Daddy at the Truckstop

Daddy at the Truckstop I couldn't believe I agreed to this, but here I was. The truck stop is maybe an hour from my house, and I was pulling into it from the highway now, dressed in stockings, panties, and my schoolgirl skirt stuffed underneath the pants I was wearing. Right next to me was my sissy bag, with everything else I'd need today - however, it turned out. This would be my first time meeting 'Daddy' as I've been calling him, and the first time I'd be dressed in public. We'd been chatting for so long, and it was finally time for me to meet him. Coming here is what he required of me, w… Leggi altre informazioni

Pubblicato da Sissy_New4U 1 anno fa 19

First time sex as a Woman

My name is Tylynn Reese. I have been crossdressing for since I was in my teens. I stopped every now and then for various reasons, but the urge from deep inside me always calls me back. It is late 2017 when I start crossdressing again and this time it was very different. I was watching a porn video of this beautiful crossdresser being fucked and I felt this feeling like none other before. I realized that I would love to let a man have his way with me. I have been fucking myself with dildos for years and I now was intrigued about having the real thing. One evening I put together some sexy photos… Leggi altre informazioni

Pubblicato da tylynnreese2 5 anni fa 15

DADDY BOY PORN & HOW TO GET IT (updated 2019)

Featuring male partners with a generation gap, daddy boy (DB) porn emerged only a distinct genre only in the 21st century. In fact, it had always existed since the beginning of gay porn, but for a long time, it had to be looked for in in other niches. The two last decades have seen a very fast development of older/younger in porn, reflecting a strong demand. However, the genre has only really been pinpointed by a handful of studios. A) THE UPCOMING OF DADDY BOY PORN 1) Definition and limits Daddy Boy Porn can be defined as gay porn where the major turn-on is age gap. It is sometimes ca… Leggi altre informazioni

Pubblicato da papadomi 11 anni fa 29

First experience as a high school CD slut

My senior year in high school 1989 was one of my favorite years of my life. I had my first car, first girlfriend, and first experience as a fully dressed cross dresser. During spring break in late March my freinds and I would hang out at a neighbor’s house a few doors down from my house..his name was Kevin. He was late 20’s had a hot wife and would buy us beer, and let us watch porn at his house Saturday afternoons and evenings while his wife worked (we always thought she was a stripper and he eventually told us all that she was). So basically we’d Hang out with him watch some porn on VHS tape… Leggi altre informazioni

Pubblicato da Lexxcream 5 anni fa 83

DADDY BOY PORN : A NEW TREND?

I was away from Xhamster for about a year. Now I’m back, I have noticed several changes, but the one that struck me most is this : out of the top four channels by number of subscriptions, no less than… three (!) are mostly producing intergenerational porn (“ Family Dick”, ‘BarebackMeDaddy”, “Mormonboyz”). The number is still four out of the top ten when adding “Older4me”; outside of “Bare Twinks”, most other big studios produce intergenerational stuff at various extents. I guess the same pattern applies to other tubes as well. I can hardly believe it. This happens to be exactly the kind of po… Leggi altre informazioni

Pubblicato da papadomi 5 anni fa 15

DADDY BOY SEX : RULES OF THE HOUSE

OK boy. Daddy has made an effort to explain to you what rules will apply while you’re staying in his house, and what a daddy boy relationship is all about. He has been very structured, as you know he always is. I hope you will appreciate that, and that everything you need to know was covered. Trust Daddy's experience! 1°) COMPLEMENTARITY • A daddy boy relationship is based on complementarity. Daddy and boy are similar by sex and opposite by age, and they both enjoy their similarity as much as their difference. To Daddy, boy is a reflection of what he has been, and to boy, Daddy is a re… Leggi altre informazioni

Pubblicato da papadomi 9 anni fa 48

My First Time Getting Fucked!

