Challenge Videos - Trans (729)

Cum Challenge! Who Comes First???

59% HD 0:39 / 4:12

Cum Challenge! Who Comes First???

FapHouse 2 years ago

Sissy Challenge

54% HD 0:10 / 5:14

Sissy Challenge

LoyalFans 3 years ago

Riding ONLY (Anal Masturbation Instructional)

HD 0:10 / 19:18

Riding ONLY (Anal Masturbation Instructional)

LoyalFans 1 month ago

Who Comes First? Nasty JOI for Jerk off Losers! German Deutsch

45% HD 0:39 / 4:09

Who Comes First? Nasty JOI for Jerk off Losers! German Deutsch

FapHouse 3 months ago

Eva Turned a Top Guy Into a Bottom

71% HD 0:39 / 16:41

Eva Turned a Top Guy Into a Bottom

FapHouse 2 months ago

I might’ve met my match

62% HD 0:10 / 21:19

I might’ve met my match

LoyalFans 4 weeks ago

Luna Lust Cute Bubble Butt Small Tits Brunette Teen POV No Hand Deepthroat Blowjob

46% HD 0:39 / 43:37

Luna Lust Cute Bubble Butt Small Tits Brunette Teen POV No Hand Deepthroat Blowjob

FapHouse 1 year ago

Sexy Jade Trolling for Poling

HD 0:39 / 44:42

Sexy Jade Trolling for Poling

FapHouse 8 months ago

🖼️🍆 DICK PIC JOI FUTA CHALLENGE! 🍆🖼️

HD 0:10 / 16:27

🖼️🍆 DICK PIC JOI FUTA CHALLENGE! 🍆🖼️

LoyalFans 1 year ago

Premature-Ejaculation or Chastity Challenge

56% 0:28 / 10:31

Premature-Ejaculation or Chastity Challenge

Clips4sale 3 years ago

brazilian bombshell luna alvier loves bbc

55% HD 0:30 / 34:09

brazilian bombshell luna alvier loves bbc

AnalVids 1 year ago

Boss Roberta Cortes demands sex from job applicant Hex - FULL (1080p English)

51% HD 0:38 / 30:37

Boss Roberta Cortes demands sex from job applicant Hex - FULL (1080p English)

Clips4sale 1 year ago

brazilian bombshell luna alvier loves bbc

62% HD 0:30 / 34:09

brazilian bombshell luna alvier loves bbc

PornBox 1 year ago

Dana Delvey's Epic Dragon Ride

57% HD 0:10 / 25:10

Dana Delvey's Epic Dragon Ride

LoyalFans 2 months ago

Gamer Girl [Part 1]

4K 0:11 / 15:44

Gamer Girl [Part 1]

Clips4sale 4 years ago

TGIRL DOUBLE FISTED AND PEGGED WITH HUGE STRAPON

68% HD 0:10 / 20:40

TGIRL DOUBLE FISTED AND PEGGED WITH HUGE STRAPON

LoyalFans 2 years ago

Oiled Zeus Tickling Session Stress Pose, Cyber Skin Gloves & Sensual Overload

HD 0:39 / 23:01

Oiled Zeus Tickling Session Stress Pose, Cyber Skin Gloves & Sensual Overload

FapHouse 1 week ago

Cum in Panties CEI JOI- Cum Eating Instructions by Goddess Nikki Kit

HD 0:25 / 11:21

Cum in Panties CEI JOI- Cum Eating Instructions by Goddess Nikki Kit

IWantClips 1 year ago

Losing to a Tgirl full of stamina, Jock gets dominated in bed

60% HD 0:10 / 20:52

Losing to a Tgirl full of stamina, Jock gets dominated in bed

LoyalFans 1 year ago

Set of Pool Balls Inserted & Pulled Out by Valentinarosa89 Stretch

54% HD 0:39 / 9:03

Set of Pool Balls Inserted & Pulled Out by Valentinarosa89 Stretch

FapHouse 1 year ago

Mark Davis and Dana Dearmond

Mark Davis and Dana Dearmond

FapHouse 2 months ago

Fucked, Fisted & Filled with Cum by Thick Monster Cock TS

HD 0:10 / 43:34

Fucked, Fisted & Filled with Cum by Thick Monster Cock TS

LoyalFans 1 year ago

Cucked By The Pole Dancer

Premium 49% HD 33:25

Cucked By The Pole Dancer

TransAngels 4 years ago

Cum Challenge ! Who comes first???

