Crossdressing (2,541)

if a guy lets me use his ass on the first date he is my type

if a guy lets me use his ass on the first date he is my type

BDSMDoe 1 year ago

the best ruined orgasm compilation

the best ruined orgasm compilation

BDSMDoe 1 year ago

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double pegging with classic fuck-me position bound male slave

BDSMDoe 1 year ago

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feminization process

BDSMDoe 1 year ago

Become My Sissy Bimbo Beta Bitch - Sissification & Feminization with Lady Julina

Become My Sissy Bimbo Beta Bitch - Sissification & Feminization with Lady Julina

xHamster 2 years ago

CFNM pegging domina fists sub in balls squeezing lesson

CFNM pegging domina fists sub in balls squeezing lesson

Some.Porn 1 year ago

Rocky horror imposed crossdressing

62% HD 1:01 / 10:31

Rocky horror imposed crossdressing

FapHouse 5 years ago

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 11 months ago

porn reality show with lesbian anal sex, strap-on, foot fetish, crossdressing and more!

Premium HD 1:23:43

porn reality show with lesbian anal sex, strap-on, foot fetish, crossdressing and more!

XVideosRed 2 years ago

Whoops Its Gone

59% HD 0:10 / 6:50

Whoops Its Gone

LoyalFans 1 year ago

Like Her Body? Then, Live in It!

52% HD 0:10 / 16:59

Like Her Body? Then, Live in It!

LoyalFans 11 months ago

Submissives enjoy BDSM orgy 4K

Submissives enjoy BDSM orgy 4K

Some.Porn 1 year ago

Crossdressing Superstars 2

HD 0:30 / 2:05:00

Crossdressing Superstars 2

AEBN 2 years ago

GILF 3WAY

Some.Porn 1 year ago

Feminization Training

Feminization Training

LoyalFans 3 years ago

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

MatureTubeHere 7 months ago

Enter The Facesitter

Enter The Facesitter

xHamster 3 years ago

Sissy Slut Session

Sissy Slut Session

APClips 11 months ago

Sissy Boyfriend Found Out and Pegged

50% HD 0:10 / 18:38

Sissy Boyfriend Found Out and Pegged

LoyalFans 2 years ago

sissy whore ready to be pegged

sissy whore ready to be pegged

BDSMDoe 1 year ago

Sissy Hose Crossdressing Encouragement Humiliation Trailer Compilation PREVIEWS

Sissy Hose Crossdressing Encouragement Humiliation Trailer Compilation PREVIEWS

Lesbian8 2 months ago

Mandy Madison – Mean Crossdressing

Mandy Madison – Mean Crossdressing

IcePorn 1 year ago

Maitresse Julia - What right to a slave who is no longer useful ? My smells! Humiliation !

Maitresse Julia - What right to a slave who is no longer useful ? My smells! Humiliation !

xHamster 3 years ago

Fuck Me Hard

Some.Porn 7 months ago

Ladies Night - Part(y) 3

54% 0:10 / 6:59

Ladies Night - Part(y) 3

APClips 11 months ago

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

57% HD 0:39 / 10:01

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

FapHouse 7 months ago

POV - Handjob for femboy

65% 0:39 / 8:14

POV - Handjob for femboy

FapHouse 2 years ago

Hibiki Ootsuki takes on multiple partners in steamy group session

HD 5:00 / 1:00:14

Hibiki Ootsuki takes on multiple partners in steamy group session

JavHD 3 months ago

Crossdressers In Lingerie

HD 0:30 / 2:14:00

Crossdressers In Lingerie

AEBN 4 years ago

Queen Melanin Power Pegging Returns Part 1

Queen Melanin Power Pegging Returns Part 1

Clips4sale 1 year ago

Fotowettbewerb: 1000 keusche Loser Pr&auml_sentation Video #1

Fotowettbewerb: 1000 keusche Loser Pr&auml_sentation Video #1

XVideos 6 years ago

Hot Tub Domination - 720HD

67% 0:14 / 8:31

Hot Tub Domination - 720HD

Clips4sale 3 years ago

Helena Price pegs Lance Hart SISSY CHASTITY FEMDOM STRAPON PEGGING PROSTATE

Helena Price pegs Lance Hart SISSY CHASTITY FEMDOM STRAPON PEGGING PROSTATE

XVideos 10 years ago

Slut For Chrissy Daniels w Lance Hart STRAPON PEGGING SISSY

Slut For Chrissy Daniels w Lance Hart STRAPON PEGGING SISSY

XVideos 8 years ago

Witch gender transformation sissification (1080p wmv)

