TRANNY • SISSY 2,891 videos

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54:55 60%

Enslaved Sissy Maid With Gia Darling

4 years ago

ShemaleZ

shemale, fetish, maid, domination, sissy, train
21:18

Fishnet Stockings Redhaired Sissy From Ireland Fucks Her Girlfriend On Webcam

2 years ago

ShemaleZ

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25:05

White Bois merely! Sissy Trainer! WARNING Y

8 years ago

ShemaleZ

sissy
26:14

Sissy bitch

8 years ago

ShemaleZ

sissy
23:46 84%

Lucky crossdresser sucking and getting fucked

2 years ago

xHamster

amateur, interracial, crossdresser, sissy
22:46 60%

The biggest cock I can take (so far)

2 years ago

xHamster

dildo, sissy, crossdresser
55:47 72%

Long machine fuck session, sissy is getting pounded by 12 inch and thick cock

2 years ago

xHamster

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20:11

Sissy skank School - Prom Night

7 years ago

ShemaleZ

sissy
22:15

Sasha de Sade SISSY-HUCOW

6 years ago

ShemaleZ

sissy
45:50

Gb-002 Sissy Vein Get Gangbang Like A Sex Toy

2 years ago

HClips

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21:08

Sissy loves big black cock II

7 years ago

xHamster

interracial, BBC, sissy
22:06 70%

Daddy Master amuses himself with teen sissy slave

6 years ago

ShemaleZ

teen (18+), BDSM, sissy
16:11

Crossdresser Sissy (two)

6 years ago

ShemaleZ

crossdresser, sissy
1:02:19

Pretty Sissy Compilation

6 years ago

ShemaleZ

latex, sissy
24:36

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11 years ago

xHamster

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15:57 67%

Sissy Patricia taking sexy shower

6 years ago

TXXX

solo, shower, sissy, masturbation
1:23:37

Two Beauty Sissy

6 years ago

TXXX

sissy, beauty
23:20 72%

Two Sissies Dominated

6 years ago

ShemaleZ

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24:15 64%

Sissy Maid attends to her decadent Mistress

6 years ago

TXXX

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15:35 67%

Sissy Hypno #2: Becoming A Cock Slut

5 years ago

xHamster

train, sissy, creampie
29:12 85%

Tiffany Sizemore – Waiting Patiently Like A Good Sissy

3 years ago

ShemaleZ

crossdresser, sissy
26:17 82%

Sissy Trap Dominated Masturbated

6 years ago

ShemaleZ

BDSM, sissy
1:13:04 63%

Sissy Isabella First Years Of Cum In Mouth - Isabella Coupe

1 year ago

ShemaleZ

POV, compilation, vintage, cum in mouth, cumshot compilation, sissy
28:46 93%

Wolf Monster Utterly Pounds Asian Sissy Pussay

2 years ago

ShemaleZ

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18:27 73%

Sissy Molly Maid Does Everything She Is Told

1 year ago

HClips

stockings, POV, maid, blonde, sissy
19:42

Sissy cunt Cat

6 years ago

ShemaleZ

sissy
34:53

Sexy Sissy Slut Stepsisters Are Having A Sexually Active Weekend Off Work

4 years ago

ShemaleZ

slut, sissy, brunette
20:01

Daddy raised a sissy

7 years ago

ShemaleZ

interracial, gangbang, sissy
16:54 81%

Aliza Breeze - Tennis Club Sissy - Liza Shay

1 year ago

ShemaleZ

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21:30

Sissy Fucked Really Hard

3 years ago

ShemaleZ

group, vintage, sissy
27:34 83%

Tilly Lynch - Cute Sissy Is Ready To Show Off

2 years ago

ShemaleZ

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21:25

Mature sub sissy used by Master

6 years ago

ShemaleZ

mature, sissy
15:24 87%

Sissy Slut Takes Pounding

3 years ago

ShemaleZ

interracial, slut, sissy
24:43 81%

Two Sexy Trans Girls Double Fuck A Sissy Guy - Grazyeli Silva

1 year ago

ShemaleZ

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20:00 85%

Sexy Domme Pegs Her Sissy Slut

5 years ago

Upornia

fetish, pegging, sissy, slut
16:22 89%

Liza Shay In Aliza Breeze - Black Beauty Is A Submissive Sissy

2 years ago

ShemaleZ

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16:01

Sweet Sissy Roxy

2 years ago

Upornia

sissy
29:46 67%

AMATEUR,SISSY/YOUNG BUBBLES

8 years ago

ShemaleZ

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34:08

Crossdresser Sissy Fanta25

7 years ago

TXXX

crossdresser, sissy
2:11:43 80%

Full Movie - Ts Cheaters 4

3 years ago

Upornia

kissing, black, threesome, interracial, big tits, full movie, sissy
43:41 64%

Straight Mexican Papi Breeds Sissy Latina Crossdresser (2014My Rookie Days)

