CD Rebeca Young Tranny pt4 Groomed into a Slut
Young Tranny
4. How I Started part 4- Groomed into a Slut
I went from being a virgin to becoming a skilled wanton slut over the first month of that summer. There were many milestones passed and I became rather obsessed with sex. Summer vacation started at the beginning of June. At the end of the month, especially the last two weeks where he made me love getting fucked, I was in a high of sorts. I was sexually woken.
We had a typical daily process. Minutes after my Mom left for work I would come through his unlocked back door as a young gentleman, go up the stairs, then left at the top to "my room" to put on my favorite outfits or wear whatever he'd either selected or bought for me. Then I'd cross the hardwood floor, fully dressed as a gurl, but missing my hair and makeup, and carrying my high heels. I would slide my stockings over the smooth well-worn hardwood floor at the top of the stairs and go into the smaller upstairs bathroom. I would fully close the door, but not lock it, and open a cabinet behind the door to retrieve my red toolbox-like makeup kit and a rectangular 2-quart size nylon bag with a metal zipper and a label that said "Priscilla's" in gold and was soft like a thin pillow. I'd open the makeup box and unzip the black pouch. The makeup smell would greet me as the box opened and then as I unzipped the black pouch a perfume-like smell of my wig would add to the sensual aromas. Like the garter belt and stockings, the smell would send me further toward my feminine side and stimulate me.
I neatly laid out an array of Mabelleine, Loreal, Wet n' Wild, and Covergirl makeup on the wide bath counter. Over the next twenty or thirty minutes I'd finish my transformation from male to something else sexy and female-like, but somehow much naughtier and also a bit raunchy; dirty. I added my expensive wig added at the last moment, then slipped on my high heels, smile at myself and step out of the bathroom and go to the loveseat and start a movie on my own or, often I found Mr. Carlton waiting patiently for me with a movie already playing and his cock already hard and waiting my attention.
When that happened I was extra horny and steeped across the floor in my high-heels to come around the loveseat, then kneel down and just start sucking him off without a word. It was really kinky and I loved it. I felt both wanted and submissive. I felt like a nasty secret, which I was.
Makeup was one of my favorite parts of the process. It always woke my sex as I put it on and still does to this day. In the time before Mr. Carlton had invited me over I took time to read makeup advice in Cosmo and other periodicals. As I spent more time with Mr. Carlton and he bought me more things to try I enjoyed a good deal of experimentation and differing looks. I examined the makeup porn stars wore in "Gentleman's Magazines" and in movies. I learned a great deal about how to improve my look from greater exposure than non-porn magazines. I quickly found that I preferred the more striking looks because they expressed a desire to be noticed sexually. Some looks were noticeable, some alluring, but the look I enjoyed the most was an "inviting" look with colors and tones that more sexual and pornographic than flattering. To me the hottest looks all said, "Not only should you notice me, but I wore this so you would know that I want you to fuck me." Complicated? Not really. It ceaselessly turned me on.
After I was made-up and dressed in whatever perverse theme he or I had selected I was ready and Mr. Carlton's sex-school for Wayward Gurlie-boys was in full session. Play typically started off with a sex movie or a movie with strong sexual aspects and themes. We watched several normal theatrical movies that had sexual themes and they fuels imagination, but the professional porn, and Mr. Carlton's endless supply of private porn was what really turned us both on. Often within a few minutes of a porn movie's beginning, one of us was kneeling on the floor sucking off the other. Rarely Mr. Carlton slow sucked me during a movie. Occasional we would skip the movie and he would fuck me, or several times he'd rough-fuck me because he was in that kind of mood.
Usually he had me watch a movie to "learn something." The most memorable time was a pretty good interracial gang-bang porn movie. In the movie a hot 30-ish brunette housewife woke up to being fingered by her husband and sucked him off with him cumming on her face, neck, and hair. However, he was was too selfish to get her off before leaving for work. As he left he gave her instructions to get a certain bottle wine for a dinner that night at a certain store "for cheap." Frustrated, she masturbated in the shower with her hands then and then laying on on the bathroom floor with a large dark purple dildo, came, then we saw her get into her car wearing a white sundress and driving out of the hills and past some signs for south L.A. Again she was frustrated and surprised that her husband knew about a store in this part of L.A. and finally she arrived to find herself in the "cheap store" and in the wrong part of town. I recall she talked to herself a lot to move the story along and said something like, "Golly, this looks like the wrong part of town, so I better hurry up and get the wine." As soon as she walked in two black guys started to "charmed" her by flirting with her and after she politely turned them down and showed them her wedding set they said something like, "Its ok, we can keep a secret." Then they "convinced her" by pulling out their huge cocks and cajoling her into sucking them with a guarantee of satisfaction adding, "An-if you don-like it, you jus go home to yo-whiee husbann..."
Well, how could she refuse? So she dropped down and, surprise, she did like them...a lot. Then, after ten minutes of swapping cocks in her creamy mouth the clerk pulled away.
The fuck scene started with the clerk locking the front door and turning the open sign to "Sorry! We're Closed" with a big toothy grin and a nasty wink at the camera. The two guys then fucked her in the store's office, on the desk, bent across the desk, against the wall, and finally spit-roasted between them. Throughout the movie she came loud and unrestrained as she took their massive cocks. It was hot and I really think she did cum in the movie.
The movie continued with her later that night and the dinner going well. Someone asked where she got the wine and then the flash-backs started. She would look at someone drinking wine, mouth open, and then flash on her choking on a black cock, or her getting bent, or cum in her face. To make matters worse, her husband was drunk. He totally didn't see she needed to fuck, so she began masturbating under the table. Finally the dinner over, she tried to come on to her husband and stoked him as he wen up to bed, oblivious to her need for a hard deep fuck. How awful! Now, she masturbated in the downstairs bathroom with her fingers in front and behind her, but not in her ass. She eventually came in a sweaty mess straddling the linoleum floor.
The movie continued the next day as she got up, left her husband with a note about errands and a promise to "get more of that great wine" and showed her entering the store again. The clerk said he knew she'd be back because "You married white women always come back." Then he cajoled her to come to a nearby "get-together."
Then she came in to see four black guys who quickly got with it and fucked her over and over, cumming in and on her. She went home stretched and exhausted. Again, the husband was uninterested so she hit the tub for more quality private time re-living the gangfuck.
The next day the husband's note said he was already "gone golfing and to a business dinner- don't wait up." So the sexy brunette, hair down and slutty went back and got more wine but had a different clerk that she had to beg to fuck her. The movie briefly cut away as she knelt and started sucking his giant cock to show the "YES! We're Open!" sign. And then, as anyone would guess, she was being fucked hard and cumming on the clerk's ample tool as four fine and upstanding studly black guys walked in after their basketball game, in shorts and tanks, and quickly joined the fun. A few fucks and several minutes later she came sitting on one guy and then others all shot on her face. It was a very hot bukakke scene.
Next, the movie caught up to the husband leaving the golf course and ditching his white friends to fuck a black whore in a nearby house. I thought that she was pretty fucking hot and I came as they went through the business part of the process and then he told her to "Get to work" in a superior and somewhat degrading tone.
That scene turned me on and would become the source of many many fantasies for me. I loved it.
The hot black whore sucked him with great enthusiasm and really deepthroated him about ten or fifteen times. She had skills and he had a really nice cock, but I kept thinking, of course she's good with big white cock, she probably sucked enormous black dick all the time, so it's easy.
Finally, the movie "climax" was for the wife to go home with a note to where a party was going to happen, to then find the husband was still gone (with his whore), to go to the bathroom to masturbate, but abruptly stop. Then we see her in a halter top and a micro mini skirt and "slutted-up" and walking into party.
When she steps in she finds that she was one of three ladies, all white, who've "Made it here so far." The main wife, a shapely brunette, a rounded curvy redhead, and a buxom blonde were the only women there. All three of these women were probably one-time wonder porn stars, and they were all hot and slutty in this scene.
Soon after she arrives the gangbang begins with a deep-throat contest to see how long each lady could keep "big Joe" down their throat without stopping for air. Our hero, the brunette won and then started sucking off all the guys, with the blonde and redhead joining in. All the black guys take turns on the white women sending them to ecstasy and orgasm over and over. Much of it looked real to me too, but I was no expert. Several times the women were in unlikely lesbian kisses with cocks between their faces or punching them from behind. At one point "our hero" was talked into taking it up her ass and then the double penetration started. Each woman was then double-punched by huge cocks for a minor eternity.
Then, all of a sudden, mid ass-cunt-face fuck we see the husband, along with his secret black whore and two other black women with well-to-do "Johns" walking in on the original three white women getting their brains fucked out by the gang of black guys. Of course it was all cool and the white guys bent the black women over and fucked them doggy-style as they watched their wives getting gang-fucked deep and hard.
I remember that as the credits rolled I sucked off Mr. Carlton to orgasm and also came on the floor as he filled my mouth.
I recall that it strained my imagination of acceptability, but, fuck it, it was hot. Most importantly, it opened an array of possibilities in my young mind. I also recall that throughout the movie Mr. Carlton stroked me and occasionally fingered my boi-cunt saying he wanted me to "Be like her" at several parts of the movie. He said that prominently throughout the black-whore part. Then equally prominently during the new-clerk and random customers fuck gang-fuck scene. I have looked around for the movie often over the years, but I never have been able to find it. Of course, almost every time I searched I was invariably interrupted by either masturbation or having some close personal time with other porn-store patrons...
