Dressing (6,343)

Nylon Domination: Encased in her Nylons then covered in her cum

53% 0:30 / 19:08

Nylon Domination: Encased in her Nylons then covered in her cum

Clips4sale 1 year ago

Sissy Zone Cycle 2

62% 0:19 / 21:44

Sissy Zone Cycle 2

Clips4sale 1 year ago

My Feet and Dress Socks Are up for You

My Feet and Dress Socks Are up for You

FapHouse 1 year ago

Nasty shemale cum all over her dress and wishing you

Nasty shemale cum all over her dress and wishing you

xHamster 1 year ago

RIKKI ROPE BONDAGE in LATEX with HOOK HD 50fps 720p

HD 0:27 / 21:25

RIKKI ROPE BONDAGE in LATEX with HOOK HD 50fps 720p

Clips4sale 1 year ago

CROSSDRESSER TRAINING - FEMINIZATION AND PEGGING (EN-720)

HD 0:28 / 31:12

CROSSDRESSER TRAINING - FEMINIZATION AND PEGGING (EN-720)

Clips4sale 1 year ago

SISSY IN A SPITROAST

SISSY IN A SPITROAST

Clips4sale 1 year ago

Crossdressing Pageant Ms DomCon 2016 Sissy Crossdresser

Premium 56% 33:10

Crossdressing Pageant Ms DomCon 2016 Sissy Crossdresser

APClips 1 year ago

Crossdressing Stepsons need to be punished in chastity and humiliated by their Step Mother HD

55% HD 0:23 / 32:33

Crossdressing Stepsons need to be punished in chastity and humiliated by their Step Mother HD

Clips4sale 1 year ago

Day 43 Sissy training programme: Sex and sexuality as a sissy

HD 0:30 / 12:34

Day 43 Sissy training programme: Sex and sexuality as a sissy

Clips4sale 1 year ago

The Solo Voyeur Series Episode 1

HD 0:11 / 11:31

The Solo Voyeur Series Episode 1

Clips4sale 4 years ago

Heteroflexible K solo V77: thin fit muscular hung older twunk afternoon quickie

Heteroflexible K solo V77: thin fit muscular hung older twunk afternoon quickie

Clips4sale 3 years ago

Heteroflexible K naked outside 19: public nudity outdoor outside expose flashing by semi truck

Heteroflexible K naked outside 19: public nudity outdoor outside expose flashing by semi truck

Clips4sale 3 years ago

Heteroflexible K naked outside 18: public nudity outdoor outside expose flashing

Heteroflexible K naked outside 18: public nudity outdoor outside expose flashing

Clips4sale 3 years ago

Heteroflexible K solo V74: thin fit muscular hung older twunk taker POV long underwear

Heteroflexible K solo V74: thin fit muscular hung older twunk taker POV long underwear

Clips4sale 3 years ago

Live Your Life As A Woman

Live Your Life As A Woman

Clips4sale 3 years ago

Heteroflexible K crossdressing 85: slender fit older hung twunk transvestite socks panties top

Heteroflexible K crossdressing 85: slender fit older hung twunk transvestite socks panties top

Clips4sale 3 years ago

Sissy Bimbo School Counselor

Sissy Bimbo School Counselor

Clips4sale 3 years ago

Heteroflexible K solo V128: thin fit muscular vascular hung older anal play dildo just the tip

Heteroflexible K solo V128: thin fit muscular vascular hung older anal play dildo just the tip

Clips4sale 3 years ago

Reward for my leather sissy Katja (handjob and cumshot)

74% 0:11 / 7:04

Reward for my leather sissy Katja (handjob and cumshot)

Clips4sale 3 years ago

Heteroflexible K solo V123: thin slim fit muscular vascular hung older mature

HD 0:11 / 12:04

Heteroflexible K solo V123: thin slim fit muscular vascular hung older mature

Clips4sale 3 years ago

Sissy Lucy stroking my big cock while dressed in Hot Meg outfit

Sissy Lucy stroking my big cock while dressed in Hot Meg outfit

xHamster 3 years ago

TS Kari Kane Docking with Hard Black Cock

66% 0:45 / 24:32

TS Kari Kane Docking with Hard Black Cock

Clips4sale 3 years ago

Wifey chooses your outfit- 1080p

HD 0:23 / 11:08

Wifey chooses your outfit- 1080p

Clips4sale 2 years ago

A Chick With a Dick? I Know Your Fantasy!

