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This is a true story.

Its about midnight, and I'm horny a fuck. Couldn't find one of my late night freaks to come over and milk the cow, so i headed over to the east side to see what was going on at the strip club. As I get off on the exit, there's this long road that leads to the strip clubs. Its dark, on this side of town there's no street lights, so you can barley see who's who. I approach a stop sign and to my surprise its 4 or 5 woman hanging on the corner. This one particular female caught my eye. She was about 5'9, slim, dark skinned sexy thing. As I rolled pass her I looked in my rear view and she had her skirt pulled up so you could see her ass.

Her ass was so fat I had to make a u-turn and go back. I didn't want to make myself look obvious, so I pulled up to a payphone that was a couple a feet away from were she was standing. Once I got out the car I couldn't help but glance her way cause I was intrigued by what I had just saw when I drove by. I walked up to the payphone and played like I was calling someone, trying to figure out what I would say to her when she approached me. Low and behold as I was faking like I'm on the phone I hear a voice behind, "Hey sexy, you lost." As I turn around its the female that I was looking at before I made a u-turn. I answered her and said, "No I'm not lost, my cell phone is dead and needed to make a call." I'm eye to eye with her and I'm noticing something doesn't seem or look right about this sexy creature that's in front of me. She says, "Where are you headed?" I replied, "To the strip club.

I was about to call my homeboy to see if he was already there are not." She says, "O' so you like strippers. Why wast your money on someone dancing and get all worked up. You'll have a big load waiting to explode with no were for it to go." Now my dick is getting hard as she talks about me busting my load. At the same time shes talking, shes slowly pulling her skirt up so I can see just the lower part of her ass checks. My goodness it looks so good. I say to her, "Your right. I guess I would have to go in the restroom and bust a nut all over the toilet seats." She says, why wast your cum allover the toilet seats when you can feed it to someone. Now as she continues to talk, I'm looking at her hands, feet, neck, and so forth. I'm saying to myself this woman has a lot of male features. As odd as it sounds, it turning me on even more.

I've always been attracted to shemales. I've been with one before, but I only got a blowjob. I'm excited and my cock is pulsating. In a zone, she says, "Hey sexy, you OK. Look like you zoned out on me for a minute." I'm cool. Just thinking about someone that you remind me of. She says to me, "It must have been good the way you were zoned out. What ever she did to you I could do it better. Come over here with me baby." With out hesitation I followed her. We went over in some woods just beyond the road were no one could see us. As she approached me my body started to get over joyed. She started to rub on the bulge in my pants. Damn, she said, your dick is hard as rock. I cant wait to put you in my mouth. With out hesitation she dropped to her knees, pulled my dick out and slowly engulfed ever inch til I could fell the back of her throat. The more she sucked, the sloppier it got.


I could fell her mouth juices rolling down my balls. My goodness it felt so good. She would take my dick out of her mouth and just suck on the tip of it right below the piss hole. O' you got my mouth so wet, stick your dick in the back of my throat and make me gag, she said! Take this dick baby, take all of it, I said. She grabbed my balls and started to slurp on them. Damn you a freak I said. You suck dick so sloppy and good I love it. I layed back on the grass and she pushed my legs back. My ass was free and clear. Out of no were I felt spit dripping down my asshole and then I felt her tongue catch the spit right befour it driped of off my ass. Then her tongue gently started to message my asshole. "Hmmmm, yes baby that shit feels so good. You like that , She said. Yes, I love it. Her tongue started to slide inside my tight butthole. She started to penatrate my ass with her tongue.

