Shemales Porn Stories Page 15
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.
hey guys and gurls...this is a story i wrote after a proper camsession i had with my former onlinedaddy...i think some of you might knew him...c2cmaster...he had his own slutstable with a blog where he posted plenty recordings he mad while viewing his sluts on webcam...i found this in the depth of my harddrive and thought i should share with you...enjoy!!! This pic was originally shot before daddy popped online!
First of all I have to say that fully dressed long sessions with daddy are very rare. So anytime we planed... Continue»
I parked my car and walked across to the entranceway of a 1960's block of private flats. Rang the bell of no. X and walked in as the buzzer sounded. Down the hallway and the door to one of the flats opened as I approached. He waited inside and ushered me down the hall, pointing to a bedroom and inviting me to keep my bag in there before going on to the lounge. He looked relaxed but I could only say “I'm very nervous, let's go and watch some Xhamster”, so we went into his study and he pointed me to the desk chair. I logged in and he sat beside me in another chair. I clicked up four of my... Continue»
Submissive Sissy Jennifer - taken in the Woods part 1
I stared at my screen - "Be at the entrance to Dutch Common at 12.30. Don't be late, and wear your sexiest sissy gear". 12.30! That was only 30 minutes! I could do it, just. But did I want to? Was it wise? I had never met my correspondent, a local bisexual man, but we had corresponded for some time. Meetings had been discussed, but they had never materialised. This would be the start of a very slippery slope, I knew.
My cock made the decision for me. I rushed upstairs, and slipped into me sexiest outfit. Truth to tell, I didn't ha... Continue»
I had just woken from a deep restful sl**p to the sound of my s****r Lori giggling in the open door way of my room . My eyes slowly opened and focused on her standing there in her pink nightie. She never wore panties or a bra to bed and I could see right though.
As I realized what was happening I felt a soft tug on my hard cock I saw a feminine hand softly stroking my morning hard on. It was
my mom's best friend Sandy. She lived with us and often came up stairs to wake me on school days when I overslept . That's when I realized what happening. The night before I had spent the evening dres... Continue»
I have to tell about an experience that I recently had with an old school friend. His name is Avik. I had moved far when I turned 15. We accidentally met one day at a mall. He was not able to recognize me at all and of course he was surprised to see me as a female because he had last seen me when I was 13-14 yr old boy. He was here for some work issues. We exchanged numbers and I got to know that he still stayed at our old town. It was good to know that he was bi and really interested in me too. After some days’ chatting we got the pleasantries out of the way, he sent me some pictures of his h... Continue»
It was about 7.30 in the evening and the sun was going down, but as it was summer it was still quite warm.
I parked my car in the road across from the wood, then clutching my carrier bag I walked down the road a little then crossed over and went into the wood.
The place I liked to go to was about 200 yds into the woods and over by an old wall that surrounded a large section of the Whipps Cross hospital grounds, you wouldn't go over there normally as it went no where, so for privacy it was ideal!
As I walked along I could feel my stockings and suspenders gripping my legs, I could feel the st... Continue»
I guess I should start with that I've loved to wear panties. In school, I would sneak into my mom's room and put on her panties. While I was straight, at least so I thought, my fascination with panties never stopped.
In college, after my parents died in a car accident. I had my first gay experiences, including my first crossdressing experience for Halloween my high school. After my parents passed away and since I was an only c***d, I basically came out and began to openly experiment with my sexuality with both men and women.
However, my true passion was dressing as a woman and having se... Continue»
Oh god she knew what she was doing...
The latex gloves fondling my aching balls, fingers squuezing and tugging as he hungry, made up lips worked my shaft.
Her moans were driving me crazy and it was everything I could do not to empty in her throat right there.
I remember trembling when I walked up the stone path to the front door. 29 and married for 6 years, but here I was about to knock on the door of a man dressed in womens under wear. A year of shameful and guilt wracked wanks to sissy and tranny porn, watching those soft cute trannys sucking and taking cock like real women.
I was still in shock. The taste of her cum pervaded my mouth and there was some running down my chin. I couldn't believe what had happened and I could believe even less how much she had cum. Her newly grown cock had continued growing from when I had first noticed it. Even though she had just blasted me with her load she was straddling me while rubbing her massive footlong cock, almost double the size of my own. I had yet to cum and was still feeling a bit horny although the situation had caught me off guard and I was softening up a bit. She just looked and giggled. Her expanded tits boun... Continue»
P and I have been buddies and fuckbuddies for a little while. We're both bi and we hooked up through my fiancee (she loves to watch us play together) and we found that beyond playing with her, we had a bit in common. We're the same age, but where I'm kind of bearish, he's smooth. My cock is thick with a big mushroom head and his is longer and thinner. We both love to suck and stroke together, although that's as far as we had gone until that night.
