Crossdressing Mature (243)

The best and newest crossdressing mature videos

64-year-old Leah gets fucked. Her hubby watches.

64-year-old Leah gets fucked. Her hubby watches.

Some.Porn 8 months ago

Bootylicious babe pounded by dom while tied up

Bootylicious babe pounded by dom while tied up

Some.Porn 1 year ago

Fuck Me Hard

Some.Porn 8 months ago

CFNM pegging domina fists sub in balls squeezing lesson

CFNM pegging domina fists sub in balls squeezing lesson

Some.Porn 1 year ago

Fatal domina spoils foot fetish sub with soles

Fatal domina spoils foot fetish sub with soles

Some.Porn 1 year ago

Romantic evening nylon sex in white lingerie

Romantic evening nylon sex in white lingerie

xHamster 2 years ago

Just a real fat male freak in the clothes of his wife

Just a real fat male freak in the clothes of his wife

MyLust 11 years ago

Fishnets dominatrix kicks guys balls

Fishnets dominatrix kicks guys balls

Some.Porn 1 year ago

Sabrina-Jade: Damsel in dress

Sabrina-Jade: Damsel in dress

Some.Porn 1 year ago

GILF 3WAY

Some.Porn 1 year ago

Various Changing Scenes July 2025

65% HD 1:01 / 8:35

Various Changing Scenes July 2025

FapHouse 6 months ago

Girlfriend Enjoys Anal Sex Fucking Her Boyfriend's Ass with a Double Dildo Pegging #199 Part 2

Girlfriend Enjoys Anal Sex Fucking Her Boyfriend's Ass with a Double Dildo Pegging #199 Part 2

xHamster 2 months ago

Two Mistress's and a Sissy Whore

Two Mistress's and a Sissy Whore

xHamster 1 year ago

French Amateur Stepmom Humiliates Her Small Dick Stepson

62% 1:01 / 5:45

French Amateur Stepmom Humiliates Her Small Dick Stepson

FapHouse 2 years ago

Strong trio of thick mistresses reverse gangbang one sissy boy

Strong trio of thick mistresses reverse gangbang one sissy boy

Fapality 8 years ago

Various Changing Scenes July 2025

Various Changing Scenes July 2025

xHamster 2 weeks ago

Putting makeup and making myself a horny granny on webcam

Putting makeup and making myself a horny granny on webcam

MyLust 12 years ago

This Is How Girls Fuck Guys in the Ass Pegging Full Video Without Editing

This Is How Girls Fuck Guys in the Ass Pegging Full Video Without Editing

xHamster 1 month ago

Curvy Girl in Her See Through Dress - Her Hairy Pussy Drips as She gets Fingered

Curvy Girl in Her See Through Dress - Her Hairy Pussy Drips as She gets Fingered

xHamster 2 years ago

Trannies cock party

Trannies cock party

Fetishpapa 6 days ago

slave's ass with my strapon and red high heels

slave's ass with my strapon and red high heels

xHamster 1 year ago

Kinky German Mature Anal Threesome

Kinky German Mature Anal Threesome

xHamster 9 years ago

Matures trannies and guys fucking

Matures trannies and guys fucking

Fetishpapa 2 weeks ago

Strapon and Sissy Play Is My Favorite

Strapon and Sissy Play Is My Favorite

xHamster 2 months ago

Sissy Slut in White Skirt and Riding Her Asshole

61% HD 1:01 / 7:43

Sissy Slut in White Skirt and Riding Her Asshole

FapHouse 9 months ago

MILFs Go Black for More: Scene 5

MILFs Go Black for More: Scene 5

Some.Porn 1 year ago

Matures trannies use slave guy

Matures trannies use slave guy

Fetishpapa 1 day ago

French Amateur Mom Humiliates Her Small Dick Stepson

French Amateur Mom Humiliates Her Small Dick Stepson

xHamster 2 years ago

Strapon and Sissy Play Is My Favorite

Strapon and Sissy Play Is My Favorite

xHamster 2 months ago

Bi Foursome Two Crossdressers and One Cocksucker

Bi Foursome Two Crossdressers and One Cocksucker

xHamster 1 year ago

This dude loves to wear his GF's pantyhose and he is crazy about her pussy

This dude loves to wear his GF's pantyhose and he is crazy about her pussy

MyLust 5 years ago

Grinding in Pantyhose On the Lap of a Sexy Chubby Girl

Grinding in Pantyhose On the Lap of a Sexy Chubby Girl

xHamster 3 years ago

my bi guy dressed in lingerie i suck him deep then he fucks my slutty pussy doggy style and cums inside

