• Feminization

  • »
  • Popular
  • all time
  • month
  • week
I Love Turning Myself Into a Promiscuous Spandex Housewife
2 years ago
2:14

KeekAss

I Love Turning Myself Into a Promiscuous Spandex Housewife

Tags: amateur, big tits, crossdressing, feminization, hd, homevideo, housewife

Sissy superslut plowing her ass hole with enormous fake penis
1 year ago
24:54

KeekAss

Sissy superslut plowing her ass hole with enormous fake penis

Tags: amateur, anal, ass, babe, blonde, boy, crossdressing

Sissy Costume Play DVA
2 years ago
6:02

KeekAss

Sissy Costume Play DVA

Tags: amateur, ass, cosplay, costume, crossdressing, cum, cumshot

Domina Nika and her transformed submissive. The feminization journey of the guy - a seductive puppet dance.
2 years ago
5:12

ShemaleTaxi

Domina Nika and her transformed submissive. The feminization journey of the guy - a seductive puppet dance.

Tags: ass, dominatrix, feminization, shemale, sissy

Sammy BIG ASS
1 year ago
6:07

KeekAss

Sammy BIG ASS

Tags: beauty, big ass, big cock, big tits, blonde, cum, feet

Dumb Sissy Damsel
2 years ago
3:53

KeekAss

Dumb Sissy Damsel

Tags: abuse, amateur, anal, bdsm, bimbo, blowjob, bondage

SissyMia sissygasm handsfree cum shot by railing a cushion
3 years ago
11:14

KeekAss

SissyMia sissygasm handsfree cum shot by railing a cushion

Tags: amateur, anal, anal toying, bimbo, blonde, crossdressing, cum

Breathplay two Black Spandex & Condom SissyDoll with phat Mounds
3 years ago
6:10

KeekAss

Breathplay two Black Spandex & Condom SissyDoll with phat Mounds

Tags: amateur, beauty, big tits, black, bondage, breath play, condom

Big Tits Spanish Wife First Time Anal Sex With Femboy
2 years ago
4:01

TrannyOne

Big Tits Spanish Wife First Time Anal Sex With Femboy

Tags: 18 year old, amateur, anal, ass, big ass, big natural tits, big tits

Sissy crossdress, sissy feminization
3 years ago
10:16

ShemaleTaxi

Sissy crossdress, sissy feminization

Tags: crossdressing, feminization, humiliation, shemale, sissy

Adorable Transgender Damsel Having Joy Pleasuring Herself!
2 years ago
10:04

KeekAss

Adorable Transgender Damsel Having Joy Pleasuring Herself!

Tags: adorable, amateur, ass, big ass, big cock, dick, feminization

Was Getting Willing To Go Out… Unintentionally Stayed In…
1 year ago
5:40

ShemaleSin

Was Getting Willing To Go Out… Unintentionally Stayed In…

Tags: anal, boots, dildo, feminization, fetish, fishnet, latex

Feminization - Sissification - Sissy Training - Sissy Whore For Mom
1 year ago
14:36

ShemaleSin

Feminization - Sissification - Sissy Training - Sissy Whore For Mom

Tags: anal, compilation, cumshot, dick, feminization, fetish, hd

Sissy sounding her clitty! Balls bound up! No audio
2 years ago
22:36

ShemaleSin

Sissy sounding her clitty! Balls bound up! No audio

Tags: amateur, balls, bound, dick, feminization, fetish, kinky

Naughty sissy attempts to do well, but sans success, not a droplet :) 1/2
2 years ago
15:42

KeekAss

Naughty sissy attempts to do well, but sans success, not a droplet :) 1/2

Tags: amateur, anal, anal toying, crossdressing, feminization, fetish, hd

Dec 2nd 2022
2 years ago
22:36

ShemaleSin

Dec 2nd 2022

Tags: amateur, balls, bound, dick, feminization, fetish, hd

Crossdresser in ute undies upskirt
2 years ago
5:21

KeekAss

Crossdresser in ute undies upskirt

Tags: amateur, anal, ass, big ass, crossdressing, fat, femdom

Sissy Femboy in Chastity Gets Recent Dick ft Trans Femdom
2 years ago
1:09

ShemaleSin

Sissy Femboy in Chastity Gets Recent Dick ft Trans Femdom

Tags: amateur, babe, blonde, dick, femdom, feminization, fetish

Golden-Haired Crossdresser Pegged
2 years ago
4:14

ShemaleSin

Golden-Haired Crossdresser Pegged

Tags: amateur, anal, assfucking, bdsm, blonde, crossdressing, dress

Full episode obtainable now exclusively on Onlyfans!
1 year ago
1:01

ShemaleSin

Full episode obtainable now exclusively on Onlyfans!