A Chick With a Dick? I Know Your Fantasy!

Clips4sale 2 years ago

Trans Mistress Wendy Summers Makes You a Sissy Sex Object

Trans Mistress Wendy Summers Makes You a Sissy Sex Object

Clips4sale 2 years ago

Trans Girl Gets You Ready for Your First Gangbang

Trans Girl Gets You Ready for Your First Gangbang

Clips4sale 2 years ago

Unaware transformation into dates Underwear

Unaware transformation into dates Underwear

Clips4sale 2 years ago

No point in hiding | Giant POV humiliation - Lalo Cortez

No point in hiding | Giant POV humiliation - Lalo Cortez

Clips4sale 2 years ago

The Maid's Boss - Role Reversal Femdom Sex

The Maid's Boss - Role Reversal Femdom Sex

Clips4sale 2 years ago

Your Fat Future - 1080 WMV

HD 0:30 / 10:15

Your Fat Future - 1080 WMV

Clips4sale 3 years ago

Heteroflexible K solo V190: thin slim fit muscular vascular hung older showing off and having fun

HD 0:11 / 11:19

Heteroflexible K solo V190: thin slim fit muscular vascular hung older showing off and having fun

Clips4sale 3 years ago

Heteroflexible K solo V198: thin slim fit muscular vascular hung older another intimate look

Heteroflexible K solo V198: thin slim fit muscular vascular hung older another intimate look

Clips4sale 3 years ago

At your command! Bondage orgasm and cumshot for leather sissy Katja

65% 0:11 / 17:20

At your command! Bondage orgasm and cumshot for leather sissy Katja

Clips4sale 3 years ago

Mistress Antonella trains the ass of her sissy maid

Mistress Antonella trains the ass of her sissy maid

Clips4sale 3 years ago

Heteroflexible K solo V212: thin slim fit muscular vascular hung older vibrating anal toy and cock ring combo

Heteroflexible K solo V212: thin slim fit muscular vascular hung older vibrating anal toy and cock ring combo

Clips4sale 3 years ago

femdom futa Step-Mommy pegs you and makes you her cocksucking sissy slut - SD

femdom futa Step-Mommy pegs you and makes you her cocksucking sissy slut - SD

Clips4sale 3 years ago

Mistress knows best 2cd

56% 0:11 / 44:49

Mistress knows best 2cd

Clips4sale 3 years ago

Mistress Lady Renee - bitch for Me - wmv

Mistress Lady Renee - bitch for Me - wmv

Clips4sale 3 years ago

Caressing and modeling a sexy satin dress

Caressing and modeling a sexy satin dress

Clips4sale 3 years ago

ASHLEY MADDEN TS PHOTOSHOOT GOES WILD

ASHLEY MADDEN TS PHOTOSHOOT GOES WILD

Clips4sale 3 years ago

Dress Up Playtime With Sissy Bitch Boy - Princess Mia And Spoiled Princess Araya (HD1080p)

66% 0:25 / 13:32

Dress Up Playtime With Sissy Bitch Boy - Princess Mia And Spoiled Princess Araya (HD1080p)

Clips4sale 3 years ago

YOU WILL BE THE PRETTIEST BOY AT THE PARTY 720p

4K 0:40 / 11:02

YOU WILL BE THE PRETTIEST BOY AT THE PARTY 720p

Clips4sale 3 years ago

Sissy Slut Transformation and Training (720p)

HD 0:11 / 15:23

Sissy Slut Transformation and Training (720p)

