SHEMALE • SISSY 12,224 videos

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25:07

Tgirls Macro Shot Jizz Shot Compilation for Sissy

5 years ago

KeekAss

creampie, POV, lingerie, creampie compilation, compilation, handjob compilation, cumshot compilation
19:37

Sissy To-Do List

6 years ago

TXXX

sissy
20:45

Cute Sissy

8 years ago

ShemaleZ

cute, sissy
1:32:08

Cutesissy_Boy

12 months ago

AShemaleTube

femboy, sissy, solo
17:25 40%

Sissy's asshole is filled up to a meter deep

2 years ago

xHamster

german, train, anal, dildo, asshole, sissy
17:55

A Mature Sissy Sucks Dicks and Swallows the Juice in a Swingers Club

3 months ago

$$ FapHouse

mature, latex, blowjob, swinger, facial, swallow, masturbation
30:10

30 min rectal training for sissies

6 years ago

HDSex

train, sissy
19:22

Edging and dildo ridding for Tgirl Holly Hunt in pink fishnets until she cums

1 year ago

xHamster

dildo, cumshot, masturbation, sissy
16:08 67%

Yelling loudly on My Stepbrother rod

1 year ago

ShemaleTaxi

handjob, beauty, black, BBC, sissy, femboy
20:44

Sasha de Sade in Sissy Toilet Maid

7 years ago

ShemaleZ

toilet, maid, sissy
17:12

Sissy hypno 339

1 year ago

AShemaleTube

sissy
24:02 50%

The Stepsisters Demonstrating Their Love For Each Other

4 years ago

TrannyGem

reality, sissy
17:38

Black dick for sissy

1 year ago

XXXDan

ebony, sissy, shemale, black, lingerie
29:58 77%

Thin sissy boy gets his cornhole and mouth crammed with ginormous dick of Brazilian ravenheaded tranny

1 year ago

ShemaleMovie

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29:48

Sissy manager is not sated with your job

2 years ago

ShemaleMovie

shemale, sissy, skinny
18:21

Cumming Hard on the Way Outoor

3 months ago

$$ FapHouse

solo, outdoor, sissy, pantyhose
28:15

Big Cock Dilf and Tiny Cock Sissy POV Double Blowjob Fun

1 year ago

$$ FapHouse

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16:04

Sissy coming home from work

1 year ago

AShemaleTube

sissy, solo, amateur
15:17

Cute Teen Trap Girlfriends Sucking Each Other

5 years ago

BeMyHole

cute, girlfriend, sissy
17:04

Naughty Christmas 2025

6 months ago

AShemaleTube

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15:03

Super-steamy fag Sissy - Maurice and Silvester

3 years ago

ShemaleTaxi

sissy
31:05

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

3 years ago

ShemaleZ

dildo, chastity, femboy, sissy
15:57

Amateur, ts cumming, solo trans

1 month ago

XXXVogue

shemale, homemade, asian, teen anal (18+), sissy
16:03 79%

Sissy in hard action with Mistress

6 years ago

HClips

femdom, BDSM, sissy
35:18

Be Sissy and Proud of it 3

6 years ago

HDSex

sissy
15:35 75%

Easter Sissy With Luci Belle And Aj Fresh

1 year ago

ShemaleZ

interracial, sissy, shemale, ebony, big cock, stockings
16:40 79%

Cute Sissy Sounding Her Cock Until Self Facial!

1 year ago

XXXDan

handjob, mature, cute, crossdresser, facial, heels, toys
36:50 43%

Zapping and Buzzing the Dragon Tattoo Sissy Charlotte

10 months ago

$$ FapHouse

mature, mature anal, threesome, british, small tits, sissy
21:29

Sissy Workout Compilation 30

11 months ago

AShemaleTube

amateur, asian, compilation, cumshot, cumshot compilation, sissy
25:33

Sissy Solo Cumshots

1 year ago

AShemaleTube

sissy, cumshot, shemale, solo
19:19

Sissy Marcellas gets filled with faux cocks in a pop-shot chastity scene

8 months ago

XXXVogue

anal, fisting, sissy, chastity, dildo
16:07 80%

Ts Sissy Cum Whore Extreme Face Fuck

3 years ago

Upornia

shemale, threesome, sissy, big cock, whore
15:31

Skinny shy trap doing her thing being sissy and stupid

6 years ago

HDSex

shy, skinny, sissy, amateur
15:34

Housewife Magda Lusin. 2026c

2 months ago

AShemaleTube

mature, small cock, solo, crossdresser, housewife, sissy
22:00

Cheating CD Slut Girlfriend

1 year ago

$$ FapHouse

mature, femdom, creampie, mature anal, cheating, redhead, british
28:54 75%

Crossdresser taking off her makeup and dress

2 years ago

xHamster

amateur, crossdresser, vintage, dress, sissy, fetish
29:28

Ginger sissy manager (full version)

