Tag Archive: date a tranny

Collecting Tranny Phone Numbers

date a tranny darlaMy sweet sissy boy, born Harley, now known as Hailey most of the time, saw her first tranny porn. She had so many questions that I had to slow her down to answer them. I always knew that some day she may transgender and have reassignment surgery but now I believe there is no turning back. She has always wanted titties like mommy and I have told her often that we could make that happen when she got older. But now that she has seen real trannies and knows for sure they exist she is over the moon. She is dying to meet as many trannies as she can now. So I put an ad on Craigs List on the personal page looking to get some tranny phone numbers and introduce my sweet sissy boy to as many as I can. I hope that they will not only play with and guide my sweet son but that they will stuff his mommy full of tranny dick while they are at it.tranny phone numbers darla1

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Diamond’s Tranny Phone Numbers

Sexy Tranny Cock DiamondI love my sexy tranny cock and needed some new sexy nighties, so I went lingerie shopping today and found some lovely pieces. Many of the boutiques I frequent know I’m a tranny, in fact my tranny phone numbers are on their date a tranny site! But this new one I was in today I’d never been in before, so they didn’t know me and they thought I was a real woman. I was in the dressing room trying things on and the salesgirls knocked on the door and asked if I needed anything, and I said maybe the panties in a size larger and so she took the ones I’d tried on over my own panties and brought back a size larger. She brought them back and when she handed them to me she happened to look down and see my bulge. She gasped audibly as she saw the outline of my cock in my panties. I giggled and told her I was a tranny. She blushed and said she’d had no idea. I asked her to come into the change room and she stepped inside looking a bit shy. I asked her if she’d like to see my cock, and she said yes, so I pulled my panties down and she looked at it’s huge length and commented on it and asked if she could touch it. I said of course and as she reached out, I began to get hard and started to masturbate right there in front of her as she watched. I stroked my cock and she watched. She started rubbing her pussy too. We had to be quiet since we didn’t want anyone in the neighboring rooms to hear us being naughty like that. It was really hot, masturbating with this lady so unexpectedly that way in the middle of the day, we both came as quietly as we could, and she went back out to her job and I bought some of the items I’d tried on, and I knew for sure I’d be returning to that store to get more things and hopefully play with the salesgirl in the future.Tranny Phone Numbers Diamond

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Tranny Phone Sex, Lady Boy Phone Sex or Both?

tranny phone sex mature slutTranny phone sex is my newest obsession. I have been going on tranny dates; watching tranny porn; even trying to find sexy shemales to go clubbing. The best of both worlds thing as me super horny. I love cock, yet something about a pretty face and nice boobs gets me hot and bothered too. I have tried a variety of shemales, but not a lady boy phone sex chick until last night. I found a bunch with escort ads on the back pages and decided to hire one.

Most lady boys are Asian, very young looking. Barely legal I suspect, but as long as 18 I won’t lose my job! Something so exotic about Lucy. I was drawn to her pretty face, her tiny features and her nice big thick cock. She was a submissive tranny, but that was fine because I am a switch. I was feeling rather dominant anyway. I picked her up, felt her package to make sure no bait and switch. Hard as a rock. She said I was the hottest MILF she had ever seen.

lady boy phone sexI said screw dinner. We went back inside, had wine and fucked. I brought my strap on! I had her suck it to get it wet, before I slid it into her tight little ass. She had such a tiny frame. I think the contrast between her small figure and big cock is what attracted me. I reached around to stroke her cock while I slowly pumped in and out of her back door pussy. She moaned so softly it was a huge turn on. I wanted to feel her inside me too. I sat on her cock and rode her up and down while kissing her.

Softest lips ever. She was an amazing kisser. I’m not sure what has gotten into me lately. Well tranny dick has gotten into me! I cannot get enough sexy shemale cock. She came deep inside me and I came so hard with her. Have you ever been with a tranny? I highly recommend it.

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Tranny Phone Sex Whores are Hot Shemales Cumming

tranny phone sexTranny phone sex whores can now be found on your mobile device! Who doesn’t want to watch hot shemales cumming all day long? Some of my fellow sexy shemale friends decided we should make our own jackoff porn. We got together this weekend to make some hot little videos of ourselves jacking off and cumming all over our tits. There are a few shemale dating sites and fetish life type sites that we like to troll for married cock. We have a little bet going amongst ourselves to see whose video gets the most hits. So far I am in the lead. I have had over 1,000 hits on a 2 minute video of me cumming all over my perfects tits.

hot shemales cummingLook at me? I bet your dick is throbbing right now looking at me stroke my own cock? I bet you are wishing you were with me so I could shoot my big creamy load all over your face instead of my breasts? Hell, I bet you are jacking off right now thinking of my hot cock up your virgin ass. Don’t worry, you are not alone. My little jerking video is very popular. Lots of men want to see shemale strokers.  Reading the comments men leave for me gets me all hot and bothered. I even have guys offering to pay to fly me to different states to hook up for a night. At the very least, we could jack off together. Maybe even make our own videos.

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Tranny Phone Sex Slut Avery Makes Phone Sex With Shemales Too Hot To Handle!

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It is hot hot hot outside and this sexy tranny phone sex babe need to get her sexy ass wet. Unfortunately my pool is down so that means I need to seduce my way to sexy pool play time. It is never really hard, just have to find someone sexy with a sexier pool! I was walking along the beach sporting a sexy yellow bikini when that very person caught my attention. He stopped dead in his tracks to watch me walk past him. My ass cheeks looked amazing in that bikini, it is no wonder he stopped so suddenly. I turned around and started talking to the handsome piece of man meat and found out he was fairly wealthy. He invited me back to his place for a dip in his pool, I did not object. 

