SHEMALE • CHASTITY 659 videos

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22:55

Cute asian shemale Mina cums in chastity while riding a huge fake penis

3 weeks ago

ShemaleMovie

chastity, riding, asian
25:22

Sissy slut in chastity takes it in the ass in numerous postures like a supreme trans cuck femboy slave should!

2 years ago

ShemaleTaxi

chastity, sissy
16:56

C ☢SexXRouLette and Chastity Cage on the Balcony. Ejacul 4min35 [¹aou²] VaneSsaBiTCHx

4 months ago

AShemaleTube

amateur, outdoor, chastity, shemale
27:03

Glad Twinksgiving Part two of trio

11 months ago

TrannyGem

dildo, panties, ass, small tits, gape, chastity
22:06

SISSY ATTEMPTS HOOK-UP MACHINE ON HER BUTTFUCK FUCK HOLE FOR THE VERY FIRST TIME.

1 year ago

TrannyGem

reality, sissy, chastity, femboy, boots
27:52

Sissy mega-bitch walk unedited

4 years ago

TrannyGem

public, chastity
22:38

Crimson Spandex girl Assfuck Have Fun Fuck Sticks, Butt-Plugs, Mayo, Coffee

1 month ago

TrannyGem

latex, doll, chastity
16:19

Tranny In Chastity Toys Ass And Cums

6 years ago

AShemaleTube

chastity, cum in ass
15:15 83%

Sissy in hog-tie, domme plays with electro-hitachi on innocence box

1 year ago

TrannyGem

femdom, bondage, BDSM, tied, electro, chastity
21:47

Shemale maid Mina cums in chastity while railing a immense dildo... Make me clean my own mess parent!

3 weeks ago

VideoSection

shemale, dildo, chastity
19:51

Sissy squirting in chastity cage

1 year ago

AShemaleTube

crossdresser, chastity
15:30

Blond Sissy Waits for Gang Hook-Up for Rock-Hard Backside Banging and Dual Rectal Sissy Purity Instructing

4 years ago

TrannyGem

train, instruction, husband, gangbang, chastity
27:08

Trans assfucking Of V-Card Sandy

5 years ago

TrannyGem

chastity
18:43

Debbie Heart The Chastity Device

14 years ago

AShemaleTube

chastity
24:52

Chastity Sandy likes dark penises

6 years ago

ShemaleZ

chastity
19:19

Horny Trans Mistress gives you POINT OF VIEW abjection. Virginity, Soles, Damsel Fuck-Stick, Spoken Degradation.

1 year ago

TrannyGem

mature, feet, femdom, smoking, POV, fetish, chastity
53:38

Batman Cosplay Parody With Bbc Batman Chastity Sissy Batgirl And Latex Hit Girl

2 years ago

ShemaleZ

latex, BBC, cosplay, chastity, interracial
47:08

Armbinder Tied To Chastity Cage Sissy Maid Self Bondage

3 years ago

ShemaleZ

latex, bondage, maid, tied, chastity
36:02

Crossdresser gets machine fucked with XXL Monster Dildos #2

1 year ago

xHamster

german, dildo, lingerie, crossdresser, monster, chastity
24:06

ыSissygasm from assfucking getting off in sissy breezy with closed joy button in chastity_sc.26

