Challenge Videos - Trans (372)

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

64% HD 0:10 / 43:34

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

LoyalFans 1 year ago

Cum Challenge ! Who comes first???

69% HD 0:10 / 4:07

Cum Challenge ! Who comes first???

LoyalFans 2 years ago

Boss Roberta Cortes demands sex from job applicant Hex - PT 02 (1080p English)

57% HD 0:28 / 15:23

Boss Roberta Cortes demands sex from job applicant Hex - PT 02 (1080p English)

Clips4sale 1 year ago

Pounded by Tammy10Inch & left a TS Cock-Craving Mess

54% HD 0:10 / 43:48

Pounded by Tammy10Inch & left a TS Cock-Craving Mess

LoyalFans 3 weeks 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

Restrained Orgasm Challenge

65% HD 0:11 / 27:40

Restrained Orgasm Challenge

Clips4sale 3 years ago

Headscissoring Challenge Turned Erotic: Starring Aria James

HD 0:10 / 10:30

Headscissoring Challenge Turned Erotic: Starring Aria James

LoyalFans 1 year ago

CALAVERRECTION: Your Mouth Is Your Gender Now

66% 0:54 / 10:43

CALAVERRECTION: Your Mouth Is Your Gender Now

Clips4sale 8 months 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 1 year ago

Dana Delvey's Epic Dragon Ride

58% HD 0:10 / 25:10

Dana Delvey's Epic Dragon Ride

LoyalFans 5 months 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

Big Cock Transsexual Gives Deep Anal To Big Tits MILF

HD 0:30 / 33:21

Big Cock Transsexual Gives Deep Anal To Big Tits MILF

Clips4sale 1 year 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 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 3 years 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

So... You Want My Dick?

So... You Want My Dick?

Clips4sale 9 months 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

Boss Roberta Cortes demands sex from job applicant Hex (720p English) Trans Woman - Trans Cock Sucker - Trans Fucking - Trans Domination

HD 0:38 / 30:37

Boss Roberta Cortes demands sex from job applicant Hex (720p English) Trans Woman - Trans Cock Sucker - Trans Fucking - Trans Domination

Clips4sale 1 month 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 7 months ago

I might’ve met my match

61% HD 0:10 / 21:19

I might’ve met my match

LoyalFans 4 months ago

Beautiful Post-Op Swallows My Seed

65% HD 0:10 / 13:40

Beautiful Post-Op Swallows My Seed

LoyalFans 3 years ago

🖼️🍆 DICK PIC JOI FUTA CHALLENGE! 🍆🖼️

HD 0:10 / 16:27

🖼️🍆 DICK PIC JOI FUTA CHALLENGE! 🍆🖼️

LoyalFans 1 year 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

Nancy Thompson's Burping Tease – Dominant Gassy Play

Nancy Thompson's Burping Tease – Dominant Gassy Play

LoyalFans 1 week ago

Liquid silicone encasement bondage

HD 0:10 / 1:01:34

Liquid silicone encasement bondage

LoyalFans 4 months ago

TS Larissa gets her first ever footjob from Nara's skilled feet (1080p EN-sub)

HD 0:10 / 25:39

TS Larissa gets her first ever footjob from Nara's skilled feet (1080p EN-sub)

LoyalFans 1 week ago

30 Days to Become a Barbie - Sissy Transformation - sissy training - sissy slut - femdom pov - encouraged bi - crossdresser - cock worship - MTF

HD 0:10 / 12:55

30 Days to Become a Barbie - Sissy Transformation - sissy training - sissy slut - femdom pov - encouraged bi - crossdresser - cock worship - MTF

LoyalFans 1 month ago

30 Days to Become a Barbie - Sissy Transformation

66% HD 0:24 / 12:54

30 Days to Become a Barbie - Sissy Transformation

Clips4sale 1 month 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

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 5 months ago

Giantess SheMale Humiliation (landscape version)

34% 4K 0:15 / 6:55

Giantess SheMale Humiliation (landscape version)

