Prompt in Sissy Arse
5 years ago
5:01

KeekAss

Prompt in Sissy Arse

Tags: anal, ass, barebacking, blonde, gay, handjob, hd, sissy

Sissy eat your cum
7 years ago
0:22

xHamster

Sissy eat your cum

Tags: cum, sissy

Traffic Sissy Adventures
13 years ago
11:32

aShemaleTube

Traffic Sissy Adventures

Tags: sissy

sissy training magic n.3
9 years ago
3:08

xHamster

sissy training magic n.3

Tags: big cock, ladyboy, lingerie, sissy

This yam-sized dark-hued man rod is going all the way up your sissy ass
4 years ago
7:44

HDSex

This yam-sized dark-hued man rod is going all the way up your sissy ass

Tags: ass, lingerie, masturbation, sissy, toys

Two Chinese Shemales Dominate Sissy Boy
5 years ago
18:23

aShemaleTube

Two Chinese Shemales Dominate Sissy Boy

Tags: barebacking, big cock, boy, domination, fetish, homevideo, lingerie, pov, sissy, stockings

Sissy Femmeboi Jazii Fucked
13 years ago
3:44

aShemaleTube

Sissy Femmeboi Jazii Fucked

Tags: sissy

Chinese sissy rubberwhore masturbation
5 years ago
1:42

xHamster

Chinese sissy rubberwhore masturbation

Tags: big cock, chinese, hd, ladyboy, latex, masturbation, mature, sissy, solo, stockings

Sissy inspiration
8 years ago
7:37

xHamster

Sissy inspiration

Tags: sissy

【王二信】母狗王二信玩鸡巴 自慰 女装大佬 摸奶视频 药娘 CD SISSY 人妖 伪娘
4 years ago
5:03

KeekAss

【王二信】母狗王二信玩鸡巴 自慰 女装大佬 摸奶视频 药娘 CD SISSY 人妖 伪娘

Tags: asian, brunette, hd, japanese, kinky, masturbation, sissy, small tits, transsexual, wanking

Bad sissy boys 5
13 years ago
8:14

aShemaleTube

Bad sissy boys 5

Tags: boy, sissy

Cumming French Maid Sissy
8 years ago
11:02

xHamster

Cumming French Maid Sissy

Tags: big cock, cum, french, lingerie, maid, masturbation, sissy, small tits, solo

Pantyluvn sissy runaway
3 days ago
2:51

aShemaleTube

Pantyluvn sissy runaway

Tags: amateur, chubby, crossdressing, cumshot, femboy, hd, homevideo, lingerie, masturbation, mature

transgender travesti sounding urethral  outdoor underwear 45a
3 years ago
11:12

KeekAss

transgender travesti sounding urethral outdoor underwear 45a

Tags: dildo, hd, lingerie, mature, outdoor, sissy, stockings, tranny, underwear, urethra

wet Dream handsfree cumshot
6 years ago
4:38

aShemaleTube

wet Dream handsfree cumshot

Tags: asian, crossdressing, cumshot, fetish, lingerie, masturbation, mature, milk, pornstar, small cock

Pornstars: wet dream

Kardashiba Korean cute drag queens
5 years ago
5:15

aShemaleTube

Kardashiba Korean cute drag queens

Tags: asian, crossdressing, cute, korean, ladyboy, sissy, teen (18+)

SISSY ROLEMODEL
7 years ago
1:58

aShemaleTube

SISSY ROLEMODEL

Tags: sissy

TS Kendra And Natalie hardcore anal
8 years ago
5:30

FetishPapa

TS Kendra And Natalie hardcore anal

Tags: anal, big tits, hardcore, oral, sissy, tranny, transsexual

jerk off high heels
27 days ago
0:32

aShemaleTube

jerk off high heels

Tags: amateur, anal, big cock, cumshot, high heels, homevideo, jerking, masturbation, sissy, solo

Femboy sissy fucked
8 years ago
5:31

UPornia

Femboy sissy fucked

Tags: femboy, ladyboy, sissy

Sissy dream!
8 years ago
1:27:58

Txxx

Sissy dream!