6 years ago

ShemaleZ

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19:12

Sissy boys play around with each other

6 years ago

ShemaleZ

sissy
22:34

Sisk Try on Her Colorful Sissy Panties Collection

2 years ago

xHamster

small cock, thai, panties, sissy, asian
20:29 84%

Chulin Nakazawa

5 years ago

ShemaleZ

teen (18+), blowjob, creampie, asian, wife, outdoor, ladyboy
20:26 79%

Sissy In Chastity Pounds Pussy Hard Until She Makes Cummies

3 years ago

ShemaleZ

amateur, webcam, sissy, chastity, solo
20:39 49%

Transgender travesti sounding urethral road outdoor 82

5 years ago

xHamster

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20:58 69%

Petite Sissy Gets Anal Fucking By Lucky Guy Online

3 years ago

ShemaleZ

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28:54 77%

Delicious Sissy On Cam

2 years ago

ShemaleZ

sissy, webcam, solo
28:14

Sissy fucked

6 years ago

ShemaleZ

sissy
20:24 83%

Latex Sissy Disciplined By Chastity Fuckmachine Spanking Cocksucking Pegging By Mistress Mercer

4 years ago

TXXX

mature, femdom, latex, shemale, BDSM, spanking, shemale and girl
15:53

Femdom sissy Part 3 Corsetposture

6 years ago

ShemaleZ

femdom, sissy
23:32

A guide to sissication: Beginner - Am I a sissy?

5 years ago

xHamster

train, sissy
19:45 85%

High Class Sissy Training

4 years ago

ShemaleZ

latex, train, BDSM, domination, sissy, brunette
1:24:23

Make me a sissy cd then fuck me

6 years ago

xHamster

toys, sissy
22:19 64%

Mature sissy gives her bum up to visiting Daddy

6 years ago

ShemaleZ

mature, sissy
20:51

The Sissy Slut Tag Team

1 year ago

ShemaleZ

handjob, big ass, threesome, interracial, redhead, slut, sissy
33:59 93%

Big Cock Gets Fucked And Creampied By Huge Cock

2 years ago

ShemaleZ

amateur, creampie, big ass, interracial, big tits, tattoo, big cock
1:17:56

Storyboard - Sissy Complete Your Transformation

8 years ago

xHamster

sissy
57:24

Sissy Crossdresser In As A Token Of Our Gratitude, We Are Releasing The Entire Story For Free Order From The Nightmare Absolute?

11 months ago

HClips

asian, masturbation, toys, sissy, story, brunette
29:36 87%

Bbc Raw - Slut In Maid Outfit Takes

4 years ago

TXXX

POV, interracial, maid, close up, bareback, slut, BBC
17:59

Big Tits Asian American Sissy Tranny Trap Played With By Her Stepdaddy Dominant Of 3

8 months ago

HClips

POV, fetish, BBW, sissy, asian
29:36

Strapon Sissies

6 years ago

xHamster

strapon, sissy
22:07

Sissy Sucks

8 years ago

ShemaleZ

sissy
16:58

Sissy Giving Daddy Smoking Blowjob

8 years ago

HClips

smoking, sissy
19:14 54%

Handsome Guy Fucks Horny Shemale

3 years ago

Upornia

teen (18+), russian, asian, japanese, BBW, ladyboy, cuckold
47:42

Sissies strapon fucks

7 years ago

xHamster

strapon, sissy
21:57

Sissy Duo 7

8 years ago

ShemaleZ

uniform, sissy
18:21

Playful sissy succubus

2 years ago

xHamster

smoking, big tits, ass, small tits, sissy, cosplay
16:24 78%

How Does This Sissy Keep Getting So THICC?!

1 year ago

xHamster

big ass, crossdresser, british, masturbation, ass, sissy
18:20 88%

Sissy Ass Fucked Mercilessly by Machine

5 years ago

HClips

amateur, ass, toys, machine, webcam, sissy
19:30 92%

Spectacular femboy trap strokes and cums for us

4 years ago

xHamster

dildo, ladyboy, solo, masturbation, sissy, femboy
17:46 75%

Sissy Hooker Gets Fucked By Large Lad, Short Footjob And Facial At The End

4 years ago

HClips

hooker, footjob, facial, sissy
29:34

Hot date with sissy bitch part1

7 years ago

xHamster

interracial, sissy
25:39 66%

Sissy Boy Transformation

2 years ago

Upornia

lingerie, BDSM, sissy
15:37 71%

Sissy blowjob night part 3

1 year ago

xHamster

amateur, interracial, sissy, ladyboy, crossdresser
55:52 44%

Sissy torture

6 years ago

ShemaleZ

latex, BDSM, sissy
17:12

The Sexy Slutty Sissy Stepsisters Have Another Quickie

4 years ago

Upornia

sissy, amateur
23:08

Momma's Fun with sissy....!

