TRANNY • SISSY 24,322 videos

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21:13 66%

Sissy Boyfriend

5 years ago

ShemaleZ

sissy, boyfriend, shemale
28:13 66%

2 Sissies Dominated one more time

5 years ago

ShemaleZ

handjob, BDSM, sissy, crossdresser
04:34 66%

Good Sissy Never Skips Throat Day

3 years ago

ShemaleZ

POV, sissy
05:31 66%

Sissy Girl Cumming a Huge load all over her mommy panties ...She leaves them covered with cum

1 year ago

xHamster

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05:43 65%

Stupid sissy slut take the dick inside throat and suffers humiliated like a good girl

4 months ago

xHamster

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13:07 65%

Naughty T-Gurls and Sissys

5 years ago

xHamster

mature anal, anal, lingerie, sissy
10:43 65%

Sweet Trap Is Fucking Himself With A Dildo And Cumming (sissy Orgasm)

2 months ago

HClips

sissy, orgasm, amateur, shemale, dildo
04:53 65%

Crossdress in public in leather outfit part 1

1 year ago

xHamster

public, french, outdoor, leather
08:07 65%

Two Sissy Boys Play On Webcam

2 years ago

ShemaleZ

webcam, sissy
05:02 65%

Fat Pretty Sissy Playing With Dildo

2 years ago

ShemaleZ

teen (18+), fat, dildo, solo, anal orgasm
25:43 65%

TS Eva JOI Loves Being a Submissive Sissy Slut for Ria Bentley

4 months ago

xHamster

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03:48 65%

Wrestling Anal And Orgasm My Sissy Journey

2 years ago

Upornia

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03:16 65%

Suck, swallow

3 years ago

xHamster

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04:53 65%

Smooth Sissy Femboy Slut Gives Blowjob To Big Dick Twink (moaning)

2 years ago

ShemaleZ

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14:20 65%

Tranny Sissy Mix

5 years ago

ShemaleZ

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03:15 65%

Amateur Big Ass Sissy Femboy Teases Uncut Cock And Tranny Body In Days Of The Week Panties Parade #9

1 year ago

ShemaleZ

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1:01:02 65%

Sissy Crossdresser In Straight German Must Fuck Brazilian Trans

2 months ago

HClips

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06:04 65%

Kilee Sissy Abused In Public Toilet

3 years ago

HClips

toilet, public, sissy
04:31 65%

Stepdad Fucks Me As A Sissy Whore! 5 Min

1 year ago

ShemaleZ

stockings, latex, sissy, whore
20:57 65%

Outdoors sissy Ladyboy dick shake

6 years ago

xHamster

outdoor, teen (18+)
09:00 65%

Sucking Sissy Silvia

2 years ago

TXXX

mature, latex, vintage, sissy
02:36 65%

Amazon Sissy Trans Futa Princess Anal Fucked by BBC Jungle Man

1 year ago

xHamster

public, interracial, 3D, big cock, futanari, BBC
12:41 64%

Sissy Performing for Daddy

6 years ago

ShemaleZ

sissy
28:50 64%

Training Your Sissy

1 year ago

Upornia

stockings, shemale, cumshot, sissy, lingerie
10:01 64%

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4 years ago

Upornia

big cock, domination, BDSM
06:25 64%

Sissy In A Car 7 Min

2 years ago

ShemaleZ

car, solo
08:17 64%

Fem Boy Sissy Fucks ass with toy in his friends panties

5 years ago

ShemaleZ

crossdresser, panties, sissy
02:14 64%

Sarah barefoot at theater starting at the gloryhole

3 years ago

xHamster

gloryhole
28:53 64%

Femdom Sissy

3 years ago

ShemaleZ

femdom, BDSM, domination, sissy
11:00 64%

Suck It Sissy

6 years ago

ShemaleZ

sissy
02:10 64%

Bound Bimbo

2 years ago

xHamster

bondage, machine, chastity
06:53 64%

Sexy Petite Trans Woman Fucked in Kitchen

1 year ago

xHamster

amateur, anal, kitchen, sissy, femboy
24:45 64%

Not easy to be a Sissy. Davine sucks cock and gets fucked hard till she has a big cumshot. Full Movie

