Punishment Videos (1,732)

from cheater to sissy: punishment pegging from futa mommy

55% HD 0:10 / 13:09

from cheater to sissy: punishment pegging from futa mommy

LoyalFans 2 years ago

futa nurse pegging part 4: double Dommed, punished, facialed w/ Kendall Morr

HD 0:10 / 29:52

futa nurse pegging part 4: double Dommed, punished, facialed w/ Kendall Morr

LoyalFans 9 months ago

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

57% HD 0:10 / 16:19

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

LoyalFans 6 months ago

Sissy Chastity Slave Teased and Denied

63% HD 0:10 / 12:26

Sissy Chastity Slave Teased and Denied

LoyalFans 2 years ago

Damazonia & Rachel Rampage train their sluts to be Orgy party favors

71% HD 0:10 / 26:24

Damazonia & Rachel Rampage train their sluts to be Orgy party favors

LoyalFans 1 year ago

Damazonia & Rachel Rampage train their sluts to be Orgy party favors

71% 0:30 / 26:23

Damazonia & Rachel Rampage train their sluts to be Orgy party favors

Clips4sale 1 year ago

The Reluctant Foot Slave (4k)

63% 4K 0:30 / 20:50

The Reluctant Foot Slave (4k)

Clips4sale 11 months ago

Topping Emma Rose

45% HD 0:10 / 20:34

Topping Emma Rose

LoyalFans 3 months ago

Goddess Adda and Faith - Fucked by Adda after watching porn on mobile

66% HD 0:10 / 8:40

Goddess Adda and Faith - Fucked by Adda after watching porn on mobile

LoyalFans 2 years ago

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

71% HD 0:10 / 14:58

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

LoyalFans 11 months ago

Your Pink Punishment Walk Home

Your Pink Punishment Walk Home

LoyalFans 2 years ago

BACHELORETTE PARTY

HD 1:25 / 19:38

BACHELORETTE PARTY

DarkCruising 1 year ago

you were meant to be a girl: loving feminization and pov bj - SD wmv

you were meant to be a girl: loving feminization and pov bj - SD wmv

Clips4sale 10 months ago

Burying The Bone In Puppy's Backyard : T4T Pet Play Anal Fucking With Spanking, Blowjob, BDSM, Frotting, Gape and Cumshot

4K 0:29 / 18:07

Burying The Bone In Puppy's Backyard : T4T Pet Play Anal Fucking With Spanking, Blowjob, BDSM, Frotting, Gape and Cumshot

Clips4sale 1 year ago

BACHELORETTE PARTY

HD 1:25 / 19:38

BACHELORETTE PARTY

BoLatino 1 year ago

4K - Lusty Shower Vol 23 - Tokyo Bathroom Challenge EP1

4K 0:11 / 33:28

4K - Lusty Shower Vol 23 - Tokyo Bathroom Challenge EP1

Clips4sale 2 months ago

Punishment or Reward?

Punishment or Reward?

Clips4sale 3 years ago

Mistress and Her maid

63% HD 0:10 / 6:52

Mistress and Her maid

LoyalFans 1 year ago

SEXY TRANS GIRL PUNISHMENT: Spanking, Whipping & Humiliation | MahoganyQen

65% HD 0:10 / 13:27

SEXY TRANS GIRL PUNISHMENT: Spanking, Whipping & Humiliation | MahoganyQen

LoyalFans 4 months ago

Useless and Impaled

59% 0:21 / 1:11:14

Useless and Impaled

Clips4sale 1 year ago

futa step-mommy pegs you - punished for stealing panties - HD - wmv

HD 0:30 / 15:15

futa step-mommy pegs you - punished for stealing panties - HD - wmv

Clips4sale 3 years ago

Degraded By Wearing Pretty Girly Panties

Degraded By Wearing Pretty Girly Panties

Clips4sale 2 years ago

Perv gets Seduced into Poolside Fisting and Pegging by Mistress Max

HD 0:11 / 12:01

Perv gets Seduced into Poolside Fisting and Pegging by Mistress Max

Clips4sale 2 years ago

Sissy Club Slut Part 1/2: Huge Dildo Deep Throat Training & Femdom Pegging with Mistress Stellina Obscura

64% HD 0:10 / 21:43

Sissy Club Slut Part 1/2: Huge Dildo Deep Throat Training & Femdom Pegging with Mistress Stellina Obscura

