Challenge Videos - Trans (364)

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

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

52% 4K 0:29 / 42:03

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

Clips4sale 3 years ago

Rope Tied Oil Catfight and Trib Fight 3 wmv

61% 0:30 / 12:27

Rope Tied Oil Catfight and Trib Fight 3 wmv

Clips4sale 1 year ago

Submit to Daddy's Edging Challenge: POV JOI Cum Command Session! - Jaq Quicksilver - strapon, game, ftm, praise - 4k mp4

4K 0:29 / 12:14

Submit to Daddy's Edging Challenge: POV JOI Cum Command Session! - Jaq Quicksilver - strapon, game, ftm, praise - 4k mp4

Clips4sale 1 year ago

Jenby Doll – Don’t Blow It Challenge PAYOFF (She Fails… I Take Over)(11mins)

4K 0:10 / 12:31

Jenby Doll – Don’t Blow It Challenge PAYOFF (She Fails… I Take Over)(11mins)

LoyalFans 2 weeks ago

🖼️🍆 DICK PIC JOI FUTA CHALLENGE! 🍆🖼️

HD 0:10 / 16:27

🖼️🍆 DICK PIC JOI FUTA CHALLENGE! 🍆🖼️

LoyalFans 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 10 months ago

Slap and stroke JOI game B version - CBT

HD 0:10 / 10:48

Slap and stroke JOI game B version - CBT

LoyalFans 2 years ago

7 Day Sissy Tasks Challenge

HD 0:20 / 19:04

7 Day Sissy Tasks Challenge

Clips4sale 2 years ago

Sucking Off Three Futa Dick Girls

HD 0:10 / 11:19

Sucking Off Three Futa Dick Girls

LoyalFans 3 years ago

Taking a bath after a wild threesome night

Premium VR 27:25

Taking a bath after a wild threesome night

SexLikeReal 3 years ago

Cock & Sole The Filthy Choice

50% 0:35 / 10:43

Cock & Sole The Filthy Choice

Clips4sale 9 months ago

Nancy Thompson Foot Tickle & Chill 720p MP4

Nancy Thompson Foot Tickle & Chill 720p MP4

Clips4sale 1 year ago

Dana Delvey's Epic Dragon Ride

58% HD 0:10 / 25:10

Dana Delvey's Epic Dragon Ride

LoyalFans 4 months ago

Punished JOI POV - Hands free climax challenge

66% 0:30 / 18:06

Punished JOI POV - Hands free climax challenge

Clips4sale 11 months ago

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

62% HD 0:10 / 20:52

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

LoyalFans 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

ANTICHRISTmass Eve: Reprogram Your Aroma Mouth for Unholy Cum

71% 0:42 / 13:52

ANTICHRISTmass Eve: Reprogram Your Aroma Mouth for Unholy Cum

Clips4sale 6 months ago

I might’ve met my match

61% HD 0:10 / 21:19

I might’ve met my match

LoyalFans 2 months ago

Blonde Slender Slut Happy Ending in Her Mouth

66% HD 0:30 / 13:39

Blonde Slender Slut Happy Ending in Her Mouth

Clips4sale 3 years ago

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

71% 0:30 / 43:34

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

Clips4sale 1 year ago

Beating up the tiny asian sissy

66% 0:26 / 14:56

Beating up the tiny asian sissy

Clips4sale 3 years ago

Wanking Machine Challenge T-girl v machine

58% HD 0:10 / 13:33

Wanking Machine Challenge T-girl v machine

LoyalFans 5 years ago

Cum Challenge ! Who comes first???

69% HD 0:10 / 4:07

Cum Challenge ! Who comes first???

LoyalFans 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

70% 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 11 months ago

Cum in Panties - CEI JOI

56% HD 0:25 / 11:21

Cum in Panties - CEI JOI

Clips4sale 1 year ago

Gamer Girl [Part 1]

4K 0:11 / 15:44

Gamer Girl [Part 1]

Clips4sale 4 years ago

CALAVERRECTION: I’m Hard. He’s Hard. You’re Just Begging.

CALAVERRECTION: I’m Hard. He’s Hard. You’re Just Begging.

