You can't get a more perfect sissy training then a prostate milking session! You will not regret seeing this when a sissy is constantly leaking cum in your face as a cow! - KimsaTrans - Kimsatrans
Finger fucking my nasty bitch Sadee while fingering her tight tiny asshole hotting her prostate giving her a orgasm while working her clit waiting for my cum suprise then I swallow it all for her - Sadee Rain - TGirlSadee
Pregnant Tranny Forced to Electro-Orgasm with External Pads and Internal Sound in her Cock. Nipples vacuumed hard erect, and a Ball End Vibrator up her Ass, like a Dog Knot viben her Prostate - Bellerophon69
A spur of the moment session, I had just shaved myself and wanted to show off. I like to imagine inviting on of my fans to find me like this and see what they'll do to my helpless holes. - Imbound4u
I was on a naughty hike and stopped to give myself some prostate massage and spanking because the plug was stimulating my boyhole all the time and that I am in long term chastity does help either. - Seb383
Licking and tongue fucking Sadee tight sissy hole working my tongue all up inside her asshole then I get on my knees and suck her off after building her load up and she cover me in her sticky cum - Sadee Rain - TGirlSadee
Sissygasm!! Cute Sissy Fucks Her Ass Hard with a Sex Toy and Cums in a Glass Passionately... Beautiful Anal CD Training. #Sissification #Feminization - NAT0NYA - treyluv
No hands sissygasm naked on the floor. When a sissys ass gets stretched to the max by a huge BBC the only natural reaction is to squirt her sissy load hands free on the floor... - KimsaTrans - Kimsatrans
21 months HRT. I drank a bunch of shroom tea,decided to have fun with my rotating head prostate toy. Every twitch of my cock, I'm cumming. 3 hours edited to 10 min. Final stroke at the end. - JessicaBethanyKnox
I had a quick window while my gf stepped out to tie myself up with my vibe in me, even practiced riding a bit, pressing my vibe hard into me. Accidentally pushed so hard it went all the way in me! :o - Imbound4u
A compilation with some of my sissy life hot scenes: milking sessions, handsfree orgasms, pounded by my fuckingmachine and chastity cumming. Enjoy, and don’t forget to rate and left dirty comments!!. - Cristina Aroa - cristina_aroa
Sissy gets fucked so hard that she cums hands free in missionary like the good little girl she is. Imagine being inside her when she squirts! One of the benefits of being a prostate girl... - KimsaTrans - Kimsatrans
This is no joke. I knew a small tiny tranny she ring her tranny friend with big cock just to pound her. Some trannies don't give a shit anymore who pound her Ass, she just wanna have a prostate orgasm - Plakrapong
Hot sissy girl gets her tight asshole ate out and licked and finger fucked in the back of a car milking her prostate making her bust off a huge load of hot cum - Sadee Rain - TGirlSadee
The perfect relationship with a ladyboy is that you both enjoy both positions top and bottom. Bottom focus on the prostate and top focus on your Cock. 2 different orgasms - Plakrapong
Already connected to estim on Mistress's Jen's orders, Joanna is instructed to use a toy for prostate milking whilst she's on cam for all to see. - Just_Jo2161
Sometimes I keep Big Blue in for hours. As long as he's not punishing my prostate everything will be fine. It could be like this day where he wouldn't sit right, so he had to go. 4 hours, Long Enough. - DevineCaramel
