Ready To Go Out
2 years ago
0:40

xHamster

Ready To Go Out

Tags: anal toying, austrian, fetish, hd, lingerie, outdoor, public

Hot sissy Brenda
2 months ago
9:33

aShemaleTube

Hot sissy Brenda

Tags: barebacking, crossdressing, cumshot, hd, homevideo, lingerie, masturbation

Lewd Luna disrobing and tugging in the shower alone
1 year ago
9:41

KeekAss

Lewd Luna disrobing and tugging in the shower alone

Tags: amateur, anal, ass, beauty, big ass, bitch, cum

The Lil Sissy Neon is back
3 years ago
4:09

KeekAss

The Lil Sissy Neon is back

Tags: amateur, blonde, brunette, crossdressing, ladyboy, lingerie, mature

The Better Brazilian Blowjob
1 year ago
4:59

xHamster

The Better Brazilian Blowjob

Tags: amateur, big ass, black, blowjob, brazilian, crossdressing, fetish

self sucking sissy gigantic penis
2 years ago
9:47

aShemaleTube

self sucking sissy gigantic penis

Tags: crossdressing, dick, shemale, sissy, sucking

Sissy Gets Too Excited From Deepthroating A Dildo
3 years ago
3:29

ShemaleZ

Sissy Gets Too Excited From Deepthroating A Dildo

Tags: amateur, brunette, deep throat, dildo, lingerie, shemale, sissy

Fersissy Cum Compilation Clips
7 months ago
7:01

xHamster

Fersissy Cum Compilation Clips

Tags: amateur, anal, compilation, cum, cumshot, dildo, hd

Me fucking my sexy sissy Adrianna
2 years ago
7:09

aShemaleTube

Me fucking my sexy sissy Adrianna

Tags: amateur, barebacking, crossdressing, domination, hd, homevideo, ladyboy

Kylie Smoking Wanking and putting on Make-Up
2 years ago
3:20

KeekAss

Kylie Smoking Wanking and putting on Make-Up

Tags: amateur, babe, blonde, compilation, crossdressing, cumshot, feet

Humiliated Sissy Maid Serves Mistress's Anal Task
6 months ago
15:33

ShemaleTaxi

Humiliated Sissy Maid Serves Mistress's Anal Task

Tags: abuse, amateur, anal, anal toying, bdsm, cosplay, crossdressing

Training To Become A Sissy Cuckold
9 months ago
2:58

BeMyHole

Training To Become A Sissy Cuckold

Tags: anal, anal fisting, blowjob, brunette, cuckold, doggystyle, domination

Hattabi4ik Jizz Shot Compilation2
2 years ago
14:20

KeekAss

Hattabi4ik Jizz Shot Compilation2

Tags: amateur, brunette, compilation, creampie, crossdressing, cum, cumshot

CdTina sucking a beat
1 year ago
1:49

aShemaleTube

CdTina sucking a beat

Tags: amateur, blowjob, crossdressing, fetish, hd, lingerie, long nails

TSAMBERTSLYRIC
1 year ago
7:19

aShemaleTube

TSAMBERTSLYRIC

Tags: anal, ass to mouth, big cock, crossdressing, hd, latex, mature

Ladyboy take BIG BLACK COCK faux-cock in rump and jizz forearms free-for-all
2 years ago
2:45

KeekAss

Ladyboy take BIG BLACK COCK faux-cock in rump and jizz forearms free-for-all

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

Sissy Pov – Erica Cherry – Head Cheerleader Takes Her Job Seriously
2 years ago
24:17

ShemaleZ

Sissy Pov – Erica Cherry – Head Cheerleader Takes Her Job Seriously

Tags: cheerleader, cumshot, hd, pov, redhead, sissy

something i guess
2 years ago
3:09

KeekAss

something i guess

Tags: amateur, anal, crossdressing, cum, cumshot, hd, masturbation

riskiy public walk in footwear and v-card
3 years ago
3:25

KeekAss

riskiy public walk in footwear and v-card

Tags: amateur, blonde, boots, crossdressing, hd, latex, leather

High heels crossdresser, femdom sissy training
1 year ago
5:15

ShemaleTaxi

High heels crossdresser, femdom sissy training

Tags: amateur, beauty, big ass, blowjob, crossdressing, femdom, high heels

We need to train your ass for big cock
2 years ago
7:34

TrannyOne

We need to train your ass for big cock

Tags: ass, bdsm, big ass, big cock, dick, domination, femdom

Mistress Kayla Swallow Mommies Big Cock Like A Good Sissy Boy With Cumshot!
3 years ago
19:00

UPornia

Mistress Kayla Swallow Mommies Big Cock Like A Good Sissy Boy With Cumshot!

