TRANNY • CHASTITY 2,225 videos

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18:35

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

6 days ago

xHamster

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09:44 71%

Together in a life of chastity

5 months ago

xHamster

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02:34 70%

SISSIES IN CHASTITY

4 years ago

xHamster

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33:23 67%

[M] Sissy Sasha Sissy Jenny

5 years ago

ShemaleZ

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35:01 86%

Loves Bbc Hd - Ava Holt

8 months ago

ShemaleZ

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03:40 85%

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4 years ago

xHamster

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19:08 82%

Chastity Shemale Takes Interracial Anal Reaming And Creampie

1 year ago

ShemaleZ

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1:02:33 84%

Chastity T Girl Wet Dap, Double Anal Fisting, Wrecked Ass, Almost Rose, Pee Drink, Creampie, Swallow Btg0 With Natalie Mars

2 years ago

TXXX

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02:12 80%

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1 year ago

xHamster

teen (18+), hands free, chastity, sissy
30:24 71%

Nikki Blue - Crossdressing Sissy Dress Full

3 years ago

ShemaleZ

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08:22

X-mas present from Daddy

3 weeks ago

xHamster

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08:13 87%

Pretty Tranny Anus Plug With Chastity

2 years ago

TXXX

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29:14 90%

Shemale Sub In Chastity Takes Bbc And Gets Cum Filled

1 year ago

ShemaleZ

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12:24 74%

TGirl Lucy in Chastity is fucked by 10 inch BBC at SheWorld

4 years ago

xHamster

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18:50 41%

Sissy Long Term Chastity

6 years ago

xHamster

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07:58 42%

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9 months ago

TXXX

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06:47 71%

Sissylucylove Trans Chastity Bull Busting

3 years ago

Upornia

chastity
10:18 80%

Chastity Shemale Getting Fucked Long And Hard - Lianna Lawson

2 years ago

TXXX

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09:51 69%

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5 years ago

xHamster

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10:00 82%

Chastity Teen Fucked By Her Daddy

3 years ago

ShemaleZ

chastity
15:51 86%

Sissy Joyce In The Complete Chastity Review & Guide - All Sizes

2 years ago

ShemaleZ

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10:26 94%

Agonizing Handsfree Anal Orgasm

2 years ago

ShemaleZ

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33:30 82%

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6 years ago

ShemaleZ

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20:14 90%

Sasha Desade In Sissy Fuck Training

2 years ago

ShemaleZ

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09:51 71%

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5 years ago

ShemaleZ

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08:47 77%

Eva Latex Hot Dominatrix Fuck Dirty Tranny Slut Ekaterina Krieg Anal Squirt Strapon Bdsm Femdom

3 years ago

ShemaleZ

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05:16

I'm in real seam nylons and chastity cage on the road, I also pee myself vigorously in the cage

2 weeks ago

xHamster

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09:23 83%

Good sissy fucked and bred by anon Daddy date

5 years ago

ShemaleZ

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21:23 80%

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

1 year ago

xHamster

feet, dildo, chastity, solo
14:08 84%

Neon Rave Trans Party Hooker Deepthroated Then Locked In Chastity And Drilled

3 years ago

HClips

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16:39 65%

Trans girl in chastity plays with dildos and fists herself

2 years ago

xHamster

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27:33 83%

Sissy plowed By Woman With strap On

5 years ago

ShemaleZ

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15:03 62%

Chastity Tgirl Gets Double Anal Fucked In A With Itzel Saenz And Hardcore Gangbang

2 years ago

ShemaleZ

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04:42 69%

PorchaeTS tries new homemade chastity Dick dildo to pleasure the Mrs. Total mind trip.

1 year ago

xHamster

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08:52

Luxia_tv, submissive and with the chastity cage

7 months ago

xHamster

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01:33 85%

Chastity T-Girl goes wet, Claire Tenebrarum, 5on1, Anal Fisting, DAP, Gapes, Pee Drink, Swallow BTG063 - PissVids

1 year ago

TXXX

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11:09 76%

Sissy Chastity Torture With Natalie Mars

1 year ago

ShemaleZ

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19:29 92%

Luna In Chastity Cage Gets Horny And Cums - Luna Rodriguez Montero

3 years ago

HClips

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07:52 36%

Sissy Dressed up as a Mistress to Get a Sissy of Her Own but Fails

1 month ago

xHamster

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42:34 76%

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

1 year ago

ShemaleZ

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01:59

Sissy in chastity fucked by BBC

6 years ago

xHamster

chastity
19:03 95%

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

11 months ago

xHamster

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08:26

Anal Orgasm In Chastity Cage For A Tied Femboy

9 months ago

ShemaleZ

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13:34 84%

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9 years ago

xHamster

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06:00

Geile Gummipuppen Teil4

2 years ago

ShemaleZ

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08:14 74%

Chastity Cage On Her Penisthai Ladyboy Threesome Fucked

3 years ago

TXXX

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06:33 58%

Sissy Try To Cum In Micro Chastity Cage

1 year ago

ShemaleZ

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17:19

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9 months ago

xHamster

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05:12

MaureenNadh - Tied Up Dildo Riding, Locked In Micro Chastity

10 months ago

xHamster

dildo, tied, skinny, chastity, riding
41:24 88%

Natalie Mars And friend Feminized In Chastity slavery

5 years ago

ShemaleZ

fetish, BDSM, chastity
42:14 69%

Best slut Ever anal In Chastity Device

5 years ago

ShemaleZ

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13:02 64%

Clark Delgaty - Heteroflexible - Femboy Kay La Soumise Gets Anal Creampied By For Chastity Cage Key