Mr. Carlton's selection of professional porn was always really good, but the private porn was fucking wild. Most of it was raw recordings made while he was on vacation in Mexico, Thailand, or other exotic places that gender-bending things and bisexuality were more acceptable. These movies led to me trying a new sexual thrills or improving skills.
So our daily routine was get dressed and prepared (cleaned), watch a kinky movie, fuck, have lunch, watch another kinky movie while fucking, then maybe another movie or more intense experimental sex. Sometimes I would change outfits, or as several times happened, my outfit would need changing because it was soiled or damaged too much during sex. In the end, each of us would orgasm at least three, and occasionally four times a playday.
At first, Mr. Carlton worked with me on typical sexual skills with a cock and being a good bottom CD bitch; I accepted whatever he had me do in every way. Still new at sex it was all new and exciting and I loved pretty much everything. Even the initial pain of being opened at the start of a fuck was enjoyable in its own way. Being a bottom bitch gurlie-boi was very agreeable to me. I had no need to think for myself sexually, I just did what he wanted and enjoyed myself. I dressed and performed the way he wanted me to. I liked or even loved what we were doing and was content to merely react and accept his desires.
Mr. Carlton and I didn't play every single day. At least once and often twice a week Mr. Carlton had normal adult errands and typical health related things to tend to. He was medically retired living off the settlement for the accident that ended his career as a highway patrolman.
I needed to be a semi-normal person also, so, I saw friends and did normal things, always keeping my delicious secret to myself as I'd been groomed to do. I tried to sustain an interest in things more appropriate for my age, but I realized that I'd had moved forward and lost interest. This was especially evident when my father brought his new family out to go to disneeland (yes misspelled). My father and mother had split so he had for visitation over his entire five-day independence holiday weekend visit to So Cal. My mom needed a well-earned break from her nursing certification process so, she happily turned me over to him and took off for some well earned girl-time with her friends.
The apple doesn't fall far from the tree. A worthy footnote is that apparently my mom was a bit of a whore too. My parents split because of her infidelity, but at the time I had no idea what that meant. As typically happens, I had mixed feelings about my dad and never really saw my mom as flawed and still don't; she took care of me and was very reasonable. The same weekend I spent with my dad and his new, younger family, my mom and her friends went to first San Fransisco and then Las Vegas. Then in October, about a year after the I'd discovered masturbation and dressing up, two decent looking middle-eastern guys stopped by our house. I was given $25.00 and sent to the mall and to see a movie with my local buddy. The two middle eastern guys fucked the hell out of my mom for several hours.
Though I was supposed to be at the mall with a friend of mine, I had other needs and saw an opportunity to play with Mr. Carlton for a few hours. I went to the mall, complained about a stomach ache, ditched my friend and went to Mr. Carlton's to be gurlie for two about hours. It was no longer summer vacation and we fit playtimes in when we could. We would abridge the playtime to get dressed, makeup, fuck, clean-up, maybe fuck a second time, clean up, and finish.
After our fun was done, I cleaned up to arrive home about an hour earlier than my mom expected. I came in the back door from the alley and heard my mom moaning loud and obviously having incredible sex. To make sure (sorry, not sorry, I may be weird, but I'm not into my own mom) I snuck a peek and confirmed she was definitely fucking, but...
Well...fuck, I looked long enough to she the position and took a moment to figure out that there was really only one way that the bodies all fit together. I saw her low but on her hands and knees straddling one guy with the other guy pumping in hard behind her. She was moaning repeatedly in a low orgasmic tone. The tone screamed to me that she was probably being fucked in her ass and cunt at the same time. While I may have only peeked for about ten seconds, I backed off and listened for a while as I carefully and quietly stepped away to leave her to her business. As I neared the back door one guy moaned loud and she joined him urging him deeper and then the third guy joined the moans as they all started to finish together. Only about 30 feet from her room and six feet from the door, I heard her through the wall clearly. They were apparently cumming on her face because she said stuff over and over like, "Shoot it in my mouth...yesss!!!" You know, stuff that really contrasted with other things she said to me like, "Study hard and have a good day at school." I paused to control the rear door squeak I was all-too familiar with. As I waited for sounds to cover the squeaky door I heard guys in loud heavily accented voices speak. One was too accented for me to understand, but the other laughed and remarked in pleasant melodic English something like "You are as much fun like this as you were in the middle of our group." She answered with a relaxed orgasmic laugh and said, opening her door and then the door to the linen closet, "I loved it! I had so much fucking fun in Vegas... soo much fun with the...what? Six? No seven of you? Fuck, it's too bad the other guys didn't come with you!" At that point I'd heard far too much and quietly managed the squeak and got out the fuck out of the house and walked around the block to give them time to clean up. When I got home they were gone and mom was fresh from the shower and asking if I wanted to go out for dinner. I respected her needs and later that night realized how much I shared her need for discretion. So, I never mentioned it to my mom or really anyone, till now. Looking back, I never really put too much thought into any larger significance to her kinky side, but I have no doubt that there is something in her sexual attitudes that somehow impacted me.
Anyway, back in early July, about three weeks after I lost my virginity, just after the weekend with my dad was done, and, apparently right after my mom was a gang-bang girl for a bunch of middle eastern guys in Las fucking Vegas, I was barely containing my excitement to get back into the sexual routine in Mr. Carlton's sex loft. I double-stepped up the stairs and just as I was about to round the corner to my room I looked over and saw a fully dressed dominatrix upstairs seated on a new throne-like chair that was positioned to the right side of the love seat and far enough back to allow her to see the stairs and the TV with a slight dart of her eyes. She was watching some of Mr. Carlton's special amateur CD porn, masturbating with her knees over each arm rest, and apparently awaiting me.
She saw me in the mirrors, slowly brought her legs off the arm rests and covered her sex. She smiled and looked me over for three seconds and then connected to my eyes and said, "Don't go in there yet. Come over here and let me see you." She paused the porn and turned off the TV. Though I'd easily seen her playing with herself in the mirrors, she smoothed her long skirt, crossed her left leg tightly over her right knee and continued stimulating herself as she rocked her foot up and down.
The woman in the brown-burgundy leather throne was a flawless platinum blonde and she was stunning. She was petite and older, possibly 60 years old or more, but she was elegant and regal in the way that suggested she's always been elegant. She was curvy, not fat, and certainly not obese and wore, all black, a rich real-leather halter, and a long flowing pleated leather skirt over sheer stockings and ankle-high stiletto heel lace-up boots. Her makeup was striking and rich with cobalt blues to emphasize her sea-blue eyes and blood-red lips. No blush at all. She would later tell me that as a domme "I should never blush." She resembled a less-buxom Dolly Parton blonde mashed with the makeup of Liz Taylor and the facial features of Joan Collins from the Dynasty show in the 1980s.
At long last she said, "I am Mistress K and you will be learning a lot from me."
I was stunned and nodded enthusiastically.
"Good, then go change into the things layed out on your bed and meet me in the bathroom..."
I never learned what "K" stood for, but was told it was a letter and not "Kay," after I'd written it on a note. I was also to told to NEVER write another note about ANYTHING related to our play EVER again. And, until now, I have pretty much honored that demand.
Over that first week Mistress K re-shaped me. She put the grooming process in high gear. She re-visited nearly everything Mr. Carlton had helped me with on his own and improved upon my skills. Often she was firm, funny, flirty as I prepared and then she would shift gears to be demanding, degrading, and twisted. She approached me like the k** at the beach who spends all morning to build the best sandcastle he can, then kicks and stomps it utterly obliterating the creation that afternoon, only, I was the sandcastle. She truly enjoyed grooming me and guided me to discovering all the things I was capable of, the things I really liked, and the things I did not prefer. She made me her perfect fuck toy and told me that I "don't not like or refuse to do things, I simply don't prefer them. The choice isn't for you to make. You are the plaything, you are the slut, you are the ultimate gurlie-boy. Others use you."
That week and over the last weeks of summer she taught and trained me almost every day of the week. For all I knew she was living at his house as part of the agreement to train me.
Mistress K's training was both intense and intensely satisfying. I learned how to walk, talk, eat, and, whether Mr. Carlton was available or not, I got really good at sucking cock like a good little whore. I learned everything. Odd things like how to accept an enema in front of a crowd to how to do one to myself with a plastic soda bottle (not recommended). I learned how to accept an over-size cock properly and then went on to learn how to ride cocks to multiple hands-free orgasms. I learned how to masturbate my own ass along with the best ways to work other people's asses and pussies. I was bound, stretched, whipped, slapped, spanked, chained, rimmed and made to rim, fingered, fisted, gagged, strap-on fucked, vibrated, pissed on, 69'd, drowned by pussy, choked by cock, choked while in orgasm, armpitted, foot jacked, made to boot-lick and worship feet, mashed, pinched, trampled, face-sat, and taught to be a good clean-up boy after someone else, or several men had cum inside her. I was humiliated, verbally, and physically degraded, often all at once. Once I was humiliated and broken so badly that I cried and started to quit. She ended play, hugged me and said, "It's ok, you have reached your limit, we have finally found it. I am surprised we haven't found it already. You are a perfect little gurlie-boi, not actually a disgusting...(hate speech now days)"
She did expose me to darker things too. I was exposed to, but did not do, other things like blood, toilet stuff, i****t, and a****ls along with a few other things I won't write and I'd prefer to forget about. Those I had no interest in.