So I was finally ready to go all the way! It was my Sixteenth birthday, I had already been meeting up with old men and draining there balls for 2 years, I had become addicted to sucking cock, especially dressed as a sissy slut getting picked up at night by old men in there cars, not to mention the occasional blowbang (the most I had done at the time was 4 other guys, standing around me as I sucked them off one-by-one until they all came over me...I now have sucked 8 guys in one go but that's another story for another time) I had been chatting to this nice older guy called John who I had met… Leggi altre informazioni

Pubblicato da Sissy-cum-queen 1 mese fa 1

On break and already have a Top Str8 Dad lined up

I just got on break today from school and I couldn't even go a few hours without thinking of thick hard man meat in my life. So I got in contact with an older man that is the ideal physical looking type of guy I go for. He 55 years old (I'm 21) and is 5' 10 230 lbs with a belly, silver pubes/hair all over, bald, and a nice juicy FAT white cock hanging between his legs. He has to be either white or black to get my attention. In this case he is an older WHITE MAN that is old enough to be my Dad or pervert Uncle that is looking for real pleasure from a submissive feminine boy he can control. He… Leggi altre informazioni

Pubblicato da HaleyBaby19 10 anni fa 2

My beginnings as a sissy slut

I began my training with a online dom from America that found me in a sissy chat room online. Before meeting him i had only shown a few body pictures around. He had me purchase my first cage as well as bigger toys and very slutty outfits. He would do random chastity checks with me required to send him a live picture whenever he requested one,where ever I was. He had me wear slutty lingerie when I went out under my clothes while caged and plugged. He set up a Skype account for me where my training session's where performed, they always started and finished with me sucking my biggest black dildo… Leggi altre informazioni

Pubblicato da SubSissySky 2 mesi fa 6

Poppers! WOW

Poppers, I've been getting more and more into anal and my toys are getting bigger and bigger. Im also one of those people that when I've got a big toy in my ass my little clitty goes soft, no hard little clitty for me like that. So having a big orgasm can sometimes be difficult. I also put my self in a chastity cage sometimes and Ill try for a very long time to have a hands free climax. I've not had much luck with that but I keep trying. My last few sessions I practically wore my self out trying different positions to cum from anal alone but alas no sissygasm, so I do what I always do and… Leggi altre informazioni

Pubblicato da last2know 3 anni fa 26

BLOWJOB ADVICE FOR GOOD SLUTS

BLOWJOB ADVICE FOR GOOD SLUTS There is a lot of bad information about how to give a good blowjob on the internet. I have written this guide to help girls understand how they can be much better at doing what they are supposed to do. I am hereby releasing this text into the public domain so all sluts can read it. I am calling you sluts because that is the first thing you have to understand. If you want to do what you are meant to do then you can't think of yourself as girlfriend, wife, lover. When a man looks down at you and sees you with a cock in your mouth, he sees a slut. You are a slut.… Leggi altre informazioni

Pubblicato da flaminia 6 anni fa 138

anal sex - how it is important for me

I meet sometimes a men on the web who like to be sucked and sometimes like to suck a cock as well, but never tried anal sex. This is very strange for me. Cock sucking is a great tool in sex between men and being personally a big fund of it I couldn't meet a nice man without sucking his cock. Believe me I'm a good experienced cocksucker, I like everything in blow job - a view, a smell and taste, of course! Cock taste is absolutely amazing! You can see on some pics of mine how I enjoy sucking a nice man cock, also I love swallow and sperm taste is another huge attraction. Sure I did it not ve… Leggi altre informazioni

Pubblicato da lora-trans 7 anni fa 8

I guess I’m a SISSY

. Older man of about 70. I was 25. I was in a sauna at the gym. It was super early in the morning. It was just him & I in the sauna. I had Speedo tan lines. He asked if I wore bikini bottoms to the beach. I sad no. He said they look like it from your tan lines. He said it makes you have a very girlish ass. I said I’m not a girl . He suddenly got stern and said. Don’t talk to me like that ! You have an ass like a girl , don’t you? I got scared and just answered yes. He then said come over here and sit next to me. I felt like I was in a trance. I get very submissive around older men &… Leggi altre informazioni

Pubblicato da jamiecdsissy 3 anni fa 87

My First Time as Cock Whore Gay

I grew up in a fairly big city. Was fortunate enough be good looking, and as a result, have had my fair share of attractive women... most of them crazy. But for some reason, whenever I watch or see porn, my eyes are always drawn to the cocks. Recently, I've started to even work them into my fantasies. Watching them fuck my girlfriend at the time, or even having them attached to a dominant male who somehow makes me swallow his load. But this has always been just that, a series of fantasies. I started surfing through different story sites, and different chat rooms, when I came across the perso… Leggi altre informazioni

