Milly
I had been watching her since I first moved into the apartment on the third floor of this old building. She was friendly and always said hello when ever we ran into each other in the hallway.
I had moved into this place the first part of the summer. And if you live in Virginia you'll know what I mean by humid sticky weather. This year was one of those short Springs that leap into 90 plus temperatures during the day and never goes below 70 something in the evening. No relief at all. As a result, people usually wore the bare minimum. Most of the time if I was home alone I just took off all my clothes.
Several times I noticed the old lady across the hall wore only a light cotton house dress without underwear. I could make out the outline of her aereola through the thin fabric. Milly, that was her name had 38 to 40 D cups. Also she sported thick nipples. She had an ample butt that swayed as she walked. Whenever I was able I would always watch her walk away from me admiring the heft of her fat ass.
Now you might find that repulsive. I never have. I used to fantasize about my high school best-friend's mother. She had a very classic Italian body with that fat, voluptuous feel.
Many was the time after talking with her I would excuse myself and go to her bathroom and jerk off sniffing her panties I had pulled from her hamper. God how many times did I do that?
I was very hot one evening, too hot to go out. So I drank a cold beer which made me drowsy causing me to fall asleep on my bed.
I was awoken by the buzz of my doorbell. You know one of those really irritating doorbell buzzers.
Still naked with a semi hard from a full bladder I opened the door.
There stood Milly. I forgot I was naked, but she noticed and said, "Oh my God! I, uh, only came by to see if you had any ice." Her eyes focused on my penis.
I saw what she was looking at and cried, "Oh Shit!" and cover my semi erection with my hand.
Milly then bursted out laughing. " Too late for that now." She walked into my apartment closing the door quickly behind her.
"Don't be shy. Let Milly get a real good look" She brushed away my hand and grabbed my cock. " Mmmmm, it's been a while since I've felt one of these bad boys." She then reached up and kissed me full on the mouth slipping in her soft velvety tongue.
I was speechless, but being a horny kind of guy let her have her way. I moaned softly as she fondled by ball sack.
She grinned and began to unbutton her house coat. It fell to the floor revealing her taut erect nipples. "I hope you aren't repulsed by a fat old lady."
"Ma'am you have no idea how wrong you are."
"I haven't got any ice, but I do have a cold beer. Would that work for you?"
"Absolutely!" She nodded with enthusiasm.
We sat naked on my couch drinking our beers and enjoying each other's company. She told me that she was a retired RN and had divorced her husband 10 years ago. It turned out she was 62 years old. I told her about myself and even confessed about my infatuation with my pal's mom and my jerking off. She howled with laughter and told me that she was glad that I wasn't turned off by her fat body.
The real evidence was my cock. It was now rock hard and the veins stood out from the shaft. I leaked pre cum which Milly lifted off the tip of my penis with her index finger and then sucked with her moistened lips.
I pushed her back onto the couch and pushed open her thighs to better see her cunt. Her pubes were still thick and dark in contrast to her pepper-gray hair. The labia was swollen and stood out. Her clit was erect and as I rubbed my thumb on it she sighed and open her legs farther.
Accepting this as an invitation I pressed my face to her pussy and gently slicked, sucked and rubbed her womanly cunt. I used my tongue, my lips and my nose to elicit her pleasure.
She shuttered and trembled then let go as the orgasm rushed through her system invigorating every cell of her being.
We hard spoke during the intensity of our lovemaking. I mounted her and within several strokes we both came almost simultaneously.
We stayed together all the rest of the night and most of the next day. It was the best time either of us had had in ages.
Milly and I became pretty good pals in these past 2 months. I had come to know and respect her. She had been once a Nursing Supervisor at a large University teaching hospital. She was intelligent and adventuresome. As a result of her RN career nothing seemed to shock her and she was game for almost anything.
Our sexual relationship had been on fire since that first hot June night. Now almost August the summer’s heat and humidity at it’s worse, we fucked like randy bunnies. I never had such great fat old lady pussy in my entire life.
Sitting watching TV one night Milly stroked my inner thigh.” James, I have a favor to asked of you” She then bit her lower lip and looked away…like she was embarrassed.