P called me one night, wanting to have a guys' night out. Drinking, gambling and hitting strip clubs and sex stores. My fiancee said to have fun... Continue»
“So, Ronnie, how about another drink?” George asked me.
“Oh, George, I’m so d***k, but what the hell, sure, I’ll have another.”
“Thassa boy,” said George.
“Let me hit the head, George,” I said and slid out of the tavern booth, then staggered to the bathroom.
Once inside, I locked the door long enough to take off my pants, then my jockey briefs. and stuff them in my pants pocket after I’d put my pants back on. I looked at my swaying image in the old mirror over the sink. I smirked and pulled down my fly, and pulled out my hard cock. Then I almost fell over, and decided to stick my co... Continue»
Short story my first one! I ran to the store to get some smokes and a few beers and found a new friend.I saw what I thought was a girl riding a scooter stop so I said hello then I realized it was a very sexy dressed guy.He says hello and goes inside I wait for him to exit. He comes out and I just smile and make small talk.I see he is very feminine and that gets me hot.We talk for a bit then he asked me if he can have a beer I said sure,we drink a beer and I then ask if he would like to come over he says sure.
We get to my place he gets in my van and says lets just sit and drink a few beers,he... Continue»
Nervously, I came out of the restroom. I had never come out side fully dressed in my girly outfits. Rickey was about meet me in 15 minutes so I hurried. I found out what cross-dressing is when I was in high school and that was the time when I, with a slim and little frame started doing it. Inside house and at various encounters I had brought the dresses with me in bags. But outside among people dressed as a girl?! Now way, never…till now! I could not believe that I was outside wearing a tank top and hot pants! Every step I took gave me goosebumps. Every time Ilifted my head and saw any one loo... Continue»
Read Part 1 and 2:
"Hello guys" I said quietly as I finally reached the living room and entered it. I stopped at the entrance, my gloved hands were on my tiny leathered waist to model my body for the men and to show them exactly how slim and vulnerable I am.
My eyes were tracing the room to see the guys. Everything was like it was happening in very slow motion. At first glance I was looking for Mark, but I couldn't see him. One guy, second, third, fourth... fifth... SIXTH... SEVENTH... EIGHTH... and finally Mark. Yes, a total o... Continue»
I had been talking with Kevin now for about a month online. We kept talking about getting together, and he wanted to know how far I would go. I had told him that I was a total slut and loved to be used, abused and humiliated. He said that I would be perfect pig for him, and if I was real and not just someone online looking to tease he would take care of all my desires. Kevin said that he would set the ground rules that I must follow for our upcoming encounter, and I said I would.
Kevin told me that I would be picking him at the el stop after he was done work which would be around midnigh... Continue»
My Perfect Trans Bitch
I met the proto-bitch in a nice little kratom bar I occasionally patronized
when I wanted to unwind. Clean, Old West style bar, dimly lit but not dark.
Christopher (later Chris or Chrissy) was sipping some green variety so
I ordered her a better, more expensive red vein Thai with pollen.
(I found out much later that she was paying the owner for food and kratom
with sex. (She had to wrestle with me until I listened to her good advice
to not rush back there and end up in prison.)
I never really got high from kratom, just relaxe
So here I was again on a trip the the local mall. My wife the finest shopper of them all was in need of some new makeup, so the good guy i am decided to open my wallet and take her. (NOW before we go any further, I am a closet shemale and now even crossdresser fan for years) So upon arriving at the mall weake our usual rounds and eventually stop at her favorite chain makeup store, yes I've been there before. Today though as my wife was doing her thing with a female sales person, I noticed a very interesting young lad working. Now there is always what considered the "gay guy" working in these ... Continue»
Hi, my name is Jonas and I´m 25 years old. This is the Story of how I became a sissy. So actually my name is Jenny now. But lets not get ahead of ourselves. The story has a slow build up, I hope it´s interesting for someone. Thats part one, I will continue the story from time to time. Everything sexual in this story happens to people over the age of 18.
I guess it all started whit my mom being a gold digger. One of those women who have a pretty face and a nice body and try to make a living out of it. After a few years of being an e****t, getting to know people, sucking the right dicks, gett... Continue»
I had always loved women’s clothing. Well truth be told, I had always wanted to wear women’s clothing. I envied women’s ability to change their look with just a little effort, a tight skirt; that was so sexy in one way to a pair of jeans that was sexy in an entirely different way. Then there was the hair thing. I thought that it was so cool the way that women could change their entire look, even their personality by just wearing their hair differently. I really like women. If it wasn’t for that monthly thing I would want to be a woman. I would be a lesbian if I had my final sexual preference. ... Continue»