Category: Shemale Phone Sex

Friday Nights are Shemale Phone Sex Date Night

shemale phone sexFriday nights are shemale phone sex date nights. Usually, I do not work on Friday nights because I have a date lined up. Even in the age of Covid, I still never have a problem getting a hot date. Look at me? Blonde or brunette, I am one sexy shemale. Last night’s date did not go as planned. I had a hot date with a hunky man. We met on Grinder. Did you know you could find hot transsexuals like me there? I signed up for a date with a real man. One with money and sophistication and a big cock. I was not going to be his bitch, but I thought this would be a real date where we could do some mutual fucking, but he was just another bitch boy. I like a balance in my life. Yes, I am a dominant tranny, but I can be equal. I can just never be a bitch. We had a nice dinner, even some dancing. Back in his hotel room, however, he transformed into a bitch boy begging me for a hardcore ass fucking. He was on the ground like some bottom beta bitch. He had a big cock. Bigger than my 10-inch sexy tranny cock. I did not understand. Like what the fuck? Almost all my bitch boys have clit sticks. I would never entertain small dicked men as lovers or equals. This man, had potential, but there he was begging me to peg his sissy ass. My cock is the real deal. No pegging, just straight ass fucking. I drilled him. Called him names and pissed on him because I was upset, I wasted a Friday night on that loser. I took myself home and phone fucked a bunch of bottom boys. I worked out some frustration and made some money. Maybe this should be my new Friday night ritual?

Textbook small cock humiliation phone sex

small cock humiliation phone sexThis guy tried to pick me up at a bar but he was a complete dick. Really full of himself like he was trying too hard to overcompensate for something if you know what I mean. It all came off like a textbook version of a small cock humiliation phone sex call. He just had some real small dick energy going on and I was over it. I snapped at him and asked him if he really thought he had even the slightest chance of taking a Goddess like me home and he just hung his head and said no. He said that I was just like his wife, beautiful and cruel and he knew that there was no way he could ever satisfy me but he just wanted to feel like a real man for once. Well he was going about it all wrong and all he succeeded in doing was pissing me off so I made him take me home and introduce me to his wife. Her name is Vinny and she is a very beautiful woman with a taste for large cocks and boy did I have a nice big one for her. He was so shocked that I even had a dick let alone one so big, he so did not want me to fuck Vinny but I did and I made him watch the whole thing. He literally cried can you believe that shit? Vinny just laughed at him and made sure he saw that I could make her cum over and over, something that he could never do. He cleaned up her cum filled pussy when I was done fucking her too, he tried to act like he didn’t want to be he loved that shit. He still needed to be broken a bit more tho so I made sure to fuck that little man pussy of his while he was cleaning Vinny’s pussy. Little bitch even screamed can you believe that nonsense? I hope he learned a lesson on hitting on women that are way out of his league.tranny phone sex

Romantic Phone Sex with a Tranny

romantic phone sexRomantic phone sex is something I am capable of. In fact, I love being a sexy gfe. I know I am a shemale, but I have a couple sides to me. I can be the romantic GFE who is equal with my lover. Sensual, loving and gives and takes in the bedroom. And I can be the bad ass shemale dominatrix. An in-control chick with a dick. A bad ass top. Which one of me a man gets depends on him. I am never a bottom or even equal with a guy who is broke or has a tiny dick or is just a fucking asshole. My sexy soft side is reserved for gentlemen with big dicks and big wallets. I met Sam in a pumpkin patch. I know it is not exactly a pick up place. I was dressed in tight jeans, a sweater and knee high boots. I was with my mother picking out pumpkins for Halloween. My mom noticed I had an admirer. He was with his family, but he could not take his eyes off me. My mom accepts me for being a sexy tranny. She knows I do shemale phone sex and I date a lot of married men. She does not know the explicit details of how I treat men I deem unworthy of me. My admirer found a way to slip me a business card. I hit him up on social media later that night. He knew who I was. He has seen my modeling shoots. According to him, I was the reason he was a shemale fan. I checked him out. Rich as fuck. Big real estate mogul. I agreed to a late-night rendezvous with him. He came over to my place and I a gave him his first shemale head. He had a nice cock. He was a sexy man. He was a rich man. He was a man I wanted as a sugar daddy. I let him fuck me, but I also gave him his first hardcore ass fucking. He deserved my switch side. I was rewarded well for it. We now have a special arrangement that I think is going to be very profitable for me. And to think it all started in a pumpkin patch.

