Category Archives: crossdressing

Fiance Wants Sissy Lessons Phone Sex

I have a sweet little sissy who recently got engaged to his girlfriend. She wants him to dress up pretty and wear makeup. Sometimes she has him put on a little sissy maid outfit and clean up the house, often when her friends are over. He said now he can’t get hard unless he’s dressed and made up and wanted me to let him know if that was okay! OF COURSE THAT’S OKAY!! Such a cute little sissy. I asked him if she’d fucked his little boy pussy with a strap on yet. He admitted he wanted it but was afraid to ask her. So, we went shopping! We got him a pretty little jeweled butt plug and three strapons in graduating sizes!! He’s so excited, but still too nervous to ask her for it. So next session, I’m talking to his fiancee!!

Sissy’s BFF <3,
Vote Here :)

Sissy in a Real Man’s World Phonesex

There are so many little sissy boys out there who pretend every day to be men. Is it difficult? When you take a leak in a public bathroom and glance over the urinal beside you, seeing a real man’s cock, a real woman pleasing hunk of red hot meat, does it shove home just how tiny your little nub is, how pathetic you are? When you are in the office standing next to a real man do you have to fight the urge to drop to your knees in front of everyone there to beg forgiveness for being a complete fake? And when you stand before a woman and she looks into your eyes, smirks in disdain, seeing you for the lame excuse you are, does it make that little clitty hard?

You got the short end of the stick of life. So accept your limitations and move on. In the right frilly clothes, kneeling before the right person, accepting your replaceable in the eyes of any woman who puts up with you. You live to serve and suffer. And when you call, I’ll be kind enough to dress you appropriately before letting you serve and suffer for me. I might have you clean out my sloppy cunt after I’ve been fucked by a real man, suck clean all my delicate panties, or have you serve tea while my friends are over so we have something to laugh at. Either way, I’ll enjoy.

Remember when phone sex


….member when you first came to me?   Trying to play the role of a man?…Once I got those Panties on you, you got it!  You were a Sissy slut all the while.  Now you can even put those stockings on and keep the seems straight.  Now you know you only had an enlarged clit.

Looking back reminds us how far you have come on the road to being yourself.


If you can’t walk the walk; don’t talk the talk!

888 259 7486

844 332 2639 ext: 225

Owned Exposed Sissy Phonesex Faggot Bb

Sissy Phonesex Faggot Bb is the most exposed sissy on the internet, as you all know. I did that. Yeah. The Bad Little Bitch Nicole did that. Fucking Google it. See for yourself. And feel that fucking sissy clit of yours ache to be exposed. You feel it. You need my training, my guidance, maybe even a little (a lot) sissy hypno and/or Acceptance Therapy. You have no idea how far Sissy Bb has come with me. And you have no fucking idea how far I can take you…

Give in, you fucking sissy. Be all you can be. Risk it.  xxx

The Bad Little Bitch
Click It

Closet Sissy Phone Sex Dress Up Time

sissy slut

Well, girly? What’s it going to be today? Shall we dress you up in your silkiest panties, your pretty bra, your high heels and perhaps some stockings? Lingerie shopping sounds fun, doesn’t it. What’s that? You’re embarrassed to go shopping for girly, frilly, silky clothes because then everyone will know your secret fetish? Don’t worry. I’m sure that little bit of lace sticking out of your business slacks didn’t lead anyone to believe you are a closet sissy. *laughs*

Anyway, this week is the perfect time to call me because I’m girl of the week. From now through Tuesday, September 1, all calls with me are only $2.25 a minute.

Did that just make your clitty all stiff? Good. Call me.



My Phonesex Lesbian Sissy

She was breathtakingly beautiful. Soft luminous skin, her curves shown to perfection in the tight dress she was wearing that I couldn’t stop watching her. We talked for a bit as the sexual chemistry between us sizzled. I was as eager to be alone with her as she was with me.