5 months ago

TrannyGem

cumshot, crossdresser, cum in ass, chastity
15:37

Sissy Slut Training

3 years ago

BeMyHole

stockings, train, fetish, toys, slut, chastity
23:43

Sissygasm Contest Day 1 - Sissy Trap Man Rails Faux-Cock

4 years ago

TrannyGem

train, prostate, massage, contest, chastity
19:24

Spandex Gimp Takes Plumb Machine

3 years ago

TrannyGem

feet, latex, rubber, doll, train, bondage, spandex
22:36

Trans Girl In Chastity Rides Dildo Ft. Animalauren

3 years ago

ShemaleZ

dildo, riding, chastity
33:06

Brianna Cums in Chastity

4 years ago

AShemaleTube

cum in mouth, chastity, crossdresser
21:32

Simone having some more Fun with her Toys - Home Video

7 years ago

TrannyGem

ass to mouth, vibrator, chastity
17:18

Sissy Increases her Bulls Eye with Tearing Up Machine

1 year ago

TrannyGem

amateur, sissy, machine, dildo, chastity
17:39

Chastity Guide : A review of all metal chastity cages!! - By Sissy Joyce

1 year ago

xHamster

chastity, sissy, fetish, toys
19:20

Sissy lad in purity boinking fake penises

4 years ago

TrannyGem

gape, chastity
21:44

Kinky Kigarumi Chastity

3 years ago

ShemaleZ

latex, chastity
1:02:09

Sissy Lucy Anal Training In Chastity With Huge Dildos And Getting Pegged By Lisa

2 years ago

ShemaleZ

mature anal, huge dildo, pegging, chastity, latex
34:42

Sissy Maid Chained To Bed In Chastity, Gagged And Leather Bondage Mitts Handcuffed On

3 years ago

ShemaleZ

gagging, bondage, maid, leather, chastity
24:31

Sissy In Chastity Caged Fuck Dildo

4 years ago

HClips

dildo, chastity
41:54

Sissy femboy in chastity cage ballbusts to hands free orgasm

1 year ago

xHamster

masturbation, chastity, BDSM
27:42

Training her ass for big thick cocks

3 years ago

xHamster

train, chastity
18:49

Plastic transgirl slut in virginity rails massive faux-cocks

4 years ago

TrannyGem

huge dildo, orgasm, whore, slut, chastity
46:39

Sissy Maid Self Bondage Armbinder Hogtied

4 years ago

xHamster

latex, bondage, maid, chastity
29:39

Solo joy jizzing on a shag machine

4 months ago

TrannyGem

puffy nipples, machine, solo, chastity, femboy
15:40

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

1 month ago

TrannyGem

cumshot, masturbation, shemale, chastity, pump, goth
15:58

Dressed up in fishnets panties and legging and my chastity cage

5 months ago

AShemaleTube

shemale, sissy, solo, panties, chastity
20:49

Sissy Maids Bed Bondage

4 years ago

xHamster

bondage, maid, chastity
18:33

Self Bondage in PVC Layers, Steel Chastity Belt and Large Dildo Locked

3 years ago

xHamster

latex, bondage, chastity
16:10

College Girl crossdresser despairingly attempts to jism having a v-card cell (jizm replay in slow-movability)

1 year ago

TrannyGem

chastity, cum in ass, crossdresser
21:36

Arms off Compete - Day 27

4 years ago

TrannyGem

squirt, teen anal (18+), socks, surprise, chastity
15:30

SisK lock up her tasty clitty and have fun with her sphincter

3 years ago

TrannyGem

shaving, vibrator, chastity
21:44

Kinky Kigarumi Chastity

11 months ago

JizzBunker

masturbation, lingerie, chastity, latex
18:34

Diamond chastity - motel joy

3 years ago

ShemaleTaxi

hotel, chastity
18:49

Plastic shemale slut in chastity rides huge dildos

1 year ago

XXXDan

strapon, huge dildo, orgasm, chastity
21:22

Sissy Maid Caught in Self Bondage

4 years ago

xHamster

couple, bondage, maid, caught, chastity
23:04

Sissy fuckslut gettting fucke excellent and nutting in chasity

3 years ago

TrannyGem

fat, train, chastity
23:15

Sissy Hope showing her boipussi and new tattoo

3 years ago

xHamster

mexican, chastity
21:18

Armbinder Hogtie in PVC catsuit and Steel Chastity Belt

3 years ago

xHamster

latex, bondage, maid, chastity
37:08

Sissy Maid Self Bondage Gas Mask Armbinder in Chastity and Ballet Boots

2 years ago

xHamster

bondage, boots, maid, BDSM, chastity, mask
35:21

Lizz_ss25 Slut vision anal steam

2 years ago

xHamster

chastity
27:31

Self Suspension Bondage - Sissy Maid

1 year ago

xHamster

latex, chastity, crossdresser, sissy, bondage
19:27

Suspension Self Bondage Sissy Maid in Chastity, Gagged and Blindfolded

3 years ago

xHamster

latex, gagging, bondage, maid, chastity
17:37

I want to be the one who takes your ladyboy chastity

5 years ago

TrannyGem

chastity
26:38

Biotch edged, encaged, and opened up

8 months ago

TrannyGem

shemale, chastity
15:26

Sissy Maid Cums in Chastity and in Bondage and Swallows Her Sissy Cum

11 months ago

xHamster

sissy, crossdresser, hands free, bondage, chastity, swallow
27:05

Sissy latexdoll is wearing chastity

4 years ago

xHamster

rubber, JOI, chastity
17:20

Dirty slut

3 years ago

xHamster

french, hooker, slut, chastity
17:37

Day five in innocence - Edging my love button while plugged and go back to cell sans jizm