4 years ago

ShemaleTaxi

sissy
17:04

Femboy porked so supreme she spills

5 months ago

ShemaleTaxi

dildo, sissy, ladyboy, big ass, crossdresser
20:35

Sissy & TS Scenes

14 years ago

AShemaleTube

cumshot compilation, sissy, compilation
16:21 88%

Colorful Sissy Gets Railed With Kezra Knight

3 years ago

ShemaleZ

POV, sissy, teen (18+)
16:21

Tender weenie gargling

3 years ago

ShemaleTaxi

amateur, homemade, tattoo, taxi, sissy, femboy
36:17

I Was Hired, and While Attending to the Client, I Also Had the Pleasure of Meeting His She Arrived and Caught Us in the Act

2 weeks ago

$$ FapHouse

caught, italian, sissy, skinny
16:48

HUMUNGOUS ASS Femboy INEXPERIENCED Model Sissy CROSSDRESSER Molten Clothing Fat Edible Culo Sleek Flesh Shining Feminized Dude White Mega-Slut

2 years ago

KeekAss

homemade, fat, clothed, sissy, femboy, crossdresser
22:37

Lousie88 big-chested sissy

1 year ago

ShemaleMovie

sissy
19:34

Sissy drill Nymph

5 years ago

TrannyGem

sissy
25:47 82%

Ellie Brat Sissy Schoolgirl Dreams

4 years ago

xHand

feet, anal, dogging, ass licking, cumshot, ass, old and young (18+)
20:07

Solo sissy jenny

1 month ago

AShemaleTube

crossdresser, sissy, shemale
33:12 91%

Sissy MichelleWeib humps Boipussy with bbc plaything

1 year ago

ShemaleTaxi

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29:24

My Hung Married Landlord Floods Blond TS CD Wet Sissy Pussy

5 years ago

xHamster

BBW, wet, sissy
28:24

Sissy 3SUM

7 years ago

ShemaleZ

sissy
26:14

Sissy trainer

8 years ago

TXXX

POV, bareback, sissy
33:00 93%

Sabina Steele - Rainbow Gape Bunny

3 years ago

ShemaleZ

interracial, redhead, sissy, gape, amateur, big cock
21:33

Sissy Performing Her Duty

6 years ago

ShemaleZ

teen (18+), BDSM, group, sissy
20:57 81%

Glamgurlxoxo: Uber-Sexy Fellow Videotapes Spectacular CD Gargling his Man Meat

4 years ago

TrannyGem

swallow, sissy, cum in ass
1:08:38 40%

Femboy hole destroyed by monster BBC dildo

2 years ago

AShemaleTube

homemade, small cock, dildo, monster, BBC, sissy, femboy
26:49

SISSY IS ALWAYS HUNGRY FOR RAW COCK

4 years ago

AShemaleTube

webcam, sissy
20:27 82%

Steaming she-males Eva and Clara plays on web cam part two

1 year ago

TrannyGem

shemale, POV, russian, tattoo, webcam, slut, sissy
26:17

Sissy Trap Dominated Masturbated

6 years ago

ShemaleZ

BDSM, sissy
23:16

Nailing your sissy girlfriend in POV

1 year ago

XXXVogue

girlfriend, sissy, femboy, POV, homemade
28:03 77%

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

5 years ago

TXXX

sissy, maid
57:43

TV Is For Sissies (Full)

7 years ago

ShemaleZ

BDSM, sissy
35:44

Big Tits Asian American sissy tranny trap used as a cum dump throat fuck riding cowgirl on fuck seat doggie bareback creampie p2

