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Trans fem training for BBC
11 months ago
5:41

ShemaleSin

Trans fem training for BBC

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

femboy hattabi4ik climax
5 months ago
0:30

ShemaleSin

femboy hattabi4ik climax

Tags: ass, big ass, booty, cum swallowing, cute, fat, feminization

Corpulent butt
1 year ago
28:47

ShemaleSin

Corpulent butt

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

Sissy Femboy Servant ass-fuck instructing compilation
2 years ago
5:57

KeekAss

Sissy Femboy Servant ass-fuck instructing compilation

Tags: amateur, anal, assfucking, bdsm, compilation, crossdressing, feminization

Femboy Bailey Wilde Drilled by Sex Machine
5 months ago
3:26

ShemaleSin

Femboy Bailey Wilde Drilled by Sex Machine

Tags: amateur, anal, ass, drilling, feminization, fucking machine, homevideo

Violet's Climax (trans, Feminization, Crossdress, Transformation, Female Mask, Mask, High Heels)
4 years ago
4:02

ShemaleSin

Violet's Climax (trans, Feminization, Crossdress, Transformation, Female Mask, Mask, High Heels)

Tags: ass, bbw, booty, crossdressing, feminization, fetish, high heels

Rose Transexual
9 months ago
0:58

aShemaleTube

Rose Transexual

Tags: amateur, bisexual, feminization, hd, model, shemale, transsexual

Said my sissy serf to put me on a show
2 years ago
4:32

ShemaleSin

Said my sissy serf to put me on a show

Tags: amateur, anal, feminization, fetish, panties, sissy, toys

Upskirt in public whilst out for a walk
5 months ago
25:56

ShemaleSin

Upskirt in public whilst out for a walk

Tags: amateur, ass, femdom, feminization, fetish, flashing, hd

Ultra-Cute booty caught in public
2 years ago
9:36

KeekAss

Ultra-Cute booty caught in public

Tags: amateur, anal, ass, big ass, booty, caught, crossdressing

Pair Crossdresser Screw GF with Massive Ding-Dong POV Amateur
4 years ago
6:18

ShemaleSin

Pair Crossdresser Screw GF with Massive Ding-Dong POV Amateur

Tags: amateur, ass, bbw, chubby, crossdressing, female orgasm, feminization

Feminization Sissication Sissy training - Cheerful Loser - Chastity Cum
2 years ago
5:40

ShemaleSin

Feminization Sissication Sissy training - Cheerful Loser - Chastity Cum

Tags: big cock, bondage, compilation, cum, cumshot, femdom, feminization

Sissy Puppy Play - Heels, Feminization, & Your Caregiver's Touch
5 months ago
3:22

ShemaleSin

Sissy Puppy Play - Heels, Feminization, & Your Caregiver's Touch

Tags: asian, feet, feminization, fetish, high heels, pissing, sissy

Training My Gap for Greater amount: Anal Play & Intensive Jizz flow
3 months ago
3:22

ShemaleSin

Training My Gap for Greater amount: Anal Play & Intensive Jizz flow

Tags: anal, ass, assfingering, blonde, european, feminization, fisting

chase me on twitter at - theemobratmara and chase the link in my bio. So basically I just oil up my body so its all shiny a bang my butt with 3 differ
1 year ago
12:39

ShemaleSin

chase me on twitter at - theemobratmara and chase the link in my bio. So basically I just oil up my body so its all shiny a bang my butt with 3 differ

Tags: amateur, ass, beauty, blonde, clit, cute, feminization

Sorry she isn't a girl
3 years ago
6:57

TrannyOne

Sorry she isn't a girl

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

Sissy in its spiked chastity cage put in garden to goon neighbor humiliation
3 years ago
10:24

ShemaleSin

Sissy in its spiked chastity cage put in garden to goon neighbor humiliation

Tags: amateur, black, blonde, cage, feminization, fetish, garden

Radmilasissy Fag Whore
4 years ago
0:43

aShemaleTube

Radmilasissy Fag Whore

Tags: crossdressing, feminization, hd, pussy, shemale, sissy, slut

Locked up trans chick urinating and spunking on herself
2 years ago
4:14

KeekAss

Locked up trans chick urinating and spunking on herself

Tags: amateur, bdsm, crossdressing, cute, feminization, fetish, handjob

Nov 28th 2021
4 years ago
13:27

ShemaleSin

Nov 28th 2021

Tags: amateur, beauty, black, blonde, cumshot, ebony, femdom

Sissy caught ambling in the woods
2 years ago
3:41

KeekAss

Sissy caught ambling in the woods

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

Mar 20th 2022
3 years ago
9:44

ShemaleSin

Mar 20th 2022

Tags: ass, blonde, crossdressing, feminization, fetish, high heels, kinky

Skyler Storm Sissy Chastity during the time that sliding pink sex-toy in my vagina
1 year ago
2:38

ShemaleSin

Skyler Storm Sissy Chastity during the time that sliding pink sex-toy in my vagina

Tags: amateur, anal, feminization, lingerie, masturbation, sissy, small tits

Prostate orgasms compilation. Personalsin collection vol. 150
1 year ago
10:11

ShemaleSin

Prostate orgasms compilation. Personalsin collection vol. 150

Tags: amateur, anal, cage, close up, compilation, dildo, european

Youthful femboy showing off.
1 year ago
1:54

ShemaleSin

Youthful femboy showing off.

