Challenge Videos - Trans (1,177)

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

The Trap Session - CLASSICS SALE

65% 0:11 / 11:09

The Trap Session - CLASSICS SALE

Clips4sale 3 years ago

Top Chef: The Ts Cock Challenge

Top Chef: The Ts Cock Challenge

C4S 2 years ago

Ftm Cobalt Cums From Nipples Only - Big-nipples Trans Boy Double Nipple Pump, Slapping Dickclit, Hands-free Nipple Orgasm

HD 0:39 / 19:22

Ftm Cobalt Cums From Nipples Only - Big-nipples Trans Boy Double Nipple Pump, Slapping Dickclit, Hands-free Nipple Orgasm

FapHouse 2 weeks ago

Tgirl gets fucked while playing console

HD 0:10 / 18:16

Tgirl gets fucked while playing console

LoyalFans 1 week ago

Gay porn addiction programming mov

63% 0:11 / 6:07

Gay porn addiction programming mov

Clips4sale 2 years ago

Shemale cock to cock wrestle and sexfight LOW

Shemale cock to cock wrestle and sexfight LOW

Clips4sale 2 years ago

Jerk Off Encouragement In Silky Panties

55% HD 0:10 / 8:07

Jerk Off Encouragement In Silky Panties

LoyalFans 3 years ago

Your Cock and Balls Are Mine!! Dominant CBT Jo by Trannyi! German Deutsch

HD 1:01 / 12:19

Your Cock and Balls Are Mine!! Dominant CBT Jo by Trannyi! German Deutsch

FapHouse 8 months 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

Captured Infiltrator Part 1

Captured Infiltrator Part 1

Clips4sale 4 years ago

The Cum Cookie Challenge

61% 0:28 / 13:59

The Cum Cookie Challenge

Clips4sale 3 years ago

Transgender Burp Off

51% 0:10 / 9:49

Transgender Burp Off

Clips4sale 2 years 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

GlitterGiiiirl´s glittergiiiirl´s Hardest Gag Challenge & Intense Dildo Ride in Nike Pro

65% HD 0:30 / 6:39

GlitterGiiiirl´s glittergiiiirl´s Hardest Gag Challenge & Intense Dildo Ride in Nike Pro

Clips4sale 1 year 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

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

Cum in Panties - CEI JOI

56% HD 0:25 / 11:21

Cum in Panties - CEI JOI

Clips4sale 2 years ago

Rope Tied Oil Catfight and Trib Fight full wmv

61% HD 0:30 / 31:50

Rope Tied Oil Catfight and Trib Fight full wmv

Clips4sale 1 year 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 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

Beating up the tiny asian sissy

66% 0:26 / 14:56

Beating up the tiny asian sissy

Clips4sale 3 years ago

Giantess SheMale Humiliation (landscape version)

34% 4K 0:15 / 6:55

Giantess SheMale Humiliation (landscape version)

Clips4sale 2 years ago

Latex Gloved Throat Exam Under Bondage: Gag Reflex Challenge

Premium HD 6:47

Latex Gloved Throat Exam Under Bondage: Gag Reflex Challenge

Clips4sale 2 months ago

Sissy Task for Sissies

57% HD 0:20 / 6:11

Sissy Task for Sissies

Clips4sale 2 years ago

4K - Femcock vs Vibrator Round 2

4K 0:24 / 11:32

4K - Femcock vs Vibrator Round 2

Clips4sale 2 years ago

Amazon Marcy facessiting trans girl Goddess Rose

Amazon Marcy facessiting trans girl Goddess Rose

Clips4sale 4 years 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

POV JOI: Pegging You with Dragon Dick

55% HD 0:27 / 10:37

POV JOI: Pegging You with Dragon Dick

Clips4sale 4 years ago

Hellish Aroma Trapdoor Part 4

Hellish Aroma Trapdoor Part 4

Clips4sale 1 year ago

Interactive: Chastity Challenge: Questions for a Slave - Maitresse Julia

73% HD 1:01 / 18:03

Interactive: Chastity Challenge: Questions for a Slave - Maitresse Julia

FapHouse 1 year ago

Anny Kelly Close & Marcela Dimov

Anny Kelly Close & Marcela Dimov

FapHouse 1 month ago

Petite Trans Nixi Leon Loves Feeling BBC

67% 0:39 / 25:08

Petite Trans Nixi Leon Loves Feeling BBC

FapHouse 2 years ago

Public Nudity While Cycling!! Tranny Girl Rides Not Only the Bike, Also a Dildo!