When we go there his intentions are very clear which is something I already could sense. I grabbed his stiff rod and held onto it. Not only was it long but super thick. All i could think about was how good it was going to feel stretching out my tranny ass. He started to pull down my bikini bottoms and my cock popped out. I expected him to be surprised but he told me he loved having sex with shemales and sucked right on. I started to face fuck his little mouth, listening to him choke on me made me smile. He then stood up and tossed me over spreading my ass hole wide just like I imagined. HE filled up my mouth with his cum when he was done. Said he did not want me cream pieing his pool. I could understand that, it was a perfect pool, worth the fuck! 

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tranny phone sex melindaI decided it was time to take the girls to a special show. My friend is one of the Queens and she would get us in back stage where the girls will get an up close and personal look at the life of a real Queen. What my friend didn’t tell me was that there were two performers that are transgender and not the over the top flamboyant Queens that I know and love. When the girls saw the T-girls getting ready and saw that they had real titties and cocks, they were all questions. One of the T-girls over heard us talking and took a personal interest. She came over and began an open and honest conversation about why she had both and how she felt inside about who she was and what she wanted out of life. When the girls asked to touch her I thought my knees would buckle with the fluid flowing from my pussy. And then they asked her to come over and play with us after the show. Needless to say that was the longest show I have ever sat through. Send me a personal message if you want more privileged details of our night.

Tranny Lover Melinda

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Tranny Phone Sex Cloud

tranny phone sex melanieTranny phone sex really heated up the stage one day! I woke up from a fog clouding my head. I was dancing at the club the other night and some wild shit happened! I would do anything for a buck and last night was no exception. A client of mine I will call him Alex, and I were at the bar having a drink. One of the dancers in the club is a sweet honey that can drop it like it’s hot! Never mind that she was born a man this bitch could really throw it down on that fucking pole! Most of the guys there didn’t know what she was because we weren’t allowed to strip nude! I thought she was beautiful. She had strawberry blonde hair and a tighter ass than mine. Alex owed me 300 big ones from the last dance I gave and I was going to make sure he paid up I invited Alex over to the bar and invited “Natalie” to sit down too. Like every other male in the club that saw her his mouth began to drool too. I motioned for the bartender to come over and keep pouring drinks!
Alex was a pushover he talked and flirted with Natalie for a little over thirty minutes and then asked for a private show. We ventured into the VIP room and I began gyrating my hips to the beat and drinking! I was just having fun and getting hot when Natalie sashayed in! Alex’s eyes looked like they were going to bulge out of his head when Natalie got on stage. She started dancing all over the pole and stretching those tight ass cheeks all over it! Alex was throwing so much money at her that I could hardly pick it up fast enough. I swear I tried to warn Alex, but he pulled his cock out anyway for Natalie to suck him! Suck she did too! She began swirling Alex in her mouth better than any lollipop I had ever seen! Alex was on the verge of cumming when Natalie turned him around! Alex claims to be straight and not go for this kind of shit but Natalie is damn good at persuasion. She spread her cheeks and rammed him hard until he sprayed cum all over! Some of it landed on me! Backing away Alex turned around to see Natalie! Dropping to his knees he took her in his mouth! I took the pictures for my I-Phone and nodded at Natalie! The liquor was getting to me and I began to feel light headed. I must have passed out!
When I came too there was Alex with 1000 dollars for me to keep my mouth shut and Natalie had vanished! It might have been a real haze but I will never forget Natalie turning a straight man out!

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He Wanted a Threesome

tranny phone sex vivWhen he called and asked if I was down for a threesome I was quick to say yes. My pussy released loads of juice as my mind conjured up me and another hot ass BBW and him right in the middle of it all. I know for a fact he loves BBW’s. What happened was not what I thought was going to happen. When I go there she was already there. He had us make out but we couldn’t touch each other and he watched. Then they made out but didn’t touch each other and I watched. Then he and I made out but didn’t touch each other and she watched. Things were so crazy that I don’t remember us all taking off our clothes and getting in bed together. I also don’t know how long it was before I realized that there were not only two sets of tits in the bed but there were two dicks as well. I was having a threesome with a tranny, a shemale….what the fuck? I was to far in to stop and to be honest I really liked it.

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Heels and toes!

tranny phone sex HenriettaI met this guy the other day. He seemed to like me, I wasn’t sure if he knew EXACTLY what I was. I mean I have some nice big titties. That tends to distract men from the fact that I have an Adams apple. I got a call later that night and he wanted to take me on a double date with his sister and brother in law. I thought it was very sweet, things were going so well. We went back to his house where things blew out in the open. They thought I was a sweet lady who looked a little funny until his sister walked in on me while I was pulling up my panties in the bathroom. They tied me down had me spread wide open. They ripped off my panties, took my shoes off and started rubbing it against my ass hole. They slowly stuck the heel of my shoe into my ass. Forcing me to take all 5 inches of that chunky heel. I can not believe they would do that… But to their surprise I fucking loved it!

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There comes a time when the passion just over comes you. I went to lunch on a blind date and god was he fucking sexy. I just wanted to lick him from head to toe! We couldn’t keep our eyes off each other. I pulled my shoes off and started rubbing his cock through his pants with my feet. He un zipped them and pulled out his huge cock. There we were outside int he garden of this fancy restaurant and I rubbing his cock with my feet. I felt his pre cum dripping down his cock over my toes.

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My cock got hard and I started rubbing it. As soon as the waitress left our food I was under the table sucking on my mans cock. Getting the protein I needed by milking his cock. He pulled me up by my hair had me standing in front of him and he wrapped his lips around my cock, sucking me and almost making me blow my load in his beautiful mouth. He bent me over that table and fucked my tight ass, as I rubbed my cock. Who knew lunch could be so fucking hot!

Henrietta

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