Tags: amateur, big cock, blonde, boy, cum swallowing, cumshot, hd

TS King Kylie, She made him SQUIRT (Round 2)
21 days ago
25:33

aShemaleTube

TS King Kylie, She made him SQUIRT (Round 2)

Tags: anal, barebacking, big ass, big cock, big tits, creampie, domination

Amateur crossdresser Kellycd2022 sexy milf in stockings down the lanes
1 year ago
4:48

xHamster

Amateur crossdresser Kellycd2022 sexy milf in stockings down the lanes

Tags: amateur, beauty, big cock, british, crossdressing, hd, lingerie

Nip clipped t-model roped up with straps and chains is vibred and ejaculates two times
2 years ago
9:18

KeekAss

Nip clipped t-model roped up with straps and chains is vibred and ejaculates two times

Tags: amateur, bdsm, beauty, big cock, bondage, clamp, crossdressing

cycling at night
2 years ago
6:53

KeekAss

cycling at night

Tags: amateur, blonde, crossdressing, mature, outdoor, public, shemale

Sissy in chastity desperate to orgasm
3 years ago
0:18

xHamster

Sissy in chastity desperate to orgasm

Tags: anal, ass, bdsm, desperate, dildo, hd, masturbation

Black Bbw Play with her self
1 year ago
5:23

xHamster

Black Bbw Play with her self

Tags: amateur, bbw, big black cock, big cock, black, chubby, cum

My Cumrag Pissy Stockings Jessica Bloom Preapres Stockings I'm Selling
1 year ago
5:31

KeekAss

My Cumrag Pissy Stockings Jessica Bloom Preapres Stockings I'm Selling

Tags: amateur, anal, anal toying, ass, beauty, blonde, compilation

Bbw Tranny Gets Fucked Hardcore By Thin Sissy Pov
2 years ago
5:19

UPornia

Bbw Tranny Gets Fucked Hardcore By Thin Sissy Pov

Tags: amateur, bbw, big ass, big cock, big tits, hardcore, hd

Trans Verbal Demands   -Elegant Look With Glove And Sweet Dress
2 years ago
13:00

xHamster

Trans Verbal Demands -Elegant Look With Glove And Sweet Dress

Tags: beauty, big ass, big cock, big tits, crossdressing, cute, dress

TRANSSEXUAL Jaymie Jameson Spitroast 3Some By BIG BLACK COCK and BWC
3 years ago
17:22

KeekAss

TRANSSEXUAL Jaymie Jameson Spitroast 3Some By BIG BLACK COCK and BWC

Tags: 3some, amateur, anal, ass, assfucking, big black cock, blowjob

Feb 25th 2022
2 years ago
10:25

ShemaleSin

Feb 25th 2022

Tags: amateur, anal, ass, assfucking, big ass, booty, hd

Sissy hoe Bess makes a footling fake penis vanish
2 years ago
4:00

KeekAss

Sissy hoe Bess makes a footling fake penis vanish

Tags: amateur, anal, anal toying, crossdressing, dick, dildo, hd

PVC Suit Inflatable tail Brown Fox Sissy Breathplay Hump
3 years ago
2:45

xHamster

PVC Suit Inflatable tail Brown Fox Sissy Breathplay Hump

Tags: amateur, bdsm, breath play, hd, ladyboy, latex, masturbation

T-girl, huge tit
3 years ago
12:19

ShemaleTaxi

T-girl, huge tit

Tags: amateur, anal, anal toying, huge dildo, huge tits, pov, shemale

Bang-Out-machine, My rump jizm in black Bodystocking three
2 years ago
17:53

KeekAss

Bang-Out-machine, My rump jizm in black Bodystocking three

Tags: amateur, anal, anal toying, ass, assfucking, black, blonde

TGIRLS ROMP: Waxed, Vaxxed, and Bloomed
2 years ago
2:00

KeekAss

TGIRLS ROMP: Waxed, Vaxxed, and Bloomed

Tags: anal, barebacking, beauty, big cock, black, blowjob, cum

Indonesia Shemale standing fuck
8 months ago
3:15

aShemaleTube

Indonesia Shemale standing fuck

Tags: asian, barebacking, big cock, indonesian, shemale, sissy, small tits

Vanniall tearing up a fake penis like its her own
2 years ago
11:13

KeekAss

Vanniall tearing up a fake penis like its her own

Tags: amateur, anal, big ass, big cock, brunette, cum, dick

Nicki-Crossdresser - in Summer-Sundress & Stocking masturbating her Pecker - Close Up
1 year ago
2:24

KeekAss

Nicki-Crossdresser - in Summer-Sundress & Stocking masturbating her Pecker - Close Up

Tags: amateur, beauty, big cock, close up, crossdressing, handjob, homevideo

Big fat shemale, sissy crossdresser
48 days ago
11:14

ShemaleTaxi

Big fat shemale, sissy crossdresser

Tags: ass, bbw, big ass, black, cosplay, crossdressing, fat

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

KeekAss

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

Tags: amateur, anal, beauty, big cock, cum, hardcore, hd

Sexy Dress Latina in Seductive Lingerie and Ass in Thongs
3 years ago
1:08

xHamster

Sexy Dress Latina in Seductive Lingerie and Ass in Thongs

Tags: amateur, american, ass, bdsm, big ass, black, booty

Black sissy fucked, hairy man
2 years ago
7:13

ShemaleTaxi

Black sissy fucked, hairy man

Tags: amateur, american, bdsm, black, boots, hairy, shemale

Lates Mistress Fucks Sissy - Natalie Mars
1 year ago
10:51

ShemaleZ

Lates Mistress Fucks Sissy - Natalie Mars

Tags: bdsm, brunette, creampie, fetish, latex, mistress, sissy

Aug 2nd 2021
3 years ago
8:51

ShemaleSin

Aug 2nd 2021

Tags: assfucking, cum, hd, masturbation, sissy, toys

Sissy in spectacular tights acting like a tart
2 years ago
7:42

KeekAss

Sissy in spectacular tights acting like a tart

Tags: amateur, boy, brunette, crossdressing, dick, high heels, ladyboy

Nicki-Crossdress in glorious Footwear & sunburn Pantyhose toying and taunting with Shaft
1 year ago
2:37

