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One day sitting at home edging, I decided to go on craigslist t4m most of the ladys were black with huge scary cocks then I happen upon a thai girl Tia, we started talking and asked her if she wanted to meet up, she didn't drive so I had to pick her up. as she walked to the car I took notice she was about 5'8 she had tight jeans on and a decent ass for a Asian girl. she had a leather jaket on and I could see she was pretty flat chested. Tia had shoulder length hair and her face all dolled up. after she got in the car you could tell she was a man. but still pretty passable. we drove to a hotel. I was nervous very nervous when we got to the room. I have never done anything like this before.
once in the room shee took of her jacket and walked up to me, she pulled me close and kissed my lips. her hands around my waist, mine around hers , she was softly kissing my lips then our mouths open and we start making out. I was nervous but hard as a rock. my hands travel down her ass cheeks and squeeze. I wrap my hands down her thighs and pick her up , her legs grip around my waist. She grabs the back of my head and pulls me closer , I walk her to the bed and lay her down.

My hands slide up her shirt to her bra, she had titties the were little and natural, I pulled her bra up and started sucking her nipples all while up buttoning her pants. she stops me and I get on my back on the bed, she takes my shirt off and starts sucking my nipples hard, it felt so good. then she grabs at my pants and boxers and yanks them down. my erect cock standing at attention. she grabs it and looks at me with a sexy grin. Her mouth moves to my cock and she engulfs it. Her head bobbing up and down my cock. her gagging herself on my root. her saliva rrunning down my balls and asscrack. then her fingers at my back door . massaging her spit in my hole , then a finger slips in then 2 working in my hole, suddenly her head disappears and I feel her tounge licking my rim.

She stands up takes of her shirt and bra, then with a wicked grin slides her pants down. a rock hard cock flings out. its about 8' and has a wicked hook to the right, I looked in amazement , I never seen a crooked cock before. she rips a condom open with her teeth and rolls it on. I grab some lube and butter up my throbbing hole. this was really about to happen my first real cock. She kneelled in front of me, my legs in the air. Her dick head pressed my anus and soon popped in. she slowly began to fuck me , her cock felt so good.
She flipped me over to doggy and she was standing squatting over me her bent cock ran deep inside my hole. she thrusted and pounded my boy box hard. , we had sex for a long while. She finally came, after she pulled the condom from her limp cock and told me to use her cum as lube for her.

I told tia to get on all fours and put a condom on. ass up face down I took her condom and dripped it to her amazing asshole. rubbed it in with my fingers, then my cock pressed to her hole, she was so tight I could barely get it in. finally my head popped through and my cock slid in nicely, she was moaning and I think it was painful for her so I went slow. she moaned load and whimpered everytime I went deep, I didn't want to hurt her so I took it slow. Later I layed down and had her ride me. I could see on her face she was in pain. I told her she could stop if she liked and she replied " I'm a girl I was made to get fucked I can take it baby" she started lowering down and she was shaking. her legs gave out and she fell my hard cock slammed deep in her ass she cried out.and leaned toward me , I hugged her and kissed her softly, my throbbing cock still in her hole. "i need to fuck through the pain, pound me babe" she leaned forward and I started moving my cock in and out. pumping harder and faster. the tears went away and moaning began.
I flipped her over to her stomach and fucked her hard and deep. right before I came I rolled her over pulled the rubber off and came all over her face. it was a great facial, she was not happy, but didn't get pissed.
she laid there face covered in cum, her asshole sore from the fucking smoking a cigarette. I lit up too and she told me...

" I always wanted to be a girl, I played with dildos. and my sisters clothes. now I am a girl, but all I ever use is my cock. today was your first time for shemale well it was my first real cock in my ass. did you like it?"

I replied yes it was great, she reolied" I am more of a top I guess. can we spend the night together?"

Laying on the bed I must have doze off, when I woke I was shocked!

