TRANNY • CHASTITY 295 videos

Popular Latest Top rated

23:38 71%

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

2 weeks ago

ShemaleZ

chastity, shemale, stockings, lingerie
52:59

Lizzy Yum In April 2023-welcome Home Lizzy-bdsm Female Chastity Post Op Pussy Masturbation

2 months ago

HClips

BDSM, shemale, solo, chastity, post op
21:45 60%

Flat Chastity Sissy

4 months ago

xHamster

squirt, dildo, sissy, chastity
22:08 90%

Trans Chastity Slut Gets Leashed & Used By Stud - Dusti Bunni And Andre Stone

5 months ago

HClips

amateur, POV, tattoo, blonde, slut, chastity
18:54 73%

Dominant big cock TGirl Lucy bareback fucking her chastity sub

5 months ago

xHamster

mature, shemale, mature anal, big tits, big cock, domination
16:20

Slutty Trap Girl Really Enjoys Her Dildos And Chastity 5/5

6 months ago

HClips

solo
15:26

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

6 months ago

xHamster

sissy, crossdresser, hands free, bondage, chastity, swallow
26:40

Slutty Trap Girl Really Loves Her Dildos And Chastity

6 months ago

HClips

chastity, amateur
18:48

Cute Femboy Fucks Big Cock In Chastity Cage And Cums Hot

6 months ago

HClips

shemale, solo, chastity, femboy
24:20

Slutty Trap Girl Really Enjoys Her Dildos And Chastity 4/5

6 months ago

HClips

toys, amateur
22:10 72%

Slutty Trap Girl Really Enjoys Her Dildos And Chastity 2/5

6 months ago

HClips

chastity, shemale, amateur, dildo, shemale and girl, solo
31:40

Sissy Maid Rides Her Sex Doll and Gets Chained Onto It

6 months ago

xHamster

riding, sissy, chastity, solo, crossdresser, maid
29:09

Trans Maid In Chastity Fucks Her Dildoes

6 months ago

HClips

chastity, dildo
18:35 48%

Sissy Maid Gets Dressed, Cuffed and Locked and Rides Her Doll

7 months ago

xHamster

mature, blowjob, maid, uniform, crossdresser, riding, dress
54:08

Chastity Cage - Pandora Melanie

7 months ago

ShemaleZ

creampie, anal, threesome, brazil, BDSM, tattoo, double anal
32:59

Sissy in red lingerie locked onto her dildo stand with big black dildo

8 months ago

xHamster

black, small cock, fetish, bondage, dildo, sissy, chastity
15:36

Submissive With Chastity Cage Makes Femdom Squirt With Erica Cherry And Queenie Sateen

10 months ago

ShemaleZ

chastity, femdom, squirt, shemale, lingerie
15:07

Erica Cherry And Queenie Sateen In Submissive With Chastity Cage Makes Femdom Squirt A

10 months ago

ShemaleZ

blonde, femdom, chastity, shemale, squirt
15:36

TRANSFIXED - Submissive With Chastity Cage Erica Cherry Makes Femdom Queenie Sateen SQUIRT A LOT

11 months ago

PornHub

bareback, shemale and girl, shemale, big cock, chastity, squirt
15:39

Sissy playing with dildo until cumming

11 months ago

xHamster

dildo, solo, crossdresser, sissy, chastity, finnish
2:00:13 54%

Black Tranny Jizz Jam (Full Movie)

12 months ago

xHamster

shemale, black, big cock, full movie, blowjob, 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
21:39

Chastity Sub Sprays Ruined Orgasm Everywhere

1 year ago

HClips

amateur, orgasm, shemale, chastity, fetish
25:00 25%

Black Tranny Jizz Jam - Episode 1

1 year ago

xHamster

black, big cock, shemale, chastity
17:39

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

1 year ago

xHamster

chastity, sissy, fetish, toys
17:37

Chastity guide : A review of all metal chastity cages by sissy joyce

1 year ago

PornHub

sissy, amateur, chastity, shemale
21:19

Twin Game

1 year ago

xHamster

handjob, crossdresser, compilation, chastity
22:03

Chastity Sub Sprays Ruined Orgasm Everywhere

1 year ago

PornHub

amateur, feet, POV, fetish, cumshot, chastity
16:14

Crossdresser gets machine fucked with XXL Monster Dildos #9

1 year ago

xHamster

german, crossdresser, machine, skinny, chastity, femboy
24:42

Crossdresser gets machine fucked with XXL Monster Dildos #5

1 year ago

xHamster

german, dildo, crossdresser, hardcore, chastity
15:57

Crossdresser gets machine fucked with XXL Monster Dildos #11

1 year ago

xHamster

shemale, sissy, crossdresser, chastity, anal
18:52

Sissy Hope great, hot and private compilation moments.

