Category Archive: Crossdressing 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.

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.

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.

Hot ass sex for caprice

Hot ass sexhot ass sex turns me on. I haven’t been enjoying a lot of wild and free fucking. Since I have been a little slave I haven’t really indulge in the things I love, I miss being fucked and tag team. So I went on a little cock spree this weekend. My boss was out of town so I had free range to do whatever I pleased the first thing that came to my mind was having two huge daddy cocks in me. I love having older guys that like to please me. I kept getting a cock an in my pussy and my ass at the same time just pounding me and then I had to get on my back and suck them off till they came all over my pretty little face. I know I will eventually have to go back to being a pet for my boss but for now, I am enjoying the freedom I have and I am on a fucking spree.

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!

 

Your Cock Is Just Too Small

Small Cock Humiliation Phone Sex

I love to be somewhat of a dominatrix at times, and Small Cock Humiliation Phone Sex always makes me feel like I’m in control. I’m really not a mean person, so actually saying some of the things that guys like to hear when they’re being humiliated and sissified is tough for me. If you’ll bear with me, I’d like to use you as kind of a test subject to help perfect my technique.  First off, I should be frank. I think that any ‘man’ who wants to be humiliated is fairly pathetic to begin with. Then to be told he needs to put panties on to cover his little clitty – because what he has can’t really be considered a penis. That’s laughable. I mean really? I think of how sad you must be that you look better in pink lace than I do. But then I realize that you are turned on by that fact. I try to get into a sexual chat situation with you to see if I can get excited myself, but the more I look at your non-cock, the less horny I am. I try to picture ways to suck on you and find myself laughing out loud at the different things that buzz through my mind. For example, I see myself with a cigarette and try to figure out how I could please a cock that small. Babies have bigger dicks. In fact, babies would be enraged that I’d had the audacity to compare them to you. Q-tips with Vaseline on them? The open end of a water bottle? An outlet? Oh, I’ve got it… You put your little wiener in the end of a straw, right? That’s got to be it. It’s not even funny. Repulsive is more the word I’d use. You should be ashamed to call yourself a man. I certainly don’t even think that word should be used in your vicinity. Go fuck yourself, I guess. Cuz no one else is ever going to bother.

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