Tag: sissy 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.

Once a Cuckold…

cuckolding phone sexAs you know i have a new cuckold that i’ve been having quite some fun with as of late. But did you know i have a cuckold that has been serving me for years and refers to me as his girlfriend?   He and i made the agreement a long time ago that he could call me his girlfriend as long as he promised to not have sex with me or anyone else, because his penis is so small.  I love parading my big cock lovers in front of him and making him watch. Last night i brought in one of my lovers who has the biggest cock i’ve ever seen it has to be at least 12 inches. He bent me over a chair so my cucky could see the pleasure on my face. He rammed all 12 inches inside me and looked over at my small dicked cuckold and told him to watch and learn. I squirmed with pleasure every time he thrust himself deeper inside me, the whole time telling my cuckold that he could never give me this much pleasure, eventually i got tired and told my cucky to finish the job.  He immediately wrapped his lips around my lovers cock and sucked him off until he squirted his cum straight onto his face. I smiled and said “finally i found something you’re good for”. So now my cuckold of many years is now my fluffer!

Pissing

Tranny Phone SexI love pissing on sissy boys. In them or on them. Sometimes I piss on the floor and make them lick it up like a doggy would. Or have them roll around in my golden present. All depends on my mood and how sadistic I feel. Pissing on a bitch boy is such a power trip. Truly marking my territory. Showing you how beneath me you are. That I use you as my toilet. I love to use sissy boys as furniture, whipping post, ashtrays, servants, and fuck holes. But pissing on them or in them. Is a thrill like no other thrill. Watching the piss splash off their flesh. Using their sissy boy mouths clean my cock after ever piss. Filling those bellies full. I am precumming now. I am going to have to piss on my sissy bitch boy and then shove my cock down his throat.