Mistress K had me try everything she could think of to enable me to learn the things I liked and those I had no interest in as part of a process to refine me and expose me to everything she could, which was pretty much everything. She really, really, really enjoyed what she did to me and with me.
As part of her essential training she taught me to sensuously make love to and, conversely, how to fuck women. I really like that too - why wouldn't I? In fact, it led to some confusion about sex that she said was "healthy." Mistress K knew I wasn't "gay" or confused, or gender-fluid or any of that. I was a person who enjoyed extreme sex. Many see it as gay sex, and that's fine, but she knew all sex as a holistic thing. Not defined by romantic attachments like preferring women or men as life partners, but as how each person brought something different to the table and felt wonderful in its own way. Men and women can do different and wonderful things, so why miss out on that?
Mistress K did, without a doubt indoctrinate me. She conditioned me and made me used to performing extreme sex in a well practiced and unreserved manner. Without too much pointless debate, and without re-living the pointless debate I had over the years until that night in Las Vegas a few years later, I will just say, I was happy to be indoctrinated and conditioned and I am very happy with the result.
As part of the conditioning she had me learn to fuck her. I fucked her as a guy and a gurl, and with my mouth, toys, and of course my own cock. She frequently reminded me, that for me to be a better fuck toy for men I needed to fuck women and take from that experience ways to improve the experience for the man or men I was supposed to please. By making her cum with my mouth or, proud to say, with my 6-inch (at the time) cock, I felt how a woman quakes, contracts, moans and reacts. Looking back, I probably fucked her at least three or four times every week. I got really good at it. I liked fucking her as a boy and as a "gurl," and sometimes a bit of both. A twink boy with makeup on is a very sexy thing too.
The things I was interested in she worked with me to develop my skills with. Rough-fucking, blowjobs, and three-way sex were and still are my favorites. I came from her strap-on cock and Mr. Carlton's real cock in pretty much any configuration.
Along with the sex, Mistress K taught me about fashion and makeup. I quickly gravitated toward the more fetish-like blacks I still enjoy to this day. I went through countless looks including things like cheerleader outfits, school girl uniforms, and half-dressed femme-boi-in-makeup looks. Perhaps most importantly, I learned how to speak and some gurly mannerisms.
Mr. Calrton often watched and participated. He was either my practice cock or he watched and played with himself, occasionally Mistress K would have me pause when he was about to cum, suck his cock, then continue whatever we'd been doing.
The final session with Mistress K was an 8-hour sex-fest the weekend ahead of Labor Day. It was like a performance routine. I did pretty much everything I'd been taught over the summer by both Mistress K and by Mr. Carlton. The last two hours of the day an 18 or 19 year-old black "stable-boy" of Mistress K's came up the stairs for the final scenes.
The day went like this.
At seven thirty my mom left for work and, as part of the improved process, I took an enema and a shower and arrived clean as a whistle at five after eight. I went upstairs and as I completed dressing in an all-black stretch-satin BDSM black teddy with shiny studs highlighting my false professional "prosthetic breasts" and a lace-up front with chrome lace rings, sheer stockings, high heel pumps, and a heavy leather collar. As I searched to find my panties, thinking I'd dropped them, Mistress K entered, placed her hand on my hip to physically manipulate me and guided me to my knees as she sat on my bed corner, spreading her thighs wide and said, "I have something for you to tend to," as the smell of warm thick semen met my nose it was clear that I was to eat the semen out of her filled cunt like good whore-boy.
I eagerly knelt and dressed as a boy in gurls lingerie and became hard as I did my mistress proud. Semen flowed as her pussy contracted in orgasm a mere six minutes after going down on her.
"That will do," she said letting out an orgasmic sigh. "Here are your panties. I am sorry that they are a bit...soiled. Put them on and finish the process."
I got up with a closed mouth smile, enjoying the pussy-cum cocktail that coated my mouth and took the panties form her hand. She smiled as she saw me realize that they were damp with the same semen I had in my mouth. Her smile grew as I bent and pulled them up my legs to snugly fit them up my ass and over my still-hard cock. Then, I returned her smile and carried out her instructions.
The damp panties cooled my sex as I went used mouthwash, cleaned my face up, then painted my face like a good whore.
Fifteen minutes later, body lotioned, lingerie adjusted and perfect, hair and face perfect, I came out to see Mr. Carlton, dressed up especially for the graduation-like event. He wore a dark business suit and appeared to be already hard. Mistress K was also fully dressed, seated in her throne-like chair, emanating power and control. I was only partially dressed in cheap lingerie leaving me exposed, vulnerable, and submissive. Using her gestures in a sensual manner, she guided me to the spot in at the foot of her throne. There was no ceremonial procedure like bowing or kneeling, not even a curtsy. Instead, I stood solely focused at her and awaited her demands.
"Help him to be more comfortable and take his edge off," Mistress K commanded.
Mr. Carlton's cock was heavy and poking forward a bit as I turned to him, kneeled, reached up, bumping his hard cock on the way to his belt and began freeing his ample cock for the day's events. He smiled at me as I opened him and then went down on him using all the skills I'd learned over the past few weeks. Softly down his cock, keeping my teeth away by stretching my mouth wide, hit the base with my upper lip and the balls with my bottom, peek the tongue out to tease the tops of the ball sack, then tight and upppppp all the way to the head, twist, once...lick in circles, twist back the other way and then down nice and loose. Over and over for only about three minutes, until, with no warning, I felt his cock swell and then cum in my mouth.
Mr. Carlton said in between breaths and orgasmic throbs, "She is even better than I'd hoped for...the best....ever..."
Behind me Mistress K said, "She is. She's my best one yet. Wait till you fuck her..."
The day progressed and before long I was freshly strap-on fucked and after orgasm-denial all morning, I found myself cumming in Mistress K's warm inviting pussy and then on my knees cleaning up my own mess and eating her out.
Mr. Carlton was ready again before long and, now nude, he grabbed me firmly and flung me onto the low leather bench seat and rough-fucked me, tearing my outfit in a sexy non-consensual sex scene. He even messed up my hair and my makeup, and then Mistress K got into the scene calling me names like and holding me down.
Mr. Carlton yelled as he roughly pushed himself into me "This fucking bitch boy is mine...this ass is mine...give it to me you stupid fucking bitch...nasty faggot gayboy!"
Mistress K added, "Do it you fucking nasty cum whore, you sick little fuck-toy-boy...nasty lil' cum-eating bitch!"
Mr. Carlton fucked me in a manner that he knew would bring me to orgasm without touching me and I started to cum. Mistress K sat on my face, pinning my wig-less head to the bench and then she broke the bra of my lingerie and pinched my nipples hard, creating a hard core shock and smothering as I came hands free all over the lower portions of my lingerie.
Sometime after that each finished using me for their pleasure, my ass filled with seed, my face slick with orgasmic cunt juice, I was told to get changed and cleaned up and return ready for more.
As I went to the shower and turned it on, I looked over and saw that my face was still very sexually intact, smeared, but sexy. Mr. Carlton burst through the door, apparently reading my mind, Mistress K close behind, and he picked me up and placed me in the shower and turned it off. Then he had me suck his half-hard cock for a moment until he held me down, his cock at my tonsils. Then, after a small eternity I felt him urinate and my mouth burst at the sides. His piss streamed down my cheeks, my neck, my stockings and all over the tub.
Mistress K screamed, "Jack your fucking cock off you disgusting bitch!"
I snuck a peek over to see her braced on one door jamb, leg up and fucking her pussy almost balls-deep with a chocolate-colored cock-like dildo.
Mr. Carlton's piss ran out and his cock began to soften as I sucked him off and stroked myself.
Then, Mistress K, ever the keen eye, saw that he was done for a bit and all but pushed him out of the way. She passed him as his cock fell from my mouth and kicked her leg over the width of the tub and aimed her well-fucked cunt at my face and let her piss flow all over my neck, adjusted, and then streamed all over my eyes and mouth. "Keep jacking off fag-boy...fag boy in girls clothes...fucking bitch!"
I was close to cumming, but, it was a trick. She'd taught me about two weeks prior that water sports were like a shooting star. Once the piss was done, the sex could continue, but more likely, it would pause and a reset would occur.
She finished and, looking down to check she said, "Did you cum you fucking bitch?"
"No Mistress, I have not."
"Good. Rebeca I want you to get cleaned up, and changed. We have more to do, including your surprise graduation gift."
The next couple of hours were like the most sexual runway model show. With me dressed much more elaborately, first in lingerie, then as a uniformed school gurl, then as a street whore, each time getting fucked by cock and strp-on and sucking everything placed in my whorafice-mouth.
My final outfit of the day was an all black sex-dungeon slave look with a tight hugging micro mini-skirt, a shiny black bra, a showy bondage-like harness, a thick garter belt, and fishnet stockings with brand new stiletto heels with a one-inch thick around-the-ankle buckle-strap, "So, they can't come off easily during sex," Mistress K added.