1 year ago

xHamster

small cock, latina, compilation, big cock, mexican, sissy, chastity
36:02

Crossdresser gets machine fucked with XXL Monster Dildos #2

1 year ago

xHamster

german, dildo, lingerie, crossdresser, monster, chastity
22:21

Smokin hot trans chick has anal orgasm while in chastity

1 year ago

PornHub

amateur, anal orgasm, chastity, masturbation
18:54

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

1 year ago

HClips

feet, amateur, chastity
27:31

Self Suspension Bondage - Sissy Maid

1 year ago

xHamster

latex, chastity, crossdresser, sissy, bondage
41:54

Sissy femboy in chastity cage ballbusts to hands free orgasm

1 year ago

xHamster

masturbation, chastity, BDSM
22:39

Sissy in chastity pushing bananas in and out of her boipussy

1 year ago

xHamster

pantyhose, stockings, mexican, asshole, chastity
16:06

Schoolgirl 18+ Crossdresser Desperately Tries To Cum Having A Chastity Cage (cum Replay In Slow-motion)

1 year ago

Upornia

18, chastity, crossdresser
27:59

Sissy Maids Self Suspension Bondage in Chastity

1 year ago

xHamster

maid, bondage, BDSM, sissy
33:59

Trans Latex Hands Free Cum Chastity Fuck Piss Drinkung

1 year ago

ShemaleZ

shemale, hands free, chastity, latex
33:20

Trans Latex Hands Free Cum Piss Drinking Chastity Fuck Xxxsamanthaphd

1 year ago

ShemaleZ

shemale, pissing, chastity, latex
25:15

Francis Malice Sissy Dream 1

1 year ago

xHamster

big tits, shemale, german, solo, crossdresser
15:30

Glass Shower Door Dildo Fuck by Sissy Mindy

1 year ago

xHamster

crossdresser, sissy, shower, glasses
25:04

Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged

1 year ago

xHamster

bondage, BDSM, sissy, chastity, dildo
19:03 87%

Sexy TS Kitty Lucia Maya LEAKS CUM in Chastity While FUCKING HER ASS Then Unlocks Cage & CUMS HARD

1 year ago

xHamster

beauty, big ass, dildo, cumshot, big cock, chastity, cum in ass
16:11

Schoolgirl crossdresser desperately tries to cum having a chastity cage (cum replay in slow-motion)

1 year ago

xHamster

riding, mexican, chastity
16:37

Guy Jerks Off With Trans Woman In Chastity 17 Min With Kelsey Masters

1 year ago

ShemaleZ

chastity, amateur
16:05

Chastity Orgasm by Sissy Mindy

1 year ago

xHamster

chastity
29:14 90%

Shemale Sub In Chastity Takes Bbc And Gets Cum Filled

1 year ago

ShemaleZ

amateur, interracial, lingerie, bareback, BBC, sissy, chastity
17:08

Caged Sissy Slut Rides BBC Dildo Sex Toy

1 year ago

xHamster

dildo, BBC, chastity
24:04

Lizz_ss25 changed sissy play

1 year ago

xHamster

chastity
29:14 91%

Tiffany Doll - Sissy Schoolgirl In Chastity Bred Wit

1 year ago

ShemaleZ

stockings, teen (18+), creampie, interracial, uniform, sissy, chastity
25:26

Made My Chastity Cage Sissy Transgender Femboy To Cum In My Mouth!

1 year ago

ShemaleZ

POV, ladyboy, shemale and girl, cum in mouth, chastity, femboy
21:51

Teen tranny fuck her ass with big dildo

1 year ago

xHamster

dildo, chastity, femboy, sissy
15:20

SisK plug and play her anal with a purple vibrator under her white skirt.

