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Sissy Diaper (2,026)

Blue Collar Boy to Diaper Sissy

HD 0:51 / 22:02

Blue Collar Boy to Diaper Sissy

Clips4sale 1 month ago

massiv humiliation for sissy, hike in diapers

massiv humiliation for sissy, hike in diapers

AShemaleTube 5 years ago

Diaper Bimbo Bitch Trainer 4K

4K 0:33 / 16:35

Diaper Bimbo Bitch Trainer 4K

Clips4sale 1 year ago

Bella Ink sissification female domination over Jamie and diapers him

Bella Ink sissification female domination over Jamie and diapers him

XNXXGold 3 years ago

A Sissy Diaper Prank

57% HD 0:29 / 21:40

A Sissy Diaper Prank

Clips4sale 1 year ago

Kitzelfolter 16 - GERMAN

Kitzelfolter 16 - GERMAN

Clips4sale 2 years ago

Femboy in microskirt and stocking stockings spunks over themself

Femboy in microskirt and stocking stockings spunks over themself

Gayhub 1 month ago

POV Pink Diaper Chastity Training with Mistress Penny Barber

POV Pink Diaper Chastity Training with Mistress Penny Barber

Fapcat 4 years ago

Diapers and Cummies for Me!

Diapers and Cummies for Me!

BigTitsLust 4 months ago

pretty post-op trans girly awquitesy shows you her new pussy + puts on a new dress and top

pretty post-op trans girly awquitesy shows you her new pussy + puts on a new dress and top

PornBox 10 months ago

Diaper Twink Pegged By Plushie

66% 0:30 / 8:44

Diaper Twink Pegged By Plushie

Clips4sale 4 months ago

sissification and cuckold diaper talk with milah romanov

sissification and cuckold diaper talk with milah romanov

PornBox 1 year ago

Cucky-Sitter Puts You in a Diaper

66% HD 0:30 / 23:01

Cucky-Sitter Puts You in a Diaper

Clips4sale 1 year ago

Maxi Pad Slave Humiliation: Dildo Ass Plug, Pad Gag & Vibrator Tease Through Panties

66% HD 0:30 / 22:31

Maxi Pad Slave Humiliation: Dildo Ass Plug, Pad Gag & Vibrator Tease Through Panties

Clips4sale 8 months ago

ABDL diapered sissy Peter Went in pretty blue dress

ABDL diapered sissy Peter Went in pretty blue dress

Fetishpapa 5 months ago

Sissy Shaming: Diaper Spank Punishment by Goth Mommy Domme

56% HD 0:10 / 1:57

Sissy Shaming: Diaper Spank Punishment by Goth Mommy Domme

LoyalFans 11 months ago

Mistress Pegs Diaper Twink With Strap On Dildo

67% 0:25 / 11:31

Mistress Pegs Diaper Twink With Strap On Dildo

Clips4sale 3 months ago

Diaper Bimbo Bitch Trainer (iPhone,Mobile)

Diaper Bimbo Bitch Trainer (iPhone,Mobile)

