1. Beginnings: My First time as a crossdresser (PT 1)

    3/18/2015: ( Hi I am repostng because I want to string everything together for continuity ) Everything is connected so you should start at the beginning.) (This is a true story, the conversations in it are only as accurate as my memory can supply, as this happened Thirty years ago) When I was 17 I was dating a girl from the local college. I lived in a medium sized college town in a western state and it was 1983. It was Halloween weekend and we were both drinking some wine coolers she’d bought, the drinking age was eighteen at the time and she was nineteen, and smoking some pot I had brought over. We had read Sex Story…
    Categories: Anal, First Time, Shemales, Author: sbobbi66, Rating: 100, Source: xHamster
  2. Connecting Room - Big Teen Tits Next Door

    3/18/2015: I was on strike at the local plant for better pay. I woke up late and did basically nothing for the last month. I would go down to the plant and picket every Wednesday with my co-workers. My wife had a full time job. We were not hurting for money but she decided to sign me up to help a local high school. I was assigned to help the marching band. I drove a van with all the equipment stored in the back. My first road trip was Friday and were to be back early Monday morning. It was nearly 3:30pm when I got the van loaded up with the equipment and got directions to the hotel about 5 hours away read Sex Story…
    Categories: Fetish, First Time, Taboo, Author: lovethembigger, Rating: 100, Source: xHamster
  3. Fine line between pleasure and Pain

    3/18/2015: I love to be spanked & I love getting tattoos. It starts out so much pain...then after a bit of time It lessens. The pain recedes and the pleasure starts to build I love being spanked.. Then the artist removes the needle. The Pleasure then lessens back and forth pain pleasure pain pleasure. It lasts for hours and you have to be still & quite so the artist doesn't know how much you need a big hard cock. My panties are always soaked, just dripping wet every time. My Man saw how wild I get with a bit of Pain that bring me so much pleasure. So he decided to treat me to a new pain & pleasure ex read Sex Story…
    Categories: Fetish, First Time, Author: ChestyLaRue69, Rating: 100, Source: xHamster
  4. First time at a swinging club

    3/18/2015: My beautiful wife and I recently decided to dabble our feet into the thrilling world of swinging. We had discussed it several times in the past. Looked at web sites of swinging or fetish clubs. We would fantasise about it lots. plan a trip bur never went through with it. It is a huge step for a couple to take. We then arranged a long weekend break to Amsterdam. We always had the intention of visiting a sex show but it wasn't until about a week before that we discussed looking at swinging clubs in the city. We looked at a few clubs and then decided to try a club called "Sameplace". For no mo read Sex Story…
    Categories: First Time, Masturbation, Voyeur, Author: bookers, Rating: 92, Source: xHamster
  5. How I became a blk cuckold

    3/18/2015: Mine started like 5yrs ago. I'm a blk male and was dating this hot white female. Man she has a body for days and had a big sex drive. I was trying to get her to do a 3 some with another fm. So from time to time I would ask her if she wanted to try. She came around saying maybe. We started watching a lot of porn together as well. So the thought of a 3 some didn't seem so crazy as it might have in the beginning. We were having a hard time finding the right female cause she was real picky. Being that this was going to be her first time. She didn't want a stripper cause she thought of them read Sex Story…
    Categories: First Time, Hardcore, Voyeur, Author: sbc4cuckold, Rating: 91, Source: xHamster
  6. My First Time Dressed as a Girl (PT 2) (Aftermath)

    3/18/2015: My First Time Dressed as a Girl,(PT 2) Aftermath Hi Reposting an account of how I got started XXXdressing so that the first month is properly documented because it was what set my behavior for the next three decades).(The events of this story are true and reflect what happened thirty years ago the first time I went all out and dressed as a female. The conversations in it may not be completely accurate, as this was a long time ago, but are as accurate as my memory of these past events can provide. A quick note for those who are coming upon this account for the first time; please read part one read Sex Story…
    Categories: First Time, Group Sex, Shemales, Author: sbobbi66, Rating: 100, Source: xHamster
  7. My Last Summer at Home (Part 2)

    3/18/2015: My Last Summer at Home (Part 2) Jill and I had such a surge of adrenaline and sexual excitement after leaving poor Rickey at the drive-in with cum filled shorts, that we drove my old pickup around for another hour just to settle down. We circled the outskirts of town, and then we took county road 42 out to the gravel pits. The gravel pits on the west side of town were one of our favorite places to hangout. We could drink some beers and smoke some Marlboro's before plunging into the water from the rope we tied to an old walnut tree. At night it was a popular hangout for the local h read Sex Story…
    Categories: Fetish, First Time, Lesbian Sex, Author: stifleurself, Rating: 100, Source: xHamster
  8. My Last Summer at Home (Part 3)

    3/18/2015: My Last Summer at Home (Part 3)"Well baby, there you stand. With your little head, down in your hand. Oh, my God, you can't believe it's happening again. Your baby's gone, and you're all alone and it looks like the end." "And you're back out on the street. and you're tryin' to remember. How do you start it over? You don't know if you can. You don't care much for a stranger's touch, but you can't hold your man." "You never thought you'd be alone this far down the line. And I know what's been on your mind. You're afraid it's all been wasted time." When read Sex Story…
    Categories: Fetish, First Time, Lesbian Sex, Author: stifleurself, Rating: 100, Source: xHamster
  9. When did Mom Start Wanting Me part 3

    3/18/2015: This part of the story is longer than the other parts before it and sorry that it is, but with all the interuptions I had, trying to write this part, I had trouble remebering what and how, I had planed on writing it but I do hope, you all enjoy it, for those of you that do read it. Shortly after I got into bed I heared mom in her bedroom across the hall from my bedroom, masterbating from the sounds she was making and the bed squeaking like it was. I took mom's wet pantys and licked the guset where her cum had soked through on them and stroked my hard cock, then when I heared mo read Sex Story…
    Categories: First Time, Taboo, Voyeur, Author: HankWilliams1956, Rating: 80, Source: xHamster
  10. Bring Cheryl by loyalsock

    3/17/2015: Tommy knew he was taking an awful chance, but if he was ever going to fuck Cheryl, he just had to let her watch him fuck either Miss Parsons or Miss Williams!!! If she could see how much pleasure he gave them with his big pecker, he was that then she would gladly let him put his penis into her cute little box!!! The trick was getting her to join him in Miss Parsons' room after school, if she suspected anything, she wouldn't show up! Then it hit him, why not have Miss Parsons make Cheryl stay after school like she did him last night, then he wouldn't even have to say anything to her at all and read Sex Story…
    Categories: First Time, Group Sex, Lesbian Sex, Author: loyalsock, Rating: 100, Source: xHamster