Tag: Crossdressing Phone Sex

Panty boy

hot ass sex 

  My best friend Christina and I have been friends since high school, her name used to be Chris . She still has a penis she’s slowly transitioning. I always laugh, mock and shake my head at her. Not because she wants a pussy but because she dresses like a fucking hooker. I had to explain to her being a girl doesn’t mean you dress up in hooker heals, revealing outfits and act like you want to sell your pussy that’s just trash. Why not be a sexy, classy trans gender woman..  I have been telling her this for years, but nothing will change her hard headed ass! She told me she’s going to dress how ever the hell she wants and I cant stop her.

Well last night we drank a little bit, and we have never done anything sexual EVER!! but uhm last night was a little different. We were doing a little run way fashion show trying on each others clothes. What to keep and what to get rid of, cleaning out my closet.  Christina wanted to try my panties on and she was strutting around all cute and I guess because of the drinks I started calling her a little faggot, humiliating her and she started to get more confident the more I talked down to her I cant lie it turned me on a little bit. I had her dance around on her toes like a little ballerina I just kept pouring one glass, and another, and another .. So, she then started to touch all over her body she spanked her own ass and just watching her rub her hands over her small little penis made me wet.. I then started to rub on mine. I had a strap- on up stairs that i used on my ex I ran to my room to grab it. I got back and she was in all fours bent over opening her ass wide, begging me to pound her man- vag . I then realized that I was not only about to fuck my best friend but I was about to open a door that I wouldn’t imagine ever going down. Or even like it for that matter. I strapped up licked that ass hole, poured lube in her gaping ass hole and rubbed my strap- on cock back and forth thinking to myself god damn this is sexy. I started talking dirty telling her she’s a dirty little bitch and to let me fuck that hole any time I wanted. I repeated how she acted like a trick ass skank and that her dick was so small that that’s the reason shes having her privates removed she would never be able to please a man with that small ass Vienna sausage hanging between her legs. She just moaned louder and louder.

I saw that pathetic little teeny thing in high school when us and a group of friends went to our friend Nicole’s pool. We went skinny dipping everyone’s big dicks were flopping all around in the water then you have chris over here limp dick shrimp Schmuck. How sad right? After I got done fucking her I made her walk around in all my dresses and heels with my butt plug in. I just love looking at her walking around with my butt plug shoved in her ass hole. I can’t lie I had a fun night and I would love to experience it again. 

His Cock is my Number One

Shemale domination porn

 

When he drives his cock inside of my hot wet wanting aching asshole it drives me insane. Lester is the man of my dreams he fucks me like the whore that I’ve always wanted to be he makes me feel weak inside and I go crazy thinking about all that he’s going to do to me whenever I see his sexy body and handsome face. I love my man he’s my number one he really knows how to make a girl turn into a cum guzzling dick juice drinking happy sissy. Last night he fucked me like a Trojan Warrior I mean all night long. Every time he came inside of me his massive cock just stayed rock hard and kept fucking me he told me it was because my ass was so tight and good but I felt so good that I thought it was all him. My man makes me so happy he gives me exactly what I need nut after nut After hot wet tasty nut. He’s only  interested in pleasing his sissy whore he has no other interest other than me of course pleasing me is his number one duty in the world and he is such a good soldier.

Mika is Better

Crossdressing Phone Sex

Aren’t you tired of being left behind when all of the guys are getting laid to the max? I know that you are tired and I know you don’t want to miss out on this big hard cum filled cock. I am so good for you baby I will put this hard meat so deep in your asshole you will be begging for me to stop and keep going at the same time. Let me ride you gaping hole while these big beautiful tits jiggle up and down for you. I want my hands holding both of your ankles legs up high like a slutty fucking sissy. I am going to bang you up hard and make that man pussy feel like it’s lost in a sea of pure satisfaction. I can choke you too while I’m shoving my masterpiece deep inside of you. Beg me you sissy tramp skank bitch. Take all this huge tranny dick and love it.  

Sissy training

Sissy Phone SexYou better put that nasty little clitty back into your panties while we have sissy phone sex you bitch boy. There really is nothing worse than a disobedient sissy who is totally unable to keep their hard clitty under control like how I expect! Why the fuck are my callers such closeted faggots, cum queens and submissive sluts?! All they do is think about deepthroating my big black cock strap-on while I skull fuck their mouths! Or would they rather prefer a real penis? Or maybe they’re just curious about the forbidden lifestyle… either way, it’s so much fun to humiliate and degrade them like how they deserve. A small-dick sissy whore is super fuckin eager for a ten inch cock up their ass, without a doubt! All of my sissy sluts need to be trained to be up to par with my standards… I need to see if you truly have what it takes to be owned by a dominant bitch like me. If you’re lucky, I’ll even give you sissy assignments that I expect you to fulfill and call me back to prove that you did so. Crossdressing sluts deserve the biggest dicks to play with. That’s where my nasty Mistress ass steps in… I always give these sluts exactly what they need!

Tranny Phone Sex

tranny phone sex

Tranny phone sex with my 7 ½ inch cock.  I will make you bow to my cock. I will force you to dress up in my girly undies and clothes and take my cock in your pussy ass hole.  I want to force my cock into your mouth and teach you how to suck my cock while I play with my nipples. Watch my perfect tits bounce as I spread your ass cheeks.  I will force my cock in your ass you lay back and show me your pussy hole that I make out of your ass. If you’re a good boy I will wrap my mouth around your cock and show you what this little mouth can do.  I will rock your world. Come play with my sweet tranny ass.