KeekAss

Nicki-Crossdress in glorious Footwear & sunburn Pantyhose toying and taunting with Shaft

Tags: amateur, big cock, boots, booty, crossdressing, dick, fetish

Sissy Bimbo Addict
1 year ago
1:09

aShemaleTube

Sissy Bimbo Addict

Tags: bimbo, crossdressing, shemale, sissy, solo

So mushy and slick and in need too!
2 years ago
5:05

KeekAss

So mushy and slick and in need too!

Tags: amateur, ass, beauty, big ass, cougar, crossdressing, curvy

Sissy Tiny Dick Alicia Smallz
2 years ago
7:12

ShemaleZ

Sissy Tiny Dick Alicia Smallz

Tags: amateur, hd, ladyboy, lingerie, sissy, stockings, tiny dick

Unexperienced, solo
2 years ago
13:51

ShemaleTaxi

Unexperienced, solo

Tags: amateur, close up, cum, homevideo, jizz, shemale, sissy

Cum eating
3 years ago
4:58

xHamster

Cum eating

Tags: amateur, bdsm, creampie, cum, cum in mouth, cum swallowing, gagging

Sissy trans Girl Jerking Off and Cumming Huge Load
18 days ago
7:10

xHamster

Sissy trans Girl Jerking Off and Cumming Huge Load

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

Stellar Tranny flashes off her Oily Phat Soles before railing a ten-inch BIG BLACK COCK Fake Penis
1 year ago
4:20

KeekAss

Stellar Tranny flashes off her Oily Phat Soles before railing a ten-inch BIG BLACK COCK Fake Penis

Tags: amateur, anal, anal toying, beauty, big black cock, big cock, boy

TRANSSEXUAL Valkyria Dominatrix fabulous onanism good-sized shaft with filthy grubby converse
1 year ago
18:16

KeekAss

TRANSSEXUAL Valkyria Dominatrix fabulous onanism good-sized shaft with filthy grubby converse

Tags: beauty, big cock, big tits, cute, dick, dirty talk, dominatrix

Sissy crossdresser, sissy dildo
2 years ago
8:16

ShemaleTaxi

Sissy crossdresser, sissy dildo

Tags: crossdressing, dildo, riding, shemale, sissy

The Red Little Sissy
2 years ago
12:08

xHamster

The Red Little Sissy

Tags: amateur, big ass, german, hd, ladyboy, latex, lingerie

Sexy Sissy Fucks large dildo Real excellent
2 years ago
9:19

ShemaleTaxi

Sexy Sissy Fucks large dildo Real excellent

Tags: anal, crossdressing, dildo, shemale, sissy

Big ass sissy, sissy ass
2 years ago
11:15

ShemaleTaxi

Big ass sissy, sissy ass

Tags: anal, ass, big ass, dildo, shemale, sissy, toys

The Lil' Sissy in Spandex suit
2 years ago
10:20

KeekAss

The Lil' Sissy in Spandex suit

Tags: amateur, brunette, crossdressing, hd, ladyboy, latex, lingerie

Red-Haired femboy cd plays faux-cock - leather jacket - costume play mask - high stilettos
1 year ago
10:03

KeekAss

Red-Haired femboy cd plays faux-cock - leather jacket - costume play mask - high stilettos