1 year ago

xHamster

POV, anal, asian, dogging, riding, sissy
15:27

Teenage SISSY spunks IN CHASITY BELT

3 years ago

ShemaleTaxi

taxi, sensual, sissy
30:19

Mina Mina 22 platinum-blonde Sailor Suit Mina Mina HURRY HURRY HURRY

3 months ago

ShemaleMovie

smoking, japanese, 18, blonde, old and young (18+), sissy, cosplay
23:16 71%

MARRIED AUSTRALIAN DUDE - Sissy super-bitch draining wet Australian pecker with sloppy raw crea

5 years ago

TrannyGem

wet, sissy, creampie
28:35

Petite sissy enjoys pleasing her daddy

3 years ago

TrannyOne

sissy
24:08

Hot and Horny Femboy finishes off firm

2 years ago

ShemaleTaxi

dildo, toys, sissy, femboy, crossdresser
1:43:43

The ebony destroyer 17 inch faux-cock with sleeve and some

8 months ago

ShemaleMovie

ebony, sissy
1:01:10 40%

A sissys life

3 years ago

ShemaleTaxi

strapon, taxi, sissy
20:13 71%

Dirty Alley Fuck For Big Cum Facial Sissy Switch Fest

3 years ago

Upornia

shemale, lingerie, facial, shemale and girl, sissy
20:45

Sissy Pumps In Pink Pumps

1 year ago

PornGem

latex, sissy, shemale, pump
21:28

ANAL TRAINER (FOR MALE SISSY TS) - DOMINO PRESLEY ROLEPLAY

5 years ago

xHamster

sissy
16:22

Sissy whore bareback fucked by punter

6 years ago

ShemaleZ

whore, sissy
29:42

Tristia 6

1 year ago

AShemaleTube

sissy
29:29

(HD) Sissy doll gapeing her vergin puss - Connie Madison

3 years ago

ShemaleTaxi

doll, british, gape, sissy
26:35

Sissy Cd Making Her Friends Fantasies Come True

4 years ago

ShemaleZ

sissy, brunette
31:33

Rambling Sissy sub Sounding

1 year ago

ShemaleMovie

shemale, BDSM, sissy, domination, train
21:15

Teaching my ass-fuck gash

10 months ago

ShemaleMovie

sissy, shemale, masturbation, prostitute, fisting, dildo
20:28

Teen Sissy Crossdresser Widely

3 years ago

ShemaleZ

sissy
15:02

Palms Free Sissy ejaculations Vol 5

6 years ago

ShemaleMovie

sissy
17:01

Fuck Machine Makes Sissy Squirt

5 months ago

$$ FapHouse

lingerie, sissy, squirt, machine, amateur
15:49

Blonde Sissy Gets Fucked in Her Onesie

1 year ago

$$ FapHouse

handjob, stockings, uniform, 18, cum in mouth, bareback, sissy
19:19

Japanese Sissy Masturbation 03

4 years ago

Upornia

japanese, sissy
22:05 75%

Hot Rubber Dolls Cum over Latex Mistress

7 years ago

TrannyGem

femdom, latex, rubber, doll, bondage, milk, british
1:02:38

Cute Femboy Fucks Dildo and Orgasms

6 months ago

AShemaleTube

cute, orgasm, dildo, solo, webcam, sissy
16:02

Aj180 Looks in Your Eyes & Shoots a Fat Nut in Closeup Cum

11 months ago

$$ FapHouse

black, small cock, sissy, fat, solo
21:55 54%

CUNTFACENOW 4 SISSY SLUTS

11 years ago

xHamster

interracial, gangbang, slut, sissy
20:50

Super-sexy domina Pegs Her Sissy cockslut

3 years ago

ShemaleTaxi

femdom, BDSM, crossdresser, pegging, sissy
16:42

Undressing and Masturbating at the Truck Seat

2 months ago

$$ FapHouse

public, smoking, german, vibrator, skinny, sissy
59:25 63%

TS Danni fucks with another lucky dude

1 year ago

AShemaleTube

blowjob, big ass, interracial, ass to mouth, ass, sissy
21:12

Sissy Maid Gets Fucked by Her Doll and Her Machine

1 year ago

xHamster

machine, maid, sissy
17:39

Sissy Biotch ravages both her slots for father

12 months ago

TrannyGem

solo, sissy, homemade, double penetration, POV, heels
26:14

Sissy Dreams Compilation

7 years ago

TXXX

compilation, sissy
