Sissy Shemale Sex #35

46 days ago

16:54

KeekAss

sissy rosy fishnet

Categories: amateur, anal, compilation, crossdressing, femboy, fishnet, hd, sissy, solo, toys

5 months ago

8:15

aShemaleTube

Rebecca Farron - webcam slut part 2

Categories: amateur, crossdressing, femboy, hd, high heels, ladyboy, lingerie, sissy, slut, solo

10 months ago

13:52

XXXDan

Tiffany tgirl sissy gets opened up and fisted

Categories: crossdressing, fisting, gay, hardcore, sissy, tgirl, toys

1 year ago

10:11

aShemaleTube

Shemale Fucking Rubber Sexdoll

Categories: amateur, homevideo, humiliation, masturbation, rubber, sissy, solo, stroking, teen (18+), webcam

2 years ago

2:54

KeekAss

Ria Bentley Strokes Her Fat GirlCock and Shoots Her Sperm

Categories: amateur, beauty, big cock, cum, cumshot, fat, fetish, huge cock, jerking, ladyboy

4 years ago

22:49

TrannyOne

CD CROSS TRAP SISSY BITCH TRAVESTI GANGBANGED BY BLACK

Categories: anal, anus, ass, bitch, black, crossdressing, ebony, gangbang, gay, interracial

48 days ago

5:46

KeekAss

THE TORMENTOR TORE THE OBEDIENT'S BUM AND USED HER AS A URINAL

Categories: amateur, anal, ass, barebacking, big black cock, blonde, blowjob, domination, fetish, hd

5 months ago

0:56

aShemaleTube

HOT trans Tiffany Kitten fucks her ass with a big dildo 🍆 💦

Categories: amateur, anal, ass, blonde, crossdressing, dildo, femboy, hd, homevideo, latex

10 months ago

12:21

HClips

Sissy Crossdresser - 20 Year Old Trans Girl Sucking A Married Straight Guys Cock

Categories: amateur, anal, assfucking, brunette, crossdressing, dick, handjob, hd, homevideo, latina

1 year ago

10:11

aShemaleTube

Tgirl Wanks Her Massive Cock

Categories: amateur, big cock, cute, homevideo, masturbation, oiled, sissy, solo, stroking, teen (18+)

1 year ago

5:24

JizzBunker

Sissy Dagmar321 rides a huge dildo

Categories: amateur, anal, big ass, big tits, dildo, german, huge dildo, lingerie, masturbation, milf

3 years ago

5:23

KeekAss

Sport muse on twitter asks for a man rod in her rosy vagina - Larissa Sumpani

Categories: amateur, big ass, big cock, big tits, blowjob, brazilian, compilation, couple, cumshot, handjob

4 years ago

2:35

KeekAss

Ballet High-Heeled Slippers in purity

Categories: amateur, ballerina, bdsm, crossdressing, high heels, mature, sissy, stockings

46 days ago

6:48

aShemaleTube

Dirty Slut Annemieke Covered with Piss and Cum

Categories: cum, dirty, hd, pissing, public, sissy, slut

5 months ago

8:58

aShemaleTube

Indian shemale exposing boobs and shakeing huge ass

Categories: anal, ass, beauty, big cock, big tits, crossdressing, indian, ladyboy, sissy, small cock

10 months ago

0:31

aShemaleTube

Sissy Slut Margo

Categories: boots, crossdressing, hd, sissy, slut, solo

1 year ago

14:59

aShemaleTube

A Sissy Husband’s Cuckold Feminisation Transformation Story

Categories: amateur, anal, babe, big cock, blonde, crossdressing, cuckold, cumshot, femboy, feminization

1 year ago

4:31

aShemaleTube

Blonde Cutie Demi Sprays Her Chest With Cum

Categories: amateur, blonde, cum, cumshot, cute, femboy, glasses, hd, homevideo, masturbation

2 years ago

0:35

aShemaleTube

Hot Trans Girl Cargomancer Sucking Dildo

Categories: blowjob, dick, dildo, emo, femboy, gay, sissy, sucking, tranny, transsexual

3 years ago

2:23

KeekAss

Uk tv superslut Nottstvslut spandex spandex hood milking to climax in basque and tights.

