Crossdressing (2 487)

Enter The Facesitter

Enter The Facesitter

xHamster 4 år sedan

Kinky German Mature Anal Threesome

Kinky German Mature Anal Threesome

xHamster 9 år sedan

A Disgrace to Our Town Part 2

A Disgrace to Our Town Part 2

xHamster 11 månader sedan

Daily Sissy Training

62% HD 0:10 / 13:47

Daily Sissy Training

LoyalFans 2 år sedan

A Disgrace to Our Town Part 2

53% 1:01 / 11:07

A Disgrace to Our Town Part 2

FapHouse 11 månader sedan

Your Roommate Encourages You to Dress Up for Hot Play

63% HD 0:10 / 23:29

Your Roommate Encourages You to Dress Up for Hot Play

LoyalFans 1 år sedan

Double dom with Lady Valeska: Spitroasting whimping sissy

54% HD 0:10 / 5:25

Double dom with Lady Valeska: Spitroasting whimping sissy

LoyalFans 1 år sedan

Big Ass Phone, Tiny Dick: Watch Him Struggle

Big Ass Phone, Tiny Dick: Watch Him Struggle

XXXShake 1 år sedan

Strong trio of thick mistresses reverse gangbang one sissy boy

Strong trio of thick mistresses reverse gangbang one sissy boy

Fapality 8 år sedan

Fishnets dominatrix kicks guys balls

Fishnets dominatrix kicks guys balls

Some.Porn 1 år sedan

Fuck Me Hard

Some.Porn 9 månader sedan

Pink Bow Car Washer

Pink Bow Car Washer

LoyalFans 2 år sedan

7 Mini Skirts

65% HD 0:10 / 8:32

LoyalFans 2 år sedan

Your Most Humiliating Orgasm Yet

49% HD 0:10 / 37:33

Your Most Humiliating Orgasm Yet

LoyalFans 2 år sedan

Amuse Me Dildo Cum Slut

HD 0:10 / 13:02

Amuse Me Dildo Cum Slut

LoyalFans 2 år sedan

CFNM pegging domina fists sub in balls squeezing lesson

CFNM pegging domina fists sub in balls squeezing lesson

Some.Porn 1 år sedan

Hibiki Ootsuki takes on multiple partners in steamy group session

61% HD 5:00 / 1:00:14

Hibiki Ootsuki takes on multiple partners in steamy group session

JavHD 5 månader sedan

Queen Melanin Pegging Returns Part 2

Queen Melanin Pegging Returns Part 2

LoyalFans 1 år sedan

Vintage Crossdressing - Part 1

Vintage Crossdressing - Part 1

Dafreeporn 1 år sedan

Queen Melanin Power Pegging Returns Full Clip

Queen Melanin Power Pegging Returns Full Clip

LoyalFans 1 år sedan

Crossdressers Group Hot Threesome Sex

53% HD 1:01 / 16:31

Crossdressers Group Hot Threesome Sex

FapHouse 6 månader sedan

GILF 3WAY

Some.Porn 1 år sedan

Crossdressers Group Hot Threesome Sex

59% HD 0:39 / 16:31

Crossdressers Group Hot Threesome Sex

FapHouse 6 månader sedan

Vintage Crossdressing - Part 1

Vintage Crossdressing - Part 1

SortPorn 2 år sedan

Vintage Crossdressing - Part 1

Vintage Crossdressing - Part 1

BigTitsLust 2 år sedan

Maitresse Julia - When i Give a Long Footjob in Pantyhose and Socks ! Reward for my slave !