Clips4sale 1 year ago

Humiliated Sissy Slut Made to Mess Her Thick Diaper

62% HD 0:38 / 19:27

Humiliated Sissy Slut Made to Mess Her Thick Diaper

Clips4sale 9 months ago

Edging and teasing baby Charlotte

57% HD 0:39 / 5:26

Edging and teasing baby Charlotte

FapHouse 5 years ago

Kyaa&#039_s Diapered Little Dick

Kyaa&#039_s Diapered Little Dick

XVideos 9 years ago

Mature dominant gay daddies fuck submissive twinks in orgy

Mature dominant gay daddies fuck submissive twinks in orgy

Some.Porn 1 year ago

abdl humiliation sister exposes your nursery and diapers

56% HD 0:30 / 12:32

abdl humiliation sister exposes your nursery and diapers

PornBox 7 years ago

Sissified, diapered and pegged by Kiara Star and Josie Jo

Sissified, diapered and pegged by Kiara Star and Josie Jo

Clips 1 week ago

BB Girl Play

HD 0:15 / 11:04

IWantClips 2 months ago

She is transforming you into her very own cock crazy diapered sissy slut

65% 0:15 / 13:25

She is transforming you into her very own cock crazy diapered sissy slut

Clips4sale 2 years ago

Humiliated sissy in diaper - Miss Eva Ray & Master Bex - MP4 4K Ultra HD

54% 4K 0:15 / 9:04

Humiliated sissy in diaper - Miss Eva Ray & Master Bex - MP4 4K Ultra HD

Clips4sale 1 year ago

Wife discovers you want to be a sissy diaper slut Diaperperv &amp_ Billy

Premium HD 19:10

Wife discovers you want to be a sissy diaper slut Diaperperv &amp_ Billy

XVideosRed 4 years ago

Fagtatty's college dude gets his holes drilled and drenched in pee

Fagtatty's college dude gets his holes drilled and drenched in pee

GayX 1 month ago

Bella Ink sissification female domination over Jamie and diapers him

Bella Ink sissification female domination over Jamie and diapers him

XVideosRed 3 years ago

turning hubby into a diaper sissy cuckold bitch boi slave

61% HD 0:30 / 34:05

turning hubby into a diaper sissy cuckold bitch boi slave

PornBox 6 years ago

Diapered and Humiliated at Hooters - Part 2 MP4

66% 0:30 / 9:52

Diapered and Humiliated at Hooters - Part 2 MP4

Clips4sale 4 months ago

???????????????????????

Fetishz 2 years ago

BBC Training the Soggy Sissy: ThePrincessLuxy ReinEncourages and Threatens to Expose your True Place in the Sexual Heirarchy with Shemale Affirmations, Wet Diaper Humping, and Anal Preparation

HD 0:25 / 18:01

BBC Training the Soggy Sissy: ThePrincessLuxy ReinEncourages and Threatens to Expose your True Place in the Sexual Heirarchy with Shemale Affirmations, Wet Diaper Humping, and Anal Preparation

IWantClips 2 months ago

Sissy Baby Step Son Part 2 Diaper Tease

54% HD 0:10 / 10:47

Sissy Baby Step Son Part 2 Diaper Tease

LoyalFans 3 years ago

Coddle Fucking the Diaper Sissy (HD WMV)

56% HD 0:20 / 35:17

Coddle Fucking the Diaper Sissy (HD WMV)

Clips4sale 4 years ago

????????Nanny Spanks Her Naughty Charge - Severely????????

60% 0:09 / 17:59

????????Nanny Spanks Her Naughty Charge - Severely????????

Clips4sale 3 years ago

Becky Scolds Sissy Slut Michel for Not Cleaning the Kitchen Properly

68% HD 0:39 / 50:55

Becky Scolds Sissy Slut Michel for Not Cleaning the Kitchen Properly

FapHouse 2 years ago

Buxom Nanny Breastfeeds Her Diaper Boy

48% 0:09 / 10:21

Buxom Nanny Breastfeeds Her Diaper Boy

Clips4sale 3 years ago

Sissy Salon: Step-Mom

57% HD 0:25 / 21:02

Sissy Salon: Step-Mom

IWantClips 2 months ago

Diaper Girl Makes You her Sissy Bitch

HD 0:25 / 14:39

Diaper Girl Makes You her Sissy Bitch

Clips4sale 1 week ago

Diaper Sissification: Nurse Ruby Humiliates Pathetic Loser w/ Alpha Cum & Vibrator Torment

55% HD 0:15 / 13:17

Diaper Sissification: Nurse Ruby Humiliates Pathetic Loser w/ Alpha Cum & Vibrator Torment

IWantClips 2 months ago

Pretty Post-Op Trans Girly Awquitesy Shows You Her New Pussy + Puts on a New Dress and Top

Premium HD 12:02

Pretty Post-Op Trans Girly Awquitesy Shows You Her New Pussy + Puts on a New Dress and Top

Sheer 10 months ago

Babysitter Facesitting Games - Goddess Amber

58% HD 0:10 / 20:17

Babysitter Facesitting Games - Goddess Amber

LoyalFans 10 months ago

Diaper Sissy Transformation (iPhone,Mobile)

65% 0:32 / 6:13

Diaper Sissy Transformation (iPhone,Mobile)

