Category Archive: Shemale phone sex

Shemale chat With Mistress Gwen Turns you into A tranny Hooker

Okay my sweet fuck boy its time to have a shemale chat about women who sport large cock! I’m ready to show you my strap-on and make you my bitch! I want you to worship my cock and take my cum like a good Girl. Are you ready to be transformed into the sexiest T-girl around?

You have found a sissy trainer with a knack for transforming men into the most alluring tranny hookers. I have a special touch that brings out their inner femininity, making them crave the attention and pleasure they’ve always yearned for.

Shemale chat With Mistress Gwen Turns you into A tranny Hooker

Shemale chat

My latest masterpiece is James, now known as Jesse. He was once a timid and insecure man, but under my guidance, he blossomed into a confident and sultry shemale. I taught him the art of seduction, the power of makeup, and the importance of embracing his true cock loving self.

Gwens Tranny sex stories are hot!


With each session, Jesse’s transformation became more evident. His body curves softened, his voice grew melodious, and his eyes sparkled with a newfound allure. He reveled in the attention he received from clients, both in glory holes and for paid sex.

Jesse’s earnings soared as his reputation as a sought-after shemale grew. I watch with pride as he strutted his stuff, making men’s hearts race and raping wallets open wide.

And so, I continue my mission, turning men into the most exquisite tranny phone sex hookers the world has ever seen. Each transformation is a work of art, a testament to my skill and their newfound cock love!

 

Tranny Phone sex Mistress Gwen Loves TS babes!

 

Gwen Loves a TS Babe! 🍆 💦 👠

855) 733-5746 ext 4716

Tranny Phone Sex Babes Know How to Drain a Prostate

tranny phone sexHave you ever had tranny phone sex? I am a transgendered beauty, which means I am the best of both worlds. With a special gal, you get a free prostate massage. If I was with you, my cock would massage that G-spot until you exploded. But I can instruct you on the phone how to do it. Since I am a sexy shemale, I know just how to glide a finger up an asshole, even yours.

Most most men call me to suck my dick or roleplay that they pick me up and discover my panty surprise. However, I get prostate milking calls too. Men, you can massage your prostate with your finger, your wife’s dildo or a garden vegetable. However, whatever you select, you need some lube.

My caller last night chose his finger. And I get it. First time in your ass? Something the size of my sexy tranny cock appears daunting. I told him the key is to hook the finger in your ass, while you breathe deeply. So, I helped him relax with breathing techniques. Listening to my hypnotic voice, he moved his finger gently around until he found his little pea sized prostate. That is when I had him push his finger in deeper toward the base of his cock while rubbing that magic spot.

Your Finger, A Sex Toy or My Sexy Cock Can Drain Your Prostate

And my cock stood at attention helping him explore his ass for the first time. His sexy moaning noises just added to my excitement. I jacked my big cock listening to him. I continued to help him stay relaxed. Even told him to imagine my cock was in in his asshole, not his finger. Your finger might feel good massaging your prostate. But nothing feels better than my shemale surprise up your asshole. My caller came hard. So, did I. A sexy shemale knows a couple ways to drain your balls.

Sexy Shemale Carla

(855) 733-5746 Ext 4275

Tranny Phone sex Lovers Come From All Walks of Life

tranny phone sexTranny phone sex chicks love to turn straight men into little bitch boy faggots.  Only straight men like a chick with a dick. My cock is just like bonus. Something extra for them to play with. What attracts them first is my face and tits. But they stay for the cock. Men love she-cock. You included or you would not be reading my blogs and looking at my pics.

Last night, I had the chance to turn a straight man into a she cock lover for life. We met at a bar. Not a gay bar and not even like a trans friendly club. Just a dive bar. I am traveling for a photo shoot and this bar looked dangerous for a girl like me, but no one knew I was packing a sexy tranny cock. Not even Allen who I took back to my hotel room. But when my cock made a surprise appearance, he did not miss a beat. He fell to his knees and started sucking it.

All Men Love My Pretty She Cock

But I could tell he never sucked cock before. He gagged before he even got the head in. But I showed him so tricks for swallowing a bigger cock. And I did not expect him to get all ten inches down his throat either. Most men cannot get that much of me down their throats anyway. Not without gagging a little at least. And Allen did not appear to be my typical fan. This guy owns a concrete business. Hard worker all his life. Most she cock lovers appear to be more white-collar liberal types.

But I do not judge. I fuck all kinds of men. And Allen appeared to be a nice working-class man who just wanted to try something different. And I gave him something different too. Even though I am a dominant tranny, I fucked him gently. Nice men get gentle treatment. Losers and tools and bitch boys get it rough. So, what kind of man are you?