Tags: bdsm, domination, feminization, fetish, lingerie, uniform

Smokin' sissy doxy full feminization with catsuit and boots
1 year ago
2:05

ShemaleSin

Smokin' sissy doxy full feminization with catsuit and boots

Tags: amateur, asian, boots, catsuit, dirty talk, feminization, pornstar

Pathetic sissy crossdressing ramrod worship
1 year ago
0:41

ShemaleSin

Pathetic sissy crossdressing ramrod worship

Tags: amateur, blowjob, crossdressing, dildo, feminization, sissy, slave

Compilation jizz flow samantha sissy transwoman
2 years ago
5:39

KeekAss

Compilation jizz flow samantha sissy transwoman

Tags: amateur, beauty, big cock, blonde, compilation, crossdressing, cum

Sissy Maid cum shots stiff into a glass
2 years ago
2:08

KeekAss

Sissy Maid cum shots stiff into a glass

Tags: amateur, compilation, crossdressing, cum, cumshot, feminization, handjob

Playing with my booty in the tub
2 years ago
2:47

ShemaleSin

Playing with my booty in the tub

Tags: anal, anal toying, ass, bathroom, big ass, booty, dildo

TvTs Isabella Coupe's Savagely broad fake penis exploding after deep Penititration
3 years ago
22:22

KeekAss

TvTs Isabella Coupe's Savagely broad fake penis exploding after deep Penititration

Tags: amateur, anal, anal toying, beauty, big cock, british, corset

Soiree Doll Wants Pecker at the Pub
3 years ago
13:32

KeekAss

Soiree Doll Wants Pecker at the Pub

Tags: amateur, club, dick, doll, dress, feminization, fetish

POV Screw my sissy male in chastity
2 years ago
5:16

ShemaleSin

POV Screw my sissy male in chastity

Tags: amateur, anal, assfucking, bdsm, bondage, close up, domination

ARE YOU REALLY A BOY??  training feminization shemale
3 years ago
5:06

TrannyOne

ARE YOU REALLY A BOY?? training feminization shemale

Tags: ass, bdsm, big cock, big tits, blonde, booty, boy

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

KeekAss

Crossdresser hog-tied in brief sundress

Tags: amateur, bdsm, bondage, bound, brunette, crossdressing, domination

Hot shemale take Boys ass and fuck him like a Sissy
4 years ago
12:01

TrannyOne

Hot shemale take Boys ass and fuck him like a Sissy

Tags: amateur, ass, bdsm, boy, domination, feminization, first time

Feminization, blow job, anal, giving a kiss, cum in throat and lastly taken raw
4 years ago
7:25

ShemaleSin

Feminization, blow job, anal, giving a kiss, cum in throat and lastly taken raw

Tags: amateur, anal, barebacking, big black cock, big cock, blowjob, crossdressing

Wery bad sissy out of chastity
3 years ago
0:24

ShemaleSin

Wery bad sissy out of chastity

Tags: big cock, dress, feminization, handjob, lystra, nylon, panties

Trans screws herself in gash
1 year ago
3:00

KeekAss

Trans screws herself in gash

Tags: amateur, bdsm, bondage, crossdressing, cumshot, dirty, female orgasm

Vib and buttfuck until sissygasm
2 years ago
17:29

KeekAss

Vib and buttfuck until sissygasm

Tags: amateur, anal, assfucking, brunette, crossdressing, cum, dildo

A car was awaiting to watch my booty
1 year ago
27:06

ShemaleSin

A car was awaiting to watch my booty

Tags: amateur, anal, ass, big ass, booty, car, fat

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

Assfuck instructing with assfuck beads
1 year ago
18:03

KeekAss

Assfuck instructing with assfuck beads

Tags: amateur, anal, asian, assfucking, beads, crossdressing, cumshot

sissy cock whore hypno
2 years ago
2:50

aShemaleTube

sissy cock whore hypno

Tags: crossdressing, dick, feminization, gangbang, shemale, sissy, slut

Buena chupada de caboose sabroso
2 years ago
9:48

KeekAss

Buena chupada de caboose sabroso

Tags: amateur, anal, cum, femdom, feminization, gangbang, gay

Two Mature Step moms Femdom Feminization Sissyboy
3 years ago
8:00

getTranny

Two Mature Step moms Femdom Feminization Sissyboy

Tags: brunette, deep throat, femdom, feminization, lingerie, mature, mom

Sissy Mj's Self Chastity Training Compilation w/ Sissygasms!
4 years ago
4:28

ShemaleSin

Sissy Mj's Self Chastity Training Compilation w/ Sissygasms!

Tags: amateur, anal, babe, blonde, compilation, dildo, feminization

Sissy v-card (part 1)
2 years ago
11:11

KeekAss

Sissy v-card (part 1)

Tags: amateur, cosplay, crossdressing, feminization, fetish, hd, masturbation

Sissy Spunk Fountain Compilation
1 year ago
1:53

ShemaleSin

Sissy Spunk Fountain Compilation

Tags: big cock, compilation, cum, cumshot, feminization, sissy

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

TrannyOne

2 MISTRESS FEMINIZE A SISSY MAID

Tags: bdsm, domination, femdom, feminization, hd, maid, mistress

Golden-Haired trans sucking ramrods at the beach got cum in her throat
1 year ago
5:51