23:20 84%

Miss Mikie celebrates hormone injection day

2 years ago

AShemaleTube

mature, homemade, stockings, sissy, crossdresser, celebrity
1:12:58

X-Mas day on xhamsterlive and having giant machine fake penis in me

6 months ago

ShemaleMovie

huge dildo, orgasm, crossdresser, sissy, gape
19:01

Hung Aussie Breeds Sissy With Dick Implant

3 years ago

BeMyHole

sissy, asian, creampie
25:23 86%

Sissy Workout Compilation 32

11 months ago

AShemaleTube

amateur, homemade, shemale, compilation, masturbation, sissy
19:56 82%

Mature Sissy Cums Hard While Fisting And Straponing

5 years ago

TXXX

strapon, fisting, mature, sissy
16:13

I Had a Really Good Time in Cssa, Italy, It Was Very Enjoyable.

7 months ago

$$ FapHouse

sissy, italian, shemale
18:05

Muddy Sissy Plays In Brighter tights Super Hot With Her Pussy And Her Big pearl - kasia_cd

8 months ago

ShemaleTaxi

sissy
16:08 57%

Squealing loudly on My Stepbrother sausage

1 year ago

ShemaleMovie

handjob, amateur, beauty, big ass, BBC, sissy
25:45

Sissy boy transformation

4 years ago

TrannyOne

sissy
23:14

✨️Happy fresh yr BiTCH²⁰²⁶ CAM4VaneSsaBarbie VaneSsaBiTCHx ParisChienneTrvProd91

3 weeks ago

ShemaleMovie

amateur, crossdresser, sissy, BDSM, prostitute, french
18:34 82%

Uber-Cute T-female Melody Muddy fake penis Deep Throats ~ She ends glazed in drool

2 years ago

TrannyGem

cute, fetish, dildo, deepthroat, small tits, sissy, femboy
20:59

Cute ginger-haired Trans Girl gets Messy facial

4 years ago

ShemaleMovie

cute, facial, spanking, sissy, shemale and girl
1:08:02

AMixyGirlyComp

1 year ago

AShemaleTube

sissy, cartoon, ladyboy, big cock, compilation
23:41

Feminized for gals Night Out (Full Movie)

2 years ago

ShemaleTaxi

shemale, full movie, sissy
2:44:32 80%

Bella-rose naughty librarian cum show

1 year ago

AShemaleTube

small cock, anal, big tits, cumshot, masturbation, big cock, webcam
15:25 91%

Retro She-Male Porno

6 years ago

TrannyGem

classic, vintage, crossdresser, sissy, small tits
18:53 57%

Ken fucks Candy in missionary position - side cam in pink top and black stockings - Candy Ass Sissy

2 years ago

JizzBunker

ebony, couple, interracial, crossdresser, sissy, missionary
29:42

Sissy For Bambi

3 years ago

BeMyHole

ass licking, shemale and girl, sissy
24:06 86%

Steaming and Wild Femboy Spunks Rock-Hard

1 year ago

TrannyGem

cute, teen anal (18+), orgasm, dildo, 18, masturbation, toys
1:13:46

Luxurious Sissy Romances two deep-throat-up Dolls All Day Erotic Play

1 year ago

ShemaleMovie

shemale, sissy, doll
16:01

Sexy Sissy Kitty In Black Latex

7 years ago

TXXX

latex, sissy
23:29

Sissy whore receives donk training

6 years ago

TrannyGem

strapon, train, whore, sissy, crossdresser
23:06

Gangbang For Horny Shemales Diary Day

4 years ago

BeMyHole

beauty, double anal, jerking, riding, gangbang, group, heels
42:56

Blonde sissy Eve anal+cum show

1 year ago

AShemaleTube

cumshot, sissy, femboy, webcam, masturbation
18:58

Follow Me

4 months ago

$$ FapHouse

amateur, sissy, shemale, solo
1:17:37

Fucking machine session from this monday!

2 years ago

xHamster

orgasm, dildo, machine, webcam, sissy, crossdresser
23:57

Cum Shower With Me #1(enhanced)

1 year ago

AShemaleTube

latina, sissy, masturbation, crossdresser, lingerie

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