1 year ago

xHamster

stockings, thai, masturbation, skirt, chastity, femboy
20:06

Erika Oak Pumps Her Asshole

1 year ago

xHamster

dildo, chastity
29:34

Sissy Maid in Armbinder and Ankle Cuffed to bed in Chastity

1 year ago

xHamster

pantyhose, maid, chastity, crossdresser
35:21

Lizz_ss25 Slut vision anal steam

1 year ago

xHamster

chastity
32:38

Sissy Maid in Spiked Chastity Cage Cuffed to Bed Post

1 year ago

xHamster

maid, chastity
19:08 86%

Chastity Shemale Takes Interracial Anal Reaming And Creampie

1 year ago

ShemaleZ

amateur, creampie, anal, interracial, crossdresser, 18, bareback
15:03

Trap In Permanent Chastity And Extremely Aroused - Video 001

1 year ago

Upornia

chastity
20:03

Crossdressing Model Deep Anal Play First Sissygasm Sissy Chastity

1 year ago

ShemaleZ

teen anal (18+), BDSM, chastity
17:28

Sexy TS Lucia Maya in Chastity fucks her ass & LEAKS CUM before BLOWING HER LOAD

1 year ago

xHamster

cumshot, hands free, chastity, cum in ass
26:40 82%

Chastity Caged No Hand Cum Compilation

1 year ago

ShemaleZ

stockings, BDSM, ladyboy, compilation, selfsuck, toys, hands free
1:08:51 89%

Sissy slut in lingerie anal fuck on sex machine with squirting in chastity cage! Good little femboy beta cuck slave!

1 year ago

xHamster

pissing, squirt, crossdresser, chastity, anal
15:54

Crossdresser On Live Webcam - Sissy Wears Chastity Belt

1 year ago

ShemaleZ

crossdresser, blonde, sissy, chastity
21:51

Self Suspension Bondage - Sissy Maid

1 year ago

xHamster

latex, bondage, maid, chastity
18:39

Spiked Chastity Cage Torment - Sissy Maids Self Bondage

1 year ago

xHamster

bondage, maid, BDSM, chastity
24:46

Raver Sissy Femboy In Chastity Fucks Bbc 4 Femdom Goddess While She Eats Dinner, Rough Anal Slut 4/5

2 years ago

ShemaleZ

femdom, BDSM, BBC, chastity, sissy
16:05

Mexican Sissy Maid un chastity Cage

2 years ago

xHamster

maid, mexican, chastity
16:06

Welcome Home Lizzy- Bdsm Female Chastity Post Op Pussy Masturbation Orgasm - Lizzy Yum

2 years ago

ShemaleZ

orgasm, BDSM, chastity, post op
33:24 68%

Sissys Wooden Pony Ballet Boot Torment

2 years ago

xHamster

latex, fetish, bondage, boots, lingerie, BDSM, chastity
18:24

Sissy Maids Spiked Chastity Cage Self Bondage in New Boots

2 years ago

xHamster

bondage, boots, maid, JOI, 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
16:12

Lizzy Yum - Welcome home Lizzy- BDSM female chastity post op pussy masturbation orgasm

2 years ago

xHamster

orgasm, chastity, post op
16:12

Another anal training

2 years ago

xHamster

chastity
21:23 78%

Ilandis in a chastity belt has fun with her anus using different toys

2 years ago

xHamster

feet, dildo, chastity, solo
40:19 71%

Chastity Cage On Her Penis Asian Ladyboy Threesome Fucked Hard In The Ass

2 years ago

Upornia

stockings, asian, chastity
17:17

Hardcore BBC Dildo destroys my ass, master has no mercy

2 years ago

xHamster

german, dildo, chastity
27:56

Random strangers abuse my asspussy

2 years ago

xHamster

german, stranger, chastity
15:25

In Chastity Cage And Butt Plug

2 years ago

ShemaleZ

chastity
27:49

Working From Home As A Chastity Sissy Secretary Is So Much Fun

2 years ago

ShemaleZ

fisting, secretary, chastity
18:38

Sissy Lucy Being Locked Up In Metal Chastity For Locktober

2 years ago

ShemaleZ

latex, chastity, sissy
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
21:33

