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Tag: crossdressing

Videos matched to the crossdressing tag.

Showing 72 results from 457.

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Sissy skank manual three28:20

Sissy skank manual three

96%79.5K views5 years ago

Kendra James

Maitresse Julia - Female Domination - Pegging Time with Fake-Dick5:15

Maitresse Julia - Female Domination - Pegging Time with Fake-Dick

100%65.1K views3 years ago

Julia

FEM DOM Ex-Wife Pegging Sissy Crossdressing Hubby with Fake-Dick7:50

FEM DOM Ex-Wife Pegging Sissy Crossdressing Hubby with Fake-Dick

86%60.2K views5 years ago
Double Penetration Pegging with a Feeldoe - FULL FILM15:00

Double Penetration Pegging with a Feeldoe - FULL FILM

100%30.7K views5 years ago
Sissy Fem Dom Compilation two17:50

Sissy Fem Dom Compilation two

86%28.5K views5 years ago
Pegging my CD Sissy Hubby after Feminizing him3:31

Pegging my CD Sissy Hubby after Feminizing him

92%27.7K views5 years ago
Sissy Aiden looking hot as nailed while taking Brodies big dick (7min of 22)6:20

Sissy Aiden looking hot as nailed while taking Brodies big dick (7min of 22)

100%27.6K views3 years ago

cosmicbroccoli, Sissy

Chubby Fiance into Tights and Skirt offer CD Husband a4:50

Chubby Fiance into Tights and Skirt offer CD Husband a

92%25.9K views4 years ago
Moan for me my sissy bitch - sissification with collar, anal plugs and latex vagina15:50

Moan for me my sissy bitch - sissification with collar, anal plugs and latex vagina

100%24.7K views3 years ago

Lady Julina

crossdressing juniper beri15:25

crossdressing juniper beri

100%24.5K views3 years ago
Bdsm #141:00:00

Bdsm #14

100%23.9K views4 years ago

Olga Barz

You Look Stunning into Dresses9:25

You Look Stunning into Dresses

100%21.1K views4 years ago

Mistress Petra Hunter

Bound Up Sissy Getting Orgasm Denial By beauty Female Domination Gf14:20

Bound Up Sissy Getting Orgasm Denial By beauty Female Domination Gf

89%20.4K views5 years ago
Sissy inside Chastity got rough nailed15:40

Sissy inside Chastity got rough nailed

94%20.1K views4 years ago
FEMALE DOMINATION Wifey Pegging Crossdressing Feminized Hubby into Chastity8:56

FEMALE DOMINATION Wifey Pegging Crossdressing Feminized Hubby into Chastity

100%20K views5 years ago
Enter The Queening52:00

Enter The Queening

67%19K views4 years ago

Carmella Bing, Penny Flame

Cute nerdy computer femboy geek fucked!5:35

Cute nerdy computer femboy geek fucked!

100%16K views2 years ago

Anal, Big Cock, blonde, Blowjob, Clark, deepthroat, Fetish, For, fucking, Handjob, Kissing

Enzo gives femboy Daniel a slap on the ass5:35

Enzo gives femboy Daniel a slap on the ass

100%15K views1 year ago

Enzo Muller

ASMR Sissy Training For Panty Femboys JOI16:49

ASMR Sissy Training For Panty Femboys JOI

57%14.4K views3 years ago

For, Sissy

fiance crossdressing hubby14:05

fiance crossdressing hubby

100%14.3K views4 years ago
Trannies into Trouble13:28

Trannies into Trouble

50%13.8K views5 years ago
Scene #2 - 1000 chaste loser presentation photo contest #1000KeuscheLoser18:41

Scene #2 - 1000 chaste loser presentation photo contest #1000KeuscheLoser

0%13.3K views5 years ago
Crossdressing of a masked amateur lovers24:45

Crossdressing of a masked amateur lovers

67%13K views4 years ago
sucking my hubby his crossdresser mind away3:18

sucking my hubby his crossdresser mind away

100%12K views5 years ago
Period training for Sissy bitches by German Gf Lady Julina15:30

