SHEMALE • CHASTITY 4,365 videos

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05:21 63%

Extraordinary sissy assfuck destruction compilation with going knuckle deep and large fucktoys

6 months ago

TrannyGem

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10:05

Purity Keyholding Queen

6 months ago

TrannyGem

domination, chastity, femdom
02:05

[SISSY] I got bare in the park in the daytime

6 months ago

TrannyGem

public, outdoor, japanese, piercing, sissy, chastity
12:06

PUNY TEENAGER SISSY CROSSDRESSER GAPES BUTT AND PLAYS WITH JIZZ 4k

6 months ago

TrannyGem

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04:50

Femboy Massager Plugplay and Finger-Banging in Purity

6 months ago

TrannyGem

chastity
03:41

Shiny Oiled-Up Trans Babe Takes Huge BBC Dildo in Chastity Cage and Pigtails

6 months ago

AShemaleTube

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11:57

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6 months ago

$$ FapHouse

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11:01 83%

Trans Chastity Beauties Tease With Toys

6 months ago

AShemaleTube

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08:54

Heterosexual Jacket Restrain Bondage - Sissy Maid

6 months ago

TrannyGem

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02:47

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6 months ago

TrannyGem

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29:39

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6 months ago

TrannyGem

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09:03

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6 months ago

AShemaleTube

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15:04

Cute Femboy in Chastity Cumshot

6 months ago

$$ FapHouse

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11:30 95%

BBC and Trans chastity sub

6 months ago

AShemaleTube

chastity, BBC, big cock, ladyboy
12:48

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6 months ago

$$ FapHouse

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07:02

You have to wear this chastity instrument for a very lengthy time

6 months ago

ShemaleMovie

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09:41

Dawn Tries To Rail and Game

6 months ago

TrannyGem

game, sissy, chastity
05:34

You glance fine in your chastity contraption

6 months ago

ShemaleMovie

chastity
02:15 71%

Tied to the BIG BLACK COCK breeding simulator [recommended training]

6 months ago

TrannyGem

train, prostate, teen anal (18+), orgasm, bondage, 18, tied
10:40 87%

Watch mystery cuties video

6 months ago

PornHat

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32:59 77%

Virginity Fuckdolls reverse Gangbang Kaela Luna Thea Daze Luci Belle Meddle blooms Chastity

6 months ago

ShemaleTaxi

chastity, shemale, orgy, group, gangbang
09:16 85%

Together In A Life Of Chastity

6 months ago

BeMyHole

solo, chastity
10:59

Sissy Femboy Opens her Bootie for the Nailing Machine

6 months ago

TrannyGem

amateur, sissy, femboy, machine
03:58

White Femboy Ejaculates HandsFree In Cell Love Glove - 60 Sec Destroyed Climax

6 months ago

TrannyGem

cute, chastity
02:08

Sissy demonstrating off box and spanking donk

6 months ago

TrannyGem

chastity, sissy, BDSM
10:43

Trans Women Use Dildo, Butt Plug, Vibrator, Chastity 11 Min With Kelsey Masters And Bailey Wilde

6 months ago

HClips

vibrator, chastity
13:59 66%

Asian Sissy Mastubate in Chastity and Cum

6 months ago

$$ FapHouse

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06:10 60%

Chastity sub fucked hard by TS

6 months ago

AShemaleTube

shemale, chastity, ladyboy
16:14

Lizzy Yum - Welcome home Lizzy- bdsm woman chastity post op puss masturbation orgasm

6 months ago

ShemaleMovie

orgasm, chastity, shemale, post op
05:06 84%

Spunking after a week in virginity

6 months ago

TrannyGem

homemade, teen (18+), POV, fetish, teen anal (18+), crossdresser, 18
10:56

Asian Sissy Anal Deepthroat in Chastity

6 months ago

$$ FapHouse

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08:30

女装アナニーストッキングがびちゃびちゃになるほど潮吹きしちゃう淫乱男の娘/// part2 (貞操帯+ピストンマシン)

