Dressing (5,034)

Adult Baby Needs More Dinner. Strict British Domme Feeds Her Diaperboy Whilst He Is Dressed In Pink Diapers, Plastic Pants, Bonnet & Bib

Adult Baby Needs More Dinner. Strict British Domme Feeds Her Diaperboy Whilst He Is Dressed In Pink Diapers, Plastic Pants, Bonnet & Bib

Clips4sale 2 months ago

The Feminization Room - Remy D gets caught and transformed by Princess Dandy and Megan Daw (shaving, makeup, feminization, sissy, chastity, crossdressing, double domination, pegging)

54% 0:30 / 58:28

The Feminization Room - Remy D gets caught and transformed by Princess Dandy and Megan Daw (shaving, makeup, feminization, sissy, chastity, crossdressing, double domination, pegging)

Clips4sale 1 year ago

Dick Worship and Crossdressing Encouragement Mind Fuck

Dick Worship and Crossdressing Encouragement Mind Fuck

Clips4sale 2 years ago

HOMEWRECKED SISSY FAGGOT

HOMEWRECKED SISSY FAGGOT

Clips4sale 2 years ago

Naked cross-dressing with me

Naked cross-dressing with me

Juicexxx 3 months ago

Sex with Tranny after the beach! Blowjob, footjob and double cumshot!!

56% HD 0:33 / 9:44

Sex with Tranny after the beach! Blowjob, footjob and double cumshot!!

Clips4sale 2 years ago

Sissy Maid Strokefest - With Effects

60% HD 0:10 / 14:23

Sissy Maid Strokefest - With Effects

LoyalFans 1 year ago

FREE MASSAGE TS SURPRISE

49% 0:30 / 35:14

FREE MASSAGE TS SURPRISE

Clips4sale 1 year ago

A Sissy Diaper Prank

57% HD 0:29 / 21:40

A Sissy Diaper Prank

Clips4sale 11 months ago

Sissy to Cock Sucker Pipeline

50% HD 0:25 / 10:14

Sissy to Cock Sucker Pipeline

Clips4sale 1 year ago

Heteroflexible K naked outside 16: public nudity outdoor outside flashing masturbation cemetery

Heteroflexible K naked outside 16: public nudity outdoor outside flashing masturbation cemetery

Clips4sale 3 years ago

Go Sissy For Me

55% HD 0:15 / 8:18

Go Sissy For Me

Clips4sale 2 years ago

Sandra in Self Bondage in Her Tight Print Dress

57% HD 0:33 / 15:19

Sandra in Self Bondage in Her Tight Print Dress

Clips4sale 4 years ago

DOMME WIFE TURNS YOU INTO A LIVE IN SISSYMAID MIND FUCK - Sissy Slut Training

DOMME WIFE TURNS YOU INTO A LIVE IN SISSYMAID MIND FUCK - Sissy Slut Training

Clips4sale 5 months ago

Good Morning Baby Natalie!

68% HD 0:29 / 13:44

Good Morning Baby Natalie!

Clips4sale 3 years ago

Cum and do a Jerk Off and Room Tour With Me!

Cum and do a Jerk Off and Room Tour With Me!

Clips4sale 2 years ago

Diversity Drive (SD MP4)

4K 0:30 / 15:26

Diversity Drive (SD MP4)

Clips4sale 1 year ago

Sexy Pre-Cumming Cut Penis Clapping With Smooth Legs Makes Me Slutty

Sexy Pre-Cumming Cut Penis Clapping With Smooth Legs Makes Me Slutty

ShemaleSin 9 months ago

SISSY CLINICAL TRANSFORMATION MESMERIZE, Becoming A Sissy Femboy By A Domme Nurse - Sissy Training, Sissy Slut Mind Fuck

57% 0:30 / 24:08

SISSY CLINICAL TRANSFORMATION MESMERIZE, Becoming A Sissy Femboy By A Domme Nurse - Sissy Training, Sissy Slut Mind Fuck

Clips4sale 1 year ago

Pink Sissy Couple mp4

Pink Sissy Couple mp4

Clips4sale 3 weeks ago

working up to it

working up to it

Clips4sale 9 months ago

You Will Dress As A Slutty Maid & Clean The House

HD 0:15 / 19:00

You Will Dress As A Slutty Maid & Clean The House

Clips4sale 6 months ago

PANTYHOSE WEARING SISSY SLUT TRANCE

63% 4K 0:25 / 20:47

PANTYHOSE WEARING SISSY SLUT TRANCE

Clips4sale 3 years ago

THE SISSY, THE BULL, THE CHASTITY, THE LINGERIE, AND THE KEYHOLDER MESMERIZE

63% 0:30 / 27:07

THE SISSY, THE BULL, THE CHASTITY, THE LINGERIE, AND THE KEYHOLDER MESMERIZE

Clips4sale 6 months ago

Tranny business bitch! Public blowjob and cumshot before the meeting !!