67% HD 0:10 / 4:07

Cum Challenge ! Who comes first???

LoyalFans 2 years ago

Car Foot Fetish

Car Foot Fetish

FapHouse 8 months ago

Pierce'd to Her Limit!

62% VR 0:39 / 27:07

Pierce'd to Her Limit!

FapHouse 1 year ago

Beautiful Post-Op Swallows My Seed

62% HD 0:10 / 13:40

Beautiful Post-Op Swallows My Seed

LoyalFans 3 years ago

Dice Game with Hot Challenges

HD 0:39 / 14:51

Dice Game with Hot Challenges

FapHouse 3 weeks ago

Let's See How Good You Are, My Little Wanker! Now You Have to Cum Twice! German - Wichsanleitung

65% HD 0:39 / 6:52

Let's See How Good You Are, My Little Wanker! Now You Have to Cum Twice! German - Wichsanleitung

FapHouse 3 months ago

sexy shemales with amazing big ass gets ai treatment with phat big dicks.

51% HD 0:19 / 6:23

sexy shemales with amazing big ass gets ai treatment with phat big dicks.

PornBox 2 years ago

Pool Hall Hustle

69% HD 0:39 / 5:41

Pool Hall Hustle

FapHouse 3 years ago

The Scarlet Rider: Spirit of Lust

HD 0:39 / 27:31

The Scarlet Rider: Spirit of Lust

FapHouse 1 year ago

Stunning Asian Trans Babe Teacher Praew Loves Foreign Cock

63% HD 0:39 / 27:04

Stunning Asian Trans Babe Teacher Praew Loves Foreign Cock

FapHouse 3 months ago

Sissy Quiz

57% HD 0:18 / 24:11

IWantClips 2 years ago

Outdoor Workout with Vibrator for Ass and Cock! Tranny Cums Straight Into Her Shorts!

55% HD 0:39 / 5:46

Outdoor Workout with Vibrator for Ass and Cock! Tranny Cums Straight Into Her Shorts!

FapHouse 3 months ago

Liquid silicone encasement bondage

HD 0:10 / 1:01:34

Liquid silicone encasement bondage

LoyalFans 1 month ago

Beautiful post-op swallows my seed

53% HD 0:39 / 13:39

Beautiful post-op swallows my seed

FapHouse 3 years ago

lesbian pee swallowing girls - threesome pee challenge

61% HD 0:30 / 35:35

lesbian pee swallowing girls - threesome pee challenge

PissVids 10 months ago

Pussy Free Loser Pledge 2021

HD 0:10 / 11:43

Pussy Free Loser Pledge 2021

LoyalFans 4 years ago

Petite Trans Nixi Leon Loves Feeling BBC

Premium HD 25:02

Petite Trans Nixi Leon Loves Feeling BBC

Sheer 2 years ago

7 Ladyboys Cum Contest

7 Ladyboys Cum Contest

FapHouse 2 years ago

lesbian fart challenge who farts more with face farts and ass sniffing 4k

4K 0:30 / 15:45

lesbian fart challenge who farts more with face farts and ass sniffing 4k

PornBox 1 week ago

Group Sex with a Shemale and the Guy Is Fucking Me

59% HD 0:39 / 9:41

Group Sex with a Shemale and the Guy Is Fucking Me

FapHouse 2 weeks ago

The Tight Hole of the Banana Tree Is Delicious

63% HD 0:39 / 6:05

The Tight Hole of the Banana Tree Is Delicious

FapHouse 8 months ago

Black Stepdaddy Ken Busts Open Candy Ass Sissy's White Ass to New Levels of Ecstacy and Agony with Thick 10-inch BBC

