Crossdressing Husband Videos (859)

Femboy Calls His Neighbor's Husband to Him Fuck Hard

60% HD 1:01 / 9:14

Femboy Calls His Neighbor's Husband to Him Fuck Hard

FapHouse 4 months ago

Male to Female Makeover - Mascara, Lashes, and Lipstick

Male to Female Makeover - Mascara, Lashes, and Lipstick

xHamster 1 year ago

Prostate Massage Cock Milking Cumshot

Prostate Massage Cock Milking Cumshot

xHamster 3 years ago

Cuckold learns to make deep throat in foursome

Cuckold learns to make deep throat in foursome

xHamster 6 months ago

Tiny Penis Sissy Cuckold Feminized and Dominated by Hotwife in Video Call

46% HD 0:39 / 13:14

Tiny Penis Sissy Cuckold Feminized and Dominated by Hotwife in Video Call

FapHouse 7 months ago

Sissy Dreamland - Femdom Mistress pegs submissive femboy sluts ass doggy style with a BBC! Pegging cuck Part 3

Sissy Dreamland - Femdom Mistress pegs submissive femboy sluts ass doggy style with a BBC! Pegging cuck Part 3

xHamster 1 year ago

Masculine hunk turn into feminine sissy

Masculine hunk turn into feminine sissy

xHamster 6 months ago

SISSY ANAL challenge trying to take 15 INCHES dildo in the ass!!

SISSY ANAL challenge trying to take 15 INCHES dildo in the ass!!

xHamster 2 years ago

Transformed husband into a slut and four more cocks and two dominatrixes

Transformed husband into a slut and four more cocks and two dominatrixes

xHamster 1 year ago

Amateur MILF Wife Plays with Cross Dressing Man Wearing Her Panties Then Makes Husband Clean up His Cum

54% 1:01 / 8:28

Amateur MILF Wife Plays with Cross Dressing Man Wearing Her Panties Then Makes Husband Clean up His Cum

FapHouse 7 months ago

Turning Him Into A Sissy Slut

Turning Him Into A Sissy Slut

xHamster 2 years ago

POV Cuckold 14 Candy Manson cuckolds her husband and locks him in chastity makes him watch her fuck a big cock and eat the creampies and fucks him after

POV Cuckold 14 Candy Manson cuckolds her husband and locks him in chastity makes him watch her fuck a big cock and eat the creampies and fucks him after

Tranny.one 4 years ago

Tantaly : Chastity Release after a Month: Humiliating Penetration and Degradation for this Sissy - Mistress Julia

Tantaly : Chastity Release after a Month: Humiliating Penetration and Degradation for this Sissy - Mistress Julia

xHamster 1 year ago

Help My Husband Is a Sissy Part 3

Help My Husband Is a Sissy Part 3

Tranny.one 3 years ago

Wifey bonks Crossdressing Spouse

Wifey bonks Crossdressing Spouse

Transvids.tv 2 months ago

She has a penis?!?! is this what you want!

She has a penis?!?! is this what you want!

Tranny.one 3 years ago

Cdmichelle Wearing Sexy Black Lingerie & Garter Nylons

Cdmichelle Wearing Sexy Black Lingerie & Garter Nylons

xHamster 3 months ago

onlyfans - yourplaybunnyy big ass latina femboy sextape

onlyfans - yourplaybunnyy big ass latina femboy sextape

TransDoe 2 years ago

Crossdressing Sissy Husband gets pegged & humiliated

Crossdressing Sissy Husband gets pegged & humiliated

xHamster 1 year ago

Rosa and Jamie at Real Couples

Rosa and Jamie at Real Couples

xHamster 4 months ago

German MILFs Cuck Her Husband in Fetish Crossdress Flick

German MILFs Cuck Her Husband in Fetish Crossdress Flick

Jizzberry 4 years ago

BG pegging - fucking and breeding my locked CD sissy bf - full video on Veggiebabyy Manyvids