9 months ago

ShemaleZ

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12:23

Chastity locked sissy squirting on a dildo while thinking about her daddy

4 months ago

xHamster

pissing, stockings, prostate, dildo, solo, sissy, chastity
11:58 74%

Teen sissy in chastity fucked by muscle Daddy

5 years ago

ShemaleZ

muscle, chastity, sissy, amateur
09:48 80%

Sexy Sissy Femboy Blowjob And Jizz Swallow In Chastity

3 years ago

Upornia

swallow, sissy, chastity, femboy
11:49 47%

Tricked into sissification tricked into chastity (New Vids on MANYVIDS)

5 years ago

HClips

latex, fetish, BDSM, chastity, POV
1:03:39 71%

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

1 year ago

xHamster

stockings, french, lingerie, chastity, sissy
07:02

Bailey Wilde In Sissy In Chastity Fucked

1 year ago

ShemaleZ

sissy, chastity
12:25

Chastity Caged Anal Fuck Machine Play Plus Unlocking And Jerking Off Until Cum

1 year ago

ShemaleZ

chastity, stockings, machine
08:22

Sissy riding BBC dildo in new dress

3 days ago

xHamster

crossdresser, chastity, sissy, amateur, solo, german, dildo
14:37

Sissy alone at home with Dildo

1 month ago

xHamster

german, anal, big ass, fetish, dildo, lingerie, solo
07:26 44%

Sissy clitty chastity

4 years ago

xHamster

sissy, chastity
11:15 79%

Sissy Fucks Herself With A Dildo In A Chastity Belt Using Her Cum As A Lubricant

1 year ago

ShemaleZ

amateur, fetish, dildo, toys, sissy, anal orgasm, chastity
05:35 83%

Chastity Inquisition (Lexi Sindel)

5 years ago

TXXX

chastity
29:14 94%

Tiffany Doll - Sissy Schoolgirl In Chastity Bred Wit

1 year ago

ShemaleZ

amateur, stockings, teen (18+), interracial, sissy, chastity, shemale
04:26

Trans Woman Anal Fucks Femboy In Chastity

1 year ago

ShemaleZ

amateur, chastity, femboy, shemale and girl
17:41 68%

Dirty priest tied up and humiliated her slave

4 years ago

xHamster

femdom, russian, bondage, BDSM, tied, chastity
15:36

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

3 months ago

ShemaleZ

chastity, femdom, squirt, shemale, lingerie
08:24 92%

Goddess In Chastity Fists Her Perfect Ass To Orgasm

2 years ago

HClips

orgasm, fisting, chastity, solo
10:04

Caged sissy rides pink dildo with anal orgasms

6 months ago

xHamster

stockings, prostate, dildo, crossdresser, anal orgasm, chastity
02:10

QoS Transsexual Maid in Chastity - 4K Edition Preview

4 years ago

xHamster

maid, chastity, solo
1:06:07 75%

Taryn Elizabeth gets strapon while in chastity

5 years ago

ShemaleZ

strapon, chastity
10:05 87%

Sexy Blonde Sissy Bailey Wilde in Chastity Fucked

11 months ago

xHamster

amateur, crossdresser, sissy, chastity, femboy, cum in ass
08:49

Ladyboy Fukk New Tiny Chastity

1 year ago

ShemaleZ

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07:52

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

5 months ago

xHamster

mature, beauty, BDSM, ladyboy, sissy, chastity
16:59 76%

Edging Lana To Multiple Ruined Orgasms After 4 Weeks In A Chastity Cage

3 years ago

HClips

orgasm, shemale and girl, chastity
27:10

Chastity fucked

7 years ago

ShemaleZ

chastity
08:06

I Am A Sissy Who Likes To Fuck While Using A Chastity

1 year ago

ShemaleZ

sissy, chastity
08:12

Chastity in Chastity Day 6 Reward

4 months ago

xHamster

amateur, chastity, JOI
08:12

Trans Chastity Slut Dusti Bunni Gets Leashed & Used by Stud

Yesterday

xHamster

chastity
07:10

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

9 months ago

ShemaleZ

shemale, clothed, chastity, heels, lingerie
03:09 90%

AB085 Lustful Abby Kitty be Master's sissy slave -chastity (Chinese and English subtitles)