HD 0:39 / 17:26

Black Stepdaddy Ken Busts Open Candy Ass Sissy's White Ass to New Levels of Ecstacy and Agony with Thick 10-inch BBC

FapHouse 2 years ago

Busty Latina TS Angela Bratz takes down a big dick stud

59% HD 0:39 / 30:58

Busty Latina TS Angela Bratz takes down a big dick stud

FapHouse 4 years ago

Award Winning - Neon Vampire - Evolution Scene Ii

69% 0:39 / 29:15

Award Winning - Neon Vampire - Evolution Scene Ii

FapHouse 1 year ago

Discode 1

57% HD 0:39 / 20:13

FapHouse 1 month ago

This Will Blow Your Mind: Vaniity Is Back

HD 0:39 / 35:43

This Will Blow Your Mind: Vaniity Is Back

FapHouse 1 month ago

Wrestling to Fuck

Wrestling to Fuck

FapHouse 6 years ago

Lesbian Fart Challenge Who Farts More with Face Farts and Ass Sniffing 4K

Premium 4K 15:45

Lesbian Fart Challenge Who Farts More with Face Farts and Ass Sniffing 4K

XVideosRed 1 week ago

Transsexual Anal Challenge in Brazil - Episode #16

HD 0:39 / 19:50

Transsexual Anal Challenge in Brazil - Episode #16

FapHouse 5 years ago

Green with Envy

58% HD 0:39 / 34:31

Green with Envy

FapHouse 1 month ago

My Playlist Challenge

55% 0:39 / 4:14

My Playlist Challenge

FapHouse 1 month ago

Part 2 Anal Competition Between Sissy: Barbie in the Cellar Mistress Julia

Part 2 Anal Competition Between Sissy: Barbie in the Cellar Mistress Julia

FapHouse 9 months ago

Pool Table Pegging Part 1

63% HD 0:10 / 10:13

Pool Table Pegging Part 1

LoyalFans 4 months ago

petite trans nixi leon loves feeling bbc

HD 0:30 / 25:02

petite trans nixi leon loves feeling bbc

PornBox 2 years ago

Ts Babi Antonella traps and blindfold Hex and have lots of fun with him (720p ENG-sub) Trans Woman - Trans Fucking - Trans Anal - Trans Domination - Trans Blowjob - Trans Ass Licking

69% HD 0:25 / 22:57

Ts Babi Antonella traps and blindfold Hex and have lots of fun with him (720p ENG-sub) Trans Woman - Trans Fucking - Trans Anal - Trans Domination - Trans Blowjob - Trans Ass Licking

Clips4sale 10 months ago

Mrs Nara and 4 TS uses a guy and a girl as fuck holes - Complete (720 EN-sub)

51% 4K 0:29 / 42:03

Mrs Nara and 4 TS uses a guy and a girl as fuck holes - Complete (720 EN-sub)

Clips4sale 2 years ago

Mrs Nara and 4 TS uses a guy and a girl as fuck holes - Complete (1080 EN-sub)

48% 4K 0:29 / 42:03

Mrs Nara and 4 TS uses a guy and a girl as fuck holes - Complete (1080 EN-sub)

Clips4sale 2 years ago

Sex Addiction

61% 4K 1:00 / 59:12

Futanari 8 months ago

Monster Cock T Girl Gets Fucked By Monster Tentacle

Monster Cock T Girl Gets Fucked By Monster Tentacle

Clips4sale 1 year ago

Stefani Suspended - Stefani Special and Elise Graves - subby Stefani completely submits to the rope suspension experience!

66% 4K 0:59 / 21:05

Stefani Suspended - Stefani Special and Elise Graves - subby Stefani completely submits to the rope suspension experience!

Clips4sale 1 year ago

Boss Roberta Cortes demands sex from job applicant Hex - FULL (720p English)

66% HD 0:38 / 30:37

Boss Roberta Cortes demands sex from job applicant Hex - FULL (720p English)

Clips4sale 1 year ago

Outdoor workout with vibrator for ass and cock! Tranny cums straight into her shorts!