ShemaleSin

Golden-Haired trans sucking ramrods at the beach got cum in her throat

Tags: anal, beach, big cock, blonde, blowjob, cum, doggystyle

Aug 18th 2023
2 years ago
0:31

ShemaleSin

Aug 18th 2023

Tags: femdom, feminization, fetish, kinky, latina, reality, sissy

Crossdresser Sissy corded and ball-gagged2
2 years ago
3:57

KeekAss

Crossdresser Sissy corded and ball-gagged2

Tags: amateur, bdsm, blonde, bondage, bound, crossdressing, domination

Bimbo Shemale Feminization
4 years ago
16:58

TrannyOne

Bimbo Shemale Feminization

Tags: bdsm, bimbo, feminization, hardcore, hd, shemale, stupid girl

Boyfriend feminization training, masturbation
1 year ago
3:01

JizzBunker

Boyfriend feminization training, masturbation

Tags: boyfriend, chinese, feminization, masturbation, mature, outdoor, shemale

Ah!...Hmmm...Ahhhhhh
1 year ago
5:55

KeekAss

Ah!...Hmmm...Ahhhhhh

Tags: amateur, anal, asian, ass, cosplay, crossdressing, feminization

Trap80, anal invasion sissy super-bitch takes 3 fake penises
2 years ago
7:16

KeekAss

Trap80, anal invasion sissy super-bitch takes 3 fake penises

Tags: amateur, anal, anal toying, ass, bbw, big ass, bitch

My precious serf! (feminization - Femboy )
3 years ago
1:03

ShemaleSin

My precious serf! (feminization - Femboy )

Tags: amateur, anal, assfucking, bisexual, celebrity, cum, domination

Sissy Training - Guide to became Sissy - (No_1)
4 years ago
7:44

ShemaleSin

Sissy Training - Guide to became Sissy - (No_1)

Tags: assfucking, bdsm, big tits, blowjob, cuckold, cumshot, dominatrix

sexy trans angel talks about feminization
1 year ago
5:49

ShemaleSin

sexy trans angel talks about feminization

Tags: amateur, asian, feminization, shemale, sissy, small tits, tgirl

TS Willow Hammerz - I'm a sissy doxy for BBC
2 years ago
4:44

ShemaleSin

TS Willow Hammerz - I'm a sissy doxy for BBC

Tags: amateur, babe, big black cock, big cock, black, compilation, cumshot

TS W I L L O W - Sissy Princess Clitty Cum
2 years ago
1:50

ShemaleSin

TS W I L L O W - Sissy Princess Clitty Cum

Tags: amateur, babe, big black cock, big cock, clit, compilation, cum

Made my sissy hole cream,sissygasm & analgasm sissy anal slut anal training
2 years ago
27:33

aShemaleTube

Made my sissy hole cream,sissygasm & analgasm sissy anal slut anal training

Tags: anal, creampie, crossdressing, dildo, feet, feminization, fetish

Dana ... I am a cum eating slut
7 years ago
17:33

aShemaleTube

Dana ... I am a cum eating slut

Tags: crossdressing, cum, feminization, fetish, gay, masturbation, nylon

Spider cutie cosplay Gwen stacy
2 years ago
5:58

ShemaleSin

Spider cutie cosplay Gwen stacy

Tags: amateur, ass, big cock, blonde, cosplay, cum, cumshot

789000
1 year ago
3:22

KeekAss

789000

Tags: amateur, anal, asian, ass, big ass, crossdressing, feminization

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

KeekAss

Glorious she-male tramp in crimson high stilettos and tights

Tags: amateur, beauty, brunette, crossdressing, feminization, high heels, japanese

Public Walk - Transgirl outside in Town
2 years ago
2:02

KeekAss

Public Walk - Transgirl outside in Town

Tags: amateur, blonde, boy, crossdressing, feminization, fetish, hd

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

KeekAss

Thick Ample Cocked Femboy rump pokes

Tags: amateur, american, asian, ass, big ass, big cock, booty

Sissy switch from shorts to pants
11 months ago
2:37

ShemaleSin

Sissy switch from shorts to pants

Tags: amateur, feminization, fetish, shorts, sissy

X Bowl Lady Mask Sissy Strippers #2
2 years ago
9:20

KeekAss

X Bowl Lady Mask Sissy Strippers #2

Tags: big ass, big tits, bikini, blonde, brunette, compilation, crossdressing

Trans domme screws her sub in the hatch
1 year ago
3:18

KeekAss

Trans domme screws her sub in the hatch

Tags: amateur, babe, bdsm, big cock, blowjob, brunette, collar

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: amateur, anal, big ass, big tits, brunette, crossdressing, feminization

Sissy Expect, the brainwashed maniac breezy. (Brief censored promo version)
2 years ago
6:12

KeekAss

Sissy Expect, the brainwashed maniac breezy. (Brief censored promo version)

