Punishment (1,757)

(4K) Sissy Club Slut Part 1 of 2 : Mistress Stellina Trains Sissy for Deep Throating & Fat Cock Pegging (4K)

62% 4K 0:30 / 21:43

(4K) Sissy Club Slut Part 1 of 2 : Mistress Stellina Trains Sissy for Deep Throating & Fat Cock Pegging (4K)

Clips4sale 2 years ago

Shemale Kimberlly Soares First Facesitting - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

HD 0:11 / 34:46

Shemale Kimberlly Soares First Facesitting - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

Clips4sale 2 years ago

Patricia the crossdresser gets into all sorts of trouble

Patricia the crossdresser gets into all sorts of trouble

LoyalFans 6 months ago

Ninja Prom Queen Reunion Punishment - Silk and Fake Cock

HD 0:30 / 23:52

Ninja Prom Queen Reunion Punishment - Silk and Fake Cock

Clips4sale 3 weeks ago

Nara and TS Bruna double penetrate Hex and made to eat his own cum (1080 EN-sub)

46% 4K 0:34 / 20:40

Nara and TS Bruna double penetrate Hex and made to eat his own cum (1080 EN-sub)

Clips4sale 3 years ago

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

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

Clips4sale 1 year ago

Cruel MiL - Sissification for Church 4K

4K 0:28 / 15:34

Cruel MiL - Sissification for Church 4K

Clips4sale 1 year ago

Wedgies & Spanking for Cheerleader

Wedgies & Spanking for Cheerleader

Clips4sale 2 years ago

Incontinent Diaper Dominatrix

HD 0:29 / 10:35

Incontinent Diaper Dominatrix

Clips4sale 9 months ago

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - FULL VERSION - WMV

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - FULL VERSION - WMV

Clips4sale 1 year ago

Suck It For Futa Step-Mommy

Suck It For Futa Step-Mommy

Clips4sale 1 year ago

Starlet Punishment: Maya Kendrick Learns a Hard Lesson From Jenna Creed

Starlet Punishment: Maya Kendrick Learns a Hard Lesson From Jenna Creed

Clips4sale 2 years ago

Sissy slut in double domination double penetration Tsgirl Queen and Maisa Pravo

Sissy slut in double domination double penetration Tsgirl Queen and Maisa Pravo

Clips4sale 9 months ago

Machine Milked & Fucked T-Gurl

HD 0:10 / 10:24

Machine Milked & Fucked T-Gurl

Clips4sale 2 years ago

One Night in Paris (part 2 of 2)

One Night in Paris (part 2 of 2)

Dafreeporn 3 weeks ago

Your Sissy Uniform - Classic French Maid

Your Sissy Uniform - Classic French Maid

Clips4sale 1 year ago

Shemale Lanah Frias Dirty Farting Punishment I

Shemale Lanah Frias Dirty Farting Punishment I

Clips4sale 4 months ago

Let's ride my pony! Perverted slave dominated by tranny dom in stable!

58% HD 0:29 / 13:48

Let's ride my pony! Perverted slave dominated by tranny dom in stable!

Clips4sale 2 years ago

Shemale Louyse Hills First Facesitting Experience - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 33 MINUTES FOR US$ 19,99!

HD 0:20 / 33:38

Shemale Louyse Hills First Facesitting Experience - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 33 MINUTES FOR US$ 19,99!

Clips4sale 3 years ago

Bound to Suffer for TS Goddess Mesha

Bound to Suffer for TS Goddess Mesha

Clips4sale 2 years ago

Crushed cake by my feet is now your favorite dessert

61% HD 0:37 / 7:42

Crushed cake by my feet is now your favorite dessert

Clips4sale 4 years ago

Mistress And Her Property

Mistress And Her Property

Clips4sale 3 years ago

No escape from straitjacket

No escape from straitjacket

Clips4sale 4 years ago

House sissy introduction - Dressed and broken in

68% 0:11 / 12:26

House sissy introduction - Dressed and broken in

Clips4sale 2 years ago

Tranny Domination! Maximum punishment for chaste loser slave: fuck rubber doll with cage!

Tranny Domination! Maximum punishment for chaste loser slave: fuck rubber doll with cage!