Clips4sale 2 years ago

Watch diaperpeejeans urinate in pants while ambling around

Watch diaperpeejeans urinate in pants while ambling around

GayVD 3 months ago

Baby Boy No More! (iPhone,Mobile) - Goddess Amber

Premium HD 11:49

Baby Boy No More! (iPhone,Mobile) - Goddess Amber

Clips4sale 2 years ago

Sissy Diaper Punishment

65% 1:02 / 16:26

Sissy Diaper Punishment

Clips4sale 3 years ago

Sissy Step-Bro

55% HD 0:10 / 19:57

LoyalFans 1 year ago

Josh wants to be exposed forever as a webslut

Josh wants to be exposed forever as a webslut

BoyFriendTV 1 month ago

Nerd Gives Bully Spanking & Diaper Enema In Public

67% 0:30 / 4:14

Nerd Gives Bully Spanking & Diaper Enema In Public

Clips4sale 9 months ago

Step-Mommy Valora's Pink Princess Loser

HD 0:15 / 10:35

Step-Mommy Valora's Pink Princess Loser

IWantClips 7 years ago

faith & sushii turn you into diapered sissy slave

65% HD 0:30 / 14:38

faith & sushii turn you into diapered sissy slave

PornBox 2 years ago

young guy puts on a v-card box and a nappy to go to couch

young guy puts on a v-card box and a nappy to go to couch

GayCK 2 years ago

Gagged, Bound, and Diapered: Sissy Athena's Humiliating Training

70% HD 0:30 / 18:15

Gagged, Bound, and Diapered: Sissy Athena's Humiliating Training

Clips4sale 1 year ago

ULTIMATE SISSY DIAPER SLUT TRAINING for step-Daddy Dick

47% HD 0:10 / 34:12

ULTIMATE SISSY DIAPER SLUT TRAINING for step-Daddy Dick

LoyalFans 8 months ago

Drippy Diapered Rubber Doll (iPhone,Mobile)

65% HD 0:25 / 21:23

Drippy Diapered Rubber Doll (iPhone,Mobile)

Clips4sale 2 months ago

Tranced to reveal his sissy ABDL diaper fantasies

Premium HD 19:33

Tranced to reveal his sissy ABDL diaper fantasies

XNXXGold 3 years ago

Samara & Stephanie - Diaper Change for Sissy

Samara & Stephanie - Diaper Change for Sissy

ProPorn 1 year ago

Cum With Me Faggot , Diaper Sissy JOI

Cum With Me Faggot , Diaper Sissy JOI

XHamster 2 years ago

Diaper Sissy Punishment: I'm Going to Humiliate You in Your Frilly Diapers

Diaper Sissy Punishment: I'm Going to Humiliate You in Your Frilly Diapers

Clips4sale 1 month ago

Brat Goddess Punish Fucks Beta

56% HD 0:25 / 9:14

Brat Goddess Punish Fucks Beta

Clips4sale 4 years ago

Diapered Sissy Sets Up Restraints To Get Strapped In

Diapered Sissy Sets Up Restraints To Get Strapped In

TrannyGem 2 years ago

Lady Nymphodora - An Enema and a Diaper for my Sissy Baby Episode 1 HD

61% HD 0:28 / 15:09

Lady Nymphodora - An Enema and a Diaper for my Sissy Baby Episode 1 HD

Clips4sale 2 years ago

You Want Diaper Sissy Sex Don't You!!

You Want Diaper Sissy Sex Don't You!!

YouPorn Unknown

Diaper Sissy In A Tutu Jerking Off And Humping A Pillow.

Diaper Sissy In A Tutu Jerking Off And Humping A Pillow.

Itsrealamateurs 1 month ago

Wife Mia Hope makes you her cucky sissy in chastity

Wife Mia Hope makes you her cucky sissy in chastity

LoyalFans 6 months ago

step-DADDYS SNEAKY WET AND MESSY DIAPER SLUT - ABDL

50% HD 0:10 / 16:06

step-DADDYS SNEAKY WET AND MESSY DIAPER SLUT - ABDL

LoyalFans 11 months ago

Step-Mommy's Diaper Girl - Sissy Training - ABDL

HD 0:25 / 25:50

Step-Mommy's Diaper Girl - Sissy Training - ABDL

Clips4sale 2 weeks ago

Edging and Teasing Baby Charlotte

58% HD 0:10 / 5:21

Edging and Teasing Baby Charlotte

LoyalFans 4 years ago

EXTREME HUMILIATION for step-Daddy ABDL Sissy Slut - Sissy Training for Diaper Girl

51% HD 0:25 / 41:09

EXTREME HUMILIATION for step-Daddy ABDL Sissy Slut - Sissy Training for Diaper Girl

Clips4sale 1 year ago

Stuck Diaper Bitch!