Tags: amateur, crossdressing, feminization, game, homevideo, ladyboy, latina

Sissy Training (russian Voice) try to be a Hotty
4 years ago
3:24

ShemaleSin

Sissy Training (russian Voice) try to be a Hotty

Tags: ass, babe, domination, femdom, feminization, fetish, kinky

Addibabeee Plays with herself while she rivulets
2 years ago
11:50

KeekAss

Addibabeee Plays with herself while she rivulets

Tags: amateur, ass, blonde, cute, feminization, hd, masturbation

Feminization, Makeup, Sissy Crossdressing for Your Step Daddy
1 year ago
2:15

ShemaleSin

Feminization, Makeup, Sissy Crossdressing for Your Step Daddy

Tags: crossdressing, daddies, feminization, fetish, high heels, masturbation, pantyhose

Shemale breeding cumpilation vol. 9
1 year ago
11:01

ShemaleSin

Shemale breeding cumpilation vol. 9

Tags: amateur, close up, compilation, couple, cute, doggystyle, domination

Jenna Bella
1 year ago
5:17

ShemaleSin

Jenna Bella

Tags: ass, big cock, cumshot, feminization, handjob, lingerie, masturbation

Juggsy Woman Masker Z Bowl Stripper #2
2 years ago
7:53

KeekAss

Juggsy Woman Masker Z Bowl Stripper #2

Tags: ass, big ass, big tits, blonde, compilation, crossdressing, dildo

Kacey dancing to "Dark Angel" by Tribal Seeds
2 years ago
5:00

KeekAss

Kacey dancing to "Dark Angel" by Tribal Seeds

Tags: amateur, beauty, brunette, crossdressing, cute, dancing, dark angel

Chinese sissy takes anal invasion BIG BLACK COCK deep
1 year ago
4:23

KeekAss

Chinese sissy takes anal invasion BIG BLACK COCK deep

Tags: amateur, anal, asian, assfucking, babe, big black cock, big cock

Massager on Sissy weenie edging with mushy man-meat
2 years ago
14:10

KeekAss

Massager on Sissy weenie edging with mushy man-meat

Tags: amateur, crossdressing, dick, feminization, handjob, hd, lingerie

Plugged and caged
2 years ago
8:55

ShemaleSin

Plugged and caged

Tags: amateur, anal, ass, assfucking, bdsm, big ass, bondage

FEMINISATION HYPNOSIS FOR WHITE BOYZ
4 years ago
6:16

ShemaleSin

FEMINISATION HYPNOSIS FOR WHITE BOYZ

Tags: big black cock, bimbo, feminization, humiliation, interracial, master, mistress

Slaver t-girl Mistresse Holly Hunt controls how u jerk off and counts down to u eating your own cum, sissyfication and feminization. For the full clip
1 year ago
3:06

ShemaleSin

Slaver t-girl Mistresse Holly Hunt controls how u jerk off and counts down to u eating your own cum, sissyfication and feminization. For the full clip

Tags: amateur, big cock, big tits, cum, domination, feminization, jerking

Feminizer
4 years ago
31:11

TrannyOne

Feminizer

Tags: bdsm, feminization, hd, shemale

Screwing my cheap strumpets - full video on my Onlyfans (link in bio)
3 years ago
0:16

ShemaleSin

Screwing my cheap strumpets - full video on my Onlyfans (link in bio)

Tags: anal, bdsm, blowjob, femdom, feminization, fingering, fisting

Tasty Sissy Oral Sex Practice After Captions
1 year ago
2:50

ShemaleSin

Tasty Sissy Oral Sex Practice After Captions

Tags: blowjob, feminization, maid, oral, pornstar, sissy, toys

Spider chick costume play Gwen stacy
1 year ago
5:58

KeekAss

Spider chick costume play Gwen stacy

Tags: amateur, ass, beauty, big ass, big cock, blonde, cosplay

Transgirl Catching u Stealing her Raiment and Feminizes u
4 years ago
3:34

ShemaleSin

Transgirl Catching u Stealing her Raiment and Feminizes u

Tags: amateur, feminization, sissy

See me screw mysef from the inside out as I slide my dong in and out of my silicone cunt!
4 years ago
12:24

ShemaleSin

See me screw mysef from the inside out as I slide my dong in and out of my silicone cunt!

Tags: crossdressing, cunt, fake tits, feminization, fetish, high heels, kinky

Total feminization for sissy floozy in nylons and heels. Full movie on my Onlyfans ( link in bio)
1 year ago
0:23

ShemaleSin

Total feminization for sissy floozy in nylons and heels. Full movie on my Onlyfans ( link in bio)

Tags: amateur, anal, bondage, deep throat, domination, feminization, fetish

Sissy mega-slut caboose romped fuck stick home
3 years ago
9:58

KeekAss

Sissy mega-slut caboose romped fuck stick home

Tags: amateur, anal, ass, beauty, crossdressing, cute, dildo

Monnica gets tutored on the Wooden Pony! Full movie scene part 1&2 on Onlyfans
1 year ago
1:55

