SHEMALE • CHASTITY 4,321 videos

Popular Latest Top rated

‹1 2 3 4 5 ›

12:42

I moaned loud when I boinked by a fat dildo in a standing doggy position with chastity box on

3 weeks ago

ShemaleMovie

feet, fat, huge dildo, anal, orgasm, japanese, dogging
01:19

Daniela Lei red boots cumming in chastity

3 weeks ago

AShemaleTube

shemale, boots
10:00

Extraordinary Natural Tits Tgirl with a chastity cage Part 1

3 weeks ago

AShemaleTube

amateur, solo, chastity, webcam, natural
22:42

Princess Sahara Taunting & Outrageous Her Trans Hoe

4 weeks ago

TrannyGem

amateur, feet, femdom, fetish, BDSM, tattoo, heels
15:40

Spunk-Pump Tamer lets their lil pink cigar out and it gets taller into a rock rock hard, vein adorned, pulsating dinky!

4 weeks ago

TrannyGem

cumshot, masturbation, shemale, chastity, pump, goth
02:32

Ass-Plug it in, Cork it in

4 weeks ago

TrannyGem

shemale, chastity, crossdresser, sissy, blonde, femboy
27:35

Crimson Rubberdoll Ass-Fuck Plumb with Fucktoys Thrusting & Farting Out Flogged Mayo to slurp & swallow

4 weeks ago

TrannyGem

dildo, latex, fetish, rubber, farting, pissing
04:49

Petite Femboy Gets A Thick Assfuck Internal Ejaculation!

4 weeks ago

TrannyGem

dildo, sissy, chastity, hands free
09:51

Sissy cow gets porked by her machine whiel rigidly locked in her vapid virginity

4 weeks ago

TrannyGem

dildo, sissy, crossdresser, big tits
30:30 50%

Libération Après 1 Mois De Cage

4 weeks ago

BeMyHole

handjob, french, blowjob, threesome, BDSM, piercing, toys
08:01

Sissy Bitch Uses Cum as Lube and has Anal Sissygasms in Chastity Jessica Bloom

4 weeks ago

TrannyOne

anal, sissy, chastity, shemale
08:00

Chastity Cage Came Off

4 weeks ago

xShemaleTube

small tits, chastity
07:59

Chastity Cage Came Off

4 weeks ago

GetTranny

small tits, strapon, chastity
05:12

Stoner Girl

1 month ago

TrannyGem

smoking, train, anal, fetish, big tits, blonde, babe
49:11 95%

BBC Vs. Tgirl In Chastity

1 month ago

AShemaleTube

blowjob, creampie, anal, interracial, redhead, big cock, BBC
03:45

Sissy in chastity melts her brain with a fuckmachine

1 month ago

AShemaleTube

chastity, amateur, sissy, crossdresser
03:14

Bimbo femboy cheerleader unlocks his lil manmeat

1 month ago

TrannyGem

chastity, teen (18+), cute, sissy, femboy, femdom
02:01

Cassie Trans Nubile in Innocence gets Buttfuck Beads

1 month ago

TrannyGem

chastity, sissy
03:22

Trans Chick Knotting Herself with Unusual Bedfellas Tyv

1 month ago

TrannyGem

nipples
11:07

Sissy Lucy Loced down in iron chastity and chains

1 month ago

ShemaleTaxi

latex, shemale, bondage, BDSM, crossdresser, taxi, sissy
02:20

Pent Up in a pinkish bathing suit and virginity cell

1 month ago

TrannyGem

cuckold, amateur, BBC, chastity, femboy, sissy
14:04

Railing my enormous STALLION dressed in my fantastic high high-heeled shoes

1 month ago

TrannyGem

shoes, sissy, boots, dogging, dildo
03:44

Punk chick pegging her urinating femboy bf in restroom (3 DIMENSIONAL porno toon)