Clips4sale 1 year ago

Latex TGirl slave ass whipping (720p)

HD 0:11 / 11:09

Latex TGirl slave ass whipping (720p)

Clips4sale 4 years ago

Our Personal Foot Slave I

Our Personal Foot Slave I

Clips4sale 4 years ago

Sexual Punishment From Futa Principal - Ft Imilia Audley

63% HD 0:35 / 9:04

Sexual Punishment From Futa Principal - Ft Imilia Audley

Clips4sale 8 months ago

Scots Sissy Sluts Makeup Part 1

Scots Sissy Sluts Makeup Part 1

Clips4sale 3 years ago

Fat Cock Fills T-Gurl Whore!

Fat Cock Fills T-Gurl Whore!

Clips4sale 2 years ago

A Different Hunt:Lorelei Lee Binds Eva Lin in Sexy Inescapable Bondage

65% 0:11 / 47:13

A Different Hunt:Lorelei Lee Binds Eva Lin in Sexy Inescapable Bondage

Clips4sale 2 years ago

Her Prisoner Part 24 - Sissy Training VII

59% 4K 0:51 / 10:40

Her Prisoner Part 24 - Sissy Training VII

Clips4sale 2 years ago

Church Girl Takes Control of Older Man

4K 0:29 / 13:35

Church Girl Takes Control of Older Man

Clips4sale 1 year ago

HuCow Inspection Part 1 Titty Torment

43% 0:11 / 8:16

HuCow Inspection Part 1 Titty Torment

Clips4sale 3 years ago

Ftm Soldier Receives Humiliating Pussy Discipline Training (WMV)

51% HD 0:30 / 15:06

Ftm Soldier Receives Humiliating Pussy Discipline Training (WMV)

Clips4sale 1 year ago

BBW Foot Fucks A Broken Shemale Then Fucks Her With Her Own Cock

HD 0:10 / 13:28

BBW Foot Fucks A Broken Shemale Then Fucks Her With Her Own Cock

LoyalFans 6 months ago

Rage vs Bea | 75kg vs 110kg |mp4|HD|

HD 0:55 / 17:48

Rage vs Bea | 75kg vs 110kg |mp4|HD|

Clips4sale 4 years ago

Ftm Soldier Receives Humiliating Pussy Discipline Training

60% HD 0:30 / 15:06

Ftm Soldier Receives Humiliating Pussy Discipline Training

Clips4sale 1 year ago

Helena Price Presents - Training Her Tranny Ass With My BBC!!! Part 2 of 2 MP4

56% 0:11 / 28:07

Helena Price Presents - Training Her Tranny Ass With My BBC!!! Part 2 of 2 MP4

Clips4sale 3 years ago

Crossdressing for stealing my shoes

Crossdressing for stealing my shoes

Clips4sale 2 years ago

Become a Cumdrinker for Princess (4k)

56% 4K 0:30 / 13:24

Become a Cumdrinker for Princess (4k)

Clips4sale 4 years ago

futa domme gf pegs you for being a brat

futa domme gf pegs you for being a brat

LoyalFans 1 year ago

The punishment of Louisa Part 6 of 8

57% 0:30 / 5:00

The punishment of Louisa Part 6 of 8

Clips4sale 2 years ago

Training my Slutty Ashtray

Training my Slutty Ashtray

Clips4sale 2 years ago

Futa Cock Growing Serum Makes You Shrink! - Ft Imilia Audley

59% HD 0:51 / 18:02

Futa Cock Growing Serum Makes You Shrink! - Ft Imilia Audley

Clips4sale 10 months ago

Slut Training PT1 - That Mouth is doing a poor job - 480P

65% 0:15 / 8:05

Slut Training PT1 - That Mouth is doing a poor job - 480P

Clips4sale 2 years ago

Punishing the Cupcake Thief - A trans anal scene featuring: strap-on, BBW with trans, pegging, lesbian domination, and feederism - 720 MP4

65% HD 0:29 / 25:39

Punishing the Cupcake Thief - A trans anal scene featuring: strap-on, BBW with trans, pegging, lesbian domination, and feederism - 720 MP4

Clips4sale 3 years ago

A Spanking for Bonnie

A Spanking for Bonnie

Clips4sale 8 months ago

FEEL MY STINKY FARTS DEEPLY RIDICULOUS OGRE - BY KIMBERLY SATINA - CLIP 3 IN FULL HD

Premium HD 5:00

FEEL MY STINKY FARTS DEEPLY RIDICULOUS OGRE - BY KIMBERLY SATINA - CLIP 3 IN FULL HD

Clips4sale 3 years ago

Chastity threesome! Two trannies have fun with a chaste guy!

