Blue_skirt_cum.mp4
2 years ago
4:01

KeekAss

Blue_skirt_cum.mp4

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Handsome Ponnyboy girly toying o the couch and waiting for you
3 years ago
5:11

KeekAss

Handsome Ponnyboy girly toying o the couch and waiting for you

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Massager on Sissy weenie edging with mushy man-meat
1 year ago
14:10

KeekAss

Massager on Sissy weenie edging with mushy man-meat

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Dominatrix Feminizes Guy into Maid
1 year ago
2:18

xHamster

Dominatrix Feminizes Guy into Maid

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Guy Transformed into Hot Woman as Punishment by Roommate
1 year ago
1:13

xHamster

Guy Transformed into Hot Woman as Punishment by Roommate

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veggiebabyy – feminization chastity and thick cock
2 months ago
12:26

VivaTube

veggiebabyy – feminization chastity and thick cock

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Caged tiny clitty sissy shemale pissing outdoor and walking while pissing
2 months ago
7:05

xHamster

Caged tiny clitty sissy shemale pissing outdoor and walking while pissing

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Sissy Slave licks the floor like a pet
1 year ago
1:15

xHamster

Sissy Slave licks the floor like a pet

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Anal orgasm while caged
39 days ago
7:42

xHamster

Anal orgasm while caged

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Sissy boy tries to control the huge dildo
2 months ago
8:28

xHamster

Sissy boy tries to control the huge dildo

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Sissy Training Handsfree Cum
1 year ago
0:30

xHamster

Sissy Training Handsfree Cum

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I Dressed up for the Halloween
2 months ago
11:13

xHamster

I Dressed up for the Halloween

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Thick Ample Cocked Femboy rump pokes
2 years ago
2:29

KeekAss

Thick Ample Cocked Femboy rump pokes

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Cute tgirl jerks her huge cock in new underwear
30 days ago
8:01

xHamster

Cute tgirl jerks her huge cock in new underwear

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2 MISTRESS FEMINIZE A SISSY MAID
2 years ago
36:39

TrannyOne

2 MISTRESS FEMINIZE A SISSY MAID

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SisK CD hand-job with pinky and velvety sundress
2 years ago
5:12

KeekAss

SisK CD hand-job with pinky and velvety sundress

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Sissy in Chastity with Ripped Gym Pants and Getting Her Hole Destroyed
10 months ago
7:34

xHamster

Sissy in Chastity with Ripped Gym Pants and Getting Her Hole Destroyed

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Tiny limp dick ladyboy sissy simran fucked in silk lingerie
11 months ago
10:38

xHamster

Tiny limp dick ladyboy sissy simran fucked in silk lingerie

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Endowed young fellow plowing me in the culo indeed adorably!
3 months ago
8:59

KeekAss

Endowed young fellow plowing me in the culo indeed adorably!

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street whore pees outside
10 months ago
2:19

xHamster

street whore pees outside

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Sissy Crossdresser Panty Stuffing
1 year ago
0:55

xHamster

Sissy Crossdresser Panty Stuffing

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Tranny in sexy thong one piece Black swimsuit cum
3 months ago
6:42

xHamster

Tranny in sexy thong one piece Black swimsuit cum

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Sissy Fuckslut pleasuring BIG BLACK COCK
2 months ago
7:09

KeekAss

Sissy Fuckslut pleasuring BIG BLACK COCK

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Full Gender Transformation with Dildo Sucking and Fucking
4 months ago
2:06

xHamster

Full Gender Transformation with Dildo Sucking and Fucking

Tags: anal, anal toying, beauty, blowjob, crossdressing, dildo, feminization, fetish, hd, lingerie

Jessica Wildwood Takes Her Hrt 2020 Feminization Sissy
1 year ago
4:19

ShemaleZ

Jessica Wildwood Takes Her Hrt 2020 Feminization Sissy

Tags: bdsm, feminization, hd, ladyboy, sissy, small tits, solo, teen (18+), webcam

Glamour Galore: Dressing to Impress
11 months ago
5:22

xHamster

Glamour Galore: Dressing to Impress

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Sissy Nikola cums on own face
11 months ago
2:30

xHamster

Sissy Nikola cums on own face

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Feminized Tranny Wants To Get Dicked Down
2 years ago
10:29

