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Roleplay: 115 Movies, listed by Popularity

GenderX - Transsexual Nurse Gives Full Body Physical Exam

GenderX - Transsexual Nurse Gives Full Body Physical Exam

10:51
lena kelly pierce paris genderx ass
Big Dick Bitch presents ROLE PLAY 4 Dvd

Big Dick Bitch presents ROLE PLAY 4 Dvd

03:18
ladyboys shemales
Hot Passable Crossdresser Fucks Sexy Babe Hard

Hot Passable Crossdresser Fucks Sexy Babe Hard

11:33
big-cock female-friendly mother
Lazy maid gets anal abuse for not cleaning with dirty talking abuse

Lazy maid gets anal abuse for not cleaning with dirty talking abuse

07:23
ass-fuck lazy maid
Russian Crossdress Roleplayers

Russian Crossdress Roleplayers

40:42
crossdressers
Haunted Hotel Room TS Fuck

Haunted Hotel Room TS Fuck

05:06
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Role Play Trannys!

Role Play Trannys!

18:01
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Huge dick shemale, sean michaels black cock, sean michaels shemale

Huge dick shemale, sean michaels black cock, sean michaels shemale

32:05
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Tgirl slave, china live play

Tgirl slave, china live play

11:29
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Sissy Maids in the Mirror - PVC TS British Maid Fetish Bimbo Sasha de Sade

Sissy Maids in the Mirror - PVC TS British Maid Fetish Bimbo Sasha de Sade

23:35
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Tranny Duo Having A Nude Role Play

Tranny Duo Having A Nude Role Play

10:15
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Tied up crossdresser just can't cum

Tied up crossdresser just can't cum

22:02
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Krystal's Hotel Tease (trans, fetish, female mask, mask, feminization, crossdress, transformation)

Krystal's Hotel Tease (trans, fetish, female mask, mask, feminization, crossdress, transformation)

30:48
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Shemale Blowjobs 5 - Scene 4

Shemale Blowjobs 5 - Scene 4

18:00
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Ts Allie Hart roleplay fantasy

Ts Allie Hart roleplay fantasy

13:27
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How to milk a dick cow

How to milk a dick cow

18:17
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Hot Milf and Sexy Stud Couple Trade Oral in Lingerie

Hot Milf and Sexy Stud Couple Trade Oral in Lingerie

04:27
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Couple Shemale Sucking and Role Play

Couple Shemale Sucking and Role Play

10:08
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Caption Stories: Anchorwoman Position

Caption Stories: Anchorwoman Position

17:18
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Role Playing

Role Playing

24:39
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Femdom strapon, futa pov, futa tmc

Femdom strapon, futa pov, futa tmc

11:37
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TS Babe fucks her Brotherinlaw

TS Babe fucks her Brotherinlaw

06:10
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Shemale lifts a guy, fat guy

Shemale lifts a guy, fat guy

16:11
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Batgirl masturbates cock with her feet

Batgirl masturbates cock with her feet

08:01
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Hot BDSM Roleplay Until Cumshot

Hot BDSM Roleplay Until Cumshot

10:24
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transsexual nurses - Scene 1

transsexual nurses - Scene 1

22:30
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Little Red Tranny Hood

Little Red Tranny Hood

31:24
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Barely Female 13 - Scene 6

Barely Female 13 - Scene 6

14:43
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Seductive TS Sophia Bella Wanks Her Beautiful Cock

Seductive TS Sophia Bella Wanks Her Beautiful Cock

14:56
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Mommy takes the virginity of her trans daughter

Mommy takes the virginity of her trans daughter

13:51
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Caught in the Act .. RedheadLiz catches EWGuy in bed w/stepdaugther Faith

Caught in the Act .. RedheadLiz catches EWGuy in bed w/stepdaugther Faith

22:37
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Hot TS Asian Cheerleader Gets Pounded Raw

Hot TS Asian Cheerleader Gets Pounded Raw

20:08
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TEENAGE TRANSSEXUAL NURSES 8 - Scene 4

TEENAGE TRANSSEXUAL NURSES 8 - Scene 4

25:05
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Mesmerized to suck trans cock

Mesmerized to suck trans cock

15:38
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Tgirl Kimberly role plays as a horny cop