70% HD 0:30 / 5:40

Outdoor workout with vibrator for ass and cock! Tranny cums straight into her shorts!

Clips4sale 1 year ago

Kendra James and Abigail Mac:Catwoman and Batwoman fall for the Futa stone! mp4 HD

61% HD 0:11 / 39:41

Kendra James and Abigail Mac:Catwoman and Batwoman fall for the Futa stone! mp4 HD

Clips4sale 3 years ago

Nara, Hex and Spicy Candy tag team to break a crossdresser brat's spirity (1080 EN-sub)

HD 0:30 / 23:59

Nara, Hex and Spicy Candy tag team to break a crossdresser brat's spirity (1080 EN-sub)

Clips4sale 2 years ago

Cocky gym-bro alpha dominates and humiliates you - Jaq Quicksilver - FtM Trans jock punishes you for being closeted with rough fucking - ft slapping, spitting, verbal humiliation, muscle worship, blowjob, pov fucking - 720p mp4

HD 0:30 / 12:30

Cocky gym-bro alpha dominates and humiliates you - Jaq Quicksilver - FtM Trans jock punishes you for being closeted with rough fucking - ft slapping, spitting, verbal humiliation, muscle worship, blowjob, pov fucking - 720p mp4

Clips4sale 1 year ago

Kendra James and Abigail Mac:Catwoman and Batwoman fall for the Futa stone! HD

HD 0:11 / 39:41

Kendra James and Abigail Mac:Catwoman and Batwoman fall for the Futa stone! HD

Clips4sale 3 years ago

SHEMALE DOMINATION - 60 - AGATHA MELO & VICK MENAGE - CLIP 2 OF 5 - MP4

SHEMALE DOMINATION - 60 - AGATHA MELO & VICK MENAGE - CLIP 2 OF 5 - MP4

Clips4sale 1 year ago

Step-Sis is Definitively The Strongest with The Biggest Cock (ID # 1781 HD 1080rez)

HD 0:11 / 15:26

Step-Sis is Definitively The Strongest with The Biggest Cock (ID # 1781 HD 1080rez)

Clips4sale 2 years ago

TGilrs CHALLENGE “FIGHT 171”, on ring Asia Vs Miss July

Premium HD 42:27

TGilrs CHALLENGE “FIGHT 171”, on ring Asia Vs Miss July

Sheer 3 years ago

Beta Loser Caught by Neighbor - A sissy training scene featuring: caught, humiliatrix, beta boy pov, pussy free pledge, censored porn, and JOI games - 720 WMV

HD 0:19 / 19:48

Beta Loser Caught by Neighbor - A sissy training scene featuring: caught, humiliatrix, beta boy pov, pussy free pledge, censored porn, and JOI games - 720 WMV

Clips4sale 2 years ago

Gender Transformation At Costume Party by Magic Witch - Magic Transformation - Transformation Fantasy

63% 4K 0:56 / 20:27

Gender Transformation At Costume Party by Magic Witch - Magic Transformation - Transformation Fantasy