6 months ago

TrannyGem

asian, pissing, chastity, japanese
02:30

女装アナニー淫乱男の娘がディルドアナニーでとろっとメスイキ///

6 months ago

TrannyGem

asian, japanese, pissing
05:58

Sissy College Girl Plaything

6 months ago

TrannyGem

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02:54

Switch Roles Cowgirl On Her Faux-Cock Till She Spunks

6 months ago

TrannyGem

chastity, anal orgasm
13:21

Sissy Biotch Oksana_striptease for the Possessor

6 months ago

TrannyGem

chastity, shemale, 3D, sissy
12:12

SISSY LATEXDOLL GETTING OFF #1

6 months ago

TrannyGem

rubber, fetish
07:10 67%

Butt Plug and Chastity

6 months ago

AShemaleTube

stockings, fetish, lingerie, crossdresser, sissy, chastity
05:43

Latex Sissy Lucy Locked In chastity and Dildo boinked To SissyGasms

6 months ago

ShemaleMovie

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14:44 20%

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6 months ago

ShemaleMovie

shemale, sissy, crossdresser, chastity
02:09

Locktober Day 22: The Brilliant Accessory

6 months ago

TrannyGem

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08:31

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6 months ago

ShemaleMovie

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02:10 67%

Enslaved Woman In V-Card Ejaculates So Rigid And Rapid

6 months ago

TrannyGem

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05:35 75%

Sissy cow rails on huge purple fuck stick

6 months ago

TrannyGem

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12:34

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6 months ago

TrannyGem

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24:06

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6 months ago

TrannyGem

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10:29

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6 months ago

TrannyGem

milk, hands free, prostate
24:18

Sissy purity 10/12/2022 Transgender gimp submission lock up iron cell

6 months ago

TrannyGem

sissy, chastity, old and young (18+)
12:56

Trans Female Takes BIG BLACK COCK From Boink Machine ROCK HARD!!!! Encaged Boner Jism!!!!

6 months ago

TrannyGem

black, BBC, chastity, pissing, machine
23:38 82%

Luci Chastity Beauties Tease With Toys With Belle Trans, Rachael Belle And Luci Belle

6 months ago

ShemaleZ

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08:58

Trans chastity sub is extracted and taunted part 2

6 months ago

ShemaleMovie

chastity, sissy, footjob, handjob
10:09 80%

Natalie Mars Passionate Sex Scene With Owen Gray

6 months ago

BeMyHole

kissing, shemale, POV, dogging, tattoo, ass licking, domination
05:54

Fucked a BBC dildo until I cum in my chastity cage

6 months ago

AShemaleTube

mature, shemale, mature anal, crossdresser, BBC, sissy, chastity
02:37

Biotch in Innocence Leaks Jizz from a Fuck Stick in Her Caboose

6 months ago

TrannyGem

femboy, crossdresser, chastity, sissy, panties
03:46

Sissy Pumps Out Her V-Card Dick with Wand

6 months ago

TrannyGem

small cock, crossdresser, femboy, shemale, panties
03:53 50%

Encaged Faux-Cock Sissygasm - sixty-nine Subscribers THANK YOU! :P

6 months ago

TrannyGem

fetish, dildo, crossdresser, panties, mask, small tits, sissy
12:37

Sissy buttfuck instructing and sissygasm in chastity_sc.ten

6 months ago

TrannyGem

sissy, instruction
07:43

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6 months ago

TrannyGem

train, crossdresser
13:34

Sissy ass fucking getting off with immense vegetables with clittie closed in chastity_sc.12

6 months ago

TrannyGem

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12:41

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6 months ago

TrannyGem

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07:21

Slutty unshaved twink big Anal Gape and Anal Destruction in chastity cage

6 months ago

ShemaleMovie

femboy, crossdresser, dildo, sissy
11:06

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6 months ago

TrannyGem

cum in ass, anal orgasm
13:48 83%

TRANSSEXUAL Hucow Sissy in Innocence Magic Wand Ejaculation - FOOLISH Tramp Makes a CUMMY FILTH in Her Box!