Categories: amateur, beauty, crossdressing, cum, cumshot, high heels, latex, lingerie, masturbation, milk

4 years ago

2:20

TrannyOne

Bailey shows Sasha how to Suck Dick - feminization session, MtF sissy bimbo

Categories: bdsm, bimbo, blonde, blowjob, crossdressing, dick, feminization, fetish, hd, oral

46 days ago

5:55

HDSex

Sex machine, sissification, sissygasm

Categories: anal, huge tits, piercing, sissy, toys

5 months ago

2:19

aShemaleTube

Let me take care of your cock 🍆 💦💦

Categories: amateur, blonde, blowjob, catsuit, crossdressing, dick, femboy, handjob, hd, homevideo

10 months ago

21:10

aShemaleTube

Wuliuzzz Comp3

Categories: anal, asian, chinese, compilation, femboy, hd, homevideo, sissy, small cock, small tits

1 year ago

1:44:08

aShemaleTube

Redhead tgirl jerking & juicy foreskin play🍆💦

Categories: cum, femboy, fetish, hd, jerking, juicy, masturbation, redhead, sissy, solo

1 year ago

3:18

XXXDan

Beautiful sissy crossdresser gets fucked in white dress

Categories: anal, beauty, couple, crossdressing, cumshot, dress, hardcore, sissy, white

2 years ago

10:44

KeekAss

I breezy two

Categories: amateur, anal, ass, big ass, bitch, crossdressing, femboy, fetish, homevideo, ladyboy

3 years ago

2:59

aShemaleTube

skinny white sissy shemale fuck her huge pink dildo dirty and cum hard

Categories: amateur, big cock, crossdressing, cum, dildo, dirty, hd, huge dildo, model, sissy

4 years ago

3:21

TrannyOne

Feminization Positivity Trainer

Categories: american, anal, anus, ass, bdsm, blowjob, creampie, cum, feminization, hd

47 days ago

8:04

VideoSection

Mistress joi, dirty talk joi

Categories: crossdressing, dirty talk, jerking, joi, mistress, sissy

5 months ago

2:22

aShemaleTube

Black see-through top, lacy bra, fishnets and boots

Categories: amateur, black, blonde, boots, bra, crossdressing, femboy, fishnet, hd, ladyboy

10 months ago

14:00

aShemaleTube

I wish she was my cousin

Categories: amateur, blonde, femboy, sissy, small cock, solo

1 year ago

3:17

aShemaleTube

sissygasm caged

Categories: cage, compilation, cumshot, hd, homevideo, sissy, stockings, toys

2 years ago

8:39

KeekAss

Scarlett's Ocean Tail - Infinite Strength Borderless PMV trio

Categories: amateur, anal, big cock, compilation, crossdressing, cum, dancing, femboy, japanese, ladyboy

3 years ago

11:26

aShemaleTube

pegging sissy

Categories: anal, cum, pegging, sissy

47 days ago

5:15

KeekAss

Sissy Toying Amateur

Categories: amateur, crossdressing, handjob, masturbation, sissy, solo, toys

10 months ago

5:31

ShemaleMovie

Shemale masturbation, teen ladyboy

Categories: amateur, big cock, college, compilation, cosplay, crossdressing, cum, femboy, jizz, ladyboy

1 year ago

6:10

XXXDan

Breath play 2: sissy doll in black latex and rubber with giant tits

Categories: amateur, beauty, big ass, big cock, big tits, black, bondage, breath play, crossdressing, doll

2 years ago

2:38

KeekAss

Servant Transgender Super-Bitch luvs frolicking with her BIG BLACK COCK Parent

Categories: amateur, anal, bdsm, beauty, big black cock, bitch, blowjob, brunette, couple, crossdressing

3 years ago

9:57

KeekAss

she-male bitch tucks nuts and blasts jizm in hostel

Categories: amateur, big ass, bitch, brunette, crossdressing, cum, cumshot, fetish, hardcore, hd