Clips4sale 3 years ago

Caught in my closet_

Caught in my closet_

Clips4sale 3 years ago

Pathetic sissy bitch boi dressed up as a worthless maid and pegged hardcore

Pathetic sissy bitch boi dressed up as a worthless maid and pegged hardcore

xHamster 3 years ago

Sissy Saturday ritual

HD 0:11 / 10:14

Sissy Saturday ritual

Clips4sale 4 years ago

No Ones Gonna Notice

No Ones Gonna Notice

Clips4sale 3 years ago

SISSY TRAINING AND BONDAGE TIME

SISSY TRAINING AND BONDAGE TIME

Clips4sale 3 years ago

Hung Tbabe Kalliny Nomura Dominates Her Crossdresser

HD 0:29 / 37:25

Hung Tbabe Kalliny Nomura Dominates Her Crossdresser

Clips4sale 3 years ago

Cosplay runa fuck ass toys until cumming

Cosplay runa fuck ass toys until cumming

Clips4sale 3 years ago

Wedding Fuck Fantasy Trans Girl Panty Show

Wedding Fuck Fantasy Trans Girl Panty Show

Clips4sale 3 years ago

Show Me Those Panties

Show Me Those Panties

Clips4sale 3 years ago

Tranny Giantess Crushes Tiny Peoples And Their Cars

HD 0:20 / 28:04

Tranny Giantess Crushes Tiny Peoples And Their Cars

Clips4sale 3 years ago

TS VIPER PUFF PUFF SLEEVE BLUE DRESS PVC LATEX GLOVES BLUE THIGH HIGH HEELS SMOKING 120 MM

58% HD 0:55 / 14:22

TS VIPER PUFF PUFF SLEEVE BLUE DRESS PVC LATEX GLOVES BLUE THIGH HIGH HEELS SMOKING 120 MM

Clips4sale 3 years ago

720P Cross Dress For Your Boss: Public Humiliation Dirty Talk & Crossdressing Encouragement

720P Cross Dress For Your Boss: Public Humiliation Dirty Talk & Crossdressing Encouragement

Clips4sale 3 years ago

My little Princess

My little Princess

Clips4sale 3 years ago

Tel gets a whipping

Tel gets a whipping

Clips4sale 2 years ago

Spit Roasting The Trans Slave Girl (WMV HD)

66% HD 0:11 / 13:58

Spit Roasting The Trans Slave Girl (WMV HD)

Clips4sale 3 years ago

Suck His Cock

Clips4sale 2 years ago

Sandra's Strict Leather Bondage Struggle

Sandra's Strict Leather Bondage Struggle

Clips4sale 2 years ago

Imagine What Being Spanked by Miss Jenn as a Sissy Would be Like? [MP4](HD)

Premium HD 3:52

Imagine What Being Spanked by Miss Jenn as a Sissy Would be Like? [MP4](HD)

Clips4sale 4 years ago

Mistress Antonella trains her sissy Jaquelina

HD 0:11 / 21:42

Mistress Antonella trains her sissy Jaquelina

Clips4sale 3 years ago

Slutty SISSY CLOWN Twin

Slutty SISSY CLOWN Twin

Clips4sale 3 years ago

Big Cock stepMommy Turns You Sissy - hd wmv

55% HD 0:30 / 13:00

Big Cock stepMommy Turns You Sissy - hd wmv

Clips4sale 3 years ago

Mistress Lady Renee - Dressing My bitch - wmv

Mistress Lady Renee - Dressing My bitch - wmv

Clips4sale 3 years ago

Heteroflexible K crossdressing 106: slender fit older hung transvestite skirt knee high socks

56% 0:11 / 16:06

Heteroflexible K crossdressing 106: slender fit older hung transvestite skirt knee high socks

Clips4sale 3 years ago

Karly Salinas & Sushi Xhyvette - "Transforming Our Doll" POV Femdom Gender Transform - HD 1080p

Karly Salinas & Sushi Xhyvette - "Transforming Our Doll" POV Femdom Gender Transform - HD 1080p