51% HD 0:11 / 22:37

Witch gender transformation sissification (1080p wmv)

Clips4sale 2 years ago

Sissy Boyfriend Found Out and Pegged - 4k

72% 4K 0:20 / 18:37

Sissy Boyfriend Found Out and Pegged - 4k

Clips4sale 2 years ago

Hot stripper Nyomi Banxxx punishes a really annoying client at the club

Hot stripper Nyomi Banxxx punishes a really annoying client at the club

XVideos 5 years ago

Femboy Pikachu Taking a Stallion Dildo, Pokemon

Femboy Pikachu Taking a Stallion Dildo, Pokemon

APClips 11 months ago

So You Want To Feel Like A Girl?

Premium VR 19:16

So You Want To Feel Like A Girl?

SexLikeReal 2 years ago

Sexy Dress Fuck for Maid

Sexy Dress Fuck for Maid

xHamster 7 months ago

Queen Melanin Power Pegging Returns Full Clip

Queen Melanin Power Pegging Returns Full Clip

Clips4sale 1 year ago

pretty sissy slave in pink

pretty sissy slave in pink

BDSMDoe 1 year ago

Arab cuckold wife first time anal sex with femboy - Sharmota Masrya

Arab cuckold wife first time anal sex with femboy - Sharmota Masrya

xHamster 3 years ago

Pantyhose Domination for Milf Handjob Fetish

Pantyhose Domination for Milf Handjob Fetish

XXXShake 4 years ago

18yo making his anal pegging fantasy come true with a big strap on

18yo making his anal pegging fantasy come true with a big strap on

BDSMDoe 1 year ago

A Disgrace to Our Town Part 2

A Disgrace to Our Town Part 2

xHamster 9 months ago

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 5 months ago

Mistress Jewell's Bound Hooker pt 1

69% HD 0:10 / 12:50

Mistress Jewell's Bound Hooker pt 1

LoyalFans 2 years ago

Crossdressers Group Hot Threesome Sex

57% HD 1:01 / 16:31

Crossdressers Group Hot Threesome Sex

FapHouse 4 months ago

dominatrix pegging her sissy slave in wedding dress

dominatrix pegging her sissy slave in wedding dress

BDSMDoe 1 year ago

Girl caught her crossdressed boyfriend so she fucked his ass hole with strapon and fisting

Girl caught her crossdressed boyfriend so she fucked his ass hole with strapon and fisting