6 months ago

TrannyGem

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10:33

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6 months ago

TrannyGem

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12:07

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6 months ago

TrannyGem

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10:45

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6 months ago

TrannyGem

anal
12:30

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6 months ago

TrannyGem

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10:58

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6 months ago

TrannyGem

anal, orgasm
10:44

Locktober Day 15: Some Overwatch Grace Healslutting

6 months ago

TrannyGem

masturbation, amateur, chastity
26:35

Denial and Wreck

6 months ago

TrannyGem

cute, POV, prostate, panties, ass, small tits, chastity
23:31

Emo femboy railing anime porn in cell failed Locktober w jizz shot

6 months ago

TrannyGem

amateur, femboy, shemale, dildo, chastity, anime
02:54

Sissy Femboy - Assfuck Gigantic Fake Penis - internal ejaculation - sissygasm - sissy ejaculation - forearms free-for-all jizz - Utter 1

6 months ago

TrannyGem

big cock, chastity
02:34

Locktober

6 months ago

TrannyGem

POV
20:26

Perma-V-Card and Soft Instructing.

6 months ago

TrannyGem

small cock, dildo, instruction, insertion
03:56

Sissy maid rails big black cock fake penis

6 months ago

TrannyGem

black, femboy, chastity, sissy, maid, BBC
25:03

Femboy Danni has joy with ass buttplugs in CB explosion

6 months ago

TrannyGem

anal, femboy, small tits, chastity, masturbation
08:45 57%

Innocence Trap wit ULTRA-CUTE TAINT eat & fondle SUPER HOT AI lady

6 months ago

TrannyGem

cute, femdom, fetish, facesitting, crossdresser, 18, babe
02:37 57%

AB093 Camera Operator feminized drizzling-pegging (Asian and English subtitles)

6 months ago

TrannyGem

pissing, handjob, feet, pantyhose, femdom, strapon, squirt
06:44

Sissy in vapid purity box railing a see-through pony fake penis

6 months ago

TrannyGem

train, dildo, crossdresser, riding, penis, sissy, chastity
04:09

Sissy finishes off in plane virginity box after being boinked by her machine

6 months ago

TrannyGem

amateur, dildo
07:04

Rosy sissy sonya wears sleep mask mask and innocence using fake penis for sissygasm

6 months ago

TrannyGem

amateur, sleeping
13:46

Rosy sissy sonya in innocence toying with hefty rump speculum

6 months ago

TrannyGem

amateur, skirt
03:22

Assfucking faux-cock virginity Gape

6 months ago

TrannyGem

amateur
03:45

Ash-Blonde Sissy Slutted Out By BIG BLACK COCK

6 months ago

TrannyGem

amateur, BBC, chastity, femboy
07:15

Sissy Maid jizzing in chastity During Self bondage

6 months ago

ShemaleMovie

amateur, chastity, crossdresser, dildo, bondage
06:06

Ebony TS Babe Chastity Michaels Does Anal With A M

6 months ago

TrannyOne

shemale, ebony
02:21

BIG BLACK COCK Shag Machine - Stage 1: Steaming up

6 months ago

TrannyGem

black, creampie, train, prostate, japanese, machine, BBC
25:15 60%

Man attempts to get delight while he is locked in a v-card box. Compilation

6 months ago

TrannyGem

handjob, mature, mature anal, prostate, hairy, milk, compilation
06:52

She Couldnt Stop It In Time

6 months ago

TrannyGem

hands free, sissy, squirt
17:10

Sissy Bitch Schlong Railing, and the Fucktoys Keep Getting Bigger✌️✌️✌️!

6 months ago

TrannyGem

femboy, shemale and girl, chastity, penis, riding, sissy
12:26

Slutty Trans Bunny Lilith Eclipse plumbs Herself With Carrots In chastity butt To Mouth

7 months ago

ShemaleMovie

fisting, dildo, piercing, 18, ass to mouth, babe, socks
07:25

Do you like your sissy plugged and testicle tonic packed?

7 months ago

TrannyGem

amateur, sissy, chastity, fetish, bondage, machine
09:51 90%

Arse ass-plug and v-card encaged sissy (treadmill self restrain bondage gone wrong)

7 months ago

TrannyGem

feet, amateur, bondage, chastity, gagging
02:41 50%

AB112 Maid human toy instructing - splooging,jizz flow (Asian and English subtitles)

7 months ago

TrannyGem

pantyhose, femdom, strapon, train, squirt, instruction, bondage
03:24

I faux-cock myself with a stimulating and ravaging fucktoy

7 months ago

TrannyGem

shemale and girl, french, dildo, chastity, machine, solo
17:34

Voice teaching her with a spanking paddle and my immense cord

7 months ago

TrannyGem

cute, strapon, lesbian, anal, big ass, MILF, bondage
05:40

Do you wanna buttplug this slot?