78% HD 0:34 / 9:58

Tranny business bitch! Public blowjob and cumshot before the meeting !!

Clips4sale 2 years ago

Throbbing Sissy Cuckold

51% HD 0:10 / 8:38

Throbbing Sissy Cuckold

LoyalFans 1 year ago

Trans-Dimensional Super Girl Is At It Again PT1 - Lil Mizz Unique, Autumn Bodell And Sinn Sage 4k

4K 0:12 / 14:51

Trans-Dimensional Super Girl Is At It Again PT1 - Lil Mizz Unique, Autumn Bodell And Sinn Sage 4k

Clips4sale 3 months ago

Suck my girl cock before we go out

66% HD 0:29 / 10:18

Suck my girl cock before we go out

Clips4sale 3 years ago

Elastic T-girl Made Into a Bowstring (MP4 HD 6000kbps)

Elastic T-girl Made Into a Bowstring (MP4 HD 6000kbps)

Clips4sale 2 years ago

Ample Assed Amateur Gets Group-fucked by Excited Firemen

Ample Assed Amateur Gets Group-fucked by Excited Firemen

ShemaleSin 2 months ago

Sammi’s Bratty Kitten - A pet play scene featuring: BBW face sitting, cat girl, trans woman, transgender, BBW with trans - 720 MP4

HD 0:25 / 12:18

Sammi’s Bratty Kitten - A pet play scene featuring: BBW face sitting, cat girl, trans woman, transgender, BBW with trans - 720 MP4

Clips4sale 2 years ago

Curious T-Girl Gets her Flexibility Tested (WMV HD 8000kbps)

HD 0:10 / 10:01

Curious T-Girl Gets her Flexibility Tested (WMV HD 8000kbps)

Clips4sale 2 years ago

Sissy Housemaid Application / Sissy Dienstmädchen Bewerbung bei Mistress Susi im Hause

62% HD 0:10 / 7:43

Sissy Housemaid Application / Sissy Dienstmädchen Bewerbung bei Mistress Susi im Hause

LoyalFans 3 years ago

Milf Jeanne Stays Over at Sandra's Airbnb

51% 0:37 / 26:45

Milf Jeanne Stays Over at Sandra's Airbnb

Clips4sale 3 years ago

Made to Cross Dress by Step-Aunt

HD 0:10 / 10:20

Made to Cross Dress by Step-Aunt

LoyalFans 2 years ago

PVC Domme Bella Hart Agrees to Get Tied Up

47% 0:40 / 13:09

PVC Domme Bella Hart Agrees to Get Tied Up

Clips4sale 2 years ago

Boys will be Girls

46% HD 0:30 / 7:53

Boys will be Girls

Clips4sale 2 years ago

Sissy boi dressed up, pegged & fed his own cum by sexy mistress

Sissy boi dressed up, pegged & fed his own cum by sexy mistress

xHamster 2 years ago

The Girls Who Loved Cock Fighting wmv

49% HD 0:30 / 5:56

The Girls Who Loved Cock Fighting wmv

Clips4sale 1 year ago

BNWO Snowbunny Diaper Costume for the Party

4K 0:30 / 14:32

BNWO Snowbunny Diaper Costume for the Party

Clips4sale 5 months ago

"Caught Crossdressing" [Femdom - Exposed]

"Caught Crossdressing" [Femdom - Exposed]

Clips4sale 7 months ago

Tucking Trans Mommy In Transparent Dress Dominating Cumshot

Tucking Trans Mommy In Transparent Dress Dominating Cumshot

C4S 1 month ago

Dani M Love in Her "Sailor Moon" Outfit Tries Bondage Modeling!

50% HD 0:27 / 23:53

Dani M Love in Her "Sailor Moon" Outfit Tries Bondage Modeling!

