Tag Archive: date a tranny

Date a Tranny like I Did!

date a tranny hot ass sexWith all the transgender talk in the news lately, I decided it might be fun to date a tranny. Why not? I’m open minded, even a bit freaky. Have you seen some of the shemales on the Internet or any of those online tranny sites? Gorgeous. A pretty face, nice rack, and a huge cock? Tell me that is not a wet dream right there. I perused all the local ads and called only one. May, a beautiful bi racial tranny with a nice cock. I didn’t mind paying for the pleasure of her company, because the combination of that face with that cock, told me the pleasure would be all mine.

shemale chat big titsI picked May up at a local hotel as she was just in town for a week. Guess it was a good thing she did not live local or I may go bankrupt. The moment I laid eyes on her my pussy got wet. We had a nice dinner, surprisingly great conversation before she invited me back to her hotel room for some sexy shemale chat. I knew that was code for fucking. We were barely in the door when I had my body pressed up against her dark caramel skin groping at her nice sized cock. She kissed me hard and deep. I swear I came in my panties from her tongue probing my mouth.

shemale dating cheapest phone sex specialsMay took charge. I was not her first rodeo. She went down and ate my pussy until I squirted all over her face. I of course went down on her tranny dick. Took every inch of her thick shaft in my mouth. She had to slow me down for fear she would blast a hole in the back of my throat from the jet stream of jizz. I showed May my ample cocksucking skills. It was really nice to be able to have a huge cock fill up my mouth while I played with a nice set of tits. I was a bit jealous. Her rack was bigger than mine.

tranny phone sex sexy shemaleAfter she could not take it anymore, she bent over and fucked my ass. As soon as she stuck her cock up my back door she apologized. I’m an anal whore, so I had no problem with her sticking it up my butt. I guess she is use to fucking guys! Her big cum filled balls fucked my hot ass good. We switched positions at one point and I got on top and rode her pretty dick reverse cowgirl. May pumped a hell of a lot of spunk up my ass. I’m not going to lie. She was one of the best fucks I have ever had. It was worth every penny I spent.

If you have never fucked a tranny, you have no idea what you are missing. A sexy shemale like May, really is the best of both worlds.

Farah

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Shemale Surprise

shemale surprise zettaThey were having an armature beauty competition for the celebration for the founding of our home town. I have always wanted to enter a beauty competition but because I am a shemale I would never be able to enter a real contest. So I thought what the hell, why not try out for this one? It was after all the closest I would ever get to the real thing.  I practiced my talent portion for weeks. I was going to wear one of those cute little baton twirling skirts and the cute little boots that go with it. My baton would be on fire and I would twirl it on stage to The Star Spangled Banner while dancing for all the judges. The day came and all went well, except I didn’t know that the stage was so close to the judges table. After the competition, which I didn’t win, one of the judges approached me. He was a handsome man with a huge bulge in his pants. He said he noticed I had a little surprise of my own and that he was interested in spending some time together. I guess you could say I got a shemale surprise! date a tranny specials

Sexy Tranny Zetta

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Tranny Phone Sex Exploits

 

tranny phone sexI’m your tranny phone sex wet dream. Beautiful, intelligent, nice boobs and a big dick. I met Greg at the car wash last week. He hit on me big time. Totally clueless about my special nature. Handsome, well built, and very straight. That was until we were back at my place getting hot and heavy. He told me I tasted sweet like candy. We French kissed so long, I thought for sure he could feel my cock throbbing under my dress.

shemale chatI was so attracted to him but I was nervous about him discovering my secret. I had to feel his cock in between my silky fingers. I unzipped his pants, started stroking him when he said, “No fair. Ladies cum first.” He laid me down on the bed, started massaging my breasts. He would get a panty surprise shortly. As he pulled my panties off, my big hard shaft made an appearance. He had a moment of surprise on his face, but then he went down on my shaft. Swallowed my cock without hesitation.

chicks with dicksWe 69ed for a bit, blowing each other until we could not take it anymore. I begged him to fuck me. But he was nervous. “You take the lead Carla. This is all new to me,” he said. I licked his ass, worked a finger in slowly, then lubed up my cock and pushed it slowly into his virgin ass. He was so tight. Felt amazing. I had no doubt I was his first cock. I fucked his tight ass for hours. His cock was pouring pre cum. He really enjoyed his first anal sex experience.

shemale surpriseA girl can only take so much pleasure before she explodes. I reached around and grabbed his cock. Stroked it up and down as I pumped his ass full of my seed. He started oozing like a volcano. Shot a huge load. So big it almost hit the ceiling. We exchanged numbers. Normally, I am a novelty to most men. Fuck me once, then never speak of it again. But Greg was different. I think I turned him! The power of tranny cock I guess. Bet I can turn you too.

Tranny Carla

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Date a Tranny

date a tranny hot shemaleDo you want to date a tranny? Actually lots of guys do, so I have been dabbling in tranny escorting. There is actually a huge market for shemale dates. Most of my clients are married, wealthy men on the down low. They know they want and need cock, but they are too afraid to live a fag life, so they hire a tranny escort for the night to rock their world. Friday night, I had a very wealthy, very older man hire me for the night. Think Hugh Heffner. This gentleman was older than my grandpa! I honestly didn’t think there would be any fucking. I could not have been more wrong. Grandpa had the stamina of a college boy and the cock of a black man. I mean seriously the biggest cock I have ever seen on a white guy.

I was born with dick in my mouth and I couldn’t get all of him down my throat. I mean he could be taking Viagra for the stamina, but that cock was all his. He should have been a porn star not a hotel owner. I thought he hired me to fuck him, but he wanted to fuck me. We had to use a whole bottle of lube to get him up my ass. I even screamed a bit. Wow. We fucked all night long. He wore my mouth and ass out. In fact the next day, I was sitting on a bag of frozen peas from the ass pounding an 80 year old man with a porn star cock gave me. He wants to have a regular date night. He said no one has ever come as close as I did to taking every inch of him. I’m going to have to stock up of frozen vegetables.

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Tranny Carla

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