1 month ago

TrannyGem

shemale and girl, pissing, goth, chastity
19:12

Trap in v-card box assfucking

1 month ago

TrannyGem

cute, dildo, blonde, skinny, sissy, chastity
03:28

Virginity Lollipop Nymph BBD

1 month ago

TrannyGem

masturbation, crossdresser, amateur
05:23

Lucy Essex CD - riding a glow in the dark alien node fake penis while locked in chastity

1 month ago

ShemaleTaxi

stockings
10:22

Cute Young Trans-Girl in Chastity Takes pony-fake penis - sloppy Anal

1 month ago

ShemaleTaxi

chastity, cute, solo
09:14

Cute Japanese shemale Mina cums in chastity like a good slut

1 month ago

AShemaleTube

japanese, chastity, cute
05:40

Maureennadh - Hijab Sissy Squirt While Anal Training Using Chastity Cage

1 month ago

$$ FapHouse

squirt, sissy, solo, arab, chastity, ladyboy
08:05

Sissy Oksana railing a monster fuck stick

1 month ago

TrannyGem

amateur, dildo, shemale
03:42

Femboy in black innocence box is toying with fuck stick

1 month ago

TrannyGem

amateur, sissy, chastity, cumshot
24:41

Virginity and permission to spunk

1 month ago

TrannyGem

amateur, BDSM, chastity, bondage
11:40

Encaged sissy April Diamond getting plowed by her fav fuck stick

1 month ago

TrannyGem

shemale, chastity, sissy, crossdresser, dildo
05:11

Latex TS sub chastity and anal sex

1 month ago

KeekAss

chastity, latex
07:52

Thong paradise three with virginity by luxurious cd millie!four more beautiful pairs!

1 month ago

TrannyGem

panties, sissy, chastity, thong
03:29

Have Fun Time with Some Playthings

1 month ago

TrannyGem

shemale, chastity, amateur
10:19

Lazzy demonstrates off her favourite harness and thumbs herself while encaged

1 month ago

TrannyGem

solo, chastity
15:39

Sissy April Diamond Daily humping day two

1 month ago

TrannyGem

hardcore, chastity, dildo
11:05

Trans chastity cuties tease With Toys

1 month ago

ShemaleMovie

anal, shemale
05:43

Trans Woman in Chastity Fucked Hard - Compilation 9

1 month ago

AShemaleTube

bareback, chastity, shemale
06:23

Sissy Blaire_18 locked in a chastity belt while dominatrix Nika teases his pouch with a wand

1 month ago

XXXVogue

BDSM, chastity
05:03

Spandex Female Dom Lora Cross uses purity slave for sounding unleash

1 month ago

TrannyGem

bondage, BDSM, sissy, chastity, latex, femdom
02:18

Stocking Purity Sissy gets Pegged Thru Torn Nylons with Massive Bad Dragon Strap On Dildo by Domme

1 month ago

TrannyGem

pantyhose, femdom, strapon, fetish, bondage, dildo, BDSM
02:29

Sissygasm in v-card

1 month ago

TrannyGem

shemale, chastity, hands free
05:10

Year Long Chastity Release Shemale Femdom Foot Worship Anal Pegging and Face Fucking

1 month ago

AShemaleTube

feet, chastity, femdom
09:55

Sissy bi-atch frolicking with her caboose

1 month ago

TrannyGem

russian
34:45

Trans in Chastity Fucked Raw - Compilation 9

1 month ago

$$ FapHouse

big cock, sissy, shemale, chastity
11:59 20%

Sissy femboy Paddedbunny strips out of a wet diaper and stains his cute undies while in a chastity cage

1 month ago

XXXVogue

pissing, cute, small cock, shemale, orgasm, crossdresser, strip
07:46

Sissy crossdresser Porchaets plays with fake cock and chastity cage

1 month ago

XXXVogue

crossdresser
20:31

Hot Trans Woman in Chastity Fucked and Sucking - Compilation 9

1 month ago

$$ FapHouse

compilation, chastity, amateur, shemale, ass, sissy
11:40

Sissy ravages herself with a faux-cock in a v-card belt using her spunk as a lube

