Search results - Sissy Free Hands

Total found: 87 videos

HOT sissy boy Cums Hands Free in Pink Leggings!3:09
8 years ago xHamster

HOT sissy boy Cums Hands Free in Pink Leggings!

Masturbation Sissy Twinks
Hands free sissy trainer6:15
8 years ago xHamster

Hands free sissy trainer

Amateur Masturbation Sissy
Sissy cums hands-free0:32
8 years ago xHamster

Sissy cums hands-free

Amateur Hd Masturbation Sissy Small cock Twinks
Sissy slut fucked in chastity cage cums hands free!2:53
8 years ago xHamster

Sissy slut fucked in chastity cage cums hands free!

Amateur Hd Sissy Slut
Chastity sissy hands free2:48
7 years ago xHamster

Chastity sissy hands free

Bdsm Hd Sissy Small cock Toys
My Sissy Cumshots - Hands Free, Sissygasms, Ruined Orgasms7:56
5 years ago xHamster

My Sissy Cumshots - Hands Free, Sissygasms, Ruined Orgasms

Amateur Anal Big cock Crossdresser Cumshot Hd Masturbation Orgasm Sissy
Cumming hands free while dressed0:18
5 years ago xHamster

Cumming hands free while dressed

Amateur Anal Crossdresser Cumshot Hd Masturbation Sissy
Sissy hands free cum6:57
5 years ago xHamster

Sissy hands free cum

Amateur Anal Big cock Crossdresser Cumshot Hd Masturbation Sissy Skinny
Tiny Hands-free Sissygasm Cum0:31
5 years ago xHamster

Tiny Hands-free Sissygasm Cum

Amateur Anal Asian Hd Masturbation Orgasm Sissy Skinny Twinks
sissy femboy caught in shower having hands free orgasm7:17
5 years ago xHamster

Sissy femboy caught in shower having hands free orgasm

Amateur Anal Crossdresser Cumshot Hd Masturbation Orgasm Shower Sissy
Sissy Hands Free Orgasm13:02
4 years ago xHamster

Sissy Hands Free Orgasm

Amateur Anal Bbc Emo Gaping Hd Interracial Masturbation Orgasm
Sissy bitch cock locked in chastity cum hands free6:38
4 years ago xHamster

Sissy bitch cock locked in chastity cum hands free

Amateur Bdsm Crossdresser Cumshot Hd Orgasm Sissy Slave Swallow
Hands free cum0:15
4 years ago xHamster

Hands free cum

Amateur Anal Blowjob Crossdresser French Handjob Hd Masturbation Sissy
Crossdresser hands free cum inside black satin panties0:58
4 years ago xHamster

Crossdresser hands free cum inside black satin panties

Amateur Anal Asian Crossdresser Cumshot Hd Masturbation Sissy Small cock
Crossdresser hands free cum inside green satin panties1:33
4 years ago xHamster

Crossdresser hands free cum inside green satin panties

Amateur Anal Asian Creampie Crossdresser Cumshot Dildo Massage Masturbation
Sissy Bi Curious Anal Cucumber Hands Free Ruined Orgasm1:58
4 years ago xHamster

Sissy Bi Curious Anal Cucumber Hands Free Ruined Orgasm

Amateur Anal Big cock British Creampie Cumshot Gaping Hd Masturbation
Hands free sissygasm milking chastity clit oozing cum1:24
4 years ago xHamster

Hands free sissygasm milking chastity clit oozing cum

Amateur American Anal Crossdresser Hd Sissy Small cock
Two Hands Free Prostate Orgasms Impaled and Restrained0:22
4 years ago xHamster

Two Hands Free Prostate Orgasms Impaled and Restrained

Anal Bdsm Big cock Bondage Hd Hunk Masturbation Muscle Orgasm
Sissy Hands Free Chastity Cum0:42
4 years ago xHamster

Sissy Hands Free Chastity Cum

Amateur Big cock British Hd Masturbation Sissy Skinny Twinks Webcam
Sissy Bi-Curious Hands Free Chastity Cum from Anal0:30
4 years ago xHamster

Sissy Bi-Curious Hands Free Chastity Cum from Anal

Amateur Anal Bdsm Big cock British Hd Masturbation Sissy Skinny
New sissy riding her dildo trying to hands free orgasm.1:01
4 years ago xHamster

New sissy riding her dildo trying to hands free orgasm.

