Sissy Shemale Sex #21

3 months ago

15:06

aShemaleTube

Red dress

Categories: american, anal, anal toying, blowjob, cum in mouth, dildo, dress, hd, masturbation, mature

5 months ago

10:14

VideoSection

Sex doll toy, transgender

Categories: amateur, babe, beauty, big cock, blonde, crossdressing, cum, doll, femboy, jizz

10 months ago

2:24

xHamster

Smoking Sissy Slut Kayleigh

Categories: amateur, british, crossdressing, hd, high heels, homevideo, lingerie, masturbation, pornstar, sissy

1 year ago

24:37

xHamster

Feminizing Sissys, Sissy Training, Be a Sissy

Categories: amateur, anal, big ass, dildo, fucking machine, hd, masturbation, mature, pussy, sissy

1 year ago

0:31

aShemaleTube

Clitty milking

Categories: cum, cumshot, masturbation, milk, orgasm, sissy, toys, vibrator

1 year ago

1:59

xHamster

Tiny Cock in My Poosy

Categories: anal, british, european, feet, fetish, fucking machine, hd, ladyboy, masturbation, sissy

1 year ago

14:11

xHamster

Naughty transmom helps with foot fetish

Categories: amateur, beauty, crossdressing, cum, cumshot, dirty talk, feet, fetish, handjob, hd

2 years ago

59:39

aShemaleTube

Goddess Tranny 08_23_22

Categories: amateur, big cock, crossdressing, cumshot, femboy, goddess, hd, latina, masturbation, sissy

2 years ago

10:40

KeekAss

RileyDix taunting her enormous donk conversing sloppy

Categories: amateur, ass, beauty, big ass, blonde, crossdressing, dirty talk, fat, gay, hd

31 days ago

6:54

KeekAss

I love making my Sissy spunk with her caboose utter!

Categories: amateur, anal, anal toying, big ass, cage, crossdressing, cum, cumshot, femboy, femdom

3 months ago

1:45

aShemaleTube

Dp in chasty and glass anal plug

Categories: amateur, anal, cage, crossdressing, dildo, double penetration, femboy, hd, homevideo, sissy

5 months ago

3:39

aShemaleTube

[R18+] Japanese Maid Sissy Masturbation and Cum Cocktail serving

Categories: amateur, asian, crossdressing, cum, cumshot, dick, hd, homevideo, japanese, maid

10 months ago

7:08

xHamster

Sissy takes 11inch thick dildo like a pro enjoying every second of it too

Categories: amateur, american, anal, beauty, big ass, big cock, crossdressing, dildo, european, feminization

1 year ago

9:19

xHamster

Aunt Stephanie on the hook

Categories: amateur, bdsm, bondage, danish, dick, european, hd, massage, masturbation, sissy

1 year ago

2:02

xHamster

Connie self stimulate

Categories: amateur, crossdressing, feminization, hd, ladyboy, latina, lingerie, mature, pantyhose, pretty

1 year ago

13:55

aShemaleTube

blue haired shemale cutie with big tits jerks off her hard dick

Categories: amateur, big cock, big tits, cute, dick, homevideo, jerking, masturbation, pretty, sissy

1 year ago

2:09

KeekAss

She-Creature Fleshlight Booty Solo & Premature Cum-Shot

Categories: amateur, anal, ass, big ass, big cock, blonde, booty, crossdressing, cum, cumshot

2 years ago

4:41

KeekAss

Satin Miniskirt & Shoes the right office uniform

Categories: amateur, big tits, boots, crossdressing, fetish, hd, homevideo, lingerie, masturbation, mature

2 years ago

3:37

aShemaleTube

Sissy strips to lingerie, twirls and smokes

Categories: corset, crossdressing, fetish, hd, lingerie, sissy, slut, stockings, tgirl

28 days ago

8:29

aShemaleTube

DeMure

Categories: anal, barebacking, blowjob, crossdressing, cum in mouth, femboy, hd, homevideo, ladyboy, latina

5 months ago

8:50

xHamster

Crossdresser playing on the bed.

