TRANNY • CHASTITY 2,036 videos

Popular Latest Top rated

‹1 2 3 4 5 ›

11:22 20%

Thick chubby Femboy needs a BBC

1 year ago

xHamster

femboy, BBC, sissy, chubby, big ass
07:52

Sissy Holy - Chastity Masturbation Instructions - how I play with myself

1 year ago

xHamster

mature, beauty, instruction, BDSM, ladyboy, sissy, chastity
09:13

Together In A Life Of Chastity

1 year ago

ShemaleZ

solo, POV, chastity
10:11

Sisk Release Her Clit From Chastity Cage

1 year ago

xHamster

small cock, chastity, clit
08:21

Chastity Sissy Anal Training Jessica Bloom Anal Instructions

1 year ago

PornHub

babe, sissy, amateur, chastity, solo, instruction
2:00:13 50%

Black Tranny Jizz Jam (Full Movie)

1 year ago

xHamster

shemale, black, big cock, full movie, blowjob, chastity
06:50

Anal Slut Squirts in Chastity with Fuck Machine

1 year ago

xHamster

train, crossdresser
06:53 20%

Mommy Holy - It's Ok The Doctor Said So - a JOI story with a little CEI

1 year ago

xHamster

crossdresser, JOI, pantyhose, mom, 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 60%

Chastity Sub Sprays Ruined Orgasm Everywhere

1 year ago

HClips

amateur, orgasm, shemale, chastity, fetish
05:10

Chastity Slut Shows Us How to Train You Sissy Pussy

1 year ago

xHamster

sissy, amateur, small cock, chastity
11:30

Big cock TGirl barback anal fucks mature guy in chastity

1 year ago

PornHub

mature, mature anal, big cock, chastity
25:00 25%

Black Tranny Jizz Jam - Episode 1

1 year ago

xHamster

black, big cock, shemale, chastity
11:16

Latex sissy maid Candy fucked by a fucking machine in chastity while playing with her dildos

1 year ago

xHamster

fetish, crossdresser, chastity, amateur, latex, machine
17:39

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

1 year ago

xHamster

chastity, sissy, fetish, toys
09:44 78%

Together in a life of chastity

1 year ago

xHamster

beauty, POV, muscle, dildo, solo, chastity
06:48

Anal Slut Chained to the Fuck Machine by Her Balls

1 year ago

xHamster

small cock, bondage, dildo, chastity, femboy
17:37

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

1 year ago

PornHub

sissy, amateur, chastity, shemale
06:24

Fucking Myself for a Hands Free Orgasm in My Metal Cage

1 year ago

xHamster

chastity, hands free
14:11

Lizzy Yum july 2024 dilate and masturbate #4 chastity fantasy bathing pussy clit boobs

1 year ago

xHamster

amateur, chastity
06:43

Sissy selfbondage breathplay

1 year ago

xHamster

ladyboy, chastity, BDSM
05:37 89%

Chastity Femboy Public Buttplug Walk & Anal Orgasms in The Woods Multiple Cumshots

1 year ago

xHamster

beauty, public, dildo, anal orgasm, chastity
05:22

Cutie Makes Sure Her Asshole is Streatched Out & Ready For Cock at a Moments Notice

1 year ago

xHamster

chastity, amateur, small cock, asshole
07:25

Sissy Maid Cums & Squirts Hard from Anal Fucking Machine in Chastity Cage - Jessica Bloom

1 year ago

xHamster

beauty, squirt, prostate, dildo, machine, sissy, chastity
07:23

Sissy Maid Cums & Squirts Hard from Anal Fucking Machine in Chastity Cage - Jessica Bloom