TrannyOne

Feminized Tranny Wants To Get Dicked Down

Tags: anal, anus, ass, bdsm, blowjob, booty, cum, dick, doll, feet

Sissy Bunny edges for you
1 year ago
18:32

xHamster

Sissy Bunny edges for you

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White Sissy Crossdresser gets Pounded hard and Breeded Multiple times by her BBC
1 year ago
8:29

xHamster

White Sissy Crossdresser gets Pounded hard and Breeded Multiple times by her BBC

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Juggsy Bosom Chick
2 years ago
10:05

KeekAss

Juggsy Bosom Chick

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Sissy Anal Play at home
21 days ago
12:22

xHamster

Sissy Anal Play at home

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Sissy Femboy Toying With Bootie
1 year ago
2:21

KeekAss

Sissy Femboy Toying With Bootie

Tags: anal, assfucking, boy, crossdressing, femboy, feminization, hd, ladyboy, masturbation, sissy

Shemale handjob and cum without getting hard
5 months ago
6:22

xHamster

Shemale handjob and cum without getting hard

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Spandex Sissy Maid Plays with bud and culo teaser
1 year ago
5:04

KeekAss

Spandex Sissy Maid Plays with bud and culo teaser

Tags: anal, big ass, big tits, brunette, crossdressing, feminization, fetish, gloves, hd, ladyboy

Sissy Whore Pussy Owned by  #BratPerversions
1 year ago
0:54

xHamster

Sissy Whore Pussy Owned by #BratPerversions

Tags: bitch, brazilian, crossdressing, cunt, domination, feminization, fetish, hd, masturbation, orgasm

I came in my sissy's ass when she started to cum that I felt her anal contractions
7 months ago
7:19

xHamster

I came in my sissy's ass when she started to cum that I felt her anal contractions

Tags: anal, ass, barebacking, creampie, crossdressing, cum, femboy, feminization, hd, lingerie

Locked up trans chick urinating and spunking on herself
1 year ago
4:14

KeekAss

Locked up trans chick urinating and spunking on herself

Tags: bdsm, crossdressing, cute, femboy, feminization, fetish, handjob, hd, japanese, ladyboy

Juggsy Female Masker Sissy Whore 3
3 months ago
10:43

xHamster

Juggsy Female Masker Sissy Whore 3

Tags: american, big tits, crossdressing, dildo, feminization, fetish, hd, high heels, lingerie, masturbation

Pornhub princess cute ladyboy Crossdresser Kitty pretty shemale
8 months ago
5:19

xHamster

Pornhub princess cute ladyboy Crossdresser Kitty pretty shemale

Tags: american, beauty, big cock, big tits, crossdressing, cute, femdom, feminization, first time, hd

Compilation most viewed clip on my channel THANKS !!!
3 years ago
10:31

TrannyOne

Compilation most viewed clip on my channel THANKS !!!

Tags: ass, bdsm, big cock, big tits, blonde, booty, compilation, crossdressing, cum, cumshot

LADYBOY LEITAOXIV PLAYING WITH HER DICK
2 months ago
6:29

xHamster

LADYBOY LEITAOXIV PLAYING WITH HER DICK

Tags: amateur, asian, beauty, big cock, crossdressing, cum, dick, feminization, hd, japanese

Sophie trans nurse dildoing herself.
1 year ago
2:20

xHamster

Sophie trans nurse dildoing herself.

