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 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
The Banana
01:28
Had no toys so I had to use a banana. Lmk what else I should try and post! - Archer09
Pounding my ass with a cucumber
00:57
I was craving cock when I recorded this..I’m in Houston tx if any tops wanna link up someday and make a video ;) - Dlbbboy094
Cum ozzzzz
00:16
Cum oozing out of a sissy ass from fresh loads - donbrick
Fucking my hairy ass
02:00
Funcking myself with my favourite dildo, like the sissy whore I am - farfolla79
Toying Tight Boypussy
00:54
Haven’t played with my pussy in a while so it’s extra tight - Skinnyjesus
Asshole gaped by huge cucumber
01:15
This slut has had a dick or 50 in him it appears. Nothing will satisfy his man pussy, not even this monster cucumber. - Biguy5555
Sissy Faggots Smooth Cunt & Clit
01:09
Just being a silly sissy faggot for the camera , I'm wearing one of my favorite nighties and showing my cunt off . - SecretSissy816
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
Sissy slut rides big dildo
08:58
Thought I'd practice taking this Bad Dragon dildo all the way. Felt so amazing having it stretch out my ass. Think I need to get the next size up now. - Devin Hunt - Devin_Hunt