my hands and feet were strapped down she was standing there rubbing her erect cock. " your gonna expierence the real shemale life, you call on us to fuck us and then send us on our way to never speak to us again!," she crawled up straddling me " open your mouth and suck my cock." I never had a cock in my mouth but its not like I had a choive she shoved it in my mouth and I began sucking. then she started fucking my throat I was gagging but loving it. after she pulled her cock out and dick whipped me a few times , she turned around spread her cheeks. "eat me bitch" her asshole drew to my face and rubbed my lips" eat it" I started licking her hole, soon my tounge was in her sweet little hole, she was moaning and grinding my face my cock was erect . she grabbed an started stroking then sucking. my mouth was truly eating her ass ,mi was deep inside and loved it. after was satisfied she untied my legs and jammed her in lubed cock deep in my hole she finally spit on it and was fucking me hard yanking my cock at the same time. she fully untied me and I layed on my stomach her cock thrusted deep inside my ass. she was pumping as hard and fast as she could. " take it bitch how you like getting fucked slut" she was angry and hate fucking me spanking my ass and spitting on me. I heard her moan and her cock shutter and my asshole fill with thai cum, it was wam and felt good then I kinda freaked of cum in me. as she pulled out and fell to the bed exaused I quickly spun around and straddled her face , she fought well but when I felt her lips at my hole I yelled" now you eat it whore and squirted her anal cum into her mouth, she fought but I was stronger I made her eat my ass when she stopped I smacked her balls she started eating it up. when I was satisfied I got up. she was pissed "wtf is wrong with you I'm wtf?" I laughed she jumped up and ran to the bathroom " your a jerk I wanna go" I threw the door open she was bent over the sink washing her mouth out. with my cock erect I spit on it and grabbed her by the hips my cock slammed her back door " no please I'm sorry" with that I jammed my cock deep in her tight ass she cried out and I started pumping her roughly as iled her out of the bathroom there was a full size mirror.
"look bitch look at your worthless soft cock dangling you pussy being destroyed by my cock you wanna be a girl you get fucked like a girl" as I'm holding her throat making her watch tears running down her eyes.
I grab both of her inner thighs and pull her up off the ground. my cock thrusting in and out her tight ass her soft cock hanging there, useless. as I fuck harder, her cries become shorter. soon she is moaning and begging me to cum inside her. but I was not done with her yet , I throw her down on the bed my hard cock flies out . I made her suck my anal soaked cock. then flip her over and pound deep inside her I force my thumb in her ass with my cock she cries out so I slam the other in , she is crying as I am roughly fucking her ass hole. As soon as I was gonna cum I pulled out and sprayed her face once again. I was sitting straddling " now your a girl and a slut!"

after we cleaned up we sat down and talked, we made out for a bit and I drove her home.

True story
my first and last shemale, but always dream of it again, she is still posting on cl, phladelphia

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We walked through the front door just after 5. My husband should have been home by then – he worked an 8-4 day most of the week so he could be free if the kids required. I called our for him as we walked in the door but was met with silence. “Must have gone out for an errand,” I thought to myself. I left the kids to their devices and made my way up to the bedroom. I called Mark’s name again, but again everything was silent. He must have left recently, though: his laptop was sitting open on...

3 years ago
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CRAIGSLIST CUDDLES

Now the story: It was Friday night and we were sipping some Pinot Grigio and trolling Craigslist trying to find a girl to fuck as we've had a few threesomes with other bi guys but never with another girl. Lawrence was eager to see me lick pussy. I came across an ad in the W4M section with no picture. She was married but unfulfilled. Saying to put "cuddle" in the subject line. She was just wanting affection but said if there was chemistry it could lead to more. I responded with our...

4 years ago
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CRAIGSLIST CUDDLES

Introduction: Our First Threesome with Another Girl Introduction: If you havent read any of my past stories, here is a little backround. Im 29 yrs old, about 52 125 lbs, a mix of Spanish, Mexian and Native American resulting in dark brown straight hair, almond shaped brown eyes and a round latina ass. I have perky B cups and a few colorful tattoos on my shoulders and arms, think suicide girls. My boyfriend Lawrence is 32 yrs old, about 62, White with a 7.5 inch cock that curves to the left and...

3 years ago
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Craigslist Revenge Part I

Introduction: A betrayed housewife turns to causal encounters to get even I wish I had never found his computer. Most Thursdays, Im out late I have to pick up our two children from daycare after work, and I usually run a few errands before coming home. I couldnt remember a time in the past two years when I hadnt come home before 8. That must have been what was on my husbands mind when he got home from work that day, he probably figured on a few hours of freedom, like always. Unfortunately for...

3 years ago
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Craigslist Escape

You're sitting at your computer surfing craigslist, sifting through dick pix and weird daddy/ daughter requests, wondering why you bother. So what do you do? The only thing you can do: use your imagination. you close your eyes and visualize yourself in those hot heels you haven't worn in forever, the dress you never take out, and that set of lingerie that a pair of strong hands hasn't had the chance to take off your body in so long. The clothes that make you feel hot and confident about it,...