Clips4sale 2 years ago

Dirty pig's best cbt adventure

HD 0:10 / 13:06

Dirty pig's best cbt adventure

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

TS Natalie Carnot's Strict Hooded Hogtie

60% 0:35 / 11:44

TS Natalie Carnot's Strict Hooded Hogtie

Clips4sale 2 years ago

Cock & Sole The Filthy Choice

50% 0:35 / 10:43

Cock & Sole The Filthy Choice

Clips4sale 11 months ago

Kendra James and Abigail Mac:Catwoman and Batwoman fall for the Futa stone! 720

61% HD 0:11 / 39:41

Kendra James and Abigail Mac:Catwoman and Batwoman fall for the Futa stone! 720

Clips4sale 3 years ago

Vanessa vs JC: Arm Wrestling

58% 0:07 / 6:25

Vanessa vs JC: Arm Wrestling

Clips4sale 1 year ago

Cum in Panties - CEI JOI

56% HD 0:25 / 11:21

Cum in Panties - CEI JOI

Clips4sale 1 year ago

flawless and fantastic femboi

53% 0:11 / 27:13

flawless and fantastic femboi

Clips4sale 2 years ago

GAY TEST. exe Final Stroke Protocol

GAY TEST. exe Final Stroke Protocol

Clips4sale 9 months 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

Slap and stroke JOI game B version - CBT

65% HD 0:10 / 10:48

Slap and stroke JOI game B version - CBT

LoyalFans 2 years ago

Punished JOI POV - Hands free climax challenge

66% 0:30 / 18:06

Punished JOI POV - Hands free climax challenge

Clips4sale 1 year ago

Sissy Karja in trouble (part: 'Selfbondage')

55% 0:11 / 8:18

Sissy Karja in trouble (part: 'Selfbondage')

Clips4sale 2 years ago

Big tit muscle futa cock to cock fuck fight: Monica vs Rogue 720p

65% HD 0:30 / 6:15

Big tit muscle futa cock to cock fuck fight: Monica vs Rogue 720p

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

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

Secret Sissy Winter Challenge

Secret Sissy Winter Challenge

LoyalFans 1 year ago

LARISSA WIN VS ME ?, PART1

LARISSA WIN VS ME ?, PART1

Clips4sale 8 months ago

Sissy Femboy Secretary Interview

61% 0:30 / 15:40

Sissy Femboy Secretary Interview

Clips4sale 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

Boss Roberta Cortes demands sex from job applicant Hex - PT 02 (720p English)

HD 0:28 / 15:23

Boss Roberta Cortes demands sex from job applicant Hex - PT 02 (720p English)

Clips4sale 1 year ago

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

72% HD 0:30 / 5:40

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

Clips4sale 2 years ago

Melissa's Debut Dick Sucking

61% 0:48 / 8:21

Melissa's Debut Dick Sucking

Clips4sale 5 months ago

Premature-Ejaculation or Chastity Challenge

56% 0:28 / 10:31

Premature-Ejaculation or Chastity Challenge

Clips4sale 3 years ago

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

63% 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

Anubet's Femdomination Wrestling 2

Anubet's Femdomination Wrestling 2

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

Boss Roberta Cortes demands sex from job applicant Hex (1080p English) Trans Woman - Trans Cock Sucker - Trans Fucking - Trans Domination

63% HD 0:38 / 30:37

Boss Roberta Cortes demands sex from job applicant Hex (1080p English) Trans Woman - Trans Cock Sucker - Trans Fucking - Trans Domination

Clips4sale 1 month 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

Kendra James and Abigail Mac:Catwoman and Batwoman fall for the Futa stone! 720 mp4

61% HD 0:11 / 39:41

Kendra James and Abigail Mac:Catwoman and Batwoman fall for the Futa stone! 720 mp4

Clips4sale 3 years ago

Hellish Aroma Trapdoor Part 3

Hellish Aroma Trapdoor Part 3

Clips4sale 11 months 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

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

Amazon Marcy facessiting trans girl Goddess Rose

Amazon Marcy facessiting trans girl Goddess Rose

Clips4sale 3 years ago

Captured Infiltrator Part 1

Captured Infiltrator Part 1

Clips4sale 4 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

Pool Table Pegging Part 1

61% HD 0:10 / 10:13

Pool Table Pegging Part 1

LoyalFans 7 months ago

Mel Fire and TS Frantiesca love to watch you cum when they decide so (engl-port)

Mel Fire and TS Frantiesca love to watch you cum when they decide so (engl-port)

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 11 months ago

INTENSIFY DICKLOOP Y - N

INTENSIFY DICKLOOP Y - N

Clips4sale 9 months ago

Mel Fire and TS Frantiesca love to watch you cum when they decide so (engl/port)

61% HD 0:10 / 8:30

Mel Fire and TS Frantiesca love to watch you cum when they decide so (engl/port)

LoyalFans 1 year ago

The Cum Cookie Challenge

61% 0:28 / 13:59

The Cum Cookie Challenge

Clips4sale 3 years ago

Caged, Fingered, and Left Bound for The Night

Caged, Fingered, and Left Bound for The Night

Clips4sale 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

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

Jerk Off Encouragement In Silky Panties

Jerk Off Encouragement In Silky Panties

LoyalFans 3 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

Headscissoring Challenge Turned Erotic: Starring Aria James

64% HD 0:30 / 10:30

Headscissoring Challenge Turned Erotic: Starring Aria James

Clips4sale 2 years ago

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

Premium HD 10:30

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

Clips4sale 2 years ago

Sissy Shopping Challenge

Sissy Shopping Challenge

LoyalFans 2 years 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

Device Bondage Blowjob Counter Challenge

67% HD 0:30 / 28:01

Device Bondage Blowjob Counter Challenge

Clips4sale 1 year ago

Dommy Mommy Gets Owned

Dommy Mommy Gets Owned

Clips4sale 2 years ago

POV JOI: Pegging You with Dragon Dick

55% HD 0:27 / 10:37

POV JOI: Pegging You with Dragon Dick

Clips4sale 4 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

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 3 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