1 year ago

xHamster

pantyhose, teen (18+), asian, dildo, dirty talk, vintage, chinese
10:55

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

8 months ago

xHamster

shemale, anal, dildo, crossdresser, sissy, chastity
14:00

Vladasexytrans Wild Anal Play in Black Dress and in Black Stockings

1 month ago

xHamster

amateur, beauty, stockings, black, teen (18+), shemale, anal
07:38 71%

Chastity Fuck

5 years ago

HClips

chastity
05:06

Sissy drinking cum

1 year ago

xHamster

chastity
05:37

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

5 months ago

xHamster

beauty, public, dildo, anal orgasm, chastity
01:54 75%

Daddy made me a new milking toy on my chastity

2 years ago

xHamster

milk, 18, chastity
08:10

Anal sex with sissymaid Kitsy in chastity and bunny ears

2 years ago

xHamster

chastity
06:32 50%

Fisting sissy in chastity cum hands free

5 years ago

ShemaleZ

train, fisting, lingerie, toys, hands free, chastity
06:05 77%

Geile Gummipuppen - Teil1

2 years ago

ShemaleZ

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06:46 71%

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

8 months ago

TXXX

amateur, stockings, lingerie, swallow, cumshot, machine, sissy
05:58 40%

Sissy in chastity cage wants to fuck

1 year ago

xHamster

italian, crossdresser, chastity, solo
06:15

Bound blue Balls and Chastity forced to cum hands free.

1 year ago

xHamster

BDSM, swallow, chastity, hands free
05:15 58%

Chastity & Ass to mouth with BIG black cock

2 years ago

xHamster

black, small cock, ass to mouth, BBC, chastity
09:57

Showering in steel chastity and latex

10 months ago

xHamster

homemade, bondage, shower, chastity
40:19

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

1 year ago

Upornia

stockings, asian, chastity
19:15

Sissy punished and fucked for removeing her chastity part 3 final

5 years ago

ShemaleZ

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03:25

Trans Beauty In Chastity Fucked Missionary

1 year ago

ShemaleZ

fetish, missionary, chastity
01:41 83%

Sissy in chastity fucked by different people

2 years ago

xHamster

sissy, chastity
08:38

Day 19 Of 26 In Chastity :: Uncaged! Mistress Edged And Denied To Cum (teaser)

1 year ago

ShemaleZ

femdom, BDSM, chastity
05:07

Inverted Chastity Cages Make Me Feel So Slutty

12 months ago

xHamster

small cock, chastity, dildo
04:26 86%

VERY HOT Blonde Crossdresser in Chastity Fucked Doggy Style

1 year ago

xHamster

amateur, crossdresser, 18, sissy, chastity, femboy
09:42 60%

Sissy In Chastity Sucking Shemale Cock

2 years ago

Upornia

webcam, sissy, chastity
20:23 84%

Hot Sissy Misses Anal And Fucks Herself In The Ass Until She Cums In Chastity Belt

3 years ago

ShemaleZ

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07:34

Sissy Juliette in chastity lockdown for 8h. kinky fun with toys all night at home

4 months ago

xHamster

swedish, sissy, chastity, latex, smoking, fetish
07:55

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

2 weeks ago

xHamster

chastity, crossdresser, solo, hands free, bondage
03:09

Sissy in Chastity

6 years ago

xHamster

lingerie, sissy, chastity
20:35 73%

White Sissy Chastity Training (fuck Machine)

1 year ago

ShemaleZ

train, BDSM, machine, sissy, chastity, solo
12:24

Slutty Trans Bunny Lilith Eclipse Fucks Herself With Carrots In Chastity Ass To Mouth

2 years ago

xHamster

fisting, cum in mouth, sissy, chastity
07:16

Sissy fuck in chastity

1 year ago

xHamster

huge dildo, chastity
04:54 84%

Mistress And Chastity Sissy Slut Anal Training 5 Min

2 years ago

ShemaleZ

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06:14

Trans Woman in Chastity, Bondage and Leash Fucked POV

1 year ago

xHamster

bondage, bareback, chastity
03:52

Sissy Cumming In Her Chastity Cage

1 year ago

ShemaleZ

sissy, chastity
05:16

How to wear a flat chastity cage

8 months ago

xHamster

italian, webcam, sissy, chastity
04:34 90%

Sissy Anal Slut Locked Down On Huge Dildo One Bar Prison Bound & Teased In Chastity Cage By Mistress

1 year ago

HClips

handjob, femdom, huge dildo, tease, dildo, BDSM, shemale and girl
05:29 78%

Machine Spit Roast Chastity Fuck In Bondage

3 years ago

ShemaleZ

latex, bondage, machine, domination, chastity, BDSM
07:16

Chastity submited and fucked

7 years ago

xHamster

BDSM, chastity
07:29 92%

SISSY IN CHASTITY

5 years ago

ShemaleZ

sissy, chastity
1:11:56 38%

Mistresse LYCIA CHASTITY INFERNO - TRIBUTE

6 years ago

ShemaleZ

femdom, chastity

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