Pensive she licked her lips and said, “I know this lady… a friend , Jill, you see and I …well I was wondering if you could cheer her up. You know …uh…well sexually?”
I was puzzled at first then I asked, “Let me get this straight Milly. Do you want me to fuck your friend?”
Milly sort of frowned and after a heavy inhalation she said, ”Ah maybe a striptease or some thing. You see she hasn’t had sex in several years since her long time boy friend passed away. And I used to swing with them on occasion….so I was thinking… well you know.”
It was the first time I had ever seen Milly at a lost for words.
“OK! I’ll do it, but let me think how I would like to do this.” I suggested.
She was very happy and relieved. “Oh James I’m so grateful I don’t know how I can ever thank you.”
“We can worry about that later. Right now we have some planning to do for Jill.”
The evening had arrived. Milly had picked up Jill for happy hour and then dinner.
Jill was feeling her liquor. She complained to Milly about not getting any dick in the past year and a half.. “ I feel like I’m going to burst. You know the urge is really depressing me.”
“So maybe I can find a solution to all your ills.” Milly replied with a knowing wink.
“What do you have in mind?” asked the skeptical Jill.
“You’ll see soon enough. Come on finish your drink and let’s catch a cab.”
Milly explained to the unknowing Jill that a young man lived in the same apartment building as her and that she often could see him from her kitchen jerking off completely naked in his front room. If they were lucky they would see him tonight.
Jill let a belly laugh rip through her. “This I gotta see!”
After the cab dropped them off they walked up the flight of stairs to Milly’s apartment. They were both pretty drunk and laughed as they staggered up the stairwell.
“Shhhh!” Milly tried to get out but couldn’t hold back her laughter which cause Jill to giggle all the louder.
As soon as they entered the apartment they ran to the kitchen window.
“Look! He’s on the sofa.”
Jill craned her neck to see me as I was sitting on the divan naked as the day I was born slowly stoking my semi-erect cock. “Oh this is gonna be good!” Jill said quietly.
It was a real rush for me to have a completely unknown woman watch me beat my meat. I had often fantasized performing for a fully dressed woman or even a whole group. Me the only man present as I let them watch my dick harden and grow. As I thought about being watched a clear bead of pre-cum oozed from my dick.
Milly whispered to Jill, “I’ve been fucking James for a couple of months. He loves fat, mature women.”
“Really?” answered the intrigued Jill. “Maybe he’ll fuck me too? I’m not exactly skinny you know.”
“I know dear, cooed Milly as she slipped her hand down the waistband of Jill’s skirt. She pushed the skirt until it was lying on the floor quickly followed by Jill’s pantyhose and panties.
“I used to love having sex with you in the old days. “ Milly then kissed Jill full on the mouth as she pushed her fingers into the wet exposed pussy.
Jill began to respond, but Milly insisted that she watch the show as she knelt down to lick Jill’s sloppy wet sex starved cunt.
Milly then positioned between Jill’s plump thighs and began orally pleasuring her pussy, Jill watched as I stroked my cock with more vigor.
I stood up and let go of my dick. There was my stiff dick in all of its fully erect straining passion. I just looked down at the rigid penis as it throbbed. It was heavenly to show off my cock knowing that this woman was being seduced by Milly and had no idea that my show was part of her birthday present.
Feeling certain that Jill had seen my cock in all of its hardened glory, I spit into my hand and began jacking off.
Milly told me that Jill had a pear shaped body. Her breasts were average and stood out from her chest despite being 60 years old. She had short cut hair and pubes. I had been told she was a BBW who had wide hips, a very meaty ass, and thick solid thighs. With that earth goddess image in my mind’s eye I jerked my cock all the faster.
Jill had had several small orgasms from all the skillful pussy licking of Milly. Jill gripped the counter top that she had been leaning against through the show.
I could feel that the hot cum in my balls was going to explode any second and then I screamed out’ “Oh my God!” Jism shot from my cock like a rocket once, twice and then a third time.
Jill watched with dry mouth intensity as her orgasm washed over her entire being. She collapsed onto the cool tiles of the kitchen panting and pushing Milly’s face away from her engorged over sensitive cunt.
“That was fantastic. I haven’t cum like that in ages!” Jill uttered in a weary, but soul satisfied voice.
