Sex Stories - Shemale - PAGE 3

Something new...

Andrea was out all morning, running around doing things and getting ready for our trip. She was taking me to some erotic retreat somwhere, sounded like a lot of fun. I showered and got dressed and was standing in the kitchen at the table, when Andrea come home........ She loked at me gave me a little smirk then kissed me really hard, then pushed me to my knees and told me "Baby, suck my cock honey.....be my good slut, suck it." in a demanding voice, I obeyed and unzipped her jeans and pulled them down just past the round of her ass, He bulging cock moved in her panties and stood stright up pushing out the top, the big musroom head pulsed as it pushed though....I looke at it for a second or two before she pushed her red panties down and grabed my head ... Read More»

Shemale Sex Pics Are My Life's Poetry

My younger days are very hard to explain. All I ever wanted to do is to dress in girl's clothes, imagine playing with Barbies and their houses and watching my mom put on her makeup every day before she took me to school. I knew I wanted to become more girl and less boy, but knew nothing about it. Shemale sex pics were very hard to find those days, and I knew nothing about the ways of being able to fulfill yourself as a woman in masculine body. I started going to gym and worked on my glutes and chest muscles only. That gave a sort of results - my hips have widened and my breast grew. But I wasn't satisfied with the results at all. The only real deal was that I found my first boyfriend - he was overexcited to notice that I truly am a girl, not just another ... Read More»

Shocking shemale surprise

I had been out with friends partying after a professional basketball game and reached my hotel around 12:00 I wasn't yet tired and not needed anywhere the next day I decided to call for a massage. I had an adult newspaper and really didn't read the add. I basically called the first number I came to. The operator asked what I wanted and I suggested a petite blonde. Her reply was she had the perfect girl though it would be about an hour due to the traffic from the busy night. I took a shower than poured a few more drinks and waited. After about 1.5 hours I decided she wasn't coming. I was in a very nice hotel so I left the door cracked and went to bed. Soon she arrived. When she went to knock the door just opened. She turned the light on in the bathroom ... Read More»

For my Tgal Mistress

If one night You don't feel sl**py, that's the kind of thing i could do to help You with that: You'd be laying on Your bed, in pyjamas, ready for bed, but not sl**p. i would take Your pants off. First i'd put Your still soft cock in my mouth, feeling it grow bigger on my tongue and sucking it deep and fast. While i am stroking Your cock with the back of my throat i'll be playing with my ass, injecting some lube in it and then inserting a dildo, a long and large one. i would have one hand on the dildo, the other on one of my nipples, and my head bouncing fast and deep on Your pubis. When You'l be hard enough i'll stand up and turn my back to You. You'll see how deep i could insert that very big dildo. i'll remove it in front of You and You'll see my gaping ... Read More»

Fantasy cums true

I was on a business trip staying in a nice Hotel. After a business meeting in my room I called down for room service. The maid came up a few minutes later and I let her in. She was stunning, 5' tall with black hair and the bluest eyes I have ever seen. Under her uniform you could tell she was very well endowed at least a 34 DD. She came in and took care of the room. Thru small talk I found out her name was Terri, she was 28 and single. I thanked her and gave her a tip when she was done. As she left I had to watch her walk down the hallway, her little heart shaped ass swaying back and forth. The next day and another meeting and another room cleaning. This time I ask Terri out for a drink. Terri said, "Yeah right, why would a guy like you want to go out ... Read More»

First time

For as long as I can remember, I've preferred my chicks with dicks. There's something about a sexy babe with perfect makeup and hair and a cock that just turns me on. Maybe that makes me a pervert - I don't care! I remember I was just out of high school, 18, the first time I made it with a tranny. She was just gorgeous - an adult film star named Dani. I saw her at the store. She had red hair and long legs, and I recognized her from a couple movie boxes. I was nervous, but I went over to her and introduced myself and told her I thought she was beautiful. I was sort of blushing and mum- bling, and she thought my shyness was cute. The next thing I know, we're at her apartment. I was nervous, and had never even gotten laid before. I had jacked off a lot, but I ... Read More»

My weekend with Kelly

Kelly was ecstatic when I asked to stay for the rest of theweekend but she said shoe couldn't this weekend butshe definitely would like to. It's been almost a month, but the weekend was here. I made sure that my house had been cleaned really good thatweek by the cleaning crew and that I was completely hairless. I went to a place a friend told me about who specialized inwaxing men. When Kelly called me at lunch on Friday to tell me she was cumming over right after work, my cock was hard the whole rest of the afternoon. She arrived around 6PM, pulling into my driveway where I was waiting for her. She rolled down her window and asked if she could park in the garage since the door was open. I told her I had already planned that so we could have some ... Read More»

