Category: Sissy Phone Sex

Sissy Boy Training

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Cuckold Sex for a nasty fucking sissy boy! I will make you the sluttiest panty sissy boy who loves to watch me get impaled by 10-inch cock. Wear your pink and white baby doll nighty while you stroke your pathetic little cock.  My legs will be spread so wide you will be able to see my pussy sucking in that BFC…Big Fat Cock!  I will make you the prettiest little small dicked sissy. I will have bright red lipstick on and I will make you suck and lick a nice fat cock in front of me, leaving a ring of pretty lipstick around that pretty cock. I will get my pussy filled with salty stick cum and demand you between my legs.  I want you to suck all that sweet cum out of my pussy, drop by drop.  While you are doing that I want to be deep throating this BFC until I get the biggest cum shot in my mouth. I will hold that load of cum from him and make you on your knees holding your mouth open. I will spit his second load in your mouth. You will swallow it all sissy panty boy.  Let’s get this show going, we have much more to explore.

She Male Tag Team

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My sexy red headed ass has a surprise for you. Bring your micro dick over here and close your eyes.  My favorite she male Louise is standing in front of you now open those eyes micro dick!  I want you on your knees and kiss her beautiful cock for me. Now open your mouth and take in all that goodness. That’s right slurp it like a good sissy boy faggot. Look I think I can make out that teeny cock getting hard. Now I want you to stand up turn around and grab your ankles. Oh yes, Louise is spreading that beautiful ass and taking you. Your moans are so loud. I lay down in front of you and start fucking my self with a horse cock sized black dildo.  Don’t you fucking touch me! Just take that She male cock until you lose your load all over my fucking tits. When you do I want you to suck Louise’s cock clean then lick up the biggest cum shot you gave me off my tits.  Oh, tonight is going to be fun my micro dicked sissy boy. We are not done with you yet.shemale phone sex

Playing With My Girl

Sissy Training Phone SexI brought my pet sissy boy over to visit my dear friend Clarissa a few days ago. She is not a tranny like I am. But she is fucking great to play with. And like me she knows how a sissy boy needs and wants to be treated. He humiliated the shit out of him and enjoyed every fucking second of it. We called him names. Made him take BBC in his ass. Took pictures for all over social media. Clarissa whipped him a bit and I shoved my cock in his mouth. Gagging him and he was still getting fucked in the ass. We brought him to a crying slobbering mess. And when we were done he thanked us all. Good sissy boy!

Tranny Girls And Sissy Boys

Sissy Phone Sex My tranny girls and I put out a ad Looking for a sissy boys for one of our tranny parties. We like to enlist new sissy boys from time to time. Get fresh meat for us to play with and occasional we find a diamond in the rough and decide to take him on for training. It is fun to play with new meat. Especially the shy ones who want to explore. Their cocks are hard as a rock. But they are embarrassed by the humiliation they know they are about to endure. I love to see their faces all red and embarrassed. As they are tormented by my girls and I. I love to hear them beg for more as they cum and cum.

Be My Sex Slave

Slavery Phone Sex

I have you in handcuffs and red thong and lacy bra leading you by a collar. You are on your knees as you follow me like a dog in heat. I bend down to enclose your small penis in a cage and attach weights to your balls. Why does that make my slaves tiny cock harder? So I flick the cage and you moan. What a naughty boy!

                I command you on all fours. And I stick the biggest blackest dildo in your ass and start fucking you. You make to much noise so I take the dildo out and face fuck you with it.  You are such a slutty slave. I want to find men to cum on your face and show you what a real cock looks like.

My Surprise

Cheap Phone SexMy boss thought he was gonna put a fast one pass me the other day. But I ended up putting the fast one on him. He did not know I was a tranny. He was “threatening” to fire me unless I gave him some pussy. I chuckled on the inside. But I gladly got on my knees in front of him and took out his cock out of his pants. Slowly starting to stroke it as I slide my mouth down his shaft. Softly moaning. Massaging his balls getting him nice and rock hard. He was loving my bj grunting and moaning. I smiled at him and I asked “Are your ready for my pussy?“ He stuttered out the word yes. I laughed out loud and when I lifted up my skirt and down my panties he saw that I also had a huge dick like his and the look on his face was priceless.

Who’s Sissy Are You?

 

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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?

Christmas office party

hot ass sexso the Christmas office party happened today and I didn’t think I would get my boss to surrender so fast but he did and I’m pretty happy he did. We were all supposed to dress festive and cute. I surely did my part in making sure I wore something that would catch his gaze. I wore a tight red dress and some pantyhose cause I know he loves pantyhose can tell by the secret porn stash I found in his draw, Yes I snooped a bit when everyone was gone out the office one day. I have thought about hot ass sex with him for what feels like an eternity and that’s such an exaggeration because I hate totally been in this new office for like a month now. I have been pretty persistent with him by my transparent flirting. He told to get naked for him tonight, after the party ended I stayed and cleaned up with him, He whispered to me how badly he wanted to fuck me in his office, So we did it, Right there after the Christmas party we couldn’t stop fucking I loved feeling him inside my cunt and feeling him grow. It wasn’t long till I had my tits covered. 😉

Frat party orgy

wet bald pussyI have been such a little-coed slut lately. I have been visiting all the frat guys and have totally become their little sex slut. I went to a party the other day that turned in to this massive orgy. I received specific instructions to bring some hot friends and to just have a nice time. I was ready to bring my stepsister along. I knew how badly she wanted to be at one of these things. She has begged me for a couple days now. I texted her and told her her wish was about to come true. I also brought my friend Callie and wendy they were going to have a blast because they are sluts just like me. There’s no better feeling than being rammed in all your holes. We got there and the fun quickly began I had a cock in my wet bald pussy instantly and one in my mouth and tight bum. I looked over and all my friends were enjoying it too. My stepsister became the creampie princess by the end of the night.

Men To Sissy

Sissy Phone SexWhenever I am out and about. Either with a group of my tranny girls, or by myself. I can always spot a man who truly is a sissy on the inside. Those are them men I love to hit on, Not revealing I am a tranny until after I get them home. When I know they are totally enjoying themselves. That is when I whip out my cock and shove it in their face. Their eyes always get wide, but because I can pick a sissy out of a crowd. They get right into sucking that cock of mine. And that is when the sissy training begins. I bring out a sweet little cute outfit either purple or pink. My two signature colors. Turning both their holes into my pleasure dumps for cum. Making their bodies my playground to play on.