Tags: anal, anal toying, big tits, crossdressing, dildo, femboy, feminization, hd, lingerie, mature

Job Interview for Housekeeping Hotel Position ONLY if He Becomes a Woman
3 months ago
4:50

xHamster

Job Interview for Housekeeping Hotel Position ONLY if He Becomes a Woman

Tags: amateur, american, anal, beauty, crossdressing, domination, feminization, hd, hotel, interview

Bimbo Shemale Feminization
3 years ago
16:58

TrannyOne

Bimbo Shemale Feminization

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Honry ladyboy home alone
39 days ago
8:48

xHamster

Honry ladyboy home alone

Tags: amateur, anal, brazilian, crossdressing, femboy, feminization, hd, homevideo, indian, japanese

Crossdresser hog-tied in brief sundress
2 years ago
6:07

KeekAss

Crossdresser hog-tied in brief sundress

Tags: bdsm, bondage, bound, brunette, crossdressing, domination, femboy, feminization, fetish, gagging

MistyBubbleWush's Guide to Sissy Training (2024)
11 months ago
1:27

xHamster

MistyBubbleWush's Guide to Sissy Training (2024)

Tags: anal, bdsm, big black cock, canadian, compilation, cum, femboy, feminization, hd, sissy

Glorious she-male tramp in crimson high stilettos and tights
2 years ago
6:23

KeekAss

Glorious she-male tramp in crimson high stilettos and tights

Tags: beauty, brunette, crossdressing, femboy, feminization, high heels, japanese, ladyboy, lingerie, sissy

feminized and fucked
3 years ago
26:40

TrannyOne

feminized and fucked

Tags: anal, anus, ass, bdsm, blowjob, couple, crossdressing, domination, feet, feminization

We’re gonna struggle, and the winner gets to top!!!
3 months ago
7:19

KeekAss

We’re gonna struggle, and the winner gets to top!!!

Tags: anal, anus, ass, big cock, boy, compilation, crossdressing, domination, femboy, feminization

Naughty trans NB punishes herself with spanking and gets rewarded by her vibrator
1 year ago
23:49

xHamster

Naughty trans NB punishes herself with spanking and gets rewarded by her vibrator

Tags: ass, beauty, big ass, crossdressing, cum, feminization, hd, naughty, punishment, sissy

Sissy Slave spanks her ass for Daddy
1 year ago
1:28

xHamster

Sissy Slave spanks her ass for Daddy

Tags: abuse, ass, chubby, daddies, domination, fat, feminization, fetish, hd, panties

I think that deep down your a sissy boy slut
3 years ago
5:26

TrannyOne

I think that deep down your a sissy boy slut

Tags: bdsm, bisexual, boy, domination, fantasy, femdom, feminization, hd, humiliation, lingerie

Asking for forgiveness and redemption - consent to extreme breeding and limitless use
1 year ago
11:58

xHamster

Asking for forgiveness and redemption - consent to extreme breeding and limitless use

Tags: anal, bdsm, big cock, buttplug, crossdressing, extreme, feminization, fetish, hd, kinky

Sissy taniax in missionary goes deep and hard with bbc dildo
7 months ago
5:16

xHamster

Sissy taniax in missionary goes deep and hard with bbc dildo

Tags: anal, barebacking, beauty, big black cock, colombian, creampie, crossdressing, cum, dildo, feminization

Lana Trap gets a rigid Smashing with a giant Rope-on Fake Penis from Domme
3 years ago
13:54

KeekAss

Lana Trap gets a rigid Smashing with a giant Rope-on Fake Penis from Domme

Tags: anal, big ass, big tits, cage, crossdressing, denial, dick, dildo, femdom, feminization

Black fishnet body stocking and pink feather boa, ass stuffed with pink vibrater
1 year ago
12:47

xHamster

Black fishnet body stocking and pink feather boa, ass stuffed with pink vibrater

Tags: american, anal, ass, big ass, black, bodystocking, crossdressing, feminization, fishnet, hd

Sissy Slave slaps her face until red
1 year ago
1:19

xHamster

Sissy Slave slaps her face until red

Tags: abuse, chubby, crossdressing, domination, fat, feminization, fetish, hardcore, hd, master

Sissy Maid Hardware Store Humiliation Adventure staring Sissy Mindy
9 months ago
4:44

xHamster

Sissy Maid Hardware Store Humiliation Adventure staring Sissy Mindy

Tags: american, blonde, cosplay, crossdressing, feminization, hd, humiliation, ladyboy, lingerie, maid

コックリングで膨張したおチンチンから飛散る精子 black and filthy pink cigar! Spattering ball butter chinese crossdresser 女装å
2 years ago
16:24