64% HD 1:01 / 11:20

Public Nudity While Cycling!! Tranny Girl Rides Not Only the Bike, Also a Dildo!

FapHouse 7 months ago

Trans Army, Military Uniform

Trans Army, Military Uniform

FapHouse 1 year ago

Angela White & Chanel Santini - I Am Angela

Angela White & Chanel Santini - I Am Angela

Erotik 7 years ago

Laying Eggs

FapHouse 2 years ago

Fart Challenge Two Girls PVC Leggings Big ass and Bloated Belly

Premium HD 17:32

Fart Challenge Two Girls PVC Leggings Big ass and Bloated Belly

XVideosRed 1 week ago

futanari milk challenge 3

60% 0:18 / 6:02

futanari milk challenge 3

PornBox 1 year ago

GAY TEST. exe Final Stroke Protocol

GAY TEST. exe Final Stroke Protocol

Clips4sale 10 months ago

Ruined Orgasm JOI for Loked up Sissies

HD 0:39 / 11:26

Ruined Orgasm JOI for Loked up Sissies

FapHouse 2 months 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 2 years ago

PSJ-2022-AB-02 Pre-Boundcon Pajama Hogtie Party With Allie Bowstring

PSJ-2022-AB-02 Pre-Boundcon Pajama Hogtie Party With Allie Bowstring

Clips4sale 7 months ago

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

49% HD 1:01 / 43:37

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

FapHouse 1 year ago

Self-footjobbing Stroke-off

HD 0:25 / 16:52

Self-footjobbing Stroke-off

Clips4sale 4 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

Rope Tied Oil Catfight and Trib Fight wmv

Rope Tied Oil Catfight and Trib Fight wmv

Clips4sale 1 year ago

Cute Maid Femboy in Extreme Suspension Shibari Torment - Frilly Outfit, Black Stockings, High Heels, Rope Hoist & Vibrator Tease During Intense Hanging Struggle

65% 0:30 / 2:04:22

Cute Maid Femboy in Extreme Suspension Shibari Torment - Frilly Outfit, Black Stockings, High Heels, Rope Hoist & Vibrator Tease During Intense Hanging Struggle

Clips4sale 9 months ago

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

74% HD 0:30 / 5:40

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

Clips4sale 2 years ago

Laying Eggs

FapHouse 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

Starting My Day in the Best Mood Can You Tell?

Starting My Day in the Best Mood Can You Tell?