my bi guy dressed in lingerie i suck him deep then he fucks my slutty pussy doggy style and cums inside

xHamster 5 months ago

Powerful moment from "Compilation - Chubby Girl giving very passionate Blowjob and Handjob"

Powerful moment from "Compilation - Chubby Girl giving very passionate Blowjob and Handjob"

xHamster 9 months ago

Big Boobs in Pantyhose Fucking a Chubby Hairy Pussy Milf

Big Boobs in Pantyhose Fucking a Chubby Hairy Pussy Milf

xHamster 3 years ago

Dominatrix Allows Him To fuck Her Cuckold Hard Without A Condom

Dominatrix Allows Him To fuck Her Cuckold Hard Without A Condom

xHamster 1 year ago

Especially for mature women who are more sexy

Especially for mature women who are more sexy

xHamster 2 months ago

Older crossdressers use dildos on a younger female

Older crossdressers use dildos on a younger female

IcePorn 4 years ago

Favourable Large Booty Sissy Whore Screwed by Headmistress Jenna Until This guy Cums Over Her Overweight Ding-dong Shlong!

Favourable Large Booty Sissy Whore Screwed by Headmistress Jenna Until This guy Cums Over Her Overweight Ding-dong Shlong!

MatureTubeHere 10 months ago

Kinky German Older Anal 3Some

Kinky German Older Anal 3Some

MatureTubeHere 2 years ago

A tattooed mature slut take a hard pounding in doggystyle while wearing her dress and heels

A tattooed mature slut take a hard pounding in doggystyle while wearing her dress and heels

Some.Porn 2 years ago

Sissy transformation and licking ass

Sissy transformation and licking ass

xHamster 1 year ago

Large Tits in Hose Screwing a Chunky Hirsute Vagina Mother I'd Like To Fuck

Large Tits in Hose Screwing a Chunky Hirsute Vagina Mother I'd Like To Fuck

MatureTubeHere 3 years ago

Chubby naked girl dominates his cock and balls - Ball stretching while sissy training

Chubby naked girl dominates his cock and balls - Ball stretching while sissy training

xHamster 2 years ago

Kinky German Older Anal Trio

Kinky German Older Anal Trio

SortPorn 2 years ago

Caught crossdressing by stepmom - She lifts his skirt and milks his little dick

Caught crossdressing by stepmom - She lifts his skirt and milks his little dick

xHamster 2 years ago

Crossdressing Cougar in Yellow Laces

Crossdressing Cougar in Yellow Laces

Xfeed 4 months ago

A mature BBW milf with big saggy natural tits gets dressed.

A mature BBW milf with big saggy natural tits gets dressed.

JuicyVid 4 months ago

Dirty matures crossdressers couple

Dirty matures crossdressers couple

Fetishpapa 1 month ago

Fortunate Large Butt Sissy Floozy Drilled by Mistresse Jenna Until This guy Cums Over Her Obese Ding-dong Weenie!

Fortunate Large Butt Sissy Floozy Drilled by Mistresse Jenna Until This guy Cums Over Her Obese Ding-dong Weenie!