4 years ago

TrannyGem

heels, chastity
19:14

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

2 months ago

TrannyGem

18, femboy, chastity
16:45

Ultimate Innocence SISSYGASM COMPILATION - Premature Wrecked Climax Bevy July 2024

10 months ago

TrannyGem

facial, cumshot compilation, chastity, orgasm compilation
20:59 43%

White Sissy Virginity Instructing (Smash Machine)

2 months ago

TrannyGem

femdom, teen (18+), POV, instruction, fetish, teen anal (18+), bondage
19:12

Trap in purity cell buttfuck

4 years ago

TrannyGem

chastity
18:59

Plastic t-girl super-bitch in chastity rides gigantic dildos

5 years ago

VideoSection

chastity, amateur
25:03

Puppy Length Teaching

1 year ago

TrannyGem

big ass, BDSM, chastity
17:16

Pink sissy has multiple sissygasms in chastity.

6 years ago

ShemaleZ

chastity
19:31

Slim sissy in chastity fucks her smooth ass.

4 years ago

xHamster

ass, JOI, chastity
20:08

Trans Woman in Chastity Fucked Hard - Compilation 8

2 months ago

$$ FapHouse

big ass, domination, big cock, shemale, chastity
21:29

Encaged Femboy Opens Up her Edible Booty

5 years ago

TrannyGem

teen anal (18+), gape, chastity, dildo
17:26

Amateur Sissy Cock Pleasuring

3 years ago

BeMyHole

jerking, toys, slut, skirt, chastity
15:39

Sissy Oksana is locked in chastity and wants to have anal.

1 year ago

JizzBunker

crossdresser, sissy, chastity
22:25

Mistress Gives Me Cages Key To Cum As A Woman After 6 Days On Chastity

2 years ago

HClips

femdom, chastity
19:31

Sissy Maids Self bondage Armbinder, gagged and blindfolded in Chastity and Ballet Boots

3 years ago

ShemaleMovie

latex, gagging, bondage, boots, maid, chastity
28:19

Pink sissy rides again. Sissygasm in chastity like a good gurl

6 years ago

ShemaleZ

chastity
16:26

Chaste Spandex Sissy Student

4 years ago

TrannyGem

latex, rubber, student, spandex, chastity
29:13 75%

Black BlackTGirlsHardcore - Chastity Kane

3 years ago

BeMyHole

ebony, pantyhose, black, boots, tattoo, chastity
15:07

Encaged Trap Railing Faux-Cock And Stimulating Cell To Ejaculation 4K

4 years ago

TrannyGem

pissing, panties, wet, socks, skirt, chastity
17:28

Skyler Storm Fuck-Fest Machine with Inverted Purity Box

1 year ago

TrannyGem

crossdresser, small cock, shemale, chastity
16:33

Stranger controlls my machine

2 years ago

xHamster

machine, stranger, chastity, BDSM
23:46

Sissy Hope, the naughty slut & her new cam

2 years ago

xHamster

tattoo, mexican, slut, chastity
21:58

Sissygasm Compete Day two - Femboy in V-Card Railing Fuck Stick

4 years ago

TrannyGem

chastity
21:54

Sissy Cd Riding Bbc Dildos Chastity Cum

3 years ago

Upornia

chastity
28:27

Sissy Maid Strict Hogtie In Steel Chastity And Armbinder

2 years ago

Upornia

maid, chastity
15:57

Crossdresser gets machine fucked with XXL Monster Dildos #11

1 year ago

xHamster

shemale, sissy, crossdresser, chastity, anal
28:44

Exposed Cd Sissy Katie Does Live Show In Chastity Cage

2 years ago

ShemaleZ

chastity
23:54

Sissy Chastity 10/12/2022 Transgender Slave Obedience Lock Up Metal Cage

3 years ago

ShemaleZ

chastity, sissy
16:35

Trap in permanent innocence and utterly exhilarated - flick 002

2 years ago

TrannyGem

chastity
17:28

Sissy Maid Cuffed to Bed in Chastity and Electro pads Self Bondage

3 years ago

xHamster

latex, huge dildo, bondage, maid, electro, chastity
16:12

CD Sissy Trans Maschine Fucked Ass Pig Whore Chastity

3 years ago

xHamster

whore, chastity
15:39

Sissy Oksana is closed in chastity and wants to have an anal

3 years ago

xHamster

chastity
18:15

PorchaeTS pounds pussy with huge dildos and cums hard.