Straight Sex
2 years ago
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Craigslist Afternoon

Being married and bi, when your wife doesn’t know you like to suck cocks, means you don’t get to play as much as you would like.I found I was bi several years ago when my wife had a number of medical problems and our sex life was more restricted than usual.It was then that I found the enjoyment of man to man sex, especially sucking cocks. The directness of the play, each knowing what the other wants and how to please him really appealed to me. It was direct, immediate, not subtle and very...

Bisexual
1 year ago
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Craigslist First Time

I had been separated for about 8 months, still dealing with some issues, drinking quite a bit. By this point, I had already "hooked" up a number of times at the bookstore theater. Not just getting blown, but also now sucking cock...and loving it. I started to think about it a lot, especially when I got drunk. The problem was, I lived a decent distance from the theater. So, I started checking out Craigslist. I was amazed at all the men looking to hook up. Most were straight, or bi. The cock pics...

2 years ago
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CRAIGSLIST BISEXUAL FANTASY

Chapter 1 FishingI was in a restaurant one night in Florida and there was a mature guy sitting at the bar with a woman who appeared to be his wife. Being what I am, I noticed that they were a handsome couple. She was rather short, slim and had long brunette hair. He had an average build, gray hair and was balding on top. I was with some friends sitting at a table behind them.At one point, the guy turns on his barstool and I notice he’s freeballing! A cock and two balls are clearly visible up...

3 years ago
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Craigslist Daddy

It was a beautiful spring afternoon, I was horny as usual but that day I wanted to try something new, something different. The internet for me was an escape and a window into a world to which I thought I'd never know or experience. I had been cruising the craigslist mfm section for quite sometime trying to find the right man for a little adventure.After many days of combing through the mfm section I finally got the nerve to make a post of my own. I didn't want to respond to someone else's. I...

3 years ago
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Craigslist meeting

It was a pure chance, on a nice day I had decided to go for a pint at my local at the edge of town. She must have pulled into the car park just as I went in the main doors. I wasn’t really taking much notice. The place was practically empty. It was only after my first long pull of my chilled lager that I saw her as she sat down. I don’t think it’s her local, but I’d seen her in here many times before, because you would notice her, an attractive woman with a blonde bob of hair, medium height...

1 year ago
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Craigslist ad 2

This story is my second memorable experience from craigslist. I wasn't horny this time, and I wasn't even looking for something like that in the beginning. In the beginning, I… This story is my second memorable experience from craigslist. I wasn't horny this time, and I wasn't even looking for something like that in the beginning. In the beginning, I was reading my messages about who need my service for a cameraman. In the past month, I took pictures for weddings ,families, engagement...

Dominatrix
2 years ago
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My First Time with a Shemale

I had watched porn for a long time, graduating from straight porn to videos of shemales, falling in love with TS stars such as Leilani, Julie Bond, and the gorgeous hermaphrodite Dane Harlowe. However, as much as I fantasized about being with a shemale or cross-dresser, I never thought it would happen.Then one night when I was living in Indianapolis, after being out drinking and dancing, I stopped at the local adult video store. I had parked near a white van and, as I was drinking some more of...

3 years ago
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My First Shemale

A little about me first. I’m in my early 50’s, regular build, and I say average looking man. I have never had the women chase me like some hunks would, but did Ok in my younger days. My cock is average size, but at the lower end of the range. I’m happily married to a wonderful wife for near 25 years. Like some guys I think I spend time on the net looking at porn. It all starts of fine, your fantasize about the girl next door, the trophy wife across the street, and so on. Well for me it went to...

3 years ago
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Wife Shares Shemale

"Where are you?" Tara asked in a high pitched voice as if she was either excited or freaked out. "I'm at the boutique" I replied. "Ok I am coming by, something very important. I am so freaked out now and I will tell you all about it when I meet you. Will be there in half an hour see you." She hung up. The phone call made me really nervous.I had reasons to get nervous if not get a nervous break down. Tara and her husband owns a few restaurants in different cities across the States. I have known...

3 years ago
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wife fucked by shemale

Wife fucked by shemaleThis is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even...

3 years ago
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wife fucked by shemale

Wife fucked by shemaleThis is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even...

2 years ago
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Shemale on Shemale

We were in the back of a taxi, our tongues deep in each other’s mouths, tasting and sucking and swirling. My hand slowly moved up her perfectly toned thigh and under her skirt. I lightly caressed her half hard cock through her thong, barely touching her, just tenderly stroking with my fingertips. She responded by grinding herself against my palm in a seductive, circular motion. I could feel her getting harder and she moaned softly. I felt that moan vibrate on my tongue, causing my own cock to...

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