Pubblicato da 425olds 2 anni fa 3

Tips On Getting It Doggy Style

Here are some tips on becoming a better bottom that the tops you have sex with may not tell you either out of a desire to not offend or because they get a thrill from telling others that we bottoms cannot handle their cock ;-) SPREAD YOUR KNEES WIDE. The wider the bottom spreads his knees, the easier it will be while in doggy style. YES! If this is the first position he puts you in, use this trick to get used to his cock. ARCH YOUR BACK. This will not only look sexier to him, but also make deep penetration easier and less painful. PUSH YOUR ASS OUT. This shows the top you crave his cock in yo… Leggi altre informazioni

Pubblicato da johnq53b 4 anni fa 39

Cruising Summer Night

I decided to go to a nearby cruising area one night that I had heard about, situated just off a main road. Night time was always the busiest time apparently and there were always loads of guys looking to fuck a cute ass. I was new to doing this. I knew it went on, but had never actually been to a cruising spot at night, especially one where I knew there was loads of action. I was nervous, scared and excited at the same time. I knew if I got out of the car and wandered into that darkness, that my young and hungry hole would be ravaged by all sorts. My cock was very hard and pre-cum was leaking… Leggi altre informazioni

Pubblicato da FFist66 2 anni fa 15

Sucking My First Cock!

It all started earlier this week, I had begun to watch a lot of sissy hypnosis videos and training videos, mainly ones from Polish Mistress. Every time I watch these videos, I usually would just end up masturbating or going on Cam/Phone with someone. But, after watching a 35 minute faggot hypnosis video, I was completely under the spell of the cock. My inner-desire took over after that.....and well this is what happened. After being completely hypnotized, I went online and luckily enough found a dom daddy type guy in my area in a chat room. I told him I had never sucked a cock before, a… Leggi altre informazioni

Pubblicato da pantycum666 11 anni fa 73

Share your first bottoming experiences

my first time: i was 23 and i had sex with a guy i met on tinder, we met in public then i went to his place and first i gave him a blowjob and then i got fully naked and he fingered my ass and at first it wasn't fun at all and then he lubed my ass hole with water based lube and then he kept touching my asshole with his dick,and then he slowly pushed his dick in my asshole and it hurt so badly and i was right about to say stop im not gonna do it and then all of a sudden his dick went in my asshole balls deep and the pain turned into pleasure right away, it was still painful but as he w… Leggi altre informazioni

Pubblicato da crossdresser-sexyass 11 mesi fa 31

Sissy Comfirmation

Further confirmation of my decent into perversion & femminisation in the search for cock(s) so I can be penetrated. https://hypnotube.com/static/sissytest01 "You've crossed the point of no return. Even if you don't know it yet, there's no going back. Don't believe it? Try to stop watching hypno. Within a month you'll be back with an even stronger craving for it. Want to know what's in store for you? Here's what your future looks like. If you don't have a dildo yet, you will soon have one, then two, then a whole collection. In fact, your online shopping habits will be almos… Leggi altre informazioni

Pubblicato da adrianna 8 mesi fa 17

How I became a CD and my first time with a man

My first time dressing up was when I was 10 spending the night at my Grandma’s house. She dressed me in panties, pantyhose, one of her short nightgowns and makeup. The feeling of all these clothes on my body flipped on a switch in my brain that is still going on toady. During my teens, I would always sneak into my mother’s underwear drawer and try on her things. Being young and not being careful, I was eventually caught and then stopped until is was 18. While I was 18, I discovered a adult bookstore that had booths with gloryholes and some that had joining doors. It was here that I had my fi… Leggi altre informazioni

Pubblicato da KendraNelson 3 anni fa 24

Kneeling in a Puddle of Salty Spunk and Shame ...