Clips4sale 3 years ago

Anna and her big girly cock in net tights

Anna and her big girly cock in net tights

xHamster 2 years ago

Star Nine's Special University Study

67% 0:40 / 13:54

Star Nine's Special University Study

Clips4sale 2 years ago

Evil Twins Bind, Gag And Make The Good Twins Wear Leather

Evil Twins Bind, Gag And Make The Good Twins Wear Leather

Clips4sale 2 years ago

Score More Goals! Featuring Zack Quick Download Version

56% 1:00 / 12:25

Score More Goals! Featuring Zack Quick Download Version

Clips4sale 2 years ago

Tommy Captured and Worshiped

4K 0:42 / 12:50

Tommy Captured and Worshiped

Clips4sale 3 years ago

3 Piece Black Suit Ruined in the Shower

3 Piece Black Suit Ruined in the Shower

Clips4sale 3 years ago

Heteroflexible K solo V208: thin slim fit muscular vascular hung older makeshift penis cock pump

Heteroflexible K solo V208: thin slim fit muscular vascular hung older makeshift penis cock pump

Clips4sale 3 years ago

Risky Blowjob in the Dressing Room

Risky Blowjob in the Dressing Room

Clips4sale 3 years ago

Fluffy boy shows off and gets off

66% HD 0:29 / 35:22

Fluffy boy shows off and gets off

Clips4sale 3 years ago

FEMINIZED BOYFRIEND

29% 0:11 / 12:16

FEMINIZED BOYFRIEND

Clips4sale 3 years ago

dress up with stepmommy! slutty maid feminization

dress up with stepmommy! slutty maid feminization

Clips4sale 3 years ago

Fuel Your Fetish! (Part 4)

55% 0:51 / 12:26

Fuel Your Fetish! (Part 4)

Clips4sale 3 years ago

Blonde TS Ariella Shameless Offers The Best Room Service

Blonde TS Ariella Shameless Offers The Best Room Service

Clips4sale 3 years ago

Goddess Misty Rein Smashes Sabrina Valentine's Girl Cock and Balls (STANDARD WMV)

65% 0:11 / 12:34

Goddess Misty Rein Smashes Sabrina Valentine's Girl Cock and Balls (STANDARD WMV)

Clips4sale 2 years ago

4K Big Butt Booty Big Ass Shemale Amateur Model Self Sexy Video Creator Femboy And Professional Homemade Crossdresser Kitty

4K Big Butt Booty Big Ass Shemale Amateur Model Self Sexy Video Creator Femboy And Professional Homemade Crossdresser Kitty

xHamster 2 years ago

Handsfree Sissy Orgasm

Handsfree Sissy Orgasm

Clips4sale 2 years ago

Trying On Panties

Premium HD 9:01

Trying On Panties

Clips4sale 2 years ago

Small penis humiliation - feminization girls slumber party

Small penis humiliation - feminization girls slumber party

Clips4sale 2 years ago

hairyartist-dress sock geyser

hairyartist-dress sock geyser

xHamster 5 years ago

Floor Licking Maid *MobileHD*

Floor Licking Maid *MobileHD*

Clips4sale 4 years ago

Sissy Riding Dildo and Cumming in Chastity

HD 0:17 / 13:08

Sissy Riding Dildo and Cumming in Chastity

Clips4sale 4 years ago

Str8 Bulgarian builder Breding a hawt sissy crossdresser ???? see the other angle ????

Str8 Bulgarian builder Breding a hawt sissy crossdresser ???? see the other angle ????

ShemaleSin 4 years ago

Slutty Sissy Masturbation Instructions (1080p)

HD 0:11 / 10:25

Slutty Sissy Masturbation Instructions (1080p)

Clips4sale 4 years ago

Cute Newcomer Mika S in Her Japanese Style School Uniform

61% HD 0:26 / 6:18

Cute Newcomer Mika S in Her Japanese Style School Uniform

Clips4sale 4 years ago

Pick Up and Suck (4K)

4K 0:11 / 11:23

Pick Up and Suck (4K)

Clips4sale 4 years ago

Heteroflexible K solo anal 19: slim fit older muscular twunk ass anal odd insertion toy

Heteroflexible K solo anal 19: slim fit older muscular twunk ass anal odd insertion toy