9 years ago

22:34

Txxx

Asian sissy college girl gurl

Categories: asian, college, lingerie, masturbation, sissy, small tits, solo, teen (18+)

5 months ago

4:43

aShemaleTube

Caged Sissy Rides Big Toy

Categories: amateur, anal, asian, chinese, femboy, mature, sissy, small tits, solo, stockings

10 months ago

5:25

ShemaleMovie

Asian shemale, beautiful shemale

Categories: amateur, anal, asian, ass, asslick, beauty, cosplay, crossdressing, face sitting, femboy

1 year ago

6:15

aShemaleTube

Colombian & Guatemalan Crossdress Sexxx

Categories: barebacking, big ass, big black cock, black, blowjob, colombian, crossdressing, ebony, hd, interracial

2 years ago

8:39

KeekAss

Scarlett's Ocean Tail Infinite Intensity Borderless PMV trio

Categories: amateur, anal, big cock, compilation, crossdressing, cum, dancing, femboy, japanese, ladyboy

4 years ago

6:12

TrannyOne

SOAKING WET PANTIES SISSY CUMMIES, WINDOW EXHIBITIONIST ANAL

Categories: anal, anus, ass, booty, exhibitionist, hd, ladyboy, mature, panties, pov

47 days ago

11:35

aShemaleTube

Elle Wanking

Categories: amateur, crossdressing, lingerie, sissy, solo, wanking

5 months ago

8:04

aShemaleTube

Cosplay Airline Hostess Bargains an Airb Stay

Categories: amateur, american, anal, barebacking, beauty, blowjob, cosplay, cumshot, high heels, interracial

10 months ago

1:35

aShemaleTube

CALCIUM Cheats on Girlfriend with Faggyboi

Categories: big black cock, blowjob, crossdressing, ebony, femboy, gay, girlfriend, hd, lingerie, sissy

1 year ago

4:12

aShemaleTube

My Sissy-Vagina

Categories: hd, sissy, vagina

1 year ago

1:04

aShemaleTube

Tall TSCD Masturbates

Categories: asian, chinese, crossdressing, femboy, masturbation, pantyhose, sissy, stockings, tall

2 years ago

7:39

KeekAss

Kellycd in Black Seamless Tights

Categories: amateur, anal, ass, beauty, big ass, bisexual, black, blonde, crossdressing, cum

47 days ago

16:25

aShemaleTube

DRESS UP AND DRESS DOWN TIME

Categories: amateur, crossdressing, dress, sissy, solo, toys

5 months ago

11:40

aShemaleTube

Hot mature TS smashing a boi pussy

Categories: barebacking, big ass, big cock, big tits, domination, femboy, homevideo, mature, pussy, sissy

10 months ago

9:14

aShemaleTube

riding my BBC dildo today, doing this never gets old for me 😅

Categories: anal, ball busting, big black cock, cage, cumshot, dildo, hd, masturbation, old, riding

1 year ago

1:16:06

aShemaleTube

Gorgeous girl with a dick loves showing it off💗

Categories: amateur, dick, femboy, gorgeous, hd, homevideo, masturbation, sissy, small cock, small tits

1 year ago

5:49

XXXDan

Mistress takes a brand new sissy maid to her mansion

Categories: babe, big ass, brunette, crossdressing, fetish, german, maid, milf, mistress, sissy

2 years ago

8:47

aShemaleTube

sissy maid tranny uses butt beads to pleasure herself w

Categories: amateur, ass, beads, hd, maid, sissy, tranny

48 days ago

7:27

aShemaleTube

Self Swallow

Categories: cum, cum swallowing, joi, sissy, sucking

5 months ago

9:17

aShemaleTube

Japanese Nekomimi PVC Catsuit Sissy Slave solo masturbation

Categories: catsuit, cosplay, dildo, fetish, handjob, hd, high heels, japanese, latex, masturbation