SortPorn 9 months ago

Hot Milf mit Tattoos rammelt wie Sau

Hot Milf mit Tattoos rammelt wie Sau

xHamster 3 years ago

Older Crossdressers With Two Attractive Younger Females

Older Crossdressers With Two Attractive Younger Females

PornUse 10 months ago

Sissygasm Tutorial &ndash_ Sissification mit der Lady der Feminisierung

Sissygasm Tutorial &ndash_ Sissification mit der Lady der Feminisierung

XVideos 3 years ago

Strapon and Sissy Play Is My Favorite

Strapon and Sissy Play Is My Favorite

FapHouse 3 months ago

Wife Rimmed His Ass and Made Him Cum With A Handjob

Wife Rimmed His Ass and Made Him Cum With A Handjob

xHamster 1 year ago

Sexy Dress Fuck for Maid

HD 1:01 / 19:05

Sexy Dress Fuck for Maid

FapHouse 9 months ago

Faux Fur and Leather: StepDaddy’s Hidden Desire

HD 0:10 / 13:14

Faux Fur and Leather: StepDaddy’s Hidden Desire

LoyalFans 4 months ago

Making Yard Man into a Sissy Slave Part 1

Making Yard Man into a Sissy Slave Part 1

FapHouse 2 years ago

Curvy secretary undresses after work. Mature milf with plump butt, hairy pussy, big boobs. Amateur foot fetish. PAWG.

Curvy secretary undresses after work. Mature milf with plump butt, hairy pussy, big boobs. Amateur foot fetish. PAWG.

MomVids 2 years ago

Couple Both in Pantyhose and Short Skirts - She gets Fingered and returns the favor with a Handjob

Couple Both in Pantyhose and Short Skirts - She gets Fingered and returns the favor with a Handjob

xHamster 3 years ago

Compilation - Chubby Girl giving very passionate Blowjob and Handjob

Compilation - Chubby Girl giving very passionate Blowjob and Handjob

xHamster 1 year ago

Real Arab Lesbian Pussy Licking In Marseille

Real Arab Lesbian Pussy Licking In Marseille

xHamster 2 years ago

Curvy secretary undresses after work. Mature milf with plump butt, hairy pussy, big boobs. Amateur foot fetish. PAWG.

Curvy secretary undresses after work. Mature milf with plump butt, hairy pussy, big boobs. Amateur foot fetish. PAWG.

xHamster 2 years ago

Girlfriend Enjoys Anal Sex Fucking Her Boyfriend's Ass with a Double Dildo Pegging #199 Part 2

61% HD 1:01 / 13:38

Girlfriend Enjoys Anal Sex Fucking Her Boyfriend's Ass with a Double Dildo Pegging #199 Part 2

FapHouse 2 years ago

Fucking Doll

xHamster 7 months ago

Girlfriend Enjoys Anal Sex Fucking Her Boyfriend's Ass with a Double Dildo Pegging #199 Part 2

Girlfriend Enjoys Anal Sex Fucking Her Boyfriend's Ass with a Double Dildo Pegging #199 Part 2

xHamster 1 month ago

Mature Couple Has a Little Kinky Sexual Preferences

HD 0:39 / 27:49

Mature Couple Has a Little Kinky Sexual Preferences

FapHouse 1 year ago

Strapon and Sissy Play Is My Favorite

Strapon and Sissy Play Is My Favorite

FapHouse 3 months ago

Young Sissy Boy Slut in Latex Pegging by Mistress

Young Sissy Boy Slut in Latex Pegging by Mistress

xHamster 9 months ago

Iconic moment from "Two Mistress's and a Sissy Whore"

Iconic moment from "Two Mistress's and a Sissy Whore"

xHamster 11 months ago

Curvy BBW Milf Transforms into a Tempting Nurse - A Playful Cosplay Adventure!

Curvy BBW Milf Transforms into a Tempting Nurse - A Playful Cosplay Adventure!

JuicyVid 3 months ago

Mature bbw milf with a big bush on her pussy and big saggy tits is changing clothes.

Mature bbw milf with a big bush on her pussy and big saggy tits is changing clothes.