Tags: amateur, anal, ass, assfucking, boy, cage, costume

Me and Daddy Tee
3 years ago
2:39

aShemaleTube

Me and Daddy Tee

Tags: big black cock, blowjob, daddies, shemale, sissy

SISSY CUM SHOT COMPILATION
3 years ago
2:59

KeekAss

SISSY CUM SHOT COMPILATION

Tags: anal, big ass, big cock, compilation, crossdressing, cumshot, dildo

Ass fuck, ladyboy
3 years ago
10:39

ShemaleTaxi

Ass fuck, ladyboy

Tags: anal, ass, assfucking, crossdressing, ladyboy, masturbation, shemale

Deep ass-fuck Playing with pre-Jizm and Pile of Jizm
1 year ago
4:15

KeekAss

Deep ass-fuck Playing with pre-Jizm and Pile of Jizm

Tags: amateur, anal, assfucking, barebacking, big ass, big cock, big tits

Unboxing new online shopping package
1 year ago
10:32

xHamster

Unboxing new online shopping package

Tags: amateur, asian, beauty, big tits, colombian, crossdressing, fetish

Josie Blade Christmas Vid
3 years ago
21:14

KeekAss

Josie Blade Christmas Vid

Tags: amateur, anal, barebacking, big black cock, blowjob, creampie, cum

Latex nylon Soles Showcase Handsfree Spunk
1 year ago
3:14

KeekAss

Latex nylon Soles Showcase Handsfree Spunk

Tags: amateur, anal, crossdressing, cum, cumshot, feet, fetish

Crossdresser, upclose
3 years ago
5:22

ShemaleTaxi

Crossdresser, upclose

Tags: bbw, booty, chubby, close up, crossdressing, fat, lingerie

London, mental domination
4 years ago
6:19

ShemaleTaxi

London, mental domination

Tags: british, crossdressing, domination, ladyboy, latina, shemale, sissy

Dirty-talk, sundress
2 years ago
5:15

ShemaleMovie

Dirty-talk, sundress

Tags: amateur, babe, beauty, close up, dirty talk, glasses, masturbation

Transgender princess, dildo-fuck
3 years ago
6:18

ShemaleTaxi

Transgender princess, dildo-fuck

Tags: anal, close up, crossdressing, dildo, fitness, panties, shemale

Tgirl Trapazoey - Sissy Bimbo Stroking
1 year ago
9:53

HClips

Tgirl Trapazoey - Sissy Bimbo Stroking

Tags: amateur, bimbo, blonde, hd, shemale, sissy, solo

Using my vibing booty buttplug on my web cam dressed in black pantyhose....
1 year ago
13:44

KeekAss

Using my vibing booty buttplug on my web cam dressed in black pantyhose....

Tags: amateur, anal, big ass, black, blonde, booty, buttplug

Trans woman gooning in purity with faux-cock and captions
1 year ago
2:09

KeekAss

Trans woman gooning in purity with faux-cock and captions

Tags: amateur, anal, anal toying, beauty, brunette, crossdressing, dick

Butt Girl Tiffany Ciskiss Fucks Round Sissy Ass On XXL Ribbed Dildo In The Bathtub
5 months ago
7:18

aShemaleTube

Butt Girl Tiffany Ciskiss Fucks Round Sissy Ass On XXL Ribbed Dildo In The Bathtub

Tags: ass, bathroom, dildo, hd, model, shemale, sissy

Trans fuckslut in undergarments
2 years ago
11:04

KeekAss

Trans fuckslut in undergarments

Tags: amateur, big cock, crossdressing, fetish, hd, lingerie, masturbation

Assfucking Bitch Loren Aprile Harshly Ass-Fucked by Domme Vengeance
2 years ago
2:23

KeekAss

Assfucking Bitch Loren Aprile Harshly Ass-Fucked by Domme Vengeance

Tags: amateur, anal, ass, assfucking, bdsm, bitch, domination

Femboy Adamdayt jerks & cums💦
2 months ago
1:23:09

aShemaleTube

Femboy Adamdayt jerks & cums💦

Tags: anal, ass to mouth, cum, cumshot, hd, latina, masturbation

Sissi Stacy Come Back Home Put on Red Latex and Play with Anal Toys
34 days ago
2:50

xHamster

Sissi Stacy Come Back Home Put on Red Latex and Play with Anal Toys

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

Queer, sissy bondage
2 years ago
6:40

ShemaleTaxi

Queer, sissy bondage

Tags: bondage, shemale, sissy

Sissy cock, amateur
2 years ago
8:47

ShemaleTaxi

Sissy cock, amateur

Tags: amateur, anal, anal toying, crossdressing, dick, fat, shemale

AJ180 Dirty Dances and Strokes a 4 DAY FOUNTAIN in September Bust
2 years ago
6:23

KeekAss

AJ180 Dirty Dances and Strokes a 4 DAY FOUNTAIN in September Bust

Tags: amateur, ass, black, brunette, cum, cumshot, dirty

Chinese, she-creature
3 years ago
5:24

ShemaleTaxi

Chinese, she-creature

Tags: big ass, chinese, college, crossdressing, ladyboy, shemale, sissy

Beutiful trans jerking monstrous pony manhood 28 jun 2022
2 years ago
10:29

KeekAss

Beutiful trans jerking monstrous pony manhood 28 jun 2022

Tags: amateur, barebacking, beauty, big black cock, big cock, crossdressing, cum

opening up my stud beaver with  Mr. Hankey's L-size Centaur
3 years ago
4:44

KeekAss

opening up my stud beaver with Mr. Hankey's L-size Centaur

Tags: amateur, anal, anal toying, ass, beaver, dildo, gaping hole

Sissy training, chastity cage
1 year ago
8:39

ShemaleTaxi

Sissy training, chastity cage

Tags: anal, cage, shemale, sissy

Kissing girl with dick
1 year ago
9:20

xHamster

Kissing girl with dick

Tags: amateur, blonde, crossdressing, dick, hd, kissing, ladyboy

TGIRLS PORNO: Janie Blade Boinks Lily Fox
2 years ago
3:04

KeekAss

TGIRLS PORNO: Janie Blade Boinks Lily Fox

Tags: anal, ass, barebacking, beauty, big ass, big cock, big tits

Sasha's Dollhouse Sissy Have Fun Bunny Luvs Vibe & Assplay
3 years ago
12:42

KeekAss

Sasha's Dollhouse Sissy Have Fun Bunny Luvs Vibe & Assplay

Tags: amateur, anal, blonde, bunny, crossdressing, doll, funny

TGirl Rachelle in Tight Mini Dress Made For Street Walking
2 years ago
1:01

xHamster

TGirl Rachelle in Tight Mini Dress Made For Street Walking

Tags: amateur, american, big ass, black, booty, crossdressing, dress

Jacquelyn James Sissy Crossdresser swallowing cock
4 years ago
6:11

aShemaleTube

Jacquelyn James Sissy Crossdresser swallowing cock

Tags: amateur, barebacking, blowjob, crossdressing, cum swallowing, dick, shemale