Sexy Shemale Carla

1-855-733-5746 Ext 4275

Shemale Chat Hookers make each other and Traveling men Cum hard!

Shemale chatShemale Chats with sexy T-girls like Kinley have me gaga for dick meat. Once upon a time Kinley met me in a downtown bar and asked me if I would like to see her panty surprise.Walking towards the bathrooms we caught more than a few stares from the business men drinking their dinner. Kinley and I had been working close to the restaurant in hopes of scoring big bucks from the uptown clientele needing a little tail.

Shemale chat with Kinky Kinley and Alanza


When she pulled me ino one of the stalls and pulled out her big cock, I knew I had hit the jackpot. I hit my knees and did what any good hooker does and sucked Kinleys luscious cock off so hard! She moaned in pleasure and grabbed the stall walls as I pleasured her with my tongue. You Know This cum whore swallowed every drop of her delicious cum.

Tranny phone sex tales of hookers who enjoy playing with each other and mens asses are here for you! Tranny phone sex
Kinley thanked me for my service and gave me a generous tip. I smiled and thanked her for her generosity. We said goodbye and I left the bathroom, Both of us seeking a paying customer or too. What we did not expect was for a very nice gentleman to offer us his key card and a wad of cash to meet him in his hotel room in 30 minutes.

Kinky Kinley asked if he knew what he was getting into and he grabbed Kinleys dick through her skirt and said he knew exactly what he wanted as he went to close out his tab!

We would love to tell you how we made that man squeal at the end of Kinleys cock! He paid well to have his ass and mouth used as we both got off hard with him!

We both love fucking hornymen who love Sexy tranny cock t-girl threesomes!

Alanza

(855) 733-5746 ext 4262

Tranny Phone Sex Girls Love Banging Roommate Bareback

Tranny Phone Sex is hot. This is especially true when you have a single guy and two hot tranny roommates. Well, this is the case with my current situation.

Recently, I have come to share a large older house with a couple of friends. The guy is a single straigt computer geek, and the other tranny girl is a friend I have known for years. This lucky guy is a coworker, (well they used to work together), but their company went bankrupt and both now have other workplaces.

Ultimately the three of us have similiar interests and are all in our late 20’s to early 30’s. This turned into being a great situation for all of us. And it still is, if not better.

Finally, the other night we were all on Molly. We love to party. Obviously when we came home and were still rolling and taking some other wonderful chemicals things spiralled.

Within a matter of an hour at home and all three chilling on the couch things got touchy feely. Soon my GF and I were sucking each other off. Mr. D the geek was stroking his own cock.

Consequently I noticed Mr. D had a really nice big dick. And yes this is how Dan became Mr. D. In this case I took to sucking off his dick.

Henceforth D was feeling adventurous with two hot tranny girls that he started to suck off Sarina’s dick. Pretty soon we have all just been so horned up there was no turning back.

This led to me fucking Mr. D’s virginal straight boy ass. Furthermore he was fucking Sarina’s sweet tranny cunt. This went on with all of us taking turns barebacking one another for the next few hours.

Tranny Phone Sex can really make roommates the best fuck buddies

Tranny Phone Sex

Sexy Shemale Josie

(855) 733-5746 ext 4870

Shemale Chat After Tranny Cocksucker Surprise

Shemale chatIt was during a shemale chat that I realized how much I was craving a threesome with a hot tranny.  I knew my man at the time had some experiences hitting on chicks with dicks.  He was a sucker for thosse huge tits, implants and all he said that and the trannys nice tight ass had him grinding on her from behind the first night they met.  This was his first tranny experience that caught him off guard but ended up loving it and wanting more.  He thought he was being a player and going to use this tranny whore to get his cock sucked at this particular club he was at.  He took the shemale to the bathroom and pulled his huge cock out and shoved it down the tranny’s throat.

He said he was being forceful shoving her head down on his cock and she seemed to love it.  She was sucking his dick right there in the open bathroom as other guys came in to piss and they would start jacking off watching him get his cock deepthroated, his asshole was getting tongued and he was talking mad shit thinking he was the man as these other men started cumming on the tranny’s face.  Then walked in some guys he recognized.  They proceeded to start laughing and saying they wanted him to pound it out to get him cum out.  They wanted to pay him to watch it.  So he agreed and told the tranny whore to bend over so he could fuck her little cunt.  Only problem when he bent the tranny over, there was no cunt hole to fuck.