BG pegging - fucking and breeding my locked CD sissy bf - full video on Veggiebabyy Manyvids

xHamster 1 year ago

Indian Gay Crossdresser wife Gaurisissy xxx sex in pink salwar kurta pressing her big boobs

Indian Gay Crossdresser wife Gaurisissy xxx sex in pink salwar kurta pressing her big boobs

xHamster 1 year ago

Kinky wife in PVC with crossdressing husband

Kinky wife in PVC with crossdressing husband

xHamster 10 years ago

wife's imposed fem: hormones, ball removal, permanent makeup - full video on Veggiebabyy Manyvids

wife's imposed fem: hormones, ball removal, permanent makeup - full video on Veggiebabyy Manyvids

xHamster 1 year ago

Arabic Mistress Turkish Sissy Slut with Big Cock

Arabic Mistress Turkish Sissy Slut with Big Cock

FapHouse 1 year ago

Tied up and Feminized: Huge Strap-on Pegging, Fisting and Deep Creampie Kiss

HD 1:01 / 34:28

Tied up and Feminized: Huge Strap-on Pegging, Fisting and Deep Creampie Kiss

FapHouse 1 week ago

I Turned My Husband Into My Lesbian Friend #884 Practicing for Bisexual Threesome Full Video

HD 0:39 / 29:16

I Turned My Husband Into My Lesbian Friend #884 Practicing for Bisexual Threesome Full Video

FapHouse 9 months ago

He Wore a Dress and We Had a Bisexual Threesome in the Living Room

HD 1:01 / 15:56

He Wore a Dress and We Had a Bisexual Threesome in the Living Room

FapHouse 3 months ago

Femboy Calls His Neighbor's Husband to Him Fuck Hard

56% HD 0:39 / 9:14

Femboy Calls His Neighbor's Husband to Him Fuck Hard

FapHouse 4 months ago

I love being fucked like a whore.

I love being fucked like a whore.

WebcamBros 2 months ago

What's my name part 2

What's my name part 2

xHamster 1 year ago

I fucked my sissy cunt with a strapon KellyAErick

I fucked my sissy cunt with a strapon KellyAErick

Tranny.one 2 years ago

crossdressing hubby

crossdressing hubby

TrannyGem 11 months ago

Blindfolded sissy slut training

Blindfolded sissy slut training

xHamster 1 year ago

Dilation of an anal by his wife part of a

Dilation of an anal by his wife part of a

xHamster 1 month ago

Two dominating girlfriends and fucking a common sissy slut

Two dominating girlfriends and fucking a common sissy slut

xHamster 6 months ago

Melody Public have fun compilation with @nightsisterlil1 and husband - oral jobs, anilingus, showing

Melody Public have fun compilation with @nightsisterlil1 and husband - oral jobs, anilingus, showing

KeekAss 2 years ago

Kinky wife in PVC with crossdressing husband

Kinky wife in PVC with crossdressing husband

BoyFriendTV 6 years ago

New Tight Panty

New Tight Panty

xHamster 1 year ago

Intimate Gay Lovers Learn to Relax

Intimate Gay Lovers Learn to Relax

xHamster 2 years ago

Lingerie Lovers - POV Footjob and Blowjob Foreplay

Lingerie Lovers - POV Footjob and Blowjob Foreplay

xHamster 1 year ago

Arabic Mistress Turkish Sissy Slut with Big Cock

63% 0:39 / 5:18

Arabic Mistress Turkish Sissy Slut with Big Cock

FapHouse 1 year ago

Prostate ruined handjob for handsome guy

Prostate ruined handjob for handsome guy

xHamster 1 year ago

Bi Foursome Facesitting cocksucker training

Bi Foursome Facesitting cocksucker training

xHamster 1 year ago

Lingerie Lovers - Fantastic Foreplay Footjob followed by Yummy Cummy Cunnilingus then a Quick Fuck and a Cock Suck