Chastity threesome! Two trannies have fun with a chaste guy!

Clips4sale 3 years ago

Goth Femdom Uses Dildo on Trans Girl In Latex To Make Her Cum

HD 0:10 / 16:50

Goth Femdom Uses Dildo on Trans Girl In Latex To Make Her Cum

LoyalFans 3 months ago

Anastasia Rose Spanked, Flogged and Cropped (HD1080 WMV)

Anastasia Rose Spanked, Flogged and Cropped (HD1080 WMV)

Clips4sale 3 years ago

Alpha couple Nara and Hex welcome their new TS Maid - Part 2 (720 EN-sub)

HD 0:19 / 16:32

Alpha couple Nara and Hex welcome their new TS Maid - Part 2 (720 EN-sub)

Clips4sale 2 years ago

Lusty Lesbian Lie Finale

66% HD 0:10 / 11:29

Lusty Lesbian Lie Finale

LoyalFans 8 months ago

Unshaved Twat Punishment : Figging and Chili Sauce

Unshaved Twat Punishment : Figging and Chili Sauce

ShemaleSin 4 years ago

BDSM Punishment Sissy Blaire_18 Spanking Bare Ass. Sissy in chastity belt

BDSM Punishment Sissy Blaire_18 Spanking Bare Ass. Sissy in chastity belt

xHamster 1 year ago

Facesitting Puny Dick Slaves

Facesitting Puny Dick Slaves

Clips4sale 2 years ago

Futa Step-Sis’s Belly Perv Punishment Feat Aria Nicole 1080p

HD 0:19 / 19:56

Futa Step-Sis’s Belly Perv Punishment Feat Aria Nicole 1080p

Clips4sale 8 months ago

Sissy latex punished with pain

Sissy latex punished with pain

Clips4sale 2 years ago

Bondage Sissy Bitch - 720HD

Bondage Sissy Bitch - 720HD

Clips4sale 3 years ago

TS Yasmin Lee as Cleopatra: TsSeduction Special Feature

TS Yasmin Lee as Cleopatra: TsSeduction Special Feature

C4S 3 years ago

Bad Girl Punished 3 mp4

Bad Girl Punished 3 mp4

Clips4sale 2 years ago

from cheater to sissy: punishment pegging from futa mommy - full video on Veggiebabyy Manyvids

from cheater to sissy: punishment pegging from futa mommy - full video on Veggiebabyy Manyvids

xHamster 3 years ago

Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment FULL VIDEO ON LAYNELOVEE MANYVIDS

Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment FULL VIDEO ON LAYNELOVEE MANYVIDS

xHamster 2 years ago

FULL CLIP! Crazy fetish trannys! Chastity sex with a live rubber doll!

62% HD 0:29 / 18:26

FULL CLIP! Crazy fetish trannys! Chastity sex with a live rubber doll!

Clips4sale 1 year ago

Cage loser, you stay locked up - while I’m masturbating! GERMAN DEUTSCH

Cage loser, you stay locked up - while I’m masturbating! GERMAN DEUTSCH

Clips4sale 2 years ago

Lilly Tino is a Sissy not Trans

Lilly Tino is a Sissy not Trans

Clips4sale 10 months ago

SUBMISSIVE SKINNY LADYBOY ANAL CASTING AND SLAVE TRAINING | XDOMINANT

SUBMISSIVE SKINNY LADYBOY ANAL CASTING AND SLAVE TRAINING | XDOMINANT

Clips4sale 1 year ago

Beatfuck The Pooch

60% HD 0:11 / 31:07

Beatfuck The Pooch

Clips4sale 2 years ago

Step-Mommy's Lessons Part 1

HD 0:10 / 16:00

Step-Mommy's Lessons Part 1

LoyalFans 2 years ago

Shemale Louyse Hills Perfect Ass On Top II

61% HD 0:06 / 5:10

Shemale Louyse Hills Perfect Ass On Top II

Clips4sale 3 years ago

AliDaReaper punishes TS Peaches full video on O/F tspeachesandcream

AliDaReaper punishes TS Peaches full video on O/F tspeachesandcream

Pornfact 2 months ago

Horny Brittany Andrews is locked, loaded, and ready to wreck that hole

55% 0:30 / 5:49

Horny Brittany Andrews is locked, loaded, and ready to wreck that hole

Clips4sale 10 months ago

Messy Sissy Special Punishment

HD 0:26 / 14:36

Messy Sissy Special Punishment

Clips4sale 3 years ago

MAID TICKLING

Clips4sale 8 months ago

Misty Rein Spanked, Fondled, Wedgied and Made To Orgasm (HD1080 MP4)

