I have been cross-dressing since I was 7, always been a bit in the closet about my homosexuality and cross-dressing but I have always loved it and kept it close. I had one roommate when I was living in Boston his name was James. he was a pretty good looking guy who seemed to always be doing well with the ladies and I always secretly watched him as he paraded around the apartment in his underwear always hoping one day he'd notice m little did I know he already had. it was a typical Saturday morning I had gotten up and said hi to James on my way out for a jog, went out the door and started walking towards the park when I realized I had forgotten to recharge my iPod the night before I had been gone for about 15 minutes and decided to go back to the apartment ... Read More»

I don't do this. I simply don't. But I was emboldened by theloneliness of being in a strange city without any friends around. I was taking my first trip to Los Angeles for an appearance on a game show. I'd be getting up bright and early the next morning and was spending the evening alone in a hotel restaurant. A group of what I could only guess were "regulars" were circled around the bar watching a basketball game and nursing their drinks. It was a pretty sad group of people with the exception of a very attractive young lady. What she was doing among this group was a mystery. I was quickly becoming obsessed with the lines of her stockings and the shape of her neck as she turned to occasionally discuss the game with her neighbors. "How ya doin', hon?" asked ... Read More»

Well I first started dressing when I was about 14. One thing that I always noticed is that putting on slutty clothes makes me an absolute whore for cock and cum. Throughout High School I dressed in my alone time but never acted on my slutty urges from fear of being caught by my parents. When I moved to college that all changed though. As soon as I got settled into my private dorm room, I thought it would be nice to spend the evening dressed like a little slut. I decided to wear my schoolgirl outfit that night. So I took a nice hot shower and shaved myself smooth from the neck down. I went back to my room and started to get dressed. First I rolled my white stockings up my legs. The nylon felt great on my smooth skin. Then I put on my mini-skirt which barely covers ... Read More»

A few years ago I was sent out to Thailand for a week by my boss to do some checks on our operations at Laem Chabang in Thailand, about 10km north of Pattaya. Our expat manager, Dave, lived locally and instead of having to stay in a hotel he offered me a bed in his bungalow. He lived on a small gated development of about 10 homes, all occupied by expat Brits. The second night was Saturday, Sunday was a rest day so the guys decided to hold a dinner party, and Dave's place was the venue. In the late afternoon a very pretty Thai girl appeared, Dave introduced her to me as his girl friend Aum. As Dave prepared the dining table Aum worked in the kitchen preparing the food. At party time the guys started to arrive, each one had an attractive Thai in tow, so I was ... Read More»

She was so desireable the first time I met her, I had to come back again. It all started when I changed dentist, and first met, shannon. So steamy, hot fire red hair, and green eyes, with that tight nurse skirt and white stockings, and opened toed high heels with hot pink finger and toe nail polish. The first time she preped me for the doctor I thought I was going to blow a load in my pants right there, thankfully I made it to the bathroom, she would just always smile and make sure I made more appointments. After a few months, I had to make an appointment for a wisdom tooth to be pulled and that is when everything got interesting. SIt was almost closing hours and I was the last patient of the day, as, she took me to the back room to prep me she glanced down and ... Read More»

I cross dressing & son of my landlord loves me specially on bad. he dosent like to talk to me , he needs me only to satisfy his lust. I m ok about that as he is tall, dark n handsome & he has huge thick cock mmmmmm.I love him so mad for that.one day he called me to see if I m available for him, I said I have one hour only as my spouse mit may come back after that. he came to my basement & surprisingly called his friend too. before I ask something he stuck his already hard tool in my mouth, stroking my face he told his friend to take my skirt off & lick my ass.I like to be rimmed so I let him do that. he lifted my to my bed bent me over for rear entry, his favorite anal position. his friend is giving me deep in my throt at the same time. both horney guys made me ... Read More»

Two days ago Joesph was checking out porn. A couple of BBW vids here some interracial there, the usual. Then he saw a just viewed picture with a Brazilian She-male and couldn't stop looking. With his curiosity getting the better of him he clicked on it. She was gorgeous! Her face appeared to be as feminine as feminine could get, her tits were remarkable. And then he saw it, she had at least an eight inch cock that seemed to defy gravity itself. It was curved upward and pointing towards her belly button. He felt his cock twitch and realized he had a hard on out of this world. Instantly he began to question his sexuality, surely he wasn't gay just a little curious. His curiosity would later be his un-doing. Checking the time it was 5:24 P.M. and remembered that he ... Read More»