Tags: blowjob, fantasy, sissy

Sissi Stacy Ride All Here Dildos and Trying to Understand Which One Is Better Part 1
38 days ago
2:42

xHamster

Sissi Stacy Ride All Here Dildos and Trying to Understand Which One Is Better Part 1

Tags: amateur, anal, anal toying, ass, barebacking, big ass, big black cock, booty, corset, crossdressing

Sissy Guy In Pantyhose Needs Cock
11 years ago
12:00

aShemaleTube

Sissy Guy In Pantyhose Needs Cock

Tags: dick, pantyhose, sissy

SISSY HUCOW
8 years ago
1:54

aShemaleTube

SISSY HUCOW

Tags: bimbo, blonde, british, feminization, lactating, pov, sissy, teen (18+)

German Sissy Trans gets cumshot after a wonderful blowjob
9 years ago
3:02

aShemaleTube

German Sissy Trans gets cumshot after a wonderful blowjob

Tags: blowjob, cumshot, german, sissy, transsexual

Black Wetlook Dress (enhanced)
49 days ago
23:10

aShemaleTube

Black Wetlook Dress (enhanced)

Tags: amateur, black, crossdressing, dress, hd, homevideo, latina, lingerie, pantyhose, sissy

Erika Vasconcelos And Her Sissy Lover
13 years ago
12:40

aShemaleTube

Erika Vasconcelos And Her Sissy Lover

Tags: sissy

Mrs Lovings Sissy Training
8 years ago
10:13

xHamster

Mrs Lovings Sissy Training

Tags: masturbation, sissy

Sissy fucking compilation 3
9 years ago
34:22

aShemaleTube

Sissy fucking compilation 3

Tags: anal, compilation, crossdressing, sissy

Chinesse tranny home fuck
5 years ago
5:19

aShemaleTube

Chinesse tranny home fuck

Tags: asian, chinese, crossdressing, homevideo, lingerie, sissy, stockings, teen (18+), tranny

Let there be Fucking - Sissy PMV
9 years ago
3:20

xHamster

Let there be Fucking - Sissy PMV

Tags: big tits, pov, sissy

Sasha is a Sissy Toilet Maid
8 years ago
1:26

aShemaleTube

Sasha is a Sissy Toilet Maid

Tags: maid, masturbation, sissy, small tits, solo, tgirl, toilet, tranny

Chinese ladyboy Baby Batter Qiao bi-racial have fun
4 years ago
9:11

KeekAss

Chinese ladyboy Baby Batter Qiao bi-racial have fun

Tags: anal, bisexual, blowjob, brunette, chinese, funny, lingerie, masturbation, stockings, toys

Sissy hypno slut trainer
4 years ago
7:04

aShemaleTube

Sissy hypno slut trainer

Tags: barebacking, big tits, compilation, sissy, slut, stockings

Sissy bitch fuking slut but plugs
7 years ago
1:36

xHamster

Sissy bitch fuking slut but plugs

Tags: bitch, hd, lingerie, masturbation, sissy, slut, solo, stockings

Big Schlong Conny feeds Sissy Estelle
9 years ago
12:56

aShemaleTube

Big Schlong Conny feeds Sissy Estelle

Tags: sissy

Sissy Getting BBC Daddydik
8 years ago
4:40

xHamster

Sissy Getting BBC Daddydik

Tags: barebacking, big black cock, daddies, hd, interracial, sissy

You have the perfect body for a sissy girl
8 years ago
9:23

xHamster

You have the perfect body for a sissy girl

Tags: hd, lingerie, masturbation, perfect body, sissy

Crossdresser in missionary position points her toes like a sissy while squirming on a cock
11 days ago
2:41

aShemaleTube

Crossdresser in missionary position points her toes like a sissy while squirming on a cock

Tags: amateur, anal, crossdressing, dick, femboy, hd, homevideo, missionary, panties, sissy

Cynthia satin  tranny sissy cumdump
7 years ago
4:59

Txxx

Cynthia satin tranny sissy cumdump

Tags: lingerie, satin, sissy, solo, tranny, webcam

transexual girl 19 years old
12 days ago
6:03

aShemaleTube

transexual girl 19 years old

Tags: amateur, american, femboy, homevideo, masturbation, old, redhead, sissy, small cock, small tits