1 year ago

xHamster

anal, full movie, bareback, sissy
17:00 64%

FUCK A SISSY TRANNY ASS

3 years ago

xHamster

mature, mature anal, couple, sissy
05:03 64%

SISSYLADYB SISSY POPPERS HEAVEN

3 years ago

xHamster

gangbang
05:54 64%

Almost Lesbian 2 - Cum For Me Sissy! Femboy Slave Pissy Anal Masturbation

2 years ago

ShemaleZ

lesbian, sissy, femboy
05:40 64%

MaureenNadh - Hijab Sissy Squirt While Anal Training Using Chastity Cage

1 year ago

xHamster

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06:28 64%

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2 weeks ago

xHamster

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11:24 64%

Femboy Mark Lugaev masturbates while renovations are underway in the next room

7 months ago

xHamster

mature, amateur, polish, ladyboy, sissy, femboy
10:39 64%

Crossdressing sissy shaking his ass

7 years ago

TXXX

teen (18+), solo
30:58 64%

Scotlands femdom-goddess Inka And Miss Maryln train Sissy hooker To suck penis

5 years ago

TXXX

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15:11 64%

Sissy slut hypno

5 years ago

ShemaleZ

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42:14 64%

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5 years ago

xHamster

mature, mature anal
06:53 64%

Sissy Swap Tales: Random Side Effects

5 years ago

xHamster

18, bareback, small tits, sissy
09:10 64%

Easter morning on xChange - sissy/xchange caption

5 years ago

ShemaleZ

cumshot compilation, sissy, interracial
20:28 64%

Guy Fucks Sissy

1 year ago

ShemaleZ

stockings, sissy, brunette
1:01:00 64%

A Sissys Life

5 years ago

ShemaleZ

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17:51 64%

Mellowditz Ballbusted Goon For Sissy Mistress Humiliatrix Joi

1 year ago

ShemaleZ

femdom, JOI, sissy, fetish
08:32 64%

Young Hot Guy Deepthroats And Breeds His Sissy

3 years ago

ShemaleZ

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26:26 64%

Cute russian femboy sissy couple have fun on livecam

5 years ago

ShemaleZ

amateur, couple, russian, webcam, sissy, femboy
45:46 64%

Rubber Sissy Slave

4 years ago

xHamster

latex, rubber, BDSM, sissy
15:47 64%

Your ass wont be so tight after Im done with you

7 years ago

xHamster

black, instruction, tight, sissy
04:46 64%

Spitroast Sissy

2 years ago

ShemaleZ

mature, sissy
10:44 64%

Veronica Havenna In Hot Fucks This Sissy Guy And Cums On His Face

2 years ago

Upornia

cum in ass, sissy
14:34 64%

Sissy Jumping Ass On Dildo

2 years ago

ShemaleZ

dildo, solo, sissy
14:35 64%

Sissy Masturbation & Selffacial Compilation

2 years ago

ShemaleZ

cum in mouth, cumshot compilation, sissy
16:00 64%

Baby Doll - Sissy Chastity, Fills Hole And Is Humiliated

3 years ago

HClips

doll, sissy, chastity, solo
03:44 64%