KeekAss

コックリングで膨張したおチンチンから飛散る精子 black and filthy pink cigar! Spattering ball butter chinese crossdresser 女装å

Tags: anal, asian, ass, black, boy, chinese, cigarette, crossdressing, cumshot, femboy

my husband turns his pathetic cock into a pretty pussy
6 months ago
9:04

TrannyOne

my husband turns his pathetic cock into a pretty pussy

Tags: beach, cage, cheating, close up, crossdressing, dick, femdom, feminization, hd, homevideo

Crossdressing Sissy Training Humiliation
2 years ago
2:26

TrannyOne

Crossdressing Sissy Training Humiliation

Tags: bdsm, bisexual, crossdressing, domination, fantasy, femdom, feminization, hd, humiliation, lingerie

Style Tips and Tricks: Elevate Your Fashion Game!
11 months ago
6:01

xHamster

Style Tips and Tricks: Elevate Your Fashion Game!

Tags: american, anal, beauty, big ass, blonde, crossdressing, femboy, feminization, game, hd

Asian transvestite fucks with his master until he makes him cum
3 months ago
8:07

xHamster

Asian transvestite fucks with his master until he makes him cum

Tags: anal, asian, crossdressing, cum, femboy, feminization, hd, japanese, lingerie, master

Bailey shows Sasha how to Suck Dick -  feminization session, MtF sissy bimbo
3 years ago
2:20

TrannyOne

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

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

Very first SissyGasm by BIG BLACK COCK - From Today this Sissy became a BIG BLACK COCK Sub
1 year ago
2:57

KeekAss

Very first SissyGasm by BIG BLACK COCK - From Today this Sissy became a BIG BLACK COCK Sub

Tags: anal, big ass, big black cock, brunette, creampie, crossdressing, cum, cumshot, dildo, femboy

Plugged sissy in tights squeals with gorgeous cumshot
2 months ago
6:23

xHamster

Plugged sissy in tights squeals with gorgeous cumshot

Tags: anal, anal toying, beauty, crossdressing, cum, cumshot, feminization, gorgeous, hd, high heels

Spectacular Undergarments Stunner Prepared To Be Poked
2 years ago
6:47

KeekAss

Spectacular Undergarments Stunner Prepared To Be Poked

Tags: beauty, bikini, blonde, cum, femboy, feminization, fetish, fishnet, joi, ladyboy

Mrs Silk's House of Feminization
3 years ago
4:38

TrannyOne

Mrs Silk's House of Feminization

Tags: anal, ass, barebacking, bdsm, blonde, crossdressing, feminization, lingerie, masturbation, queen

Dragtime collection
3 years ago
1:10:35

TrannyOne

Dragtime collection

Tags: bdsm, compilation, crossdressing, feminization, queen, transvestite

Sissy Fuck stick Assfucking Instructing
17 days ago
11:15

KeekAss

Sissy Fuck stick Assfucking Instructing

Tags: amateur, anal, assfucking, crossdressing, dildo, dress, femboy, feminization, fetish, hd

Encuentro con un lindo fin feliz
11 months ago
6:15

xHamster

Encuentro con un lindo fin feliz

Tags: anal, barebacking, blowjob, bukkake, cartoon, colombian, crossdressing, facial, femboy, femdom

FEMINIZATION AND URINATE DOUCHE
2 years ago
23:12

KeekAss

FEMINIZATION AND URINATE DOUCHE

Tags: big ass, blowjob, brunette, crossdressing, face sitting, femdom, feminization, fetish, hair pulling, hardcore

Love and Laughter: Embarking on a Crossdresser's Romantic Journey!
10 months ago
5:13

xHamster

Love and Laughter: Embarking on a Crossdresser's Romantic Journey!

Tags: american, asian, beauty, big ass, big cock, big tits, crossdressing, feminization, hd, ladyboy

Boy Becoming a Big Cock Sissy Girl
1 year ago
5:49

xHamster

Boy Becoming a Big Cock Sissy Girl

Tags: beauty, big cock, boy, crossdressing, femboy, feminization, hd, latina, lingerie, masturbation

*Trailer* Sissy Teaching Basics With Kelli Frost
2 years ago
11:15

KeekAss

*Trailer* Sissy Teaching Basics With Kelli Frost

Tags: anal, anal toying, blonde, buttplug, cage, crossdressing, dildo, feminization, fetish, hd

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!
9 months ago
5:38

xHamster

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!