HD 0:11 / 12:04

Misty Rein Spanked, Fondled, Wedgied and Made To Orgasm (HD1080 MP4)

Clips4sale 4 years ago

Maid Hazing

Clips4sale 3 years ago

Wrapped

67% 0:30 / 20:34

Clips4sale 2 years ago

Lifetime sissy maid contract - Give up your masculinity forever

Lifetime sissy maid contract - Give up your masculinity forever

Clips4sale 2 years ago

Foot Tease & POV Ball Busting (HD1080 MP4)

51% 0:11 / 11:25

Foot Tease & POV Ball Busting (HD1080 MP4)

Clips4sale 3 years ago

STEPBROTHER TURNED SISSY AT OUR SLUMBER PARTY 1080P - ELLIE IDOL

46% HD 0:25 / 21:05

STEPBROTHER TURNED SISSY AT OUR SLUMBER PARTY 1080P - ELLIE IDOL

Clips4sale 2 years ago

mistress claus's mean punishment pegging for naughty boys - HD - wmv

HD 0:29 / 12:03

mistress claus's mean punishment pegging for naughty boys - HD - wmv

Clips4sale 3 years ago

Rude Housewives of Florida! (Foot Smelling Punishment) ft Goddess Fina & Nancy Thompson

Rude Housewives of Florida! (Foot Smelling Punishment) ft Goddess Fina & Nancy Thompson

Clips4sale 2 months ago

Punishing You Makes Stepmom's Cock Grow - Ft Imilia Audley

45% HD 0:34 / 27:25

Punishing You Makes Stepmom's Cock Grow - Ft Imilia Audley

Clips4sale 1 year ago

Strap On GF and CEI Punishment

57% HD 0:11 / 11:59

Strap On GF and CEI Punishment

Clips4sale 4 years ago

Mistress Yuna And Lady Lexi - Our Kinky Sissy Maids - HD

HD 0:13 / 11:44

Mistress Yuna And Lady Lexi - Our Kinky Sissy Maids - HD

Clips4sale 2 years ago

Eva Lin's Fancy: You Will Give Yourself to Her

Eva Lin's Fancy: You Will Give Yourself to Her

C4S 3 years ago

Shemale Marcelli Face Fuck II

63% HD 0:06 / 5:11

Shemale Marcelli Face Fuck II

Clips4sale 4 years ago

Trans slave Luzi punished and fucked

HD 0:10 / 14:09

Trans slave Luzi punished and fucked

LoyalFans 2 years ago

Severe Punishment for Dirty Sissy Slut by Harsh Mistress Part 1

Severe Punishment for Dirty Sissy Slut by Harsh Mistress Part 1

Clips4sale 3 years ago

PUNISHING MY MAID WITH LONG STINKY FARTS - BY BABI VENTURA - FULL VERSION IN FULL HD

HD 0:59 / 20:58

PUNISHING MY MAID WITH LONG STINKY FARTS - BY BABI VENTURA - FULL VERSION IN FULL HD

Clips4sale 3 years ago

Rugby Coach Humiliated

Rugby Coach Humiliated

Clips4sale 3 years ago

A Visit to the Woodshed

A Visit to the Woodshed

Clips4sale 2 years ago

Nuru Masseuse Cassandra Cain Deep-Dicked by TS Client Casey Kisses

64% 0:11 / 52:39

Nuru Masseuse Cassandra Cain Deep-Dicked by TS Client Casey Kisses

Clips4sale 2 years ago

Submit, It Will Go A Lot Smoother: Ts Natassia Dreams Is BACK

60% 0:11 / 28:39

Submit, It Will Go A Lot Smoother: Ts Natassia Dreams Is BACK

C4S 3 years ago

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 2 OF 5 - WMV

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 2 OF 5 - WMV

Clips4sale 1 year ago

serious measures for a good-for-nothing wmv

Premium HD 19:42

serious measures for a good-for-nothing wmv

Clips4sale 2 years ago

Diaper Punishment For Trans Girl From StepMommy

Diaper Punishment For Trans Girl From StepMommy

Clips4sale 1 year ago

First Wives' Club The Punishment of an Unfaithful Husband Series

54% 0:11 / 31:28

First Wives' Club The Punishment of an Unfaithful Husband Series

C4S 2 years ago

Giant FtM Jaq Quicksilver Punishes You for Lying About Your Size - POV Tiny Made to Worship Feet, Ass, and T-cock as Humiliation - jock, body worship, trans, gay - 1080p WMV