Maitresse Julia - When i Give a Long Footjob in Pantyhose and Socks ! Reward for my slave !

xHamster 3 år sedan

Femboyed - With Effects

HD 0:10 / 12:22

Femboyed - With Effects

LoyalFans 2 år sedan

Misha Cross Goes to British Swinger Party

Misha Cross Goes to British Swinger Party

Some.Porn 1 år sedan

Pantyhose Domination for Milf Handjob Fetish

Pantyhose Domination for Milf Handjob Fetish

XXXShake 4 år sedan

Succulent chick Gina Killmer gets seduced and fucked

Succulent chick Gina Killmer gets seduced and fucked

XVideos 6 år sedan

Fotowettbewerb: 1000 keusche Loser Pr&auml_sentation Video #1

Fotowettbewerb: 1000 keusche Loser Pr&auml_sentation Video #1

XVideos 6 år sedan

Femdom babe crossdresses guy into a girlfriend part 1

Femdom babe crossdresses guy into a girlfriend part 1

Cremz 4 år sedan

Submissive Husband in Panties Deepthroats and Takes Massive Black Cock (SUB ENG 1080) BBC - ANAL - DEGRADATION

HD 0:29 / 24:13

Submissive Husband in Panties Deepthroats and Takes Massive Black Cock (SUB ENG 1080) BBC - ANAL - DEGRADATION

Clips4sale 2 månader sedan

Hot Tub Domination - 720HD

67% 0:14 / 8:31

Hot Tub Domination - 720HD

Clips4sale 3 år sedan

30 Days Mtf Complete Transformation - Slut Training - Crossdressing - Bimbofication - Femdom POV

47% HD 1:01 / 10:01

30 Days Mtf Complete Transformation - Slut Training - Crossdressing - Bimbofication - Femdom POV

FapHouse 9 månader sedan

Sissy Slut Session

HD 0:10 / 10:16

Sissy Slut Session

LoyalFans 3 år sedan

PEGGED 5 - Tiny Girl Feminizes

Premium VR 16:20

PEGGED 5 - Tiny Girl Feminizes

SexLikeReal 1 år sedan

Latina Stepsis Gapes you with a Cock

Premium VR 13:01

Latina Stepsis Gapes you with a Cock

SexLikeReal 1 år sedan

Rocky horror imposed crossdressing

65% HD 0:27 / 10:31

Rocky horror imposed crossdressing

FapHouse 5 år sedan

30 days MTF complete transformation - Faggot training - Crossdressing - Bimbofication - Femdom pov - Sissy slut - blonde - Mistress

60% HD 0:10 / 9:57

30 days MTF complete transformation - Faggot training - Crossdressing - Bimbofication - Femdom pov - Sissy slut - blonde - Mistress

LoyalFans 9 månader sedan

Like Her Body? Then, Live in It!

50% HD 0:10 / 16:59

Like Her Body? Then, Live in It!

LoyalFans 1 år sedan

Plapping' machine makes my Sissy squirt in her cage

60% HD 0:10 / 8:26

Plapping' machine makes my Sissy squirt in her cage

LoyalFans 7 månader sedan

20 Mins Sissy Get Ready Make up with Me

20 Mins Sissy Get Ready Make up with Me

xHamster 1 månad sedan

Who needs a boyfriend when I have this?

Who needs a boyfriend when I have this?

LoyalFans 1 månad sedan

The Summer Of Hormones

The Summer Of Hormones

LoyalFans 2 år sedan

French Amateur Mom Humiliates Her Small Dick Stepson

French Amateur Mom Humiliates Her Small Dick Stepson

xHamster 2 år sedan

Crossdressing Her Husband

Crossdressing Her Husband

InPorn 4 år sedan

Sabrina-Jade: Damsel in dress

Sabrina-Jade: Damsel in dress

Some.Porn 1 år sedan

Latex Domme Anissa Kate Gets Her Ass Wrecked by Crossdressing Sub

Latex Domme Anissa Kate Gets Her Ass Wrecked by Crossdressing Sub

XXXShake 4 år sedan

I Can't Believe I'm Babysitting a 21-Year-Old Virgin

45% HD 0:10 / 18:15

I Can't Believe I'm Babysitting a 21-Year-Old Virgin

LoyalFans 2 år sedan

Transforming You into My Sweet, Short, Pantiless Maid

51% HD 0:10 / 22:16

Transforming You into My Sweet, Short, Pantiless Maid

LoyalFans 1 år sedan

Live With Being Bullied

54% HD 0:10 / 4:58

Live With Being Bullied

LoyalFans 2 år sedan

Submissives enjoy BDSM orgy 4K

Submissives enjoy BDSM orgy 4K

Some.Porn 1 år sedan

Femdom honey crossdresses chap into a girlfriend part 1

Femdom honey crossdresses chap into a girlfriend part 1

Amateur8 3 år sedan

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mother I'd like to fuck corporalist bangs jerking off trannys taut butt with large ding-dong