Milly cradled her head in her arms and softly replied, “Then it’s time you did.” She then lowered her face to Jill’s sweetly kissing her parted lips. “Happy Birthday my dear friend.” said Milly.
As for me I was elated. Despite a fantastic cum shot my dick was still hard from all the excitement.
I was awed. I never knew that I would ever be turned on by exposing myself. Milly and I need to discuss this soon. I then lay upon the sofa and fell into a light sleep thinking, “Happy Birthday Jill!”
The next morning I was totally hot thinking about what had transpired the night before. I had never seen Jill but tried to imagine her naked body.
After a quick shower and brushing my teeth I slipped into my thin robe.
I went across the hall and knock on the door. It wasn’t Milly who opened the door it was Jill.
She smiled. “Good morning! Can I help you?”
“Ahh, yeah! Is Milly home?” I asked.
Just then Milly swung open the door and said, “Well good morning. Come on in the coffee is just about done.”
I entered the familiar apartment and glanced at Jill. She looked good. Her short grey hair was tussled as if she had just awoken and had not combed it yet. She was definitely pear shaped and viewing her body made my cock stiffen a little. She had small breast, but God what and an ass, hips and thighs. I love a mature BBW. This woman wasn’t exactly beautiful, but she was extremely sexy. It was an absolute pleasure watching her walk away from me. Her wide ass swayed as she languidly moved to the kitchen dinette.
After introductions the three of us shared some coffee and toast. The small talk flowed, but you could sense the sexual electricity in the room.
I got up from the table and cleared the table of our cups and plates.
Milly looked at me. “That was sweet of you to do that. Now come here this instant.” She ordered. I had never been commanded by Milly before. This was new?
She pulled my face to hers and kissed me deeply. Her tongue was pushed far into my mouth. The kiss was so compelling that I didn’t notice her hands untying the belt to my robe.
A quick tug left me completely disrobed. “That’s better.” She exclaimed. “Now be a dear and turn around for my guest.”
Jill was very composed as she surveyed my naked body with her eyes. Swiftly scanning my body her eyes came to rest on my penis.
I stood dumbfounded. Mentally I was till trying to figure out this side of Milly that I had never experienced before.
Milly’s friend her eyes glistening continued staring at my now stiffening cock. As natural as can be she cupped her hand under my balls and pulled me towards her.
“Nice tool. You haven’t been abusing it have you?” Then Milly and Jill broke into peals of laughter.
“Why don’t you show Jill just what you can do with your tool!” demanded Milly with a edge I had never heard in her voice to this minute.
I must have looked puzzled because she added, “You know jerk it off until I tell you to stop.” “OK… uhhh Yes Ma’am.” I replied and then hesitated .
Jill let go of my balls and leaned back in her chair. She sipped her coffee as I moved my hand over to my dick. “Go ahead. I’m waiting too!”
I turned to face Jill fully and then widen my stance. At first I gently stroked my cock to get the erection to full thickness. I stopped masturbating, removed my hands and just let my cock twitch in the morning air. My cock jutted proudly from my body. Then it began to ooze pre cum from the swollen red glands.
Jill cooed as she bent over and licked the bead of clear pre cum with the tip of her velvet tongue. She didn’t suck me or anything. Just that single lick was all she did.
Another of my fantasies was becoming true. I was jerking off before two clothed woman and I wasn’t wearing a stitch of clothing. It was fantastic. I was giddy from the sensations that flooded my body. My swollen penis was nearing my point of climax.
“I do believe he’s about to shoot Milly!” Jill exclaimed and then began to giggle.
I lock my eyes with Jill’s. She stared at me intently and in a husky, sultry voice ordered me to stop playing with myself.
Before I could do anything else Jill grabbed my still turgid swollen penis and looked at Milly. “I think we should give him the treatment like old times? What do you think Milly darling?” she purred.
Milly said nothing. She sipped her morning coffee once more, placed the cup on the table and nodded yes.
Now I really was puzzled.
Milly left the room and returned with a large overnight bag. She opened the bag and removed a pair of handcuffs. She took my left hand and slipped the cuff onto my bare wrist. Very quickly, as if she had had much practice, she grabbed my right wrist and had me handcuffed behind my back in less than 2 seconds.