Sissy Sperm Bimbo
3 years ago
8:01

ShemaleZ

Sissy Sperm Bimbo

Tags: amateur, big tits, bimbo, brunette, handjob, sissy, sperm

tranny cums from anal
2 years ago
1:19

ShemaleSin

tranny cums from anal

Tags: amateur, anal, big cock, cum, cumshot, masturbation, sissy

sissy cootchie deepthroating
3 years ago
2:21

KeekAss

sissy cootchie deepthroating

Tags: abuse, amateur, blonde, blowjob, crossdressing, deep throat, dick

Mischievous Emo Crossedressing Femboy Experiences with a Fuck Stick(expressed)
1 year ago
15:58

KeekAss

Mischievous Emo Crossedressing Femboy Experiences with a Fuck Stick(expressed)

Tags: anal, assfucking, brunette, crossdressing, cum, emo, handjob

UK T-Girl Gina Trent Slideshow #8
2 years ago
3:36

KeekAss

UK T-Girl Gina Trent Slideshow #8

Tags: amateur, beauty, blonde, compilation, crossdressing, dick, hd

Whilst watching the football game, this guy has wishes and needs and is always there to fulfill 'em. This pretty golden-haired sissy knows her pl
1 year ago
8:23

ShemaleSin

Whilst watching the football game, this guy has wishes and needs and is always there to fulfill 'em. This pretty golden-haired sissy knows her pl

Tags: ass, babe, bed sex, blonde, blowjob, clothed sex, dick

Crossdresser Nurse JOI (First time!)
2 years ago
5:42

FapCat

Crossdresser Nurse JOI (First time!)

Tags: amateur, british, crossdressing, first time, hd, masturbation, nurse

Photo compilation of Lisa B.
3 years ago
1:40

xHamster

Photo compilation of Lisa B.

Tags: amateur, american, blowjob, clothed sex, compilation, girlfriend, ladyboy

Vixen plays with her beaver and blows her dom
2 years ago
13:08

KeekAss

Vixen plays with her beaver and blows her dom

Tags: amateur, anal, anal toying, ass, assfucking, beaver, big ass

Sissygasm Guide & How A Excellent Mega-Slut Cleans Up Jessica Bloom
3 years ago
12:23

KeekAss

Sissygasm Guide & How A Excellent Mega-Slut Cleans Up Jessica Bloom

Tags: amateur, anal, ass, beauty, blonde, crossdressing, cumshot

Cute blonde strokes & cums 💋💦💋
4 months ago
9:55

aShemaleTube

Cute blonde strokes & cums 💋💦💋

Tags: amateur, blonde, cum, cumshot, cute, hd, homevideo

SisK Lingerie Collection EP 9: Dressing of Coffee Color Open Crotch Pantyhose with Garter Patterned
1 year ago
4:17

xHamster

SisK Lingerie Collection EP 9: Dressing of Coffee Color Open Crotch Pantyhose with Garter Patterned

Tags: amateur, asian, crossdressing, fetish, garter belts, handjob, hd

Part 2 - Femboy ts rozebell takes massive BBC up his tight ass
3 months ago
6:43

ShemaleTaxi

Part 2 - Femboy ts rozebell takes massive BBC up his tight ass

Tags: amateur, ass, beauty, big black cock, big cock, black, compilation

Femboy toying with his favourite fuck stick!
1 year ago
2:32

KeekAss

Femboy toying with his favourite fuck stick!

Tags: amateur, anal, crossdressing, feminization, lingerie, masturbation, sissy

thicc femboy providing dribbling money-shot in a intimate webcam showcase
2 years ago
16:07

KeekAss

thicc femboy providing dribbling money-shot in a intimate webcam showcase

Tags: amateur, asian, blonde, crossdressing, cum, cumshot, handjob

weekend self slavery, awaiting for ice to melt and drop the key to me ballet boots and metallic fiddle.. holes all filled and locked up until then.. g
2 years ago
30:13

ShemaleSin

weekend self slavery, awaiting for ice to melt and drop the key to me ballet boots and metallic fiddle.. holes all filled and locked up until then.. g

Tags: all holes, amateur, ballerina, bdsm, boots, crossdressing, latex

Foot Humiliation Close up Foot Fetish
1 year ago
0:35

xHamster

Foot Humiliation Close up Foot Fetish

Tags: amateur, close up, crossdressing, dick, domination, feet, fetish

caged sissy gets destroyed by large bbc toy jessiesissyadventures
1 year ago
0:22