Juicexxx 1 month ago

Bisex wife blowing crossdressers one-eyed snake in 3way till spunk on

Bisex wife blowing crossdressers one-eyed snake in 3way till spunk on

Xozilla 1 year ago

Chubby Girl in White Pantyhose and High Heels Gives Bulge Massage to Hubby in leggings and One Piece Swimsuit

Chubby Girl in White Pantyhose and High Heels Gives Bulge Massage to Hubby in leggings and One Piece Swimsuit

xHamster 3 years ago

Making Yard Man into a Sissy Slave Part 1

Making Yard Man into a Sissy Slave Part 1

FapHouse 2 years ago

Milf in White Pantyhose Grinds against Bulge in Spandex One Piece Swimsuit Her Hairy BBW Pussy gets Wet dry humping

Milf in White Pantyhose Grinds against Bulge in Spandex One Piece Swimsuit Her Hairy BBW Pussy gets Wet dry humping

xHamster 3 years ago

PAWG Loves giving Handjobs to Men wearing Pantyhose - A Hot turn on for Both

PAWG Loves giving Handjobs to Men wearing Pantyhose - A Hot turn on for Both

xHamster 3 years ago

Sexy Dress Fuck for Maid

Sexy Dress Fuck for Maid

xHamster 9 months ago

Wanilianna with Toni Lace

Wanilianna with Toni Lace

Some.Porn 1 year ago

A mature, fat milf with big, saggy tits is changing clothes in front of the mirror.

A mature, fat milf with big, saggy tits is changing clothes in front of the mirror.

JuicyVid 4 months ago

ursuline 7850

MyLust 5 years ago

Mmvfilme - Schooling A Crossdressing Couple

Mmvfilme - Schooling A Crossdressing Couple

XMilf 3 years ago

Cute baby boy Bell can't decide if he's a boy or a girl?...

Cute baby boy Bell can't decide if he's a boy or a girl?...

VikiPorn 13 years ago

Various Changing Scenes July 2025

65% HD 0:39 / 8:35

Various Changing Scenes July 2025

FapHouse 6 months ago

Male to Female Makeover - Cleavage and Eyeliner

Male to Female Makeover - Cleavage and Eyeliner

xHamster 1 year ago

Crossdressing amateurs sex with aged and 2 bawdy dude old

Crossdressing amateurs sex with aged and 2 bawdy dude old

Amateur8 2 years ago

Iconic moment from "Hot Milf mit Tattoos rammelt wie Sau"

Iconic moment from "Hot Milf mit Tattoos rammelt wie Sau"

xHamster 5 months ago

Matures crossdressers dirty afternoon

Matures crossdressers dirty afternoon

Fetishpapa 3 months ago

Full horny whore,exposed

Full horny whore,exposed

MyLust 6 years ago

Veronica's Dirty Games

Veronica's Dirty Games

Pornzona 1 month ago

Joanna Queen & Amanda Becker - Crossdressing Girlfriend

Joanna Queen & Amanda Becker - Crossdressing Girlfriend

IcePorn 3 years ago

With Her Big ass showing she gives Him a Pantyhose Handjob

With Her Big ass showing she gives Him a Pantyhose Handjob

xHamster 4 years ago

Patetiskt transluder

Patetiskt transluder

Eporner 6 years ago

Ursuline Blowjob

Ursuline Blowjob

MyLust 5 years ago

Crossdressing amateurs sex with aged and 2 smutty dude old

Crossdressing amateurs sex with aged and 2 smutty dude old

BigTitsLust 2 years ago

Crossdressing amateurs sex with aged and 2 messy chap old

Crossdressing amateurs sex with aged and 2 messy chap old

SortPorn 2 years ago

Bulky Wife in Hose and Petticoat gives CD Hubby a Tugjob

Bulky Wife in Hose and Petticoat gives CD Hubby a Tugjob

MatureTubeHere 4 years ago

Crossdressing Hottie Catie Peppers Needs Raw schlong Unfathomable

Crossdressing Hottie Catie Peppers Needs Raw schlong Unfathomable

Amateur8 7 months ago

She made him Cum in His Shiny Sheath Pantyhose - Huge Load

She made him Cum in His Shiny Sheath Pantyhose - Huge Load

xHamster 2 years ago

Spun fun

Eporner 2 years ago

HandsFree Premature Sissygasm - Huge Ejaculation In Chastity Femboy Crossdressed

HandsFree Premature Sissygasm - Huge Ejaculation In Chastity Femboy Crossdressed

Amateur8 3 months ago

Unforgettable moment from "my bi guy dressed in lingerie i suck him deep then he fucks my slutty pussy doggy style and cums"