I came out dressed in my new things and eagerly excited and loving my "surprise graduation gift."
Mistress K smiled at me and asked how I liked them.
I loved them, so smiling, and in my best femme-voice I said, "Oh Mistress, they are so wonderful. They make the perfect symbol of my graduation!"
"Oh, that has arrived also! Those shoes are wonderful, but things wear out and experiences are a better gift." She actually got up from her throne and like a proud teacher she touched my shoulders firmly and in a loving and proud manner. "I am about to give you something you will never forget! I am so proud of you and your progress that I know you will love it and...it will mean so much."
As she said those words of pride and congratulations I heard the tell-tale footstep sounds of nice dress shoes reach me.
Mistress K's hands went up from my shoulders to the sides of my face and she held me firmly enough to stop me from seeing who was behind me.
A smell of sweat and from walking in the So Cal August heat came over me. As she held me in place I felt a taller male pelvic area pressing into the top of my micro miniskirt and my hip. Hands grabbed my hips and pulled me back and into the hips and I felt a firm large dildo between my ass cheeks, but no. It was a long heavy real cock through nice soft professional trousers. Still looking at Mistress K I felt the hands move over my hips and over the pseudo bondage harness to cup my false tits and then, finally I looked down just in time to see the large hands extending from a nice white long-sleeve dress shirt. Except, the hands were a smooth warm milk-chocolate brown. I felt one reach my neck as the other went back down to my ass.
Oh my god, it's a black stud...mistress is gifting me sex with her black stud!
Mistress K released me and stepped to her throne saying, "Enjoy yourself. You have worked hard and earned it." Then, as if on a whim, she added, "Plus, you already know what he tastes like."
I turned and by the time I faced him to look up and begin to kiss him I realized that he had fucked Mistress K's pussy and dumped his load in her before she arrived in the morning. Hell, maybe she'd spent the night with him and that was several loads...that would be like her. I'd cleaned his mess out of her at the start! Delicious! I thought, both the symbolism her confidence that in me. She knew I was ready for her stud! ...Also the taste had been remarkable.
I did kiss him, and that has set a high bar for others. He was clean shaven, not too sloppy-wet, and his lips were soft and enjoyable, along with his long tongue.
We broke the kiss and he guided me down in front of him and put me to work.
I popped is ample heavy slightly-over eight inch cock out and had him stepping from his pants and casting his shirt away in no time. Then his cock was hitting the back of my mouth until I relaxed and deep-throated him as Mistress K had taught me. I gave him the best head I knew how. I enjoyed him far more than Mistress K's toy cocks of the same size and when he reached over and teased my asshole I knew I wanted him to stretch me and hurt me in that wonderful way. In a blur, I stood, turned and he pressed his blow-job soaked cock up into me in a smooth motion that was faster than I would have liked and hurt when he drove it into me. I was in ecstasy as his cock popped past my G-spot and then hit my anal curve wall. I relaxed and pushed the way I'd been groomed to and in seconds both he and I felt my shift to accept his cock. He pushed deeper and his shaved pubic area pressed into the apex of my ass crack. I wiggled around to fully accept him, but then he took over and started fucking me. Bent, hands reaching out for the arms of Mistress K's throne I moved back an forth in time with and because of his fuck movements. Bammmm...bammmmm...bammmmm, slow at first and then, as if on a cue provided by my sexual subconscious saying "MORE!" and "I'm ready! FUCK ME HARDER!" he started fucking me in time with my breathing. Bam, bam, bam, bam.... On and on until...
I felt my cock go limp as he hit my anal curve at the start. Of course, its not totally limp, its just shrunk and pliable. It sways, swings, slams into upper thighs, and occasionally swings forward hard enough to hit the garter belt's lowest seam. It also lets the orgasmic pressure out of the sexual portions inside my body. He kept fucking me and then all of a sudden I knew I was cumming. I went from on edge to orgasm in two thrusts and my cock started to spill and slime all over the place.
"Mistress K! See it!? She's cumming! That's just how she came the first time I fucked her!" Mr. Carlton, a previously unseen observer yelled out.
I looked over at the mirror and saw that I was cumming, and not too far from where I had cum that first time, but I was miles beyond now. I let my eyes roll back and enjoyed the pounding ecstasy of the stud's dick into my cunt...my boi-cunt.
After a bit, he slowed and I was afraid he was about to cum. He pulled out and sat on the love seat. Now unmounted, I turned and strutted to him, knelt, and sucked his cock, fresh from my ass-cunt and stiffened him up even more. I went down on him and then I stood, didn't ask permission, and I mounted his big black cock. My knees were along his hips and my arms supported my torso, but I straddled him and with the slightest of assistance from my right hand, I took him up my ass down to his balls. I leaned back and away, turning our "U" shape to a "V", and getting even more from his cock. I bounced and took myself to my next orgasm of the day, and...then it happened. My cock swelled and fully erect, I reached down in a luxurious personal indulgence and made myself cum on his cock. My ivory toned sperm flowed out hard and violently, spewing on his warm brown tummy skin and dark nipples. I came and came and then, released my own cock and still orgasmic, focused on fucking him with my ass, just as Mistress K had taught me to.
Mistress K, her skirt up now and hands and toys working her furiously as she watched me, orgasmicaly screamed, "Mmmmarvelous my dear Rrrrebeca! Just perfect! You are not done until he is satisfied...but enjoy yourself along the way!" Mistress K beamed while cumming and our orgasmic gazes met in a mirror and we shared the success. Early in grooming she'd taught me and then reinforced it with me almost daily. Now, I showed her that it was part of my sexual being. I came, harder perhaps than ever before and I kept going like a "good little slut does."
Then, my stud came. He wrenched downward on me and pushed himself up into my body, throbbing and breathing hard, shooting his load deep. His eyes rolled back and then shut as he popped upward into me and enjoyed my young small ass-cunt.
After the most violent cum-thrusts had occurred, I tilted right and then slid down to finish him off as I'd practiced many times on Mr. Carlton. I minimized contact with his body and positioned myself to suck him, mouth only at first and then after seven or eight slow, submissive, up-down cock-suck movements, I pressed my fingers gently against the outer base of his cock and then more firmly against his perineum. He twitched and came a it more and then he was done.
After congratulations and a natural ending to the day, I went to the bathroom and went to clean everything out and prepared to be done. As I finished and was wiping up the last of the rinse water, I heard Mistress K and Mr. Carlton walk downstairs mentioning coffee.
Then, I heard the familiar bed springs of "my bed" in "my room" across the hall. I stood, dried off and in seconds I was behind a closed bedroom door properly introducing myself to and then kissing my new friend, Tyson. He treated me femme up to the point where he slid down and sucked my cock like a pro. Then he held my cock as he turned me over and went down on my cute little rosebud in my bubble ass. He licked first pressing in, then round and round a few times, then he came up and off me to grip himself and press into me. As his cock pushed and met resistance, I reached over and placed a lube bottle from the bed table in his hand. He came up just far enough to take lube from the bottle and put into my hot little hole. He gripped my cock and said, "You're already hard," and then pushed into me. He held my cock but stretched out over me and extended his body past me in every way. His free hand placed my hands one at a time on the bed rail in a bondage-like X and he held them there as he fucked me harder in a controlled and medium speed pace.
"Now it's...my turn...to use you the way...you fucked me...I am using...your...fuck...hole...you...fucking....hot...little...sissy!"
As he said this his pace decreased and it was obvious he was already close.
Tyson breathed out and said, "Oh...fuck you are so tight...fuck me..."
I replied, "Ok!" and I started to rock back and upward into his hips and his fuck thrusts.
"Ohhhh, fuck...yessss...I'm..."
He gripped me and pushed in hard and began to cum.
I fucked both back into him but also deep into his hand and as his orgasm was beginning to complete, mine began. I used him again, pushing myself back in into his cock to intensify the firm grip on my cock he had and make myself cum as hard as I could. My eyes rolled back and I moaned in that unique wonderful femme-boy-getting-raw-fucked tone as I came.
Afterward, late that night, my crotch cramps subsided, I thought about Mistress K. She, like me fit no simple molds or categories. Many Dommes will never 'lower' themselves to even touch a slave or provoke an orgasm. They will almost never have sex with a "slave" in any way aside from strap-on play or face-sitting. Though I was being groomed, I was definitely her slave also, which makes her very unusual, and was awkward to learn much later. Most Dominatrices and most Masters I have told this story to say she wasn't a true domme. Of course, I disagree, but I don't care to debate it. I don't really care to because she absolutely dominated me and guided me in some extraordinary ways. I was far from her first gurlie-boi project and when she left it was clear that she was about to embark on another similar project like me well away from L.A. Apparently, we all have our fetishes, and grooming gurlie-bois was hers.
One thing that I always recall is that she was a retired serious professional who had also been a semi-pro escort dominatrix. She was a prostitute who severely discouraged me from lusting for that whore-fetish too much once she knew that was such a big part of the sex to me. Though, possibly hypocritically, possibly not, She as very wealthy and had no need to take clients much less have a regular job. While I listened to her wise words, deep down I knew I would want to find out for myself eventually.