ShemaleSin

caged sissy gets destroyed by large bbc toy jessiesissyadventures

Tags: amateur, big black cock, sissy, toys

Overweight CD having joy masturbating
1 year ago
9:20

ShemaleSin

Overweight CD having joy masturbating

Tags: amateur, anal, big ass, cumshot, dildo, lingerie, masturbation

Mistresse Tangent with Sissy Maid in purple satin uniform Skirt Pump
3 years ago
16:09

ShemaleSin

Mistresse Tangent with Sissy Maid in purple satin uniform Skirt Pump

Tags: amateur, domination, lingerie, maid, mature, satin, sissy

Boring trans gal- teaches u a thing
3 years ago
0:48

ShemaleSin

Boring trans gal- teaches u a thing

Tags: amateur, glasses, redhead, sissy, small tits, smoking, tranny

Sissy In Red Spitroasts Herself And Eats Her Own Cum
3 years ago
6:31

ShemaleZ

Sissy In Red Spitroasts Herself And Eats Her Own Cum

Tags: amateur, ladyboy, own cum, shemale, sissy, solo, spit

cunt, playing a hooker waiting at her door
2 years ago
3:56

xHamster

cunt, playing a hooker waiting at her door

Tags: big ass, cunt, dutch, european, hd, high heels, mature

Taking Care If Mother Pt. 1
3 years ago
32:03

KeekAss

Taking Care If Mother Pt. 1

Tags: 3some, amateur, anal, blowjob, crossdressing, fetish, hardcore

I have a off the hook rose for you!
1 year ago
7:13

KeekAss

I have a off the hook rose for you!

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

Pretty trans in pinkish bj's and rails shaft
2 years ago
14:33

KeekAss

Pretty trans in pinkish bj's and rails shaft

Tags: amateur, anal, assfucking, big cock, blowjob, brunette, creampie

Solo Sissy Femboy Plays with Piss in Third Installment
1 year ago
8:08

ShemaleTaxi

Solo Sissy Femboy Plays with Piss in Third Installment

Tags: amateur, outdoor, pissing, shemale, sissy, solo

Jasmine the tiny whore
2 years ago
2:06

KeekAss

Jasmine the tiny whore

Tags: amateur, bitch, crossdressing, feet, fetish, hd, ladyboy

Two crossdressers seek pleasure in the Sissy Series Episode 2
54 days ago
5:08

ShemaleMovie

Two crossdressers seek pleasure in the Sissy Series Episode 2

Tags: amateur, american, anal, ass, barebacking, bdsm, big ass

Beach Day with an Egyptian transfeminine princess-Maya Adel-3Daqat
2 years ago
3:41

KeekAss

Beach Day with an Egyptian transfeminine princess-Maya Adel-3Daqat

Tags: amateur, anal, arab, bbw, beach, blonde, crossdressing

Endless Cumshot and Facial For Sissy
3 years ago
4:26

xHamster

Endless Cumshot and Facial For Sissy

Tags: amateur, bdsm, blowjob, british, cum, cum in mouth, cumshot

DeeDeeSlut69 in a Yellow Sundress on her balcony Toying
2 years ago
8:25

KeekAss

DeeDeeSlut69 in a Yellow Sundress on her balcony Toying

Tags: amateur, anal, balcony, big tits, blowjob, crossdressing, handjob

Most Good of the Decade (Fetish)
1 year ago
14:46

ShemaleSin

Most Good of the Decade (Fetish)

Tags: big black cock, cuckold, femdom, fetish, interracial, pegging, shemale

Smoking clittie and getting torn up after gargling each other off. Trans woman rails pipe till it gushes.
1 year ago
10:48

KeekAss

Smoking clittie and getting torn up after gargling each other off. Trans woman rails pipe till it gushes.

Tags: amateur, anal, ass, barebacking, big ass, blonde, blowjob

Bambi Opening 1 ( Trim and bathroom )
2 years ago
13:15

KeekAss

Bambi Opening 1 ( Trim and bathroom )

Tags: amateur, anita blue, bathroom, crossdressing, fetish, homevideo, ladyboy

Femboy demolishes his butt and spunks
1 year ago
11:17

KeekAss

Femboy demolishes his butt and spunks

Tags: amateur, anal toying, ass, assfucking, crossdressing, cute, dildo

CLEANING THE house NAKED LIKE A fine little SISSY PISSY
3 years ago
9:03

ShemaleTaxi

CLEANING THE house NAKED LIKE A fine little SISSY PISSY

Tags: nude, pissing, shemale, sissy

Lipstick, smoker
1 year ago
6:17

ShemaleTaxi

Lipstick, smoker

Tags: blowjob, crossdressing, dildo, oral, shemale, sissy, smoking

crossdresser kellycd out for an kinky afternoon drive and milking on the roadside
2 years ago
19:02

KeekAss

crossdresser kellycd out for an kinky afternoon drive and milking on the roadside

