Category Archive: Date a tranny

Tranny Phone Sex for 2017

tranny phone sexAre you interested in tranny phone sex?  Of course you are if you are reading this. So many men I have discovered have made the resolution to hook up with a sexy shemale in 2017. I think that is a great resolution personally. It benefits us both. I must be running into some tranny lovers out and about too because I am getting hit on even more than I already do. Last night I was at Olive Garden. I know right? Not a club or a place you go looking for special girls. I was having dinner with my best friend. She got a gift card for Christmas there from her boss so we decided to have a free meal. It was even more free than it already was because we had a patron. This older salt and pepper haired man was watching us all night. He bought us a bottle of wine and paid for our meal. We went to thank him afterwards. It was clear he was flirting with me and that my panty surprise was no surprise to him. As he shook my hand, he said, “I’m a huge fan.” He has seen some of the sexy shemale modeling I have done over the years and recently discovered my shemale phone sex site. My friend was not subtle. She said she would call a cab home. I gave her the keys to my car instead. I got to know my fan man better. The important things like cock size. We ended up in the men’s room, in one of the stalls with me fucking his tight ass. Damn his ass was tight too. Virgin ass on a man in his 50s is rare. Well, it is rare for a tranny lover. Like many of my callers, it is fantasy for them to picture themselves with a sexy shemale, but they are too afraid to actually do it. Well folks, sometimes a random encounter presents itself and you have to go for it. What would you do if you saw me in public?

Tranny Phone Sex Christmas

tranny phone sexTranny phone sex sluts love Christmas. Why? Because tranny lovers spoil us rotten. Rico, one of my submissive whores paid me a visit on Christmas Eve. He came baring lots of gifts for his shemale goddess. Pretty clothes, new sex toys, jewelry and cash. What else could a goddess want? There was more however. He had a special bag of goodies for me to use on him.  Made my dick hard knowing how much he loves being my bitch. He has a tight little ass too. His body is pretty feminine. Soft. Small dick. Curves. Really, he would probably be a better chick than a guy. He would be a submissive shemale, however. When you have a 10 inch pretty cock like mine, then you can be an alpha tranny. I put Rico over my lap first. I gave him a series of bare bottom spankings that left him crying for mercy. I closed my eyes, reached in the bag of goodies to see what I pulled out. A pony tail butt plug was what I picked first. I ordered him on all fours, then put in his pony tail. I straddled his back and rode him around like he was Sea Biscuit. He even made horse noises while I used a riding crop on him. He was an excellent pony.  I grew bored of my little pony and reached into my bag of tricks for a new toy. Anal beads were what I selected next. Without lube, I rammed them up his tight ass and slowly pulled them out. I inserted them in his mouth to clean up like a good little bitch. All these anal games made my dick harder. Finally, I said fuck it. Nothing will feel as good as my dick up his ass, so I gave him a hardcore ass fucking. I filled his tight butt with some holiday cheer. The best gift a shemale chat slut can get is your tight ass.

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The Revenge Surprise Tranny Phone Sex

Okay, guys. I’m going to let you in on a little secret. Us girls stick up for each other. Just last week one of my best girlfriends came to my crying. She was a wreck; mascara running, hair messed up, and one of her heels was broken. I brought her inside and poured us both a glass of wine. She then tells me that she was at a bar earlier that night and a guy promised her the night of her life.

Tranny Phone Sex

He said he was going to take her to dinner on his yacht and they would spend the night in his penthouse overlooking the city. Well after a few drinks the party didn’t make it past the limo. After about 20 minutes of driving he pulled over and kicked her out! Well that wasn’t gonna fly with me. I went through her phone and got pics to see what the guy looked like. I then went to the same club every night until I found him. I used my magic to get him to take me home. I made it past the limo to the penthouse. Turns out that our little douchebag is a naughty naughty boy.

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I tied him up to his four-post bed, face down and naked. I then traced a whip up and down his back, leaned down and whispered into his ear “I sure hope you enjoy this as much as I do”. I then shoved my rock hard cock deep into his ass. I tied him tight enough to where he couldn’t do anything but take it. After he got done screaming and begging me to stop I whispered “think twice about the next time you try to get a piece of ass you can throw out like trash” and left him to think about what he did.