Tags: amateur, ass, babe, brunette, feminization, latina, sissy

Leaving my pants on a scooter
1 year ago
10:12

ShemaleSin

Leaving my pants on a scooter

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

Jun 21st 2023
2 years ago
5:29

ShemaleSin

Jun 21st 2023

Tags: anime, bdsm, big tits, bondage, feminization, kinky, milf

Juggsy Damsel Masker Z Bowl Stripper #trio
1 year ago
8:06

KeekAss

Juggsy Damsel Masker Z Bowl Stripper #trio

Tags: amateur, big ass, big tits, blonde, club, compilation, crossdressing

Training by booty for BBC
10 months ago
6:50

ShemaleSin

Training by booty for BBC

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

Candid public upskirt underpants
2 years ago
4:53

KeekAss

Candid public upskirt underpants

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

Sissy takes a walk in the rain
1 year ago
29:37

ShemaleSin

Sissy takes a walk in the rain

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

Jan 11th 2023
2 years ago
12:16

ShemaleSin

Jan 11th 2023

Tags: big black cock, big cock, bondage, british, cuckold, cumshot, dick

Showing off my butt in leggings
1 year ago
23:32

ShemaleSin

Showing off my butt in leggings

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

Candid upskirt, still caged
1 year ago
23:54

ShemaleSin

Candid upskirt, still caged

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

Large booty candid upskirt, moving chastity key to a bus stop
1 year ago
28:49

ShemaleSin

Large booty candid upskirt, moving chastity key to a bus stop

Tags: amateur, anal, ass, big ass, booty, brunette, bus

Crossdresser Wearing Female Bodysuit on Piano
4 years ago
2:06

ShemaleSin

Crossdresser Wearing Female Bodysuit on Piano

Tags: amateur, babe, big tits, blonde, crossdressing, femdom, feminization

Sissification feminization sissy training - SISSY LOADING (english voice)
3 years ago
6:44

ShemaleSin

Sissification feminization sissy training - SISSY LOADING (english voice)

Tags: babe, bondage, british, dick, english, femdom, feminization

Rock Bitch Mika Kawaiii Public Flash Tease Pants
35 days ago
0:19

ShemaleSin

Rock Bitch Mika Kawaiii Public Flash Tease Pants

Tags: ass, bitch, black, booty, emo, feminization, flashing

Sissy Bitch Gaping and Farting by Large Sextoy
4 years ago
4:53

ShemaleSin

Sissy Bitch Gaping and Farting by Large Sextoy

Tags: anal, ass, bitch, dildo, farting, feminization, fisting

Sissy every day training
3 months ago
3:57

ShemaleSin

Sissy every day training

Tags: amateur, ass, dildo, feminization, lingerie, sissy, toys

candid upskirt in publice
2 years ago
12:01

ShemaleSin

candid upskirt in publice

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

Sissy anal invasion teaching
2 years ago
6:49

KeekAss

Sissy anal invasion teaching

Tags: amateur, anal, ass, assfucking, big ass, crossdressing, dildo

Prostate orgasms cumpilation. Personalsin collection vol. 153
1 year ago
10:50

ShemaleSin

Prostate orgasms cumpilation. Personalsin collection vol. 153

Tags: anal, compilation, cum, dildo, european, feminization, masturbation

Brandy gets publicly stripped and lets audience see as machine screws herself
2 months ago
3:01

ShemaleSin

Brandy gets publicly stripped and lets audience see as machine screws herself

Tags: exhibitionist, feminization, fucking machine, homevideo, humiliation, outdoor, party

Becoming a Woman: The Ultimate Guide to Feminization, Female Transformation, Trans, Bisexuality and
4 months ago
12:52

PornoXO

Becoming a Woman: The Ultimate Guide to Feminization, Female Transformation, Trans, Bisexuality and

Tags: amateur, bisexual, compilation, crossdressing, cuckold, femdom, feminization

sissy pulverized on the couch in a crimson sundress
1 year ago
2:21

KeekAss

sissy pulverized on the couch in a crimson sundress

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

She beat my ass up
6 years ago
6:22

aShemaleTube

She beat my ass up

Tags: amateur, ass, crossdressing, femdom, feminization, hd, model

StardustGoddess’ heavenly juices
2 months ago
0:06

ShemaleSin

StardustGoddess’ heavenly juices

Tags: amateur, bbw, beauty, black, bush, creampie, curvy

Sissy Bailey Wilde Drilled by Sex Machine
5 months ago
3:31

ShemaleSin

Sissy Bailey Wilde Drilled by Sex Machine

Tags: amateur, anal, ass, drilling, feminization, fucking machine, homevideo

I love playing with my butt
5 months ago
10:28

ShemaleSin

I love playing with my butt

Tags: amateur, anal, ass, bbw, fat, feminization, tranny

Giorgiadoll’s Immodest Ride – Sissy Sex tool Play & Anal Feminization
3 months ago
0:18