Harder and harder, her tongue strokes got. I could feel my ass start to open up just from the sloppy slurping and spit. My asshole was so lubed up that her tongue started to slide in a lil deeper. She said, "My, my, your ass tast so good. Its so wet. You got my ass dripping." Thats all I needed to hear. Im a ass man and I love licking ass. So I told her to turn over and get on all fours. But she was hesitent. So I said, "Come on baby let me tast it." and She said,"I dont want you to get mad, you might not like what you see." I was so horny I grabed her and turned her over. Her skirt was all ready pulled up so her ass was all in the air. She kept saying, wait,wait,wait. But it was to late. I had my hands on her butt cheeks, and I spread her ass wide open. Her asshole was so sexy. I just stuck my tongue straight in that hole. Licking and slurping and spit'n, my goodnes, I was eating the fuck out this ass and it tast so good. She could do nothing but spread her arms out and take the tongue lashing I was giving her. Yes baby, eat this ass. Stick your tongue deep in my ass. I did exactly what she asked. As my tongue started to enter into her asshole it opened up. I mean her ass opened up so wide it was like little hole.

This sent me up the wall. I start to tast the inner walls of her asshole. It smelt so good and it was so wet. I started to take turns with my tongue then my fingers. Tongue fucking and finger fucking her ass. It was so exciting. She was so into that she took her hands away from what I thought was her pussy, and her (or should I say his now) balls started to slap me on my chin as I tongue fucked her/his asshole. I stopped for a second, and she paused to wait and see what my reaction would be. All the while Im thinking in my head, her cock is so big I want it in my mouth.

With out thinking I got back down in between her ass cheeks, took a couple of more licks at her asshole and before I knew it I started to like on her sweaty balls. They tasted so good. I put one nut sack in my mouth at a time. I sucked her balls and she just loved every second of it. By now she realized that I had no problem with these saggy balls in my mouth and big dick hanging in my face. So she instantly took advantage and pushed what seemed like at least 10-11 inchs of cock back into my mouth and said suck it bitch. My goodness, it turned me on so much I completly turned over and laid on my back and let her T-bag my mouth.

She squated over me and shoved that big cock down my throat. I kept gaging but I didnt want her to stop and she knew it. So she kept feeding me cock and I kept taking it inch by inch. I was so turned out that my whole face was filled with cock juice and spit everywhere. She would pause for a second or two so she could wash my face with her cock. Slap me with that big dick baby, I would tell her. I was officly turned out, and she knew it. I was already on my back , and she was still squated over me feeding me dick and balls. She bent down and put my cock in her mouth. So now were in a 69 position. Im on the bottom shes on top. She grabs my legs and pulls them all the way back and starts to eat my ass again. This time she fingering my asshole and eating at the same time. She says, I knew it was something about this lil shit hole. My tongue was making that ass open to much.

After several minutes of her spiting, licking and fingering my asshole she said "That asshole is good and wet. I wasnt really listening, I was to busy gaging on that big dick. She grabed my legs pulled her dick out of my mouth and bounced on top of me like a frog. I couldnt move. All I felt was the head of that big ass dick try'n to slide in my ass. As I jerked and shouted, she would slap me on my ass and say, "Stay still bitch, I want this ass and you gone give it to me." I really didnt put up to much of a fight because I wanted her to fuck me any way. Slowly my ass started to open up and the head of her dick popped in, O' my, my, my, it hurt so bad, but it felt so good. After she stroked the head of her dick in my ass for about 5 minutes, my asshole muscles just gave up fighting and all 10-11 inches filled my rectum up. O' fuck me, fuck me, fuck me, I screamed. And thats what she did. She fucked me for a good 20 minutes. I knew it was about time for her to cum cause she started to pump harder and harder. She said, "I want to fell your ass up with my cum and show you how freaky I can get. With in seconds all I felt was hot cum gushing through my asshole. It felt so good.

Then she pulled out of me and told me to keep my ass up in the air. She squated back over me in the 69 position. Stuck her dick back in my mouth. While I had the pleasure of cleaning her cum and my ass jucies of off her cock, She fliped me over in the 69 position which made me be on top and her on the bottom. I squated over her and she started telling me to squeeze the cum out of my ass so she could catch it in her mouth. This was so sexy. I feeled her mouth with my ass cum then stuck my dick in her mouth. The cum and my cock in her mouth at the same time made me cum myself. As I fucked her mouth with my cock, I started to bust a nut all in her mouth. Cum gushed and ozzed out the sides of her mouth and ran down her face. We laid there for a couple of minutes to catch or breath. That night was epic and I loved every minute of it.

