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Cinderella Sissy And Her Glass Dildo Phone Sex

Cinderella Sissy was waiting very patiently for another girl, but it was just one of those timing things… So we set up the session and set up the webcam and… THERE SHE WAS!! The prettiest sissy I’ve ever seen!! She had obviously taken the time to really get herself fixed up, from her pretty red […]

Face Down Ass Up That’s The Way I Want My Sissy Slut Phonesex

Heyyyy you little fucking sissy WHORE! Naughty little slut. THIS is how I want you! Face down, ass up like the nasty cockwhore you are!! You should have your panties on and your toys with you when you call me. And be in front of a mirror so you can watch yourself or in a […]

Petite Pecker Phone Sex

Awe you dirty little cock fuck. I know that you love dick just as much as I do. Hiding your fetish and concealing your desire to be tortured. I can’t even see your teeny peeny. It is a good thing you desire to be a bottom, because your dick is not big enough to even […]

I Bet My Phonesex Panties On It

A friendly bet was made. If my team won he would wear a bra and panties, a skirt with stockings and heels for the whole weekend if his team won then I would wear nothing but the heels and stockings all weekend. The last quarter of the game it became apparent that he was going […]

Let’s Get You Pregnant Phone Sex Sissy Girl

Hi pretty sissy girl! I have been loving our weekly sessions so much. You have exceeded my expectations by far! I believe we have successfully turned you into a perfect little sissy. We took it slowly and steadily and I think that was very instrumental in your success. You stroke your little clitty so perfectly […]

Phonesex Sissy Ashley For Rent Not For Sale

I sat in the back of the club in the private gaming room. Powerful men ringed the table raking in their chips to end the night. I looked down at my darling Ashley kneeling sweetly at my feet and stroked her shocking pink wig, lifting her leash “come pet it’s time to go home”. The […]

Pretty Prancy Phone Sex Sissy

Pretty, prancy, dancy sissy in her pretty frilly pink dress… She loves dancing around in that favorite frilly pink dress of hers! Twirling, spinning, watching herself in the mirror. “I’m prettier than you, Sherry!” She laughs as she shakes her silicone-filled push-up bra. “Look at me!” She’s so silly. “I’m looking! Yes, you are a pretty […]

Phone Sex Sissy The Next Generation

My neighbor asked if I could watch her little boy for her. She was having a bit of an emergency. I was happy to have the sweet little guy to spend time with and assured her it was no trouble at all. We played games which included hide and go seek. He was a very […]

Sissy Fag Missy Earns Another Phonesex Blog!

Everyone remember Sissy Fag Missy who was (obviously) in need of a MAJOR sissy makeover?! Hahaha! WELLLL… he’s been following my blogs on my Sissy Bb and just knew what he had to do! So a couple nights ago our very special Sissy Fag Missy came in and had a hot fun fashion lesson!! Oh yeah! […]

Passed Out and Transformed Phone Sex

It was a wild party, the drinks were flowing and we are all having a great time when my girlfriends and I noticed one of the guys had snuck off into the back bedroom and passed out cold. We closed the door with a giggle and hatched our plan. Someone dug out her makeup bag […]