Clips4sale 1 year ago

Feminized by the Chef: A Locktober Tale

45% 4K 0:30 / 35:05

Feminized by the Chef: A Locktober Tale

Clips4sale 1 year ago

Cum in Panties - CEI JOI

59% HD 0:25 / 11:21

Cum in Panties - CEI JOI

Clips4sale 1 year ago

You can have a sandwich if you fuck me

4K 0:12 / 33:36

You can have a sandwich if you fuck me

AdultPrime 1 year ago

SHEMALE DOMINATION - 60 - AGATHA MELO & VICK MENAGE - FULL VERSION - MP4

61% 0:31 / 27:27

SHEMALE DOMINATION - 60 - AGATHA MELO & VICK MENAGE - FULL VERSION - MP4

Clips4sale 1 year ago

Taking a bath after a wild threesome night

Premium VR 27:25

Taking a bath after a wild threesome night

SexLikeReal 2 years ago

TS Natalie Carnot's Strict Hooded Hogtie

60% 0:35 / 11:44

TS Natalie Carnot's Strict Hooded Hogtie

Clips4sale 2 years ago

5 Minute Challenge

46% 4K 0:08 / 6:52

5 Minute Challenge

Clips4sale 4 years ago

SHEMALE DOMINATION - 60 - AGATHA MELO & VICK MENAGE - CLIP 1 OF 5 - MP4

SHEMALE DOMINATION - 60 - AGATHA MELO & VICK MENAGE - CLIP 1 OF 5 - MP4

Clips4sale 1 year ago

INTENSIFY DICKLOOP Y - N

INTENSIFY DICKLOOP Y - N

Clips4sale 6 months ago

Brazilian Bombshell Luna Alvier loves BBC

Premium HD 34:09

Brazilian Bombshell Luna Alvier loves BBC

Sheer 1 year ago

Rope Tied Oil Catfight and Trib Fight FULL

68% 0:30 / 31:49

Rope Tied Oil Catfight and Trib Fight FULL

Clips4sale 1 year ago

Ts Babi Antonella traps and blindfold Hex and have lots of fun with him (1080p ENG-sub) Trans Woman - Trans Fucking - Trans Anal - Trans Domination - Trans Blowjob - Trans Ass Licking

61% HD 0:25 / 22:57

Ts Babi Antonella traps and blindfold Hex and have lots of fun with him (1080p ENG-sub) Trans Woman - Trans Fucking - Trans Anal - Trans Domination - Trans Blowjob - Trans Ass Licking

Clips4sale 10 months ago

Inkaformers in Peru White Ass Latina Gets Creampie Inside Her Anus

Inkaformers in Peru White Ass Latina Gets Creampie Inside Her Anus

FapHouse 1 year ago

Sissy Shopping Challenge

Sissy Shopping Challenge

LoyalFans 2 years ago

Jade Dragon Gets Toys And Cocktails From Arachne Malice

Premium 4K 25:22

Jade Dragon Gets Toys And Cocktails From Arachne Malice

TransRoommates 8 months ago

Sissy Karja in trouble (part: 'Selfbondage')

55% 0:11 / 8:18

Sissy Karja in trouble (part: 'Selfbondage')

Clips4sale 2 years ago

TGirl Nancy and Catherine TESTS OF STRENGTH HIDEF

HD 0:15 / 10:02

TGirl Nancy and Catherine TESTS OF STRENGTH HIDEF

Clips4sale 1 year ago

Stuffing Challenge - Hamburgers, Corn, Tea, and Ice Cream

Stuffing Challenge - Hamburgers, Corn, Tea, and Ice Cream

Clips4sale 1 year ago

Device Bondage Blowjob Counter Challenge

65% HD 0:30 / 28:01

Device Bondage Blowjob Counter Challenge

Clips4sale 1 year ago

Goth Study Buddy's Self Sucking Contest (CEI)

67% 0:30 / 33:30

Goth Study Buddy's Self Sucking Contest (CEI)

Clips4sale 1 year ago

Jade Dragon Gets Toys And Cock From Arachne Malice

HD 0:30 / 25:22

Jade Dragon Gets Toys And Cock From Arachne Malice

Clips4sale 8 months ago

Domme In Dork's Clothing - Part 2

Premium HD 30:58

Domme In Dork's Clothing - Part 2

TransAngels 4 years ago

Il contratto di Sissy - The Sissy's slut contract #2 ( PART 1) (MOBILE VERSION MP4)

44% HD 0:11 / 35:01

Il contratto di Sissy - The Sissy's slut contract #2 ( PART 1) (MOBILE VERSION MP4)

Clips4sale 2 years ago

Hellish Aroma Trapdoor Part 5

64% 0:42 / 7:52

Hellish Aroma Trapdoor Part 5

Clips4sale 8 months ago

Chastity Release Challenge by Tranny Girl! You have to cum in one minute!! GERMAN