Clips4sale 7 months 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

Caged, Fingered, and Left Bound for The Night

Caged, Fingered, and Left Bound for The Night

Clips4sale 1 year ago

Blake Lovely - Extreme Deepthroat - Swallowing Rodrigo Amor's Thick 10 Inch Monster Cock Gag Challenge

Blake Lovely - Extreme Deepthroat - Swallowing Rodrigo Amor's Thick 10 Inch Monster Cock Gag Challenge

Clips4sale 3 months ago

Dom Hex hook Slutty TS girl ass and dominate her (1080p ENG-sub)

HD 0:30 / 24:37

Dom Hex hook Slutty TS girl ass and dominate her (1080p ENG-sub)

Clips4sale 1 year ago

Rope Tied Oil Catfight and Trib Fight

61% 0:30 / 10:08

Rope Tied Oil Catfight and Trib Fight

Clips4sale 1 year ago

Vanessa vs JC: Arm Wrestling

58% 0:07 / 6:25

Vanessa vs JC: Arm Wrestling

Clips4sale 1 year 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

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 3 years ago

Pov Boxing - Lissa

Pov Boxing - Lissa

Clips4sale 1 year ago

Danika Deep vs KaneVision Competitive Wrestling

Danika Deep vs KaneVision Competitive Wrestling

Clips4sale 3 years ago

Sissy Femboy Secretary Interview

61% 0:30 / 15:40

Sissy Femboy Secretary Interview

Clips4sale 1 year ago

Hellish Aroma Trapdoor Part 2

Hellish Aroma Trapdoor Part 2

Clips4sale 10 months 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

Cursed Desires: Boy-Girl Transformation

59% 0:16 / 9:35

Cursed Desires: Boy-Girl Transformation

Clips4sale 2 years ago

TS Jenby Doll – Don’t Blow It Challenge (10 Minute Countdown BJ)

HD 0:10 / 10:59

TS Jenby Doll – Don’t Blow It Challenge (10 Minute Countdown BJ)

LoyalFans 3 weeks ago

TS Counselor Fantasy Weaver

59% 0:11 / 13:25

TS Counselor Fantasy Weaver

Clips4sale 3 years ago

LARISSA WIN VS ME ?, PART1

LARISSA WIN VS ME ?, PART1

Clips4sale 6 months 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

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 11 months ago

Headscissoring Challenge Turned Erotic: Starring Aria James

HD 0:10 / 10:30

Headscissoring Challenge Turned Erotic: Starring Aria James

LoyalFans 1 year ago

Stefani Pulled and Prodded - Stefani Special and Elise Graves - Tied in an exhausting back-arching position, Stefani has her nipples, hair, neck, waist, and mouth pushing and pulling her in all directions, rendering her quite STUCK

72% HD 0:52 / 16:48

Stefani Pulled and Prodded - Stefani Special and Elise Graves - Tied in an exhausting back-arching position, Stefani has her nipples, hair, neck, waist, and mouth pushing and pulling her in all directions, rendering her quite STUCK

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

Hellish Aroma Trapdoor Part 4

Hellish Aroma Trapdoor Part 4

Clips4sale 10 months ago

Pool Table Pegging Part 1

63% HD 0:10 / 10:13

Pool Table Pegging Part 1

LoyalFans 5 months ago

Exposed Sissy Challenge

HD 0:10 / 11:03

Exposed Sissy Challenge

LoyalFans 3 years ago

Riding ONLY (Anal Masturbation Instructional)

57% HD 0:10 / 19:18

Riding ONLY (Anal Masturbation Instructional)

LoyalFans 3 months ago

SHEMALE DOMINATION - 60 - AGATHA MELO & VICK MENAGE - CLIP 4 OF 5 - WMV

SHEMALE DOMINATION - 60 - AGATHA MELO & VICK MENAGE - CLIP 4 OF 5 - WMV

Clips4sale 1 year ago

Premature-Ejaculation or Chastity Challenge

56% 0:28 / 10:31

Premature-Ejaculation or Chastity Challenge

Clips4sale 3 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

Beautiful Post-Op Swallows My Seed

62% HD 0:10 / 13:40

Beautiful Post-Op Swallows My Seed

LoyalFans 3 years ago

JOI Challenge: Show me what a good wanker you are, cum in a minute! GERMAN DEUTSCH

JOI Challenge: Show me what a good wanker you are, cum in a minute! GERMAN DEUTSCH

Clips4sale 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

Headscissoring Challenge Turned Erotic: Starring Aria James (Alternate Angle)

66% HD 0:29 / 10:30

Headscissoring Challenge Turned Erotic: Starring Aria James (Alternate Angle)

Clips4sale 2 years ago

Liquid silicone encasement bondage

HD 0:10 / 1:01:34

Liquid silicone encasement bondage

LoyalFans 3 months ago

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

74% 0:31 / 27:29

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

Clips4sale 1 year ago

Il contratto da Sissy - The Sissy's slut contract #2 (MOBILE VERSION WMV)