1 month ago

TrannyGem

teen (18+), train, fetish, teen anal (18+), 18, blonde, babe
02:10

Training a new sissy slut in chastity she loved it

1 month ago

AShemaleTube

small cock, chastity, crossdresser, homemade, domination, sissy
28:17

Using My Chastity Cage and Belly Bulge with My Huge Toys

1 month ago

$$ FapHouse

anal, mature, amateur, solo, chastity, huge dildo
06:49

Pounding Sammi Smith Into Submission- Shes My Permanent Cock-Slave Now!

1 month ago

BeMyHole

amateur, sissy, chastity, femboy, shemale
20:06

Trans in Chastity Fucked Raw - Compilation 3

1 month ago

$$ FapHouse

compilation, heels, domination, sissy, chastity
26:54 88%

Bred 2 Serve - Ria Bentley, Dusti Bunni, Chastity Charli and Stacy Sadistic

1 month ago

AShemaleTube

small cock, shemale, uniform, crossdresser, ass to mouth, group, ass
17:45 71%

Locked Trap vs Large Fuck Stick - Sissy Trap

1 month ago

TrannyGem

teen (18+), teen anal (18+), orgasm, dildo, 18, ass, college
06:23 86%

Dad likes to wreck my pink hole in chastity

1 month ago

ShemaleTaxi

black, shemale, nylon, taxi, BBC, chastity, femboy
08:00 67%

Chastity Ts Vs Bbc 3

1 month ago

GetTranny

shemale, threesome, fetish, bondage, BDSM, BBC, chastity
05:19

Sissy destroyed ejaculation, Edging And Sounding firm Cock - Chastity Punishment

1 month ago

ShemaleTaxi

sissy, swallow, masturbation, chastity
02:09

Sissy femboy Riding BBC dildo in chastity

1 month ago

AShemaleTube

BBC, chastity, big cock, sissy
08:00

Chastity Ts Vs Bbc 3

1 month ago

xShemaleTube

chastity, BBC, interracial, threesome, BDSM, shemale
06:06

Chastity Michaels And Gabriel Dalessandro - Ebony Ts Girl Trades Assfucks

1 month ago

ShemaleZ

chastity, ebony
01:12

SissyJoyce in chastity fucks herself

1 month ago

AShemaleTube

chastity, sissy
05:32

HOTTEST Crossdresser Bailey Wilde in Chastity Banged Reverse Cowgirl

1 month ago

TrannyOne

shemale, chastity, crossdresser, amateur
19:11 80%

Extraordinary buttfuck dildo femdom pegging my chastity subs booty

1 month ago

ShemaleTaxi

femdom, strapon, huge dildo, dildo, husband, pegging, taxi
11:45

Sissygasm - Buttfuck with horse corset

1 month ago

TrannyGem

anal, chastity, sissy, leather
03:56

Purity Sissy Assfucking Teaching (Trans Solo)

1 month ago

TrannyGem

teen anal (18+), machine
08:06

Sissy Crossdresser - Trans Woman In Chastity Fucked Hard - Compilation 5

1 month ago

HClips

shemale, compilation, crossdresser
06:35

Emma Jerking Herself Railing Her Fuck Stick

1 month ago

TrannyGem

dildo, chastity, anal orgasm
10:11

Trap In Chastity Cage Anal 2

1 month ago

KeekAss

beauty, chastity, anal
09:15

More Locktober Frustrated Sissy Milking Jessica Bloom Chastity Slut

1 month ago

$$ FapHouse

amateur, sissy, chastity, milk
20:59 50%

White Sissy Virginity Instructing (Smash Machine)

1 month ago

TrannyGem

femdom, teen (18+), POV, instruction, fetish, teen anal (18+), bondage
06:14 82%

Sissy Cuck String-on Pegging with HEFTY Bad Dragon Opportunity by Domina Mercer

1 month ago

TrannyGem

femdom, strapon, huge dildo, fetish, bondage, cuckold, reality
29:51

30 mins no break fellate spitroast contest!