Unforgettable moment from "my bi guy dressed in lingerie i suck him deep then he fucks my slutty pussy doggy style and cums"

xHamster 5 months ago

Men in panties make us HORNY! Watch mature MILFS talk about crossdressing sissies

Men in panties make us HORNY! Watch mature MILFS talk about crossdressing sissies

Lesbian8 4 years ago

This babe widen Her Snatch wide to be happy by Her Sissy in swimsuit and tights

This babe widen Her Snatch wide to be happy by Her Sissy in swimsuit and tights

MatureTubeHere 1 year ago

DATEZONE - Perverse crossdressing of a masked amateur pair

DATEZONE - Perverse crossdressing of a masked amateur pair

MatureTubeHere 8 months ago

Young Sissy Boy Slut in Latex Pegging by Mistress

Young Sissy Boy Slut in Latex Pegging by Mistress

xHamster 9 months ago

This Babe lifts his Petticoat and gives Him a Tugjob during the time that This Guy plays with Her Unshaved twat and Large booty

This Babe lifts his Petticoat and gives Him a Tugjob during the time that This Guy plays with Her Unshaved twat and Large booty

MatureTubeHere 3 years ago

Memorable moment from "Chubby naked girl dominates his cock and balls - Ball stretching while sissy training"

Memorable moment from "Chubby naked girl dominates his cock and balls - Ball stretching while sissy training"

xHamster 9 months ago

German Milf And Her Crossdressing Husband

German Milf And Her Crossdressing Husband

TheyAreHuge 1 year ago

More Sissy Slut Fun

Premium 66% 10:16

More Sissy Slut Fun

APClips 1 year ago

BBW in leggings gives Handjob for friend wearing sheath pantyhose and spandex Mini skirt

BBW in leggings gives Handjob for friend wearing sheath pantyhose and spandex Mini skirt

xHamster 2 years ago

F4M - Glamour Audio - My Insatiable Sissy

F4M - Glamour Audio - My Insatiable Sissy

HentaiGem 10 months ago

Crossdressing Rileydix and her Fascinating Sissy Booty!

Crossdressing Rileydix and her Fascinating Sissy Booty!

MatureTubeHere 1 year ago

Cum on LittlrKiwis tits! LittleKiwi brings awesome homemade mature content, everytime

Cum on LittlrKiwis tits! LittleKiwi brings awesome homemade mature content, everytime

xHamster 1 year ago

MILF gets Her Hairy Pussy Fingered until She Squirts everywhere - Her wet hairy pussy wants a big dick!

MILF gets Her Hairy Pussy Fingered until She Squirts everywhere - Her wet hairy pussy wants a big dick!

xHamster 3 years ago

Girlfriend Enjoys Anal Sex Fucking Her Boyfriend's Ass with a Double Dildo Pegging #199 Part 2

Girlfriend Enjoys Anal Sex Fucking Her Boyfriend's Ass with a Double Dildo Pegging #199 Part 2

xHamster 2 months ago

Bisexual office mature humped in 4some with crossdressers

Bisexual office mature humped in 4some with crossdressers

Xozilla 1 year ago

Reverse assjob from a BBW booty on a dick in a pantyhose

Reverse assjob from a BBW booty on a dick in a pantyhose

xHamster 4 years ago

Stepmom's Smell-A Special Custom

Stepmom's Smell-A Special Custom

APClips 1 year ago

A camera in a fitting room in a store is watching a mature woman. Fat ass, big boobs, BBW

A camera in a fitting room in a store is watching a mature woman. Fat ass, big boobs, BBW

xHamster 3 months ago

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