Clips4sale 4 years ago

Helena Price Presents - Training Her Tranny Ass With My BBC!!! Part 2 of 2

69% 0:11 / 28:07

Helena Price Presents - Training Her Tranny Ass With My BBC!!! Part 2 of 2

Clips4sale 2 years ago

Jamie French- Strict Hogtie Tap Out (mp4) HD

64% HD 0:11 / 12:56

Jamie French- Strict Hogtie Tap Out (mp4) HD

Clips4sale 4 years ago

Part 2 Of Crossing Dressing Slutty Leyla Session With Empress Gaia In The Dungeon

HD 0:10 / 46:17

Part 2 Of Crossing Dressing Slutty Leyla Session With Empress Gaia In The Dungeon

LoyalFans 1 year ago

Succubus Futa Turns You Into A Fucktoy

52% HD 0:30 / 22:03

Succubus Futa Turns You Into A Fucktoy

Clips4sale 2 years ago

Trans MILF Strokes, Taunts, And Gives JOI

Trans MILF Strokes, Taunts, And Gives JOI

LoyalFans 7 months ago

PREMATURE EJACULATION TO CLEAVAGE FOR A SISSY CROSSDRESSER

Premium 40% 7:57

PREMATURE EJACULATION TO CLEAVAGE FOR A SISSY CROSSDRESSER

APClips 1 year ago

CD Anita Femme Bound Tease and Denial 1280

CD Anita Femme Bound Tease and Denial 1280

Clips4sale 1 year ago

Full Doll Transformation (1080p)

HD 0:43 / 18:19

Full Doll Transformation (1080p)

Clips4sale 1 year ago

Be My full time Sissy Complete (Parts 1-5)

Be My full time Sissy Complete (Parts 1-5)

Clips4sale 3 months ago

Kristen Strapped Up in the Armbinder in Her Short PVC Dress

Kristen Strapped Up in the Armbinder in Her Short PVC Dress

Clips4sale 3 months ago

Lets Finish Your Destruction (1080 HD)

Lets Finish Your Destruction (1080 HD)

Clips4sale 3 years ago

ADULT DIAPER IN SEGUFIX BONDAGE - Bondage Play, Straitjacket Bondage, ABDL Mesmerize

ADULT DIAPER IN SEGUFIX BONDAGE - Bondage Play, Straitjacket Bondage, ABDL Mesmerize

Clips4sale 1 year ago

My Dress-Up Darling, Rizu-kyun cosplayer get fucked with sex toy, anime cosplay part.10 Clip 1

My Dress-Up Darling, Rizu-kyun cosplayer get fucked with sex toy, anime cosplay part.10 Clip 1

xHamster 4 months ago

Milf Jeanne Endures the Chickenwing Hogtie

62% 0:35 / 13:25

Milf Jeanne Endures the Chickenwing Hogtie

Clips4sale 1 year ago

Sissy Cartoon Screen Saver

57% HD 0:26 / 5:48

Sissy Cartoon Screen Saver

Clips4sale 4 years ago

Femboy Loses Bet To Stepbro

63% HD 0:10 / 31:26

Femboy Loses Bet To Stepbro

LoyalFans 1 month ago

No Escape for DVa

66% 0:22 / 21:31

No Escape for DVa

Clips4sale 1 year ago

Heteroflexible K solo V83: thin fit muscular hung older twunk jerking in bed

Heteroflexible K solo V83: thin fit muscular hung older twunk jerking in bed

Clips4sale 3 years ago

Heteroflexible K crossdressing 114: slender fit older hung transvestite blue babydoll lingerie

Heteroflexible K crossdressing 114: slender fit older hung transvestite blue babydoll lingerie

Clips4sale 3 years ago

Two Ftm Beg for Your Cock in Their Pussies

69% HD 0:30 / 8:09

Two Ftm Beg for Your Cock in Their Pussies

Clips4sale 1 year ago

Naughty Dolli Is Caught & Humiliated By Sexy Miss Page

64% HD 0:25 / 11:50

Naughty Dolli Is Caught & Humiliated By Sexy Miss Page

Clips4sale 3 years ago

Sissy gets snow bunny training from step-sis WMV

HD 0:27 / 16:01

Sissy gets snow bunny training from step-sis WMV

Clips4sale 3 months ago

Closet Sissy, gets Caged & Tag Teamed With My Trans BFF (480 MP4)

56% HD 0:29 / 10:38

Closet Sissy, gets Caged & Tag Teamed With My Trans BFF (480 MP4)

Clips4sale 2 years ago

Draggin these BALLZ

55% 0:19 / 9:38

Draggin these BALLZ

Clips4sale 2 years ago

You're My Sissy Wife Now - Clara Dee JOI

You're My Sissy Wife Now - Clara Dee JOI

Clips4sale 2 years ago

Feminized Future!

HD 0:10 / 11:26

Feminized Future!