Period training for Sissy bitches by German Gf Lady Julina

75%11.5K views4 years ago

Lady Julina

FEM DOM Fiance Pegging Crossdressing Feminized Hubby inside Chastity8:56

FEM DOM Fiance Pegging Crossdressing Feminized Hubby inside Chastity

100%11.3K views5 years ago
Femboy Positions Tiktok Uncensored Version0:16

Femboy Positions Tiktok Uncensored Version

100%11K views5 years ago
Crossdressing hubby gets banged! by female domination ex-wife with strap2:37

Crossdressing hubby gets banged! by female domination ex-wife with strap

80%10.4K views5 years ago

Wifey

Sissyfication - Bring out your feminine side for German Lover Lady Julina13:50

Sissyfication - Bring out your feminine side for German Lover Lady Julina

100%10.4K views4 years ago
Japanese Boys Fuck in School Uniform Cosplay6:20

Japanese Boys Fuck in School Uniform Cosplay

50%10.1K views2 years ago

asian, Big Cock, Boy, horny boy, Japan, muscle

Crossdresser sissy sub got her first bitchy make up pt210:26

Crossdresser sissy sub got her first bitchy make up pt2

100%9,617 views5 years ago
milf gets Her Unshaved Vagina Finger Bang until She Squirts everywhere - Her soak unshaved vagina wants a huge penis!4:15

milf gets Her Unshaved Vagina Finger Bang until She Squirts everywhere - Her soak unshaved vagina wants a huge penis!

0%9,120 views3 years ago

On

Bondage #141:00:00

Bondage #14

0%8,602 views4 years ago

Olga Barz

Met Brandy15:15

Met Brandy

67%8,597 views5 years ago
Crossdresser and lady play inside Goddess nylon panties5:11

Crossdresser and lady play inside Goddess nylon panties

100%8,592 views5 years ago
Gets double fisted by a expert.13:13

Gets double fisted by a expert.

100%8,317 views5 years ago
Bi Sexual 3 way action12:38

Bi Sexual 3 way action

40%8,215 views5 years ago
Daniel Tanner deepthroating boyfriends hard cock5:35

Daniel Tanner deepthroating boyfriends hard cock

100%8,050 views1 year ago

Enzo Muller

Baby Penis Sissy Jeffery Heuett Gets Fisted and Squirts9:37

Baby Penis Sissy Jeffery Heuett Gets Fisted and Squirts

75%7,927 views5 years ago
Small Penis Sissy Jeffery Heuett and Mommy play Dice Game4:54

Small Penis Sissy Jeffery Heuett and Mommy play Dice Game

100%7,425 views5 years ago
PAWG giving Oral Sex and Blowing on Dick inside Stockings1:35

PAWG giving Oral Sex and Blowing on Dick inside Stockings

100%7,309 views3 years ago

For, On, Sex

Gf with tights got fuck by her bf wearing her Bae panty7:30

Gf with tights got fuck by her bf wearing her Bae panty

0%7,108 views3 years ago

Sexy

Pantyhose Stilettos Cockring Hand Job Cum three1:35

Pantyhose Stilettos Cockring Hand Job Cum three

100%6,799 views5 years ago
black guy fucks his crossdressing friend7:43

black guy fucks his crossdressing friend

6%6,736 views3 years ago

Amateur, Black Guy, Blowjob, Guy

Submissive mistress offering her asshole to her Sissy bf wearing her Bae panties11:30

Submissive mistress offering her asshole to her Sissy bf wearing her Bae panties

100%6,686 views3 years ago

Sexy

Female Domination ex-wife pegging crossdressing hubby, part one3:08

Female Domination ex-wife pegging crossdressing hubby, part one

100%6,680 views5 years ago

Bailey O'Dare

Crossdresser and lady play inside hot nylon panties5:31

Crossdresser and lady play inside hot nylon panties

89%6,484 views5 years ago
Female Domination Strap On Fucks Sissy Crossdresser With Orgasm Denial11:35

Female Domination Strap On Fucks Sissy Crossdresser With Orgasm Denial

100%6,303 views5 years ago
Crossdressing Sissy gets Pegged Rough while into Chastity2:02

Crossdressing Sissy gets Pegged Rough while into Chastity

100%6,238 views5 years ago
Older BBW changing clothes outside. Unshaved twat without lingerie.1:57

Older BBW changing clothes outside. Unshaved twat without lingerie.