Clips4sale 4 years ago

socks! 9 - sock fetish "fuck off" socks

socks! 9 - sock fetish "fuck off" socks

Clips4sale 3 years ago

Babbling Brainless Barbie Bimbo Voices Are In Your Head

Babbling Brainless Barbie Bimbo Voices Are In Your Head

Clips4sale 3 years ago

Drip In Your Panties

Drip In Your Panties

Clips4sale 3 years ago

Big Cock stepMommy Turns You Sissy - sd mp4

50% HD 0:30 / 13:00

Big Cock stepMommy Turns You Sissy - sd mp4

Clips4sale 3 years ago

Boyfriend Experience With Calyx

HD 0:25 / 10:59

Boyfriend Experience With Calyx

Clips4sale 3 years ago

Dafne Delivers - full scene

56% 0:11 / 15:37

Dafne Delivers - full scene

Clips4sale 3 years ago

Heteroflexible K solo V165: thin slim fit muscular vascular hung older anal vibrator fun

Heteroflexible K solo V165: thin slim fit muscular vascular hung older anal vibrator fun

Clips4sale 3 years ago

Hawt Hawt Golden-Haired Crossdresser Red costume and high heels

Hawt Hawt Golden-Haired Crossdresser Red costume and high heels

ShemaleSin 4 years ago

Throwback Thursday Episode 2 I Wish You Could Taste Me

Throwback Thursday Episode 2 I Wish You Could Taste Me

Clips4sale 4 years ago

Cumming in a Red Dress! Big Cumshot!

HD 0:30 / 12:52

Cumming in a Red Dress! Big Cumshot!

Clips4sale 4 years ago

Forever Slave

Clips4sale 4 years ago

Goddess Misty Rein Smashes My Girlcock and Balls (STANDARD WMV)

Goddess Misty Rein Smashes My Girlcock and Balls (STANDARD WMV)

Clips4sale 4 years ago

The shemale loves creampie

4K 0:27 / 15:35

The shemale loves creampie

Clips4sale 4 years ago

Lil Sissy Gay Boy

Lil Sissy Gay Boy

Clips4sale 3 years ago

Crazy Nikki Montero trying dresses with a hard cock in front of the mirror

Crazy Nikki Montero trying dresses with a hard cock in front of the mirror

Clips4sale 3 years ago

Tasks From Us Cuckolding SD

HD 0:25 / 11:23

Tasks From Us Cuckolding SD

Clips4sale 3 years ago

Mistress Lady Renee - Learning to suck - mp4

Mistress Lady Renee - Learning to suck - mp4

Clips4sale 3 years ago

Caged Sissy Cums From Intense CBT

51% HD 0:21 / 12:52

Caged Sissy Cums From Intense CBT

Clips4sale 3 years ago

Heteroflexible K solo V126: thin fit muscular vascular hung older bathroom break

Heteroflexible K solo V126: thin fit muscular vascular hung older bathroom break

Clips4sale 3 years ago

Trans Girl In Crotchless Pantyhose

Trans Girl In Crotchless Pantyhose

xHamster 4 years ago

Mandy Makes You A Gay Whore For Pay (STANDARD WMV)

Mandy Makes You A Gay Whore For Pay (STANDARD WMV)

Clips4sale 4 years ago

Matthew's Service Party - Mobile

HD 0:28 / 12:42

Matthew's Service Party - Mobile

Clips4sale 4 years ago

From Boyfriend to SISSY BITCH (mov)

From Boyfriend to SISSY BITCH (mov)

Clips4sale 4 years ago

Your Only Real Fantasy is Cock

66% HD 0:11 / 8:32

Your Only Real Fantasy is Cock

Clips4sale 4 years ago

Mrz Neptune Latex Glove Hand Over Mouth

65% 0:11 / 10:19

Mrz Neptune Latex Glove Hand Over Mouth

Clips4sale 4 years ago

Heteroflexible K solo anal 20: slim fit older muscular twunk ass anal insertion triple penetration

Heteroflexible K solo anal 20: slim fit older muscular twunk ass anal insertion triple penetration

Clips4sale 3 years ago

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6,343 results found

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