Anyone Want to Date a Tranny?

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Big dick shemale, Date a tranny, Gay phone chat, Phonesex shemale, Sexy tranny cock, Shemale dating, Shemale phone sex, Shemale surprise, Tranny Phone Sex, Transgender dating

October 14, 2015

by Tranny phone sex Chick

You wanna date a tranny? Trust me you are not the only one! OK Cupid has a transgender/TS section in case you didn’t know! I love taking selfies for dating sites. I put my pictures in women seeking men and in the men seeking transgender profiles and I am always amazed at the emails I get. No one thinks I have a cock until I send them naked pics. What do you think? Can you tell my panty surprise? The latest guy I picked up on OK Cupid, wanted a sexy shemale, but a passable one. He told me I was more beautiful than the majority of 100% women on the site. We arranged a meet and greet. I was very happy to see he was even more handsome in person. He spoiled me from the moment I met him. Lavished me with attention. Took me to the finest restaurant in town. Even took me shopping for a ball gown.

He needed a beautiful woman on his arm for some high end political fundraiser. Turned out it was his fundraiser! He is running for a state office but is widowed. He confessed to me he was gay, but politics make it such that he has to remain in the closet. He thought a pretty shemale would be a win win. He gets his dick and the public gets to think he is a straight candidate. I was happy to be his beard. Wasn’t the first time I have helped a man look straight. I may be a tranny phone sex whore, but I consider myself a princess too. I love being spoiled and pampered by older men. He rented a nice hotel room for our first date. I thought for sure he would be an Alpha man, but he was all bottom. I placed a pillow under him to bring his ass up in the air. I rimmed his pretty puckered asshole to lube it up, then I slide my 10 inch hard cock up the future mayor’s ass. I stroked his cock until we came together. I can so see myself in the Mayor’s mansion. If I can be a politician’s dirty secret, I can be yours too.

Tags: date a tranny, gay phone chat, phonesex shemale, sexy tranny cock, tranny phone sex, transgender dating

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Shemale Chat Leads to My Big Cock in Your Ass

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February 25, 2024Sometimes 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. [...]

Shemale Chat With Double Penetration of Rebecca

February 21, 2024My 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. 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? [...]

Shemale chat for the hidden lady cock hoes

February 21, 2024Shemale chat is where undercover guys get on to find a nasty tgirl who will keep their secret. “I want to be fucked just like I fuck my girlfriend” you confess to me. “Every time I fuck her, I cum at the thought of getting fucked just the same” you keep telling me. “If I come over can you keep it a secret?” you ask. “Come over and I will show you how much of a secret I can keep, make sure to bring hush money” I respond. You quickly make your way to my place with a big envelope full of money. As soon as you give it to me I make you drop down to your knees. “Show me how hungry you are” I say as I pull my lady dick out from my sexy panties. Once you see my big girl cock, your mouth starts to water. Therefore I push my lady dick deep in your throat. You start sucking like you are starving and that excites me. It makes me think that you will be ready to take my cock in your pussy really well. “Show me you want to get fucked and get in position” I say as you get my girl cock leaking. Once you are waiting to get fucked just like your girlfriend does, I slam my cock inside your man pussy. Right away you moan out “fuck me like I fuck my girlfriend”. That just drives me to fuck you harder and harder. “You don’t fuck her as hard as I fuck you, my tranny meat is bigger” I laugh as I pound you. Finally I feel my balls tighten up and my cock starts spraying inside you. That is what you need and your cock sprays your face with nut. After thanking me for my discretion, you leave happy and leaking with lady sperm. [...]

Tranny Phone Sex Should Be What You Want for Valentine’s Day

February 14, 2024Tranny phone sex can be your gift to yourself this Valentine’s Day. Nothing more romantic than getting that she-cock you always craved, right? I may be a top and a dominant T-girl, but I have a romantic side too. So, I went out last night with a new guy. He is not new to me. We have known each other for years, but never dated or anything. We travel in some of the same social circles. Although he is married, his wife is overseas for a semester teaching. Both are college professors. Although I do not make it a habit to date married men, I make exceptions sometimes. For this man, he checks a lot of my boxes. He is older and extremely smart. Plus, he knows how to treat women. Like he holds doors opens, walks on the street side of a woman and opens car doors the old-fashioned way. Even chicks with dicks like to be treated like ladies. So, when he asked me out, I agreed. He did not try to hide his wife from me either. All a Sexy T-Girl Wants for Valentine’s Day is a Tight Ass and Romance He wanted some romance and my panty surprise as a gift for himself. And I wanted romance and a tight ass. So, it was a win win date. After a lovely dinner and nice stroll along the river, I took him home. I knew he wanted my big dick. Although he said he never had a cock before, I had my doubts. His mouth felt like the mouth of an expert cock sucker, LOL. I have been around long enough to know when a man is a virgin or not. However, his ass felt like a virgin ass. It was so tight, I needed almost an entire bottle of lube to get up into his ass. No way a finger has ever been in that ass, let alone a sexy tranny cock. He came many times, more than ever according to him. I came a few times too. Perfect Valentine’s Day for this sexy T-girl. I got romanced and a tight ass. [...]