ShemaleSin

Giorgiadoll’s Immodest Ride – Sissy Sex tool Play & Anal Feminization

Tags: amateur, anal, anal toying, feminization, hd, masturbation, milf

Yiff Femboy twerking Kewl BUbble Butt during Spooky Season
11 days ago
0:20

ShemaleSin

Yiff Femboy twerking Kewl BUbble Butt during Spooky Season

Tags: ass, big black cock, black, booty, cosplay, emo, feminization

Dad domination over his sissy sex thrall and to taught her that my place is underneath his nuts
3 months ago
1:18

ShemaleSin

Dad domination over his sissy sex thrall and to taught her that my place is underneath his nuts

Tags: amateur, anal, ass to mouth, asslick, creampie, domination, feet

Is my miniskirt too brief?
2 years ago
6:29

KeekAss

Is my miniskirt too brief?

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

Worthy butt caught in public
2 years ago
9:36

ShemaleSin

Worthy butt caught in public

Tags: anal, ass, big ass, caught, fat, femdom, feminization

Doxy walk, wedgie
1 year ago
20:08

ShemaleSin

Doxy walk, wedgie

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

Diminutive man rod transgirl getting off
2 years ago
8:54

KeekAss

Diminutive man rod transgirl getting off

Tags: amateur, anal, asian, crossdressing, dick, dildo, feminization

Sissy Feminization and Drilled
1 year ago
3:31

ShemaleSin

Sissy Feminization and Drilled

Tags: amateur, anal, drilling, feminization, sissy, toys

Practicing to take a huge shlong, anal
3 months ago
8:17

ShemaleSin

Practicing to take a huge shlong, anal

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

Lovely femboy gets arms free-for-all jizm while tearing up a fuckfest machine.
2 years ago
3:14

KeekAss

Lovely femboy gets arms free-for-all jizm while tearing up a fuckfest machine.

Tags: amateur, anal, assfucking, boy, crossdressing, cum, cumshot

I came out of touching myself 04 - This guy doubted that I could come just by taking his knob in my booty, out of even touching myself.
27 days ago
0:38

ShemaleSin

I came out of touching myself 04 - This guy doubted that I could come just by taking his knob in my booty, out of even touching myself.

Tags: anal, booty, feminization, orgasm, transsexual, webcam

Showing off my white pants
1 year ago
14:58

ShemaleSin

Showing off my white pants

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

How a Sissy Beats Her Meat
16 days ago
1:13

ShemaleSin

How a Sissy Beats Her Meat

Tags: amateur, feminization, fetish, hardcore, humiliation, masturbation, panties

Z Cup Doll Collection #1
11 months ago
13:07

ShemaleSin

Z Cup Doll Collection #1

Tags: amateur, big tits, blonde, booty, compilation, dancing, dildo

SADOMASOCHISM Transsexual Feminization Training. Sexy Femboy crossdresser drilled hard. Tranny trap Deepthroat knob in underware. Eating cum. Anal-act
9 months ago
8:17

ShemaleSin

SADOMASOCHISM Transsexual Feminization Training. Sexy Femboy crossdresser drilled hard. Tranny trap Deepthroat knob in underware. Eating cum. Anal-act

Tags: anal, barebacking, bdsm, bondage, boy, corset, cowgirl

Concupiscent Transfemme Plays With Tits
2 years ago
2:03

ShemaleSin

Concupiscent Transfemme Plays With Tits

Tags: amateur, feminization, slut, small tits, submissive, transsexual

Sissy at the gym
2 years ago
2:25

ShemaleSin

Sissy at the gym

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

Meaty Bang for Bezutiful Sissy Whore - Full Movie on my Onlyfans (link in Bi
4 years ago
0:18

ShemaleSin

Meaty Bang for Bezutiful Sissy Whore - Full Movie on my Onlyfans (link in Bi

Tags: anal, ass, assfucking, bdsm, bisexual, bondage, domination

Sissy Joanna clothed up in her ebony babydoll underware with ebony nylons cuz se was so lascivious. Then that babe came into a glass to make a cum mil
9 months ago
7:17

ShemaleSin

Sissy Joanna clothed up in her ebony babydoll underware with ebony nylons cuz se was so lascivious. Then that babe came into a glass to make a cum mil

Tags: amateur, asian, ass, babe, booty shake, boy, clothed sex

A trans doll shows that that babe's a dude on the inside, but it's a lengthy slow process to dig part of him out!
4 years ago
15:44

ShemaleSin

A trans doll shows that that babe's a dude on the inside, but it's a lengthy slow process to dig part of him out!

