Pretty Sissy

Pretty new to this, anyone think I've got potential?

Sissies

Spent the week in chastity, and the day eating out my wife while wearing a pretty skirt and bra, followed by a relaxing evening together where I painted my nails red while we watched TV. All else aside, live can be pretty great, my friends :)

Sissies

Pretty Lavender dress, shiny white Oxfords, satin gloves and little matching clutch

Sissies

Pretty proud of my back dimples

Sissies, GoneWildCD, FemBoys

I've made a pretty long album of my sissy adventure after a hiatus. Enjoy!

Sissies

Pretty lacy panties on At work (PM for kik)

Sissies, FemBoys

Pretty new to this but feeling it tonight ;)

Sissies

Pretty new to this, just shaved and wanted to share! (PM's welcome!)

Sissies

I don't have a chastity device for my pathetic sissy clit yet so I thought I should at least pretty it up like a good girl and make sure to do it up nice and tight so it's painful like a good sissy bitch.

Sissies

Pretty new to this, how did I do?

Sissies

Pretty waiting

Sissies, FemBoys, boysgonewild, GuysFromBehind, bigonewild, GaybrosGoneWild

pretty new to this, let me know what you guys think

Sissies

Turns out I had a “Sissy Hole” the whole time! It’s pretty but I’m not sure what it’s meant for..

Sissies

Pretty new. Do I have potential?

Sissies

Pretty in pink!

Sissies, SissyBooty, FemBoys, sissyplace, twinks

I love being a girly cocksucking sissy slut, a pretty prissy princess bimbo doll~ XOXOXO real men please send me cocks!

Sissies, sissyplace, Feminization, GoneWildCD, Crossdressing_xxx, FemBoys, traps, Sissy_humiliation, sissypersonals, sissycaptions

Pretty in pink, body conscious but hormones gets the best of me. :P

Sissies

I kinda want a sissy best friend. We would get ourselves all pretty, talk about sexy lingerie and then play together

Sissies, u_westcoast_86

Pretty in pink last night. My first makeup and wig!!!

Sissies

[29] pull these to the side and fill me up like the cumdump i am pretty please? you can even gangbang me! ??

Sissies, FemBoys, ShemalesParadise, RateMyNudeBody, SissyFemdom, Stupidsissyslutsclub, SissyChastity, Sissy_hot, LimpClittySissy, ForcedFeminization, Sissy_humiliation, SissyInspiration, show_your_submission, sissyplace, sph, men_in_panties, CuteGuyButts, BBCsissies

[29] i want both of your hands deep inside my ruined asshole pretty please ??

Sissies, FemBoys, ShemalesParadise, SissyFemdom, Stupidsissyslutsclub, SissyChastity, Sissy_hot, LimpClittySissy, ForcedFeminization, Sissy_humiliation, SissyInspiration, show_your_submission, sissyplace, BBCsissies, BimboSissyDolls, GoneWildTrans, GoneWildCD