Outdoor sissy crossdresser dildo self facial
11 years ago
10:54

aShemaleTube

Outdoor sissy crossdresser dildo self facial

Tags: crossdressing, dildo, facial, outdoor, sissy

Vlada russian sissy slut home maid on webcam
8 years ago
17:25

aShemaleTube

Vlada russian sissy slut home maid on webcam

Tags: homevideo, maid, russian, sissy, slut, webcam

Your ass wont be so tight after my big black cock
8 years ago
16:29

xHamster

Your ass wont be so tight after my big black cock

Tags: ass, big ass, big cock, black, blowjob, dick, hd, interracial, sissy, tight

Sissy fucked with a strapon
12 years ago
10:17

aShemaleTube

Sissy fucked with a strapon

Tags: sissy, strap-on

Sissy Trinity fucked in throat
13 years ago
12:43

aShemaleTube

Sissy Trinity fucked in throat

Tags: sissy, throat

castrated Sissy in Switzerland
7 years ago
1:56

xHamster

castrated Sissy in Switzerland

Tags: hd, outdoor, sissy, swiss

Fucking stepmom, mature
27 days ago
6:00

ShemaleMovie

Fucking stepmom, mature

Tags: amateur, anal, ass, asslick, bdsm, blowjob, compilation, couple, crossdressing, cum

Sissy pt 4
8 years ago
9:48

xHamster

Sissy pt 4

Tags: blowjob, sissy, small tits, stockings

You are going to be a cute little sissy girl slut
8 years ago
8:11

xHamster

You are going to be a cute little sissy girl slut

Tags: cute, hd, lingerie, masturbation, pov, sissy, slut, toys

Lovely Chinese Trap Plumbed
5 years ago
15:00

KeekAss

Lovely Chinese Trap Plumbed

Tags: 3some, anal, ass, assfucking, brunette, dick, gay, small tits, stockings, sucking

Sissy Compilation - Crosdfressers and Feminization
13 years ago
3:08

aShemaleTube

Sissy Compilation - Crosdfressers and Feminization

Tags: compilation, feminization, sissy

German TV Sissy Afternoon Fun
7 years ago
7:48

xHamster

German TV Sissy Afternoon Fun

Tags: big ass, funny, german, hd, masturbation, sissy, solo, toys

More Sissy
14 years ago
4:38

xHamster

More Sissy

Tags: ladyboy, sissy

SISSY FEM
8 years ago
46:40

NuVid

SISSY FEM

Tags: masturbation, sissy, solo, toys, webcam

Shemale facializes sissy after fuck
10 years ago
5:29

aShemaleTube

Shemale facializes sissy after fuck

Tags: facial, sissy

Kizdantatli turkish sissy
12 years ago
5:57

aShemaleTube

Kizdantatli turkish sissy

Tags: sissy, turkish

Excited Crossdresser Takes Flight: High Heels & Bold Moves Part 1
50 days ago
6:07

aShemaleTube

Excited Crossdresser Takes Flight: High Heels & Bold Moves Part 1

Tags: big cock, crossdressing, fetish, hd, high heels, sissy, uniform, webcam

Ugly wife and sissy
8 years ago
10:36

aShemaleTube

Ugly wife and sissy

Tags: anal, crossdressing, lingerie, sissy, ugly, webcam, wife

Sissy Cums in a Glass Bowl
13 years ago
3:44

aShemaleTube

Sissy Cums in a Glass Bowl

Tags: cum, sissy

trav cd tv ts sissy collants pantyhose exib a la campagne
8 years ago
1:27

xHamster

trav cd tv ts sissy collants pantyhose exib a la campagne

Tags: hd, ladyboy, outdoor, pantyhose, sissy, transsexual

TRANSGENDER PRINCESS MX3 - Gargantua4
5 years ago
4:21

KeekAss

TRANSGENDER PRINCESS MX3 - Gargantua4

Tags: anal, blonde, blowjob, brunette, cumshot, group sex, lingerie, masturbation, orgy, pornstar

Sexy Crossdresser kellycd2022 wetting my panties in tan pantyhose and fishnet stockings
57 days ago
11:35

xHamster

Sexy Crossdresser kellycd2022 wetting my panties in tan pantyhose and fishnet stockings