Categories: amateur, american, crossdressing, dick, feet, fetish, hd, ladyboy, lingerie, nylon

8 months ago

26:30

xHamster

Fuck What Reyna Should Always Do to Daddy

Categories: amateur, asian, daddies, filipina, hd, homevideo, masturbation, sissy, solo, teen (18+)

10 months ago

1:36

aShemaleTube

CdTina red nails edging

Categories: amateur, big cock, crossdressing, edging, fetish, hd, long nails, masturbation, mature, redhead

1 year ago

10:19

xHamster

Work your sexy pussy Anna Rios

Categories: beauty, big ass, big cock, brunette, compilation, dick, hd, lingerie, masturbation, music

1 year ago

6:08

xHamster

Big thighs white shemale with big natural tits sexy hot horny ladyboy

Categories: amateur, american, beauty, big cock, big natural tits, big tits, crossdressing, feminization, first time, hd

1 year ago

5:54

xHamster

Streaching My Sissy Fat Ass with Huge Toys - Part 01

Categories: amateur, anal, ass, big ass, cumshot, dildo, fat, hd, huge dildo, masturbation

1 year ago

5:03

xHamster

I love Fucking Machines Clip 453

Categories: anal, anal toying, ass, big ass, crossdressing, cum, dildo, fucking machine, german, hd

2 years ago

3:24

KeekAss

ts has nice soles and prepped to blow them

Categories: amateur, big cock, dick, feet, fetish, hd, homevideo, huge cock, joi, ladyboy

2 years ago

7:03

aShemaleTube

Nerd trap sissy wanks her shecock

Categories: amateur, homevideo, masturbation, nerdy, sissy, solo, teen (18+)

3 years ago

26:22

KeekAss

Exclusive assfuck faux-cock total injection contest! 20211116

Categories: amateur, anal, anal toying, ass, assfucking, contest, crossdressing, cumshot, dick, dildo

28 days ago

5:31

HClips

Fabulous Xxx Movie Transvestite Toys Private New Watch Show

Categories: amateur, big cock, big tits, blonde, brunette, crossdressing, cumshot, dick, facial, hooters

3 months ago

8:12

xHamster

Goth Crossdresser Jade Madison Sucking Cock

Categories: amateur, american, big ass, big cock, blowjob, crossdressing, dick, goth, hd, lingerie

8 months ago

5:10

xHamster

Wanking Sissy In Shiny Satin

Categories: amateur, crossdressing, german, hd, high heels, lingerie, masturbation, mature, nylon, outdoor

10 months ago

9:19

xHamster

Ms300 Sarazia Exotic - Squishy Pussy Oozing Cum Act 4

Categories: amateur, american, beauty, big cock, crossdressing, cum, cumshot, ebony, exotic, fetish

1 year ago

2:07

xHamster

Secretdreamsfuta Ass Gaped Hardcore Sex Tasty Hot Pleasure Buttocks Thirsty for Cock Ass Gaped

Categories: amateur, american, asian, ass, big cock, crossdressing, cum, dick, hardcore, hd

1 year ago

0:25

xHamster

Asian Dildo Fuck

Categories: amateur, anal, anal toying, asian, bathroom, crossdressing, dildo, hd, masturbation, mature

1 year ago

1:30

aShemaleTube

HA22 Student masturbates with dildo in classroom while wiping whiteboard

Categories: anal, asian, chinese, classroom, crossdressing, dildo, feet, fetish, hd, ladyboy

2 years ago

1:46

aShemaleTube

the fagot sissy slut shows up in the park

Categories: amateur, hd, park, sissy, slut

28 days ago

1:05

aShemaleTube

Caged Sissy Knows Her Place In Front Of BBC

Categories: anal, big black cock, cage, interracial, sissy

3 months ago

6:38

ShemaleMovie

Shower fun featuring a wild triple anal action and a cumshot

Categories: anal, anal toying, cumshot, double penetration, funny, shower, sissy, teen (18+), triple penetration, wild

6 months ago

3:53

xHamster

I Need to Be Fucked so Bad - Sissy19

Categories: anal, big ass, cumshot, fucking machine, hd, masturbation, mature, pussy, sissy, slut