MatureTubeHere 9 månader sedan

Your Most Humiliating Orgasm Yet (FULL HD)

56% HD 1:00 / 37:33

Your Most Humiliating Orgasm Yet (FULL HD)

Clips4sale 2 år sedan

Rocky horror imposed crossdressing

61% HD 1:01 / 10:31

Rocky horror imposed crossdressing

FapHouse 5 år sedan

Flat chest , Cameltoe, SwimsuitBodysuit horny skinny Goddess

58% HD 0:10 / 5:05

Flat chest , Cameltoe, SwimsuitBodysuit horny skinny Goddess

LoyalFans 1 vecka sedan

Melissa Seeks Kissing Advice From Miss Hendrix

61% HD 0:39 / 6:57

Melissa Seeks Kissing Advice From Miss Hendrix

FapHouse 6 månader sedan

Nauli yoga practice Cum on my BELLY button

65% HD 0:10 / 4:44

Nauli yoga practice Cum on my BELLY button

LoyalFans 1 vecka sedan

Melissa Seeks Kissing Advice From Miss Hendrix

68% HD 0:39 / 6:57

Melissa Seeks Kissing Advice From Miss Hendrix

FapHouse 6 månader sedan

LaBella Slays dick on Crossdressing Big Dick Sissy

58% 0:39 / 16:03

LaBella Slays dick on Crossdressing Big Dick Sissy

LaBellaDX 1 år sedan

Lena Paul's Massive Tits Weren't Enough for the Machine - S10: E8

Lena Paul's Massive Tits Weren't Enough for the Machine - S10: E8

Sexu 2 år sedan

Feminization, Crossdressing & Sissification

63% HD 0:39 / 57:20

Feminization, Crossdressing & Sissification

FapHouse 1 månad sedan

BBC Worship Pantyhose Fetish

55% 4K 1:01 / 24:01

BBC Worship Pantyhose Fetish

FapHouse 2 månader sedan

milf fickt das gemuese beim Ausflug mit den kolleginnen

milf fickt das gemuese beim Ausflug mit den kolleginnen

xHamster 3 år sedan

Various Changing Scenes July 2025

66% HD 1:01 / 8:35

Various Changing Scenes July 2025

FapHouse 6 månader sedan

lick my pussy after pissing. oh yes good bitch. feminization of the stepbrother.

lick my pussy after pissing. oh yes good bitch. feminization of the stepbrother.

PissVids 3 år sedan

Special Sissy Friends Part II (WL1704)

HD 0:10 / 15:50

Special Sissy Friends Part II (WL1704)

LoyalFans 3 dagar sedan

Crossdressing Damsel Gets Fully Feminized And Tied Up By Mistress Stella Liberty

Crossdressing Damsel Gets Fully Feminized And Tied Up By Mistress Stella Liberty

AbXXX 1 år sedan

Sissy Boyfriend Found Out and Pegged

50% HD 0:10 / 18:38

Sissy Boyfriend Found Out and Pegged

LoyalFans 3 år sedan

You Bet Your Ass

57% HD 0:10 / 29:22

You Bet Your Ass

LoyalFans 1 år sedan

Cruel Collar Party

55% HD 0:10 / 9:20

Cruel Collar Party

LoyalFans 2 år sedan

Maitresse Julia - Femdom - Teasing, Edging, Denial and Facesitiing for my Sissy Slave in Chastity Cage !