Shemale Phone Sex for Sissies

shemale phone sexShemale phone sex is a popular fetish. Every man wants a chick with a dick. We are the latest fad. I don’t consider myself a fad, however. I want to date men who just don’t care that I have a cock. It is easier said than done. Most guys say they don’t care, but that doesn’t last. They cave to peer pressure or image to be with a hot woman who is all woman. Some guys can’t accept the reality that I have a bigger cock than they do, plus boobs. For others, I am just a curious thing. I thought Donald was none of those things. He was not married. He knew I was a sexy shemale from the beginning. He was wanting a long-term relationship. He was educated, handsome, wealthy and hung too. He presented himself as an equal. After a few wonderful dates, however, his true nature came to light. I came home to find him in my sexy lingerie. I thought he was a real man, but he was nothing more than a sissy boy. I love sissy phone sex calls. I will dress up a sissy, shame her for her little clit and fuck her boy pussy. I don’t want to date a sissy. No woman with or without a dick wants to date a sissy. Sissies make good pets. They are fun amusement. They are even great money makers. They are not boyfriend material. I had a rugged man by appearance with a sissy soul before me. He was dressed up in sexy lingerie begging me to fuck his ass. This is the man who had been romancing me for a week, spoiling me like a princess. Once a man shows his true colors, he will never be a real man in my eyes again. The good news is I have a new pay piggie sissy now. The bad news is, I am back on the playing field trying to date again.

Let’s Play Dress Up Sissy Boy!

forced feminization phone sex

So, this guy calls me up and I can tell that he needs a little-forced feminization phone sex. He was trying to fuck my pink little-wet fuck hole but boy did I turn that around on him. It was like he had no idea how tiny and useless his cock was. He started making out with me and I reached down and grabbed it. I couldn’t stop myself from backing away from him so I get a good look at him. He stood there confused and I just started giggling at him. I’m not really a size queen exactly, but I do love big cock and he was so much smaller than the thick long dicks that had been stretching me out lately. He started begging me to let him fuck me, I told him that I might let him cum for me, but there was no way he was getting that tiny cock inside my sweet precious pussy. I forced him into a pair of panties, telling him if he dressed up really hot and slutty for me so I could see what that clitty looked like in its proper undergarments, that maybe he could cum with me. In the end, he came from a few little rubs of his cock while looking at himself in the mirror while I slide a toy cock into his ass.

I’ll Make You Cum In Your Panties

forced feminization phone sex

I made this guy have some forced feminization phone sex with me. He called me up thinking he was about to get off while his wife was away. He was talking about how much he loved my sweet pussy and how badly he wanted to taste me. He asked me what he could do to get inside my dripping little cunt and I told him exactly what he needed to do. I told him I was going to give what he really wanted. I instructed him to go into his wife’s closet and find her prettiest pair of pink panties. He tried to protest and act like he didn’t want it but I could see his eyes lighting up at the thought of feeling his nuts being hugged by that soft fabric of those sexy undies. He pulled them up and I giggled after I made him admit to me that he liked it. He ended up stroking his cock and filling those panties with his cum after I got him fully dressed up, lipstick and all. He fucking loved it, just like I knew his little sissy ass would.

Forced Feminization By Brooklyn

Dominatrix Phone Sex

Brooklyn’s my name and I will put you in your place.  You come to me like some sniveling twit. You can smell my pussy in the air and you come to me rock hard.  “On your knees! Do not look at me. I do not need a little dick prick looking at my tits!” I then make you strip and point to the baby doll nighty and red thong set. “Put it on!” As you do I am stepping into my strap and grabbing my paddle. “Wow you look so pretty. Now come suck my dick.” Your mouth strains around my hard cock. I push your mouth down until you choke. “Good boy, now I have a surprise for you.” My Big Black friend Tyrone walks in with his big black cock ready to be pleased. “I know you want to suck it, SO GO!” I paddle you three times as you crawl to him. You are timid as you take his cock in your mouth, and that earns you three more licks. I ask Tyrone to sit so you can be on all fours for me. I drop lube on your ass and use my fingers to work it in your tight ass hole. I start fucking your ass with my finger as you moan around that big black dick. “Keep sucking that BBC, make him feel good BITCH!”  You are doing a great job on that cock because I see the pleasure in Tyrone’s face. “Deeper, Faster, Play with his balls!”  I slide my strap between your ass cheeks and begin the greatest ass fuck of your life.  I ask Tyrone to tell me when he is close. I then have you lay on your back to get fucked like the bitch you are and he cums in your ass as you cum all over yourself. “Now get in the shower, get dressed and go home and don’t say a word!” And with that it was over for now..

 

Who’s Sissy Are You?

 

sissy training phone sex

 

 

I’ve heard you’ve been seeing another trainer behind my back. I know you thought you would get away with that but I talked to my friend at the sissy shoppe and she tattled on you. Well welcome back to basic training again, sissy. You’ve upset your Princess and you are going to have to make it up to me. I was thinking we would first get you all pretty in my favorite outfit of yours. You know, the petticoat and hosiery with your big blonde wig and a face full of make up. Then I want you to bend over so I can stick this remote controlled shocking and vibrating butt plug into your anus. Now put on your cute little silky panties and bloomers, sissy. Let’s get out the crayons and markers because it’s time for you to make a sign. I want it to say, “Full Time Sissy – Property Of Princess Paris” and be sure to use tons of glitter because you know I love glitter. Okay here are these balloons and let’s go ahead and put this big hot pink ballgag into your mouth for good measure. Now stand on the street corner and I want you to hold that sign up for everyone to see, sissy. I want the entire world to know what a little girly man you are and that you belong to me! I am going to remotely from my cellphone vibrate and also shock your ass with that butt plug until I am positive you will never make the mistake again of seeing another trainer. Is everything crystal clear now, sissy?