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When we found ourselves alone at the party and grabbing food in our friends kitchen, Helen and I began small talk. She asked if I was transgender. I told her the truth, that yes I was and asked how she knew. She said that she would never have guessed that but Luci (our mutual friend) had told her. Before I could say anything, she said, "it's fine, I love that you're talking to me and you look amazing, would love to see that body in action!" I smiled. She asked what I did for a living and...

2 years ago
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Tranny in Toronto Chapter 3

There were lots of Indian people at the intersection of Brimley and Lawrence walking by shopping at the nearby stores. I wondered how their lives were doing. It was almost Winter 2012, snow would be falling soon. I watched as a white Dodge Caravan pulled up towards the Tim Hortons. I quickly took out my phone and wrote down their plate number as they parked in the small parking lot beside the Tim Hortons. Two men came out, both brown males, around 30 years old, short black hair and brown...

2 years ago
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Tranny In Toronto

Married Couple Looking For Fun Time - mw4t - 40's (Toronto) We are a married couple, looking for a bisexual trans for some fun. We host. Message if interested with times you're free. ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ To: [email protected] From: [email protected] Subject: Re: Married Couple Looking For Fun Time - mw4t - 40's (Toronto) Hi, my name's Lizzie Elliott. I'm 18 years old, a m2f trans looking for fun. I'm safe and clean....

2 years ago
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Tranny by the pool

Walking past Chancellor and heading straight for the bar, Amber fixed herself a drink. She tossed her oversized purse down and excused herself to the ladies room to freshen up a bit. Chance was waiting for her by the pool, one leg on the side, one leg in the water, casually stroking his stiffening cock when she returned. Amber emerged, freshly applied lip-gloss shining in the sun, her smooth brown skin looking like a Hershey's chocolate bar and her bathing suit bottoms were filled out to...

4 years ago
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Tranny Pickup

on Chicago's state street. At the moment his trousers and shorts were around his ankles, his dress shirt was pulled up and he was reclining in the girls couch. But something wasn't quite right. He was beginning to suspect that the she whose mouth was engulfing his cock was really a he. Paul was in the bag thought, and after all 'lips are lips.' What ever the gender Paul was getting the blow-job of his life, she was sucking his nuts, alternately with deep throating him. The...

3 years ago
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Tranny In Toronto

Introduction: Read My Intro Story First Before This. Click on my profile name and youll see it. Craigslist Ad: Married Couple Looking For Fun Time – mw4t – 40s (Toronto) We are a married couple, looking for a bisexual trans for some fun. We host. Message if interested with times youre free. ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ To: [email protected] From: [email protected] Subject: Re: Married Couple Looking For Fun Time – mw4t – 40s (Toronto) Hi, my names Lizzie Elliott....

3 years ago
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Tranny Surprise Part 2

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....

4 years ago
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Tranny in Toronto Chapter 5

Introduction: Hello everyone, I apologize for not writing any recent / new stories. Ive been really busy with stuff. Heres a quickie. Helen is a good friend of mine. When the following occurred, Helen and I had known each other for only a couple of weeks. We met at a party a mutual friend of ours was hosting and we instantly connected. To describe her, she was smoking hot. She was a blonde in her late 30s with piercing blue eyes, huge tits, firm ass and I believed to be a closet lesbian. She...

1 year ago
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Tranny in Toronto Chapter 3

Introduction: Read Past Stories Before This One. I stood outside Tim Hortons with a small coffee in my hand, sipping away on a cool windy day. I looked at the cars driving by me, just waiting for the white van to show up. Two men from Craigslist messaged me and asked me for a Sunday afternoon fuck. I agreed to my first MMF threesome. They called it a MMT threesome and were really excited to fuck a prostitute, and not only that but they wanted a shemale really badly. They told me to come to...

2 years ago
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Tranny Surprise Part 1

After being cheated on for months here I am alone in a bar having a drink. I dont understand whats wrong with me im above average in looks, im fit, im successful for my age. Its time I move on though and so far no girls ive dated have been worth a second date. As I look around the bar I see her. I immediately start to stare. Looks like she was there with a couple of her friends. I order another beer and decide to scope it out for a little bit. I just couldnt get over how pretty she was. She...

