Genuine first time anal and using a dildo (Curious)
01:12
This is my first time putting anything in/near my bum (well apart from my fingers to get me prepped). Really want to learn how to massage my prostate and felt I needed to sissify to do that. - Curi0usExplorer
Sissy Faggot Ellie playing with her dildo in chastity
01:23
Sissy bitch cumdump faggot Ellie fucking her pussy with her dildo - SissyElliePrincess
Sissy twink in Chastity galing hole riding dildo
01:55
Smooth sissy twink femboy gaping his hole making gaping sounds wearing chastity cage - sissytoyboy123
Sissy in Chastity, Drip Precum, Extreme Gape and Fart sounds
02:58
Skinny slim twink femboy in chastity dripping precum whilst hard fucking balls deep dildo Extreme gaping sounds and Extreme farting sounds pushing air in and out gaping - sissytoyboy123
Sissy crossdresser takes big dildos in ass
11:16
I decided my ass needed a good seeing to the other night so used a couple of my favourite toys on my hole. My cock got no action as it was locked up in a cute little pink cage. - Devin Hunt - Devin_Hunt
Shy sissy assfucked with roommates dildo
00:23
God I hope she didn't notice it missing... I would be bullied so hard and made a public sissy slut - Klillrydade
Crossdresser stretches ass with big dildos
03:28
Horny this weekend so of course I dressed up and rode some big toys. This session is with my favourite Bad Dragon toy Chance which always stretches my ass nicely! - Devin Hunt - Devin_Hunt