Tag: sissy phone sex

Sissy Boy Training

phone sex

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

biggest cum shot

 

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

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?

 

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?

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.

Trannies

Bisexual Phone Sex I love getting together with other trannies and fuck all night long. Sometimes one or 2 of us will bring along a sissy boy to play with. To be our entertainment. But they are more there for humiliation. Ya know being a toilet. Abusing them any way we see fit. Take pictures of them all dressed up in cute girly outfits and plaster them all around the internet. For pleasure us trannies use each other. We are selfish like that when my girls and me get together. We allow the sissy’s to cum only by using each other. By either ass or sucking off. No jerking off allowed for these boys. Humiliating them even more making those sissy boys fuck each other.

SSHHH

Sissy Phone SexTook this guy home with me the other night. He did not know I was a tranny. I flirted with him all night long. Playing with my hair. Stroking his leg. And pushing my boobs in his face. Laughing at all his silly little jokes. I offered a nightcap back at my place. He accepted and we walked the 2 blocks back to my home. I offered him another drink and we both sat on the couch. Again I was flirting and all that jazz. He relaxed enough and started groping at my boobs. That is when I knew I had to have some fun. I got his dick out of his pants and started sucking only like a tranny can. I could hear his moans and groans. I could feel the tightness of his legs and balls as the pleasure went right thru him. I chuckled to myself thinking if he only knew what was swinging between my legs.

Your Balls Look Funny

crossdressing phone sex

Your balls look so funny in those fishnet stockings, sissy. The way the hairy testicles poke out and that itty bitty little joke of a cock barely hangs in that thong. I can’t help but laugh at what I am seeing right now. Playing dress up with you in ladies underwear gives me a total kick and gets my rocks off. I love taking humiliating photos of you for blackmail purposes later just in case for some reason you decide that you don’t think you need a sissy trainer anymore. I know that won’t be a single issue though because you’d be worthless without your princess telling you what to do. Pout those lips out now so I can put this super cute hot pink lipstick on you. And let’s go ahead and adjust the curly blonde wig. Slip on those high heel shoes and the skirt but pull it up nice and high because I wan to be able to see those silly pathetic balls hanging out. Now let’s hang this sign around your neck. Can you read it, sissy? It says “Property Of Princess Paris- Please Spit In My Face!” – now it’s time to go out into the wild with you dressed like that while I video the entire adventure for my own pleasure. Good job, sissy. Next time maybe I’ll let you have a sissy friend join you.