strap on phonesex - Diaper Sissy

October 7, 2015

A Sissy Pegging woman can be seen standing in front of a man while she is pegging him while wearing the sex porn toy.

Published by Diaper Sissy at October 7, 2015

Sissy Pegging Phone Sex

If you have any lube I suggest you use it now! I want you to bend over for me and spread em. It’s about time for some strap-on phone sex! Being a closet fag such as yourself, you don’t have many options as far as sissification training, so I’ve decided to take a step and be your guide. My strap on is going to open up that little ass of yours so that it’ll be taking all sizes of cock in no time! I’ll use my big black strap on […]

September 18, 2011

Published by Diaper Sissy at September 18, 2011

A lesson in Sissy Squealing!

Quiet down class! Now today’s lesson is for the Sissy’s and the girls will be assisting me. I would like to have Lindsey come to the front along with Michael. Now we all remember from picture day that Michael had been apparently short changed in his biological appendages. Since his equipment is pretty much useless, he needs to learn his new role in life. Michael from today forward will now be called Michelle, and the first step will be to transform him into his new persona. Next step will be […]

October 9, 2008

Published by Diaper Sissy at October 9, 2008

Diapers and Chastity

Â Â Â Â Â Some of the DLâ€™S that I talk to like diaper punishments. They will be made to wear for a certain length of time, or only allowed so many changes. There are several ways to do this.Â Something I am hearing more and more of though is both ABâ€™s and DLâ€™s wanting to wear a chastity belt in addition to diapers. Me? I love chastity belts, and teasing men in them. I suggest looking over everything you can find, to make sure you get the right one for you. Â […]