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
Anal slut sissy
02:29
Slutty sissy femboy fucking his tight wet boypussy - Gapeluvr1
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
10 out of 10 handsfree cum
00:47
The top milks the load of the sissy bottom and he cums all over the sissy's little dick and tommy. So damn hot. The best gay sex vid ever. - Kootah
Straight guy fucks dildo
02:04
Straight husband wears wife’s clothes and fucks her dildo - Gapeluvr1
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
Good Girl Sissy Takes on Huge Dildo
04:32
I feel so pretty with a jewel in my ass, but sometimes I need to be filled to the brim! Hear me moan as I push my ass to its limit! xx - SkinnyButtStretched
Skinny femboy rides dildo
01:37
Femboy wears his wife’s stockings and fucks her dildo - Gapeluvr1
Twink uses massive black dildo
12:33
Had a lot of fun trying out this huge dildo from Neojoy. It's my biggest one yet and my ass definitely appreciated it. Still working on taking it all the way but happy with this attempt. - Devin Hunt - Devin_Hunt
Femboy Chrissy Bends Over Ready to be Fucked
02:47
Sissy femboy Chrissy bends over in thong panties and makes his boypussy ready to be fucked by Daddy! - ChrissyinSD
Asian CD with big thick dildo in the bathroom
07:10
Asian CD played with a big thick dildo in the bathroom, with white pantyhose/stockings and pink panty, smooth body and hairless beautiful legs. - fils_ou_fille
Hot Military Boy Fucks Big Booty Sissy CD - Amazing Stamina!
27:13
Fun fuck with a hot young military guy with a ripped body and nice long cock. He got some deepthroat head then shoved that rod into my huge ass pussy for at as long as i could take it! - Candy Ass Sissy - Candy_Ass_Sissy
Sissy CD Anal Training
08:16
XOXO I'm a sissy slut and i love it! OXOX - Maddy Jones - CurvySissy69
Dildo makes femboy drip cum
02:08
Sissy husband wears wife’s clothes and uses her dildo - Gapeluvr1
Toying Tight Boypussy
00:54
Haven’t played with my pussy in a while so it’s extra tight - Skinnyjesus
Sissy Faggot Ellie playing with her dildo in chastity
01:23
Sissy bitch cumdump faggot Ellie fucking her pussy with her dildo - SissyElliePrincess
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
Playing with myself
02:37
Showing off my dick and cute little virgin boi pussy - Tiffany581
Twink in stockings fucks his pussy
01:06
Married twink wearing his wife’s stockings takes her favorite dildo for a ride - Gapeluvr1
Sissy CD in Lingerie Plays With Fuck Machine
04:44
New fuck machine, it is amazing, first of many videos with it - jasonsanders1511
CD Sissy Fuck Machine BBC
02:42
Pull my panties down and fuck me good please :P hehe - jasonsanders1511
Young sissy edges and cums while riding huge dildo
11:18
It felt so good to cum with the dildo in my tight asshole - WannabeTrap420 - WannabeTrap420
a stupid slave for the big dick white male doms
02:11
shove your alpha cock in my asshole, make my prostate hurt, i can only enjoy sexual pleasure from anal - rtweetmyass