“Now,” Milly announced. “I believe James is ready for his training.”
“Training?” I asked with a searching look.
“Oh yes.” Jill answered. “Milly and I have trained many a lad. Isn’t that right old girl.”
“Quite right Jillian.”
“Mildred you are so naughty.”
Both of these sexy matrons were addressing each other very formally. I was getting this weird feeling that from this moment on my life would be different.
Jillian placed a hand on each shoulder and pushed me down ordering me to my knees. She then removed her house coat and stood before me in her glorious naked beauty,
She was fat. Her belly was round and protruded but did not have a belly apron. I had never seen such wide hips on a woman before. They must have been 48 inches. Her pubic hair was grey and spread across the expanse of her belly. Hair grew up to her navel creating a diamond effect.
The heavy matron sat in the her chair and spread her plump thighs. I could smell the dankness of her pussy.
Her next command rang in my ears.
“Suck my cunt!’ Jillian then pushed the back of my head towards her exposed cunt.
I tried hard to lick her pussy, but due to the angle could not get my tongue into her honey pot very far.
“Wait!” she said and then repositioned her bottom and pulled up her legs so that the feet rested on the seat of her chair. She spread her labia and then ordered me to continue.
Oh my God. This was so exciting. I had my face securely placed between her labia and began to apply my oral skills to her now very wet pussy.
“That’s my boy. Lick your Mistress Jillian’s cunt well.” She encouraged in a low husky barely audible voice.
Lady Mildred as she was now introduced to me had removed a strap on harness from the bag and was now naked except for the jutting dildo. This contraption I learned later had a vibrating dildo that Milly would insert in to her pussy. When ever she fucked someone with it she could also stimulate herself to an orgasm.
As I licked Mistress Jillian’s cunt I could feel Lady Mildred apply a cool gel to my anus. Now this was getting a little weird.
“Jillian darling, would you mind lying on the carpet in the front room so I can have some fun too?” Lady Mildred asked in a sweet voice.
Mistress Jillian who had had her eyes closed opened them saw the strap on and answered, “Why certainly. We can’t leave you out of the fun now can we?”
I looked behind me and saw the leather harness and cream colored dildo. I must have had a panicked look on my face because Lady Mildred quickly reassured me that neither of them would dream hurting their precious boy toy.
The three of us quickly moved to the front room. Jillian laid on her back bending her knees she grabbed both of her ankles and spread her fat thighs wide. Her womanly scent of hot juicy pussy was strong and inviting.
I was instructed to kneel with my face in her open cunt and to lick her to orgasm. Lady Mildred straddled my ass and gently inserted the dildo.
At first the entry of the dildo was intimidating, but not unpleasant. She was skillful and over the next several minutes had entered my ass up to the dildo’s root. Then she began to ease the dildo in and out.
My cock was engorged and bouncing with each beat of my heart. Lady Mildred reached around and caressed my balls squeezing each in its turn. After that she pulled on my scrotum before grasping my hard cock in her cool strong fingers.
I would have loved to been able to witness the scene or had someone record on film the most wonderful sexual experience of my life. Oh well I cannot complain I still have the memories.
As Lady Mildred fucked my ass harder. I was continuing my oral loving of Mistress Jillian’s cunt. I lapped her sweet juices and pushed my nose into her womanhood to immerse myself fully in her fragrance.
Jillian had placed her heavy calves on my shoulders, gripped the back of my head and pushed me into her pussy.
“Oh my God!!!” She screamed as she bucked her pussy against my willing face and mouth. “I am going to cummmmm…” She squirmed and cussed. “Lick my cunt harder ….Oh God….Yes ….Yes oh, yes”
I obeyed my wonderful Mistress Jillian’s command.
Pressure was building in my groin too. Lady Mildred fucked me with more intensity and jerked me off with renewed vigor.
Having my face full of a beautiful woman’s cunt I could only grunt as I shot my load of pent up sperm onto the oriental carpet.
The lovely Lady Mildred had also come with us.
We lay together panting on the thick carpet. Our love juices filled the room with the unmistakable odor of sex. We had all three kissed and lovingly caressed one another. Each of us was very content.