Amateur Anal British Crossdresser Dildo Hd Masturbation Orgasm Sissy
Furry Femboy tries to take on Rex and cums hands free7:17
3 years ago xHamster

Furry Femboy tries to take on Rex and cums hands free

Amateur Anal Big cock Blowjob Crossdresser Dildo Hd Masturbation Sissy
CHRISTMAS SHOW WITH FINAL CUM HANDS FREE4:37
3 years ago xHamster

CHRISTMAS SHOW WITH FINAL CUM HANDS FREE

Amateur Anal Big cock Crossdresser Cumshot Handjob Hd Heels Massage
Squirting hands free from anal while caged1:53
3 years ago xHamster

Squirting hands free from anal while caged

Amateur American Anal Crossdresser Cumshot Hd Masturbation Prostate Sissy
Hands free anal play with big toy6:05
3 years ago xHamster

Hands free anal play with big toy

Amateur Anal Ass Crossdresser Cumshot Dildo Family Handjob Masturbation
Brianna fucks dildo on her birthday and cums hands free4:19
3 years ago xHamster

Brianna fucks dildo on her birthday and cums hands free

Amateur American Anal Big cock Crossdresser Dildo Hd Latino Orgasm
Hands free cum in satin panties3:09
3 years ago xHamster

Hands free cum in satin panties

Amateur Crossdresser Cumshot Daddy Handjob Hd Jeans Masturbation Nylon
Anal Orgasm with a little squirt of cum (Hands free Orgasm)2:14
3 years ago xHamster

Anal Orgasm with a little squirt of cum (Hands free Orgasm)

Amateur Anal Asian Crossdresser Dildo Hd Indian Orgasm Sissy
Young CD with Limp Sissy Clitty Hands free orgasm12:13
3 years ago xHamster

Young CD with Limp Sissy Clitty Hands free orgasm

Amateur Anal Asian Ass Crossdresser First time Hd Indian Masturbation
Hands free cum in the locker room- before practice1:42
3 years ago xHamster

Hands free cum in the locker room- before practice

Amateur Crossdresser Cumshot Fetish Hd Masturbation Nylon Panties Public
cute femboy in white lingerie cums hands free2:30
3 years ago xHamster

Cute femboy in white lingerie cums hands free

Amateur Big cock Crossdresser Cumshot Cute Emo Goth Hd Lingerie
Cumming Hands Free Bouncing a Huge Dildo While Wearing Knee High Socks0:39
3 years ago xHamster

Cumming Hands Free Bouncing a Huge Dildo While Wearing Knee High Socks

Amateur American Anal Cumshot Dildo Hd Masturbation Shaved Sissy
bubble butt sissy femboy hands free cum8:36
3 years ago xHamster

Bubble butt sissy femboy hands free cum

Amateur American Anal Ass Butt Crossdresser Cumshot Dildo Hd
Sissy Pig cock locked in chastity cum hands free2:11
3 years ago xHamster

Sissy Pig cock locked in chastity cum hands free

Amateur Bdsm Crossdresser Cumshot European Fetish Hd Masturbation Nipples
Hands free cumming in my FF contrast Black and copper stockings2:14
3 years ago xHamster

Hands free cumming in my FF contrast Black and copper stockings

Amateur Big cock British Crossdresser Cumshot European Hd Masturbation Pov
Butt plugged sissy small cock cumming hands free prostate3:05
2 years ago xHamster

Butt plugged sissy small cock cumming hands free prostate

Amateur American Anal Ass Bear Butt Chubby Cumshot Dick
Large toys hands free cum twice11:12
2 years ago xHamster

Large toys hands free cum twice

Amateur American Anal Butt Creampie Crossdresser Cumshot Dildo Extreme
Hands free small cock squirting cum tribute for hot sissy brenda2:39
2 years ago xHamster