BabesTube 4 months ago

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 7 months ago

SISSY PRINCESS

Eporner 11 months ago

Crossdressing Her Husband

Crossdressing Her Husband

InPorn 4 years ago

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PornBox 6 years ago

Femdom Latex Hottie Anissa Kate Crossdresses Boyfriend For Anal Marathon Gp598

Femdom Latex Hottie Anissa Kate Crossdresses Boyfriend For Anal Marathon Gp598

AbXXX 1 year ago

OMG! I GOT CHANGED INTO A WOMAN

OMG! I GOT CHANGED INTO A WOMAN

APClips 11 months ago

Crossdressing guys bend each other over and fuck in the ass

Crossdressing guys bend each other over and fuck in the ass

xHamster 3 years ago

milf fickt das gemuese beim Ausflug mit den kolleginnen

milf fickt das gemuese beim Ausflug mit den kolleginnen

xHamster 3 years ago

Sick Slaves Need Cruel Nurses 3/3

50% 0:10 / 10:05

Sick Slaves Need Cruel Nurses 3/3

APClips 11 months ago

Femdom babe crossdresses guy into a girlfriend part 1

Femdom babe crossdresses guy into a girlfriend part 1

Cremz 4 years ago

🤏 Tiny Cage Tease 🤏

🤏 Tiny Cage Tease 🤏

LoyalFans 1 year ago

how long could the male slave last

how long could the male slave last

BDSMDoe 11 months ago

Sabrina-Jade: Damsel in dress

Sabrina-Jade: Damsel in dress

Some.Porn 1 year ago

STEPBROTHER TURNED SISSY AT OUR SLUMBER PARTY 1080P - ELLIE IDOL

64% HD 0:10 / 21:05

STEPBROTHER TURNED SISSY AT OUR SLUMBER PARTY 1080P - ELLIE IDOL

APClips 11 months ago

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 9 months ago

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 years ago

collection of sissification. anal fisting and hot strapon pegging.

67% HD 0:30 / 29:36

collection of sissification. anal fisting and hot strapon pegging.

PornBox 2 years ago

SURPRISE. OPEN YOUR MOUTH I WANT TO FILL IT WITH GOLDEN RAIN. PISSING IN OPEN MOUTH

Premium HD 3:25

SURPRISE. OPEN YOUR MOUTH I WANT TO FILL IT WITH GOLDEN RAIN. PISSING IN OPEN MOUTH

Sheer 3 years ago

Learn to obey your mistress! Part 3

52% 0:10 / 8:07

Learn to obey your mistress! Part 3

APClips 11 months ago

SISSYBRIT COLLECTION

35% 0:10 / 1:48:32

SISSYBRIT COLLECTION

APClips 11 months ago

Anissa Kate - Femdom Darling Crossdresses Guy Into A Girlfriend

Anissa Kate - Femdom Darling Crossdresses Guy Into A Girlfriend

ManySex 1 year ago

femdom babe crossdresses guy into a girlfriend, part 2

femdom babe crossdresses guy into a girlfriend, part 2

PornWorld 10 years ago

Femboi Debut

65% HD 0:10 / 11:37

LoyalFans 2 years ago

Man No More - Thick Thigh Sissy Cums in Micro Chastity Cage - HD wmv

61% HD 0:31 / 8:01

Man No More - Thick Thigh Sissy Cums in Micro Chastity Cage - HD wmv

Clips4sale 2 years ago

Femdom sweetheart crossdresses stud into a girlfriend part 1

Femdom sweetheart crossdresses stud into a girlfriend part 1

SortPorn 3 years ago

Sissified By Alexis Kim (HD WMV)

HD 0:28 / 12:00

Sissified By Alexis Kim (HD WMV)

Clips4sale 1 year ago

Your Most Humiliating Orgasm Yet (FULL HD)

56% HD 1:00 / 37:33

Your Most Humiliating Orgasm Yet (FULL HD)

Clips4sale 2 years ago

Intro To Sissification

Intro To Sissification

Clips4sale 2 years ago

Tania doll masturbates with her sex toy

HD 0:17 / 12:04

Tania doll masturbates with her sex toy

Clips4sale 2 years ago

Whore Stories (Volume #1, Scene #1)

Whore Stories (Volume #1, Scene #1)

XVideos 9 months ago

Angry prison nurse Gianna Michaels has to down dumb lockstepper who likes to v. discipline in their correctional labour institution

Angry prison nurse Gianna Michaels has to down dumb lockstepper who likes to v. discipline in their correctional labour institution

XVideos 5 years ago

nurse pegging her sissy patient who feminized his face with makeup

nurse pegging her sissy patient who feminized his face with makeup

BDSMDoe 1 year ago

Transforming You into My Sweet, Short, Pantiless Maid

51% HD 0:10 / 22:16

Transforming You into My Sweet, Short, Pantiless Maid

LoyalFans 1 year ago

Admission of being a Sissy - Mean girls

Admission of being a Sissy - Mean girls

xHamster 3 years ago

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miss femme boss strap on spit roast