As I lay there the thought occurred to me that I really had crossed a new threshold. I wonder what the future hold?
I had moved into this place the first part of the summer. And if you live in Virginia you'll know what I mean by humid sticky weather. This year was one of those short Springs that leap into 90 plus temperatures during the day and never goes below 70 something in the evening. No relief at all. As a result, people usually wore the bare minimum. Most of the time if I was home alone I just took off all my clothes.
Several times I noticed the old lady across the hall wore only a light cotton house dress without underwear. I could make out the outline of her aereola through the thin fabric. Milly, that was her name had 38 to 40 D cups. Also she sported thick nipples. She had an ample butt that swayed as she walked. Whenever I was able I would always watch her walk away from me admiring the heft of her fat ass.
Now you might find that repulsive. I never have. I used to fantasize about my high school best-friend's mother. She had a very classic Italian body with that fat, voluptuous feel.
Many was the time after talking with her I would excuse myself and go to her bathroom and jerk off sniffing her panties I had pulled from her hamper. God how many times did I do that?
I was very hot one evening, too hot to go out. So I drank a cold beer which made me drowsy causing me to fall asleep on my bed.
I was awoken by the buzz of my doorbell. You know one of those really irritating doorbell buzzers.
Still naked with a semi hard from a full bladder I opened the door.
There stood Milly. I forgot I was naked, but she noticed and said, "Oh my God! I, uh, only came by to see if you had any ice." Her eyes focused on my penis.
I saw what she was looking at and cried, "Oh Shit!" and cover my semi erection with my hand.
Milly then bursted out laughing. " Too late for that now." She walked into my apartment closing the door quickly behind her.
"Don't be shy. Let Milly get a real good look" She brushed away my hand and grabbed my cock. " Mmmmm, it's been a while since I've felt one of these bad boys." She then reached up and kissed me full on the mouth slipping in her soft velvety tongue.
I was speechless, but being a horny kind of guy let her have her way. I moaned softly as she fondled by ball sack.
She grinned and began to unbutton her house coat. It fell to the floor revealing her taut erect nipples. "I hope you aren't repulsed by a fat old lady."
"Ma'am you have no idea how wrong you are."
"I haven't got any ice, but I do have a cold beer. Would that work for you?"
"Absolutely!" She nodded with enthusiasm.
We sat naked on my couch drinking our beers and enjoying each other's company. She told me that she was a retired RN and had divorced her husband 10 years ago. It turned out she was 62 years old. I told her about myself and even confessed about my infatuation with my pal's mom and my jerking off. She howled with laughter and told me that she was glad that I wasn't turned off by her fat body.
The real evidence was my cock. It was now rock hard and the veins stood out from the shaft. I leaked pre cum which Milly lifted off the tip of my penis with her index finger and then sucked with her moistened lips.
I pushed her back onto the couch and pushed open her thighs to better see her cunt. Her pubes were still thick and dark in contrast to her pepper-gray hair. The labia was swollen and stood out. Her clit was erect and as I rubbed my thumb on it she sighed and open her legs farther.
Accepting this as an invitation I pressed my face to her pussy and gently slicked, sucked and rubbed her womanly cunt. I used my tongue, my lips and my nose to elicit her pleasure.
She shuttered and trembled then let go as the orgasm rushed through her system invigorating every cell of her being.
We hard spoke during the intensity of our lovemaking. I mounted her and within several strokes we both came almost simultaneously.
We stayed together all the rest of the night and most of the next day. It was the best time either of us had had in ages.
Milly and I became pretty good pals in these past 2 months. I had come to know and respect her. She had been once a Nursing Supervisor at a large University teaching hospital. She was intelligent and adventuresome. As a result of her RN career nothing seemed to shock her and she was game for almost anything.
Our sexual relationship had been on fire since that first hot June night. Now almost August the summer’s heat and humidity at it’s worse, we fucked like randy bunnies. I never had such great fat old lady pussy in my entire life.
Sitting watching TV one night Milly stroked my inner thigh.” James, I have a favor to asked of you” She then bit her lower lip and looked away…like she was embarrassed.
Pensive she licked her lips and said, “I know this lady… a friend , Jill, you see and I …well I was wondering if you could cheer her up. You know …uh…well sexually?”