The summer had been transformational, but the fall would blow my mind.
4. How I Started part 4- Groomed into a Slut
I went from being a virgin to becoming a skilled wanton slut over the first month of that summer. There were many milestones passed and I became rather obsessed with sex. Summer vacation started at the beginning of June. At the end of the month, especially the last two weeks where he made me love getting fucked, I was in a high of sorts. I was sexually woken.
We had a typical daily process. Minutes after my Mom left for work I would come through his unlocked back door as a young gentleman, go up the stairs, then left at the top to "my room" to put on my favorite outfits or wear whatever he'd either selected or bought for me. Then I'd cross the hardwood floor, fully dressed as a gurl, but missing my hair and makeup, and carrying my high heels. I would slide my stockings over the smooth well-worn hardwood floor at the top of the stairs and go into the smaller upstairs bathroom. I would fully close the door, but not lock it, and open a cabinet behind the door to retrieve my red toolbox-like makeup kit and a rectangular 2-quart size nylon bag with a metal zipper and a label that said "Priscilla's" in gold and was soft like a thin pillow. I'd open the makeup box and unzip the black pouch. The makeup smell would greet me as the box opened and then as I unzipped the black pouch a perfume-like smell of my wig would add to the sensual aromas. Like the garter belt and stockings, the smell would send me further toward my feminine side and stimulate me.
I neatly laid out an array of Mabelleine, Loreal, Wet n' Wild, and Covergirl makeup on the wide bath counter. Over the next twenty or thirty minutes I'd finish my transformation from male to something else sexy and female-like, but somehow much naughtier and also a bit raunchy; dirty. I added my expensive wig added at the last moment, then slipped on my high heels, smile at myself and step out of the bathroom and go to the loveseat and start a movie on my own or, often I found Mr. Carlton waiting patiently for me with a movie already playing and his cock already hard and waiting my attention.
When that happened I was extra horny and steeped across the floor in my high-heels to come around the loveseat, then kneel down and just start sucking him off without a word. It was really kinky and I loved it. I felt both wanted and submissive. I felt like a nasty secret, which I was.
Makeup was one of my favorite parts of the process. It always woke my sex as I put it on and still does to this day. In the time before Mr. Carlton had invited me over I took time to read makeup advice in Cosmo and other periodicals. As I spent more time with Mr. Carlton and he bought me more things to try I enjoyed a good deal of experimentation and differing looks. I examined the makeup porn stars wore in "Gentleman's Magazines" and in movies. I learned a great deal about how to improve my look from greater exposure than non-porn magazines. I quickly found that I preferred the more striking looks because they expressed a desire to be noticed sexually. Some looks were noticeable, some alluring, but the look I enjoyed the most was an "inviting" look with colors and tones that more sexual and pornographic than flattering. To me the hottest looks all said, "Not only should you notice me, but I wore this so you would know that I want you to fuck me." Complicated? Not really. It ceaselessly turned me on.
After I was made-up and dressed in whatever perverse theme he or I had selected I was ready and Mr. Carlton's sex-school for Wayward Gurlie-boys was in full session. Play typically started off with a sex movie or a movie with strong sexual aspects and themes. We watched several normal theatrical movies that had sexual themes and they fuels imagination, but the professional porn, and Mr. Carlton's endless supply of private porn was what really turned us both on. Often within a few minutes of a porn movie's beginning, one of us was kneeling on the floor sucking off the other. Rarely Mr. Carlton slow sucked me during a movie. Occasional we would skip the movie and he would fuck me, or several times he'd rough-fuck me because he was in that kind of mood.
Usually he had me watch a movie to "learn something." The most memorable time was a pretty good interracial gang-bang porn movie. In the movie a hot 30-ish brunette housewife woke up to being fingered by her husband and sucked him off with him cumming on her face, neck, and hair. However, he was was too selfish to get her off before leaving for work. As he left he gave her instructions to get a certain bottle wine for a dinner that night at a certain store "for cheap." Frustrated, she masturbated in the shower with her hands then and then laying on on the bathroom floor with a large dark purple dildo, came, then we saw her get into her car wearing a white sundress and driving out of the hills and past some signs for south L.A. Again she was frustrated and surprised that her husband knew about a store in this part of L.A. and finally she arrived to find herself in the "cheap store" and in the wrong part of town. I recall she talked to herself a lot to move the story along and said something like, "Golly, this looks like the wrong part of town, so I better hurry up and get the wine." As soon as she walked in two black guys started to "charmed" her by flirting with her and after she politely turned them down and showed them her wedding set they said something like, "Its ok, we can keep a secret." Then they "convinced her" by pulling out their huge cocks and cajoling her into sucking them with a guarantee of satisfaction adding, "An-if you don-like it, you jus go home to yo-whiee husbann..."
Well, how could she refuse? So she dropped down and, surprise, she did like them...a lot. Then, after ten minutes of swapping cocks in her creamy mouth the clerk pulled away.
The fuck scene started with the clerk locking the front door and turning the open sign to "Sorry! We're Closed" with a big toothy grin and a nasty wink at the camera. The two guys then fucked her in the store's office, on the desk, bent across the desk, against the wall, and finally spit-roasted between them. Throughout the movie she came loud and unrestrained as she took their massive cocks. It was hot and I really think she did cum in the movie.
The movie continued with her later that night and the dinner going well. Someone asked where she got the wine and then the flash-backs started. She would look at someone drinking wine, mouth open, and then flash on her choking on a black cock, or her getting bent, or cum in her face. To make matters worse, her husband was drunk. He totally didn't see she needed to fuck, so she began masturbating under the table. Finally the dinner over, she tried to come on to her husband and stoked him as he wen up to bed, oblivious to her need for a hard deep fuck. How awful! Now, she masturbated in the downstairs bathroom with her fingers in front and behind her, but not in her ass. She eventually came in a sweaty mess straddling the linoleum floor.
The movie continued the next day as she got up, left her husband with a note about errands and a promise to "get more of that great wine" and showed her entering the store again. The clerk said he knew she'd be back because "You married white women always come back." Then he cajoled her to come to a nearby "get-together."
Then she came in to see four black guys who quickly got with it and fucked her over and over, cumming in and on her. She went home stretched and exhausted. Again, the husband was uninterested so she hit the tub for more quality private time re-living the gangfuck.
The next day the husband's note said he was already "gone golfing and to a business dinner- don't wait up." So the sexy brunette, hair down and slutty went back and got more wine but had a different clerk that she had to beg to fuck her. The movie briefly cut away as she knelt and started sucking his giant cock to show the "YES! We're Open!" sign. And then, as anyone would guess, she was being fucked hard and cumming on the clerk's ample tool as four fine and upstanding studly black guys walked in after their basketball game, in shorts and tanks, and quickly joined the fun. A few fucks and several minutes later she came sitting on one guy and then others all shot on her face. It was a very hot bukakke scene.
Next, the movie caught up to the husband leaving the golf course and ditching his white friends to fuck a black whore in a nearby house. I thought that she was pretty fucking hot and I came as they went through the business part of the process and then he told her to "Get to work" in a superior and somewhat degrading tone.
That scene turned me on and would become the source of many many fantasies for me. I loved it.
The hot black whore sucked him with great enthusiasm and really deepthroated him about ten or fifteen times. She had skills and he had a really nice cock, but I kept thinking, of course she's good with big white cock, she probably sucked enormous black dick all the time, so it's easy.
Finally, the movie "climax" was for the wife to go home with a note to where a party was going to happen, to then find the husband was still gone (with his whore), to go to the bathroom to masturbate, but abruptly stop. Then we see her in a halter top and a micro mini skirt and "slutted-up" and walking into party.
When she steps in she finds that she was one of three ladies, all white, who've "Made it here so far." The main wife, a shapely brunette, a rounded curvy redhead, and a buxom blonde were the only women there. All three of these women were probably one-time wonder porn stars, and they were all hot and slutty in this scene.
Soon after she arrives the gangbang begins with a deep-throat contest to see how long each lady could keep "big Joe" down their throat without stopping for air. Our hero, the brunette won and then started sucking off all the guys, with the blonde and redhead joining in. All the black guys take turns on the white women sending them to ecstasy and orgasm over and over. Much of it looked real to me too, but I was no expert. Several times the women were in unlikely lesbian kisses with cocks between their faces or punching them from behind. At one point "our hero" was talked into taking it up her ass and then the double penetration started. Each woman was then double-punched by huge cocks for a minor eternity.
Then, all of a sudden, mid ass-cunt-face fuck we see the husband, along with his secret black whore and two other black women with well-to-do "Johns" walking in on the original three white women getting their brains fucked out by the gang of black guys. Of course it was all cool and the white guys bent the black women over and fucked them doggy-style as they watched their wives getting gang-fucked deep and hard.
I remember that as the credits rolled I sucked off Mr. Carlton to orgasm and also came on the floor as he filled my mouth.
I recall that it strained my imagination of acceptability, but, fuck it, it was hot. Most importantly, it opened an array of possibilities in my young mind. I also recall that throughout the movie Mr. Carlton stroked me and occasionally fingered my boi-cunt saying he wanted me to "Be like her" at several parts of the movie. He said that prominently throughout the black-whore part. Then equally prominently during the new-clerk and random customers fuck gang-fuck scene. I have looked around for the movie often over the years, but I never have been able to find it. Of course, almost every time I searched I was invariably interrupted by either masturbation or having some close personal time with other porn-store patrons...