Tags: american, beauty, big ass, big cock, big tits, celebrity, crossdressing, feminization, hd, homevideo

A transformation story - the feminisation of my SISSY
2 years ago
1:14

aShemaleTube

A transformation story - the feminisation of my SISSY

Tags: crossdressing, feminization, hd, lingerie, model, sissy, stockings, story, tgirl, transsexual

Cute Masturbation Ladyboy Beautiful Cock Hot Without Hands Pre Cumming Scene
7 months ago
6:33

xHamster

Cute Masturbation Ladyboy Beautiful Cock Hot Without Hands Pre Cumming Scene

Tags: american, beauty, big cock, big tits, crossdressing, cum, cute, dick, feminization, hd

Trans Kelsey Masters Sucking Huge Trans Dick
10 months ago
6:32

xHamster

Trans Kelsey Masters Sucking Huge Trans Dick

Tags: american, beauty, big ass, blowjob, crossdressing, cum, cumshot, dick, feminization, handjob

SisK undergarments bevy EP15.trio High heel and pantyhose, Spunk in love glove
1 year ago
6:18

KeekAss

SisK undergarments bevy EP15.trio High heel and pantyhose, Spunk in love glove

Tags: big cock, condom, crossdressing, cum, dick, femboy, feminization, high heels, ladyboy, lingerie

Shemale slut enjoys putting huge cucumbers in her ass
4 months ago
3:00

xHamster

Shemale slut enjoys putting huge cucumbers in her ass

Tags: anal, ass, crossdressing, cucumber, femboy, feminization, hd, lingerie, masturbation, sissy

Tart breezy sissy feminization before work
1 year ago
2:15

KeekAss

Tart breezy sissy feminization before work

Tags: anal, asian, beauty, big black cock, big cock, black, couple, crossdressing, cum, femboy

Fabulous Femboy Frenzy: Unleash Your Inner Diva!
11 months ago
6:18

xHamster

Fabulous Femboy Frenzy: Unleash Your Inner Diva!

Tags: american, beauty, big ass, big tits, blonde, crossdressing, dildo, femboy, feminization, hd

crossdresser gets her anus dilated
8 months ago
7:26

xHamster

crossdresser gets her anus dilated

Tags: anal, anus, barebacking, crossdressing, feminization, hd, ladyboy, lingerie, mature, sissy

Feminized maid
3 years ago
25:42

TrannyOne

Feminized maid

Tags: bdsm, classic, couple, domination, feminization, ladyboy, lingerie, maid, stockings, underwear

Sashay Your Way to Stardom: Crossdresser Kitty's Journey!
11 months ago
5:22

xHamster

Sashay Your Way to Stardom: Crossdresser Kitty's Journey!

Tags: american, beauty, big ass, blonde, crossdressing, femdom, feminization, hd, ladyboy, sissy

Feminized and Spanked
3 years ago
5:29

TrannyOne

Feminized and Spanked

Tags: bdsm, crossdressing, domination, feminization, fetish, punishment, spanking, transvestite, uniform

Sissy Sandra individual story saying
1 year ago
14:25

KeekAss

Sissy Sandra individual story saying

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Sissy Feminization
3 years ago
14:04

TrannyOne

Sissy Feminization

Tags: american, anal, anus, ass, barebacking, bdsm, blowjob, domination, feminization, hd

Perma-Purity and Soft Instructing.
2 years ago
20:26

KeekAss

Perma-Purity and Soft Instructing.