8 months ago

11:03

xHamster

Crossdresser at the bus station

Categories: anal toying, bus, crossdressing, european, french, hd, high heels, lingerie, outdoor, public

10 months ago

6:57

KeekAss

Greperiodically porking my culo in my uber-cute crimson mini-skirt

Categories: amateur, anal, cute, dick, femboy, hd, masturbation, miniskirt, sissy, solo

1 year ago

3:40

KeekAss

Sissy CD slut ride a huge dildo

Categories: amateur, anal, crossdressing, dildo, huge dildo, lingerie, sissy, slut, toys

1 year ago

2:04

aShemaleTube

Sissy CD slut cant take BBC

Categories: big black cock, boots, crossdressing, hd, sissy, slut

1 year ago

8:50

aShemaleTube

Dildo in her big butt-Q. Emma

Categories: barebacking, big ass, brunette, chubby, cumshot, dildo, glasses, hd, high heels, homevideo

2 years ago

3:07

KeekAss

Alexa Cosmic swimming in cool waterfall dressed in colorific combi sundress...

Categories: amateur, beauty, blonde, crossdressing, hd, milf, outdoor, sissy, small tits, swimming

2 years ago

2:54

KeekAss

Selenas XXL Rump Anal Invasion boinking Marathon Pin trio

Categories: amateur, anal, anal toying, ass, big ass, crossdressing, dildo, fucking machine, hd, ladyboy

29 days ago

51:34

aShemaleTube

Almost edged too long, But oh so worth it in the end!

Categories: amateur, crossdressing, cumshot, femboy, hd, masturbation, sissy, solo

6 months ago

2:06

xHamster

Teasing in Red Seethrough Panties, Black Stockings

Categories: amateur, black, crossdressing, dick, hd, high heels, lingerie, nylon, panties, sissy

8 months ago

7:46

KeekAss

Sissy Pulverizes her Bum

Categories: amateur, anal, blonde, boots, cage, cum, cumshot, cute, fetish, goddess

10 months ago

8:07

xHamster

The Tranny MILF - Destroying My Ass with a Huge Dildo and a Fuck Machine

Categories: anal, ass, big ass, creampie, dildo, fishnet, fucking machine, hd, huge dildo, masturbation

1 year ago

8:12

xHamster

Part 1 Cute Sissy Dirty Fun with Her Step Bro Pee and Cum

Categories: asian, big ass, colombian, compilation, cum, cute, dirty, funny, hd, japanese

1 year ago

16:26

aShemaleTube

sissy lizza sucking stranger part 1

Categories: amateur, blonde, blowjob, crossdressing, cum in mouth, hd, homevideo, sissy, stranger, sucking

1 year ago

4:17

KeekAss

Sandy-Haired Femboy Wifey Ass-Fuck

Categories: 18 year old, amateur, anal, anal toying, assfucking, big cock, cosplay, creampie, crossdressing, cumshot

2 years ago

6:10

KeekAss

Tranniesgold Huge-Titted Japanese LB Gets Gusto

Categories: anal, asian, big tits, brunette, close up, hd, huge tits, indian, japanese, lactating

3 years ago

9:02

TrannyOne

Sissy boy whipped and fucked by daddy

Categories: anal, anus, ass, boy, daddies, sissy, whip

30 days ago

10:35

HClips

Crossdresser 120

Categories: amateur, big cock, brunette, crossdressing, dick, sissy, small tits, solo, stockings

3 months ago

4:14

aShemaleTube

4k Femboy performs a little silly!