Tgirl Kimberly role plays as a horny cop

05:00
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Tranny Duo Having A Nude Role Play

Tranny Duo Having A Nude Role Play

10:12
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Shemales Really Loves Role Playing

Shemales Really Loves Role Playing

10:08
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Doctor’s Office Fuck With TS Kendra Sinclaire

Doctor’s Office Fuck With TS Kendra Sinclaire

05:15
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Shemale Love to Role Play

Shemale Love to Role Play

10:04
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Asuka's playtime (female mask, asian, pantyhose, fetish, feminization, trans, crossdress, mask, wig)

Asuka's playtime (female mask, asian, pantyhose, fetish, feminization, trans, crossdress, mask, wig)

14:04
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Hot BDSM Roleplay Until Cumshot

Hot BDSM Roleplay Until Cumshot

10:07
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Shemale Love to Role Play

Shemale Love to Role Play

10:04
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Hermaphrodite, teen joi, futanari pantyhose

Hermaphrodite, teen joi, futanari pantyhose

11:04
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Anal invasion, transsexual, slave

Anal invasion, transsexual, slave

10:30
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Roleplay, chaturbate

Roleplay, chaturbate

13:45
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scene o_tsMia tha Prostitute

scene o_tsMia tha Prostitute

11:18
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Shemales Really Loves Role Playing

Shemales Really Loves Role Playing

10:08
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russian trans*girl laska plays with her toys for you role play

russian trans*girl laska plays with her toys for you role play

13:30
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Cum glasses hot licking

Cum glasses hot licking

22:47
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Parodie, 3d futanari, cartoon parody 3d

Parodie, 3d futanari, cartoon parody 3d

01:02:08
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Cosplay, romantic, petite

Cosplay, romantic, petite

13:20
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Foot fetish, cuckold, predominance

Foot fetish, cuckold, predominance

10:28
bdsm cuckold domination
Giantess roleplay and cumshot

Giantess roleplay and cumshot

15:47
solo big tits cumshot
SHE-MALE SUPERMODEL CAROL - Scene 2

SHE-MALE SUPERMODEL CAROL - Scene 2

16:35
karol castro dildo babe
date me, "modify" my beverage and fuck me cuz I love it

date me, "modify" my beverage and fuck me cuz I love it

10:31
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trans mommy had the cock bigger than daddy

trans mommy had the cock bigger than daddy

10:01
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Couple Shemale Sucking and Role Play

Couple Shemale Sucking and Role Play

10:08
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Shemale Anal Adventures - Scene 3

Shemale Anal Adventures - Scene 3

30:59
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3d story, 3d futanari, family album

3d story, 3d futanari, family album

34:15
anime big ass big boobs
Sissy in chastity, sissy crossdresser, chastity husband sissy

Sissy in chastity, sissy crossdresser, chastity husband sissy

11:08
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Shemales Really Loves Role Playing

Shemales Really Loves Role Playing

10:08
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Natalie Mars, Goddess Tangent & Jasmine Mendez and strapon

Natalie Mars, Goddess Tangent & Jasmine Mendez and strapon

17:09
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Catwoman, batgirl spank catwoman, latex

Catwoman, batgirl spank catwoman, latex

10:10
ball busting femdom roleplay
Cum eating cuckold, cheating, mistress

Cum eating cuckold, cheating, mistress

10:32
bdsm cuckold face sitting
She Male Domain 03 - Scene 3

She Male Domain 03 - Scene 3

14:13
shemale lady-boy tranny
Sexy BBW Nurse Tanya Mellow Sucking and riding

Sexy BBW Nurse Tanya Mellow Sucking and riding

09:04
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Christmas stepmom roleplay

Christmas stepmom roleplay

22:10
solo big tits cumshot
Taboo TS/female 4way with Bianca Stone, Arabelle Raphael and Delia Delions

Taboo TS/female 4way with Bianca Stone, Arabelle Raphael and Delia Delions

17:25
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Thanks for the date, but I just wanna fuck you more then ever now. Trans gentle dom roleplay

Thanks for the date, but I just wanna fuck you more then ever now. Trans gentle dom roleplay

14:23
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Trans roleplay, teenage

Trans roleplay, teenage

14:33
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Haunted Hotel Room TS Fuck

Haunted Hotel Room TS Fuck

05:06
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Hot BDSM Roleplay Until Cumshot