I was puzzled at first then I asked, “Let me get this straight Milly. Do you want me to fuck your friend?”
Milly sort of frowned and after a heavy inhalation she said, ”Ah maybe a striptease or some thing. You see she hasn’t had sex in several years since her long time boy friend passed away. And I used to swing with them on occasion….so I was thinking… well you know.”
It was the first time I had ever seen Milly at a lost for words.
“OK! I’ll do it, but let me think how I would like to do this.” I suggested.
She was very happy and relieved. “Oh James I’m so grateful I don’t know how I can ever thank you.”
“We can worry about that later. Right now we have some planning to do for Jill.”
The evening had arrived. Milly had picked up Jill for happy hour and then dinner.
Jill was feeling her liquor. She complained to Milly about not getting any dick in the past year and a half.. “ I feel like I’m going to burst. You know the urge is really depressing me.”
“So maybe I can find a solution to all your ills.” Milly replied with a knowing wink.
“What do you have in mind?” asked the skeptical Jill.
“You’ll see soon enough. Come on finish your drink and let’s catch a cab.”
Milly explained to the unknowing Jill that a young man lived in the same apartment building as her and that she often could see him from her kitchen jerking off completely naked in his front room. If they were lucky they would see him tonight.
Jill let a belly laugh rip through her. “This I gotta see!”
After the cab dropped them off they walked up the flight of stairs to Milly’s apartment. They were both pretty drunk and laughed as they staggered up the stairwell.
“Shhhh!” Milly tried to get out but couldn’t hold back her laughter which cause Jill to giggle all the louder.
As soon as they entered the apartment they ran to the kitchen window.
“Look! He’s on the sofa.”
Jill craned her neck to see me as I was sitting on the divan naked as the day I was born slowly stoking my semi-erect cock. “Oh this is gonna be good!” Jill said quietly.
It was a real rush for me to have a completely unknown woman watch me beat my meat. I had often fantasized performing for a fully dressed woman or even a whole group. Me the only man present as I let them watch my dick harden and grow. As I thought about being watched a clear bead of pre-cum oozed from my dick.
Milly whispered to Jill, “I’ve been fucking James for a couple of months. He loves fat, mature women.”
“Really?” answered the intrigued Jill. “Maybe he’ll fuck me too? I’m not exactly skinny you know.”
“I know dear, cooed Milly as she slipped her hand down the waistband of Jill’s skirt. She pushed the skirt until it was lying on the floor quickly followed by Jill’s pantyhose and panties.
“I used to love having sex with you in the old days. “ Milly then kissed Jill full on the mouth as she pushed her fingers into the wet exposed pussy.
Jill began to respond, but Milly insisted that she watch the show as she knelt down to lick Jill’s sloppy wet sex starved cunt.
Milly then positioned between Jill’s plump thighs and began orally pleasuring her pussy, Jill watched as I stroked my cock with more vigor.
I stood up and let go of my dick. There was my stiff dick in all of its fully erect straining passion. I just looked down at the rigid penis as it throbbed. It was heavenly to show off my cock knowing that this woman was being seduced by Milly and had no idea that my show was part of her birthday present.
Feeling certain that Jill had seen my cock in all of its hardened glory, I spit into my hand and began jacking off.
Milly told me that Jill had a pear shaped body. Her breasts were average and stood out from her chest despite being 60 years old. She had short cut hair and pubes. I had been told she was a BBW who had wide hips, a very meaty ass, and thick solid thighs. With that earth goddess image in my mind’s eye I jerked my cock all the faster.
Jill had had several small orgasms from all the skillful pussy licking of Milly. Jill gripped the counter top that she had been leaning against through the show.
I could feel that the hot cum in my balls was going to explode any second and then I screamed out’ “Oh my God!” Jism shot from my cock like a rocket once, twice and then a third time.
Jill watched with dry mouth intensity as her orgasm washed over her entire being. She collapsed onto the cool tiles of the kitchen panting and pushing Milly’s face away from her engorged over sensitive cunt.
“That was fantastic. I haven’t cum like that in ages!” Jill uttered in a weary, but soul satisfied voice.