Categories: ass, blonde, booty, femboy, hd, long hair, sissy, skirt, solo, transsexual

6 months ago

0:39

xHamster

Extreme Huge Anal Dildos From johnthomastoys, Deep Anal and Hard Orgasms

Categories: amateur, anal, anal toying, ass, british, compilation, cum, dildo, extreme, gaping hole

8 months ago

6:49

xHamster

Caged black sissy slut

Categories: anal, bathroom, big ass, black, blowjob, brazilian, crossdressing, ebony, femboy, hairy

10 months ago

9:48

ShemaleMovie

Horny trans stepmom gets pounded in the kitchen by Crystal Phoenix

Categories: amateur, anal, ass, big ass, dildo, femboy, glasses, kitchen, latina, masturbation

1 year ago

6:47

xHamster

Sis-k Pinky Chinese Dress Ep3: Fapping

Categories: amateur, anal, asian, chinese, crossdressing, cum, dress, handjob, hd, ladyboy

1 year ago

5:33

xHamster

Lace Nude Panties and Longline Bra

Categories: amateur, bra, hd, lace, lingerie, masturbation, nude, panties, sissy, solo

1 year ago

1:52

aShemaleTube

tranny housewife is bound and gagged

Categories: bdsm, bondage, bound, crossdressing, gagging, hd, housewife, lingerie, sissy, stockings

2 years ago

2:12

KeekAss

Insatiable Sissy Maid

Categories: amateur, crossdressing, hd, homevideo, maid, sissy, stockings

3 years ago

3:25

KeekAss

riskiy public walk in footwear and v-card

Categories: amateur, blonde, boots, crossdressing, hd, latex, leather, outdoor, public, sissy

30 days ago

31:52

aShemaleTube

Ce Mec m'Utilise tout les Matin comme Trou à Bite avant d'aller au Travail. VaneSsaBiTCHx

Categories: blowjob, crossdressing, french, hardcore, hd, rough, sissy, tgirl

3 months ago

5:22

xHamster

She likes the doggy style position because it goes deeper into her dirty ass

Categories: amateur, anal, ass, barebacking, big cock, colombian, creampie, crossdressing, dirty, doggystyle

5 months ago

6:58

AlphaPorno

Erotic shemale fantasy fuck in fully animated perversions

Categories: 3d, animation, ball licking, big cock, blonde, blowjob, costume, cum, cumshot, doggystyle

8 months ago

5:33

xHamster

Hand cuffed Sissy wanks Her Cock for Master

Categories: amateur, big cock, crossdressing, cum, dick, femboy, feminization, fetish, hd, ladyboy

10 months ago

10:28

xHamster

Crossdresser slave deeptroath

Categories: blowjob, bondage, crossdressing, hardcore, hd, ladyboy, sissy, slave, spanish

1 year ago

5:08

xHamster

Dirty Sissy CD slut deep throat training with a lilttle spit

Categories: amateur, blowjob, deep throat, dirty, gagging, german, hd, homevideo, pov, sissy

1 year ago

1:13

xHamster

I Have Cum and Sperm on My Sexy Nylon Legs

Categories: crossdressing, cum, cumshot, fetish, hd, high heels, leggings, legs, nylon, pantyhose

1 year ago

1:48

KeekAss

Xxl Chisel Shemale Leaks Big Amount Precum Before Money-Shot

Categories: amateur, ass, big ass, big cock, blonde, close up, crossdressing, cum, cumshot, handjob

2 years ago

3:12

xHamster

The video of my profile photo

Categories: amateur, big cock, british, crossdressing, cum, glasses, hd, licking, lingerie, masturbation

2 years ago

0:40

TrannyOne

Sexy sissy crossdresser femboy Sweet Lollipop in a blouse and bikini bottom.

Categories: amateur, asian, big cock, bikini, crossdressing, femboy, hd, lingerie, lollipop, sissy

3 years ago

2:11

KeekAss

Sissy Vicky TRANSSEXUAL rambling the parking at night

Categories: amateur, bbw, big ass, brunette, crossdressing, latina, lingerie, mature, outdoor, public

6 years ago

4:44

Txxx

Sissy fucking her boypussy with a huge dildo and cum handsfree

Categories: amateur, cum, cumshot, huge dildo, masturbation, sissy, solo, teen (18+), toys, webcam

3 months ago

19:27

XXXDan

Big Tits Asian American Sissy Tranny Trap Used by Her Daddy Dominant Part 3 of 3

Categories: amateur, american, anal, asian, bdsm, big tits, creampie, daddies, gay, interracial

6 months ago

10:51

KeekAss

No break away! Femboy gets roped up and vibrated!