HD 0:29 / 13:59

Giant FtM Jaq Quicksilver Punishes You for Lying About Your Size - POV Tiny Made to Worship Feet, Ass, and T-cock as Humiliation - jock, body worship, trans, gay - 1080p WMV

Clips4sale 9 months ago

AB120 Voluntary M Slave Secretary -cumshot.stocking-covered glans punishment - 志願M奴隸秘書-丝袜龟头责

AB120 Voluntary M Slave Secretary -cumshot.stocking-covered glans punishment - 志願M奴隸秘書-丝袜龟头责

aShemaleTube 10 months ago

One Long Night of Threesome Fucking

63% 0:11 / 44:21

One Long Night of Threesome Fucking

C4S 3 years ago

Luscious Ladies In Latex: A TS Seduction Collection

49% 0:11 / 1:46:28

Luscious Ladies In Latex: A TS Seduction Collection

C4S 3 years ago

Pious Nuns in Rubber, speak forth the filth within and find sin is so compelling

65% 0:29 / 13:35

Pious Nuns in Rubber, speak forth the filth within and find sin is so compelling

Clips4sale 1 year ago

Mistress Soleli and Casper Coxx

Mistress Soleli and Casper Coxx

C4S 2 years ago

Mistress Yuna & Lady Lexi - The Whipped Maids - Mobile

Mistress Yuna & Lady Lexi - The Whipped Maids - Mobile

Clips4sale 2 years ago

Janets Spanking and Sucking

Premium 4K 19:57

Janets Spanking and Sucking

Clips4sale 2 years ago

Sitting on my Slave's Face and Farting

55% HD 0:16 / 11:45

Sitting on my Slave's Face and Farting

Clips4sale 1 year ago

Seduced on The Dance Floor The Return of a Ts Godess

72% 0:11 / 44:17

Seduced on The Dance Floor The Return of a Ts Godess

C4S 3 years ago

Nyxon & Arden Petty Cash Crimes & Punishment HD 720p MP4

70% HD 0:29 / 12:51

Nyxon & Arden Petty Cash Crimes & Punishment HD 720p MP4

Clips4sale 1 year ago

MISTRESS LILY DUPONT : ME AND MELISSA TRANS DOMINATE 2 SLAVE

MISTRESS LILY DUPONT : ME AND MELISSA TRANS DOMINATE 2 SLAVE

Clips4sale 1 year ago

Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - SD

Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - SD

Clips4sale 1 year ago

Cock punished Professor - Happy end

HD 0:10 / 10:56

Cock punished Professor - Happy end

LoyalFans 3 years ago

Holiday Hijinks Part 2 - Fun With Anal Toys

Holiday Hijinks Part 2 - Fun With Anal Toys

Clips4sale 4 years ago

Princess Lolla Morango Rubbing Ass On Sub X Face - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 35 MINUTES FOR US$ 15,99!

HD 0:30 / 34:10

Princess Lolla Morango Rubbing Ass On Sub X Face - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 35 MINUTES FOR US$ 15,99!

Clips4sale 6 months ago

Crossdressing Slave Orally and Anally Submitted - Full Version

HD 0:30 / 21:33

Crossdressing Slave Orally and Anally Submitted - Full Version

Clips4sale 1 year ago

Tattoo Confidential: Ts Morgan Bailey Dominates in a Threesome, Double Penetration & Cum Swapping

61% 0:11 / 41:33

Tattoo Confidential: Ts Morgan Bailey Dominates in a Threesome, Double Penetration & Cum Swapping

C4S 3 years ago

Transsexual dominating his lover in chastity

Transsexual dominating his lover in chastity

ShemaleSin 5 years ago

Slut Receives Severe Punishment l Valkyrie Veda, Mari4Money

HD 0:10 / 12:07

Slut Receives Severe Punishment l Valkyrie Veda, Mari4Money

LoyalFans 3 years ago

Punishing you for looking at trans porn

Punishing you for looking at trans porn

LoyalFans 3 years ago

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