FapHouse 8 months ago

Ruined Orgasm JOI for Loked up Sissies

HD 0:39 / 11:26

Ruined Orgasm JOI for Loked up Sissies

FapHouse 2 months ago

Whore Hole

Clips 2 months ago

Super Sweaty Lower Body Workout Day1

47% HD 1:01 / 45:45

Super Sweaty Lower Body Workout Day1

FapHouse 1 year ago

Aubrey Kate - I Am Aubrey

4K 1:00 / 37:16

Aubrey Kate - I Am Aubrey

Erotik 5 years ago

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

25cm for a sexy femboy

HD 0:28 / 23:17

25cm for a sexy femboy

GayNetwork 3 months ago

Aubrey Kate - I Am Aubrey

Aubrey Kate - I Am Aubrey

Erotik 5 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

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

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

Transsexual Anal Challenge in Brazil - Episode #14

HD 0:39 / 21:31

Transsexual Anal Challenge in Brazil - Episode #14

FapHouse 5 years ago

Trans Jenna Creed gets relaxing massage with happy ending

Trans Jenna Creed gets relaxing massage with happy ending

FapHouse 5 years ago

Finding the sissygasm

Finding the sissygasm

FapHouse 3 years ago

Cosplay Puv Daphne Burp Challenge with Scooby Taser

66% HD 0:07 / 0:29

Cosplay Puv Daphne Burp Challenge with Scooby Taser

FapHouse 1 year ago

Wild Ride on a Monster Dildo! 7.6 Inch Challenge

Wild Ride on a Monster Dildo! 7.6 Inch Challenge

FapHouse 1 year ago

Trans Jenna Creed Gets Relaxing Massage With Happy Ending

Premium HD 13:09

Trans Jenna Creed Gets Relaxing Massage With Happy Ending

Sheer 3 years ago

Hot Tranny Kalliny Nomura Fucks The Technician And Cums In His Mouth DT531

Premium HD 33:37

Hot Tranny Kalliny Nomura Fucks The Technician And Cums In His Mouth DT531

Sheer 3 years ago

Petite Trans Nixi Leon Loves Feeling BBC

Premium HD 25:02

Petite Trans Nixi Leon Loves Feeling BBC

Sheer 2 years ago

Challenge Accepted.. Walking Outside Naked with Breasts

63% HD 0:39 / 9:17

Challenge Accepted.. Walking Outside Naked with Breasts

FapHouse 2 years ago

Empty Your Balls with Me JOI

Empty Your Balls with Me JOI

Clips4sale 2 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

Dominant Big Dick Trans Woman's Stroke Challenge – 10-Minute Masturbation with Explosive Cumshot

Premium HD 11:55

Dominant Big Dick Trans Woman's Stroke Challenge – 10-Minute Masturbation with Explosive Cumshot

Sheer 2 years 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 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 1 year ago

Transsexual anal challenge in Brazil - Episode #08

Transsexual anal challenge in Brazil - Episode #08

FapHouse 1 year 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

New Year, Same Stronger-than-you-gf with a bigger cock! (ID # 1827 HD 1080rez)

New Year, Same Stronger-than-you-gf with a bigger cock! (ID # 1827 HD 1080rez)

Clips4sale 1 year ago

Transsexual anal challenge in Brazil - Episode #20

Transsexual anal challenge in Brazil - Episode #20

FapHouse 1 year ago

Transsexual anal challenge in Brazil - Episode #12

Transsexual anal challenge in Brazil - Episode #12

FapHouse 1 year ago

Transsexual anal challenge in Brazil - Episode #06

Transsexual anal challenge in Brazil - Episode #06

FapHouse 1 year ago

Transsexual Anal Challenge in Brazil - Episode #10

Transsexual Anal Challenge in Brazil - Episode #10

FapHouse 1 year ago

Ebony beauty Brooke Morgan solo

60% HD 1:01 / 23:13

Ebony beauty Brooke Morgan solo

FapHouse 4 years ago

I love being fucked by big toys

HD 1:01 / 19:13

I love being fucked by big toys

FapHouse 5 years ago

Amateur Japanese cougar exhibitionist gets creampie

HD 1:01 / 53:05

Amateur Japanese cougar exhibitionist gets creampie

FapHouse 4 years ago

Locktober Special - Day 31: Halloween

Locktober Special - Day 31: Halloween

Clips4sale 1 year ago

Big cock Tgirl Lucy and the big black mamba dildo challenge

HD 0:39 / 18:21

Big cock Tgirl Lucy and the big black mamba dildo challenge

FapHouse 4 years ago

TS Sex Goddess Takes a Man to His Absolute Limit

HD 0:29 / 35:25

TS Sex Goddess Takes a Man to His Absolute Limit

Clips4sale 4 years ago

She-male vs lesbians... The challenge!!!

62% HD 0:39 / 17:19

She-male vs lesbians... The challenge!!!

FapHouse 5 years ago

Transsexual Anal Challenge in Brazil - Episode #15

HD 0:39 / 19:57

Transsexual Anal Challenge in Brazil - Episode #15

FapHouse 5 years ago

Wedgie wrestling

Wedgie wrestling

Clips4sale 2 years ago

Flexy Sissy Cock Worship Practice

61% HD 1:01 / 8:25

Flexy Sissy Cock Worship Practice

FapHouse 2 years ago

Device Bondage Blowjob Counter Challenge

67% HD 0:30 / 28:01

Device Bondage Blowjob Counter Challenge

Clips4sale 1 year ago

2 great huge cocks for an hot Brazilian transsexual...