Prolapse Big Ass Fist Sissy Slut

3 years ago

ShemaleZ

fisting, slut, sissy
03:59 64%

Sissy cum slut

4 years ago

xHamster

creampie, slut, sissy
23:04 63%

Daddy Playtime With Sensual Cd Sissy

7 years ago

xHamster

sissy, sensual
4:18:44 63%

All my vids from 2023

1 year ago

xHamster

mature, dildo, crossdresser, compilation, sissy
07:40 63%

Night Surprise for Daddy

9 months ago

xHamster

mature, amateur, cute, stockings, teen (18+), surprise, sissy
08:41 63%

Sissy Swallow

11 years ago

xHamster

18, swallow
14:09 63%

Sissy teacher gives you to suck her big cock

4 years ago

xHamster

teacher, sissy
20:26 63%

Sissy Duo 8

7 years ago

ShemaleZ

uniform, sissy
12:58 63%

Blonde Sissy sucks masters cock

4 years ago

xHamster

teen (18+), solo, JOI, sissy
15:29 63%

Sissy Angela With Daddy Twice

5 years ago

ShemaleZ

sissy
10:49 63%

Venus Vixen - Sissy Pov Mature Crossdresser Works Hard To Suck Cock

2 years ago

TXXX

crossdresser, sissy, mature
03:49 63%

Cute big ass pretty asshole big butt booty shemale ladyboy crossdresser sissy

2 years ago

xHamster

cute, solo, 18, asshole
05:31 63%

Blonde sissy has fun with a Grandpa

5 years ago

ShemaleZ

crossdresser, grandpa, sissy
06:34 63%

Sissy in pink corset fucked both ends by thug

5 years ago

ShemaleZ

amateur, sissy
04:39 63%

Beautiful shemale cumshot

3 years ago

xHamster

beauty
18:06 63%

He cums in her ass at the same time as he feels her anal contractions making her cum in her little paper towel

5 months ago

xHamster

amateur, stockings, anal, crossdresser, bareback, sissy, femboy
05:41 63%

One more go with king cobra and fucking machine

1 year ago

xHamster

machine, sissy
13:30 63%

Fuck I need a cock in me :)

8 months ago

xHamster

lingerie, crossdresser, british, sissy, femboy
03:25 63%

Elegant sissy

3 years ago

xHamster

mature, mature anal, sissy, solo
09:53 63%

Sissy All Slutty For Strapon

3 years ago

TXXX

strapon, fetish, sissy
27:27 63%

Sissy Vein get gangbang

3 years ago

xHamster

mature anal, ladyboy, gangbang, chinese, sissy
03:16 63%

Sissy pisses in urethral chastity cage in slow motion

2 years ago

xHamster

pissing, chastity
10:15 63%

MIJN BUURMEISJE PIJPT ME GRAAG MET HJAAR SISSY LUL

5 years ago

TXXX

creampie, sissy
05:20 62%

BLUE LOTUS #1

3 years ago

xHamster

bisexual, interracial, sissy
43:25 62%

You ARE a sissy (230+ shecock cum shots at the end)

5 years ago

TXXX

threesome, compilation, masturbation, cumshot compilation, sissy
10:26 62%

Katla Sissy Fucked by trucker

3 years ago

xHamster

mature, public, mature anal, british, sissy
23:28 62%

Latex catsuit sissy with two hot latex mistresses in bondage

5 years ago

ShemaleZ

femdom, latex, fetish, bondage, BDSM, crossdresser, group
09:04 62%

Daddy breeding his sissy bitch.