Lingerie Lovers - Fantastic Foreplay Footjob followed by Yummy Cummy Cunnilingus then a Quick Fuck and a Cock Suck

xHamster 9 months ago

Stepmother helps her horny sissy stepson cum hard

Stepmother helps her horny sissy stepson cum hard

xHamster 1 year ago

Guy fuck the girl and the girl transforms guy into a CD for her husband

Guy fuck the girl and the girl transforms guy into a CD for her husband

Tranny.one 4 years ago

Sissy Surrender Your Panties and Paycheck Belong to This Glasses Goddess by Findom Goaldigger

Sissy Surrender Your Panties and Paycheck Belong to This Glasses Goddess by Findom Goaldigger

FapHouse 1 month ago

Pegging her sissy hubby

Pegging her sissy hubby

Tranny.one 3 years ago

Trannies in Trouble

Trannies in Trouble

Tranny.one 4 years ago

My funny husband put on my red dress and fooled around

My funny husband put on my red dress and fooled around

MyLust 11 years ago

Russian Mistress domina fucked dildo anal a very hard young slave home

Russian Mistress domina fucked dildo anal a very hard young slave home

xHamster 3 years ago

WIFE AND HUSBAND CROSSDRESSERS by tm

WIFE AND HUSBAND CROSSDRESSERS by tm

BoyFriendTV 6 years ago

Cdmichelle Wearing Sexy Black Lingerie & Garter Nylons

Cdmichelle Wearing Sexy Black Lingerie & Garter Nylons

xHamster 2 months ago

Amateur milf wife plays with cross dressing man wearing her panties then makes husband clean up his cum

Amateur milf wife plays with cross dressing man wearing her panties then makes husband clean up his cum

xHamster 7 months ago

Dilation of his anal by his wife part 2

Dilation of his anal by his wife part 2

xHamster 1 month ago

Sissy Anal Training

Sissy Anal Training

xHamster 1 year ago

Kinky Couple Both Play in Pantyhose - She gets Fingered in black Nylons while She Gives Crossdresser Hubby a Handjob

Kinky Couple Both Play in Pantyhose - She gets Fingered in black Nylons while She Gives Crossdresser Hubby a Handjob

xHamster 3 years ago

Husband caught crossdressing

Husband caught crossdressing

XXXShemalePorn 6 years ago

Crossdressing Cuck Husband gets fucked by wife's BBC Bull Lover CD Sissy Cuckold Fiona Fortune

Crossdressing Cuck Husband gets fucked by wife's BBC Bull Lover CD Sissy Cuckold Fiona Fortune

xHamster 4 months ago

The Married Dude's Sissy Fantassy

The Married Dude's Sissy Fantassy

TrannyGem 5 years ago

The bondage and feminization of a slave by a blonde queen

The bondage and feminization of a slave by a blonde queen

xHamster 1 year ago

Sissy husband humiliation and punishment

Sissy husband humiliation and punishment

xHamster 2 years ago

SMOKING for my SISSY girlfriend and PLUGGING her sweet ass

SMOKING for my SISSY girlfriend and PLUGGING her sweet ass

xHamster 1 year ago

Sissified husband gets his ass fucked & humiliated

Sissified husband gets his ass fucked & humiliated

xHamster 1 year ago

wife fucks crossdressing hubby

wife fucks crossdressing hubby

BoyFriendTV 6 years ago

Married couple home pegging training

Married couple home pegging training

xHamster 1 year ago

I Heard You Might be Gay

I Heard You Might be Gay

xHamster 1 year ago

Pegging my bitch bois ass whilst pulling at his balls

Pegging my bitch bois ass whilst pulling at his balls

xHamster 1 year ago

Wife cuckolded by husband and trans maid Emma Rose

Wife cuckolded by husband and trans maid Emma Rose

Tranny.one 4 years ago

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

Clips4sale 3 months ago

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

73% HD 1:01 / 12:50

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

FapHouse 2 months ago

Performing a My Husband's Transformation Into a Sissy Slut, Part 1

61% HD 1:01 / 7:54

Performing a My Husband's Transformation Into a Sissy Slut, Part 1

FapHouse 1 year ago

Sissyhusband Solo Posing an Dildo 1

Sissyhusband Solo Posing an Dildo 1

xHamster 1 year ago

Vends-ta-culotte - French MILF fucks a feminized man with a strap-on

Vends-ta-culotte - French MILF fucks a feminized man with a strap-on

xHamster 8 months ago

Cuckhold gets Fucked by the Wife's Bull Fiona Fortune Sissy CD Cuck

Cuckhold gets Fucked by the Wife's Bull Fiona Fortune Sissy CD Cuck

xHamster 1 year ago

Feminising my sissy boi husband and pegging his tight hole and filling his mouth with cum