Hellish Aroma Trapdoor

62% 0:41 / 9:03

Hellish Aroma Trapdoor

Clips4sale 11 months ago

DPing my ass and pussy with two dildos

DPing my ass and pussy with two dildos

Clips4sale 1 year ago

Step-Mommy Physically Dominates The Brat Out Of You (ID # 1768 HD 1080rez)

Step-Mommy Physically Dominates The Brat Out Of You (ID # 1768 HD 1080rez)

Clips4sale 2 years ago

7 Day Sissy Tasks Challenge

HD 0:20 / 19:04

7 Day Sissy Tasks Challenge

Clips4sale 2 years ago

Ultimate Sissy Marathon

HD 0:20 / 33:23

Ultimate Sissy Marathon

Clips4sale 3 weeks ago

Dom Hex hook Slutty TS girl ass and dominate her (720p ENG-sub)

HD 0:30 / 24:37

Dom Hex hook Slutty TS girl ass and dominate her (720p ENG-sub)

Clips4sale 1 year ago

Sissy Challenge

Sissy Challenge

Clips4sale 3 years ago

Rescued Tiny's Reward: Thanking a Friendly FtM Giant by Worshipping His Pussy and Clit - POV - Jaq Quicksilver - 4k mp4

63% 4K 0:27 / 10:57

Rescued Tiny's Reward: Thanking a Friendly FtM Giant by Worshipping His Pussy and Clit - POV - Jaq Quicksilver - 4k mp4

Clips4sale 1 year ago

Empty Your Balls with Me JOI

Empty Your Balls with Me JOI

Clips4sale 2 years ago

THE 10 LAYERS OF PANTYHOSE OVER THE HEAD BONDAGE CHALLENGE

61% 0:16 / 20:05

THE 10 LAYERS OF PANTYHOSE OVER THE HEAD BONDAGE CHALLENGE

Clips4sale 2 years ago

House Tour Turned into Trans-4-Trans Fuck Fest

64% 0:30 / 31:17

House Tour Turned into Trans-4-Trans Fuck Fest

Clips4sale 1 year ago

The Trap Session - CLASSICS SALE

65% 0:11 / 11:09

The Trap Session - CLASSICS SALE

Clips4sale 3 years ago

Chained up slave's 30cm deepthroat challenge

HD 0:13 / 22:10

Chained up slave's 30cm deepthroat challenge

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

Hellish Aroma Trapdoor Part 5

64% 0:42 / 7:52

Hellish Aroma Trapdoor Part 5

Clips4sale 11 months ago

BOOT_COCKCORE: Gay System Override

BOOT_COCKCORE: Gay System Override

Clips4sale 9 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

Gay porn addiction programming WMV

47% 0:11 / 6:07

Gay porn addiction programming WMV

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 3 years ago

Female Mask Maid Shibari and Satin Bag Escape Challenge!

Female Mask Maid Shibari and Satin Bag Escape Challenge!

Clips4sale 4 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 month 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

Sissy Bride Edging in Panties Challenge

4K 0:25 / 10:47

Sissy Bride Edging in Panties Challenge

Clips4sale 1 year ago

Earn the Strap: Jaq Quicksilver Pegs PonyBoyXXX featuring boot and leather worship, ass eating, and strap-on deepthroat - 720 p

HD 0:30 / 17:15

Earn the Strap: Jaq Quicksilver Pegs PonyBoyXXX featuring boot and leather worship, ass eating, and strap-on deepthroat - 720 p

Clips4sale 2 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

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 7 months ago

Chun Li Cosplayer Escape Challenge Part 1

Chun Li Cosplayer Escape Challenge Part 1

Clips4sale 4 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 - 1080 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 - 1080 WMV

Clips4sale 2 years ago

Beating up the tiny asian sissy

66% 0:26 / 14:56

Beating up the tiny asian sissy

Clips4sale 3 years 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

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

30 Days to Become a Barbie - Sissy Transformation 720p

HD 0:24 / 12:54

30 Days to Become a Barbie - Sissy Transformation 720p

Clips4sale 1 month ago

Hellish Aroma Trapdoor Part 2

Hellish Aroma Trapdoor Part 2

Clips4sale 11 months ago

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