2 years ago

xHamster

huge dildo, chastity
16:31

Sissy anal invasion teaching in purity box

4 years ago

TrannyGem

train, teen anal (18+), 18, heels, chastity
16:02

Ezzyforever Ruins Her Ass And Cums In Chastity

4 years ago

Upornia

fetish, chastity, cum in ass
28:27

Sissy Maid Strict Hogtie in Steel Chastity and Armbinder

3 years ago

xHamster

latex, bondage, maid, chastity
18:09

Mega-Bitch walk highlights

4 years ago

TrannyGem

public, slut, chastity
38:33

Sissy Maids Bathroom Bondage

4 years ago

xHamster

latex, bondage, maid, bathroom, chastity
21:55

Sissy In V-Card Get Bred By Yam-Sized Fake Penis

4 years ago

TrannyGem

train, penis, chastity
25:19

TRANSSEXUAL Kaitlin Nyx Solo Sesh

1 year ago

TrannyGem

stockings, amateur, chastity
18:59

Plastic ladyboy whore in chastity rides yam-sized fuck sticks

1 year ago

ShemaleMovie

small cock, huge dildo, crossdresser, mask, chastity, dildo
26:40

Slutty Trap Girl Really Loves Her Dildos And Chastity

11 months ago

HClips

chastity, amateur
15:29

Self bdsm sissyspb pumping chastity

4 years ago

xHamster

russian, pump, chastity
30:13

Sissy Maids Self Bondage Fiddle and Ballet Boots

3 years ago

xHamster

bondage, boots, maid, chastity
18:49

Plastic Tranny Fuckslut in Purity Rails Large Fuck Sticks

4 years ago

TrannyGem

doll, huge dildo, dildo, mask, chastity
22:41

Arse Ruined - Screwing Machine

11 months ago

TrannyGem

french, dildo, BDSM, machine, chastity
24:39

Sissy Luxiana In Chastity Cage And Dildo

2 years ago

ShemaleZ

dildo, chastity
25:45

Holys Trippy Quad of 20+ orgasms during webcam - pillow humping with legs & feet focus

1 year ago

xHamster

pantyhose, shemale, sissy, chastity, romantic
18:54

Kinky Trans Domme Gives You Pov Humiliation. Chastity Feet Girl Dick Verbal Degradation

1 year ago

HClips

feet, amateur, chastity
23:39

Sissy Oksana assfucking instructing with different fuck sticks and a bottle_sc.75

8 months ago

TrannyGem

riding, instruction, chastity, anal orgasm, dildo, crossdresser
19:13

Maid guy plays with Fleshlight after a week in chastity

3 years ago

ShemaleTaxi

maid, fleshlight, chastity
39:47

Just a sissy slut in chastity with hur toys

9 months ago

AShemaleTube

shemale, chastity
39:38

Sissy cums in khd x3 espresso chastity cage fucks BBC with her anal cunt

6 years ago

HClips

BBC, chastity
21:30

Sissy Fisting Ass Hard In Chastity

2 years ago

ShemaleZ

fisting, chastity, sissy
15:34

Taking my biggest dildos with my new small chastity cage on

6 years ago

ShemaleZ

chastity
23:29

Crossdresser restrain bondage, e-stim innocence box & ass-plug, quaking climax

4 years ago

TrannyGem

prostate, bondage, boots, leather, chastity
25:47

Self Bondage in PVC Catsuit,Boots, Bra and Panties locked in chastity gagged

2 years ago

xHamster

gagging, bondage, boots, panties, chastity
19:11

Latex Slave Takes Fuck Machine

3 years ago

BeMyHole

feet, latex, fetish, bondage, boots, BDSM, jerking
21:30

Sissy Daily Basics: Some ass-fuck joy in innocence

3 years ago

TrannyGem

train, slut, skirt, gape, chastity

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