ShemaleSin

Monnica gets tutored on the Wooden Pony! Full movie scene part 1&2 on Onlyfans

Tags: bdsm, bondage, domination, feminization, fetish, fucking machine, ladyboy

Sissy forgets to turn cam off after stream
1 year ago
0:47

ShemaleSin

Sissy forgets to turn cam off after stream

Tags: amateur, babe, british, feminization, fetish, lingerie, masturbation

TS Willow Hammerz - Massive load by sissy ramrod
2 years ago
3:01

ShemaleSin

TS Willow Hammerz - Massive load by sissy ramrod

Tags: amateur, ass, babe, big cock, cumshot, dick, feminization

Light-Haired Japanese Japan tgirl dancing
3 years ago
6:20

KeekAss

Light-Haired Japanese Japan tgirl dancing

Tags: amateur, asian, beauty, bimbo, blonde, crossdressing, cute

Hardcore sex for a trans and a ebony hotty in a libertine club
1 year ago
2:57

ShemaleSin

Hardcore sex for a trans and a ebony hotty in a libertine club

Tags: amateur, anal, ass, bbw, big black cock, big cock, black

Stud two fantastic sissy feminization with utter make up and dressing up
1 year ago
2:13

KeekAss

Stud two fantastic sissy feminization with utter make up and dressing up

Tags: amateur, anal, asian, big ass, big cock, blonde, college

Chubby booty upskirt
1 year ago
23:06

ShemaleSin

Chubby booty upskirt

Tags: amateur, anal, ass, bbw, big ass, booty, chubby

X Bowl Woman Mask Sissy Strippers
2 years ago
9:17

KeekAss

X Bowl Woman Mask Sissy Strippers

Tags: amateur, ass, big ass, big tits, blonde, brunette, compilation

THIS HOW WE SCREW
3 years ago
2:46

ShemaleSin

THIS HOW WE SCREW

Tags: amateur, anal, big cock, blowjob, cum, cumshot, facial

52
1 year ago
12:36

KeekAss

52

Tags: amateur, anal, asian, big cock, crossdressing, cumshot, cute

Romina's Silver Petticoat (trans, Mask, Female Mask, Nylons, High Heels, Transformation, Fetish)
4 years ago
3:03

ShemaleSin

Romina's Silver Petticoat (trans, Mask, Female Mask, Nylons, High Heels, Transformation, Fetish)

Tags: ass, big ass, brunette, crossdressing, feminization, fetish, high heels

Oriental Sissy T-Girl Ladyboy Dancing and Showing her Body
4 years ago
2:48

ShemaleSin

Oriental Sissy T-Girl Ladyboy Dancing and Showing her Body

Tags: asian, boy, dancing, feminization, gay, ladyboy, lingerie

Sissy rear end drilling faux-cock
3 years ago
2:20

KeekAss

Sissy rear end drilling faux-cock

Tags: amateur, anal, anal toying, ass, beauty, big ass, crossdressing

Crossdresser sissy femboy with puny man rod flashes off and shoots large geyser all over herself
2 years ago
2:17

KeekAss

Crossdresser sissy femboy with puny man rod flashes off and shoots large geyser all over herself

Tags: amateur, blonde, crossdressing, cum, dick, feminization, flashing

Crossdresser Looking at Mirror (Loop) two
2 years ago
10:20

KeekAss

Crossdresser Looking at Mirror (Loop) two

Tags: amateur, boy, brunette, crossdressing, feminization, hd, homevideo

Cheap sissy doxy aperture training- full movie scene on my Onlyfans (link In bio)
3 years ago
0:23

ShemaleSin

Cheap sissy doxy aperture training- full movie scene on my Onlyfans (link In bio)

Tags: anal, bdsm, domination, femdom, feminization, goddess, hardcore

femboy goes deeper into porn (crossdresser sissy trap)
3 years ago
1:26

TrannyOne

femboy goes deeper into porn (crossdresser sissy trap)

Tags: adorable, amateur, american, bdsm, crossdressing, feminization, hd

Rabbit aperture, no going back
2 years ago
1:13

ShemaleSin

Rabbit aperture, no going back

Tags: amateur, big tits, feminization, latex

Wonderful Costume Play Breezy
3 years ago
8:07

KeekAss

Wonderful Costume Play Breezy

Tags: amateur, beauty, blonde, blowjob, cosplay, costume, crossdressing

Transgender Princess - Onanism in stellar womans clothes
2 years ago
6:18

KeekAss

Transgender Princess - Onanism in stellar womans clothes

Tags: amateur, beauty, brunette, clothed sex, crossdressing, cum, cumshot

Pansy sissy jiggish
1 year ago
4:39

KeekAss

Pansy sissy jiggish

Tags: amateur, anal, anal toying, asian, big ass, clit, crossdressing

Sissy Michelle Style demonstrating for therapist
3 years ago
2:55

KeekAss

Sissy Michelle Style demonstrating for therapist

Tags: amateur, beauty, big ass, blonde, booty, crossdressing, feminization

124578
1 year ago
7:47

KeekAss

124578

Tags: amateur, anal, asian, big cock, boy, brunette, crossdressing

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

TrannyOne

Compilation most viewed clip on my channel THANKS !!!