It’s finally Halloween Season

tranny phone sexIt is finally coming up to Halloween season and I am so excited! I remember last year I dressed up as a sexy witch and I met the sexiest guy. He invited me back to his place and I guess he didn’t know that I was a tranny cus when I pulled down my panties he was just staring at my massive cock in total shock. He kind of stammered and stuttered and acted like he was going to put his pants back on but I just shushed him and gently rubbed my cock head against his lips. He greedily swallowed it all down too, I don’t know who he thought he was fooling but he had clearly done that before. He was able to swallow all 12 inches of this beautiful dick and he swallowed all of my cum too. I should look him up and see what he’s doing he was a great dick sucker.

Sexy Shemale Phone Sex

shemale phone sexShemale phone sex keeps me busy. Busier than I ever could have imagined. My phone rings 24/7 regardless if I am signed on. My dating life is busy, just not quite as slammed as I am on the phones except for last night. I overextended myself. I scheduled 3 dates in the same evening.  I forgot about one. I often have two dates in a night, three was pushing it. I made it happen though. First date was early because he was catching a plane to go back to his wife at 8 pm. We had drinks and dinner, then up to his hotel room for one last quick fuck. I showered in his hotel room thanks to him paying for it so we could have a tryst before he left for the airport. I met date number two there. He thought I was staying in the hotel. I mean the room was paid for and it was swank; why not enjoy it, right? Dan was a man I met on a tranny site. He is married too, so I knew he could not spend the night. I had dinner at the same restaurant, served by the same waiter. I think he thought I was a hooker. I am a gfe shemale, but none of these men were paying me. They were just spoiling me rotten. I had a late-night booty call with another married lover, so I was watching the clock. Dan and I ate, danced and we went upstairs where I gave him a hardcore ass fucking. I excused myself to the bathroom so I could text my last date for the night to show up to room 202 at 12:30 am. Dan and I fucked a long time, and I cut it close. No time to shower. So, when Jim arrived and wanted to suck my dick, it tasted like Dan’s ass. He did not seem to notice. Jim spent the night. He gave me a tongue bath but did realize he was cleaning me up. We spent the entire night fucking, enjoying the hotel my first date paid for. I made it happen. Thank god cumming many times in a day is not a problem for this special gfe phone sex slut.

He couldn’t do anything about it

tranny phone sexSometimes I loan people money, if they pay it back everything is great and no one gets hurt but if they don’t… well then things can get a little more difficult for them. Michael is one of those types of people, the ones that make everything hard on themselves because they don’t have the sense to just do the right thing. All he had to do was pay me back and we would have stayed friendly but he was a loser that gambled too much and so he would have to lose it all. I went to his house and asked one more time for him to pay me and he cried and told me he didn’t have it. He begged me to let it go but how could I? I decided that I would take something else from him instead, his new young wife. She is very beautiful, too beautiful for a man that weak so I decided to show him how it felt to lose her. All I had to do was show her my cock and she fell in love. She was eager to suck it and get it nice and hard. Then I fucked her in a way that he never could. Now he will have to live with the fact that his pretty wife likes me better, and he will never satisfy her again.