Shocking shemale surprise

I had been out with friends partying after a professional basketball game and reached my hotel around 12:00 I wasn't yet tired and not needed anywhere the next day I decided to call for a massage. I had an adult newspaper and really didn't read the add. I basically called the first number I came to. The operator asked what I wanted and I suggested a petite blonde. Her reply was she had the perfect girl though it would be about an hour due to the traffic from the busy night. I took a shower than poured a few more drinks and waited. After about 1.5 hours I decided she wasn't coming. I was in a very nice hotel so I left the door cracked and went to bed. Soon she arrived. When she went to knock the door just opened. She turned the light on in the bathroom ... Read More»

An amazing true story

okay never done this before but here goes =) So i had just broken up with a girlfriend a couple months ago, and had been feeling pretty down and unhappy. I had a friend of my f****y invite me over to hang out and play some video games and eat some dinner. When i got to their house Jan and Ted, they have been married as long as i can remember about my parents age, were glad to see me and felt some relaxing fun would take my mind off things and everyone could have a good time. So we started playing some video games and drinking some wine when ted had to get up to do a little work and left Jan and myself to play. Jan stopped the game shortly after he left and came over and sat next to me, which wasnt out of the ordinary. She leaned in close and asked me if id like ... Read More»

Finding master

It had been my dream all along to be someone’s sissy slave. To be able to please them time and time again. I met my master in a gay club that had cross dressing night. I was of course dressed in a dress with stocking and stilettos. Master was in leather pants and a tight tee shirt with his muscles showing threw it. Once I saw him, I wanted him. He sat holding a collar that I thought was for a slave he already owned so my heart was saddened but not broken. I sat beside him and struck up a conversation. ‘It always sounds fun ‘do you come here often?’ line that is use to break the ice. He told me he was looking for his next slave. ‘What are you looking for in a slave?’ I asked excitedly as I uncrossed my legs pushed out my shaved chest and leaned over to show I ... Read More»

the lollipop intro

I'd just put on a pair of really short cut offs and a cut up t-shirt that was midriff and loose on the shoulders. I was shaved smooth all over and my long hair fell over my shoulders, making me look quite femmy. I drove down the interstate sucking on a lollipop feeling sexy all over. After a bit, I slowly passed a trucker, and gave him a good look at my long legs, all the while going crazy on the lollipop. He blew his horn and motioned for me to pull over. A rest area was coming right up, so I pulled into it and walked over to a picnic table. He had pulled into the truck parking area and then joined me as I sat on the picnic table still working over my lollipop. He was very friendly and told me what a pretty sissy I am as he ran his hand over my smooth leg. He ... Read More»

Oh The Joy!

As I removed my trousers my mind started to think about the naughty things I could get up to very soon. What possible delights that may await me today. With my male clothes now in a pile on the floor, I stand there naked with a completely hairless body, the recent full body wax worth all the pain I endured. My slender figure is something I’m proud of, but has caused me some ridicule from friends and colleagues over the years. There were many comments about being a wimp and how I should be a girl. Oh how I wish that had been the case. I grab my strapless black satin bra and fasten it at the back, insert my breast forms into the cups and with a bit of pulling of my own skin, create a rather nice cleavage. Next, the black satin corset. Placing it around my torso I ... Read More»

My Shemale Girlfriends My Mistresses

Sorry i haven't been writing stories, I've been a full time slave of multiple mistresses the past year. if you read any of my other stories, you'd know my beautiful girlfriend/mistress Christy, who is my main mistress, Brittany, her friend from Denmark, is my secondary mistress and has moved in with us. My third mistress is Jennifer. Jennifer is usually only my mistress when one them are gone, but still often there. Often, all three of my mistresses are present to use me as they please. They own me, i am nothing but a toy used for their pleasure and entertainment. They dress me up in whatever they feel satisfies their needs. Be that they dress me up in women's clothing, lingerie, diapers, or nothing. Whatever they decide to dress me up in, i am to be contempt ... Read More»

Rest Stop Surprise

I had been driving down I85 for four hours, on my way home from a work convention. After going through a bitter divorce, I tried to be away from home as much as possible. The large soda I had gotten at a convenience store was starting to get the better of me so I knew I was going to have to stop soon. When I saw the sign for the rest stop, I pulled in without a second thought. It may have been two o'clock in the morning, but I needed to go to the bathroom. In the parking lot there was only one other car, a silver Camry. I parked next to the other car and sprinted into the bathroom. I immediately felt dismay when I walked into the men's bathroom to see all of the urinals with signs over them stating "Out of Order". I was needing to go so badly that I decided to ... Read More»

Yahoo boi

I was about 22 or 23 and it was the summer time. I was already mega into cross dressing and web-chatting for older gentlemen, but only then for the internet. hungry for someone to touch or hold me for real, I began to search craigslist for older men hosting or looking for other men,. I would send them pictures of me dressed in thongs and stockings and await responses. One afternoon, I got this older dude, and he sent a yahoo link as well.,. so I promptly added him and began to video chat. He said he liked my outfit and wondered if I wanted to come over to his apartment, which wasn't far from where I was staying. I said yes. Instant butterflies,. the thought ran through my head what i had just agreed to,. and my heart couldn't stop beating,. I was going to go ... Read More»