Tags: amateur, ass, bdsm, big cock, big tits, blonde, booty

Femboy spunk in underpants by hand job (SisK undergarments bevy EP4)
2 years ago
6:07

KeekAss

Femboy spunk in underpants by hand job (SisK undergarments bevy EP4)

Tags: amateur, asian, big cock, boy, crossdressing, cum, cumshot

FEMINIZATION AND URINATE DOUCHE
3 years ago
23:12

KeekAss

FEMINIZATION AND URINATE DOUCHE

Tags: amateur, big ass, blowjob, brunette, crossdressing, face sitting, femdom

Sissy Rus Trainer - Feminization and BBC
4 years ago
5:11

aShemaleTube

Sissy Rus Trainer - Feminization and BBC

Tags: anal, big black cock, bisexual, black, ebony, feminization, group sex

Office trans
2 years ago
2:25

KeekAss

Office trans

Tags: amateur, asian, beauty, brunette, crossdressing, cum, feminization

SISSY TRAINING Amateur Crossdresser Anal Sex-Toy Large Ebony Sex Toy Riding Self Bang
2 years ago
10:29

ShemaleSin

SISSY TRAINING Amateur Crossdresser Anal Sex-Toy Large Ebony Sex Toy Riding Self Bang

Tags: amateur, anal, anal toying, assfucking, british, crossdressing, dildo

Prom queen crossdresser sissy training pegging
2 years ago
1:21

ShemaleSin

Prom queen crossdresser sissy training pegging

Tags: amateur, anal, babe, crossdressing, domination, dominatrix, femdom

Sissy Kayla Cock-Squeezing Innocence Causes Erectile Dysfunction
3 years ago
4:09

KeekAss

Sissy Kayla Cock-Squeezing Innocence Causes Erectile Dysfunction

Tags: abuse, anal, bdsm, big ass, big tits, dick, feminization

Upskirt dressed in white undies
1 year ago
13:50

KeekAss

Upskirt dressed in white undies

Tags: amateur, anal, ass, big ass, crossdressing, fat, femdom

SisK underwear bevy EP6: Green open groin undies and Tenga Egg Jerking
2 years ago
10:50

KeekAss

SisK underwear bevy EP6: Green open groin undies and Tenga Egg Jerking

Tags: amateur, asian, big cock, boy, crossdressing, cum, cute

Sundress confined up by bag, I didn't notice
1 year ago
5:02

KeekAss

Sundress confined up by bag, I didn't notice

Tags: amateur, anal, ass, big ass, crossdressing, fat, femdom

Emo Nymph Plows Her Culo and Wanks Her Fuckpole Raven Shaddows
3 years ago
9:30

KeekAss

Emo Nymph Plows Her Culo and Wanks Her Fuckpole Raven Shaddows

Tags: amateur, anal, anal toying, ass, crossdressing, cum, cumshot

Mistress Holly jerk off instructions, eat your own cum, sissy feminization and sph trailer
1 year ago
3:06

XXXDan

Mistress Holly jerk off instructions, eat your own cum, sissy feminization and sph trailer

Tags: amateur, bdsm, big cock, big tits, femdom, feminization, jerking

Femboy Sissy Wilding in Petticoat and Nylons
1 year ago
0:38

ShemaleSin

Femboy Sissy Wilding in Petticoat and Nylons

Tags: amateur, babe, femdom, feminization, fetish, latina, masturbation

Brandynette getting encaged for her dom on webcam!
2 years ago
1:45

KeekAss

Brandynette getting encaged for her dom on webcam!

Tags: amateur, anal, anal toying, ass, balls, collar, crossdressing

Boning machine opened up dude's brown sphincter
2 years ago
12:42

KeekAss

Boning machine opened up dude's brown sphincter

Tags: amateur, anal, assfucking, big ass, big cock, boy, brunette

Sissymia jacks her clitt in a Rope from exgirl
3 years ago
3:57

KeekAss

Sissymia jacks her clitt in a Rope from exgirl

Tags: abuse, amateur, blonde, crossdressing, cum, cumshot, dick

Admit that you are FAG
1 year ago
8:53

KeekAss

Admit that you are FAG

Tags: big cock, big tits, british, brunette, crossdressing, cumshot, daddies

Sissy feminization, british homemade
3 years ago
5:13

ShemaleTaxi

Sissy feminization, british homemade

Tags: british, feminization, homevideo, shemale, sissy, teen (18+)

Frolicking with my beaver
2 years ago
5:17

KeekAss

Frolicking with my beaver

Tags: amateur, anal, anal toying, ass, beauty, beaver, crossdressing

Kasnicole303 silicone body female mask pantyhose high heel pussy
3 years ago
7:13