Maitresse Julia - Femdom - Teasing, Edging, Denial and Facesitiing for my Sissy Slave in Chastity Cage !

xHamster 3 år sedan

Contractually dedicated to feet

Contractually dedicated to feet

LoyalFans 1 år sedan

Admission of being a Sissy - Mean girls

Admission of being a Sissy - Mean girls

xHamster 3 år sedan

30 Days Mtf Complete Transformation - Slut Training - Crossdressing - Bimbofication - Femdom POV

56% HD 0:39 / 10:01

30 Days Mtf Complete Transformation - Slut Training - Crossdressing - Bimbofication - Femdom POV

FapHouse 9 månader sedan

Do You Really Want to Fuck Your Mother?

59% HD 0:10 / 7:19

Do You Really Want to Fuck Your Mother?

LoyalFans 1 år sedan

You Bet Your Ass

52% HD 0:10 / 29:22

You Bet Your Ass

LoyalFans 11 månader sedan

Sissy Personal Trainer

66% HD 0:10 / 24:16

Sissy Personal Trainer

LoyalFans 1 vecka sedan

Sissy Hose Crossdressing Encouragement Humiliation Trailer Compilation PREVIEWS

Sissy Hose Crossdressing Encouragement Humiliation Trailer Compilation PREVIEWS

Lesbian8 4 månader sedan

Two Mistress's and a Sissy Whore

Two Mistress's and a Sissy Whore

xHamster 1 år sedan

Your Roommate Encourages You to Dress Up for Hot Play

51% HD 0:10 / 23:29

Your Roommate Encourages You to Dress Up for Hot Play

LoyalFans 10 månader sedan

British Femdoms Humiliate Voyeur Sissy

British Femdoms Humiliate Voyeur Sissy

Jizzberry 4 år sedan

Nhdtc-005 I Cant Break The Habit Of Being Lesbianized Every Tuesday A Sensitive Chick Falls Into The Lesbian Hairdressers Trap And Climaxes Until She Pisses Herself In The Crossdressers Clothes

Nhdtc-005 I Cant Break The Habit Of Being Lesbianized Every Tuesday A Sensitive Chick Falls Into The Lesbian Hairdressers Trap And Climaxes Until She Pisses Herself In The Crossdressers Clothes

ManySex 11 månader sedan

Sissy Feminization Fetish And Femdom Crossdressing Movies

Sissy Feminization Fetish And Femdom Crossdressing Movies

Amateur8 4 år sedan

Womanhood 101: Bras

HD 0:39 / 16:51

Womanhood 101: Bras

FapHouse 7 månader sedan

You should be a better girl! Transformation to a babe slut!

You should be a better girl! Transformation to a babe slut!

FapHouse 5 år sedan

Feminization, Crossdressing & Sissification

60% HD 1:01 / 57:20

Feminization, Crossdressing & Sissification

FapHouse 1 månad sedan

French Amateur Stepmom Humiliates Her Small Dick Stepson

62% 1:01 / 5:45

French Amateur Stepmom Humiliates Her Small Dick Stepson

FapHouse 2 år sedan

THICC Kinky Sissy Nurse Lucy Keeping Covid Secure For Mistress

Premium HD 6:15

THICC Kinky Sissy Nurse Lucy Keeping Covid Secure For Mistress

XVideosRed 5 år sedan

You'll Wear Panties Forever

You'll Wear Panties Forever

Pornfact 2 veckor sedan

Pantyhose Aerobics Class For Sissies

61% HD 0:10 / 15:12

Pantyhose Aerobics Class For Sissies

LoyalFans 11 månader sedan

Sissy Games : When my Cuckold Husband Meets my Lover - Maitresse Julia Femdom

Sissy Games : When my Cuckold Husband Meets my Lover - Maitresse Julia Femdom

xHamster 2 år sedan

Assistance With Breeding

Assistance With Breeding

Some.Porn 1 år sedan

Pegging Sissy Slave With Gloved Handjob - Sorceress Morgana Soles Black Nitrile Gloves HJ And Strapon Fucking Sissy Slut 1080