I don't think I'd be humiliated by this. I think I'd feel proud. Fucking me face to face so you can watch me as I whimper and moan, pulling my legs up your shoulders so you can control me, getting my pussy right where you need it, flipping me over, taking my arms behind my back, leaning your manly weight down on me so I feel every MM of you inside of me feeling your balls ssslapp, ssslapp, ssslapping my caged itty bitty already dripping clitty, turning me to my back so I can wrap my legs around your waist, leaning down to kiss my neck and whisper in my ear what a good girl I am and you'll help… Leggi altre informazioni

Pubblicato da CDSissyLover1 2 anni fa 14

Park Cruising

I was just 18 when we moved to the suburbs from a large city, and thought my life as I knew it was over. We moved to a nice home, but there were not a lot of neighbors or k**s around me to play with. Well after the winter broke and spring set in I set out to explore the area around our house. There was a lake not to far, a railroad track that you could walk, and a park that was narrow but miles long. One day I started to walk along the railroad tracks toward town when I needed to pee. I looked over toward the park and saw a comfort station, I then walked down to the bathroom and entered the… Leggi altre informazioni

Pubblicato da canadianbbw 2 anni fa 10

Steps to sissyhood...

1. You start to cross dress. Usually this happens at a young age. You identify more with your female relatives than the male ones, maybe your father is always at work, or you don't have one. 2. Your cross dressing fantasies involve you being a lesbian at first. You find women attractive so it's just natural to want to be one and have sex with them after all. 3. You are exposed to pornography and find yourself noticing the cocks a little too much, but you push the thoughts out of your head and once you've jerked off and cum you forget about them until the next time. 4. Every now and then whe… Leggi altre informazioni

Pubblicato da Jayboi-Ist 3 anni fa 23

Getting caught as a young crossdresser.

Late in the summer of 1985 my older sister went away to college at Ohio state. I didn’t go back to school for another 2 weeks so I finally had the house to myself to do what I want. I wasn’t allowed to have freinds come over but I was able to go over their homes. My mom and dad worked 730-530 so I had the whole house to myself. I had been going through my moms drawers for the last 4 years anytime she’d go grocery shopping, etc, and I would put her satin white slips on and walk around the house feeling like a little girl. Now I was able to go through my sister bras, panties, and clothes so I wa… Leggi altre informazioni

Pubblicato da Lexxcream 4 anni fa 74

The day dad caught mom and me with guys........he

Mom had told me I was going to stay home from school today as she had a big day planned for both of us. She did her makeup and got her favorite black lacy bra, panties and garter belt on with black stockings and 4” heel black pumps. Mrs. Mary Fisher was 5-3, on the heavy side, with 38D tits and a nice sized ass. She always wore dresses and she loved men. Mom had a lot of boyfriends who would come over to the house while dad was at work. Mom put on a pretty pink dress, knee length, and then started h=getting me ready. She did my makeup and my hair….kept it a little long as Adrian…..a… Leggi altre informazioni

Pubblicato da adrienneheels 7 anni fa 47

Next meeting with older man from the train

Follow up to the previous story of meeting the older man on the train. The next few days I could not take my mind of the delightful encounter, I got hard every time I thought about it. It was Saturday morning and I decided to give Tom a call. When I called his wife answered, I almost hung up, but then asked if I could speak to Tom, she asked who was calling and I said Chris, ah yes Chris OK she said, hold on I will get him. I thought it was strange, as if she knew who I was. Tom came on and said “hello Chris I was hoping you would phone”. I said I was free all day and would you still fancy th… Leggi altre informazioni

Pubblicato da chrissyukcd1960 1 anno fa 34

Essential Food to Eat for Transsexuals, to unleash

Essential Food to Eat for Transsexuals, to unleash Essential Food to Eat for Transsexuals, to unleash the woman inside yourself. By “Jenny ” – Tgirl - Entertranser Fundamental products to Eat for Transsexuals, why many do not succeed in their diet ? Unleash the woman inside yourself. Right Mind's attitude, right action, right behavior, right food. .. Trans, take care of her!, Women, take care of her! Men, take care of him! -The "lose weight in less than 3 weeks", or a month just won’t work, so don’t try it. Guaranteed !! -Al weight watchers stuff can help, but we need much more especially… Leggi altre informazioni

Pubblicato da nicolesub 5 anni fa 2