1 year ago

PornHub

pissing
05:08

Sissy selfbondage extrem breath control

1 year ago

xHamster

shemale, BDSM, chastity, spanish, bondage
07:10

How to Put on a Chastity Cage and Train Your Ass with a BBC

1 year ago

xHamster

femboy, crossdresser, chastity, BBC
12:36 78%

Some sissy fun

1 year ago

xHamster

pissing, anal, BDSM, masturbation, sissy, chastity
05:24

Sexy sissy maid in chastity suck dick

1 year ago

xHamster

crossdresser, chastity, amateur, sissy, blowjob
14:06

HD: Sexy Sissy Doll Trains Her Ass with a BBC dildo locked in Chastity

1 year ago

xHamster

brazil, BBC, femboy, crossdresser
21:19

Twin Game

1 year ago

xHamster

handjob, crossdresser, compilation, chastity, twins
06:46

Sissy BarbieLoki Dildo Play and Cumshot

1 year ago

xHamster

anal, cumshot, chastity, norwegian
05:23

10 Min Dildo Fucking While Locked up in Chastity Cage

1 year ago

xHamster

norwegian, solo, mature, chastity, shemale, dildo
10:39

Twink playing with his butt in chastity

1 year ago

PornHub

amateur, chastity
06:37

Sexy Blonde Femboy in Chastity - Bailey Wilde Photoshoot

1 year ago

xHamster

anal, chastity, amateur, femboy
05:42

Good anal cumshots without hands vladasexytrans

1 year ago

xHamster

chastity, sissy, cumshot, amateur, crossdresser
05:38

Trans sissy slut with blue hair going crazy with big dildos - MercurySissy aka Mercury Montana riding and training in chastity

1 year ago

xHamster

dildo, masturbation, chastity, femboy
06:54

Vikki Deep dripping cum and sweat after intense fuck machine session while in chastity!

1 year ago

xHamster

chastity, cum while fucked, tall
08:04

Fuck machine and a big dildo fuck Vikki Deep in chastity and cute dress!

1 year ago

xHamster

chastity, femboy, dildo, goth, machine, cute
08:39

Locking My Sissy SLUTS Clitty in a Pink Chastity Cage Pussy that says Sissy

1 year ago

PornHub

shemale and girl, chastity, amateur, MILF, sissy
08:02

Vikki Deep in chastity clip and cute dress and heels vs fuck machine

1 year ago

PornHub

machine, heels, chastity, cute
05:10

Pretty in pink

1 year ago

xHamster

amateur, mature, crossdresser, sissy, chastity
07:23

I Get Horny when i use Chastity cage.

1 year ago

xHamster

masturbation, big ass, ebony
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
11:00

Crossdresser gets machine fucked with XXL Monster Dildos #10

1 year ago

xHamster

german, dildo, machine, sissy, chastity, femboy
12:43

Crossdresser gets machine fucked with XXL Monster Dildos #8

1 year ago

xHamster

monster, dildo
10:07

Crossdresser gets machine fucked with XXL Monster Dildos #7

1 year ago

xHamster

monster, german, chastity, crossdresser
07:51

Diaper Sissy wearing many fat diapers in chasity - ElisaSecrets69

1 year ago

xHamster

BDSM, diaper, chastity
07:32

College Girl Anal Sissy Multiple Chastity Cumshots Jessica Bloom

1 year ago

PornHub

toys, shemale and girl, sissy, chastity, college
18:52

Sissy Hope great, hot and private compilation moments.

1 year ago

xHamster

small cock, latina, compilation, mexican, sissy, chastity
08:30

Pretty Sissy In Pink Playing With Herself

1 year ago

xHamster

lingerie, chastity, shemale, sissy, amateur
36:02

Crossdresser gets machine fucked with XXL Monster Dildos #2

1 year ago

xHamster

german, dildo, lingerie, crossdresser, monster, chastity
07:00

Crossdresser gets machine fucked with XXL Monster Dildos #1

1 year ago

xHamster

machine, dildo, crossdresser, femboy
07:02

Sissy virgin loser in ball weights and chastity angel Scarlett black

1 year ago

PornHub

amateur, sissy, chastity, solo
05:17

Man Put in Chastity and Dressed as Maid for Job

1 year ago

xHamster

BDSM, uniform, crossdresser, dress, domination, sissy, chastity
22:21

Smokin hot trans chick has anal orgasm while in chastity

1 year ago

PornHub

amateur, anal orgasm, chastity, masturbation
08:18

Horny shemale home alone in chastity cage

1 year ago

xHamster

big cock, homemade, compilation, chastity, masturbation
07:06

Sissy Slut hole showcase - MercurySissy aka Mercury Montana in chastity showing hole - trans solo