Milly cradled her head in her arms and softly replied, “Then it’s time you did.” She then lowered her face to Jill’s sweetly kissing her parted lips. “Happy Birthday my dear friend.” said Milly.
As for me I was elated. Despite a fantastic cum shot my dick was still hard from all the excitement.
I was awed. I never knew that I would ever be turned on by exposing myself. Milly and I need to discuss this soon. I then lay upon the sofa and fell into a light sleep thinking, “Happy Birthday Jill!”
The next morning I was totally hot thinking about what had transpired the night before. I had never seen Jill but tried to imagine her naked body.
After a quick shower and brushing my teeth I slipped into my thin robe.
I went across the hall and knock on the door. It wasn’t Milly who opened the door it was Jill.
She smiled. “Good morning! Can I help you?”
“Ahh, yeah! Is Milly home?” I asked.
Just then Milly swung open the door and said, “Well good morning. Come on in the coffee is just about done.”
I entered the familiar apartment and glanced at Jill. She looked good. Her short grey hair was tussled as if she had just awoken and had not combed it yet. She was definitely pear shaped and viewing her body made my cock stiffen a little. She had small breast, but God what and an ass, hips and thighs. I love a mature BBW. This woman wasn’t exactly beautiful, but she was extremely sexy. It was an absolute pleasure watching her walk away from me. Her wide ass swayed as she languidly moved to the kitchen dinette.
After introductions the three of us shared some coffee and toast. The small talk flowed, but you could sense the sexual electricity in the room.
I got up from the table and cleared the table of our cups and plates.
Milly looked at me. “That was sweet of you to do that. Now come here this instant.” She ordered. I had never been commanded by Milly before. This was new?
She pulled my face to hers and kissed me deeply. Her tongue was pushed far into my mouth. The kiss was so compelling that I didn’t notice her hands untying the belt to my robe.
A quick tug left me completely disrobed. “That’s better.” She exclaimed. “Now be a dear and turn around for my guest.”
Jill was very composed as she surveyed my naked body with her eyes. Swiftly scanning my body her eyes came to rest on my penis.
I stood dumbfounded. Mentally I was till trying to figure out this side of Milly that I had never experienced before.
Milly’s friend her eyes glistening continued staring at my now stiffening cock. As natural as can be she cupped her hand under my balls and pulled me towards her.
“Nice tool. You haven’t been abusing it have you?” Then Milly and Jill broke into peals of laughter.
“Why don’t you show Jill just what you can do with your tool!” demanded Milly with a edge I had never heard in her voice to this minute.
I must have looked puzzled because she added, “You know jerk it off until I tell you to stop.” “OK… uhhh Yes Ma’am.” I replied and then hesitated .
Jill let go of my balls and leaned back in her chair. She sipped her coffee as I moved my hand over to my dick. “Go ahead. I’m waiting too!”
I turned to face Jill fully and then widen my stance. At first I gently stroked my cock to get the erection to full thickness. I stopped masturbating, removed my hands and just let my cock twitch in the morning air. My cock jutted proudly from my body. Then it began to ooze pre cum from the swollen red glands.
Jill cooed as she bent over and licked the bead of clear pre cum with the tip of her velvet tongue. She didn’t suck me or anything. Just that single lick was all she did.
Another of my fantasies was becoming true. I was jerking off before two clothed woman and I wasn’t wearing a stitch of clothing. It was fantastic. I was giddy from the sensations that flooded my body. My swollen penis was nearing my point of climax.
“I do believe he’s about to shoot Milly!” Jill exclaimed and then began to giggle.
I lock my eyes with Jill’s. She stared at me intently and in a husky, sultry voice ordered me to stop playing with myself.
Before I could do anything else Jill grabbed my still turgid swollen penis and looked at Milly. “I think we should give him the treatment like old times? What do you think Milly darling?” she purred.
Milly said nothing. She sipped her morning coffee once more, placed the cup on the table and nodded yes.
Now I really was puzzled.
Milly left the room and returned with a large overnight bag. She opened the bag and removed a pair of handcuffs. She took my left hand and slipped the cuff onto my bare wrist. Very quickly, as if she had had much practice, she grabbed my right wrist and had me handcuffed behind my back in less than 2 seconds.
“Now,” Milly announced. “I believe James is ready for his training.”