He said he didn’t think much of it though because he had been drinking and shoved it in her ass fucking her tranny man pussy while he had quite the audience.  So once he told me that story, now it was on to find me a tranny so I could watch him fuck a tranny phone sex slut again. Stay tuned

Rena

1-855-788-5746 ext. 46

Shemale Chat Leads to My Big Cock in Your Ass

shemale chatWarning, shemale chat leads to my cock in your ass. Some guys call me because they want to ask some questions. You know, like when did I decide to become a shemale. Does my cock still work and things like that. But most guys seem shocked that I do not have any erectness issues. Perhaps it is because I am not an escort. Or maybe my body got used to those hormones.

My cock works like a champ. It is 10-inches when fully erect. Some guys ask me if I wanted to be a full woman. And the answer is yes. However, because I had a big cock, I ran the risk of being numb if I got a pussy. So, I kept the cock and got tits. Some help from a doctor allowed me to grow my hair and feminize my body shape. I do not believe in regrets. Since I am a dominant tranny, keeping the cock was a wise move.

With my sexy she-cock, I can dominate a lot of tight assholes. And I love doing that too. So, if you call me to chit chat about life as a sexy T-girl, be prepared for me to fuck your back door pussy. You know you want it anyway.

Sexy Shemale Carla

1-855-733-5746 Ext 4275

Tranny Phone Sex Connoisseur Make My Shecock Throb

Tranny Phone Sex Connoisseur Make My Shecock Throb. If you are a bit of this kind of guy then Get with me. I have just what you crave hiding in my panties.

Meeting men at the lounge of an upscale convention Hotel is my favorite kind of hooking. Hookers for hire are often like me. What do I mean when I say like me? Well, it is never obvious but always a delicious surprise. I am a very special and sexy lady.

However there is one major thing that sets me apart from many other sexy ladies. That is the fact that I am hiding a surprise in my panties. That surprise is big, beautiful and throbbing hard when you make your move on me.

That’s right, I do have something in my panties and it is excited to get to know you. Feel my shemale gift of the gods and goddesses. Kneel before my shecock and worship it.

Tranny Phone Sex

Sexy Shemale Josie

(855) 733-5746 ext 4870

Tranny Phone Sex is What You Crave For an Amazing Fuck

Sometimes youjust get in a super horny mood and want something extra. Tranny phone sex is a great outlet for this. In fact I love when I know guys are watching hot shemales in porn and start to crave a shecock.

As a matter of fact, I used to escort. I am a Shemale that loved to fuck married men for money. My name is Josie and I am very looking forward to playing.

Much like most of my callers these men craved a chick like me. A special woman with a great body and big cock.

Often times my guys want to party, and this goes with my callers now too. At the time it was common that most shemales had party supplies available. You would just name your poison.

After we set up our session and payment is collected, the party could start. My party days with my Johns are always fucking lit. My cock would throb knowing I got to take that married straight mans ass and make him mine.

 

Finally I think it is time to take your sweet ass and make you mine.

Tranny Phone Sex

Sexy Shemale Josie

(855) 733-5746 ext 4870

Shemale Chat With Double Penetration of Rebecca

My shemale chat with a  friend resulted in them joining my boyfriend and I the other night.  Without warning, they shoved their cock right into my boyfriends pussy ass , making him yelp in surprise. “Fuck!” he screamed as they began pounding into him from behind while I continued to suck on their balls, tasting the salty mixture of precum and fear that dripped from them.

shemale chat My boyfriends moans turned into cries of pleasure soon enough; he may be a slut for cock after all! The sound of skin slapping against skin filled the room as our new friend fucked my boyfriend senselessly while I watched with hungry eyes, wishing it was me being taken so roughly instead.

As if reading my mind, they pulled out suddenly and turned me over onto all fours just like my boyfriend had been moments before. “Your turn,” they grunted darkly before positioning themselves at my cunt – but this time there was something different about how they thrusted that cock in me.. Their cock felt huge inside me; bigger than any dick ever could be!

But somehow it fit perfectly within those tight walls between my legs it was the shemale cock inside me double penetrating me with my boyfriends cock at the same time.  They stretched my cunt out nice and good and I could see in the mirror the two cocks rubbing against each other fighting to get in my tight little cunt.  Nothing has been hotter in my life that that!

Without warning, they pulled out almost completely before shoving their massive cocks back into my even tighter ass hole while still fighting each other to both get in. They got their heads in my ass then ended up having my boyfriend in my cunt and the shemale in my ass, which was a cum whore like my dream.

I wanted them never to pull out.  I watched as creamy white cum oozed out from between my ass cheeks, followed my cum dripping out of my cunt. We had so much cum it was pooling on the bed beneath us. Without thinking I scooped it up with my hand and started eating it, three cums mixed together is better than one, right?

Rebecca

1-855-788-5746 ext. 4653

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