Feminising my sissy boi husband and pegging his tight hole and filling his mouth with cum

xHamster 2 years ago

Sissy Girlfriend Gets a Sweet and Hard Ass Fuck

HD 1:01 / 16:00

Sissy Girlfriend Gets a Sweet and Hard Ass Fuck

FapHouse 3 days ago

Pegging My Sissy Slut

Pegging My Sissy Slut

xHamster 2 years ago

Sissy Girlfriend Gets a Sweet and Hard Ass Fuck

HD 0:39 / 16:00

Sissy Girlfriend Gets a Sweet and Hard Ass Fuck

FapHouse 3 days ago

Prostate Massage Cock Milking Cumshot

Prostate Massage Cock Milking Cumshot

Tranny.one 3 years ago

Wifey Instructs Flawless Bi-Atch for her Hubby. Me, A Sissy.

Wifey Instructs Flawless Bi-Atch for her Hubby. Me, A Sissy.

TrannyGem 5 years ago

French Cuckold Wife and Lesbian Anal Sissy

44% 1:01 / 5:08

French Cuckold Wife and Lesbian Anal Sissy

FapHouse 1 year ago

Holiday Hotwife Hussy

Holiday Hotwife Hussy

Some.Porn 2 months ago

I Woke up My Sissy and Fucked Her Hole with Fisting

I Woke up My Sissy and Fucked Her Hole with Fisting

xHamster 1 month ago

Amateur MILF Wife Plays with Cross Dressing Man Wearing Her Panties Then Makes Husband Clean up His Cum

56% 0:39 / 8:28

Amateur MILF Wife Plays with Cross Dressing Man Wearing Her Panties Then Makes Husband Clean up His Cum

FapHouse 7 months ago

Bisexual cuckold with wife in threesome with neighbor

Bisexual cuckold with wife in threesome with neighbor

xHamster 6 months ago

Sissy in Lingerie Bounces on My Cock and Cums on My Tits

Sissy in Lingerie Bounces on My Cock and Cums on My Tits

xHamster 2 months ago

Woman Encourages Guy Transformation Makeover into Woman

Woman Encourages Guy Transformation Makeover into Woman

xHamster 11 months ago

Feeding My Sissy With Custard, Bananas And A Warm Piss Finish

Feeding My Sissy With Custard, Bananas And A Warm Piss Finish

xHamster 3 weeks ago

Pumps a Plug Pout Bimbo Transformation for Lip Obsession Clip by Findom Goaldigger

Pumps a Plug Pout Bimbo Transformation for Lip Obsession Clip by Findom Goaldigger

xHamster 3 weeks ago

Homemade sissy training strapon madam reads the newspaper

Homemade sissy training strapon madam reads the newspaper

xHamster 1 year ago

Role reversal "unedited"

Role reversal "unedited"

xHamster 8 months ago

My Darling Sissy Hubby

My Darling Sissy Hubby

TrannyGem 3 years ago

Cdmichelle Trying on Daughters Sexy Panties

HD 0:39 / 11:55

Cdmichelle Trying on Daughters Sexy Panties

FapHouse 2 weeks ago

I Turned My Husband Into My Lesbian Friend #884 Practicing for Bisexual Threesome Full Video

57% HD 1:01 / 29:16

I Turned My Husband Into My Lesbian Friend #884 Practicing for Bisexual Threesome Full Video