Rim Jobs Phone Sex: You Will Worship My Ass

rim jobs phone sexRim jobs phone sex is something you will experience when you call me. I am a dominant tranny. Rimming my ass is foreplay for me. I like to face sit because I can. If a man will eat a woman’s pussy, he can eat my ass too. I have a pretty puckered asshole and everything is smooth and clean. I am waxed head to toe and everywhere in between. I had a date Saturday night with a new guy I met through a friend. He did not strike me as the sexy shemale type. In fact, I thought he might be the kind of man who would put up a fight at the notion of eating my ass. He knew I was a tranny before we went out. Our mutual friend prepared him for that. Our mutual friend also told him I was an in-charge kind of woman. We had a lovely dinner date, but I still got no bottom vibe from him. I have over a decade of experience with tranny lovers and he did not seem like one. Turns out our mutual friend simply told him I was a special girl assuming he would know what that meant. He was shocked when he saw my sexy tranny cock. He was not scared. He was not angry either. He was just stunned that a woman as beautiful as me had a cock bigger than his. He was easy to get to worship my ass. I bent over and his tongue explored my body. Over my cock, under my balls and into my ass his tongue went. He was tossing my ass so well, I shot the biggest cum shot from my big cock with just a tongue in my ass. He loved rimming my ass. He loved worshiping my cock more. He was so far up my ass, he knew what I had for breakfast. Are you willing to be my ass servant too?

Posing for Tranny Porn Pictures

tranny porn picturesI love posing for tranny porn pictures. I do some sexy shemale modeling. Special girls like me are often multi-tasking in the adult industry. I do some shemale porn, escorting, nude modeling and this job. When you have a sexy tranny cock, you can make bank in the adult world. The vanilla world never accepted me. When I was posing for the photographer, he was asking lots of questions. He was young and he was a newbie to shemale photography. He had worked for a Big Tit magazine. Now, he is a photographer in the fetish world. I could tell he was digging me, but he was a tranny virgin. They are my favorite. He was younger than my typical lover, but if I am his first tranny I was thinking, I would set the bar high for his tastes in special women. I suggested we get drinks after the shoot was over. My hand was on his knee the entire time. We flirted. We shared sexual encounters. And after drinks, he was back at my hotel getting his first hardcore ass fucking. He was tight. His cock surprised me. He was a thin man. Not very tall either. His cock looked like it belonged on a man twice his stature and age. I let him fuck me too, which I never do unless the cock is worthy. It was worthy. Worthy of my ass and mouth. I converted another man.

He sure wasn’t expecting that!

tranny phone sexI ordered some food for breakfast because I was running late and didn’t have time to cook anything. Well, I underestimated how long I would need in the shower so when the delivery guy knocked on my door I barely had time to throw on a robe and answer the door. I was still pretty damp from the shower and my robe was kind of sticking to me in ways that showed off my tits and when I reached for my food the bottom came open and my cock was completely visible. I didn’t realize that at first tho so the delivery guy just stood there with his mouth wide open in shock just staring at my dick. When I finally figured out that I was giving him a peepshow there in the doorway I just laughed and pulled him inside.I asked him if he liked what he saw and he just nodded his head, he was still unable to speak. I had to guide him down to his knees and once he was face to face with my cock it broke the spell he was under and he sucked my cock until he made me cum and then swallowed every drop. It was really a great way to start my morning that’s for sure!

Romantic Phone Sex with a Sexy Shemale Switch

romantic phone sexRomantic phone sex with a dominant tranny? It is possible. I know I am an in charge woman and I have a sexy big shemale cock, but I am still just a girl who loves to be spoiled and pampered. There are two types of men in my life. Wealthy men with big cocks who love to have a sexy shemale mistress to spoil and tiny dick losers who need a big cock in their worthless assholes. Which are you? Last night, I had met Donald. We have not seen each other since the pandemic hit the states. That is because he is from France and he could not fly again until recently. I was so happy to see him. He surprised me. He called me when he was already in his hotel. I showered, put on my sexiest outfit and jacked off so I would last longer with him. Then, I met him at the bar in his hotel. Only a few drinks before we were in his suite fucking. Donald has an above average cock at 7-inches. Smaller than me, but he is thick, and he is rich. I make some minor size adjustments for otherwise worthy men. He said that although there are sexy transsexuals in France, they are not as lovely as me. Flattery goes far with me. He loves a shemale domination porn star fucking his ass too. He goes both ways and I go both ways too when a lover is not some shrimp dick loser. Last night, his ass hosted my cock for hours. This morning, before I left his hotel, my ass accommodated his cock. He accommodated my wallet too by tipping me a few grand to shop. He is in town for a week. We have a date every night after he gets his business over with first. Going to be a great week for my wallet and my ass.