LoyalFans 10 months ago

Tiny Bimbo Transformation: Giantess Ravens Futa Pocket Pet

49% 4K 0:49 / 21:02

Tiny Bimbo Transformation: Giantess Ravens Futa Pocket Pet

Clips4sale 1 year ago

The Naughty Step-Daugther

The Naughty Step-Daugther

Clips4sale 2 years ago

SEXY TRANS GIRL PUNISHMENT: Spanking, Whipping & Humiliation || MahoganyQen

SEXY TRANS GIRL PUNISHMENT: Spanking, Whipping & Humiliation || MahoganyQen

Clips4sale 1 month ago

Sissy Maid Training Stage 1 (WMV)

Sissy Maid Training Stage 1 (WMV)

Clips4sale 2 years ago

Futa Step-Sis’s Belly Perv Punishment Feat Aria Nicole 4K

4K 0:10 / 19:56

Futa Step-Sis’s Belly Perv Punishment Feat Aria Nicole 4K

LoyalFans 5 months ago

Double Dommed in the Dungeon, a Trans Femdom BDSM Threesome

62% HD 0:10 / 27:36

Double Dommed in the Dungeon, a Trans Femdom BDSM Threesome

LoyalFans 10 months ago

Runaway Punished with spitroast + left leaking tgirls cum

65% HD 0:10 / 13:00

Runaway Punished with spitroast + left leaking tgirls cum

LoyalFans 1 year ago

Ts Dani Marks traps Hex to a sling and fuck him upside down (1080p ENG-sub) Trans Woman - Anal Fucking - Trans Dominatrix - Trans Blowjob - Face Fucking

66% HD 0:34 / 23:18

Ts Dani Marks traps Hex to a sling and fuck him upside down (1080p ENG-sub) Trans Woman - Anal Fucking - Trans Dominatrix - Trans Blowjob - Face Fucking

Clips4sale 8 months ago

Triple Domme CBT: Pulled, Punched & Punished

61% HD 0:10 / 14:14

Triple Domme CBT: Pulled, Punched & Punished

LoyalFans 4 months ago

Ballbusting Triangle: Goddess Lilith, Ava Venom, double ballbusting

63% HD 0:10 / 7:11

Ballbusting Triangle: Goddess Lilith, Ava Venom, double ballbusting

LoyalFans 1 year ago

Cute Trans Gooner Punished by Sexy Cis Librarian

71% HD 0:10 / 10:16

Cute Trans Gooner Punished by Sexy Cis Librarian

LoyalFans 1 month ago

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

69% HD 0:10 / 15:49

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

LoyalFans 5 months ago

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

58% HD 0:10 / 14:58

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

LoyalFans 5 months ago

Pegging My Stepson

53% HD 0:10 / 6:32

Pegging My Stepson

LoyalFans 1 year ago

4 cocks pegging gangbang to punish naughty students

64% HD 0:10 / 13:00

4 cocks pegging gangbang to punish naughty students

LoyalFans 1 year ago

Step-mom @msjasmine699 catches and punishes trans step-daughter Kassandra 🎀🥵

50% HD 0:10 / 23:49

Step-mom @msjasmine699 catches and punishes trans step-daughter Kassandra 🎀🥵

LoyalFans 1 month ago

**** Duo Domme Ballbusting: Unbreakable Sissy Takes Our Hardest Kicks!

57% HD 0:10 / 8:04

**** Duo Domme Ballbusting: Unbreakable Sissy Takes Our Hardest Kicks!

LoyalFans 6 months 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 1 month ago

Step Mommy's Punishment

HD 0:10 / 25:16

Step Mommy's Punishment

LoyalFans 1 month ago

The Ultimate Prostate Exam

45% HD 0:10 / 11:47

The Ultimate Prostate Exam

LoyalFans 2 years ago

Pet femboy puppy gets punished! POV

61% HD 0:10 / 12:11

Pet femboy puppy gets punished! POV

LoyalFans 2 years ago

Exploring Your Giantess!

Exploring Your Giantess!

LoyalFans 1 year ago

Tranny Doll

Premium 55% HD 2:01:00

AEBN 2 years ago

Naughty Stepson Punished

57% HD 0:10 / 10:03

Naughty Stepson Punished

LoyalFans 1 year ago

Little brat Emmy Angels is cheeky to Domme Peggy DeVille, who happens to be holding all the impact toys.... so her butt, clitty and tits are punished.

57% HD 0:10 / 19:36

Little brat Emmy Angels is cheeky to Domme Peggy DeVille, who happens to be holding all the impact toys.... so her butt, clitty and tits are punished.