10 months ago

7:34

KeekAss

Get your bowls of coffee prepared, milk is coming

Categories: amateur, big black cock, big cock, creampie, crossdressing, cumshot, cute, femboy, hd, lesbian

1 year ago

7:37

KeekAss

Sissy attempt on fresh PLUG & STIMULATE her clitty in CRIMSON BODYSTOCKING

Categories: anal, blonde, blowjob, bodystocking, crossdressing, femboy, fishnet, hd, high heels, ladyboy

2 years ago

3:38

aShemaleTube

Ebony Crossdresser Hooters Cosplay Bareback Sex

Categories: amateur, blowjob, cosplay, crossdressing, ebony, hooters, sissy

3 years ago

2:06

KeekAss

Mind-Blowing Soiree Nymph Sophie having joy and fapping her Pecker for your Gusto

Categories: amateur, beauty, big cock, big tits, boots, cute, dick, dress, gorgeous, handjob

48 days ago

3:13

aShemaleTube

Cam Cum Eating

Categories: cum, cum swallowing, hd, sissy, tgirl, webcam

5 months ago

5:46

aShemaleTube

Moments de Juin2025 VaneSsaBiTCHx

Categories: amateur, anal, big cock, compilation, crossdressing, cum in mouth, french, funny, hd, high heels

10 months ago

10:21

KeekAss

Cushion Fuckin' - Sissy prep

Categories: anal, blowjob, buttplug, crossdressing, femboy, gym, hd, humping, ladyboy, leggings

1 year ago

7:14

KeekAss

Curly hair Latina Rock hard Rail - Veronica Sanders

Categories: amateur, anal, ass, big ass, big black cock, black, blowjob, curly haired, cute, daddies

4 years ago

15:20

TrannyOne

Guy gag sissy

Categories: creampie, cum, cum in mouth, deep throat, gagging, hd, mouthful, oral, sissy, small tits

48 days ago

0:32

aShemaleTube

Tease

Categories: hd, sissy, tease

5 months ago

8:21

aShemaleTube

Hills

Categories: amateur, anal, barebacking, blonde, crossdressing, cumshot, femboy, hd, homevideo, latina

10 months ago

1:20

aShemaleTube

Sexi travesti peruana

Categories: crossdressing, hd, peruvian, sissy

1 year ago

11:39

KeekAss

Sissy femboy trap dumping ejaculation super hot meaty booty compilation

Categories: anal, anal toying, big ass, booty, buttplug, compilation, cosplay, crossdressing, cum, cumshot

1 year ago

7:30

HDSex

Pegging, plumbing, nutting

Categories: anal, cum, cumshot, dildo, jizz, pegging, sissy, strap-on, toys

2 years ago

8:12

KeekAss

Tears of the Female Dom - a Fasten to the Arse

Categories: amateur, asian, ass, brunette, cosplay, cum, cumshot, dick, dirty talk, fantasy

3 years ago

12:50

aShemaleTube

Sissy crossdresser stripping and using nipple clamps

Categories: amateur, clamp, crossdressing, fetish, homevideo, lingerie, masturbation, nipples, sissy, small tits

49 days ago

11:01

KeekAss

Elderly boy using shemale for intercourse

Categories: blonde, blowjob, boy, caught, crossdressing, hd, mature, old, quickie, rimjob

5 months ago

1:30

aShemaleTube

See-Through Thong Femboy Rides Latin Daddy Cock Deep

Categories: amateur, barebacking, big ass, crossdressing, daddies, dick, domination, ebony, femboy, hd

10 months ago

5:07

ShemaleMovie

Skinny maid Abi Yinger jerking her thick cock in lingerie

Categories: amateur, ass, beauty, big ass, big black cock, big cock, bondage, crossdressing, cum, dick

1 year ago

10:15

KeekAss

Pretty Shemale Jerking Live On Cam

Categories: amateur, anal, beauty, big cock, femboy, handjob, homevideo, jerking, masturbation, nipples

1 year ago

10:11

aShemaleTube

Shemale Rubbing Her Big Black Cock

Categories: amateur, big black cock, big cock, cute, ebony, homevideo, masturbation, rubbing, sissy, solo