Hands free small cock squirting cum tribute for hot sissy brenda

Amateur American Chubby Compilation Crossdresser Cumshot Daddy Hd Masturbation
Japanese femboy crossdresser in Chinese dress tweaks nipples for hands-free orgasm Madzmoto Sun4:49
2 years ago xHamster

Japanese femboy crossdresser in Chinese dress tweaks nipples for hands-free orgasm Madzmoto Sun

Amateur Asian Crossdresser Cumshot Hd Japanese Masturbation Sissy Skinny
I cum hands free bouncing on a 7inch dildo while my small cock flops with excitement2:36
2 years ago xHamster

I cum hands free bouncing on a 7inch dildo while my small cock flops with excitement

Amateur American Anal Crossdresser Cumshot Dildo Fat Fetish First time
Teen Femboy Twink in Lingerie Cums hands free6:27
2 years ago xHamster

Teen Femboy Twink in Lingerie Cums hands free

Amateur Anal Bareback Big ass Big cock Crossdresser Cute Dick Handjob
Sissy bra & panties wired for a hard estim and hands free orgasm.2:28
2 years ago xHamster

Sissy bra & panties wired for a hard estim and hands free orgasm.

Amateur American Balls Bdsm Bear Big cock Crossdresser Cumshot Dick
Stuffing my bubble butt till I get all creamy and I have a hands free orgasm13:22
2 years ago FapHouse

Stuffing my bubble butt till I get all creamy and I have a hands free orgasm

Amateur Anal Cumshot Dildo Lingerie Masturbation Sissy Skinny Solo
Dripping precum from my inverted chastity cage hands free2:09
2 years ago xHamster

Dripping precum from my inverted chastity cage hands free

Amateur Crossdresser Fetish Hd Penis Sissy Small cock Solo White
Big fat cock ring no hands free cum shot sperm highway toilete6:23
2 years ago xHamster

Big fat cock ring no hands free cum shot sperm highway toilete

Amateur Big cock Blowjob Bukkake Creampie Crossdresser Cumshot Fat German
bubble butt femboy riding dildo till hands free orgasm7:49
2 years ago xHamster

Bubble butt femboy riding dildo till hands free orgasm

Amateur American Ass Bareback Butt Crossdresser Dildo Gaping Hd
Teen Femboy Twink in Lingerie Cums hands free6:28
2 years ago GayGo.tv

Teen Femboy Twink in Lingerie Cums hands free

Amateur Anal Bareback Big ass Big cock Crossdresser Cute Dick Hd
BiGuy Hands Free Cum, Lick it up! Then follow with a 2nd cum shot!3:44
2 years ago xHamster

BiGuy Hands Free Cum, Lick it up! Then follow with a 2nd cum shot!

Amateur Anal Big cock Cumshot Dildo Extreme Fetish Hardcore Hd
Hands free Cuming from riding dildo dressed up as a sissy femboy1:21
2 years ago xHamster

Hands free Cuming from riding dildo dressed up as a sissy femboy

Crossdresser Dildo Hd Riding Sissy
HANDS FREE SISSYGASM CUMSHOT from Aneros MGX Syn Trident2:18
1 year ago xHamster

HANDS FREE SISSYGASM CUMSHOT from Aneros MGX Syn Trident

Amateur Anal Ass British Crossdresser Cumshot Fat Fetish Hd
8 INCH COCK MAKES ME CUM LIKE A SLUT HANDS FREE SISSYGASM2:57
1 year ago xHamster

8 INCH COCK MAKES ME CUM LIKE A SLUT HANDS FREE SISSYGASM

Amateur Anal British Cumshot Dildo Fetish Hd Masturbation Prostate
Sissy hands free cum5:39
1 year ago xHamster

Sissy hands free cum

Amateur Bdsm Bondage Chubby Crossdresser Handjob Hd Humiliation Masturbation
HANDS FREE SISSYGASM CUMSHOT from Thrusting Butt Plug1:17
1 year ago xHamster