BDSMDoe 1 year ago

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 years ago

Rocky horror imposed crossdressing

65% HD 0:27 / 10:31

Rocky horror imposed crossdressing

FapHouse 5 years ago

Your Most Humiliating Orgasm Yet

51% HD 0:10 / 37:33

Your Most Humiliating Orgasm Yet

LoyalFans 2 years ago

LaBella Slays dick on Crossdressing Big Dick Sissy

55% 0:39 / 16:03

LaBella Slays dick on Crossdressing Big Dick Sissy

LaBellaDX 1 year ago

Live With Being Bullied

59% HD 0:10 / 4:58

Live With Being Bullied

LoyalFans 2 years ago

Melissa Seeks Kissing Advice From Miss Hendrix

69% HD 0:39 / 6:57

Melissa Seeks Kissing Advice From Miss Hendrix

FapHouse 4 months ago

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 year ago

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 years ago

Let's Change Gender Roles and Spice Up Our Play

HD 0:10 / 18:24

Let's Change Gender Roles and Spice Up Our Play

LoyalFans 3 months ago

Misha Cross Goes to British Swinger Party

Misha Cross Goes to British Swinger Party

Some.Porn 1 year ago

Getting My Sissy Ready for Cock

66% HD 0:10 / 11:07

Getting My Sissy Ready for Cock

LoyalFans 3 years ago

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

PissVids 2 years ago

Double dom with Lady Valeska: Spitroasting whimping sissy

54% HD 0:10 / 5:25

Double dom with Lady Valeska: Spitroasting whimping sissy

LoyalFans 11 months ago

Do You Really Want to Fuck Your Mother?

55% HD 0:10 / 7:19

Do You Really Want to Fuck Your Mother?

LoyalFans 1 year ago

Cute

HD 0:10 / 10:17

LoyalFans 1 month ago

POV - Handjob for femboy

61% 1:01 / 8:14

POV - Handjob for femboy

FapHouse 2 years ago

My Adventures in Latex

HD 0:10 / 17:05

My Adventures in Latex

LoyalFans 1 day ago

Humbled Sissy Gets a 72 Stroke Caning from Nikki Whiplash (WL1779)

HD 0:10 / 19:11

Humbled Sissy Gets a 72 Stroke Caning from Nikki Whiplash (WL1779)

LoyalFans 1 week ago

Fetish, Part 14

HD 0:39 / 1:34:33

Fetish, Part 14

FapHouse 1 week ago

You Bet Your Ass

57% HD 0:10 / 29:22

You Bet Your Ass

LoyalFans 1 year ago

Let's Change Gender Roles and Spice Up Our Play

55% HD 0:10 / 18:24

Let's Change Gender Roles and Spice Up Our Play

LoyalFans 7 months ago

You Bet Your Ass

52% HD 0:10 / 29:22

You Bet Your Ass

LoyalFans 9 months ago

French Amateur Stepmom Humiliates Her Small Dick Stepson

French Amateur Stepmom Humiliates Her Small Dick Stepson

FapHouse 1 year ago

PEGGED 5 - Tiny Girl Feminizes

Premium VR 16:20

PEGGED 5 - Tiny Girl Feminizes

SexLikeReal 1 year ago

French Amateur Mom Humiliates Her Small Dick Stepson

French Amateur Mom Humiliates Her Small Dick Stepson

xHamster 2 years ago

Assistance With Breeding

Assistance With Breeding

Some.Porn 1 year ago

FEMINIZED - Makeup by your Slutty Roommate

Premium VR 31:37

FEMINIZED - Makeup by your Slutty Roommate

SexLikeReal 1 year ago

Fisting blowjob for crossdressing slave!

Fisting blowjob for crossdressing slave!

FapHouse 4 years ago

Fisting blowjob for crossdressing slave!

Fisting blowjob for crossdressing slave!

FapHouse 4 years ago

Vintage Crossdressing - Part 1

Vintage Crossdressing - Part 1

BigTitsLust 2 years ago

Louboutins, Standing CBT & Heavy Weights

Louboutins, Standing CBT & Heavy Weights

LoyalFans 8 months ago

Sissification School

66% HD 0:10 / 11:29

Sissification School

LoyalFans 4 months ago

My Castrated Sissy

54% 0:10 / 15:11

My Castrated Sissy

APClips 11 months ago

A Disgrace to Our Town Part 2

53% 1:01 / 11:07

A Disgrace to Our Town Part 2

FapHouse 9 months ago

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