Tags: amateur, british, crossdressing, fishnet, hd, ladyboy, lingerie, masturbation, mature, outdoor

Sissy Bitch Ass Anal Toyed
12 years ago
3:32

aShemaleTube

Sissy Bitch Ass Anal Toyed

Tags: anal toying, ass, bitch, sissy

BIG BLACK COCK Pummel and Make Sissy Chinese CD Jizm
5 years ago
8:47

KeekAss

BIG BLACK COCK Pummel and Make Sissy Chinese CD Jizm

Tags: anal, big black cock, big cock, blowjob, cumshot, handjob, hd, homevideo, japanese, masturbation

Lingeried Mature Sissy Toying His Butt
13 years ago
10:46

aShemaleTube

Lingeried Mature Sissy Toying His Butt

Tags: ass, mature, sissy, toys

Small cocked sissy sis gets it real hard
8 years ago
3:21

xHamster

Small cocked sissy sis gets it real hard

Tags: dick, sissy, small cock, small tits

You have the perfect body for a sissy
8 years ago
8:08

xHamster

You have the perfect body for a sissy

Tags: hd, lingerie, masturbation, perfect body, pov, sissy, toys

Fat Sissy Ass
7 years ago
0:15

xHamster

Fat Sissy Ass

Tags: ass, big ass, fat, sissy, solo, stockings, webcam

Naughty cock slut stroking her sissy clit
7 years ago
0:48

xHamster

Naughty cock slut stroking her sissy clit

Tags: clit, dick, ladyboy, masturbation, naughty, sissy, slut, solo, stroking

Horny German sissy swallows her cum
9 years ago
3:47

aShemaleTube

Horny German sissy swallows her cum

Tags: cum, cum swallowing, german, sissy

Tonight we turn you into a sissy girl
7 years ago
9:12

xHamster

Tonight we turn you into a sissy girl

Tags: hd, lingerie, masturbation, pov, sissy, toys

sissy shelly pvc dress
8 years ago
1:50

xHamster

sissy shelly pvc dress

Tags: dress, hd, latex, sissy, stockings

You should dress like the sissy you are
7 years ago
9:58

xHamster

You should dress like the sissy you are

Tags: dress, hd, lingerie, masturbation, pov, sissy, toys

Solo Sissy Slut Webcam Self fist,, Self Fuck and self facial
10 years ago
7:08

aShemaleTube

Solo Sissy Slut Webcam Self fist,, Self Fuck and self facial

Tags: facial, sissy, slut, solo, webcam

Exotic Shemale Duo Anal Fucking
8 years ago
7:27

FetishPapa

Exotic Shemale Duo Anal Fucking

Tags: anal, exotic, sissy, small tits, tranny

crossdresser fucked in vegas
31 days ago
14:33

aShemaleTube

crossdresser fucked in vegas

Tags: amateur, blowjob, crossdressing, femboy, interracial, lingerie, mature, pov, sissy

I can help you let your sissy side out
8 years ago
8:47

xHamster

I can help you let your sissy side out

Tags: hd, lingerie, masturbation, outdoor, pov, sissy, toys

Sissy Bitch Trainer gifs 2
8 years ago
10:37

Txxx

Sissy Bitch Trainer gifs 2

Tags: big cock, bitch, dildo, sissy, toys

Sexy Blonde Sissy Using Vibrator Trans Woman
32 days ago
12:48

xHamster

Sexy Blonde Sissy Using Vibrator Trans Woman

Tags: amateur, american, bdsm, beauty, blonde, bondage, crossdressing, domination, feminization, hd

Sissy bitch Wendy Jane fucking her shovel
12 years ago
5:36

aShemaleTube

Sissy bitch Wendy Jane fucking her shovel

Tags: bitch, sissy

Finest sissy
30 days ago
3:34

KeekAss

Finest sissy

Tags: anal, big ass, big tits, crossdressing, femboy, feminization, fetish, handjob, hd, lingerie