Mr. Carlton's selection of professional porn was always really good, but the private porn was fucking wild. Most of it was raw recordings made while he was on vacation in Mexico, Thailand, or other exotic places that gender-bending things and bisexuality were more acceptable. These movies led to me trying a new sexual thrills or improving skills.
So our daily routine was get dressed and prepared (cleaned), watch a kinky movie, fuck, have lunch, watch another kinky movie while fucking, then maybe another movie or more intense experimental sex. Sometimes I would change outfits, or as several times happened, my outfit would need changing because it was soiled or damaged too much during sex. In the end, each of us would orgasm at least three, and occasionally four times a playday.
At first, Mr. Carlton worked with me on typical sexual skills with a cock and being a good bottom CD bitch; I accepted whatever he had me do in every way. Still new at sex it was all new and exciting and I loved pretty much everything. Even the initial pain of being opened at the start of a fuck was enjoyable in its own way. Being a bottom bitch gurlie-boi was very agreeable to me. I had no need to think for myself sexually, I just did what he wanted and enjoyed myself. I dressed and performed the way he wanted me to. I liked or even loved what we were doing and was content to merely react and accept his desires.
Mr. Carlton and I didn't play every single day. At least once and often twice a week Mr. Carlton had normal adult errands and typical health related things to tend to. He was medically retired living off the settlement for the accident that ended his career as a highway patrolman.
I needed to be a semi-normal person also, so, I saw friends and did normal things, always keeping my delicious secret to myself as I'd been groomed to do. I tried to sustain an interest in things more appropriate for my age, but I realized that I'd had moved forward and lost interest. This was especially evident when my father brought his new family out to go to disneeland (yes misspelled). My father and mother had split so he had for visitation over his entire five-day independence holiday weekend visit to So Cal. My mom needed a well-earned break from her nursing certification process so, she happily turned me over to him and took off for some well earned girl-time with her friends.
The apple doesn't fall far from the tree. A worthy footnote is that apparently my mom was a bit of a whore too. My parents split because of her infidelity, but at the time I had no idea what that meant. As typically happens, I had mixed feelings about my dad and never really saw my mom as flawed and still don't; she took care of me and was very reasonable. The same weekend I spent with my dad and his new, younger family, my mom and her friends went to first San Fransisco and then Las Vegas. Then in October, about a year after the I'd discovered masturbation and dressing up, two decent looking middle-eastern guys stopped by our house. I was given $25.00 and sent to the mall and to see a movie with my local buddy. The two middle eastern guys fucked the hell out of my mom for several hours.
Though I was supposed to be at the mall with a friend of mine, I had other needs and saw an opportunity to play with Mr. Carlton for a few hours. I went to the mall, complained about a stomach ache, ditched my friend and went to Mr. Carlton's to be gurlie for two about hours. It was no longer summer vacation and we fit playtimes in when we could. We would abridge the playtime to get dressed, makeup, fuck, clean-up, maybe fuck a second time, clean up, and finish.
After our fun was done, I cleaned up to arrive home about an hour earlier than my mom expected. I came in the back door from the alley and heard my mom moaning loud and obviously having incredible sex. To make sure (sorry, not sorry, I may be weird, but I'm not into my own mom) I snuck a peek and confirmed she was definitely fucking, but...
Well...fuck, I looked long enough to she the position and took a moment to figure out that there was really only one way that the bodies all fit together. I saw her low but on her hands and knees straddling one guy with the other guy pumping in hard behind her. She was moaning repeatedly in a low orgasmic tone. The tone screamed to me that she was probably being fucked in her ass and cunt at the same time. While I may have only peeked for about ten seconds, I backed off and listened for a while as I carefully and quietly stepped away to leave her to her business. As I neared the back door one guy moaned loud and she joined him urging him deeper and then the third guy joined the moans as they all started to finish together. Only about 30 feet from her room and six feet from the door, I heard her through the wall clearly. They were apparently cumming on her face because she said stuff over and over like, "Shoot it in my mouth...yesss!!!" You know, stuff that really contrasted with other things she said to me like, "Study hard and have a good day at school." I paused to control the rear door squeak I was all-too familiar with. As I waited for sounds to cover the squeaky door I heard guys in loud heavily accented voices speak. One was too accented for me to understand, but the other laughed and remarked in pleasant melodic English something like "You are as much fun like this as you were in the middle of our group." She answered with a relaxed orgasmic laugh and said, opening her door and then the door to the linen closet, "I loved it! I had so much fucking fun in Vegas... soo much fun with the...what? Six? No seven of you? Fuck, it's too bad the other guys didn't come with you!" At that point I'd heard far too much and quietly managed the squeak and got out the fuck out of the house and walked around the block to give them time to clean up. When I got home they were gone and mom was fresh from the shower and asking if I wanted to go out for dinner. I respected her needs and later that night realized how much I shared her need for discretion. So, I never mentioned it to my mom or really anyone, till now. Looking back, I never really put too much thought into any larger significance to her kinky side, but I have no doubt that there is something in her sexual attitudes that somehow impacted me.
Anyway, back in early July, about three weeks after I lost my virginity, just after the weekend with my dad was done, and, apparently right after my mom was a gang-bang girl for a bunch of middle eastern guys in Las fucking Vegas, I was barely containing my excitement to get back into the sexual routine in Mr. Carlton's sex loft. I double-stepped up the stairs and just as I was about to round the corner to my room I looked over and saw a fully dressed dominatrix upstairs seated on a new throne-like chair that was positioned to the right side of the love seat and far enough back to allow her to see the stairs and the TV with a slight dart of her eyes. She was watching some of Mr. Carlton's special amateur CD porn, masturbating with her knees over each arm rest, and apparently awaiting me.
She saw me in the mirrors, slowly brought her legs off the arm rests and covered her sex. She smiled and looked me over for three seconds and then connected to my eyes and said, "Don't go in there yet. Come over here and let me see you." She paused the porn and turned off the TV. Though I'd easily seen her playing with herself in the mirrors, she smoothed her long skirt, crossed her left leg tightly over her right knee and continued stimulating herself as she rocked her foot up and down.
The woman in the brown-burgundy leather throne was a flawless platinum blonde and she was stunning. She was petite and older, possibly 60 years old or more, but she was elegant and regal in the way that suggested she's always been elegant. She was curvy, not fat, and certainly not obese and wore, all black, a rich real-leather halter, and a long flowing pleated leather skirt over sheer stockings and ankle-high stiletto heel lace-up boots. Her makeup was striking and rich with cobalt blues to emphasize her sea-blue eyes and blood-red lips. No blush at all. She would later tell me that as a domme "I should never blush." She resembled a less-buxom Dolly Parton blonde mashed with the makeup of Liz Taylor and the facial features of Joan Collins from the Dynasty show in the 1980s.
At long last she said, "I am Mistress K and you will be learning a lot from me."
I was stunned and nodded enthusiastically.
"Good, then go change into the things layed out on your bed and meet me in the bathroom..."
I never learned what "K" stood for, but was told it was a letter and not "Kay," after I'd written it on a note. I was also to told to NEVER write another note about ANYTHING related to our play EVER again. And, until now, I have pretty much honored that demand.
Over that first week Mistress K re-shaped me. She put the grooming process in high gear. She re-visited nearly everything Mr. Carlton had helped me with on his own and improved upon my skills. Often she was firm, funny, flirty as I prepared and then she would shift gears to be demanding, degrading, and twisted. She approached me like the k** at the beach who spends all morning to build the best sandcastle he can, then kicks and stomps it utterly obliterating the creation that afternoon, only, I was the sandcastle. She truly enjoyed grooming me and guided me to discovering all the things I was capable of, the things I really liked, and the things I did not prefer. She made me her perfect fuck toy and told me that I "don't not like or refuse to do things, I simply don't prefer them. The choice isn't for you to make. You are the plaything, you are the slut, you are the ultimate gurlie-boy. Others use you."
That week and over the last weeks of summer she taught and trained me almost every day of the week. For all I knew she was living at his house as part of the agreement to train me.
Mistress K's training was both intense and intensely satisfying. I learned how to walk, talk, eat, and, whether Mr. Carlton was available or not, I got really good at sucking cock like a good little whore. I learned everything. Odd things like how to accept an enema in front of a crowd to how to do one to myself with a plastic soda bottle (not recommended). I learned how to accept an over-size cock properly and then went on to learn how to ride cocks to multiple hands-free orgasms. I learned how to masturbate my own ass along with the best ways to work other people's asses and pussies. I was bound, stretched, whipped, slapped, spanked, chained, rimmed and made to rim, fingered, fisted, gagged, strap-on fucked, vibrated, pissed on, 69'd, drowned by pussy, choked by cock, choked while in orgasm, armpitted, foot jacked, made to boot-lick and worship feet, mashed, pinched, trampled, face-sat, and taught to be a good clean-up boy after someone else, or several men had cum inside her. I was humiliated, verbally, and physically degraded, often all at once. Once I was humiliated and broken so badly that I cried and started to quit. She ended play, hugged me and said, "It's ok, you have reached your limit, we have finally found it. I am surprised we haven't found it already. You are a perfect little gurlie-boi, not actually a disgusting...(hate speech now days)"
She did expose me to darker things too. I was exposed to, but did not do, other things like blood, toilet stuff, i****t, and a****ls along with a few other things I won't write and I'd prefer to forget about. Those I had no interest in.