Tags: babe, balls, blonde, crossdressing, doll, feminization, fetish

My large dong cum in oil - Dong Meditation - Weenie Worship - Cum - Spunk Fountain
2 years ago
7:31

ShemaleSin

My large dong cum in oil - Dong Meditation - Weenie Worship - Cum - Spunk Fountain

Tags: big cock, blowjob, cum, cumshot, dick, feminization, oiled

cute trans gal gets hard during the time that being banged live
9 months ago
8:00

ShemaleSin

cute trans gal gets hard during the time that being banged live

Tags: amateur, anal, big cock, blonde, creampie, cute, domination

IllySquish femboy masturbates in front of the camera
9 months ago
0:34

ShemaleSin

IllySquish femboy masturbates in front of the camera

Tags: anal, big cock, black, feet, feminization, fetish, hairy

Trans Angel cum on her toys and grinds on it
9 months ago
8:51

ShemaleSin

Trans Angel cum on her toys and grinds on it

Tags: amateur, anal, anal toying, blonde, close up, cum, cumshot

cute golden-haired dickgirl
4 years ago
2:48

ShemaleSin

cute golden-haired dickgirl

Tags: amateur, big cock, big tits, blonde, cute, dick, feminization

Latex Puppy Doll Masturbate on Livecam with Anal Tail Plug. Astounding Sissy Pet Beauty for U.
4 years ago
0:52

ShemaleSin

Latex Puppy Doll Masturbate on Livecam with Anal Tail Plug. Astounding Sissy Pet Beauty for U.

Tags: anal, anal toying, beauty, blowjob, doll, feminization, fetish

Grindr Sissy SissyWave Brainwash Sissy Captions Feminization tactics
4 years ago
3:30

ShemaleSin

Grindr Sissy SissyWave Brainwash Sissy Captions Feminization tactics

Tags: amateur, barebacking, big cock, creampie, feminization, ladyboy, shemale

My pleasing knob - Penis Meditation 4k
2 years ago
12:48

ShemaleSin

My pleasing knob - Penis Meditation 4k

Tags: big cock, dick, feminization, fetish, huge cock, monster cock, sissy

Sissy caught walking with booty out
11 months ago
12:16

ShemaleSin

Sissy caught walking with booty out

Tags: amateur, ass, booty, caught, feminization, miniskirt, nude

Jul 21st 2023
2 years ago
19:14

ShemaleSin

Jul 21st 2023

Tags: amateur, ass, feminization, fetish, kinky, milk, reality

Introducing Elise
1 year ago
2:41

ShemaleSin

Introducing Elise

Tags: amateur, babe, brunette, feminization, fetish, ladyboy, pantyhose

Anal Talk with the Bartender Ends in Trans Fuck Fest
1 year ago
19:20

TrannyOne

Anal Talk with the Bartender Ends in Trans Fuck Fest

Tags: anal, cowgirl, dirty, feminization, funny, hd, outdoor

Ass fuck, sissy feminization
2 years ago
12:39

ShemaleTaxi

Ass fuck, sissy feminization

Tags: anal, assfucking, feminization, masturbation, shemale, sissy, toys

Sissy Laci receives a brand new strap-on for feminization
9 months ago
5:02

ShemaleTaxi

Sissy Laci receives a brand new strap-on for feminization

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

Sissy feminization, amateur bathroom
9 months ago
14:09

ShemaleTaxi

Sissy feminization, amateur bathroom

Tags: amateur, bathroom, bdsm, beauty, blowjob, crossdressing, domination

Endowed young fellow plowing me in the culo indeed adorably!
1 year ago
8:59

KeekAss

Endowed young fellow plowing me in the culo indeed adorably!

Tags: amateur, anal, ass, asslick, belly, big cock, blowjob

crossdresser4
3 years ago
3:51

KeekAss

crossdresser4

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

Smash Your Donk - Sissy Teaching (Sissy Audio Hypnose)
3 years ago
12:01

KeekAss

Smash Your Donk - Sissy Teaching (Sissy Audio Hypnose)

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

Sabine's stunning forms (trans, crossdressing, transformation, tights, girl mask)
3 years ago
32:56

KeekAss

Sabine's stunning forms (trans, crossdressing, transformation, tights, girl mask)

Tags: amateur, ass, big ass, big tits, blonde, crossdressing, fake tits

Office assistant flare half-top and satin silk micro-skirt fuckslut
3 years ago
4:45

KeekAss

Office assistant flare half-top and satin silk micro-skirt fuckslut

Tags: amateur, clothed sex, creampie, crossdressing, cum, feminization, ladyboy

Sexy She-Male Fingerblasting Herself in Innocence
3 years ago
20:21

KeekAss

Sexy She-Male Fingerblasting Herself in Innocence

Tags: amateur, beauty, blonde, crossdressing, feminization, fingering, gorgeous

Sissy pops in cell  to damaging & banding it’s white ball white extinction BNWO  angel scarlett black
3 years ago
13:10

KeekAss

Sissy pops in cell to damaging & banding it’s white ball white extinction BNWO angel scarlett black