1 month ago

TrannyGem

stockings, anal, fetish, double anal, crossdresser, contest, gangbang
11:23

Sitting on my trans gfs face until I come while shes locked in unpreventable v-card

1 month ago

TrannyGem

mom, lesbian, MILF, orgasm, facesitting, girlfriend, small tits
20:08

Trans Woman in Chastity Fucked Hard - Compilation 2

1 month ago

$$ FapHouse

lingerie, amateur, big ass, chastity, sissy, shemale
07:21

Sissy in micro innocence cell with corset and wetlook harness

1 month ago

TrannyGem

chastity
08:57

Drill machine experience

1 month ago

TrannyGem

blonde, machine, femboy, sissy
06:49

Sissy Chastity Slut with BBC Dildo

1 month ago

AShemaleTube

chastity, solo, crossdresser
09:02

Sissy maid takes it up the ass and unloads in her chastity cage

1 month ago

XXXVogue

chastity, femboy, shemale, maid
12:03 71%

BBC Cumming All Over Locked Caged Chastity Trans Slut Sammi Smith

1 month ago

AShemaleTube

shemale, interracial, big cock, slut, BBC, sissy, chastity
08:06

Sissy Crossdresser - Trans Woman In Chastity Fucked Hard - Compilation 1

1 month ago

HClips

chastity, crossdresser, sissy, latex
06:20

Futa smashes femboy in v-card and spunk in his backside and on his back (3 DIMENSIONAL toon)

1 month ago

TrannyGem

shemale and girl, goth, cartoon, sissy, chastity
04:48 80%

My sissy caresses on my alpha masculine shoulders while he boinks me in purity

1 month ago

TrannyGem

shemale, chastity, crossdresser, sissy, amateur, missionary
02:31

Trans dame in virginity and torrid pinkish spandex boned moist and firm

1 month ago

TrannyGem

shemale, crossdresser
07:59

Bbc Vs Sissy In Chastity 2

1 month ago

GetTranny

BBC, chastity, sissy
04:59 73%

Chained Innocence Sissy Marionette takes Supah-Sized Faux-Cock and female dominance Spandex Going Knuckle Deep by Domina Mercer

1 month ago

TrannyGem

femdom, latex, huge dildo, fetish, fisting, bondage, gloves
21:43 86%

Nyxi Gets Anal From Tranny While Locked In Chastity

1 month ago

BeMyHole

missionary, shemale, chastity, domination
04:59 40%

Huge Bad Dragon Opportunity for Sissy Ass-Fuck Biotch Xxx Pegging with Strap Dildo by female domination Domme Mercer

1 month ago

TrannyGem

femdom, shemale, strapon, huge dildo, fetish, bondage, dildo
07:06

Sissy Maid in chastity Takes a enormous ass fucking Creampie For Her Job Interview

1 month ago

ShemaleTaxi

casting, maid, dildo, audition, toys, machine, sissy
07:00

Slow blow-job from Sissy CD in chastity

1 month ago

ShemaleMovie

amateur, crossdresser, cum in mouth, blowjob, sissy, chastity
10:05

Hot Blonde Trans Fucked While in Chastity

1 month ago

AShemaleTube

anal, sissy, femboy, amateur, chastity
06:40

Sissy Maid Instructing sissygasm

1 month ago

TrannyGem

amateur, instruction, orgasm, maid, crossdresser, anal orgasm, cosplay
07:54

Boink machine demolishes crossdressers donk at turbo speed

1 month ago

TrannyGem

amateur, machine, crossdresser
06:45

Trans woman gives Sissy a sensuous oral pleasure!