From the moment she kissed me I was wet. The feel of her slim body our breasts pressed together and her fingers on my pussy was enchanting. She laid me back on her couch and began licking my pussy. Her tongue sending waves of pleasure pulsing through my body, she ravished my dripping folds until I was screaming in orgasm. I couldn’t wait to taste her in return. I took my turn pushing her back into the corner of the couch. I pushed up her skirt and saw a bulge of rock hard dick snaking out the top of her panties. I looked up at her and she said “surprise, I come with a little extra.” It was more than a little extra but I eagerly licked her ass in her panties, licking up over her balls to the mushroom head of her clit.

I was expecting a night of incredible lesbian sex but instead had a mind bending night of transsexual sex. Feeling her fucking me while I looked into her feminine face, her cock better than any strap on I have ever experienced. It was the best surprise I have ever received.



Silly Phone Sex Sissy! Let’s Put Those Stockings On Right!

Oh my goodness my silly sissy! Watching you try to put your stockings on is unbearable!! Adorable too because you are so clueless! But here… let’s show you how to put those on right! Now, first you take the stocking and bunch it down like this, from the thigh down to the toe. See? So your foot can slip right in! BUT! These are delicate silk. You don’t just jam your pretty little foot in like you’re shoving on a work boot! No. Point your toes. Yes! Arch that foot. Mmhmmm. Now feel me slide the stocking over those toes, up your calf and shin, over your knee… all the way up… Mmmmm. Doesn’t that feel soooo good?

Now you do the other one! 😉

Your BFF <3,
VoteHere :)

New Supply of Potion Phone Sex!!

Thats right!!  I just got a new shipment of your favorite potion!! You know which one im talking about don’t you??? Who am i kidding, of course you know!!

Now Don’t forget the side effects!! It will only transform you into a woman for 2 hours!!! UNLESS… A guy cums inside of you!!!! So if you don’t intend on being as sexy as I am for the rest of your life, then i would suggest not letting anyone cum inside of you!!!

Now, I know you like the last batch, but this one is sooo much better!! It lets you choose exactly how you want to look, just by the amount of lotion you put on!! Isn’t that great!!

Join me for a night of fun, and who knows, maybe all those bikers will show up again!!!!



Training My Sissy Slut Phone Sex

My little sissy slut has been so good that he deserved some special attention from his sexy but mean mistress.  I got him a pink, baby doll night gown with matching pink lace panties so he could dress up nice for me. He went all out for me too.  He got his nails done and his hair done and  all he wanted to do was be my little sissy slut and I could have my way with him. The time to violate his cunt hole was way over due.

He whimpered a little when he saw the size of my strap on.

Suck my cock.” I commanded. He sucked it and took it all in as his eyes got wide. He was so turned on, but scared at the same time. He knew what I was going to want next.

I had him get on all fours.

Spread those pretty little ass cheeks apart, Bitch.” I said.  He took his manicured hand and pulled his panties to the side, shaking in anticipation. “Time for you to really become my little bitch.”


Friend’s Dad Busted For Wanting To Be A Phonesex Sissy Slut

In High School I haunted the chatrooms and one night quickly realized that the guy I was talking to was my best friend’s dad. I was just positive of it. He was telling me how he needed to be made into a sissy slut and forced to learn how to please cocks. Mr. S was desperate to know what it was like to really become a teen cock slut. I couldn’t stop the mischievous glee that erupted in my mind as I began to form my plan. Yeah, he never knew that the teen girl in that random chat room was me.

So I waited until I knew he would be home alone and went over with all my supplies ready. He was his usual gruff and grouchy self, trying to blow me off by telling me that Selena wasn’t home. I just smiled and said “Yeah I know, wannabslut” using his chatname. He tried to act like he didn’t know what I was talking about until I pulled out the same tight, slutty, pink club dress I had roleplay dressed him in. Then I pulled out the dildo, and strap on and told him that I was there to make his wish cum true.

It really came in handy having such a respectedman” willing to chaperone us. Of course most people didn’t know that he was the biggest slut of the three of us. Daddy sissy slaves are always handy to have around.