HD 0:11 / 35:01

Il contratto da Sissy - The Sissy's slut contract #2 (MOBILE VERSION WMV)

Clips4sale 2 years ago

Jerk Off Encouragement In Silky Panties

Jerk Off Encouragement In Silky Panties

LoyalFans 3 years ago

Amazon Marcy and Blondi Lift and Carry Trans Goddess Rose (lost file)

Amazon Marcy and Blondi Lift and Carry Trans Goddess Rose (lost file)

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

Hellish Aroma Trapdoor Part 3

Hellish Aroma Trapdoor Part 3

Clips4sale 10 months 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

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

35% 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

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

It’s Just Curiosity, Right? Pre-Gay Reflex Check

It’s Just Curiosity, Right? Pre-Gay Reflex Check

Clips4sale 7 months ago

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

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

Clips4sale 1 year 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

Headscissoring Challenge Turned Erotic: Starring Aria James

64% HD 0:30 / 10:30

Headscissoring Challenge Turned Erotic: Starring Aria James

Clips4sale 2 years ago

FULL CLIP!! Fun with two small-dick losers! Nasty suffer for their tiny cocks! Chastity SPH

62% HD 0:29 / 13:12

FULL CLIP!! Fun with two small-dick losers! Nasty suffer for their tiny cocks! Chastity SPH

Clips4sale 1 year 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

Nara, Hex and Spicy Candy tag team to break a crossdresser brat's spirity (720 EN-sub)

HD 0:30 / 23:59

Nara, Hex and Spicy Candy tag team to break a crossdresser brat's spirity (720 EN-sub)

Clips4sale 2 years ago

Is this the BEST Bondage model EVER?! This is Unbelievable Charlie and Mila left speechless

Is this the BEST Bondage model EVER?! This is Unbelievable Charlie and Mila left speechless

Clips4sale 2 years ago

5 Minute Challenge

46% 4K 0:08 / 6:52

5 Minute Challenge

Clips4sale 4 years ago

Pantyhose Woman vs Orgasmite 3 - Live on Villain TV

57% HD 0:30 / 19:28

Pantyhose Woman vs Orgasmite 3 - Live on Villain TV

Clips4sale 6 months ago

Goth Study Buddy's Self Sucking Contest (CEI)

67% 0:30 / 33:30

Goth Study Buddy's Self Sucking Contest (CEI)

Clips4sale 2 years ago

Challenge for small dick losers! Cum with 5-second interval wanking! Tranny Femdom SHP!

Challenge for small dick losers! Cum with 5-second interval wanking! Tranny Femdom SHP!

Clips4sale 1 week ago

CALAVERRECTION: Your Mouth Is Your Gender Now

66% 0:54 / 10:43

CALAVERRECTION: Your Mouth Is Your Gender Now

Clips4sale 7 months ago

Giantess SheMale Humiliation (landscape version)

36% 4K 0:15 / 6:55

Giantess SheMale Humiliation (landscape version)

Clips4sale 2 years ago

Restrained Orgasm Challenge

65% HD 0:11 / 27:40

Restrained Orgasm Challenge

Clips4sale 3 years ago

48 Chicken Nuggets

48 Chicken Nuggets

Clips4sale 1 year ago

EXTREME SISSY MENTAL CONDITIONING - Want To Unlock Confidence and Self-Expression? Complete Mental Sissy Training

EXTREME SISSY MENTAL CONDITIONING - Want To Unlock Confidence and Self-Expression? Complete Mental Sissy Training

Clips4sale 1 year ago

Intense Unrestrained Faggot Experience

Intense Unrestrained Faggot Experience

Clips4sale 6 months ago

Dommy Mommy Gets Owned

Dommy Mommy Gets Owned

Clips4sale 1 year ago

Gay porn addiction programming mov

63% 0:11 / 6:07

Gay porn addiction programming mov

Clips4sale 2 years ago

flawless and fantastic femboi

53% 0:11 / 27:13

flawless and fantastic femboi

Clips4sale 2 years ago

Become His Hungry Cocksucker

Become His Hungry Cocksucker

Clips4sale 5 months ago

Shemale cock to cock wrestle and sexfight LOW

Shemale cock to cock wrestle and sexfight LOW

Clips4sale 2 years ago

Headscissoring Challenge Turned Erotic: Starring Aria James (Alternate Angle)

HD 0:10 / 10:30

Headscissoring Challenge Turned Erotic: Starring Aria James (Alternate Angle)

LoyalFans 1 year ago

Female Mask Maid Shibari and Satin Bag Escape Challenge!