LoyalFans 4 months ago

Goddess Adda and Faith - ass fucking as punishment for porn

54% HD 0:10 / 8:33

Goddess Adda and Faith - ass fucking as punishment for porn

LoyalFans 2 years ago

TS Slave Maid Spanking Punishment | MahoganyQen

68% HD 0:10 / 10:48

TS Slave Maid Spanking Punishment | MahoganyQen

LoyalFans 11 months ago

Hogtied and Ruined

61% HD 0:10 / 5:49

Hogtied and Ruined

LoyalFans 1 year ago

Desperate For More Cherry

HD 0:10 / 22:30

Desperate For More Cherry

LoyalFans 4 months ago

TGirls Porn 44

Premium HD 2:32:00

AEBN 2 weeks ago

Czech Easter Tradition Gone Kinky: Sissy Caning + Very Hot Spitting Punishment

Czech Easter Tradition Gone Kinky: Sissy Caning + Very Hot Spitting Punishment

LoyalFans 1 week ago

lusty lesbian lie part 2

55% HD 0:10 / 11:29

lusty lesbian lie part 2

LoyalFans 4 years ago

Bellas Balls of Justice 2 - The New Goon World Order

55% HD 0:10 / 43:41

Bellas Balls of Justice 2 - The New Goon World Order

LoyalFans 6 months ago

Euro Shemale 14

Premium HD 2:57:00

Euro Shemale 14

AEBN 8 years ago

Tranny Addiction 4

Premium 52% HD 2:02:00

Tranny Addiction 4

AEBN 7 years ago

Fifty Shades Of A Tranny

Premium 65% HD 1:32:00

Fifty Shades Of A Tranny

AEBN 10 years ago

Shocking confession to the wedding priest!

63% HD 0:10 / 9:23

Shocking confession to the wedding priest!

LoyalFans 2 years ago

MILF Punished for Breaking the Rules

HD 0:10 / 15:10

MILF Punished for Breaking the Rules

LoyalFans 7 months ago

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

71% 0:11 / 42:29

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

C4S 2 years ago

🎄 JOI FOR BAD BOYS - were you naughty this year? 😏

63% HD 0:10 / 4:01

🎄 JOI FOR BAD BOYS - were you naughty this year? 😏

LoyalFans 4 years ago

Step-Mommy's Pegging Punishment

HD 0:10 / 19:49

Step-Mommy's Pegging Punishment

LoyalFans 4 days ago

Interracial Tease & Ballbusting For Trans Woman Julia Masakova | MahoganyQen

66% 4K 0:20 / 14:58

Interracial Tease & Ballbusting For Trans Woman Julia Masakova | MahoganyQen

Clips4sale 2 months ago

Punished tiny dick by a Futanari Goddess - CBT, FUTA

Punished tiny dick by a Futanari Goddess - CBT, FUTA

LoyalFans 10 months ago

Teenage Transsexual Nurses 4

Premium HD 1:53:00

Teenage Transsexual Nurses 4

AEBN 13 years ago

Futaslaves Fucked Side By Side

54% 0:19 / 31:42

Futaslaves Fucked Side By Side

Clips4sale 1 year ago

Bought into Slavery by Your Mistress

73% HD 0:29 / 25:29

Bought into Slavery by Your Mistress

Clips4sale 1 year ago

SHEMALE DOMINATION - 33 - YASMIN DE CASTRO & RICK BITCH - FULL VERSION - WMV

67% 0:30 / 21:45

SHEMALE DOMINATION - 33 - YASMIN DE CASTRO & RICK BITCH - FULL VERSION - WMV

Clips4sale 2 years ago

You Won't Cum if You're Not GAY

4K 0:30 / 15:16

You Won't Cum if You're Not GAY

Clips4sale 2 months ago

New Dom in Sexy Latex Whips Out Her Cock and Fucks a Bound Slave Boy

48% 0:11 / 33:15

New Dom in Sexy Latex Whips Out Her Cock and Fucks a Bound Slave Boy

C4S 2 years ago

French Maid Bound to Cum

53% 0:22 / 16:36

French Maid Bound to Cum

Clips4sale 11 months ago

MISTRESS LILY DUPONT : ME AND MELISSA TRANS DOMINATE 2 SLAVE

HD 0:10 / 11:48

MISTRESS LILY DUPONT : ME AND MELISSA TRANS DOMINATE 2 SLAVE

LoyalFans 10 months ago

Punishing the Cupcake Thief - A trans anal scene featuring: strap-on, BBW with trans, pegging, lesbian domination, and feederism - 1080 WMV