“Training?” I asked with a searching look.
“Oh yes.” Jill answered. “Milly and I have trained many a lad. Isn’t that right old girl.”
“Quite right Jillian.”
“Mildred you are so naughty.”
Both of these sexy matrons were addressing each other very formally. I was getting this weird feeling that from this moment on my life would be different.
Jillian placed a hand on each shoulder and pushed me down ordering me to my knees. She then removed her house coat and stood before me in her glorious naked beauty,
She was fat. Her belly was round and protruded but did not have a belly apron. I had never seen such wide hips on a woman before. They must have been 48 inches. Her pubic hair was grey and spread across the expanse of her belly. Hair grew up to her navel creating a diamond effect.
The heavy matron sat in the her chair and spread her plump thighs. I could smell the dankness of her pussy.
Her next command rang in my ears.
“Suck my cunt!’ Jillian then pushed the back of my head towards her exposed cunt.
I tried hard to lick her pussy, but due to the angle could not get my tongue into her honey pot very far.
“Wait!” she said and then repositioned her bottom and pulled up her legs so that the feet rested on the seat of her chair. She spread her labia and then ordered me to continue.
Oh my God. This was so exciting. I had my face securely placed between her labia and began to apply my oral skills to her now very wet pussy.
“That’s my boy. Lick your Mistress Jillian’s cunt well.” She encouraged in a low husky barely audible voice.
Lady Mildred as she was now introduced to me had removed a strap on harness from the bag and was now naked except for the jutting dildo. This contraption I learned later had a vibrating dildo that Milly would insert in to her pussy. When ever she fucked someone with it she could also stimulate herself to an orgasm.
As I licked Mistress Jillian’s cunt I could feel Lady Mildred apply a cool gel to my anus. Now this was getting a little weird.
“Jillian darling, would you mind lying on the carpet in the front room so I can have some fun too?” Lady Mildred asked in a sweet voice.
Mistress Jillian who had had her eyes closed opened them saw the strap on and answered, “Why certainly. We can’t leave you out of the fun now can we?”
I looked behind me and saw the leather harness and cream colored dildo. I must have had a panicked look on my face because Lady Mildred quickly reassured me that neither of them would dream hurting their precious boy toy.
The three of us quickly moved to the front room. Jillian laid on her back bending her knees she grabbed both of her ankles and spread her fat thighs wide. Her womanly scent of hot juicy pussy was strong and inviting.
I was instructed to kneel with my face in her open cunt and to lick her to orgasm. Lady Mildred straddled my ass and gently inserted the dildo.
At first the entry of the dildo was intimidating, but not unpleasant. She was skillful and over the next several minutes had entered my ass up to the dildo’s root. Then she began to ease the dildo in and out.
My cock was engorged and bouncing with each beat of my heart. Lady Mildred reached around and caressed my balls squeezing each in its turn. After that she pulled on my scrotum before grasping my hard cock in her cool strong fingers.
I would have loved to been able to witness the scene or had someone record on film the most wonderful sexual experience of my life. Oh well I cannot complain I still have the memories.
As Lady Mildred fucked my ass harder. I was continuing my oral loving of Mistress Jillian’s cunt. I lapped her sweet juices and pushed my nose into her womanhood to immerse myself fully in her fragrance.
Jillian had placed her heavy calves on my shoulders, gripped the back of my head and pushed me into her pussy.
“Oh my God!!!” She screamed as she bucked her pussy against my willing face and mouth. “I am going to cummmmm…” She squirmed and cussed. “Lick my cunt harder ….Oh God….Yes ….Yes oh, yes”
I obeyed my wonderful Mistress Jillian’s command.
Pressure was building in my groin too. Lady Mildred fucked me with more intensity and jerked me off with renewed vigor.
Having my face full of a beautiful woman’s cunt I could only grunt as I shot my load of pent up sperm onto the oriental carpet.
The lovely Lady Mildred had also come with us.
We lay together panting on the thick carpet. Our love juices filled the room with the unmistakable odor of sex. We had all three kissed and lovingly caressed one another. Each of us was very content.
As I lay there the thought occurred to me that I really had crossed a new threshold. I wonder what the future hold?
1 year ago