1 month ago

TrannyGem

amateur, crossdresser, sissy, chastity
02:07

Saucy sissy bimbo millie blasts in purity

1 month ago

TrannyGem

amateur
07:59 75%

Chastity Fuckdolls Reverse Gangbang Kaela Luna Thea Daze Luci Belle Meddle Blooms Chastity Char

1 month ago

xShemaleTube

interracial, gangbang, chastity, amateur, group, shemale
05:41

Sissy String-on Spitroast in Virginity Pegged by Wonderful female dom Couple by Domme Mercer

1 month ago

TrannyGem

femdom, strapon, threesome, couple, fetish, double anal, pegging
14:58 71%

Asian Sissy Chastity Anal Cumshot

1 month ago

$$ FapHouse

amateur, teen (18+), shemale, asian, teen anal (18+), ladyboy, solo
11:47

Locked Astolfo Crossdresser demolish his BUSSY

1 month ago

TrannyGem

ass, chastity, toys, 18, cosplay
04:32

TRANSSEXUAL Willow Hammerz - Innocence Locked Clitty

1 month ago

TrannyGem

18, sissy, femboy, chastity, shemale, slut
12:59

Sissy Crossdresser luvs bbc fake penis in Chastity

1 month ago

ShemaleMovie

BBC, anal, sissy, dildo, crossdresser
09:28

Bailey Wilde And Chisholm Of Boston In Hot Trans Fucked In Chastity

1 month ago

HClips

18, amateur, chastity
04:02

Sissy in innocence nails monstrous pecker attempting to get herself to spunk! SissySara70

1 month ago

TrannyGem

18, chastity, dildo, sissy, clit
08:00

Redhead Trans Girl Submits To A Bbc While In Chastity

1 month ago

PePorn

homemade, small cock, fetish, interracial, redhead, BBC, chastity
07:59

Chastity Compilation Trans And Sissy Girls Locked And Fucked

1 month ago

PePorn

shemale and girl, compilation, chastity, skinny
06:31

Chastity Slut Anal Orgasms Into Condom Sissy Milkshake With Jessica Bloom, Sissy Crossdresser And Sissy Jessica

1 month ago

HClips

orgasm, sissy, anal orgasm
19:19

Sissy Marcellas gets filled with faux cocks in a pop-shot chastity scene

1 month ago

XXXVogue

anal, fisting, sissy, chastity, dildo
03:51

Daniela Lei takes off the chastity device to reach orgasm

1 month ago

AShemaleTube

amateur, chastity
07:59

Sabina Steele Aj Fresh Chastity Angel Anal Creampie Bbc Dgs

2 months ago

xShemaleTube

creampie, BBC, chastity, anal, shemale
05:41

HOTTEST Crossdresser Bailey Wilde in chastity nailed switch sides Cowgirl

2 months ago

ShemaleTaxi

sissy, crossdresser, chastity
07:59

Bbc Vs Sissy In Chastity 2

2 months ago

xShemaleTube

sissy, BDSM, BBC, chastity, shemale
07:59

Chastity Teen 18+ Fucked By Her Stepdaddy

2 months ago

PePorn

small tits, shemale, chastity, 18, BDSM
04:42

Sex-Positive Nun Locks her Girlcock in V-Card Belt and Idolizes Stiffy with her Guy Fuckbox

2 months ago

TrannyGem

anal, sissy, masturbation, hands free, chastity, nun
02:33

Insatiable Femboy Urinating Underpants

2 months ago

TrannyGem

chastity, femboy, panties, pissing, skirt
19:14

Sandy-Haired Sissy Fellates Fake Penis and Self-Facial Cumshot on Web Cam

2 months ago

TrannyGem

18, femboy, chastity
10:03

Prodding buttfuck ass-plug in chastity having analgasms & sissygasms

2 months ago

ShemaleTaxi

sissy, chastity, stockings
08:00 75%

Hot Rough Shemale Threesome With Bbc - Chastity

2 months ago

xShemaleTube

BBC, amateur, chastity, threesome, group
05:47

PorchaeTS shoots a load in chastity from 11 & 12 inch Lovetoy faux-cocks.

2 months ago

ShemaleMovie

chastity, crossdresser

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