60% HD 0:29 / 25:39

Punishing the Cupcake Thief - A trans anal scene featuring: strap-on, BBW with trans, pegging, lesbian domination, and feederism - 1080 WMV

Clips4sale 2 years 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 2 years ago

Shemale Lanah Frias Dirty Farting Punishment III

Shemale Lanah Frias Dirty Farting Punishment III

Clips4sale 2 months ago

Femdom TS Gangbang

HD 0:10 / 24:29

Femdom TS Gangbang

LoyalFans 3 years ago

Femdom Pool Party Fuck Fest - Mistress Kendra, Mistress Susi, Ts Slayer, pegging, orgy, ts girls

60% HD 0:51 / 26:15

Femdom Pool Party Fuck Fest - Mistress Kendra, Mistress Susi, Ts Slayer, pegging, orgy, ts girls

Clips4sale 2 years ago

Trans slave Luzi punished and fucked

HD 0:10 / 14:09

Trans slave Luzi punished and fucked

LoyalFans 2 years ago

My big sissy bitch get's punished

My big sissy bitch get's punished

Clips4sale 2 years ago

Tranpires, Scene 2: The Rockstar FULL SCENE

62% 4K 0:30 / 29:58

Tranpires, Scene 2: The Rockstar FULL SCENE

Clips4sale 4 years ago

Jessica Host one night stand

55% 0:11 / 35:28

Jessica Host one night stand

C4S 2 years ago

NOW SUPPORT MY GIANT ASS FARTING INSIDE YOUR NOSE - BY MEGAN BIG BUTT - CLIP 1 IN FULL HD

Premium HD 5:00

NOW SUPPORT MY GIANT ASS FARTING INSIDE YOUR NOSE - BY MEGAN BIG BUTT - CLIP 1 IN FULL HD

Clips4sale 3 years ago

Office Thieves

56% 0:11 / 40:38

Clips4sale 2 years ago

Trans Giantess Punishes Neighbo With Farts For Spying

Trans Giantess Punishes Neighbo With Farts For Spying

Clips4sale 1 month ago

Punishing The Sissy Maid

68% HD 0:28 / 29:34

Punishing The Sissy Maid

Clips4sale 2 years ago

Trans Maid Kaela Luna Wants To Be Used By Her New Boss

64% HD 0:30 / 31:40

Trans Maid Kaela Luna Wants To Be Used By Her New Boss

Clips4sale 7 months ago

Shemale July Souza First Face Fuck I

Shemale July Souza First Face Fuck I

Clips4sale 1 year ago

Pink Sissy Piggy Training

Pink Sissy Piggy Training

LoyalFans 3 years ago

Man Catcher - shackled sissy maid training *wmv*

4K 0:25 / 10:26

Man Catcher - shackled sissy maid training *wmv*

Clips4sale 2 months ago

Her Slave Uncaged - Chelsea Poe and Sinn Sage Trans Lesbian Domination With BDSM and Strapon Fucking MOBILE

55% HD 0:19 / 32:41

Her Slave Uncaged - Chelsea Poe and Sinn Sage Trans Lesbian Domination With BDSM and Strapon Fucking MOBILE

Clips4sale 5 months ago

Sneaky sissy swap over - Miss Honour May - MP4 HD

Premium HD 11:07

Sneaky sissy swap over - Miss Honour May - MP4 HD

Clips4sale 3 years ago

The Contract Fucker Part 2 (WMV HD)

The Contract Fucker Part 2 (WMV HD)

Clips4sale 9 months ago

Riley Wears Cummy Pee Stained Panties

55% 0:11 / 18:05

Riley Wears Cummy Pee Stained Panties

Clips4sale 3 years ago

Tied, flogged and punished by Mistress Vanessa MP4 (480p) starring Vanessa_Fetish

63% HD 0:11 / 12:37

Tied, flogged and punished by Mistress Vanessa MP4 (480p) starring Vanessa_Fetish

Clips4sale 3 years ago

Shemale Jessica Bittencourt Delicious Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 34 MINUTES FOR US$ 19,99!

HD 0:30 / 34:02

Shemale Jessica Bittencourt Delicious Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 34 MINUTES FOR US$ 19,99!