HD 0:10 / 10:00

Pegging Sissy Slave With Gloved Handjob - Sorceress Morgana Soles Black Nitrile Gloves HJ And Strapon Fucking Sissy Slut 1080

LoyalFans 1 vecka sedan

Ive Always Wanted To Do This

Ive Always Wanted To Do This

LoyalFans 2 år sedan

Sissy Zone Cycle 3

60% HD 0:10 / 21:12

Sissy Zone Cycle 3

LoyalFans 1 år sedan

Mistress Jewell's Bound Hooker pt2

66% HD 0:10 / 12:50

Mistress Jewell's Bound Hooker pt2

LoyalFans 2 år sedan

What’s my name part 2

What’s my name part 2

MomVids 2 år sedan

Helen Is Dressed in a Boys Uniform by Miss Taylor

HD 0:39 / 13:32

Helen Is Dressed in a Boys Uniform by Miss Taylor

FapHouse 3 månader sedan

Maitresse Julia - POV - My Cuckold Sissy Husband in the morning sniffs my dirty Wet Panties - Femdom

Maitresse Julia - POV - My Cuckold Sissy Husband in the morning sniffs my dirty Wet Panties - Femdom

xHamster 3 år sedan

The Feminization Room - with Remy D and Megan Daw

46% HD 0:10 / 58:28

The Feminization Room - with Remy D and Megan Daw

LoyalFans 1 år sedan

If She Licks It Youre Cucked

HD 0:10 / 10:41

If She Licks It Youre Cucked

LoyalFans 1 år sedan

Therapy-Fantasy For Pussies

55% HD 0:10 / 15:24

Therapy-Fantasy For Pussies

LoyalFans 11 månader sedan

Louboutins, Standing CBT & Heavy Weights

Louboutins, Standing CBT & Heavy Weights

xHamster 10 månader sedan

Girl Transformation Complete: Sissy Breeding with Dommy Rose

57% HD 0:10 / 21:29

Girl Transformation Complete: Sissy Breeding with Dommy Rose

LoyalFans 3 månader sedan

Double Domme Sissy Dressing & Spanking

HD 0:10 / 30:15

Double Domme Sissy Dressing & Spanking

LoyalFans 1 vecka sedan

Feminization Encouragement

HD 0:10 / 13:02

Feminization Encouragement

LoyalFans 1 år sedan

Soak Your Pantyhose

66% HD 0:10 / 12:37

Soak Your Pantyhose

LoyalFans 11 månader sedan

Burgers set Big CHEWING experience

61% HD 0:10 / 3:40

Burgers set Big CHEWING experience

LoyalFans 3 veckor sedan

Virgin Becomes My Sissy

Virgin Becomes My Sissy

LoyalFans 2 år sedan

Super Hot Jerk Off Instruction Video

Super Hot Jerk Off Instruction Video

LoyalFans 2 veckor sedan

SHOW ME WHAT A LOSER YOU ARE

HD 0:10 / 44:01

SHOW ME WHAT A LOSER YOU ARE

LoyalFans 3 månader sedan

Diagnose Samenstau part 2

66% HD 1:01 / 23:00

Diagnose Samenstau part 2

FapHouse 7 år sedan

We're coming back n. 2

We're coming back n. 2

xHamster 2 år sedan

My Step-sister's Bestie: Part 1

66% HD 0:10 / 7:05

My Step-sister's Bestie: Part 1

LoyalFans 1 år sedan

Femboi Debut

65% HD 0:10 / 11:37

LoyalFans 2 år sedan

Becoming My Tied up Doll in Lingerie: POV Dressed up Play Time

Becoming My Tied up Doll in Lingerie: POV Dressed up Play Time

xHamster 2 år sedan

You Asked For It Peaches

65% HD 0:10 / 8:55

You Asked For It Peaches

LoyalFans 2 år sedan

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