7 years ago

xHamster

mature, vintage, sissy
18:14 79%

White polka dot sissy

6 years ago

ShemaleZ

sissy, crossdresser, small tits
18:31

Mistress let s her sissy be used

9 years ago

TXXX

femdom, sissy
26:28 86%

Becoming Femme - Bambii Mercedes - Getting A Sissy For Valentines Day

4 years ago

HClips

amateur, sissy
20:14 89%

Sasha Desade In Sissy Fuck Training

4 years ago

ShemaleZ

train, threesome, lingerie, sissy, chastity, brunette
23:51 53%

Hot Sissy Couple on Webcam

7 years ago

xHamster

couple, sissy, amateur
15:59

Sissy Slut Satisfaction 6

7 years ago

xHamster

interracial, gangbang, slut, sissy
19:59

Kelsey Masters In Super Sexy Sissy Fucking Ts Compilation 3

3 weeks ago

HClips

latex, compilation, sissy, shemale, domination
20:59 57%

Sissy Brittanie Masturbates In Chastity To Hypno

5 years ago

ShemaleZ

lingerie, chastity, sissy
15:24 50%

Sasha de sade - Perfect sissy

7 years ago

ShemaleZ

sissy
27:00 75%

Lucille Sky - Submitted And Turned Into A Sissy Maid

3 years ago

ShemaleZ

POV, maid, blonde, sissy
26:26 76%

Daddy's Sissies

11 years ago

xHamster

ladyboy, small tits, sissy, chinese
19:59 60%

Fucking Hot Bbw Trans Woman - Compilation 3 With Sissy Crossdresser

5 months ago

HClips

amateur, BBW, big tits, crossdresser, compilation, sissy
17:01 53%

Older Sissy getting pokeed

6 years ago

HClips

mature, sissy, shemale
15:34 92%

Jessica Ketlen - Hung Tgirl Fucks Sissy Crossdresser And Cums On His Ass

3 years ago

ShemaleZ

latex, big ass, fetish, tattoo, crossdresser, blonde, big cock
15:31

Be More Sissy Podcast

5 years ago

xHamster

bondage, sissy
19:00

Sexyfilomena And Anastasia Have Fun Together With Sissy Crossdresser

3 weeks ago

HClips

amateur, crossdresser, shemale, lingerie, sissy
25:08

Pretty Sissy In Corset And Fucking Machine

3 years ago

Upornia

lingerie, machine, sissy
37:36 90%

Jade Venus And Chanel Noir - Amazing Xxx Scene Big Tits Check Ever Seen

2 years ago

ShemaleZ

shemale, outdoor, big tits, BDSM, BBC, sissy, shemale fucks guy
50:45

TS TRAP CITY CD SISSY SWAG COMPILATION 3

9 years ago

TXXX

sissy
27:27

Mistress amuses herself with pretty sissy

6 years ago

ShemaleZ

femdom, sissy
17:10

Russian sissy maid vladasexytrans sucks off a dick and fucks her asshole

6 years ago

ShemaleZ

russian, maid, asshole, sissy
29:34

Sissy cd dick bouncing

9 years ago

TXXX

masturbation, sissy
24:19

Transvestite sissy walks around the city at night and dildos

6 years ago

xHamster

mature, mature anal, sissy
22:32

Beautiful Sissy CD Fucking 2 Cocks

11 years ago

xHamster

sissy
57:43

Tv is for sissies (full)

9 years ago

TXXX

BDSM, sissy
40:15

MY SATIN SISSY SLUT

6 years ago

ShemaleZ

satin, slut, sissy
33:23 50%

[M] Sissy Sasha Sissy Jenny

6 years ago

TXXX

sissy
17:33 78%

Redhead Sissy Crossdresser having some fun at home

6 years ago

TXXX

redhead, sissy, crossdresser
17:44

Sissy Pov - Krystal Vegas - Trying Hard To Be Feminine And Slutty

4 years ago

HClips

POV, sissy
29:56

Thin sissy boy gets his asshole and mouth filled with big dick of Brazilian ravenheaded tranny

3 years ago

xHamster

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15:21 78%

New Girl KYM VIRGINITIES LOST ON VIDEO at the Sissy Institute

5 years ago

TXXX

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28:03 77%

Becoming Femme – Lilith Gray – Sissy Maid Gets Out Of Trouble With A Guest

4 years ago

TXXX

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1:01:56 84%

The Beautiful Coco Gets Shagged And Cums In Guys Mouth

2 years ago

ShemaleZ

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29:03

Sissy training 002

6 years ago

ShemaleZ

train, sissy
25:41

Sissy - interracial

8 years ago

TXXX

gangbang, sissy, interracial
50:44

Sissies

7 years ago

ShemaleZ

creampie compilation, sissy, creampie
15:26

Sissy Candy Tries to Hide Her Dildos!

1 year ago

xHamster

bondage, maid, dildo, uniform, crossdresser, sissy
23:55 64%

Sexy mistresses dresses slave as a sexy sissy maid

6 years ago

ShemaleZ

femdom, latex, maid, lingerie, BDSM, dress, sissy
20:01

Ts fucks sissy

9 years ago

TXXX

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30:24 72%

Nikki Blue - Crossdressing Sissy Dress Full

4 years ago

ShemaleZ

amateur, russian, lingerie, crossdresser, shy, dress, sissy
20:05

Fucked A Young Hole With A Sissy Femboy Without A Condom To Cum

3 years ago

ShemaleZ

condom, sissy, femboy
18:35 51%

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

1 year ago

xHamster

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