HANDS FREE SISSYGASM CUMSHOT from Thrusting Butt Plug

Amateur Anal Ass British Butt Cumshot Dick Fat Fetish
Using a vibrating toy for hands free orgasm8:25
1 year ago xHamster

Using a vibrating toy for hands free orgasm

Amateur Big cock Crossdresser Cumshot Dick Hd Massage Masturbation Orgasm
misr4 - sissygasm in pink lingerie hands free6:24
1 year ago xHamster

Misr4 - sissygasm in pink lingerie hands free

Big cock Crossdresser Cumshot Fetish Handjob Hd Masturbation Pantyhose Polish
Dildo machine cum hands free12:41
1 year ago xHamster

Dildo machine cum hands free

Anal Fucking Hd Masturbation Pov Reality Rough Sissy Solo
A young bitch (18+) fucks her ass and cums with her hands free4:17
1 year ago xHamster

A young bitch (18+) fucks her ass and cums with her hands free

Anal Bdsm Big cock Bitch Crossdresser Cumshot Cute Dick Dildo
Hands free cum by anal playing1:48
1 year ago xHamster

Hands free cum by anal playing

Amateur Anal Crossdresser Cumshot Dildo Hd Orgasm Prostate Sissy
HANDS FREE CUM IN THE KITCHEN6:25
1 year ago xHamster

HANDS FREE CUM IN THE KITCHEN

Amateur Ass Big cock Crossdresser Cumshot Dick Handjob Hd Homemade
Cummings Hands Free from Thrusting Anal Prostate Orgasm6:19
1 year ago xHamster

Cummings Hands Free from Thrusting Anal Prostate Orgasm

Anal British Butt Cumshot Fetish Fucking Hd Homemade Massage
Dressed Sissy Cant Stop Sissygasming - anal fuck machine hands free cumming8:35
1 year ago xHamster

Dressed Sissy Cant Stop Sissygasming - anal fuck machine hands free cumming

Amateur American Anal Crossdresser Cumshot Dildo Fucking Hd Lingerie
Hands Free Sissygasms over and over - Squirting all over my face and the machine keeps fucking me34:42
1 year ago xHamster

Hands Free Sissygasms over and over - Squirting all over my face and the machine keeps fucking me

Amateur American Anal Crossdresser Cumshot Dildo Fucking Hd Orgasm
Sissy Panties, CBT and hard estim. Hands free orgasm.5:55
1 year ago xHamster

Sissy Panties, CBT and hard estim. Hands free orgasm.

American Balls Bdsm Bear Crossdresser Cumshot Electro Fetish Hd
Brunette crossdresser thick ass sissy fucks his ass for hands free squirt analgasm fagboy18:29
1 year ago xHamster

Brunette crossdresser thick ass sissy fucks his ass for hands free squirt analgasm fagboy

Amateur American Anal Ass Big ass Butt Crossdresser Dildo Fingering
Estim pulse twitches and a vibrating finger in sissy's ass for a hands free cumshot7:11
1 year ago xHamster

Estim pulse twitches and a vibrating finger in sissy's ass for a hands free cumshot

Amateur American Anal Bdsm Bear Big cock Crossdresser Cumshot Fetish
Twitching cock and balls estimmed and beaten to a hands free orgasm6:05
1 year ago xHamster

Twitching cock and balls estimmed and beaten to a hands free orgasm

Amateur American Balls Bdsm Bear Big cock Bondage Bound Closeup
Sissy cums hard hands free with estim and stockings6:31
1 year ago xHamster

Sissy cums hard hands free with estim and stockings

Amateur American Balls Bdsm Bear Big cock Crossdresser Cumshot Fetish
Sissy in Red Stockings Beats and Estims to Hands Free Orgasm7:21
1 year ago xHamster

Sissy in Red Stockings Beats and Estims to Hands Free Orgasm

Amateur American Anal Bdsm Bear Big cock Butt Crossdresser Cumshot
Huge cum hands free6:29
1 year ago xHamster

Huge cum hands free

Amateur Anal Big cock Closeup Crossdresser Cumshot Dildo Hd Masturbation
Crossdresser hands free anal beads close up5:55
1 year ago xHamster