100%6,231 views3 years ago

BigMatureBoobs

Sissy Crossdressing And Bi Sexual Female Domination Videos6:16

Sissy Crossdressing And Bi Sexual Female Domination Videos

0%6,095 views5 years ago
Young cd taking bbcs13:09

Young cd taking bbcs

100%5,891 views5 years ago
Club Bimbos16:05

Club Bimbos

0%5,763 views3 years ago
Bi-Curious Threesomes and Female Domination Anal Training Videos19:21

Bi-Curious Threesomes and Female Domination Anal Training Videos

0%5,450 views5 years ago
SHE-MALE SEX SUB (UK 1991) part one20:00

SHE-MALE SEX SUB (UK 1991) part one

0%5,425 views5 years ago
Ball Grabbing Dominant Hand Job inside Stockings2:35

Ball Grabbing Dominant Hand Job inside Stockings

0%5,384 views3 years ago

For, Tan

sissy sex toys play by fiance8:01

sissy sex toys play by fiance

50%5,353 views5 years ago
Sissy Fem Domina Compilation 217:50

Sissy Fem Domina Compilation 2

50%5,115 views5 years ago
Maitresse Julia - pov - My Cuckold Sissy Hubby inside the morning sniffs my crazy Soak Underwear - Female Domination4:30

Maitresse Julia - pov - My Cuckold Sissy Hubby inside the morning sniffs my crazy Soak Underwear - Female Domination

100%4,916 views3 years ago

Julia

Bi-Curious Domination And Sissy Crossdresser Female Domination Porn7:21

Bi-Curious Domination And Sissy Crossdresser Female Domination Porn

0%4,776 views5 years ago
Sissy wird geil gefickt8:05

Sissy wird geil gefickt

0%4,727 views5 years ago
GERMAN T-GIRL GETS YOUNG PENIS UND JIZZED8:21

GERMAN T-GIRL GETS YOUNG PENIS UND JIZZED

100%4,725 views3 years ago

For, fucking, German, sucking

Crossdresser sissy sub got her first bitchy make up pt110:01

Crossdresser sissy sub got her first bitchy make up pt1

0%4,576 views5 years ago
Small Cock, Jeffery Heuett, Anal Intruder and Chastity7:53

Small Cock, Jeffery Heuett, Anal Intruder and Chastity

0%4,520 views5 years ago
Sissy boy banged! by long fake-cock. Fem Dom Pegging4:48

Sissy boy banged! by long fake-cock. Fem Dom Pegging

100%4,297 views4 years ago
Bi-Curious Female Domination And Homosexual Domination Videos6:24

Bi-Curious Female Domination And Homosexual Domination Videos

0%4,262 views5 years ago
Tights Stilettos Cockrings Hand Job Cum four2:30

Tights Stilettos Cockrings Hand Job Cum four

100%3,982 views5 years ago
Masturbating my bf wearing my panties like crossdresser6:55

Masturbating my bf wearing my panties like crossdresser

0%3,951 views3 years ago

Sexy

crossdressed twinkie used inside gang bang by heterosexual african boys16:40

crossdressed twinkie used inside gang bang by heterosexual african boys

0%3,902 views4 years ago
MMV FILMS German Cougar and her crossdressing hubby12:54

MMV FILMS German Cougar and her crossdressing hubby

100%3,885 views5 years ago

Meli Deluxe

Vampire Femboy chained up and banged by Fem Dom TEASER: PAID EXCLUSIVE (With @Cosmicbroccoli)4:33

Vampire Femboy chained up and banged by Fem Dom TEASER: PAID EXCLUSIVE (With @Cosmicbroccoli)

100%3,853 views4 years ago

Banderwok

两根巨型阴茎插入肛门 伪娘 女装大佬4:50

两根巨型阴茎插入肛门 伪娘 女装大佬

67%3,831 views4 years ago
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