Sexy Shemale Chat Operaters

shemale chatShemale chat operator was the perfect job for me. I tried traditional workforce jobs, but I always had to disclosure my special nature when it came time for insurance paperwork, which often caused problems.  I am not in the closest. I refuse to pretend to be something I am not. Sure it is fun to keep the secret for a bit when I am meeting a guy in a bar or some similar place. But to be told no one can know at work that I have a cock, I am not having any part of that. I think that is why so many sexy shemales are in the adult entertainment business. Guys like you are looking for a special girl; you want to know all about our nice big dicks. We don’t have to hide who we are with you. I talk to men daily who are tranny lovers. They are the ones in the closet, not me. Your typical shemale lover is a married man who lacks the courage to admit he wants cock up his ass.  Very few of my callers would admit to their friends if they had a special girlfriend or mistress. One part of me gets it. You don’t want people thinking you are a fag who likes to get fucked in your back door pussy.  The other part of me is like what the fuck? I am prettier with a better body than most women born that way. If you are with me on the phone, I will keep your dirty little secret. I will fuck your ass and your mouth until you can’t take it anymore. However, if we hook up off the phone, everyone I know will know you are with a tranny. Don’t let what others think mess with your head. A beautiful girl is a beautiful girl.  A beautiful girl with a sexy tranny cock is only that more beautiful.

Tranny Phone Sex Lovers

tranny phone sexTranny phone sex is extra popular late at night. I don’t normally work late because my shift starts early in the morning and you don’t look as good as I do not getting your beauty sleep! I am off, however, on Saturdays, so instead of going out dancing last night, I stayed in and worked well into the wee hours of the night. I had so much fun. I talked to my favorite tranny GFE lover. He always spoils me so well. I don’t mean just financially either. He knows how to take care of my ten inch cock. He is like many tranny lovers. He doesn’t identify himself as gay. He is married with a good job and the house in the suburbs. He would never date a man. Something about my sexy tranny cock, however, makes him swoon. But  if my cock was not attached to such a sexy body and pretty face, it wouldn’t matter if I had a foot long dong or a clit, he wouldn’t be attracted to me. I am hotter than many women who were born that way. And not just hotter, but sexier because I have that panty surprise that many men secretly wish all hot babes had, right? All my callers last night were tranny lovers and I stayed busy too. I know there is a party element to my late night calls. A little coke or weed, maybe one too many glasses of wine helps you admit to what you want. Me. A sexy chick with a dick. Don’t feel bad about desiring me. I can find your prostate! That means I can give you the best ball draining cum of your life. Plus, it won’t feel weird being with me in public, because no one can guess my secret. Do a line, smoke a joint or do some shots but call me.

Tranny Phone Sex GFE

tranny phone sexTranny phone sex girls are the best of both worlds. Look at me laying on this hotel bed. Would you ever guess I have a 10 inch cock in my panties? I was in a hotel because I placed an escorting ad in the Back Pages. I have never done escorting full time, but every now and then I moonlight to supplement my income. Sexy shemale escorts are in high demand because most  trannys trolling the personals are more like transvestites than trannys. I have boobs, real hair and a smooth hairless body. I have been told I am scrumptious. When Larry arrived I was shocked at how handsome he looked. Of course I saw the wedding band. He was nervous, but I poured him a drink and we talked for a bit. I consider myself a sexy a GFE tranny. Yes, I am more on the dominant side, but I do appreciate conversation and foreplay. I guess that is the woman in me. After a couple glasses of wine, he relaxed enough to let me give him head. Huge cock. Again, that was quite surprising. I didn’t peg him as a bottom, but as soon as my mouth hit his dick he was begging for me to fuck him in the ass. That is what most tranny lovers want: a safe way to explore their bi curious side. I had him suck my dick first. The wind gets my cock hard. That is the man in me lol! But, it is always fun to skull fuck a guy, especially a married one. He needed taught how to give a blowjob, but he was a quick study. I bent him over the bed and rode his virgin ass for a good hour. He paid me for 4 hours, but he wanted more assurance he wasn’t gay than he wanted fucking. He may have hired me a bored straight married man, but after my cock was in his mouth and ass for a good hour, he was screaming he was gay for my sexy tranny cock. Bet you would too.