5 years ago

ShemaleZ

creampie, BDSM, sissy
04:22 62%

Sissy sarah pumping tits

2 years ago

xHamster

BDSM, pump, sissy
04:51 62%

Sissy Swap Tales: Daddy's Little Sissy

5 years ago

xHamster

small cock, anal, domination, small tits, sissy
06:09 62%

Exciting Sunday Mornings - double cumshot in lingerie and nylon stockings

3 months ago

xHamster

mature, amateur, crossdresser, cumshot, sissy, nylon
19:18 62%

Joselynne Cd Sexy Red Dress And Heels Walk To You 02

9 months ago

xHamster

mature, latina, crossdresser, mexican, dress, sissy
10:34 62%

Black master Owning his white sissy

5 years ago

TXXX

black, sissy
20:20 62%

Sissy joi 7

3 years ago

xHamster

JOI, interracial
24:50 62%

SISSY IS ALWAYS HUNGRY FOR RAW COCK

4 years ago

xHamster

small cock, anal, bareback, sissy, stockings
26:44 62%

Ultimate Cowgirl Riding big Cock Compilation with Sissy Slut Chantal Sweet

2 years ago

xHamster

fat, solo, compilation, riding, masturbation, sissy
14:20 62%

Fucking Sissy Ass On Xxl Ribbed Dildo Extrem Anal Insertion

1 year ago

xHamster

huge dildo, insertion, dildo
22:06 62%

Daddy Master amuses himself with teen sissy slave

5 years ago

ShemaleZ

teen (18+), BDSM, sissy
02:48 62%

Amateur sissy with dildo

6 years ago

xHamster

teen (18+), teen anal (18+), dildo, sissy, amateur
06:38 62%

Blonde transexual masturbate and cum hard

1 year ago

xHamster

teen (18+), masturbation
2:01:18 62%

Ts trap city cd sissy swag compilation 7

7 years ago

TXXX

compilation, sissy
03:29 62%

I love you my admirers

3 years ago

xHamster

mature, french, lingerie, JOI, sissy, solo
06:14 62%

Why Is She Scared Of Femboy Sissys Cumshot?

1 year ago

ShemaleZ

handjob, femboy, sissy
19:19 62%

Horny Sissy Rides Big Toy

2 years ago

Upornia

amateur, solo, riding, webcam, sissy
09:19 62%

Sissy In Panties Strokes Little Clit! Cum Eating!

3 years ago

ShemaleZ

clit, panties, big clit, cum in ass
10:44 62%

Sissy Maid Hobble Dress Part 1

4 years ago

TXXX

maid, dress, sissy
06:01 61%

Sexy Crossdresser Fucks Petite Trans Woman

5 months ago

xHamster

amateur, crossdresser, femboy, big cock, shemale, sissy
33:38 61%

MILF Futa on male - Shemale Mommy fucks Sissy Guys, Futanari

3 years ago

xHamster

mom, MILF, futanari, shemale
06:54 61%

Dominatrix Dresses Up Goth Sissy to Fuck Her

1 year ago

xHamster

fetish, goth, dress, femboy
12:05 61%

Ebony Cd Sissy Gina - Black Widow

3 years ago

xHamster

ebony, outdoor, 18, sissy, black, amateur
05:51 61%

Trans Vanessa shoots a HUGE cumshot and eats it all up

6 months ago

xHamster

solo, british, facial, cumshot, sissy
08:58 61%

INTENSE SISSY CROSSDRESSER ORGASM ON CAM

5 years ago

ShemaleZ

orgasm, crossdresser, solo
14:08 61%

Sissy fag

8 years ago

TXXX

sissy
07:51 61%

Goth old school PlayStation gamer cosplay trans

1 year ago

xHamster

crossdresser, goth, cosplay
01:17 61%

Sissy breast pumping

3 years ago

xHamster

milk, nipples, pump
54:55 61%

Enslaved Sissy Maid With Gia Darling

2 years ago

ShemaleZ

shemale, fetish, maid, domination, sissy, train
11:02 61%

Cumming French Maid Sissy

7 years ago

xHamster

small cock, french, maid, lingerie, small tits, sissy
06:45 61%

Fisting And Pov Home Sissy Trainning

2 years ago

ShemaleZ

train, fisting, toys, sissy
13:48 61%

Teen sissy wifes life of pleasuring and being used

5 years ago

ShemaleZ

teen (18+), wife, sissy
06:18 61%

Sissy BBC Conversion

3 years ago

xHamster

creampie, JOI, BBC
04:25 60%

Black pantyhose with leopard skirt and heels

2 years ago

xHamster

turkish, pantyhose, stockings, crossdresser, heels, sissy, skirt
29:48 60%

Sexy punishment by hard sissy dick for misspelling

3 years ago

xHamster

stockings, german, solo, masturbation, domination, sissy
11:54 60%

Sissy Girl Cindy

7 months ago

xHamster

small cock, dildo, lingerie, shemale and girl, blonde, danish, skinny

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