Tags: amateur, bdsm, black, blonde, crossdressing, cum, cumshot

Tiny Gals Xxl Playthings
3 years ago
7:39

KeekAss

Tiny Gals Xxl Playthings

Tags: amateur, anal, crossdressing, cum, cumshot, dildo, feminization

Brit crossdresser wants you to see her fap, brink and spunk after two weeks of celibacy (preview)
2 years ago
2:05

KeekAss

Brit crossdresser wants you to see her fap, brink and spunk after two weeks of celibacy (preview)

Tags: amateur, beauty, blonde, british, crossdressing, cum, dick

Crossdressed in crimson undergarments on the couch
2 years ago
2:05

KeekAss

Crossdressed in crimson undergarments on the couch

Tags: amateur, beauty, blonde, couch, crossdressing, feminization, hd

Sissy Expect Frolicking with her horny crevice.
3 years ago
15:44

KeekAss

Sissy Expect Frolicking with her horny crevice.

Tags: amateur, anal, beauty, big ass, crossdressing, feminization, ladyboy

Sissy Deep-Throat Instructing Time!
3 years ago
5:24

KeekAss

Sissy Deep-Throat Instructing Time!

Tags: amateur, anal, blonde, blowjob, crossdressing, cum, deep throat

Ultra-Cute sandy-haired ladyboy spunk stiff from tough assfucking screwing
3 years ago
10:56

KeekAss

Ultra-Cute sandy-haired ladyboy spunk stiff from tough assfucking screwing

Tags: amateur, anal, assfucking, brunette, crossdressing, cute, feminization

Kylie's Climax (woman mask, mask, tights, garters, trans, crossdress, feminization)
3 years ago
19:21

KeekAss

Kylie's Climax (woman mask, mask, tights, garters, trans, crossdress, feminization)

Tags: amateur, big tits, brunette, cosplay, crossdressing, fake tits, feminization

Krystal's Motel Taunt (trans, fetish, girl mask, mask, feminization, crossdress, transformation)
3 years ago
30:48

KeekAss

Krystal's Motel Taunt (trans, fetish, girl mask, mask, feminization, crossdress, transformation)

Tags: amateur, ass, big ass, blonde, crossdressing, feminization, fetish

Professional Deep Gullet Underwear Whore
3 years ago
16:26

KeekAss

Professional Deep Gullet Underwear Whore

Tags: amateur, beauty, blonde, blowjob, crossdressing, cum, cute

Tutu Tgirl Likes To Rail Her Didlo
3 years ago
6:34

KeekAss

Tutu Tgirl Likes To Rail Her Didlo

Tags: amateur, anal, beauty, crossdressing, feminization, ladyboy, lingerie

Crossdresser heads outdoors, City walk
2 years ago
2:07

KeekAss

Crossdresser heads outdoors, City walk

Tags: amateur, blonde, crossdressing, feminization, fetish, ladyboy, outdoor

SissyMia large vibatror jizz shot
3 years ago
2:00

KeekAss

SissyMia large vibatror jizz shot

Tags: amateur, crossdressing, cum, cumshot, feminization, fetish, german

Sissy Super-Bitch Attempts Fresh Nylon Black Gimp Costume - Scene I - And Nearly Pops - Michael Ernandes
4 years ago
12:03

KeekAss

Sissy Super-Bitch Attempts Fresh Nylon Black Gimp Costume - Scene I - And Nearly Pops - Michael Ernandes

Tags: amateur, bathroom, bitch, black, boy, cosplay, costume

Purity Victim Enjoys to stretched
2 years ago
8:27

KeekAss

Purity Victim Enjoys to stretched

Tags: amateur, anal, bondage, cage, cum, cumshot, dildo

Crossdresser Sandy have Joy with his pink cigar
2 years ago
6:21

KeekAss

Crossdresser Sandy have Joy with his pink cigar

Tags: amateur, bodystocking, brunette, cigarette, crossdressing, cum, feminization

Larissa1sexdoll A ideal Larissa day
2 years ago
10:14

KeekAss

Larissa1sexdoll A ideal Larissa day

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

SisK CD in purple EP4 TENGA EGG
3 years ago
10:28

KeekAss

SisK CD in purple EP4 TENGA EGG

Tags: amateur, asian, crossdressing, cum, cute, dick, femdom

Getting prepped for a night of shopping and it's that time of the month!
3 years ago
5:31

KeekAss

Getting prepped for a night of shopping and it's that time of the month!

Tags: amateur, ass, bbw, beauty, crossdressing, dick, feminization

Every one hates you whiteboi, even your domme Roxy hates you sissy for BNWO angel scarlett black
3 years ago
12:37

KeekAss

Every one hates you whiteboi, even your domme Roxy hates you sissy for BNWO angel scarlett black

Tags: amateur, bdsm, black, blonde, crossdressing, feminization, fetish

ARE YOU STILL HETEROSEXUAL? what are you waiting for to boink a dickgirl?
3 years ago
6:05

KeekAss

ARE YOU STILL HETEROSEXUAL? what are you waiting for to boink a dickgirl?

