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
Massive Strapon
05:06
Sissy cunt getting ready to take a hard pounding. Stretching that boi twat out for Miss Dicky's relentless fucking to come. - straponlove12
ANAL DESTRUCTION - NEW HUGE TOYS
04:15
Destroy anal for new huge dildo. I love to wear stockings and fuck myself in the ass. Live in Moscow, acquaintance to practice Fisting - Platon5555
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
Crossdresser fucked from behind using sex machine
06:38
Watch my machine fuck me in the ass, leave a comment to what you think ;) - Cd_kendra
Violet's Insatiable Sissy Cunt
05:06
Fucking my smooth sissy cunt with a dildo , needing a real cock stroking deep inside me. - SecretSissy816
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
Sissy Schoolgirl
03:32
Being naughty little school girl and playing with my boipussy - Sissy_SIut
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
Fucking my hairy ass
02:00
Funcking myself with my favourite dildo, like the sissy whore I am - farfolla79
Sissy Choking Herself
02:32
Choking my self while watching hypno like a good sissy girl - Sissy_SIut
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
CD DWT Sissy Boy Bitch edging and cum hard
07:47
CD DWT Sissy Boy Bitch and Nipple Slave Slut edging her self and cum hard - titten-sau
Martha LaNuit afternoon 9 inch  22,8 cm
02:53
Martha LaNuit begin to play with a Big Dildo 9 inch (= 22,8 cm) in the afternoon - MarthaLaNuit
Violet's Dildo Fuck and Hands-Free Sissygasm
01:25
Im such a horny lil sissy faggot. Fucking my smooth cunt with a dildo until I spurt ? - SecretSissy816
heavy Nipple pumping
02:07
extreme hard Nipple pumping gay bitch slut boy pig - titten-sau
Chastity Sissy femboy rides dildo big ass with feet and slop
01:47
Chastity sissy femboy twink rides dildo with feet and sloppy wet fucking sounds souns like a pussy - sissytoyboy123
RESAMPLED SISSY EXTREME NIPPLE PIERCINGS SAMPLING CLOSEUP
31:38
RESAMPLED SISSY EXTREME NIPPLE PIERCINGS SAMPLING CLOSEUP BIZARRE BDSM - CarolaSmit
Milking the sissy & post-cum polishing
05:51
After a session of edging, the sissy is milked. The balls were stretched very nicely w the use of an overhead steel spring. Awkward position, but I wanted to show the ropes this sissy can produce - edgysir
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
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
Sissy CD Anal And ATM
05:00
My apologies for the lousy picture quality xxx - Maddy Jones - CurvySissy69
Twink in tighty whities masturbates and squirts
00:34
Sissy twink in tighty whities squirts all over himself - Kevin Cloud - KevinCloudfag
Twink in stockings fucks his pussy
01:06
Married twink wearing his wife’s stockings takes her favorite dildo for a ride - Gapeluvr1
Me in Chastity Cumming like a Good Sissy Whiteboy - HFO BBC
00:57
Wearing chastity, Vibrator inside panties watching bbc own white girl makes me HFO like a good sissy whiteboy should - useme6993
Violet Needs Hard Cock
00:51
My little white clit is caged and my sissy cunt is hungry for man cock - SecretSissy816
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
DGB SISSY! DIRTY GARDENBOY - ULTIMATE PYRAMIDE ANAL - RIDING
04:22
DGB SISSY! DIRTY GARDENBOY - ULTIMATE PYRAMIDE ANAL - RIDING LIKE A PRO - A-FIST-DGB
DGB SISSY! SNOW - DIRTY GARDENBOY EXTREME HIGH RED HEELED
02:19
DGB SISSY! SNOW - DIRTY GARDENBOY EXTREME HIGH RED HEELED SISSY GAY - A-FIST-DGB
Sissy Faggot Ellie playing with her dildo in chastity
01:23
Sissy bitch cumdump faggot Ellie fucking her pussy with her dildo - SissyElliePrincess
Sissy CD Anal Training
08:16
XOXO I'm a sissy slut and i love it! OXOX - Maddy Jones - CurvySissy69
Closet I get to sissygasm
00:33
posting first video here. if anyone shows interest I will post more. - torontosissycuck
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
Sissy CD BBC Dildo Creampie
03:11
got a little carried away with fake cum, hehe, lots of fun :P - jasonsanders1511
Sissy sub boy forced cum urethral home made
02:36
Sissy boy ruines his own orgasme with home made urethral cage chastity - straightboy23
Sissy whore giant dildo
00:22
Sissy slut takes huge dildo up her tight little fuck hole - covert123
Face Fucking with Choker
00:50
I love being face fucked just as much as the next sissy does. - XDRESSJESSLUV
Slutty Sissy
00:11
Fishnet stockings with BIG Plug and cage always make me WET - JlUuIcN
Straight guy fucks dildo
02:04
Straight husband wears wife’s clothes and fucks her dildo - Gapeluvr1