Tags: amateur, beauty, big ass, big cock, british, crossdressing, cum

Shemale sissy, horny shemale
4 years ago
6:30

ShemaleTaxi

Shemale sissy, horny shemale

Tags: anal, beauty, shemale, sissy

Need shelter kinks
3 years ago
0:32

xHamster

Need shelter kinks

Tags: american, anal, barebacking, black, crossdressing, femdom, hd

post op girl cum compilation
59 days ago
14:58

aShemaleTube

post op girl cum compilation

Tags: compilation, cum, hd, homevideo, ladyboy, shemale, sissy

Sissy crossdresser stripping and using nipple clamps
2 years ago
12:50

aShemaleTube

Sissy crossdresser stripping and using nipple clamps

Tags: amateur, clamp, crossdressing, fetish, homevideo, lingerie, masturbation

shemale sissy maid she-male in tights wank till she ejaculates
3 years ago
15:47

KeekAss

shemale sissy maid she-male in tights wank till she ejaculates

Tags: amateur, brunette, cumshot, cute, handjob, hd, ladyboy

Cleaing the toilet bowl (back side view)
3 years ago
7:45

xHamster

Cleaing the toilet bowl (back side view)

Tags: amateur, big ass, dutch, hd, ladyboy, maid, mature

Sissy Slut Cumshot - Big Ass, Tranny MILF, Small Dick
1 year ago
1:15

xHamster

Sissy Slut Cumshot - Big Ass, Tranny MILF, Small Dick

Tags: amateur, anal, big ass, cumshot, dildo, fucking machine, hd

SAREETA HAVE JOY
1 year ago
2:39

KeekAss

SAREETA HAVE JOY

Tags: amateur, ass, beauty, big cock, british, couple, crossdressing

sissy fuckslut four
2 years ago
3:48

KeekAss

sissy fuckslut four

Tags: amateur, anal, big ass, blonde, crossdressing, hd, homevideo

molten trans jerks with her cock-squeezing backside and pops
1 year ago
8:25

KeekAss

molten trans jerks with her cock-squeezing backside and pops

Tags: amateur, anal, asian, big ass, blonde, crossdressing, cumshot

Bambi Christa's Switch Sides Striptease
3 years ago
5:49

KeekAss

Bambi Christa's Switch Sides Striptease

Tags: amateur, anita blue, blonde, clothed sex, crossdressing, hd, kissing

Sissy dildo cum, edging cum
2 years ago
11:46

ShemaleTaxi

Sissy dildo cum, edging cum

Tags: anal, cum, dildo, shemale, sissy

Femboy in grey stocking masturabates
2 years ago
2:25

KeekAss

Femboy in grey stocking masturabates

Tags: amateur, anal, beauty, big cock, crossdressing, cum, dick

Very gooey!
11 months ago
1:05

ShemaleSin

Very gooey!

Tags: ass, bbw, clit, cumshot, lingerie, masturbation, sissy

Trans Girl Quick Bathroom Cumshot
2 years ago
1:33

xHamster

Trans Girl Quick Bathroom Cumshot

Tags: amateur, bathroom, beauty, big ass, big cock, cum, cumshot

All spunk fountain compilation Part 1
3 years ago
5:35

ShemaleSin

All spunk fountain compilation Part 1

Tags: amateur, anal, assfucking, brunette, compilation, cum, cumshot

Plastic Covered Maid Midna Breathplay Sissy Cosplay Cuffs Plush Hump
2 years ago
1:31

xHamster

Plastic Covered Maid Midna Breathplay Sissy Cosplay Cuffs Plush Hump

Tags: amateur, bdsm, breath play, canadian, cosplay, hd, ladyboy

Cd plays with fucktoy and herself
1 year ago
27:06

KeekAss

Cd plays with fucktoy and herself

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

Femdom reprograms gooner into sissy Tgirl with mind-fucking addiction training
1 year ago
13:10

ShemaleTaxi

Femdom reprograms gooner into sissy Tgirl with mind-fucking addiction training

Tags: femdom, futanari, shemale, sissy, tgirl

Come Take A Tub Wit Me DAD Let Me Bathe Gulp & Rail You
1 year ago
6:41

KeekAss

Come Take A Tub Wit Me DAD Let Me Bathe Gulp & Rail You

Tags: amateur, anal, bathroom, beauty, big ass, big black cock, big cock

Natural tits, adult toys
3 years ago
5:55

ShemaleTaxi

Natural tits, adult toys

Tags: anal, glasses, masturbation, natural tits, shemale, sissy, small cock

Sissy Sucks Her BBC Dildo Sloppy
1 year ago
3:20

xHamster

Sissy Sucks Her BBC Dildo Sloppy

Tags: amateur, american, big black cock, big cock, blowjob, college, dildo

Ginormous ass-fuck fuck stick and mini-rosebud in nylon
2 years ago
6:05

KeekAss

Ginormous ass-fuck fuck stick and mini-rosebud in nylon

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

Shemale Big Cock Compilation
10 months ago
5:28

xHamster

Shemale Big Cock Compilation

Tags: amateur, australian, big cock, compilation, crossdressing, dick, fishnet

Sissy femboy, femboy
2 years ago
5:12

ShemaleTaxi

Sissy femboy, femboy

Tags: asian, chinese, cosplay, crossdressing, footjob, ladyboy, shemale

Crossdresser teasing in shiny Leggings and Heels
2 years ago
2:57

xHamster

Crossdresser teasing in shiny Leggings and Heels

Tags: amateur, crossdressing, german, hd, high heels, latex, shemale

Crossdressing into Blonde Hot Woman
2 years ago
5:25

xHamster

Crossdressing into Blonde Hot Woman

Tags: amateur, american, beauty, blonde, crossdressing, femdom, fetish

Slytherin Wench Cast Some Spells, Bangs Her Little Dark Hole, & Makes Cummies!
1 year ago
7:39

ShemaleSin

Slytherin Wench Cast Some Spells, Bangs Her Little Dark Hole, & Makes Cummies!

