Tag Archive: Crossdressing Phone Sex

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?

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.

Punishment For Bad Pet

Tranny Phone SexThis is one of My pets. He was a bad and now he is getting punished.  His dick will stay like that for at least three days.  But probably longer.  He hates to be feminized.  So that is exactly what I am doing.  Turning him into the bitch that he is acting like.  Everyday I will take pictures and post them on the internet Making sure to send links to all that I know.  Maybe then he will learn how to behave.  To obey.  To respect.  I am very strict  with My pets and bois.  The minute they step out of line I get angry and mean.  I turn into a sadistic tranny asshole.  Tomorrow he will be in full little girl dress.  With a 12 inch dildo in his ass.  An 8 inch dildo in his mouth.  Both dildos will stay there all day.  This pet will learn to not be a bitch!

 

Don’t Speak

crossdressing phone sex

Open up wide sissy! It’s time we break your asshole in really good since you’re my new sex slave. I have just the thing to keep you silent as well- my trusty ball gag. Let me go ahead and put that right inside your mouth, tighten it around your pretty head. let’s go head and tie your arms behind your back. Does that hurt? Get used to it. I think you should have a cute wig on since I’m going to fuck you like a little bitch tonight. A little make up couldn’t hurt either so look up at me with that pretty face. Pucker up, sweet sissy- just a little lipstick should do the trick. Awww it’s making such a mess since you’ve got the gag so far in your mouth. All that drool- let me get a little on my fingers and put it on this big dildo. I shove a giant 16″ long dildo into your tight sissy-man ass and you are trying to scream but I can’t hear a thing. I am laughing so hard and giggling at the pain clearly written all over your face. Banging you out till you finally stain my sheets with your cum. Good job, sissy. See you tomorrow?

Forced To Be Fem

Forced Feminization Phone Sex Paris

I talk you into going on another shopping spree with me on the internet. We pick out a ton of cute underthings and lingerie for you and I both. You’ve been chicken about wearing panties and stuff for me in the past but now you’ve finally accepted that this is just my thing and if you want to keep on having Princess Paris around- you need to just do as your told. Finally the outfits arrive and I had something extra in mind, as always. Shoes, wig, make up and the rest of the works- even thigh-high stockings! Now let’s get you all dolled up and take some pretty pictures of how cute you look in your new outfits. Pause and strike a pose for the camera, sissy! Stuff and tuck your cock so you look like you’ve got a pretty pussy too. Now that’s over with, walk on over and show me how you’d suck a cock. My giant strap-on is ready for your mouth. I pull your onto my rubber ding-dong and make you choke and throw up all over the place. Your make up and wig are a mess but now you know what it’s like to be a little whore. We’ve got more work to do this week, sissy slave. You have an appointment for tonight- talk soon?

My Dick Sucking Workshop

cocksucking phone sex

 

Okay sissies! I’ve really put my mind together on what you need and that’s a full on class on how to give proper head. I can’t have my BBC Boys and Long Johns be disappointed in your work anymore. I’ve got a great location and it will be going on tonight and on going of course by request. Let’s go ahead and get you all dressed up in your pretty lacy panties and matching bra. Put on your best wig and get ready to learn from a professional! First you wanna tease the dick. Go ahead and pull it out of his pants and underwear slowly, let it grow in your hands a little. Comment on the size and look up with big honest eyes. Wow- you’ve never ever seen one this big before. Now put your tongue out and lick around the head. Good job! Look how big he’s getting already. Now go on and take that thing down. Suck like your life literally depends on it and be sure to loosen your jaw- no teeth, sissy! Play with his balls, even tease his asshole a little and get ready to swallow because the load he’s going to blow is going to be huge. Now that you know some basics, feel free to reach out to me so that we can begin part two of the workshop. Talk soon! 😉

6 Day Old Panties

Hot Ass Sex

 

I know how much you love wearing panties but I have an extra special treat for you today, sissy. You just made it over to my place and I’ve got a nasty treat for you. I’ve been wearing the same pair of panties for 6 days straight. My sent is so strong, it’s going to be stuck in your nose for weeks. For now though, let’s go ahead and put on a pretty pink party dress. You need heels- so go ahead and try these on. Awwww! You look like a pretty princess! Now sit down on my special sissy chair and let me cuff your arms to either side. This is so much fun! You’re missing something though. Hmmmmm? Make-up! Lipstick and glittery eye shadow, the works. Let’s go ahead and put a wig on you too. Now, I take my filthy crusty panties off and put them over your face. i want you to huff my scent and watch me finger bang myself. You’re going crazy not being able to touch yourself. Seeing my hot body enjoy all this pleasure is going to fuck you up and I love controlling your ability to get off. Once I am once watching you go crazy, I finally go down and give my sissy the treat he’s been dying for. You can keep the panties. 😉

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