Mistress K had me try everything she could think of to enable me to learn the things I liked and those I had no interest in as part of a process to refine me and expose me to everything she could, which was pretty much everything. She really, really, really enjoyed what she did to me and with me.
As part of her essential training she taught me to sensuously make love to and, conversely, how to fuck women. I really like that too - why wouldn't I? In fact, it led to some confusion about sex that she said was "healthy." Mistress K knew I wasn't "gay" or confused, or gender-fluid or any of that. I was a person who enjoyed extreme sex. Many see it as gay sex, and that's fine, but she knew all sex as a holistic thing. Not defined by romantic attachments like preferring women or men as life partners, but as how each person brought something different to the table and felt wonderful in its own way. Men and women can do different and wonderful things, so why miss out on that?
Mistress K did, without a doubt indoctrinate me. She conditioned me and made me used to performing extreme sex in a well practiced and unreserved manner. Without too much pointless debate, and without re-living the pointless debate I had over the years until that night in Las Vegas a few years later, I will just say, I was happy to be indoctrinated and conditioned and I am very happy with the result.
As part of the conditioning she had me learn to fuck her. I fucked her as a guy and a gurl, and with my mouth, toys, and of course my own cock. She frequently reminded me, that for me to be a better fuck toy for men I needed to fuck women and take from that experience ways to improve the experience for the man or men I was supposed to please. By making her cum with my mouth or, proud to say, with my 6-inch (at the time) cock, I felt how a woman quakes, contracts, moans and reacts. Looking back, I probably fucked her at least three or four times every week. I got really good at it. I liked fucking her as a boy and as a "gurl," and sometimes a bit of both. A twink boy with makeup on is a very sexy thing too.
The things I was interested in she worked with me to develop my skills with. Rough-fucking, blowjobs, and three-way sex were and still are my favorites. I came from her strap-on cock and Mr. Carlton's real cock in pretty much any configuration.
Along with the sex, Mistress K taught me about fashion and makeup. I quickly gravitated toward the more fetish-like blacks I still enjoy to this day. I went through countless looks including things like cheerleader outfits, school girl uniforms, and half-dressed femme-boi-in-makeup looks. Perhaps most importantly, I learned how to speak and some gurly mannerisms.
Mr. Calrton often watched and participated. He was either my practice cock or he watched and played with himself, occasionally Mistress K would have me pause when he was about to cum, suck his cock, then continue whatever we'd been doing.
The final session with Mistress K was an 8-hour sex-fest the weekend ahead of Labor Day. It was like a performance routine. I did pretty much everything I'd been taught over the summer by both Mistress K and by Mr. Carlton. The last two hours of the day an 18 or 19 year-old black "stable-boy" of Mistress K's came up the stairs for the final scenes.
The day went like this.
At seven thirty my mom left for work and, as part of the improved process, I took an enema and a shower and arrived clean as a whistle at five after eight. I went upstairs and as I completed dressing in an all-black stretch-satin BDSM black teddy with shiny studs highlighting my false professional "prosthetic breasts" and a lace-up front with chrome lace rings, sheer stockings, high heel pumps, and a heavy leather collar. As I searched to find my panties, thinking I'd dropped them, Mistress K entered, placed her hand on my hip to physically manipulate me and guided me to my knees as she sat on my bed corner, spreading her thighs wide and said, "I have something for you to tend to," as the smell of warm thick semen met my nose it was clear that I was to eat the semen out of her filled cunt like good whore-boy.
I eagerly knelt and dressed as a boy in gurls lingerie and became hard as I did my mistress proud. Semen flowed as her pussy contracted in orgasm a mere six minutes after going down on her.
"That will do," she said letting out an orgasmic sigh. "Here are your panties. I am sorry that they are a bit...soiled. Put them on and finish the process."
I got up with a closed mouth smile, enjoying the pussy-cum cocktail that coated my mouth and took the panties form her hand. She smiled as she saw me realize that they were damp with the same semen I had in my mouth. Her smile grew as I bent and pulled them up my legs to snugly fit them up my ass and over my still-hard cock. Then, I returned her smile and carried out her instructions.
The damp panties cooled my sex as I went used mouthwash, cleaned my face up, then painted my face like a good whore.
Fifteen minutes later, body lotioned, lingerie adjusted and perfect, hair and face perfect, I came out to see Mr. Carlton, dressed up especially for the graduation-like event. He wore a dark business suit and appeared to be already hard. Mistress K was also fully dressed, seated in her throne-like chair, emanating power and control. I was only partially dressed in cheap lingerie leaving me exposed, vulnerable, and submissive. Using her gestures in a sensual manner, she guided me to the spot in at the foot of her throne. There was no ceremonial procedure like bowing or kneeling, not even a curtsy. Instead, I stood solely focused at her and awaited her demands.
"Help him to be more comfortable and take his edge off," Mistress K commanded.
Mr. Carlton's cock was heavy and poking forward a bit as I turned to him, kneeled, reached up, bumping his hard cock on the way to his belt and began freeing his ample cock for the day's events. He smiled at me as I opened him and then went down on him using all the skills I'd learned over the past few weeks. Softly down his cock, keeping my teeth away by stretching my mouth wide, hit the base with my upper lip and the balls with my bottom, peek the tongue out to tease the tops of the ball sack, then tight and upppppp all the way to the head, twist, once...lick in circles, twist back the other way and then down nice and loose. Over and over for only about three minutes, until, with no warning, I felt his cock swell and then cum in my mouth.
Mr. Carlton said in between breaths and orgasmic throbs, "She is even better than I'd hoped for...the best....ever..."
Behind me Mistress K said, "She is. She's my best one yet. Wait till you fuck her..."
The day progressed and before long I was freshly strap-on fucked and after orgasm-denial all morning, I found myself cumming in Mistress K's warm inviting pussy and then on my knees cleaning up my own mess and eating her out.
Mr. Carlton was ready again before long and, now nude, he grabbed me firmly and flung me onto the low leather bench seat and rough-fucked me, tearing my outfit in a sexy non-consensual sex scene. He even messed up my hair and my makeup, and then Mistress K got into the scene calling me names like and holding me down.
Mr. Carlton yelled as he roughly pushed himself into me "This fucking bitch boy is mine...this ass is mine...give it to me you stupid fucking bitch...nasty faggot gayboy!"
Mistress K added, "Do it you fucking nasty cum whore, you sick little fuck-toy-boy...nasty lil' cum-eating bitch!"
Mr. Carlton fucked me in a manner that he knew would bring me to orgasm without touching me and I started to cum. Mistress K sat on my face, pinning my wig-less head to the bench and then she broke the bra of my lingerie and pinched my nipples hard, creating a hard core shock and smothering as I came hands free all over the lower portions of my lingerie.
Sometime after that each finished using me for their pleasure, my ass filled with seed, my face slick with orgasmic cunt juice, I was told to get changed and cleaned up and return ready for more.
As I went to the shower and turned it on, I looked over and saw that my face was still very sexually intact, smeared, but sexy. Mr. Carlton burst through the door, apparently reading my mind, Mistress K close behind, and he picked me up and placed me in the shower and turned it off. Then he had me suck his half-hard cock for a moment until he held me down, his cock at my tonsils. Then, after a small eternity I felt him urinate and my mouth burst at the sides. His piss streamed down my cheeks, my neck, my stockings and all over the tub.
Mistress K screamed, "Jack your fucking cock off you disgusting bitch!"
I snuck a peek over to see her braced on one door jamb, leg up and fucking her pussy almost balls-deep with a chocolate-colored cock-like dildo.
Mr. Carlton's piss ran out and his cock began to soften as I sucked him off and stroked myself.
Then, Mistress K, ever the keen eye, saw that he was done for a bit and all but pushed him out of the way. She passed him as his cock fell from my mouth and kicked her leg over the width of the tub and aimed her well-fucked cunt at my face and let her piss flow all over my neck, adjusted, and then streamed all over my eyes and mouth. "Keep jacking off fag-boy...fag boy in girls clothes...fucking bitch!"
I was close to cumming, but, it was a trick. She'd taught me about two weeks prior that water sports were like a shooting star. Once the piss was done, the sex could continue, but more likely, it would pause and a reset would occur.
She finished and, looking down to check she said, "Did you cum you fucking bitch?"
"No Mistress, I have not."
"Good. Rebeca I want you to get cleaned up, and changed. We have more to do, including your surprise graduation gift."
The next couple of hours were like the most sexual runway model show. With me dressed much more elaborately, first in lingerie, then as a uniformed school gurl, then as a street whore, each time getting fucked by cock and strp-on and sucking everything placed in my whorafice-mouth.
My final outfit of the day was an all black sex-dungeon slave look with a tight hugging micro mini-skirt, a shiny black bra, a showy bondage-like harness, a thick garter belt, and fishnet stockings with brand new stiletto heels with a one-inch thick around-the-ankle buckle-strap, "So, they can't come off easily during sex," Mistress K added.