57% HD 0:30 / 6:34

Chastity Release Challenge by Tranny Girl! You have to cum in one minute!! GERMAN

Clips4sale 2 years ago

Il contratto di Sissy - The Sissy's slut contract #2 (PART 2) (MOBILE VERSION MP4)

57% HD 0:11 / 17:53

Il contratto di Sissy - The Sissy's slut contract #2 (PART 2) (MOBILE VERSION MP4)

Clips4sale 2 years ago

Sandra in Zipties and Handcuffs with Cruel Domme Star Nine

Sandra in Zipties and Handcuffs with Cruel Domme Star Nine

Clips4sale 2 years ago

TGilrs CHALLENGE “FIGHT 75”, on ring Fialho vs Valeria P. Vs Lara M.

Premium HD 45:38

TGilrs CHALLENGE “FIGHT 75”, on ring Fialho vs Valeria P. Vs Lara M.

Sheer 3 years ago

Punished JOI POV - Hands free climax challenge

66% 0:30 / 18:06

Punished JOI POV - Hands free climax challenge

Clips4sale 9 months ago

Groobygirls Bareback Only for Belle Adams

51% HD 0:39 / 22:18

Groobygirls Bareback Only for Belle Adams

FapHouse 5 months ago

No. 169: Tuck-up Pussy Exposure and Chain Installation

No. 169: Tuck-up Pussy Exposure and Chain Installation

FapHouse 2 weeks 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 3 months ago

TGilrs CHALLENGE “FIGHT 87”, on ring Larissa A. Vs Valerya P. & Lara M.

Premium HD 50:28

TGilrs CHALLENGE “FIGHT 87”, on ring Larissa A. Vs Valerya P. & Lara M.

Sheer 3 years ago

The Cross-dresser Puts a Glass Ball in Her Anus and Writhes

The Cross-dresser Puts a Glass Ball in Her Anus and Writhes

FapHouse 7 months ago

Best farts compilation - part 1

Best farts compilation - part 1

FapHouse 6 years ago

Hellish Aroma Trapdoor

62% 0:41 / 9:03

Hellish Aroma Trapdoor

Clips4sale 8 months ago

Open Challenge (Early Access)

Premium HD 33:43

Open Challenge (Early Access)

XVideosRed 2 months ago

Flashing in a Busy Carpark

61% HD 0:39 / 6:28

Flashing in a Busy Carpark

FapHouse 2 years ago

Krystallcox with Sounding Rods Urethral Play

HD 0:39 / 24:15

Krystallcox with Sounding Rods Urethral Play

FapHouse 2 years ago

Losing to a Tgirl full of stamina, Jock gets dominated

68% 0:30 / 20:52

Losing to a Tgirl full of stamina, Jock gets dominated

Clips4sale 1 year ago

JOI Challenge by Tranny: Show Me What a Good Wanker You Are, Cum in a Minute! German Deutsch

JOI Challenge by Tranny: Show Me What a Good Wanker You Are, Cum in a Minute! German Deutsch

FapHouse 3 months ago

Slap and stroke JOI game A version - CBT

HD 0:10 / 10:49

Slap and stroke JOI game A version - CBT

LoyalFans 2 years ago

Sissy Quiz - Sissification Test for Curious Submissive, Panty-Boy, Crossdresser or Cock-Whore - Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

33% HD 0:18 / 24:11

Sissy Quiz - Sissification Test for Curious Submissive, Panty-Boy, Crossdresser or Cock-Whore - Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

Clips4sale 2 years ago

Who's doing no nut November? This video is a challenge for you

67% HD 0:39 / 6:29

Who's doing no nut November? This video is a challenge for you

FapHouse 3 years ago

Rope Tied Oil Catfight and BDSM Trib Fight part 3

66% 0:30 / 12:27

Rope Tied Oil Catfight and BDSM Trib Fight part 3

Clips4sale 1 year ago

Slave Nips submits to all my challenges

Slave Nips submits to all my challenges

LoyalFans 10 months ago

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