7 months ago

TrannyGem

amateur, asian
07:21

I Get Wild when i use Virginity cell.

7 months ago

TrannyGem

crossdresser, BBW, chubby, chastity, small cock, ebony
07:34

Sissy superslut switches 2 v-card cages and 2 dildos— one should be smaller and the other thicker

7 months ago

TrannyGem

amateur, cute, dildo, chastity
12:21

Encaged Davine blasting on a immense plaything

7 months ago

TrannyGem

crossdresser, chastity, bondage
10:02

Buttfuck jism sissy instructing

7 months ago

TrannyGem

creampie, instruction, fisting, latina, insertion, machine, slut
06:24

Daddy Loves to Wreck My Asshole in Chastity

7 months ago

$$ FapHouse

BBC, creampie, chastity, big cock, asshole, colombian
11:55

Trans super-bitch in Chastity Fucks Her faux-cock to ejaculation

7 months ago

ShemaleMovie

anal, dildo, sissy, chastity
13:58

I will put you in virtual innocence Trans Jerk Off Instructions

7 months ago

TrannyGem

sissy, dirty talk, chastity, JOI, instruction
10:12

Japanese maid frolicking solo part2

7 months ago

TrannyGem

sissy, crossdresser, japanese, femboy, chastity
03:18

Providing Her Another Gam Jiggling Climax

7 months ago

TrannyGem

dildo, hands free, chastity, masturbation, machine
18:03 67%

Caged Sissy Loves BIG BLACK COCK - Big knob

7 months ago

XoZilla

homemade, black, creampie, fetish, interracial, BBC, sissy
12:13

Chastity biotch donk to mouth training

7 months ago

ShemaleMovie

ass to mouth
09:47

Fucking Machine Anal Orgasms Chastity Foot Slut Jessica Bloom

7 months ago

BeMyHole

feet, fetish, orgasm, babe, machine, sissy, anal orgasm
04:44 82%

Asian Sissy Chastity and Pantyhose Outside

7 months ago

$$ FapHouse

pantyhose, public, shemale, asian, cumshot, skinny, sissy
04:17

Sissy Maid Ass-Plugs Her Butt Before Poking A Fake Penis And Nutting In Her Underpants.

7 months ago

TrannyGem

sissy, crossdresser, chastity, cosplay, femboy
05:11

Sissy Gimp Femme Sandy abases herself with butt to facehole and Nip have fun

7 months ago

TrannyGem

dildo, cuckold, crossdresser, nipples, ass to mouth, riding, slut
04:04

AB078 圣诞企划-我的奴隶工程师-贞操锁强取和画筐绳缚

7 months ago

TrannyGem

femdom, fetish, bondage, japanese, chinese, nylon, chastity
07:28

Millie attempting on undies in innocence for you!

7 months ago

TrannyGem

amateur, public, chastity, panties
14:55

транс играет со своим запертым членом игрушками и нежно кончает

7 months ago

TrannyGem

shemale and girl, chastity
05:29

Sissy in a blue bathing suit and blue chastity toying her hole with a double dildo until nutting a plenty of

7 months ago

ShemaleMovie

sissy, chastity, solo, orgasm
15:58

Dressed up in fishnets panties and legging and my chastity cage

7 months ago

AShemaleTube

shemale, sissy, solo, panties, chastity
01:10

Sissy Anna in chastity sucking Daddy‘s dick

7 months ago

AShemaleTube

shemale, sissy, femboy, chastity, amateur
21:37 60%

She inspires me to be more a sissy cock cum chastity slut

7 months ago

AShemaleTube

fetish, sissy, shemale, solo, small cock, chastity
09:30

Fresh satin underpants attempt on from millie wuvs and smooches!

7 months ago

TrannyGem

reality, chastity

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