Chicks with dicks or should I say Sissies with clits, haha!

February 13, 2024Sissies love Chicks with dicks or to be a chick with a dick either way they just can’t help but want a big fat cock shoved balls deep down their slutty throats. Are you a sissy? My name is Brielle I am the Best sissy trainer on the internet. I turn slutty boys like you into cock craving sissies daily! Sissy training is how you will learn to be a good little cock sucker… To be a woman you are going to have to learn how to perform like one… Lucky for you there are sexy mistresses like me out there willing to show you how to get the job done. A Deepthroat blowjob isn’t as easy as it sounds… You are going to have to learn how to properly run your tongue up a Big dick shemale before ever thinking you can become one. You see the difference between you and a big dick tranny is a major difference. You, darling, do not have a dick you have a clit for a cock. Which is why you have to run to me to learn how to use that little cocklette of yours. I know stroking your little nub is just so uncomfortable those orgasms you have to work so hard for, just to get a grip of your cock is by far overwhelming. That’s because your cock doesn’t require stroking or tugging. You have to learn how to gently caress your clit and orgasm like a girl if you do a good job during Online sissy training I will treat you to a Shemale surprise. [...]

Tranny Phone Sex is an Exciting Hot Secret We Can Indulge In

February 11, 2024Tranny Phone Sex is truly exciting to indulge in. Let yourself be weak for my tranny dick. As a married man watching tranny porn you find yourself feeling the need to get with a sexy shemale. This is conflicting to you as you are straight and married. However a mans brain gets fired up with dopamin as you get to feeling so damned horny. Never deny the need of your sex appetite. If you crave a cock to suck, then find a hot shemale prostitute and suck her cock. In my many years of prostitution I had so many men that really just wanted to feel a cock in their mouths. But not just any manly cock. These men, much like you wanted a well manicured and sexy tranny cock. As you can imagine, looking up at a sexy pair of breasts while your face is stuffed with a dick is hot. Like that cock and those tits are on the same woman. Confess your cravings to me, straight man.. [...]

Tranny Phone sex Dicks and pussy on chicks make you insane for me!

February 9, 2024Tranny Phone sex drives men like you to be ass sluts. I get it, a nice cock and set of balls make me crazy too! I have a secret fetish though! Trannies with pussies and dicks are so fucking hot. I know this pic will drive some of you sissy lovers crazy. To have a pussy and a cock to worship at the same time? Fuck I would love to get my strapon in so t-girl puss and suck some t-girl cock I want to feel the body of a tranny pressing against mine. Just to feel their lips on mine and their tongue in my mouth. This bisexual slut just needs to taste their cum on my tongue. 🍆 💦 Shemale chat with a cock that has a pussy is a fantasy you can recreate with this dom bitch! Let me lead you through a plethora of cock and pussy until you are wiped from exhaustion and your cock has leaked so much you are dehydrated. My most famous scene to date was with a big dicked man who just couldn’t keep himself away from your ladyboys. The bigger the cock the better, and he wanted a nice pussy to fuck at the same time. Tranny Phone sex Dicks and pussy on chicks make you insane for me! I found us a Sexy teen shemale innersex bitch t-babe and fed her his cock all night long! For any all all sissy and or tranny fucks, Give you sexy sissy trainer Zoey a call! [...]