FapCat

Kasnicole303 silicone body female mask pantyhose high heel pussy

Tags: amateur, asian, dress, fake tits, feet, female orgasm, feminization

Rock with you trailer
3 years ago
5:17

KeekAss

Rock with you trailer

Tags: amateur, big cock, boy, brunette, crossdressing, feminization, fetish

Sissy feminization, sissy sex
2 years ago
6:20

ShemaleTaxi

Sissy feminization, sissy sex

Tags: anal, cum, feminization, jizz, shemale, sissy, toys

Training sissy feminization xhcIQUs
3 years ago
5:43

TrannyOne

Training sissy feminization xhcIQUs

Tags: amateur, bdsm, feminization, shemale, sissy

SissyMia wrecked sissygasm and Long leakage
3 years ago
5:08

KeekAss

SissyMia wrecked sissygasm and Long leakage

Tags: abuse, amateur, crossdressing, cum, cumshot, dildo, femdom

Marvelous crossdresser jerks in brief miniskirt
2 years ago
2:24

KeekAss

Marvelous crossdresser jerks in brief miniskirt

Tags: amateur, blonde, crossdressing, cum, cumshot, feminization, ladyboy

Cocksucking instructions & cumshot w/ Trans girl
3 years ago
5:10

FapCat

Cocksucking instructions & cumshot w/ Trans girl

Tags: amateur, ass, big ass, big cock, blowjob, cum, cumshot

Juggsy X Bowl Lady Bevy #1
2 years ago
16:33

KeekAss

Juggsy X Bowl Lady Bevy #1

Tags: amateur, ass, big ass, big tits, blonde, booty, compilation

TsNiky Ferrati plays with her innocence's cell
1 year ago
6:46

KeekAss

TsNiky Ferrati plays with her innocence's cell

Tags: amateur, anal, asian, big ass, brazilian, brunette, crossdressing

lily starlet tgirl gimp made to fart on vid and plow chest nymph
1 year ago
16:15

KeekAss

lily starlet tgirl gimp made to fart on vid and plow chest nymph

Tags: amateur, anal, brunette, clit, crossdressing, cum, cute

Sissy Trans Stripper Practicing Some Greater Amount After Pleasure Night
1 year ago
1:16

ShemaleSin

Sissy Trans Stripper Practicing Some Greater Amount After Pleasure Night

Tags: anal, assfucking, dancing, feminization, pornstar, sissy, striptease

Inexperienced Slut was Destroyed with Large Ding-Dong- Full Movie Scene on my Onlyfans (link in bio)
3 years ago
0:18

ShemaleSin

Inexperienced Slut was Destroyed with Large Ding-Dong- Full Movie Scene on my Onlyfans (link in bio)

Tags: amateur, anal, bdsm, domination, femdom, feminization, goddess

116 min degrading of s&m sissy pang bitch Alina
1 year ago
1:18

ShemaleSin

116 min degrading of s&m sissy pang bitch Alina

Tags: amateur, anal, beauty, bitch, feminization, fetish, hardcore

Crossdresser Releases Chastity to Jerk off
4 years ago
0:41

ShemaleSin

Crossdresser Releases Chastity to Jerk off

Tags: big tits, blonde, crossdressing, femdom, feminization, fetish, jerking

sissy anal invasion trainer with pulverizing machine
1 year ago
49:52

KeekAss

sissy anal invasion trainer with pulverizing machine

Tags: amateur, anal, asian, assfucking, blonde, brunette, compilation

Mar 24th 2023
2 years ago
10:03

ShemaleSin

Mar 24th 2023

Tags: amateur, brunette, crossdressing, feminization, hd, latina, pretty

Feminization Positivity Trainer
3 years ago
3:16

FapCat

Feminization Positivity Trainer

Tags: compilation, feminization, hardcore, hd, music, rough, shemale

Sissy Sandra individual story saying
2 years ago
14:25

KeekAss

Sissy Sandra individual story saying

Tags: abuse, amateur, brunette, crossdressing, feminization, fetish, humiliation

Sissy Expect lil kinky whore, frolicking with her anal invasion fucktoys
2 years ago
11:18

KeekAss

Sissy Expect lil kinky whore, frolicking with her anal invasion fucktoys

Tags: amateur, anal, crossdressing, feminization, kinky, ladyboy, latina

How to become sissy
2 years ago
8:23

KeekAss

How to become sissy

Tags: amateur, anal, anal toying, asian, ass, cage, crossdressing

SisK undergarments bevy EP15.two Stroking with crimson netting stockings
2 years ago
7:03

KeekAss

SisK undergarments bevy EP15.two Stroking with crimson netting stockings

Tags: amateur, boy, crossdressing, dick, feminization, handjob, high heels

My Nutsack BLACK My Bootyhole & D DARK-SKINNED
2 years ago
2:24

KeekAss

My Nutsack BLACK My Bootyhole & D DARK-SKINNED

Tags: amateur, anal, big ass, big cock, black, brunette, crossdressing

Nutting & Splooging
2 years ago
2:07

KeekAss

Nutting & Splooging

Tags: amateur, anal, cage, clit, compilation, crossdressing, cum

Transgirl in the Room
2 years ago
5:44

KeekAss

Transgirl in the Room

Tags: amateur, beauty, big cock, blonde, crossdressing, feminization, fetish

Is it Enormous Enough to be Called a Man Meat? or Puny Enough to be an Itty Bitty Clitty?
2 years ago
5:29

KeekAss

Is it Enormous Enough to be Called a Man Meat? or Puny Enough to be an Itty Bitty Clitty?