Tags: amateur, beauty, big ass, big tits, bisexual, blonde, compilation

Feminized hoe
2 years ago
4:05

KeekAss

Feminized hoe

Tags: amateur, ass, big ass, crossdressing, dress, feminization, fetish

Slut whore sissy feminization before work
2 years ago
2:16

KeekAss

Slut whore sissy feminization before work

Tags: amateur, beauty, crossdressing, cum, feminization, fetish, hd

feminization two
4 years ago
2:37

KeekAss

feminization two

Tags: amateur, anal, crossdressing, feminization, masturbation, mature, small tits

Pretty In Rosy Ladylike Trans Wants To Have Fun
3 years ago
20:39

KeekAss

Pretty In Rosy Ladylike Trans Wants To Have Fun

Tags: amateur, beauty, dick, dress, feminization, funny, high heels

CRIMSON LATEXDOLL ONANISM #1
3 years ago
22:32

KeekAss

CRIMSON LATEXDOLL ONANISM #1

Tags: anal, anal toying, blonde, catsuit, crossdressing, doll, feminization

Fabulous Crossdresser (Loop)
2 years ago
10:03

KeekAss

Fabulous Crossdresser (Loop)

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

Femboy sissification with ass fucking buttplug and stellar money-shot
2 years ago
2:15

KeekAss

Femboy sissification with ass fucking buttplug and stellar money-shot

Tags: amateur, anal, assfucking, beauty, boy, buttplug, crossdressing

Sissy Rails FK Machine To Hypnosis - Juggle (DripPMV)
2 years ago
3:43

KeekAss

Sissy Rails FK Machine To Hypnosis - Juggle (DripPMV)

Tags: amateur, anal, anal toying, barebacking, beauty, crossdressing, feminization

Mischievous Femboy Biotch Screws a Large BIG BLACK COCK Fuck Stick while Locked in V-Card Box
2 years ago
2:58

KeekAss

Mischievous Femboy Biotch Screws a Large BIG BLACK COCK Fuck Stick while Locked in V-Card Box

Tags: amateur, anal, anal toying, beauty, big black cock, crossdressing, cum

Femboy Wiggling Monstrous Butt in Fresh Donk Cutoffs Then Opens Up Her Cheeks
2 years ago
3:06

KeekAss

Femboy Wiggling Monstrous Butt in Fresh Donk Cutoffs Then Opens Up Her Cheeks

Tags: amateur, anal, ass, beauty, big ass, booty, college

Juggsy Z Bowl Nymph Bevy #3
3 years ago
13:26

KeekAss

Juggsy Z Bowl Nymph Bevy #3

Tags: amateur, big ass, big tits, compilation, crossdressing, dildo, doll

Sissy Mara Jade's Tub Time!
3 years ago
5:26

KeekAss

Sissy Mara Jade's Tub Time!

Tags: amateur, anal, bathroom, blonde, crossdressing, dick, dildo

Im so kinky drill my trans backside
2 years ago
5:42

KeekAss

Im so kinky drill my trans backside

Tags: amateur, anal, ass, beauty, big tits, crazy, crossdressing

Crossdresser sissy guy getting off
2 years ago
28:00

KeekAss

Crossdresser sissy guy getting off

Tags: amateur, blonde, crossdressing, cumshot, feminization, handjob, hd

Sissy nubile crossdresser Sasha Earth plumbed on the couch at home buttfuck bang-out playthings
3 years ago
14:38

KeekAss

Sissy nubile crossdresser Sasha Earth plumbed on the couch at home buttfuck bang-out playthings

Tags: amateur, anal, anal toying, ass, assfingering, assfucking, beauty

She-Creature dances in luxurious undergarments
2 years ago
4:13

KeekAss

She-Creature dances in luxurious undergarments

Tags: amateur, asian, beauty, brunette, compilation, crossdressing, dancing

Feminized sissy has to wear her clothes and gulp spunk to get off
4 years ago
12:01

KeekAss

Feminized sissy has to wear her clothes and gulp spunk to get off

Tags: amateur, bbw, blowjob, clothed sex, crossdressing, cum, cum in mouth

Railing in White Underwear
2 years ago
2:21

KeekAss

Railing in White Underwear

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

Asuka's playtime (woman mask, chinese, stocking, fetish, feminization, trans, crossdress, mask, peruke)
3 years ago
14:04

KeekAss

Asuka's playtime (woman mask, chinese, stocking, fetish, feminization, trans, crossdress, mask, peruke)

Tags: amateur, asian, blonde, chinese, crossdressing, fake tits, feminization

Plumb Me Sate I so Mischievous
3 years ago
6:47

KeekAss

Plumb Me Sate I so Mischievous

Tags: anal toying, beauty, big black cock, cum, cute, dick, feminization

Sissy innocence (part 1)
3 years ago
11:11

KeekAss

Sissy innocence (part 1)