Hot BDSM Roleplay Until Cumshot

10:24
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Shemale Love to Role Play

Shemale Love to Role Play

10:04
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Euro Zone claims for Better School Education, RedVex Schoolgirl

Euro Zone claims for Better School Education, RedVex Schoolgirl

14:10
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Surprise I Have A Dick - Scene 1

Surprise I Have A Dick - Scene 1

19:03
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Vintage Karen Dior role play

Vintage Karen Dior role play

18:06
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Shemales Really Loves Role Playing

Shemales Really Loves Role Playing

10:08
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Pigtails Roleplay Yard Fuckfest

Pigtails Roleplay Yard Fuckfest

06:42
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Shemale on shemale, sleeping sister

Shemale on shemale, sleeping sister

12:00
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Dirty Feet Blowjob Huge Mouth Full Of Cum And Swallowing

Dirty Feet Blowjob Huge Mouth Full Of Cum And Swallowing

22:12
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Schoolgirls ts Lena Kelly and Cis Goth Charlotte Share Teacher

Schoolgirls ts Lena Kelly and Cis Goth Charlotte Share Teacher

20:08
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HD: Submissive gets FACE FUCKING in Spandex mask by DOM Alpha FTM Transman

HD: Submissive gets FACE FUCKING in Spandex mask by DOM Alpha FTM Transman

11:21
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Hot BDSM Roleplay Until Cumshot

Hot BDSM Roleplay Until Cumshot

10:24
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Shemales Really Loves Role Playing

Shemales Really Loves Role Playing

10:08
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Jenna's masturbation (female mask, cross dressing, transvestite, rubber, heels, pantyhose, gloves)

Jenna's masturbation (female mask, cross dressing, transvestite, rubber, heels, pantyhose, gloves)

17:36
mask asian babe
Hes My Girl - Scene 1

Hes My Girl - Scene 1

20:36
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Dirndl Beermaid Dickgirl Masturbates cums

Dirndl Beermaid Dickgirl Masturbates cums

37:19
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Sissy Training with Mistress

Sissy Training with Mistress

13:04
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Tranny flavor desserts

Tranny flavor desserts

19:15
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Shemale Love to Role Play

Shemale Love to Role Play

10:04
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Pussy licking with a vibrator Milf sucks hot CD TS cock

Pussy licking with a vibrator Milf sucks hot CD TS cock

16:44
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schoolgirl crossdresser lets off some steam

schoolgirl crossdresser lets off some steam

15:21
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Futanari Chicks with Dicks Fantasy Roleplay JOI

Futanari Chicks with Dicks Fantasy Roleplay JOI

10:54
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Barely Female 21 - Scene 1

Barely Female 21 - Scene 1

14:23
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Fucking the Catgirl Maid

Fucking the Catgirl Maid

10:43
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trans schoolgirl fucked bareback by naughty daddy

trans schoolgirl fucked bareback by naughty daddy

01:32
sexy-transexual anal-creampie british-schoolgirl
Ass fucked with glass dildo until orgasm by tranny crossdresser

Ass fucked with glass dildo until orgasm by tranny crossdresser

08:40
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Brasil, le rompen el culo, shemale rompe culos

Brasil, le rompen el culo, shemale rompe culos

22:16
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Shemale Nurses in Stockings Suck and Fuck Eachother

Shemale Nurses in Stockings Suck and Fuck Eachother

10:00
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androgino

androgino

08:29
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Couple Shemale Sucking and Role Play

Couple Shemale Sucking and Role Play

10:08
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Cage pet, petgirl

Cage pet, petgirl

13:28
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Sri lanka, shemale cum no hands

Sri lanka, shemale cum no hands

11:20
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Evening Encounter 1 - Working 9 to 5 Faith Elaine & Liz Zarko tag team EW

Evening Encounter 1 - Working 9 to 5 Faith Elaine & Liz Zarko tag team EW

31:14
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Hes My Girl - Scene 4

Hes My Girl - Scene 4

22:32
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Electro torture, role play

Electro torture, role play

26:10
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Trap in Maid Lingerie Eats Own Cum

Trap in Maid Lingerie Eats Own Cum

10:18
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Shemale Love to Role Play

Shemale Love to Role Play

10:04
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