2 years ago

2:05

KeekAss

Sofi Claus POINT OF VIEW Making jizz on you

Categories: amateur, beauty, big cock, brunette, cum, cumshot, cute, dick, handjob, hd

3 years ago

2:31

aShemaleTube

cute girl ride huge pink dildo

Categories: amateur, big cock, cute, dildo, hd, huge dildo, masturbation, model, pale, sissy

4 years ago

3:45

TrannyOne

Sissy transformation

Categories: anal, anus, ass, bdsm, big cock, cuckold, dick, domination, femdom, hd

49 days ago

4:45

aShemaleTube

my lingerie 3

Categories: crossdressing, lingerie, sissy, stockings

5 months ago

8:21

aShemaleTube

Big Ass Trans 19 years old tries to get Pregnant by her Ass Anal Creampie

Categories: anal, ass, big ass, blonde, creampie, crossdressing, dildo, femboy, feminization, gaping hole

10 months ago

5:19

aShemaleTube

Mirror Kisses and Jizzes - F016.1

Categories: amateur, asian, crossdressing, femboy, fetish, hd, homevideo, interracial, kissing, ladyboy

1 year ago

7:18

KeekAss

Trans Girl/girl Knocker Milk Guzzle Jessica Bloom And JenbyDoll

Categories: amateur, beauty, blonde, cum in mouth, cumshot, femboy, fetish, hd, milk, sissy

1 year ago

10:15

KeekAss

Tranny Couple Having Some Fun In Cam

Categories: amateur, big ass, big tits, blonde, blowjob, boy, brunette, couple, cute, femboy

2 years ago

14:08

KeekAss

young trans female, plumb herself and jizm on her taut

Categories: anal, anal toying, beauty, big cock, crossdressing, cum, dildo, femboy, fishnet, high heels

3 years ago

1:18

aShemaleTube

Sissy Diana loves pee

Categories: amateur, crossdressing, cum in mouth, fetish, hd, model, piss drinking, pissing, sissy, solo

4 years ago

7:34

TrannyOne

Sissy crossdresser fucked hard and creampied

Categories: anal, anus, ass, creampie, crossdressing, cum, hardcore, hd, ladyboy, mature

49 days ago

9:40

aShemaleTube

Lingeried tranny fucks her sissy bf

Categories: amateur, anal, boyfriend, hd, homevideo, lingerie, sissy, tranny

5 months ago

3:33

aShemaleTube

Sounding Condom Cumshot Sexy Red Babydoll Suspenders Outfit

Categories: amateur, big tits, condom, crossdressing, cumshot, fetish, hd, homevideo, ladyboy, lingerie

10 months ago

22:27

KeekAss

Asian Tranny with shaft accept a fuckpole in her culo

Categories: anal, asian, blowjob, brunette, cumshot, dick, face fucking, facial, gloves, interracial

1 year ago

10:46

KeekAss

Blonde sissy trap getting horny while jerking on cam

Categories: anal, ass, blonde, buttplug, dick, fake tits, fingering, futanari, jerking, masturbation

1 year ago

4:36

TrannyOne

Sissy hubby and wife share a BBC (Cuckold Romantic)

Categories: big black cock, blowjob, creampie, crossdressing, cuckold, girlfriend, husband, interracial, romantic, share

2 years ago

5:24

KeekAss

Tranny homemade fucky-fucky with her girlfriend

Categories: amateur, bimbo, blowjob, brunette, girlfriend, hd, homevideo, lesbian, redhead, sissy

50 days ago

17:14

aShemaleTube

Compilation of Marilyn dress with cumshots and stockings

Categories: big cock, blonde, compilation, creampie, crossdressing, cumshot, dress, femboy, hd, lingerie

5 months ago

25:23

aShemaleTube

Sissy Workout Compilation 32

Categories: amateur, anal, compilation, fetish, fisting, hardcore, homevideo, latina, masturbation, sissy

10 months ago

29:23

JizzBunker

CUMMING Under The Sunshine Hot Cute Little Ladyboy Cock Sexy Masturbating Crossdresser Sissy Fem