Categories: amateur, blonde, bondage, crossdressing, cumshot, dress, femboy, fetish, goth, hd

8 months ago

10:34

xHamster

Sissy dildo riding compilation

Categories: amateur, anal, anal toying, big ass, cage, compilation, crossdressing, cum, dildo, feminization

10 months ago

3:25

xHamster

Sexy femboy in red lingerie on the bed

Categories: amateur, beauty, bed sex, blonde, crossdressing, cute, femboy, hd, ladyboy, lingerie

1 year ago

1:30

xHamster

Huge Ass Shemale with a Glass but Plug Fucking Her Ass

Categories: amateur, anal, ass, big ass, dildo, fucking machine, hd, masturbation, mature, pussy

1 year ago

10:15

KeekAss

Trans In Stockings Solo Session

Categories: amateur, ass, beauty, big cock, brunette, cute, dildo, homevideo, indian, kitchen

1 year ago

1:00

KeekAss

TGIRL THROATING JIZZ-SHOTGUN

Categories: amateur, behind the scenes, big cock, blonde, blowjob, brunette, couple, crossdressing, cumshot, domination

2 years ago

0:50

KeekAss

Showing my asshole and twerking for tips

Categories: amateur, ass, big ass, bimbo, crossdressing, homevideo, sissy, solo, stockings, webcam

3 years ago

6:54

KeekAss

Sumptuous Tiny Ponnyboy sissy ambling in store and outside

Categories: amateur, crossdressing, hd, husband, ladyboy, lingerie, outdoor, pov, public, shop

31 days ago

9:08

aShemaleTube

Slut Goes Crazy on Fuck Machine

Categories: american, anal, ass, crazy, fisting, fucking machine, homevideo, masturbation, sissy, slut

3 months ago

5:05

xHamster

Teen transgirl fuck her hole with a dildo

Categories: 18 year old, amateur, anal, big ass, crossdressing, dildo, femboy, hd, latina, sissy

8 months ago

8:12

xHamster

Big Ass Sissy MILF Training Her Ass - Sissification

Categories: anal, ass, big ass, cumshot, dildo, fucking machine, hd, masturbation, mature, milf

10 months ago

2:23

aShemaleTube

Two Friends Having Fun

Categories: amateur, anal, asian, chinese, femboy, friend, funny, pantyhose, sissy, stockings

1 year ago

10:15

KeekAss

Wild Shemale Barebacking Action

Categories: amateur, anal, barebacking, beauty, cartoon, caught, cute, homevideo, kissing, masturbation

1 year ago

5:28

XXXDan

GB-002 Sissy Vein get gangbang wtih sex toy

Categories: amateur, anal, asian, blowjob, chinese, gangbang, hardcore, mature, sissy, toys

1 year ago

15:19

xHamster

Ang Bilis Nilabasan Ng Sperm Si Reyna Kasi Na Feel Niya Na Sobrang Sarap

Categories: amateur, asian, beauty, big ass, big cock, cum, cute, filipina, hd, homevideo

1 year ago

5:43

XXXDan

Twerking Big White Ass Crossdresser Sissy Amateur Gay

Categories: amateur, babe, bbw, big ass, crossdressing, cute, gay, pissing, redhead, sissy

2 years ago

3:05

xHamster

Hardcore Ass Stretching With Huge Dildo

Categories: anal, anal toying, ass, cute, dildo, hardcore, hd, homevideo, huge dildo, latex

2 years ago

7:02

TrannyOne

Greek crossdresser Anna walk in public

Categories: crossdressing, greek, public, queen, sissy

3 years ago

38:26

TrannyOne

Karen Dior in action

Categories: anal, ass, big cock, blowjob, classic, crossdressing, dick, hardcore, jerking, lingerie

31 days ago

12:35

aShemaleTube

I'm wearing a wide mini with hearts, red transparent stockings and my stiletto heels and I feel

Categories: anal, big tits, crossdressing, high heels, lingerie, masturbation, oiled, sissy, solo, stockings