I came out dressed in my new things and eagerly excited and loving my "surprise graduation gift."
Mistress K smiled at me and asked how I liked them.
I loved them, so smiling, and in my best femme-voice I said, "Oh Mistress, they are so wonderful. They make the perfect symbol of my graduation!"
"Oh, that has arrived also! Those shoes are wonderful, but things wear out and experiences are a better gift." She actually got up from her throne and like a proud teacher she touched my shoulders firmly and in a loving and proud manner. "I am about to give you something you will never forget! I am so proud of you and your progress that I know you will love it and...it will mean so much."
As she said those words of pride and congratulations I heard the tell-tale footstep sounds of nice dress shoes reach me.
Mistress K's hands went up from my shoulders to the sides of my face and she held me firmly enough to stop me from seeing who was behind me.
A smell of sweat and from walking in the So Cal August heat came over me. As she held me in place I felt a taller male pelvic area pressing into the top of my micro miniskirt and my hip. Hands grabbed my hips and pulled me back and into the hips and I felt a firm large dildo between my ass cheeks, but no. It was a long heavy real cock through nice soft professional trousers. Still looking at Mistress K I felt the hands move over my hips and over the pseudo bondage harness to cup my false tits and then, finally I looked down just in time to see the large hands extending from a nice white long-sleeve dress shirt. Except, the hands were a smooth warm milk-chocolate brown. I felt one reach my neck as the other went back down to my ass.
Oh my god, it's a black stud...mistress is gifting me sex with her black stud!
Mistress K released me and stepped to her throne saying, "Enjoy yourself. You have worked hard and earned it." Then, as if on a whim, she added, "Plus, you already know what he tastes like."
I turned and by the time I faced him to look up and begin to kiss him I realized that he had fucked Mistress K's pussy and dumped his load in her before she arrived in the morning. Hell, maybe she'd spent the night with him and that was several loads...that would be like her. I'd cleaned his mess out of her at the start! Delicious! I thought, both the symbolism her confidence that in me. She knew I was ready for her stud! ...Also the taste had been remarkable.
I did kiss him, and that has set a high bar for others. He was clean shaven, not too sloppy-wet, and his lips were soft and enjoyable, along with his long tongue.
We broke the kiss and he guided me down in front of him and put me to work.
I popped is ample heavy slightly-over eight inch cock out and had him stepping from his pants and casting his shirt away in no time. Then his cock was hitting the back of my mouth until I relaxed and deep-throated him as Mistress K had taught me. I gave him the best head I knew how. I enjoyed him far more than Mistress K's toy cocks of the same size and when he reached over and teased my asshole I knew I wanted him to stretch me and hurt me in that wonderful way. In a blur, I stood, turned and he pressed his blow-job soaked cock up into me in a smooth motion that was faster than I would have liked and hurt when he drove it into me. I was in ecstasy as his cock popped past my G-spot and then hit my anal curve wall. I relaxed and pushed the way I'd been groomed to and in seconds both he and I felt my shift to accept his cock. He pushed deeper and his shaved pubic area pressed into the apex of my ass crack. I wiggled around to fully accept him, but then he took over and started fucking me. Bent, hands reaching out for the arms of Mistress K's throne I moved back an forth in time with and because of his fuck movements. Bammmm...bammmmm...bammmmm, slow at first and then, as if on a cue provided by my sexual subconscious saying "MORE!" and "I'm ready! FUCK ME HARDER!" he started fucking me in time with my breathing. Bam, bam, bam, bam.... On and on until...
I felt my cock go limp as he hit my anal curve at the start. Of course, its not totally limp, its just shrunk and pliable. It sways, swings, slams into upper thighs, and occasionally swings forward hard enough to hit the garter belt's lowest seam. It also lets the orgasmic pressure out of the sexual portions inside my body. He kept fucking me and then all of a sudden I knew I was cumming. I went from on edge to orgasm in two thrusts and my cock started to spill and slime all over the place.
"Mistress K! See it!? She's cumming! That's just how she came the first time I fucked her!" Mr. Carlton, a previously unseen observer yelled out.
I looked over at the mirror and saw that I was cumming, and not too far from where I had cum that first time, but I was miles beyond now. I let my eyes roll back and enjoyed the pounding ecstasy of the stud's dick into my cunt...my boi-cunt.
After a bit, he slowed and I was afraid he was about to cum. He pulled out and sat on the love seat. Now unmounted, I turned and strutted to him, knelt, and sucked his cock, fresh from my ass-cunt and stiffened him up even more. I went down on him and then I stood, didn't ask permission, and I mounted his big black cock. My knees were along his hips and my arms supported my torso, but I straddled him and with the slightest of assistance from my right hand, I took him up my ass down to his balls. I leaned back and away, turning our "U" shape to a "V", and getting even more from his cock. I bounced and took myself to my next orgasm of the day, and...then it happened. My cock swelled and fully erect, I reached down in a luxurious personal indulgence and made myself cum on his cock. My ivory toned sperm flowed out hard and violently, spewing on his warm brown tummy skin and dark nipples. I came and came and then, released my own cock and still orgasmic, focused on fucking him with my ass, just as Mistress K had taught me to.
Mistress K, her skirt up now and hands and toys working her furiously as she watched me, orgasmicaly screamed, "Mmmmarvelous my dear Rrrrebeca! Just perfect! You are not done until he is satisfied...but enjoy yourself along the way!" Mistress K beamed while cumming and our orgasmic gazes met in a mirror and we shared the success. Early in grooming she'd taught me and then reinforced it with me almost daily. Now, I showed her that it was part of my sexual being. I came, harder perhaps than ever before and I kept going like a "good little slut does."
Then, my stud came. He wrenched downward on me and pushed himself up into my body, throbbing and breathing hard, shooting his load deep. His eyes rolled back and then shut as he popped upward into me and enjoyed my young small ass-cunt.
After the most violent cum-thrusts had occurred, I tilted right and then slid down to finish him off as I'd practiced many times on Mr. Carlton. I minimized contact with his body and positioned myself to suck him, mouth only at first and then after seven or eight slow, submissive, up-down cock-suck movements, I pressed my fingers gently against the outer base of his cock and then more firmly against his perineum. He twitched and came a it more and then he was done.
After congratulations and a natural ending to the day, I went to the bathroom and went to clean everything out and prepared to be done. As I finished and was wiping up the last of the rinse water, I heard Mistress K and Mr. Carlton walk downstairs mentioning coffee.
Then, I heard the familiar bed springs of "my bed" in "my room" across the hall. I stood, dried off and in seconds I was behind a closed bedroom door properly introducing myself to and then kissing my new friend, Tyson. He treated me femme up to the point where he slid down and sucked my cock like a pro. Then he held my cock as he turned me over and went down on my cute little rosebud in my bubble ass. He licked first pressing in, then round and round a few times, then he came up and off me to grip himself and press into me. As his cock pushed and met resistance, I reached over and placed a lube bottle from the bed table in his hand. He came up just far enough to take lube from the bottle and put into my hot little hole. He gripped my cock and said, "You're already hard," and then pushed into me. He held my cock but stretched out over me and extended his body past me in every way. His free hand placed my hands one at a time on the bed rail in a bondage-like X and he held them there as he fucked me harder in a controlled and medium speed pace.
"Now it's...my turn...to use you the way...you fucked me...I am using...your...fuck...hole...you...fucking....hot...little...sissy!"
As he said this his pace decreased and it was obvious he was already close.
Tyson breathed out and said, "Oh...fuck you are so tight...fuck me..."
I replied, "Ok!" and I started to rock back and upward into his hips and his fuck thrusts.
"Ohhhh, fuck...yessss...I'm..."
He gripped me and pushed in hard and began to cum.
I fucked both back into him but also deep into his hand and as his orgasm was beginning to complete, mine began. I used him again, pushing myself back in into his cock to intensify the firm grip on my cock he had and make myself cum as hard as I could. My eyes rolled back and I moaned in that unique wonderful femme-boy-getting-raw-fucked tone as I came.
Afterward, late that night, my crotch cramps subsided, I thought about Mistress K. She, like me fit no simple molds or categories. Many Dommes will never 'lower' themselves to even touch a slave or provoke an orgasm. They will almost never have sex with a "slave" in any way aside from strap-on play or face-sitting. Though I was being groomed, I was definitely her slave also, which makes her very unusual, and was awkward to learn much later. Most Dominatrices and most Masters I have told this story to say she wasn't a true domme. Of course, I disagree, but I don't care to debate it. I don't really care to because she absolutely dominated me and guided me in some extraordinary ways. I was far from her first gurlie-boi project and when she left it was clear that she was about to embark on another similar project like me well away from L.A. Apparently, we all have our fetishes, and grooming gurlie-bois was hers.
One thing that I always recall is that she was a retired serious professional who had also been a semi-pro escort dominatrix. She was a prostitute who severely discouraged me from lusting for that whore-fetish too much once she knew that was such a big part of the sex to me. Though, possibly hypocritically, possibly not, She as very wealthy and had no need to take clients much less have a regular job. While I listened to her wise words, deep down I knew I would want to find out for myself eventually.
The summer had been transformational, but the fall would blow my mind.
3 years ago