Crossdresser hands free anal beads close up

Amateur Anal Ass Big ass Big cock Butt Closeup Crossdresser Dildo
Hands free1:46
1 year ago xHamster

Hands free

Amateur Anal Big cock Crossdresser Dildo Hd Homemade Lingerie Orgasm
2 huge hands free cumshots in a row6:22
1 year ago xHamster

2 huge hands free cumshots in a row

Amateur Anal Big ass Big cock Butt Crossdresser Cumshot Fucking Hd
Surprise Hands Free Orgasm1:50
1 year ago xHamster

Surprise Hands Free Orgasm

Amateur Anal Ass Balls Bedroom Cumshot Hd Homemade Masturbation
Big dick crossdresser prostate orgasm hands free cumshot6:47
1 year ago xHamster

Big dick crossdresser prostate orgasm hands free cumshot

Amateur Anal Big ass Big cock Bisexual Closeup Crossdresser Cumshot Dick
Hands Free Sissygasm4:51
1 year ago xHamster

Hands Free Sissygasm

American Anal Big cock Creampie Cumshot Dildo Hd Masturbation Orgasm
Throbbing Cock Explodes Hands Free3:01
11 months ago xHamster

Throbbing Cock Explodes Hands Free

Cumshot European Hd Homemade Masturbation Sissy Skinny Solo Taboo
High heels crossdresser hands free prostate orgasm cumshot7:35
11 months ago xHamster

High heels crossdresser hands free prostate orgasm cumshot

Amateur Anal Big ass Big cock Crossdresser Cumshot Fucking Hd Heels
Kilted Stud Cums Hands Free and Pisses From Huge Dildos10:04
11 months ago xHamster

Kilted Stud Cums Hands Free and Pisses From Huge Dildos

Amateur Anal Ass Big ass Butt Dildo Hd Huge Jock
Sissy Femboy Ride the Dildo and Hands Free Cum Japanese Crossdresser Madzmoto Sun9:43
11 months ago xHamster

Sissy Femboy Ride the Dildo and Hands Free Cum Japanese Crossdresser Madzmoto Sun

Amateur Anal Asian Crossdresser Hd Japanese Latex Masturbation Riding
Powerful Hands Free Cum Fountain!1:06
10 months ago xHamster

Powerful Hands Free Cum Fountain!

Amateur Ass Balls Bareback Big cock Blowjob Bukkake Closeup Compilation
Hands-free bouncing on dildo5:17
10 months ago xHamster

Hands-free bouncing on dildo

American Anal Closeup Dildo European Gaping Hd Masturbation Shemale
Ultimate Hands Free Fuck Machine Orgasm!!5:17
7 months ago xHamster

Ultimate Hands Free Fuck Machine Orgasm!!

Amateur American Anal Chubby Crossdresser Dildo Extreme Hd Huge
Chastity Caged Sissy Slut's Hands-Free Orgasm!3:01
9 months ago MenGem

Chastity Caged Sissy Slut's Hands-Free Orgasm!

Amateur Anal Crossdresser Hardcore Hd Sissy
Sissy cums hands-free with a sex toy7:42
10 months ago MenGem

Sissy cums hands-free with a sex toy

Amateur Crossdresser Handjob Hd Masturbation Sissy Solo Webcam
Gay teen sissy cumshot with dildo hands-free (Kiwianal008)7:34
6 months ago xHamster

Gay teen sissy cumshot with dildo hands-free (Kiwianal008)

Amateur Anal Asian Ass Big ass Crossdresser Cumshot Extreme Fisting
Bisexual sissy hands free cumming6:12
6 months ago xHamster

Bisexual sissy hands free cumming

Amateur Crossdresser European Fetish Hd Lingerie Masturbation Romanian Sissy
Hands Free Cumming with Ball Dildo!!!9:30
5 months ago xHamster

Hands Free Cumming with Ball Dildo!!!

Amateur American Anal Chubby Crossdresser Dildo Fat Hd Lingerie
back to top