3 months ago

17:07

aShemaleTube

Hot and sexy shemale fuck and masturbating her limp little penis and piss post

Categories: anal, big cock, crossdressing, dick, femboy, hd, homevideo, ladyboy, lingerie, massage

5 months ago

9:06

VideoSection

Deep throat, hd videos

Categories: american, anal, ass, asslick, babe, barebacking, beauty, blonde, blowjob, cowgirl

8 months ago

3:47

xHamster

Sexy Brunette Crossdresser Sucks Hot Blonde Femboy's Cock

Categories: amateur, american, anal, big ass, big cock, blonde, blowjob, brunette, crossdressing, cum

10 months ago

18:51

xHamster

I'm an Obedient Sissy Bitch

Categories: amateur, anal, barebacking, beauty, big ass, big black cock, bitch, blowjob, couple, cute

1 year ago

1:28

xHamster

Hot crossdresser in satin latex and stockings

Categories: amateur, crossdressing, hd, high heels, latex, lingerie, mature, satin, sissy, solo

1 year ago

1:42

xHamster

Trans Sissy Femboy Rides BBC while Rubbing Her Sissy Clitty

Categories: amateur, american, barebacking, big black cock, boy, clit, crossdressing, dildo, femboy, gay

1 year ago

6:43

aShemaleTube

Obey your master!

Categories: anal, big cock, cum, cumshot, domination, master, sissy

1 year ago

23:02

xHamster

Sissy Astolfo Chained

Categories: amateur, american, bdsm, bondage, chained, cosplay, crossdressing, edging, hd, masturbation

2 years ago

2:15

KeekAss

Sugary-Sweet Femboy Jerk Off Instructions and Spunk Directives

Categories: amateur, anal, beauty, big cock, blonde, compilation, crossdressing, cum, cumshot, cute

2 years ago

3:57

KeekAss

Crossdresser Sissy corded and ball-gagged2

Categories: amateur, bdsm, blonde, bondage, bound, crossdressing, domination, feminization, fetish, gagging

3 months ago

14:34

aShemaleTube

Chinese TS Yummyneco

Categories: asian, chinese, crossdressing, ladyboy, lingerie, sissy, small cock, small tits, transsexual

8 months ago

18:10

xHamster

Sexy Slut Outdoor Pissing Fitness

Categories: amateur, anal, beauty, big cock, cum, cumshot, fitness, hd, masturbation, outdoor

1 year ago

6:56

xHamster

My latex stockings with a thorough dress and plateu heels, do you?

Categories: amateur, crossdressing, dress, fetish, hd, high heels, homevideo, ladyboy, latex, lingerie

1 year ago

1:46

xHamster

Big Butt Plug in My Ass

Categories: amateur, anal, ass, big ass, dildo, fucking machine, hd, lingerie, masturbation, mature

1 year ago

7:37

ShemaleZ

Sissy Masturbate In The Kitchen

Categories: amateur, big cock, kitchen, ladyboy, lingerie, masturbation, sissy, small tits, webcam

2 years ago

6:48

KeekAss

CD T-Girl humps her Culo with her banging machine part 1

Categories: amateur, anal, anal toying, banging, big ass, crossdressing, dildo, fetish, fucking machine, hd

3 years ago

3:15

TrannyOne

marktheWeakling HOGTIED TO GIVE HEAD

Categories: amateur, bdsm, blowjob, bondage, crossdressing, gay, hairy, hd, hogtied, maledom

31 days ago

10:54

aShemaleTube

Have Fun with Me Come

Categories: amateur, bbw, crossdressing, desi, funny, indian, japanese, ladyboy, lingerie, mature

3 months ago

8:06

HClips

Fucking Goth Sissy Compilation 2 With Jade Madison And Sissy Crossdresser

Categories: amateur, american, anal, assfucking, brunette, compilation, crossdressing, fishnet, goth, hd

6 months ago

3:20

xHamster

Great Legs and Ass Tranny MILF - Sissy11

Categories: anal, ass, big ass, cumshot, dildo, fucking machine, hd, legs, masturbation, mature