I will make you a sexy girly girl
7 years ago
8:38

xHamster

I will make you a sexy girly girl

Tags: hd, lingerie, masturbation, pov, sissy, toys

Mature Sissy Bedroom Clip
13 years ago
13:01

aShemaleTube

Mature Sissy Bedroom Clip

Tags: bedroom, mature, sissy

Sissy Audrey Punished
8 years ago
7:14

xHamster

Sissy Audrey Punished

Tags: bdsm, lingerie, punishment, sissy, stockings

Sissy Peg is back in town
8 years ago
5:25

xHamster

Sissy Peg is back in town

Tags: big ass, hd, lingerie, sissy, solo, toys

Femboy Slut loves her favorite 9 inch Dildo
2 months ago
1:11

xHamster

Femboy Slut loves her favorite 9 inch Dildo

Tags: amateur, anal, compilation, dick, dildo, femboy, gaping hole, hd, homevideo, masturbation

English femdoms punish submissive outdoors
9 years ago
6:00

TnaFlix

English femdoms punish submissive outdoors

Tags: bdsm, crossdressing, english, feminization, fetish, outdoor, sissy, spanking, submissive, transvestite

I picked out a cute little sissy outfit for you
8 years ago
10:05

xHamster

I picked out a cute little sissy outfit for you

Tags: cute, hd, lingerie, masturbation, sissy

We need to prepare your ass for a real cock
8 years ago
8:29

xHamster

We need to prepare your ass for a real cock

Tags: ass, dick, hd, lingerie, masturbation, pov, sissy, toys

Sissy slutbecky auto spanking machine
12 years ago
4:24

aShemaleTube

Sissy slutbecky auto spanking machine

Tags: car, sissy, slut, spanking

My sissyboy wants to be a tranny
37 days ago
24:00

aShemaleTube

My sissyboy wants to be a tranny

Tags: amateur, barebacking, blowjob, femboy, homevideo, lingerie, sissy, stockings, teen (18+), toys

Sissy cd june bonney and cuckold couple
8 years ago
12:34

Txxx

Sissy cd june bonney and cuckold couple

Tags: big ass, couple, creampie, cuckold, dildo, sissy, toys

Sissy photo cocks II
8 years ago
6:55

Txxx

Sissy photo cocks II

Tags: blowjob, dick, interracial, lingerie, sissy

Overstimulated and Frustrated Sissy Crossdresser Cant Spunk
41 days ago
7:10

KeekAss

Overstimulated and Frustrated Sissy Crossdresser Cant Spunk

Tags: amateur, anal, big cock, clit, crossdressing, cum, denial, fetish, gaping hole, hd

Sissy Breezy Instructing Ass fucking Pegging
44 days ago
3:32

KeekAss

Sissy Breezy Instructing Ass fucking Pegging

Tags: assfucking, daddies, hd, latex, pegging, sissy, spanking, toys, transsexual

Mommys Piss Sissy
13 years ago
6:43

aShemaleTube

Mommys Piss Sissy

Tags: mom, pissing, sissy

The Sissy and Her Dominatrix
12 years ago
16:21

xHamster

The Sissy and Her Dominatrix

Tags: dominatrix, ladyboy, sissy

Asian sissy milking in chastity
8 years ago
1:13

xHamster

Asian sissy milking in chastity

Tags: asian, ladyboy, masturbation, milk, sissy, small tits, toys

Hottie Shemale Duo Suck Each Other Cock
8 years ago
7:38

FetishPapa

Hottie Shemale Duo Suck Each Other Cock

Tags: anal, big tits, dick, oral, sissy, sucking, tranny

Trans crossdressing web cam BI-ATCH with monstrous breasts getting paid to flash off by window
10 days ago
12:20

KeekAss

Trans crossdressing web cam BI-ATCH with monstrous breasts getting paid to flash off by window

Tags: amateur, bimbo, bisexual, crossdressing, flashing, hd, outdoor, sissy, transsexual, webcam

Kitsy. Ankle and wrist suspension bondage and anal sex. Captured bunny.
1 year ago
6:50

xHamster

Kitsy. Ankle and wrist suspension bondage and anal sex. Captured bunny.