Categories: beauty, big cock, caught, college, compilation, cosplay, crossdressing, cum, cumshot, cute

1 year ago

8:19

ShemaleMovie

Sissy crossdresser gets a creamy anal creampie

Categories: american, anal, ass, creampie, crossdressing, cum, cumshot, dildo, jerking, jizz

2 years ago

2:18

KeekAss

Your lil tramp flashing her caboose

Categories: amateur, anal, ass, beauty, crossdressing, femboy, flashing, hd, joi, ladyboy

50 days ago

3:47

aShemaleTube

Femboy strokes and cums

Categories: amateur, black, crossdressing, cum, cum in mouth, cumshot, ebony, femboy, hd, masturbation

5 months ago

7:51

aShemaleTube

Slut Sissy Samana (CB:showlover12) edging and cumming

Categories: crossdressing, cum, cumshot, edging, hd, homevideo, lingerie, masturbation, pantyhose, sissy

10 months ago

5:34

aShemaleTube

Sissy Mari enjoys her dildo

Categories: amateur, anal, crossdressing, dildo, hd, lingerie, masturbation, sissy, slut, small cock

1 year ago

5:48

ShemaleMovie

Amateur sissy, shemale sex

Categories: amateur, anal, ass, big ass, big cock, crossdressing, cum, cumshot, dildo, feet

1 year ago

3:35

aShemaleTube

dizzy the secretary gets tied up

Categories: bondage, crossdressing, gagging, hd, lingerie, secretary, sissy, stockings, tied up, tranny

2 years ago

4:10

KeekAss

sissy in v-card , wich looks finer? pinkish box or transparant box?

Categories: abuse, amateur, bdsm, cage, crossdressing, dick, humiliation, joi, ladyboy, lingerie

4 years ago

2:35

TrannyOne

Sissies in the Hood (PMV) - SmoothCrusher

Categories: amateur, anal, anus, ass, big black cock, big cock, black, blowjob, booty, dick

50 days ago

2:03

KeekAss

Scorching Trans COUGAR Gives Bj

Categories: amateur, blowjob, brunette, cougar, crossdressing, doll, hd, mature, milf, sissy

5 months ago

17:43

aShemaleTube

TS A.D. fucks tattooed FTM

Categories: anal, barebacking, big ass, big cock, domination, femboy, hd, homevideo, sissy, tattoo

10 months ago

2:45

KeekAss

Chubby sissy anal dildo masturbation in fishnet bodystocking

Categories: amateur, anal, anal toying, big ass, bodystocking, chubby, crossdressing, dildo, fetish, fishnet

1 year ago

10:08

KeekAss

EXTRAORDINARY HANKYs PLAYTHINGS COMPILATION

Categories: amateur, anal, ass, ass to mouth, big cock, compilation, cum, cumshot, dildo, hd

2 years ago

3:21

aShemaleTube

Your addiction Hypno PMV

Categories: dancing, hd, sissy, slut, transsexual

2 years ago

1:16

TrannyOne

Swedish guy gets his ass fucked by Syrian refugee

Categories: amateur, anal, arab, assfucking, femdom, hijab, milf, pegging, sissy, slut

3 years ago

2:45

aShemaleTube

pushing a carrot up my sissy cunt

Categories: amateur, anal, big tits, crossdressing, cunt, food, hd, insertion, lingerie, mature

4 years ago

3:18

TrannyOne

CD Sissy Slut Huge Nipple Play

Categories: amateur, bdsm, big nipples, crossdressing, gay, hd, nipples, sissy, slut, toys

51 days ago

3:04

aShemaleTube

Silent Hill 2 Maria Cosplay Anal Self Fucking With XXL Dildos

Categories: amateur, anal, big cock, cosplay, crossdressing, dildo, femboy, fetish, hd, sissy

5 months ago

6:05

aShemaleTube

Two sucking sluts love cock

Categories: anal, anal toying, blowjob, crossdressing, dick, hd, mature, sissy, slut, sucking