Sissygasm Challenge Day 2 - Femboy In Chastity Riding Dildo

2 years ago

ShemaleZ

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
31:05

Crossdresser Femboy Sissy-kat Gapes With A Bbc Dildo And Leaks In Chastity

2 years ago

ShemaleZ

dildo, chastity, femboy, sissy
22:55 44%

Sissy Secretary in horny after work activities

2 years ago

xHamster

stockings, masturbation, secretary, nylon, webcam, sissy, chastity
17:12

Day 5 In Chastity - Edging My Clit While Plugged And Go Back To Cage Without Cum

2 years ago

ShemaleZ

clit, chastity, big clit
53:05

Lizzy Yum april 2023-welcome home lizzy-BDSM FEMALE CHASTITY post op pussy masturbation orgasm

2 years ago

xHamster

orgasm, bondage, chastity, post op
25:50

Hot sissy in red PVC fucking a huge 12 inch black dildo

2 years ago

xHamster

latex, mature anal, huge dildo, british, chastity
22:25

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

2 years ago

HClips

femdom, chastity
18:15

PorchaeTS pounds pussy with huge dildos and cums hard.

2 years ago

xHamster

huge dildo, chastity
49:33

Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 2

2 years ago

xHamster

french, chastity
17:10

Sissy Maids Self Bondage Predicament

2 years ago

xHamster

latex, fetish, bondage, maid, chastity
15:12

Sissy Maids Spiked Chastity Cage Self Bondage Torment

2 years ago

xHamster

latex, fetish, bondage, maid, chastity
17:11

Guy Jerks Off with Trans Woman in Chastity

2 years ago

xHamster

fetish, 18, jerking, chastity
21:30

Sissy Fisting Ass Hard In Chastity

2 years ago

ShemaleZ

fisting, chastity, sissy
23:46

Sissy Hope, the naughty slut & her new cam

2 years ago

xHamster

tattoo, mexican, slut, chastity
22:10

Sissy Maid Hogtied In Armbinder While In Steel Chastity Belt Gagged

2 years ago

Upornia

gagging, maid, chastity
1:03:39 71%

Chatty Crossdresser chats again... and tries new plug 2023-02-26 part 1

2 years ago

xHamster

stockings, french, lingerie, chastity, sissy, anal
16:32

Sissy In Chastity Getting Her Asshole Whipped Before Getting Anally Barebacked

2 years ago

Upornia

asshole, chastity
17:30

Sissy femboy in chastity riding big toys and spanking herself

2 years ago

xHamster

spanking, dutch, slut, chastity
32:07

Chatty crossdresser tries out new depth - 2023-02-23 - part 2 - uncharted territory

2 years ago

xHamster

french, chastity
24:39

Sissy Luxiana In Chastity Cage And Dildo

2 years ago

ShemaleZ

dildo, chastity
16:45

Guy Jerks Off With Trans Woman In Chastity

2 years ago

ShemaleZ

jerking, chastity
40:39

Sissy In Red Nightie Fucks Her Ass While Locked In Chastity

2 years ago

ShemaleZ

chastity
16:33

Stranger controlls my machine

2 years ago

xHamster

machine, stranger, chastity, BDSM
18:53

Sissy boy smashed by fuckmachine

2 years ago

xHamster

chastity
22:08

Fuckmachine torture

2 years ago

xHamster

chastity
1:00:38

Master fucking and fisting my ass with machine

2 years ago

xHamster

fisting, BDSM, machine, chastity
22:10

Sissy Maid Hogtied in Armbinder while in Steel Chastity Belt, Gagged

2 years ago

xHamster

latex, gagging, bondage, maid, chastity
20:12

Sissy Maid Cuffed Spread Eagle In Steel Chastity Belt And Huge Dildo

2 years ago

ShemaleZ

stockings, latex, huge dildo, maid, chastity
42:34 81%

Chastity T-girl 4on1, Bwc, Atm, Balls - Itzel Saenz

2 years ago

ShemaleZ

anal, double anal, group, toys, cum in mouth, double penetration, chastity
16:12

Cd Sissy Trans Maschine Fucked Ass Pig Whore Chastity

2 years ago

ShemaleZ

latex, whore, 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
20:35 71%

White Sissy Chastity Training (fuck Machine)

2 years ago

ShemaleZ

train, BDSM, machine, sissy, chastity, solo
28:44

Exposed Cd Sissy Katie Does Live Show In Chastity Cage

2 years ago

ShemaleZ

chastity
24:36

Asian Femboy Tries Out The New Dildo With Chastity Cage

2 years ago

HClips

dildo, 18, chastity, femboy, asian

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