66% HD 0:10 / 9:12

Stuck Diaper Bitch!

LoyalFans 2 years ago

Diaper Filling Bitch for Step-Mommy

HD 0:27 / 12:13

Diaper Filling Bitch for Step-Mommy

IWantClips 2 months ago

Sissy bound in wet diaper with vibrator

Sissy bound in wet diaper with vibrator

GayTube Unknown

Diapered Sissy inspected by Mistress

Diapered Sissy inspected by Mistress

AShemaleTube 8 years ago

INEEDAMOMMY Ginary Teaches Anna how to sissify and peg you MP4

61% 0:30 / 14:55

INEEDAMOMMY Ginary Teaches Anna how to sissify and peg you MP4

Clips4sale 4 months ago

Nurse Genna's Rubber Slut

Nurse Genna's Rubber Slut

Clips4sale 2 years ago

Sweater Sissy Gets Introduced To Diapers. (diapers Training)

Sweater Sissy Gets Introduced To Diapers. (diapers Training)

AbBDSM 11 months ago

Sissy Step-Bro

HD 0:10 / 19:57

LoyalFans 1 year ago

sissy diaper punishment and hole training slave

HD 0:30 / 14:55

sissy diaper punishment and hole training slave

PornBox 3 months ago

My sissy baby Room-mate

58% HD 0:10 / 11:13

My sissy baby Room-mate

LoyalFans 1 year ago

Sissy with penis gag uses inflatable plug to wet her diaper

Sissy with penis gag uses inflatable plug to wet her diaper

XHamster 3 years ago

Urinating in trousers while ambling

Urinating in trousers while ambling

4Gay 1 year ago

Cum, Sissy, Cum

Cum, Sissy, Cum

Amateur8 5 years ago

Sissification and cuckold diaper talk with Milah Romanov IPOD

50% 0:30 / 13:53

Sissification and cuckold diaper talk with Milah Romanov IPOD

Clips4sale 2 years ago

SISSY NAPPY gimp gets PEGGED after whipping out URINATE CLYSTER

SISSY NAPPY gimp gets PEGGED after whipping out URINATE CLYSTER

TrannyGem 2 years ago

Loser! (DIAPER FILLER ALERT!!!)

Loser! (DIAPER FILLER ALERT!!!)

ShemaleSin 2 months ago

Diaper Dilemma Part 1 Nursey Dresses Little Sissy ABDL

64% 0:11 / 10:36

Diaper Dilemma Part 1 Nursey Dresses Little Sissy ABDL

Clips4sale 2 years ago

Damsel SUPREMACY in NAPPIES and PURITY with a hefty ASSFUCKING cork and URINATE

Damsel SUPREMACY in NAPPIES and PURITY with a hefty ASSFUCKING cork and URINATE

TrannyGem 3 years ago

Diapered By a Pregnant Trans Step-Mommy

66% HD 0:30 / 15:55

Diapered By a Pregnant Trans Step-Mommy

Clips4sale 1 year ago

Good Morning Baby Natalie!

68% HD 0:29 / 13:44

Good Morning Baby Natalie!

Clips4sale 3 years ago

INEEDAMOMMY IPOD Faith & Sushii turn you into diaper sissy slave!

INEEDAMOMMY IPOD Faith & Sushii turn you into diaper sissy slave!