Clips4sale 1 year ago

BNWO Sissy Breeding Stables

42% HD 0:29 / 10:41

BNWO Sissy Breeding Stables

Clips4sale 6 months ago

Your Cheating Cock Will Get You Fisted: Mandy Mitchell Doms a Couple

63% 0:11 / 59:55

Your Cheating Cock Will Get You Fisted: Mandy Mitchell Doms a Couple

C4S 2 years ago

The Sixth Former's Bargain

71% 1:00 / 11:25

The Sixth Former's Bargain

Clips4sale 2 years ago

Shemale Jhoany Wilker First Horny Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 33 MINUTES FOR US$ 15,99!

HD 0:26 / 32:55

Shemale Jhoany Wilker First Horny Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 33 MINUTES FOR US$ 15,99!

Clips4sale 2 months ago

Interracial Tease & Ballbusting For Trans Woman Julia Masakova MOV | MahoganyQen

4K 0:20 / 14:58

Interracial Tease & Ballbusting For Trans Woman Julia Masakova MOV | MahoganyQen

Clips4sale 2 months ago

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

76% HD 0:22 / 15:49

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

Clips4sale 2 years ago

Shemale Yanka Fucks Loser Face - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 34 MINUTES FOR US$ 15,99!

HD 0:30 / 33:09

Shemale Yanka Fucks Loser Face - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 34 MINUTES FOR US$ 15,99!

Clips4sale 5 months ago

TWOFOLD: Pegged By Huge Futa Cocks - Ft Imilia Audley

53% HD 0:29 / 47:06

TWOFOLD: Pegged By Huge Futa Cocks - Ft Imilia Audley

Clips4sale 11 months ago

SHEMALE DOMINATION - 73 - ANNE ANTONELA & RICK BITCH - CLIP 6 OF 6 - WMV

61% 0:18 / 7:02

SHEMALE DOMINATION - 73 - ANNE ANTONELA & RICK BITCH - CLIP 6 OF 6 - WMV

Clips4sale 9 months ago

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

59% 0:30 / 16:29

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

Clips4sale 6 months ago

Lessons for A Mediocre Maid, Spanking, Wedgie, Swirly and Humiliation

Premium 4K 14:29

Lessons for A Mediocre Maid, Spanking, Wedgie, Swirly and Humiliation

Clips4sale 1 year ago

SHEMALE DOMINATION - 73 - ANNE ANTONELA & RICK BITCH - CLIP 4 OF 6 - WMV

SHEMALE DOMINATION - 73 - ANNE ANTONELA & RICK BITCH - CLIP 4 OF 6 - WMV

Clips4sale 9 months ago

Mistress Lilli's Cigar Domination: From Flogger to Strawberries - SFL365

Mistress Lilli's Cigar Domination: From Flogger to Strawberries - SFL365

Clips4sale 1 month ago

Shemale Arya Santana First Hot Ass On Top - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 35 MINUTES FOR US$ 15,99!

HD 0:29 / 34:41

Shemale Arya Santana First Hot Ass On Top - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 35 MINUTES FOR US$ 15,99!

Clips4sale 4 months ago

Diaper Punishment For Trans Girl From StepMommy

Diaper Punishment For Trans Girl From StepMommy

Clips4sale 1 year ago

Shut Up! Im Going To Sit On Your Face And Cum! - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

66% HD 0:11 / 34:55

Shut Up! Im Going To Sit On Your Face And Cum! - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

Clips4sale 2 years ago

Anal Piggy Punishment: Big Boob Mistress, Pegging with Chastity, Extreme Humiliation, and Deep Fisting FULL-LENGTH (1080p)

68% HD 0:30 / 58:54

Anal Piggy Punishment: Big Boob Mistress, Pegging with Chastity, Extreme Humiliation, and Deep Fisting FULL-LENGTH (1080p)

Clips4sale 2 years ago

1080P Trans slut really curvy likes boys with tight asses

HD 0:25 / 14:24

1080P Trans slut really curvy likes boys with tight asses

Clips4sale 2 years ago

Shemale Arya Santana First Hot Ass On Top I

Shemale Arya Santana First Hot Ass On Top I

Clips4sale 4 months ago

Whips and Feet (4k)

67% 4K 0:30 / 12:26

Whips and Feet (4k)

Clips4sale 1 year ago

Pegging gangbang for naughty students

62% 0:21 / 12:59

Pegging gangbang for naughty students

Clips4sale 3 years ago

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - CLIP 5 OF 5 - MP4

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - CLIP 5 OF 5 - MP4

Clips4sale 9 months ago

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