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

Blue_skirt_cum.mp4
3 years ago
4:01

KeekAss

Blue_skirt_cum.mp4

Tags: amateur, ass, bisexual, blonde, cum, cumshot, dick

Crossdresser Sissy Roped and ball-gagged2
2 years ago
4:25

KeekAss

Crossdresser Sissy Roped and ball-gagged2

Tags: amateur, bdsm, big cock, bondage, bound, brunette, crossdressing

Sissy man posing in suspender tights
2 years ago
3:01

KeekAss

Sissy man posing in suspender tights

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

Sissy blows a load in cell to being degraded as Mistresss garbage recycling pig angel Scarlett black
3 years ago
11:56

KeekAss

Sissy blows a load in cell to being degraded as Mistresss garbage recycling pig angel Scarlett black

Tags: amateur, black, blonde, crossdressing, cum, cumshot, femdom

Crossdresser life - Getting Off in Super-Sexy Underwear
2 years ago
5:30

KeekAss

Crossdresser life - Getting Off in Super-Sexy Underwear

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

Satin silk jumpsuit and blazer jacket on sissy shemale fuckslut
3 years ago
9:33

KeekAss

Satin silk jumpsuit and blazer jacket on sissy shemale fuckslut

Tags: amateur, bdsm, beauty, big cock, booty, crossdressing, cum

sissy ejaculates whilst being abased to SPH idiot pornography angel Scarlett black
3 years ago
13:48

KeekAss

sissy ejaculates whilst being abased to SPH idiot pornography angel Scarlett black

Tags: abuse, amateur, black, blonde, crossdressing, cumshot, feminization

Crossdresser Sissy roped up and ball-gagged
2 years ago
5:30

KeekAss

Crossdresser Sissy roped up and ball-gagged

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

Crossdresser Sandy in highly brief micro-skirt
2 years ago
2:23

KeekAss

Crossdresser Sandy in highly brief micro-skirt

Tags: amateur, blonde, crossdressing, feminization, fetish, high heels, homevideo

BONDAGE & DISCIPLINE leather sundress and stiletto ankle footwear high-heeled slippers homo she-male
3 years ago
6:19

KeekAss

BONDAGE & DISCIPLINE leather sundress and stiletto ankle footwear high-heeled slippers homo she-male

Tags: amateur, bdsm, bondage, boots, crossdressing, dick, dress

Crossdresser Sissy Sextoy Restrain Bondage
2 years ago
5:01

KeekAss

Crossdresser Sissy Sextoy Restrain Bondage

Tags: amateur, bdsm, beauty, big cock, bondage, bound, brunette

Lynsey feminization teaching Chick's ambling
4 years ago
2:49

KeekAss

Lynsey feminization teaching Chick's ambling

Tags: amateur, brunette, crossdressing, feminization, ladyboy, masturbation, outdoor

Sissification feminization sissy instructing - Sissy hubby story part two (english voice)
2 years ago
12:16

KeekAss

Sissification feminization sissy instructing - Sissy hubby story part two (english voice)

Tags: amateur, big black cock, bisexual, blonde, crossdressing, cuckold, cumshot

A femboy attempt on coffee color stockings (SisK Vlog Tights Contest EP2.1)
3 years ago
3:09

KeekAss

A femboy attempt on coffee color stockings (SisK Vlog Tights Contest EP2.1)

Tags: amateur, asian, clit, contest, crossdressing, cute, dick

Transgender Princess Dildoing Rump on Public Bench
2 years ago
5:56

KeekAss

Transgender Princess Dildoing Rump on Public Bench

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

Sissy instructing3
2 years ago
16:05

KeekAss

Sissy instructing3

Tags: amateur, anal, ass, big ass, booty, crossdressing, desi

Sissification Instructing "SISSY NUB ONANISM RULES" Domme Veronica Taboo and her Sissy Academy
2 years ago
10:15

KeekAss

Sissification Instructing "SISSY NUB ONANISM RULES" Domme Veronica Taboo and her Sissy Academy

Tags: amateur, boy, crossdressing, cumshot, feminization, fetish, handjob

Para esta navidad quiero muchos corazones
2 years ago
2:45

KeekAss

Para esta navidad quiero muchos corazones

Tags: amateur, anal, barebacking, big cock, brunette, crossdressing, femdom

Sissy mega-slut Oksana2021 dances a striptease for her Tormentor
3 years ago
3:30

KeekAss

Sissy mega-slut Oksana2021 dances a striptease for her Tormentor

Tags: amateur, cage, crossdressing, feminization, fetish, hd, humiliation

Inflatable Ass Speculum contest (35 pumps)
2 years ago
3:16

KeekAss

Inflatable Ass Speculum contest (35 pumps)

Tags: amateur, anal, anal toying, ass, balls, buttplug, contest

Bum Cutoffs Honey in Purity opens up herself for a great fuckin'
2 years ago
8:27

KeekAss

Bum Cutoffs Honey in Purity opens up herself for a great fuckin'

Tags: babe, cage, cum, cumshot, dildo, feminization, fetish

Dude feminized into sissy
2 years ago
2:54

KeekAss

Dude feminized into sissy

Tags: amateur, anal, ass, crossdressing, feminization, indian, ladyboy

Sissy Expect being super-naughty at stripchat load
3 years ago
13:25

KeekAss

Sissy Expect being super-naughty at stripchat load

Tags: amateur, anal, crossdressing, domination, femdom, feminization, fetish

I fellated it and gave it to the electrician
2 years ago
7:06

KeekAss

I fellated it and gave it to the electrician

Tags: amateur, anal, bbw, beauty, big black cock, blowjob, brazilian

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

KeekAss

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

Tags: amateur, black, blonde, crossdressing, feminization, fetish, garden

Sissy in high high-heeled shoes jizz from ass-fuck only! Immense sissygasm!!!
2 years ago
19:49

KeekAss

Sissy in high high-heeled shoes jizz from ass-fuck only! Immense sissygasm!!!