Tags: anal, bdsm, beauty, bunny, cute, hd, ladyboy, sissy, teen (18+), tranny

Fetish Maids with Hard Cocks
1 year ago
1:32

TrannyOne

Fetish Maids with Hard Cocks

Tags: blonde, crossdressing, dick, fake tits, french, housewife, maid, nylon, rubber, sissy

Jakol tayo nito para sa mga taong mahilig manood ng ganitong gawain sa mga single katulad ko
7 months ago
21:23

xHamster

Jakol tayo nito para sa mga taong mahilig manood ng ganitong gawain sa mga single katulad ko

Tags: asian, beauty, big cock, cum, filipina, hd, ladyboy, masturbation, solo, teen (18+)

FEMOUT HARD-CORE: Lola Love Finishes Off For You!
2 years ago
3:00

KeekAss

FEMOUT HARD-CORE: Lola Love Finishes Off For You!

Tags: beauty, big cock, hardcore, hd, masturbation, pornstar, small tits, solo, teen (18+), toys

Pornstars: lola love

Beautiful Sissy Secretary Talking Dirty and Stroking (preview)
1 year ago
2:05

xHamster

Beautiful Sissy Secretary Talking Dirty and Stroking (preview)

Tags: beauty, british, dirty, hd, lingerie, masturbation, pov, secretary, teen (18+), tranny

Sissy prostate cum with dildo without hands
3 years ago
5:29

aShemaleTube

Sissy prostate cum with dildo without hands

Tags: crossdressing, cum, cumshot, dildo, prostate, sissy, stockings, teen (18+), toys

wet masturbatio
3 months ago
3:16

xHamster

wet masturbatio

Tags: fetish, hd, masturbation, pantyhose, russian, sissy, stockings, wet

Femboy sissification with anal plug and beautiful cumshot
1 year ago
2:15

xHamster

Femboy sissification with anal plug and beautiful cumshot

Tags: anal, beauty, crossdressing, cumshot, hd, lingerie, masturbation, small tits, solo, teen (18+)

Meaty Sissy Halloween Handle.
2 months ago
11:03

KeekAss

Meaty Sissy Halloween Handle.

Tags: anal, anal toying, ass, big ass, black, crossdressing, cumshot, dildo, femboy, halloween

Devine beauty sexy oral+anal show💋
4 months ago
53:41

aShemaleTube

Devine beauty sexy oral+anal show💋

Tags: anal, ass to mouth, beauty, blowjob, cumshot, hd, sissy, small tits, stockings, teen (18+)

Mommy teaches her son how to be a sissy
5 months ago
25:01

aShemaleTube

Mommy teaches her son how to be a sissy

Tags: mom, sissy

The Little Sissy in Red Latex Dress
2 years ago
4:12

xHamster

The Little Sissy in Red Latex Dress

Tags: big ass, blonde, hd, ladyboy, latex, lingerie, small tits, solo, stockings, teen (18+)

Trans beauty with a round booty enjoys using sex toys
28 days ago
14:25

HDSex

Trans beauty with a round booty enjoys using sex toys

Tags: amateur, ass, beauty, booty, crossdressing, dildo, ladyboy, masturbation, sissy, toys

Gorgeous amateur femboy, stunning trans babe
52 days ago
6:35

ShemaleMovie

Gorgeous amateur femboy, stunning trans babe

Tags: amateur, babe, big cock, college, cosplay, crossdressing, cum, femboy, fishnet, gorgeous

Two dudes take turns on a chubby sissy
6 months ago
8:07

aShemaleTube

Two dudes take turns on a chubby sissy

Tags: chubby, sissy

attooed hefty parent hunk gobbling femboys boipussy, dt and sole fetish in fishnets
1 year ago
2:15

KeekAss

attooed hefty parent hunk gobbling femboys boipussy, dt and sole fetish in fishnets

Tags: anal, blonde, blowjob, crossdressing, footjob, hd, hunk, ladyboy, old farts, stockings

Squashing a spunk-pump into a micro box
2 years ago
11:40

KeekAss

Squashing a spunk-pump into a micro box

Tags: cage, crossdressing, dick, fetish, hd, pornstar, stockings, toys, tranny, urethra

Pornstars: lystra

Sissy Bondage
3 years ago
6:36

ShemaleZ

Sissy Bondage

Tags: bdsm, blonde, bondage, fetish, hd, sissy, stockings

Sissy used by man
59 days ago
1:47

aShemaleTube

Sissy used by man

Tags: amateur, anal, crossdressing, hd, mature, sissy