1 year ago

xHamster

sissy, solo, ladyboy, skinny, small cock
10:04

Caged sissy rides pink dildo with anal orgasms

1 year ago

xHamster

stockings, prostate, dildo, crossdresser, anal orgasm, chastity
11:12

Sissy Femboy Anal Masturbation Compilation - Chastity and Feminization Progress

1 year ago

xHamster

pantyhose, femboy, chastity
18:54

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

1 year ago

HClips

feet, amateur, chastity
11:18

Trans Women Use Dildo, Butt Plug, Vibrator, Chastity and More

1 year ago

xHamster

dildo, cumshot, handjob compilation, cumshot compilation, chastity
06:44

Chastity Shemale Gets Gaped by Dildo Fucking Machine

1 year ago

xHamster

solo, sissy, chastity
05:45

Sissy in Chastity Gets Fucked Hard by Dildo Sex Machine

1 year ago

xHamster

solo, chastity
27:31

Self Suspension Bondage - Sissy Maid

1 year ago

xHamster

latex, chastity, crossdresser, sissy, bondage
05:19

Sissy Ladyboy Chastity Training Getting Fucked Hard by Dildo Sex Machine

1 year ago

xHamster

anal
08:52 74%

Luxia_tv, submissive and with the chastity cage

1 year ago

xHamster

mature anal, spanish, crossdresser, sissy, chastity, mature
06:06

Sissy training - Dildo and electric chastity cum

1 year ago

xHamster

chastity, BDSM, domination
08:23

Slutty Shemale Rides Big Black Cock Sex Doll for Sissygasm

1 year ago

xHamster

big cock, BBC, chastity
05:54

Ts Girl Assfucks Her Boyfriend - Chastity Michaels

1 year ago

ShemaleZ

big tits, shemale and girl, ebony, chastity, interracial
07:09

Sissy Leona Plays with Her Ass and Clitty

1 year ago

xHamster

beauty, chastity, sissy
41:54

Sissy femboy in chastity cage ballbusts to hands free orgasm

1 year ago

xHamster

masturbation, chastity, BDSM
05:14 75%

Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm

1 year ago

xHamster

small cock, huge dildo, british, cumshot, big cock, sissy, anal orgasm
05:13

CD Lacy Rose Butt Plug, Dildo & Tail.

1 year ago

xHamster

homemade, chastity, heels
07:12

Sissy's anal dildo challenge

1 year ago

xHamster

chastity
05:54

Multiorgasm sissy riding dildo

1 year ago

xHamster

chastity, sissy, crossdresser
07:25

Knotting my bad dragon taking a tall boy can and a wine bottle all the way in my ass deep. Think you could wear me out?

1 year ago

xHamster

fetish, shemale, bottle
06:38

Fat Sissy cums in inverted cage after 3 weeks of chastity

1 year ago

xHamster

fat, german, chubby, BBW, masturbation, chastity
08:50 61%

Slut Cums Into her Own Mouth, Multiple Sissygasms, While Sounding, Vibrator on Her Chastity Cage, In the Woods, Etc!

1 year ago

xHamster

small cock, public, solo, cum in mouth, skinny, chastity
22:39

Sissy in chastity pushing bananas in and out of her boipussy

1 year ago

xHamster

pantyhose, stockings, mexican, asshole, chastity
09:45

Sissy Marissa buys a fuck machine

1 year ago

xHamster

chastity, crossdresser, sissy, machine
10:24

Sissy Marissa trainning her hole for use

1 year ago

xHamster

small cock, sissy
07:29

Cheerleader femboy trying to cum in chastity with toys

1 year ago

xHamster

vibrator, POV, crossdresser, femboy
07:18 64%

Cute Crossdresser Leopard Dress and Red Heels

1 year ago

xHamster

big ass, lingerie, crossdresser, heels, dress, chastity
05:56

Sissy using fuck machine to try and cum in chastity

1 year ago

xHamster

webcam, chastity
05:21

Chastity sissy trying to cum

1 year ago

xHamster

chastity
05:16

How to wear a flat chastity cage

1 year ago

xHamster

italian, webcam, sissy, chastity, mature
07:23

F Machine Alpha Fucks Sissy Asshole - Jessica Bloom Chastity Orgasm And Cum In Mouth

1 year ago

xHamster

feet, orgasm, cum in mouth, asshole, chastity
06:04

Sissy un pink chastity cage enjoys filling her ass with a huge dildo

1 year ago

xHamster

train, latina, huge dildo, dildo, crossdresser, mexican
09:53

Ebony ass play!