Clips4sale 2 years ago

Sissy Diaper Sluts Last Handjob

HD 0:10 / 10:45

Sissy Diaper Sluts Last Handjob

LoyalFans 3 months ago

Caged Sissy Receives Enema and Wets Diaper Before Spanking

Caged Sissy Receives Enema and Wets Diaper Before Spanking

XHamster 1 year ago

Sissy princess cums whilst caged and plugged in diaper with magic wand

Sissy princess cums whilst caged and plugged in diaper with magic wand

Itsrealamateurs 2 months ago

Alpha Training: How to be a TRUE Alpha (720p)

HD 0:15 / 26:59

Alpha Training: How to be a TRUE Alpha (720p)

Clips4sale 3 years ago

Soaking Diapers and Plasticpants after Urinating on Pretty Kneesocks

Soaking Diapers and Plasticpants after Urinating on Pretty Kneesocks

GayDudesFucking 5 years ago

Diaper Lover IPOD Sissy Hole Training with Red August

Diaper Lover IPOD Sissy Hole Training with Red August

ProPorn 2 years ago

pummeling electro-hitachi in raw nappy

pummeling electro-hitachi in raw nappy

Gayhub 2 weeks ago

Sissy Femboy Wets her Nappy for the First-Ever Time

Sissy Femboy Wets her Nappy for the First-Ever Time

TrannyGem 2 years ago

Lobotomized into Diapers

66% 0:50 / 16:08

Lobotomized into Diapers

Clips4sale 6 months ago

Diaper Filling Bitch for Step-Mommy - MOV

Diaper Filling Bitch for Step-Mommy - MOV

Clips4sale 1 year ago

Nappy Sissy BLOWJOB Experience

Nappy Sissy BLOWJOB Experience

KeekAss 5 years ago

Lady Nymphodora - The Sissy Training - Crawl to the ball

65% 0:12 / 8:22

Lady Nymphodora - The Sissy Training - Crawl to the ball

Clips4sale 2 years ago

Diapers from Your New Trans Cuckysitter

63% 0:24 / 14:41

Diapers from Your New Trans Cuckysitter

Clips4sale 2 years ago

cheerleader ziva is your sissy diaper cuckysitter

cheerleader ziva is your sissy diaper cuckysitter

PornBox 1 month ago

INEEDAMOMMY Diapered, Sissified and PEGGED by Ginary and Bailey!

INEEDAMOMMY Diapered, Sissified and PEGGED by Ginary and Bailey!

Clips4sale 2 years ago

The Diaper Fairy's Sissy Potion | Pampered Penny Trailer

The Diaper Fairy's Sissy Potion | Pampered Penny Trailer

RedTube Unknown

A Sissy Maid Day

54% 4K 0:29 / 20:38

A Sissy Maid Day

Clips4sale 1 year ago

Sissy Diaper Training

HD 0:27 / 15:12

Sissy Diaper Training

IWantClips 2 months ago

millie wets diaper and puts pajamas back on

millie wets diaper and puts pajamas back on

XHamster 2 years ago

SISSI, Tonight You Wear Diapers

Premium HD 8:00

SISSI, Tonight You Wear Diapers

XVideosRed 10 months ago

Old man sissy diaper bitch gets spanked with diaper on and off

HD 0:10 / 14:46

Old man sissy diaper bitch gets spanked with diaper on and off

LoyalFans 1 year ago

Crossdresser Dressed In a Grey Sundress and Milking off on a Huge Nappy three

Crossdresser Dressed In a Grey Sundress and Milking off on a Huge Nappy three

TrannyGem 4 years ago

Anal stretching and planning your next branding marks

HD 0:10 / 16:06

Anal stretching and planning your next branding marks

LoyalFans 1 month ago

Pegged and Pampered

HD 0:10 / 28:13

Pegged and Pampered

LoyalFans 9 months ago

Humiliated sissy in diaper - Miss Eva Ray & Master Bex - MP4 SD

71% HD 0:15 / 9:04

Humiliated sissy in diaper - Miss Eva Ray & Master Bex - MP4 SD

Clips4sale 1 year ago

Twink Instructs You To Jack Off To His Stinky Diaper

Twink Instructs You To Jack Off To His Stinky Diaper

Clips4sale 2 months ago

ONLY ALLOWED TO CUM IN A MESSY DIAPER

57% HD 0:15 / 5:57

ONLY ALLOWED TO CUM IN A MESSY DIAPER

IWantClips 2 months ago

Pegged and Pampered (HD MP4)

57% HD 0:20 / 28:13

Pegged and Pampered (HD MP4)

Clips4sale 4 years ago

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2,026 results found

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