Tags: amateur, anal, blonde, cum, cumshot, fetish, masturbation

Shemale deep anal, huge cock shemale
3 months ago
8:23

ShemaleTaxi

Shemale deep anal, huge cock shemale

Tags: amateur, anal, asian, ass, barebacking, bbw, bdsm

Sissy Tania Cox finest of compilation hypnosis
3 years ago
4:50

KeekAss

Sissy Tania Cox finest of compilation hypnosis

Tags: amateur, anal, barebacking, big tits, blonde, blowjob, brunette

Latex sissy catsuit playing with her meat for onlyfans
2 years ago
1:09

ShemaleSin

Latex sissy catsuit playing with her meat for onlyfans

Tags: babe, catsuit, fetish, latex, sissy

Sissy, crossdresser
4 years ago
8:01

ShemaleTaxi

Sissy, crossdresser

Tags: crossdressing, shemale, sissy

Pakistani crossdresser tranny femboy slut shows her sexy body. Pakistani beautiful shemale in black leggings
1 year ago
9:30

xHamster

Pakistani crossdresser tranny femboy slut shows her sexy body. Pakistani beautiful shemale in black leggings

Tags: asian, beauty, big ass, big cock, black, crossdressing, cute

BlackThursDAY  buttfuck fake penis sesh  REC 1
3 years ago
4:48

KeekAss

BlackThursDAY buttfuck fake penis sesh REC 1

Tags: amateur, anal, anal toying, assfucking, black, crossdressing, dick

ValeryV sucking Dildo
1 year ago
12:44

aShemaleTube

ValeryV sucking Dildo

Tags: amateur, crossdressing, dildo, dutch, hd, homevideo, lingerie

dumb sissy superslut unclothed and degraded on web cam for strangers
2 years ago
5:10

KeekAss

dumb sissy superslut unclothed and degraded on web cam for strangers

Tags: abuse, amateur, anal, ass, ass to mouth, big black cock, bitch

FGO Mashu get porked with her Dancer costume, asian femboy cosplayer Internal Cumshot
1 year ago
4:45

KeekAss

FGO Mashu get porked with her Dancer costume, asian femboy cosplayer Internal Cumshot

Tags: amateur, asian, beauty, chinese, cosplay, costume, creampie

Sissy bi-atch Bess brings herself to a gam jiggling ejaculation
2 years ago
12:42

KeekAss

Sissy bi-atch Bess brings herself to a gam jiggling ejaculation

Tags: amateur, anal, asian, bisexual, crossdressing, cum, cumshot

I went to the rave and somehow ended up sucking a large ebony jock
3 years ago
4:21

ShemaleSin

I went to the rave and somehow ended up sucking a large ebony jock

Tags: big black cock, blowjob, ebony, party, sissy, sucking

POINT OF VIEW Fellate Me Off til I Jizz On Your Face
2 years ago
12:24

KeekAss

POINT OF VIEW Fellate Me Off til I Jizz On Your Face

Tags: amateur, beauty, big cock, cum, cumshot, dick, huge cock

Ladyboy hoe instructing in cool underwear and pantyhose
2 years ago
4:07

KeekAss

Ladyboy hoe instructing in cool underwear and pantyhose

Tags: asian, beauty, bimbo, brunette, crossdressing, femdom, hd

ABDL Diaper Sissy Humping A Pillow
1 year ago
3:17

xHamster

ABDL Diaper Sissy Humping A Pillow

Tags: amateur, big cock, crossdressing, diaper, fetish, hd, humping

Creamy bbc
2 years ago
6:31

xHamster

Creamy bbc

Tags: amateur, anal, anal toying, big black cock, creampie, crossdressing, dildo

CHINESE TGIRL: Katie Doll!
2 years ago
3:01

KeekAss

CHINESE TGIRL: Katie Doll!

Tags: asian, beauty, big cock, brunette, chinese, cum, doll

Ms, Sissy Piss
1 year ago
3:19

xHamster

Ms, Sissy Piss

Tags: amateur, american, pissing, shemale, sissy

Mischievous mature trans Lady wants her young neighbor - WickedWhims
1 year ago
14:38

KeekAss

Mischievous mature trans Lady wants her young neighbor - WickedWhims

Tags: 3d, amateur, anal, animation, beauty, big ass, big cock

Open me up
2 years ago
1:23

xHamster

Open me up

Tags: amateur, anal, anal toying, ass, barebacking, big ass, brazilian