HD 1:01 / 16:14

2 great huge cocks for an hot Brazilian transsexual...

FapHouse 5 years ago

Transsexual anal challenge in Brazil - Episode #16

Transsexual anal challenge in Brazil - Episode #16

FapHouse 1 year ago

Transsexual Anal Challenge in Brazil - Episode #16

HD 1:01 / 19:50

Transsexual Anal Challenge in Brazil - Episode #16

FapHouse 5 years ago

Challenge to a new huge dildo -Part 3

HD 1:01 / 15:25

Challenge to a new huge dildo -Part 3

FapHouse 4 years ago

The Tight Hole of the Banana Tree Is Delicious

59% HD 1:01 / 6:05

The Tight Hole of the Banana Tree Is Delicious

FapHouse 1 year ago

Self-training No. 94: Wearing Sanitary Pads and Tampons for an Exposure Walk - Part 1

HD 1:01 / 19:36

Self-training No. 94: Wearing Sanitary Pads and Tampons for an Exposure Walk - Part 1

FapHouse 7 months ago

Challenge of the Vibrator Thicker Than a Tennis Ball

Challenge of the Vibrator Thicker Than a Tennis Ball

FapHouse 7 months ago

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

61% HD 0:39 / 3:10

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

FapHouse 8 months ago

Jasminedlight & Valentina Rosa - Outdoor Garden Extreme Anal Training Footing

65% HD 1:01 / 8:54

Jasminedlight & Valentina Rosa - Outdoor Garden Extreme Anal Training Footing

FapHouse 1 year ago

How to Suck a 10" inch BBC Cock Blowjob Instructions POV

HD 0:10 / 15:55

How to Suck a 10" inch BBC Cock Blowjob Instructions POV

LoyalFans 11 months ago

300 Millimeters the Great Challenge

300 Millimeters the Great Challenge

FapHouse 10 months ago

Chastity Release Challenge by Tranny Girl! You Have to Cum in One Minute!! German

66% HD 0:08 / 0:40

Chastity Release Challenge by Tranny Girl! You Have to Cum in One Minute!! German

FapHouse 8 months 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 11 months ago

Secretary Caught Shemale Boss Fucking Sexy Girl In Office

Secretary Caught Shemale Boss Fucking Sexy Girl In Office

FapHouse 2 months ago

Don't Cum Challenge

Don't Cum Challenge

Clips4sale 11 hours ago

Teacher Hexs Practical Class of Biology with TS Student Girl Sophie

HD 0:39 / 56:26

Teacher Hexs Practical Class of Biology with TS Student Girl Sophie

FapHouse 2 months ago

Rogue Adventures 44 (Evil Angel - Joey Silvera) Scene 7

Rogue Adventures 44 (Evil Angel - Joey Silvera) Scene 7

Erotik 9 years ago

Selfie #tell Me Your Favorite Lingerie Brand! I Challenged Myself to Tell Me My Favorite Lingerie Brand!

FapHouse 4 days ago

Asmr Closeup of My Pussy Being Edged with My Vibrator

Asmr Closeup of My Pussy Being Edged with My Vibrator

FapHouse 1 week ago

Mz Berlin - TS Bad Girls

Mz Berlin - TS Bad Girls

Erotik 10 years ago

Edging Challenge

Edging Challenge

FapHouse 2 weeks ago

Selfie #chikubim! Pinch and Show off Her Nipples on Both Sides! I Took on the Challenge.

Selfie #chikubim! Pinch and Show off Her Nipples on Both Sides! I Took on the Challenge.

FapHouse 1 month ago

My Playlist Challenge

55% 0:39 / 4:14

My Playlist Challenge

FapHouse 5 months ago

Cock Ring Challenge Hands-Free Orgasm

Premium HD 7:01

Cock Ring Challenge Hands-Free Orgasm

XVideosRed 3 months ago

extreme market challenge: part 1 — haul preview and huge ball ass prolapse [3-part series]

extreme market challenge: part 1 — haul preview and huge ball ass prolapse [3-part series]

PornBox 3 months ago

Open Challenge (Early Access)

Premium HD 33:43

Open Challenge (Early Access)

Sheer 6 months ago

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