Female Mask Maid Shibari and Satin Bag Escape Challenge!

Clips4sale 4 years ago

Headscissoring Challenge Turned Erotic: Starring Aria James

HD 0:30 / 10:30

Headscissoring Challenge Turned Erotic: Starring Aria James

Clips4sale 2 years ago

Public nudity while cycling!! Tranny girl rides not only the bike, also a dildo!

59% HD 0:29 / 11:14

Public nudity while cycling!! Tranny girl rides not only the bike, also a dildo!

Clips4sale 1 year ago

Futa cock to cock battle and fucking: Poolside Showdown LOW

65% HD 0:30 / 6:45

Futa cock to cock battle and fucking: Poolside Showdown LOW

Clips4sale 1 year ago

So... You Want My Dick?

So... You Want My Dick?

Clips4sale 7 months ago

Teacher Hex’s practical class of biology with TS student girl Sophie (1080p ENG-sub) Trans Woman - Trans Blowjob - Trans Fucking

66% HD 0:32 / 56:20

Teacher Hex’s practical class of biology with TS student girl Sophie (1080p ENG-sub) Trans Woman - Trans Blowjob - Trans Fucking

Clips4sale 1 year ago

VIVIENNE L'AMOUR - TGIRL DOUBLE FISTED AND PEGGED WITH HUGE STRAPON (720P FULL HD)

65% HD 0:26 / 20:40

VIVIENNE L'AMOUR - TGIRL DOUBLE FISTED AND PEGGED WITH HUGE STRAPON (720P FULL HD)

Clips4sale 2 years ago

Sissy Task Of The Day #2

Sissy Task Of The Day #2

Clips4sale 3 years ago

Sissy Karja in trouble (part: 'Selfbondage')

55% 0:11 / 8:18

Sissy Karja in trouble (part: 'Selfbondage')

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

Sucking Off Three Futa Dick Girls - A Futanari Scene featuring Big Dicks, Femdom POV, and POV Face Fucking - 720 WMV

HD 0:29 / 11:19

Sucking Off Three Futa Dick Girls - A Futanari Scene featuring Big Dicks, Femdom POV, and POV Face Fucking - 720 WMV

Clips4sale 3 years ago

Dress up with my Bikinis and Lingerie

HD 0:30 / 33:53

Dress up with my Bikinis and Lingerie

Clips4sale 1 year ago

Great girl-girl show for her master! Jerk off challenge for two hot tranny girlies!

56% HD 0:28 / 6:12

Great girl-girl show for her master! Jerk off challenge for two hot tranny girlies!

Clips4sale 1 year ago

Hellish Aroma Trapdoor

62% 0:41 / 9:03

Hellish Aroma Trapdoor

Clips4sale 10 months ago

Rescued Tiny's Reward: Thanking a Friendly FtM Giant by Worshipping His Pussy and Clit - POV - Jaq Quicksilver -720p mp4

HD 0:27 / 10:57

Rescued Tiny's Reward: Thanking a Friendly FtM Giant by Worshipping His Pussy and Clit - POV - Jaq Quicksilver -720p mp4

Clips4sale 1 year ago

Sex and Head Dunks! Anal + Creampie POV

67% 0:54 / 20:17

Sex and Head Dunks! Anal + Creampie POV

Clips4sale 1 year ago

Hellish Aroma Trapdoor Part 5

64% 0:42 / 7:52

Hellish Aroma Trapdoor Part 5

Clips4sale 10 months ago

Goddess JOI with Muscle worship and Latex ASMR

HD 0:10 / 11:22

Goddess JOI with Muscle worship and Latex ASMR

LoyalFans 8 months 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

Sissy Challenge

54% HD 0:10 / 5:14

Sissy Challenge

LoyalFans 3 years ago

DPing my ass and pussy with two dildos

DPing my ass and pussy with two dildos

Clips4sale 10 months ago

The Cum Cookie Challenge

61% 0:28 / 13:59

The Cum Cookie Challenge

Clips4sale 3 years ago

Sissy Task for Sissies

58% HD 0:20 / 6:11

Sissy Task for Sissies

Clips4sale 1 year ago

Step-Mom Catches you Snooping and Physically Dominates you to Get you in Line! (ID # 1832 HD 1080rez)

65% HD 0:30 / 8:44

Step-Mom Catches you Snooping and Physically Dominates you to Get you in Line! (ID # 1832 HD 1080rez)

Clips4sale 1 year ago

Rope Tied Oil Catfight and BDSM Trib Fight part 2

Rope Tied Oil Catfight and BDSM Trib Fight part 2

Clips4sale 1 year ago

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