Tags: anal, brunette, cage, crossdressing, cum, dildo, feminization, fetish, hd, homevideo

SUPER SEXY Blonde Sissy Fucked Hard
9 months ago
7:51

xHamster

SUPER SEXY Blonde Sissy Fucked Hard

Tags: american, anal, beauty, big ass, big cock, blonde, crossdressing, cum, femboy, feminization

Super-Cute Trap Femboy Self Sole Job
1 year ago
3:00

KeekAss

Super-Cute Trap Femboy Self Sole Job

Tags: big cock, brunette, crossdressing, cute, dick, feet, femboy, feminization, fetish, footjob

Z Cup Juggsy Dildo Sex Show #2
4 months ago
10:07

xHamster

Z Cup Juggsy Dildo Sex Show #2

Tags: american, big ass, big tits, compilation, dildo, feminization, fetish, hd, huge dildo, huge tits

Purity Victim Enjoys to stretched
2 years ago
8:27

KeekAss

Purity Victim Enjoys to stretched

Tags: anal, bondage, cage, cum, cumshot, dildo, feminization, fetish, fucking machine, lingerie

Steamy Feminization Transformation
2 years ago
6:49

KeekAss

Steamy Feminization Transformation

Tags: beauty, big cock, blonde, booty, crossdressing, femboy, feminization, sissy, teen (18+), tranny

locked sissy anal dildo self footjob and self cum eating
4 months ago
10:51

xHamster

locked sissy anal dildo self footjob and self cum eating

Tags: anal, anal toying, asian, crossdressing, cum, feet, femboy, feminization, fetish, footjob

Gorgeous femboy with unmanly assets dancing on webcam
2 years ago
4:15

KeekAss

Gorgeous femboy with unmanly assets dancing on webcam

Tags: asian, brunette, crossdressing, dancing, femboy, feminization, gorgeous, japanese, ladyboy, lingerie

Sissy in its spiky innocence cell put in garden to goon neighbour harassment
2 years ago
10:24

KeekAss

Sissy in its spiky innocence cell put in garden to goon neighbour harassment

Tags: black, blonde, crossdressing, femboy, feminization, fetish, garden, hd, humiliation, masturbation

Crossdressing Confidence: Embracing My True Self and Empowering Others!
9 months ago
5:49

xHamster

Crossdressing Confidence: Embracing My True Self and Empowering Others!

Tags: american, beauty, big ass, big cock, big tits, crossdressing, feminization, hd, ladyboy, sissy

Goddess Violet Presents: The Feminization of M
1 year ago
1:14

xHamster

Goddess Violet Presents: The Feminization of M

Tags: bdsm, bra, domination, feminization, fetish, goddess, hd, lingerie, panties, sissy

His very first time with a trans, did he like it?
1 year ago
16:08

KeekAss

His very first time with a trans, did he like it?

Tags: anal, barebacking, bbw, blowjob, brazilian, crossdressing, femboy, feminization, first time, hd

Not Gay If
7 months ago
5:25

aShemaleTube

Not Gay If

Tags: crossdressing, femboy, feminization, gay, hd, sissy, small cock, transsexual

Trans Princess Luvs To Get Your Spunk-Pump Firm
2 years ago
5:41

KeekAss

Trans Princess Luvs To Get Your Spunk-Pump Firm

Tags: beauty, blonde, casting, couch, crossdressing, dick, dress, femboy, feminization, fishnet

Seductive Temptations: Crossdresser Kitty's Sensational Journey of Alluring Elegance!
1 year ago
6:07

xHamster

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17 days ago
13:46

xHamster

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1 year ago
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xHamster

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2 years ago
15:16

ShemaleZ

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1 year ago
8:22

xHamster

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1 year ago
6:18

xHamster

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2 years ago
5:12

TrannyOne

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1 year ago
2:15

KeekAss

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3 years ago
16:38

TrannyOne

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2 years ago
13:10

KeekAss

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Sissy Doofy Whore - Result of Feminization Instructing
1 year ago
3:24

KeekAss

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Making Out with Chloe T Star
1 year ago
5:29

xHamster

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2 years ago
7:27

TrannyOne

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JoseLynne Cd Sexy Mini Dress Show Ass Final Part
8 months ago
11:21

xHamster

JoseLynne Cd Sexy Mini Dress Show Ass Final Part

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Joselynne Cd In Sexy Stockings And Heels Show Ass And Sissy Pussy
29 days ago
22:35

xHamster

Joselynne Cd In Sexy Stockings And Heels Show Ass And Sissy Pussy

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