1 year ago

xHamster

BBW, ebony, black, chastity
12:18

Sissy Doll Risky Anal Masturbation in Pubilc Restroom with 3 Dildos

1 year ago

xHamster

latex, dildo, crossdresser, masturbation, sissy, chastity
09:53

Luzia_Tv, Anal show in chastity riding until we..

1 year ago

xHamster

cumshot, solo
07:02

Cow Femboy In Chastity

1 year ago

ShemaleZ

stockings, femboy, chastity
05:19

Sissy taniax ride huge black dildo in the hallway

1 year ago

xHamster

black, sissy, solo, colombian, huge dildo, 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
06:02

Chastity butt plug dildo anal

1 year ago

xHamster

chastity, dildo, mature anal
06:46 72%

Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free And Swallows Cum

1 year ago

TXXX

stockings, lingerie, swallow, cumshot, machine, sissy, hands free
07:40

Trans goth bbgirl adaklein wants your cum so bad

1 year ago

xHamster

masturbation, goth, BBC, chastity, femboy
09:17

Vibrating My Clit Till It Escaped Chastity! Then I Kiss It!

1 year ago

Upornia

solo, vibrator
12:12

Sissy Marissa Plays with Herself

1 year ago

xHamster

shemale, crossdresser, chastity, latex, fetish
05:24

Gurl in chastity doggy style dildo fuck

1 year ago

xHamster

amateur, small cock, femboy, big cock, sissy, chastity
05:36

Chastity trans fucks self with big toys

1 year ago

xHamster

cute, small cock, BDSM, sissy, chastity, femboy
10:55 86%

SissyCDMish - qos sissy camwhore with chastity cage, butt plug and dildo

1 year ago

xHamster

shemale, anal, dildo, crossdresser, sissy, chastity
08:45

Femboy Fuckmachine Sexy Lingerie Electro Chastity

1 year ago

Upornia

lingerie, chastity, femboy, electro
07:28

Violet Chastity Chained To Fuck Machine

1 year ago

TXXX

amateur, chastity, machine, BDSM
07:10 86%

Best Feminization Ever (clothes / Make Up / Boobs / Chastity / Nails / Plug / High Heels)

1 year ago

ShemaleZ

shemale, clothed, chastity, heels, lingerie
09:43

Vibrating my clit, chastity fail ends in self suck!

1 year ago

xHamster

facial, selfsuck, cum in mouth, vibrator, chastity
10:01

Trans Latex Hands Free Cum After Cum Sex Chastity Sex

1 year ago

ShemaleZ

shemale, latex, chastity, solo, hands free
10:01

Very Hot Blonde Crossdresser In Chastity Fucked

1 year ago

ShemaleZ

crossdresser, amateur, stockings, chastity
05:18

Sissy selffuck with Dragon dildo

1 year ago

xHamster

anal, chastity
10:22

Dildo fuck with Dragon toy

1 year ago

xHamster

anal, dildo, chastity, sissy
27:59

Sissy Maids Self Suspension Bondage in Chastity

1 year ago

xHamster

maid, bondage, BDSM, sissy
08:45

Sissy Maid Strapped to Bed Spread Eagle in Chastity with Vibrating Sheath and Tens Unit

1 year ago

xHamster

maid, BDSM, sissy
09:51

Showering In Steel Chastity And Latex

1 year ago

TXXX

latex, fetish, shower, chastity
07:13

Trans Latex After Cum Sex In Chastity

1 year ago

ShemaleZ

solo, chastity, big cock, fetish
14:38

Sissy In Chastity With Ripped Gym Pants And Getting Her Hole Destroyed

1 year ago

ShemaleZ

big ass, chastity, sissy, amateur
06:00

Sissy fucked hard while in chastity

1 year ago

xHamster

shemale, chastity, sissy, stockings, BBC

Popular Latest Top rated

‹1 2 3 4 5 ›

Popular categories

Other free porn sites

All models were 18 years of age or older at the time of depiction. TrannyMap.com has a zero-tolerance policy against illegal pornography.

Disclaimer: TrannyMap.com is just a search engine. All links and thumbnails displayed on this website are added automatically. We do not own, produce, host or upload any videos displayed on this website, we only link to them.
To remove physical video file please contact owner of the website where it hosted. To remove the link and thumbnail from this website please use the report button () which is located under each video.

TrannyMap.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering.

Copyright © 2022 TrannyMap.com. All rights reserved. | Abuse