4 years ago
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Tranny used in the woods

I just had to share this as I realised one of my ultimate fantasies at the weekend.A couple of weeks ago I met a guy online (Mark) and we met up and had some fun together. A few days later he got in touch again and said he was going dogging and he wanted me to join him. I do this from time to time, so we made arrangements to meet at his house for me to get ready and then go out on the Friday night to a known dogging location not too far away.I thought it was going to be just the two of us, but...

3 years ago
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Tranny girls craiglist fun

My name is Jack, I’m an average enough 18yo guy. Perhaps in a physiological sense, I’m more feminine, I have shoulder length blonde hair, and tranquil blue eyes. Coming from my father’s side of the family. My mother seemed to give me her own felinity. I have little to no hair body, my voice was higher than average, and I suppose I was kind camp. Ohh, I also had a cute and tight little bubble butt. However, by night I was far from average. Porn always had fascinated me. Initially the classic...

4 years ago
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Tranny Surprise Part 2

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...

3 years ago
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Tranny Surprise Part 1

After being cheated on for months here I am alone in a bar having a drink. I dont understand whats wrong with me im above average in looks, im fit, im successful for my age. Its time I move on though and so far no girls ive dated have been worth a second date. As I look around the bar I see her. deleted

1 year ago
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Tranny orgy continued

Debbie, my red haired, large titted, big hipped, cock sucking, golden bushed girlfriend now knew I loved to suck shemale dick and having them fuck me in the ass. Sex between the two us became more intense and we were often joined by the gurls across the hallway. Life was good and shortly Tanya and Bonnie informed us they were having a party that would include Shemales, sissy me and cross dressers. It was to be an orgy! On the night of the occasion, we were the first ones there. I wore a speedo...

4 years ago
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Tranny orgy

You can live with someone and never really know them.I was running a car wash in West Palm beach and every day I would take lunch at a cafe down the Blvd. The food was good, and cheap and I had the hots for Debbie, this built to the hilt redhead chick working there. She wasn't any great beauty but she had a body to die for. 36 DD tits. big hips and thick legs. Just my type. After a couple weeks I got the nerve to invite her to TGI Fridays for some drinks.After a few, she started talking about...

4 years ago
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Tranny Dogging Experience

Not my story as i'm a proper woman lol but i just loved reading this...................I am a 24 year old male to female transsexual, I have been dressing up as a a woman since I was 14 and had nylon led sexual fun since my early teens. Often wanking myself whilst wearing a pair of sheer stockings. The result is that today I have a very large wardrobe of clothes and shoes, I am completely smooth all over apart from a landing strip and have manicured nails and shaped eyebrows and with killer...

2 years ago
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Tranny teacher

Hi Al, how is your house sitting summer going ? Pretty good Tim a little boring but the beach is nice. By the way, I didn't mean to but I saw you last night through my window... you were wearing woman's underwear. OH I hope I didn't disturb you Al. Actually I was totally turned on, especially when you pulled out your hard cock. Really, if you like I can arrange for a private show ... interested ? I don't know I have never seen a man up close before. Ah.. well if you pretend I'm a lady I can...

4 years ago
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Tranny Slave to BBC

I took a drag from my cigarette as I waited on my ride to appear. Looking around it was pitch black outside with only a waning moon and a few stars to light my way in the night. I had been waiting for about ten minutes when headlights finally appeared on the road in front of me, illuminating the sidewalk I was standing on and the stop sign beside me. I could barely contain my excitement. I had been waiting for this moment for a while. I had been fantasizing about it for around five years and I...

2 years ago
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tranny

Let me tell you a little bit about myself I'm five feet 10 inches tall around 220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer. Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort Lauderdale, when one night I heard a commotion in the parking lot. There were several men beating up a beautiful woman, when I tried to break it up I ended up getting very banged up myself. Her name was misty, she thanked me for helping her and asked if I need a...

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