Allison the pool slut part 1 Allison had now had her fair share of whore experience. The teen boyslut had fallen in love with big cocks, anal creampies, facials, swallowing, and the rest of the nasty fun she had while becoming a sissy whore for her black neighbor and his dark dicked friends. Little did she know she was going to get the fucking of her life soon… One day Allison arrived home to find a package on her door. It was addressed to Mark(her boy name) and did not have a return address just a note. The note read “Allison, I took the liberty of buying you some nasty whore clothes for when I return home in a couple weeks. Enjoy them and be ready to get them covered in my spunk when I get back. Love, the big nigga daddy next door”. She ran up to her ... Read More»

I was at the office and I guess I must have been a little quiet because I scared my coworker, David in the next cubicle to death, almost. Sometimes I take off my shoes and work in my socks and when I stood behind him and cleared my throat, I wasn't sure if he was going to hit me, shout, sit dumbfounded, or be incredulous about it. He was looking at some rather hardcore porn where a few guys were makin' a girl airtight while she was tied up. I guess I was looking a little too interested myself. This gave him an opportunity to save face about what he was looking at. "You like?" he said confidently, but not too loud. Coworkers. "Yeah. Sure. I bet she is having a great time being able to take care of all those guys," I said calmly. He ... Read More»

After seven long years of sitting around, questioning my sexuality and fantasizing over the one thing I thought I could never have, I finally decided it was time to make a move. I was going to experiment with my sexuality, I was going to look for a real live hot tranny to meet up with and have sex with and hopefully I would enjoy it as much as I had always fantasized I would. I had been interested in transsexuals since I was in high school, when a freak encounter with one of the computers led me to catch sight of something I did not expect to see. The computers were shared with every class that came into the room throughout the course of the day, and apparently, whoever had used my computer in the class before me had decided it would be funny to leave a ... Read More»

After my shower, I dig through my bag for my stockings, glad to see that the garter straps are attached and none have gone missing. I toss them on the bed with my bustier, pick out a pair of black lace panties, and get dressed. Two years ago, I never would have given stockings a second thought. Tonight, I enjoy the feeling of pulling a thigh-high over my foot and up my calf, careful to keep the seam at the back as I smile to myself. I like the way that my legs look in stockings. I can't wait for him to see, and kiss them. And I can't wait to see his legs encased in nylons as well... Once the lingerie is in place, I pull on a pair of jeans and decide that I'm not going to bother with a shirt. I toss a tank top into my bag for the morning, pull on my denim ... Read More»

It was late enough when we got out of the shower, almost 4pm. I dried myself quite quickly, as I always do, and lay out on the bed to ‘air out’. Lucy, having shorter hair, was quite quick drying as well, though she spent longer walking around the apartment looking for this or that. I was glad of the view of her flawless body and her swinging soft cock. Once she had finished, it seemed as if the thought occurred to her again, how will I hide this fucking thing? Jokingly, without putting on underwear, Lucy put her dress on to see if her dick would stick out. I’m not sure if this is a reflection on the length of her cock or her dress, but at least half of it stuck out. She couldn’t help but laugh, but I could see she was distressed. After she took off the dress, ... Read More»

It was a beautiful day. No one on Inacock could have guessed that this would be the day that things changed. Most lived in genuine harmony with one another and enjoyed life. These giantesses loved to express themselves, they loved pleasure, they loved and longed for sexual servicing. Sex was their one great love. These massive shemales had equally massive hard cocks and hefty balls. This large equipment had them very horny all the time. Sex. Fuck. Sex. They needed it. The huge shemales needed it more than food and even more than air, or so it felt. The giantesses lived in harmony because they did get sex and lots of it. Either from ships which somehow found themselves at Inacock or through actively chasing ships down and drafting men to be used for their ... Read More»

I am now 30yrs old man, I have the habit of dressing in a female dress,enjoy my female appearance, then masturbate finally. It all started, when I was around 6-7yrs, I started wearing panties of my elder without the knowledge of my family members. It all started just like that, there is now reason why I wanted to wear panties rather than underwears of mine.I somehow managed to steal my sister’s panties or even neighbour girls’ panties for wearing, I used to wear to school also. This habit continued, and I started wearing frocks of my sister’s also when I was all alone in the house, put bangles, make-up with bindies & lipsticks also, if I find.Slowly this habit still got a promotion as when I was around 11-12 yrs old, I got tempted to wear bra. I felt ... Read More»

My heart was beating fast as Rebecca answered the door and invited me in. After months of swapping photos and chatting the moment had arrived. I was floored by how much more sexier she was than the photos we had been exchanging. My cock instantly became enraged as I stared at her. Rebecca had the cutest cheeks and eyes and she new how to do her makeup to accentuate her beauty. She wore a nice shoulder length brown wig. She had on a nice layer of foundation, her eyebrows painted dark. Eye lashes thick and full with eyeliner and sexy eye shadow under and around her eyes. Her full lips painted a deep red. She wore a leopard top, with a tight black skirt just above her knees, silky black nylons and black shoes. I handed her a wrapped box with some sexy lingerie I ... Read More»