Setting UP a Pegging With Tranny Phone Sex Cock

February 7, 2024Tranny phone sex is what you’ve been craving your ass to have so I got one for you one night as a special suprise. I watched the hot sexy tranny grab hold of your hips firmly and pull you closer until your bodies are flush against each other. With one swift movement, she unzips your pants and free her rock-hard shaft from its prison. It stands tall before us boththick veins pulsing with desire as it leaks pre-cum onto the floor beneath you. I watch with my pussy dripping knowing you are about to fulfill my wettest fantasy and yours. You gasp at the sight of it; this isn’t just any ordinary dick – this is a monster cock meant for only the most experienced bottoms who crave getting rammed. You haven’t had a cock like this only the dildos and my fingers I’ve milked you with prior. You feel the tranny cock sinking deeper into your ass cheeks until finally, with one powerful stroke, it’s buried balls-deep inside you. You moan loudly around the gag in your mouth that I put so you couldn’t scream. She leans down and capture one of your nipples between her teeth to tease. Then reaches lower to massage that prostate with her cock. You start to shake and there’s no holding back anymore; every muscle in your body tenses up as wave after wave of pleasure washes over you both. Your ass clenches tight around her cock, milking it for every last drop of cum while your own load builds up deep inside those bulging balls of yours. I can see them swelling against her thighs with each passing second, begging to be drained. I take the video of you getting the tranny cock. I know you’ve wanted to try it. Now I can watch this moment of pure nasty hotness anytime I want my pussy to get hot fast because that was aweome tranny cock milking you that night. And we will have Tranny sex stories for years to come.. [...]

Shemale chat adds in Submissive Venice it’s a party.

February 5, 2024 Shemale chat adds in Submissive Venice it’s a party. In fact, when we have you right alongside either the shemale or Venice, we really are going to have fun. Watch the tranny fuck the submissive little whore first before fucking you. Swap it around and have me clean off her that trans cock. Two girls one need to be dominant, and it should be the one with a cock. Control us both. Suck on the cock. Fuck the cock. By all means bring chains. Chain me to the wall. Next take a lash to my ass. Watch as that tranny cock pumps between my tits. At the same time as you are fucking my ass. Those big tits on that tranny bouncing with every thrust of the hips. Cock deeper and deeper down my throat. Without delay our Dom takes charge of us. Ordering me to suck your cock at the same time as she is fucking your ass. Thrusting deep. Ordering you to beg her to cum inside of your sissy pussy. Cum down my throat. Tongue circling around your cock. Cleaning you up. As soon as our Dom comes in you immediately suck that cock clean to see what is in store for us next. [...]

Shemale chat is where you get fucked like you have fantasized

February 1, 2024Shemale chat for the dick fantasizing sissy is what I provide. That is because I know lots of undercover hoes who fantasized about cock for so long. First you dream about sucking a big ladycock until it fills your mouth up. Once you have gotten a big load of jizz in your belly, you need more. That is when I will push you down to the ground. “Are you ready to get what you have been dreaming of?” I say to him while rubbing my cock on his tight little man cunty. I have let you suck my lafycock many times but I haven’t given you the pleasure of getting used by me yet. Therefore when you heard me say I was going to fuck you, you got all giddy like a high-school bitch in heat. After you bent over you wiggle your ass in the hair. “Please fuck me” you beg over and over as I tease his man pussy. I’m making sure to lube you up by rubbing all my pre-cum on you. “I like a begging bitch I say as I push my cock inside you. “Yes please fuck me hard” you moan out as I start to pound you like a used fuck doll. “This is what I have been fantasizing about” you moan out as you feel my ladycock start to fill your hole all up. After that you spray your creamy nut on the ground after you thank me for giving you what you have dreamt about. [...]

Tranny Phone Sex With a Big Dick T-Girl Drains You Dry

January 31, 2024Are you curious about tranny phone sex? Well honey, you would not be alone. I make great money working from home because so many men fantasize about a she-cock like mine in their tight virgin assholes. And the men who fantasize about me are just like you. Straight men, married men, men with wives and brats at home. But it does not make you gay to dream of my tranny cock. Joey loves my she-cock. But he is not alone. When we spend time together, I always drain my cock dry in his tight holes. Honestly, Joey’s ass feels amazing on my dick. And I suspect yours does too. Tight, virgin assholes, my cock adores. And Joey brought me a friend. This friend was sort of like a surrogate for me. A tribute. And for my tribute, Joey got to beg for my sexy tranny cock in his ass. However, I made him wait. I wanted to fuck his friend Alan who appeared nervous. Sometimes, getting your fantasy girl in real life can be nerve wracking. You do not know how it will feel. Will it hurt? Will you make a mess? Pain and mess sometimes occur, especially if you do not prepare ahead of time for a hardcore ass fucking. My Sexy Shemale Cock Will Drain Your Dry Every Time Joey watched me fuck his friend first. My big ten-inch cock snaked its way through a virgin ass once again. When I pulled out of Alan’s ass with my cock dripping cum, Joey was right there to clean it off with his mouth. I made Joey spit shine my cock before I fucked his back door pussy. His friend Alan just laid there exhausted with my cum leaking out of his asshole. I drained both men dry. I am a big dick shemale. So, both men came a ton when my cock hit their prostates. And because both men are straight, their assholes feel so tight on my cock that they drain me dry too. [...]

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