LoyalFans 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

Permanent Bimbo (HD MP4)

53% 4K 0:32 / 13:43

Permanent Bimbo (HD MP4)

Clips4sale 1 year ago

Katja again in my hairdressing studio, full video (part: "Shaving and cutting" and part: "Milking with red latex gloves")

Katja again in my hairdressing studio, full video (part: "Shaving and cutting" and part: "Milking with red latex gloves")

Clips4sale 4 years ago

Kelsey Cobalt Cums in a Red Dress & Stockings

Kelsey Cobalt Cums in a Red Dress & Stockings

xHamster 4 years ago

Crossdressing Sissy Humiliation with Katie Katt - WMV (SD)

Crossdressing Sissy Humiliation with Katie Katt - WMV (SD)

Clips4sale 1 year ago

LATEX HIJAB CUM RUBBER DRESS SMOKING 120 MM

51% HD 0:34 / 20:55

LATEX HIJAB CUM RUBBER DRESS SMOKING 120 MM

Clips4sale 3 years ago

The Mistress Envy - Bimbo Training for My new sissy slut

The Mistress Envy - Bimbo Training for My new sissy slut

Clips4sale 1 year ago

Big Cocked Tinder Date: Anal Fuck POV - Gwen Adora BBW Futanari Anal Training - sd wmv

HD 0:30 / 12:23

Big Cocked Tinder Date: Anal Fuck POV - Gwen Adora BBW Futanari Anal Training - sd wmv

Clips4sale 2 years ago

Freakshow Glory Hole Mouth Pillaging (720p)

67% HD 0:24 / 11:06

Freakshow Glory Hole Mouth Pillaging (720p)

Clips4sale 10 months ago

Dicking Down a Friend who Lost a Bet

Dicking Down a Friend who Lost a Bet

APClips 1 year ago

My Sissy Best Friend

My Sissy Best Friend

Clips4sale 3 years ago

Filthy Piggy Butthole - Queer Bunny Babe and Sinn Sage MP4

65% HD 0:19 / 20:25

Filthy Piggy Butthole - Queer Bunny Babe and Sinn Sage MP4

Clips4sale 4 years ago

SISSY MAKER From House Maid To Bimbo

55% HD 0:18 / 19:58

SISSY MAKER From House Maid To Bimbo

Clips4sale 1 year ago

Messy Cross Dress Shopping Trip Sex V2

69% 0:39 / 39:10

Messy Cross Dress Shopping Trip Sex V2

Clips4sale 8 months ago

Bullied Sissy Chastity Release Double Feature SD

HD 0:37 / 29:36

Bullied Sissy Chastity Release Double Feature SD

Clips4sale 4 months ago

Jode Sevendee All Taped Up in Houndstooth

Jode Sevendee All Taped Up in Houndstooth

Clips4sale 1 month ago

Becoming Candy: Permanent Sissy Identity Imprint

HD 0:30 / 42:17

Becoming Candy: Permanent Sissy Identity Imprint

Clips4sale 1 month ago

Dress Up Group Breeding

HD 0:27 / 17:53

Dress Up Group Breeding

Clips4sale 6 months ago

Sissy Training - Candle Boxxx WMV

Sissy Training - Candle Boxxx WMV

Clips4sale 2 years ago

Only a locked sissy slut! Tranny girl with penis cage fucked by guy! He cums on her ass!

HD 0:26 / 10:30

Only a locked sissy slut! Tranny girl with penis cage fucked by guy! He cums on her ass!

Clips4sale 2 years ago

Cici Shellz Sissy Humiliation Jerkoff Instruction (STANDARD MP4)

Cici Shellz Sissy Humiliation Jerkoff Instruction (STANDARD MP4)

Clips4sale 8 months ago

Hand over mouth & Cum play

Hand over mouth & Cum play

Clips4sale 7 months ago

Spanked and Sucked In Suspenders 720

49% HD 0:37 / 10:39

Spanked and Sucked In Suspenders 720

Clips4sale 1 year ago

How to Dress Your Sissy with Gwen Gordon

How to Dress Your Sissy with Gwen Gordon

Clips4sale 7 months ago

What is this, please?! Naked guy cums on tranny girl's socks! She didn't notice it!

What is this, please?! Naked guy cums on tranny girl's socks! She didn't notice it!