FapHouse 9 months ago

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

56% HD 0:39 / 12:50

Part 1 My Husband Turned Into Latex Sissy Doll Good to Fuck - Mistress Julia

FapHouse 2 months ago

Pegging Couple Pink Sissy Girl With Hungry Hole

Pegging Couple Pink Sissy Girl With Hungry Hole

xHamster 1 year ago

Cross dressing husband with PVC clad wife

Cross dressing husband with PVC clad wife

Tranny.one 1 year ago

wife crossdressing husband

wife crossdressing husband

PornFreeNow 3 months ago

Husband gets sissified and his ass pegged

Husband gets sissified and his ass pegged

xHamster 1 year ago

Slave fucking and dick locked in chastity belt

Slave fucking and dick locked in chastity belt

xHamster 1 year ago

Messy Sissy Cream Enema & Banana Strapon Ride

67% HD 1:01 / 26:42

Messy Sissy Cream Enema & Banana Strapon Ride

FapHouse 3 months ago

Turning My Husband Into A Sissy Guy mega-slut Anal Invasion Strap Dildo pegging

Turning My Husband Into A Sissy Guy mega-slut Anal Invasion Strap Dildo pegging

TrannyGem 1 year ago

Black Sissy Cuck fucked by the Wife's White BWC Bull Lover

Black Sissy Cuck fucked by the Wife's White BWC Bull Lover

xHamster 3 months ago

Wife Makes Husband a Sissy

Wife Makes Husband a Sissy

Tranny.one 3 years ago

Lingerie Lovers - Fantastic Foreplay Footjob Followed by Yummy Cummy Cunnilingus Then a Quick Fuck and a Cock Suck

69% HD 1:01 / 15:54

Lingerie Lovers - Fantastic Foreplay Footjob Followed by Yummy Cummy Cunnilingus Then a Quick Fuck and a Cock Suck

FapHouse 8 months ago

Guy Fuck The Girl And The Girl Transforms Guy Into A Cd For Her Husband

Guy Fuck The Girl And The Girl Transforms Guy Into A Cd For Her Husband

AbTranny 7 years ago

Humiliation and deep fisting

Humiliation and deep fisting

xHamster 1 week ago

Sasha Earth – sissy slut has anal sex with Anastasia Mistress

Sasha Earth – sissy slut has anal sex with Anastasia Mistress

xHamster 3 years ago

wife crossdressing husband

wife crossdressing husband

Dafreeporn 3 months ago

Husband gets fucked by his wife while she's cross-dressing lubricated with his cum PEGGING session part 1

Husband gets fucked by his wife while she's cross-dressing lubricated with his cum PEGGING session part 1

xHamster 1 year ago

My Sissy Sucks My Locked Husband… Who Thinks It’s Me - Mistress Julia

62% 1:01 / 12:15

My Sissy Sucks My Locked Husband… Who Thinks It’s Me - Mistress Julia

FapHouse 1 month ago

Cdmichelle Wearing Sexy Black Lingerie & Garter Nylons

65% HD 0:39 / 5:24

Cdmichelle Wearing Sexy Black Lingerie & Garter Nylons

FapHouse 3 months ago

Crazy Wife Makes Her Husband To Have Sex With Trans Hooker

Crazy Wife Makes Her Husband To Have Sex With Trans Hooker

Tranny.one 4 years ago

Feminization and Pegging of My Chastity Slave: Teaser Live Cam Replay: Mistress Julia

Feminization and Pegging of My Chastity Slave: Teaser Live Cam Replay: Mistress Julia

xHamster 1 year ago

I sundress him with my pantyhose and ravage his culo.... PEGGING & CROSSDRESSING

I sundress him with my pantyhose and ravage his culo.... PEGGING & CROSSDRESSING

TrannyGem 5 months ago

Pegging MILF fucks crossdresser with strapon in orgy

Pegging MILF fucks crossdresser with strapon in orgy

Some.Porn 1 year ago

Sissy Plugged and Fucked Wide Open

Sissy Plugged and Fucked Wide Open

xHamster 3 months ago

1 2 3 4 5

859 results found

Related searches

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Statement of Responsibility Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2025 Pornmd.com. All rights reserved.