Tags: amateur, anal, assfucking, big tits, crossdressing, feminization, hd

Lil Ponnyboy showcasing his girly assets and posing on the sofa
4 years ago
5:16

KeekAss

Lil Ponnyboy showcasing his girly assets and posing on the sofa

Tags: ass, beauty, brunette, feminization, hairy, hd, posing

Michelle inhales physicians sausage
2 years ago
4:45

KeekAss

Michelle inhales physicians sausage

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

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

KeekAss

Trans Princess Luvs To Get Your Spunk-Pump Firm

Tags: amateur, beauty, blonde, casting, couch, crossdressing, dick

Painter porked me my super-steamy butt
2 years ago
3:00

KeekAss

Painter porked me my super-steamy butt

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

Super-Sexy Blacklight Soiree Dame in Rave Underwear
3 years ago
21:24

KeekAss

Super-Sexy Blacklight Soiree Dame in Rave Underwear

Tags: amateur, anal, anal toying, bikini, black, crossdressing, cum

I sundress him with my stockings and pummel his bum.... PEGGING & CROSSDRESSING
2 years ago
25:12

KeekAss

I sundress him with my stockings and pummel his bum.... PEGGING & CROSSDRESSING

Tags: amateur, anal, blowjob, crossdressing, femdom, feminization, fetish

Wonderful White Underwear Stunner Showcases off her Clitty and Figure
3 years ago
12:08

KeekAss

Wonderful White Underwear Stunner Showcases off her Clitty and Figure

Tags: beauty, big black cock, cute, feminization, fetish, lingerie, masturbation

Juggsy Bosom Chick
3 years ago
10:05

KeekAss

Juggsy Bosom Chick

Tags: amateur, big ass, big tits, crossdressing, doll, feminization, fetish

My homie poked my steaming backside
2 years ago
3:05

KeekAss

My homie poked my steaming backside

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

It was flawless, my mate couldn't fight back and pummeled me red-hot
2 years ago
5:30

KeekAss

It was flawless, my mate couldn't fight back and pummeled me red-hot

Tags: amateur, anal, barebacking, bbw, beauty, big black cock, big cock

Super-Cute Trap Femboy Self Sole Job
2 years ago
3:00

KeekAss

Super-Cute Trap Femboy Self Sole Job

Tags: amateur, big cock, brunette, crossdressing, cute, dick, feet

Con este pasivo de cuerpo de mujer me lo escurre todo
3 years ago
7:20

KeekAss

Con este pasivo de cuerpo de mujer me lo escurre todo

Tags: amateur, anal, big cock, blowjob, brunette, compilation, crossdressing

Romina's Climax (chick mask, mask, feminization, transformation, trans, crossdress, stockings)
3 years ago
12:16

KeekAss

Romina's Climax (chick mask, mask, feminization, transformation, trans, crossdress, stockings)

Tags: amateur, big tits, brunette, crossdressing, feminization, fetish, hd

Black Mini Sundress Juggsy
3 years ago
4:55

KeekAss

Black Mini Sundress Juggsy

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

My first-ever cam demonstrate
2 years ago
37:26

KeekAss

My first-ever cam demonstrate

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

Crossdresser Self Restrain Bondage Cam display
2 years ago
12:33

KeekAss

Crossdresser Self Restrain Bondage Cam display

Tags: amateur, bdsm, big cock, blonde, bondage, bound, crossdressing

Sissy nice banging buttfuck solo fuckfest at home
3 years ago
2:29

KeekAss

Sissy nice banging buttfuck solo fuckfest at home

Tags: amateur, anal, anal toying, assfucking, banging, bbw, brunette

Crossdresser She-Male Restrain Bondage Joy
2 years ago
9:39

KeekAss

Crossdresser She-Male Restrain Bondage Joy

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

I was spinned up! Electrician came to the mansion and plowed me steaming and jizm inwards
2 years ago
5:36

KeekAss

I was spinned up! Electrician came to the mansion and plowed me steaming and jizm inwards

Tags: amateur, anal, barebacking, bbw, big black cock, blowjob, brazilian

Trap80, Rectal sissy bi-atch plays with faux-cock
2 years ago
6:06

KeekAss

Trap80, Rectal sissy bi-atch plays with faux-cock

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

Strapped up sissy sates herself
2 years ago
6:51

KeekAss

Strapped up sissy sates herself

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