Clips4sale 2 years ago

Miss Kelle Dresses You Up

Miss Kelle Dresses You Up

Clips4sale 5 months ago

Chastity sissy in pink satin dress gets humiliated by Mistress Nikki Whiplash: made to lapdance, suck a strap on and toy her sissy pussy! WL1750

Chastity sissy in pink satin dress gets humiliated by Mistress Nikki Whiplash: made to lapdance, suck a strap on and toy her sissy pussy! WL1750

Clips4sale 1 year ago

SISSY TRAINING - FULL (en-720)

HD 0:30 / 27:04

SISSY TRAINING - FULL (en-720)

Clips4sale 11 months ago

Description for a FUTA Fight wmv

57% HD 0:27 / 9:27

Description for a FUTA Fight wmv

Clips4sale 1 year ago

Maid Sandra Goes Undercover with Star Nine

65% 0:35 / 27:21

Maid Sandra Goes Undercover with Star Nine

Clips4sale 2 years ago

XJ008 The female dominant dressed her male submissive in transgender attire to make him appear as a "woman"

4K 0:30 / 15:42

XJ008 The female dominant dressed her male submissive in transgender attire to make him appear as a "woman"

Clips4sale 5 months ago

St Patrick's day 2020cdb

62% 0:11 / 1:14:16

St Patrick's day 2020cdb

Clips4sale 3 years ago

I came so hard! Emily VS Fuckmachine

HD 0:29 / 16:25

I came so hard! Emily VS Fuckmachine

Clips4sale 2 years ago

Girlfriend Discovers and Encourages Your Panties Sissy Secret - Sissification and Feminization Femdom POV with Mistress Mystique - WMV

Girlfriend Discovers and Encourages Your Panties Sissy Secret - Sissification and Feminization Femdom POV with Mistress Mystique - WMV

Clips4sale 2 years ago

Tranny in public! Remote plug lights up while shopping! Erect cock because of strong vibrations!

66% HD 0:23 / 6:08

Tranny in public! Remote plug lights up while shopping! Erect cock because of strong vibrations!

Clips4sale 1 year ago

720p Valentine's Holiday Special - Tobacco is the Perfect Gift!

50% HD 0:25 / 17:03

720p Valentine's Holiday Special - Tobacco is the Perfect Gift!

Clips4sale 1 year ago

Kelly's Crossdressing Slut (MKV)

47% 0:30 / 29:47

Kelly's Crossdressing Slut (MKV)

Clips4sale 7 months ago

Vintage Chastity Sissy Crossdresser Rides Dildo

67% HD 0:19 / 12:19

Vintage Chastity Sissy Crossdresser Rides Dildo

Clips4sale 3 years ago

Femboy Dressed Fucked at Hotel

63% 0:23 / 11:21

Femboy Dressed Fucked at Hotel

Clips4sale 1 year ago

Dusky Tgirl India Taina Trades Bareback Ass Fucks With a Guy

62% HD 0:26 / 37:59

Dusky Tgirl India Taina Trades Bareback Ass Fucks With a Guy

Clips4sale 3 years ago

Panty Thief turned Sissy Dress Up

HD 0:15 / 10:32

Panty Thief turned Sissy Dress Up

Clips4sale 4 years ago

Red Corselette Bathroom Fun (4k)

4K 0:30 / 14:52

Red Corselette Bathroom Fun (4k)

Clips4sale 7 months ago

Pretty Sissy Dressing in Pink and Pearls - Feminization Task

Pretty Sissy Dressing in Pink and Pearls - Feminization Task

Clips4sale 1 year ago

Sissy trainings class 1

44% HD 0:10 / 16:03

Sissy trainings class 1

LoyalFans 2 years ago

Charlie Monaco in: Crossdressing Cum dump slut need to be punished in chastity and humiliated by their Superior Charlie Monaco

65% 0:11 / 16:33

Charlie Monaco in: Crossdressing Cum dump slut need to be punished in chastity and humiliated by their Superior Charlie Monaco

Clips4sale 11 months ago

I Accidentally Turned Into a Trans Bimbo

66% 0:30 / 10:48

I Accidentally Turned Into a Trans Bimbo

Clips4sale 1 year ago

Husband Gets Cucked by Neighbor at Spring Picnic Festival

37% 0:09 / 14:05

Husband Gets Cucked by Neighbor at Spring Picnic Festival

Clips4sale 2 years ago

TS Princess Ruby Bunny's Pink Halloween

53% HD 0:37 / 16:36

TS Princess Ruby Bunny's Pink Halloween

Clips4sale 3 years ago

Sissy Pussy Shemale Fantasy

4K 0:29 / 15:27

Sissy Pussy Shemale Fantasy

Clips4sale 1 week ago

Latex Femboy Cums While Gagged and Masked

51% HD 0:13 / 10:13

Latex Femboy Cums While Gagged and Masked

Clips4sale 4 years ago

Sandra "Comes Out" to Star Nine, Her Step-Mother's Caretaker

50% HD 0:36 / 21:48

Sandra "Comes Out" to Star Nine, Her Step-Mother's Caretaker

Clips4sale 4 years ago

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5,034 results found

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