1. Closet Sissy step Son Made Into step Daughter

    7/1/2017: Why was I on all fours with my dad's cock in my ass and my s****r's pussy in my face? Well little did I know that my mom knew about my secret. She knew that I had been wearing her and my s****r's lingerie. It started when one day I was home alone and wandered down to the garage to play around on the air hockey table. I got bored and looked around as we had a lot of stuff down there. Boxes were piled up on one side and I looked in a few of them and found something that made eyes pop open. I saw a naked g read Sex Story
    Categories: Taboo, Trans, Author: Batman_112, Source: xHamster
  2. Nice Encounter

    6/26/2017: We walked into his apartment and he said we can be comfortable here in the living room. He started to remove his pants, so I did also. He was down to his bikini panties and after he took off his shirt, he pulled his panties down and off. He was now nude and I got my first look at his cock. He looked large, long that is, and he was cut. I finished removing my shirt and stood there in my garter belt, black stockings and black bikini panties. He said, “Nice.” I had told him over the phone what I was going to wear. He sat on one end of the couch and I sat on the other and looked at read Sex Story
    Categories: Gay, Trans, Author: guycd, Source: xHamster
  3. My first time as a bottom and with a tranny

    6/24/2017: So this is the story about how i got my first experience being a bottom, and why it was with a tranny I was 18 and wanted to try being a bottom. For a long time I had experimented by myself at home with different things (hair brushes handles, screw drivers handles, ping pong paddles handles etc...) but I really wanted the real thing. I had the fantasy about sucking dick and getting fucked. I had been watching anal sex porn, gay porn and shemale porn for a long time, and always I thought the tranny porn was the best. The idea of having a beautiful woman fuck me was very very exiting for me read Sex Story
    Categories: Anal, First Time, Trans, Author: Pepmeister, Source: xHamster
  4. My First Doll Sex

    6/23/2017: Long story short, I got my hands on a pair of little bratz dolls. I had seen the doll cumming vids here on xhamster already, and certainly didn't dislike them. I also like how many doll lovers you can find on here. I'm not talking about blow up dolls, or simulated faces with mouths, not that kind of thing. Nothing wrong with it, huge turn on... and if you look at my list of faves you will still see dolls like that as well as devices that don't look like anything human but that provide friction in some way shape or form to be applied to the shaft of the needy man's penis. I love to cal read Sex Story
    Categories: Fetish, Trans, Taboo, Author: FigBlaster, Source: xHamster
  5. on the road part 1

    6/22/2017: all disclaimers apply if you are under 18 please leave immediately. I was really excited about being away from home at the dorm for university but quickly became discouraged about having a room mate and not being able to dress up or have any “alone” time. Sharing a bathroom shower also put a stop to all my masturbation and self fucking with my dildos. I began to think of ideas of how to get alone time; I would often go the the student library which had a large handicap toilet but it was always freezing in there and carrying all my stuff back and forth made me uncomfortable. My mom l read Sex Story
    Categories: Gay, Trans, Voyeur, Author: kellyblue66abc, Source: xHamster
  6. Public Panty Change

    6/22/2017: Bisexual male - mmm threesome – crossdress - panties – braIt had been a couple of months since I'd met and dressed up for my sugar daddy. He'd had a lot of money and was willing to buy me any outfit I wanted, along with panties and makeup for the complete girly look. In exchange, of course, I dressed up and provided him with an afternoon of hot sex that had left my little girly hole stretched and aching. So, when he contacted me once more and suggested another day of shopping, I jumped at the opportunity. I made the usual preparations: shaved my girly hole smooth and rinsed myself o read Sex Story
    Categories: Anal, Group Sex, Trans, Author: naughty_bi_interest, Source: xHamster
  7. Cockatoo Part 9

    6/20/2017: Cockatoo Part 9 I couldn't believe it when I saw Jandaeng come into the bar. The first thought which flashed through my mind was that he was following me and my instinct was to get up and run. The problem was Steve had his arm around my waist and was holding me tight even though he was busy kissing Nin. My hands began shaking as I watched Jandaeng and his group as they ordered beers at the bar and laughing as they looked around. I slowly began to realise they weren't on duty but just having a good time. The bar girls stayed well away from them because they had made them for cops the moment t read Sex Story
    Categories: Trans, Author: nikkiesilk, Source: xHamster
  8. The Rose Effect