Tranny phone sex

tranny phone sex

I went to a fall gathering today and I have to say it was so much fun. It was on the strip where all the bars are so you can guess where my mother fucking ass was! I was bar hopping getting smashed. I eventually wondered off from the people that I came with and met some new friends that I couldn’t resist to be around. There was just something about them that made them stand out from the rest.

I met a girl named Natasha she was gorges. She had long blond hair, nice perky tits, and a full ass. I found myself getting lost with her until we ran into one of my guy friends. He was also very intrigued with her appearance. We all were so drunk that we found ourselves headed to the restroom. My guy friend pushed us all into the ladies room and locked the door behind him.

Me and Natasha started making out and all of a sudden as our bodies were grazing one another I felt a poke in my tummy. I decided to explore a little further. I took her shirt off and let her tits fall out, and then found my way down to her pants. I pulled them down and out came a bulging hard cock. I was in shock and so was my guy friend I started sucking and l even leaned against the bathroom sink so that she could fuck me right.

My guy friend got so turned that he took his pants off and slid his cock right into her ass and we made a train, fucking away. 

Let this Tranny slut ride your cock!

Tranny Phone Sex

I can feel every muscle in my legs and arms. I am sweating like a pig, out of breath and in pure bliss. I must be doing something right. I have a nice thick cock inside of my tranny pussy. Stretching my tranny pussy wide open. I look back at his face as he is balls deep in my tranny pussy. His eyes roll in the back of his head as I slowly slide up and down on his cock. I want him to enjoy every inch of his cock inside of my tranny pussy. My cock is rock hard and drooling all over his balls as I ride his dick. Fuck it feels so good taking it slow. Having him fill me up with his hard cock! It feels so good I start riding faster on his cock. I can feel him throbbing in my tranny pussy. I beg him for his cum. I beg him to fill up my dirty tranny pussy with his thick hot cum load. He bites his lip and slams me down on his cock one last time emptying his balls inside of my tranny pussy! 

Hot Tranny Phone Sex call with Henrietta

Tranny Phone Sex

What is better than having Tranny Phone Sex? I mean who can turn down this nice big cock, these big beautiful titties and my tight tranny ass? Not many men can. I had a session with a very new tranny lover. He had played before with cocks, but it just was not his thing until he found the beautiful world of tranny sluts. My new shemale addict called me to experience some new things. His first time and I wanted him to enjoy it. I had him strip down for me and get his cock rock hard for me. I told him to spread his legs wide enough apart to let his big cum filled balls dangle. I started caressing his balls, lifting them feeling how swollen and full they are. I gently squeezed them which in turn made his cock throb. I grabbed his uncut cock and started inspecting him. Moving the foreskin back, tasting his pre cum that is dripping out of his cock. His hands were behind his head, I tied them there so he couldn’t bring them down . I wanted to show him he could cum for a tranny slut like me. I started rubbing his cock. Instantly he was ready to cum. I aloud him to but I didn’t stop rubbing his cock. He was begging me to stop, he was so sensitive. I kept going, bring him to another big hard orgasm. I continued to do this to my new tranny addict. I wanted to show him how many times I could make him cum with just the touch of my hand. 

Henrietta needs more Tranny Phone Sex

Tranny Phone Sex

I just can not get enough Tranny Phone Sex! My big tranny cock is always hard. I am always horny. I wonder what it is that makes me so fucking cock hungry. Every stranger I see on the street I am trying to sell my tranny cock and pussy to! I had a call with Donny today. Donny makes me smile so much. He is always saying how he is not gay but just likes fucking a chick with a dick and squeezing her tits and cock.. No sweetie, you love big dick. Next time Donny calls I am going to make him suck my big tranny cock. Make him get it soaking wet and rock hard. Then I am going to kiss him deep getting a little taste of my precum he sucked out of my tranny cock. I’ll twist him around and bend him over. He loves it when I lick his asshole so I am sure he would love my dripping wet cock head flicking his asshole. I know I won’t get in too deep inside of him before he blows his load! 

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