Tags: amateur, anal, beauty, blonde, crossdressing, cum, feminization

Sissy tranny takes a smoke and gives head to daddy
7 years ago
17:02

TrannyOne

Sissy tranny takes a smoke and gives head to daddy

Tags: amateur, blowjob, crossdressing, daddies, feminization, oral, shemale

Feminized Ladyboy Gets Insatiable
3 years ago
31:52

KeekAss

Feminized Ladyboy Gets Insatiable

Tags: amateur, beauty, big cock, blonde, blowjob, crossdressing, cum

Female Dominance Smacks and Cages 2 TRANSSEXUAL Subjugated Sissy Supersluts
4 years ago
13:27

KeekAss

Female Dominance Smacks and Cages 2 TRANSSEXUAL Subjugated Sissy Supersluts

Tags: 3some, amateur, bdsm, bimbo, blonde, brunette, cage

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

Tags: bed sex, boy, brunette, couch, feminization, hd, masturbation

Hypno, feminization
5 years ago
7:00

ShemaleTaxi

Hypno, feminization

Tags: feminization, gagging, shemale, sissy

Succulent girly bod
3 years ago
7:07

KeekAss

Succulent girly bod

Tags: amateur, beauty, bimbo, boy, cute, feminization, hd

Pinkish Spandex Cocktease - Foolish Spandex Cockslut Goon for Me!
5 years ago
10:06

KeekAss

Pinkish Spandex Cocktease - Foolish Spandex Cockslut Goon for Me!

Tags: anal, ass, bimbo, blonde, casting, dick, enza

Steamy Feminization Transformation
3 years ago
6:49

KeekAss

Steamy Feminization Transformation

Tags: amateur, beauty, big cock, blonde, booty, crossdressing, feminization

Mind-Blowing Ladyboy is Uncovering Clothing Wants Your Stiff Salami
3 years ago
5:43

KeekAss

Mind-Blowing Ladyboy is Uncovering Clothing Wants Your Stiff Salami

Tags: beauty, blowjob, crossdressing, cute, dick, feminization, fetish

Sumptuous Gal Bare Taking a Bathroom
3 years ago
15:11

KeekAss

Sumptuous Gal Bare Taking a Bathroom

Tags: bathroom, beach, beauty, feminization, gorgeous, ladyboy, nude

Magnificent Tgirl Fapping I her Minidress
3 years ago
7:18

KeekAss

Magnificent Tgirl Fapping I her Minidress

Tags: amateur, beauty, blonde, crossdressing, dick, dress, feminization

Beautiful She-Male Flashing her Innocence Box
3 years ago
3:12

KeekAss

Beautiful She-Male Flashing her Innocence Box

Tags: amateur, beauty, blonde, crossdressing, dick, dress, feminization

Emo Rock Lady Displays Off What She Is Filling
3 years ago
9:47

KeekAss

Emo Rock Lady Displays Off What She Is Filling

Tags: amateur, big cock, blonde, crossdressing, cute, dick, emo

Hypnosis sissy brainwash your mind become a biotch
3 years ago
2:14

KeekAss

Hypnosis sissy brainwash your mind become a biotch

Tags: amateur, beauty, big ass, big cock, blonde, crossdressing, cute

Crossdressing into Promiscuous Towheaded
3 years ago
6:52

KeekAss

Crossdressing into Promiscuous Towheaded

Tags: amateur, anal, beauty, blonde, crossdressing, dick, feminization

Feminization, joy
5 years ago
6:15

ShemaleTaxi

Feminization, joy

Tags: crossdressing, feminization, shemale, sissy

Gorgeous Ladyboy Taking Assfuck in Underwear
3 years ago
5:50

KeekAss

Gorgeous Ladyboy Taking Assfuck in Underwear

Tags: amateur, anal, assfucking, big ass, blonde, compilation, crossdressing

Stellar Platinum-Blonde Haul Transformation
3 years ago
4:05

KeekAss

Stellar Platinum-Blonde Haul Transformation

Tags: amateur, beauty, blonde, crossdressing, dick, feminization, fetish

Trans solo, sissy feminization
4 years ago
7:24

ShemaleTaxi

Trans solo, sissy feminization

Tags: feminization, shemale, sissy, solo, transsexual

Trans Angel Undergarments Starlet
3 years ago
12:30

KeekAss

Trans Angel Undergarments Starlet

Tags: amateur, blonde, crossdressing, dick, feminization, hd, lingerie

Rosa Bride Feminization Marinatv
3 years ago
5:49

KeekAss

Rosa Bride Feminization Marinatv

Tags: amateur, bride, crossdressing, feminization, fetish, homevideo, lingerie

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

KeekAss

Gorgeous femboy with unmanly assets dancing on webcam

Tags: asian, brunette, crossdressing, dancing, feminization, gorgeous, japanese

Feminization, foot worship
3 years ago
7:43

ShemaleTaxi

Feminization, foot worship

Tags: bdsm, crossdressing, feet, feminization, goth, humiliation, shemale