    6/18/2017: DISCLAIMER AND NOTICE: This story has multiple elements from other works of fiction (videogames to be precise) This was done purely for story flavor, and in no way do I claim ownership of things that do not belong to me. SECONDLY: This story took a long time to write, so as a fair warning, it's quite long in it's current form, I reccomend planning ahead if you wish to read it all in one sitting. THIRD AND FINAL (I promise): After several inquires, I decided on a better story title. I also plan to continue on with this story a while longer. I'm thinking of how I want to map out the rest of it read Sex Story
    Categories: Group Sex, Lesbian Sex, Trans, Author: wheels1825, Source: xHamster
  9. Theater gangbang of cockslut Kitty

    6/17/2017: I drove to the old-and-rotten-unofficially-turned-adult-theater that I had been too before, parked and headed in. I walked in, went to the counter to pay and the clerk gave me a once over. "Ladies are free on Friday nights," he said. Did I really pull off the appearance of a girl? "Oh, I'm not really a girl," I said, not wanting to cheat the establishment out of revenue. "Hot stuff, you are close enough for my tastes," he said with a dashing smile. "Have fun up there." He then winked at me. He was a cute boy, maybe mid-twenties, tattoos, and hoop piercings in his ears that stretc read Sex Story
    Categories: Gay, Hardcore, Trans, Author: CumLovingKitty, Source: xHamster
  10. Full moon surprise

    6/17/2017: A low animal moan escaped her lips. She doubled up, trying to squeeze out the pain that came in waves in the pit of her stomach. Her long black hair cascaded onto her knees. She stood breathing hard like a racehorse that had run its race, nostrils flaring, black eyes opening wide with pain and then narrowing. Obsessively raking her lower lip with her regular white teeth. Oh God. Mum had read Sex Story
    Categories: Trans, Author: capriccioso, Source: LushStories
  11. My all time favorite story part3

    6/17/2017: All credit to Julian0682 Ch. 03: Deep-Throat As Tonya got up to answer the door, Bailey uncuffed Julian, and he got up and stretched, and sat on the edge of the bed. He was still savoring the taste of cum from these two lovely trannies, when the door opened. A tall blonde beauty walked in, and leaned down to give Tonya a kiss. "Jenny, meet our cumslut," Tonya said, his softening cock dangling as he walked over to Julian and placed a hand on the back of his head, as if to show off a trophy. "Hello cumslut, I am Jenny. Tonya tells me that you love to suck cock," Jenny said as he wal read Sex Story
    Categories: First Time, Trans, Author: samcolt1911, Source: xHamster
  12. Not Just Another Gradual Change Story - PART ONE

    6/12/2017: As I write this I am sitting at the computer wearing a summer dress that's pretty damn short. I'm about to go out again because yesterday was so fun... As we all know, certain unnamed stores in the not too distant past (stores that were already very LGBT friendly) decided to start allowing people to choose the bathroom they want to go to regardless of what their birth gender happens to be. As a closeted bi guy who loves to dress up on occasion, I realized that this must also mean that the store policy is not to harass people simply based on them wearing clothes that may not match their bi read Sex Story
    Categories: Fetish, Trans, Taboo, Author: cumquarts, Source: xHamster

    6/6/2017: I walked into the house fully dressed as a woman as ordered; I loved it when he tells me what to wear. Today I was in a short mini skirt and sheer white top with no bra. I was barelegged, wearing lacy red crotchless panties, and the new stilettos he bought me were black to match the dress and my long black-haired wig. My makeup was done perfectly and I had cleaned and lubed my hole for his use. I stood still while he closed the door. He ordered my hands in front of me where he handcued them. He lifted my hand over a hook and I stood facing the wall with my hands above my head. “You look lik read Sex Story
    Categories: Fetish, Group Sex, Trans, Author: tanyacd65, Source: xHamster
  14. Trans Porter

    6/5/2017: I went to Brazil for the Olympics, a hot wild and sexually liberated country. You can see things there that you would not see in many other places, including transsexuals. The transsexual culture there is huge. On many beaches, girls in bikinis do little to hide their "packages" and walk around like a normal woman. For all intents and purposes, they are woman, and very sexy ones at that read Sex Story
    Categories: Trans, Author: SeanR83, Source: LushStories
  15. Meeting Daniel: My first big cock

    6/2/2017: Daniel could be called my first "boyfriend" I suppose... our relationship is a little muddy, kinda part dom, part boyfriend, and part... normal friend, really. I have a few stories about him, but for now I'll start with the earliest times with him! I was a little chubby in highschool, maybe a little bit of the cute chubby, but I wanted a flatter stomach, so I talked with my parents and we got a f****y deal for a gym membership. I read some online tips on how to work out in order to avoid being too muscly and areas to work on so i could try feminizing myself a bit more. (At the time I sti read Sex Story
    Categories: Anal, First Time, Trans, Author: Tilted_Sable, Source: xHamster
  16. My Best Girlfriend

    5/31/2017: Chrissy was my best girlfriend, a normal night for us included opening a bottle of wine, gossipping for hours, google searching makeup techniques and trying them out, and playing dressup. There had to be a million pictures of the two of us all dressed up, stashed away in a secret folder on Chrissy's computer. It had to be kept hidden, because in Chrissy's regular everyday life he was Chris, a computer tech with a desk job, and nobody knew his secret but me. Chris wasn't gay, not even bi, he just really liked going full girlie on the weekend, and we met because he was dying for a friend to shar read Sex Story
    Categories: Fetish, Trans, Author: GoddessAtPlay, Source: xHamster
  17. Having a different experience with a horny client

    5/27/2017: Having a different experience with a horny client My boss at the Attorney’s office asked me to visit a client downtown. He told me that lady was a good client and he wanted me to assist her in some divorce papers. He had already made arrangements to meet her on the next week. Her name was Sondra, but I should call her “Mrs. Hamilton”… I showed up at the appointed time and was surprised when I saw that lady Mrs. Hamilton. She was even taller than me, a beautiful blonde, fairly stocky and showing a tasteful femininity. Her hair was dirty blond and loosely curled, and her face was quite b read Sex Story
    Categories: Anal, Mature, Trans, Author: Anitaslut44, Source: xHamster
  18. Busted

    5/27/2017: Busted Nikkie Silk “Happy is what happens when all your dreams come true," Stephen Schwartz Sandy came into the bedroom where I was still dozing, holding a pair of tights in her hand. ‘Babe, I wouldn’t ask, but I’m so pushed for time and I’ve just laddered my last pair of clean tights. I desperately need some before I go to this client meeting.’ She held them up as if to prove what she was saying. ‘OK,’ I said, still half asl**p, ‘what can I do about it?’ ‘Can I borrow a pair of yours, pretty please?’ My eyes snapped open. What did she just say? I rolled over to look at her and my hea read Sex Story
    Categories: Trans, Author: nikkiesilk, Source: xHamster
  19. Gotta Fuck This Ass

    5/25/2017: "Hey, Anthony," the pretty dark-skinned woman said into her iPhone. "Hey, baby! What's up," replied the forty-one year old general practice attorney. "I'm so sorry to ask, but I need a big favor." "Sure, sexy! What can I do?" "I promised my cousin, Lavell, I'd pick him up from the mechanic. But, I have to work over. Can you give him a ride to his house please?" "Yeah. I can handle that. What time?" "He's expecting me at 5:30." "Yeah, that'll be cool. Text me the address." "Thanks, handsome!" "Anytime, beautiful!" "Okay. I gotta get back to work. I'll call you when I get off at ni read Sex Story
    Categories: Gay, Trans, Author: faggyboi, Source: xHamster
  20. Tranny Surprise Part 2

    5/23/2017: Things were off to a good start with Dani. We have been texting each other throughout the week just talking and setting up another date. We decided to go to the local fair I picked her up around 530 and she wasnt quite ready yet so she let me in hugged me and went back to finish her hair. I sat on the couch and played with her cats for a minute, she was back in no time and she looked great! "Wow Dani you look really pretty in that sun dress." I said. "Thank you" she replied with a big smile. We got to the fair and we went in we wa read Sex Story
    Categories: Trans, Author: Entities, Source: xHamster