Underwear Videos - Gay (3,934)

Abandoned Underwear Models Make the Best of It

Premium 66% HD 3:02:00

Abandoned Underwear Models Make the Best of It

AEBN 12 years ago

Encouraged Bi - Valentines Surprise

51% HD 0:10 / 11:55

Encouraged Bi - Valentines Surprise

LoyalFans 2 years ago

Hotwife Bisexual Encouragement - Star Nine Gay Encouragement From HouseWife

60% HD 0:10 / 14:07

Hotwife Bisexual Encouragement - Star Nine Gay Encouragement From HouseWife

LoyalFans 7 months ago

Bi Curious Sissy wants to Suck Dicks – Bisexual Encouragement by Goddess Nikki Kit

64% HD 0:10 / 9:01

Bi Curious Sissy wants to Suck Dicks – Bisexual Encouragement by Goddess Nikki Kit

LoyalFans 1 year ago

step-Mommy Makes You Gay For Sniffing Her Panties

68% HD 0:10 / 34:27

step-Mommy Makes You Gay For Sniffing Her Panties

LoyalFans 10 months ago

Trained to Take Cock with Goddess Stella Sol And Domina Andrea Rosu FULL - Femdom Pegging and Slave Training

65% HD 0:10 / 41:53

Trained to Take Cock with Goddess Stella Sol And Domina Andrea Rosu FULL - Femdom Pegging and Slave Training

LoyalFans 2 months ago

Horror Slutty Stories To CUM In The Dark Episode 4: The Pumpkining

65% HD 0:10 / 45:28

Horror Slutty Stories To CUM In The Dark Episode 4: The Pumpkining

LoyalFans 6 months ago

Gay Underwear Fetish

Premium HD 1:59:00

Gay Underwear Fetish

AEBN 11 months ago

Step-Mommy's Pegging Punishment

56% HD 0:10 / 19:49

Step-Mommy's Pegging Punishment

LoyalFans 1 month ago

Belly Full of Cum! - Bella Trixxx's Sissy Impregnation Fantasy 720p

Belly Full of Cum! - Bella Trixxx's Sissy Impregnation Fantasy 720p

Clips4sale 1 year ago

After Hours Play: Freddy Bullied and Spit Roasted

56% 0:11 / 22:15

After Hours Play: Freddy Bullied and Spit Roasted

Clips4sale 2 years ago

My Stepbro Swallowed Me by Accident - Lalo Cortez

My Stepbro Swallowed Me by Accident - Lalo Cortez

Clips4sale 2 months ago

Mom's Panty Boy Gets Fucked: Threesome

HD 0:10 / 10:12

Mom's Panty Boy Gets Fucked: Threesome

LoyalFans 3 years ago

Atomic wedgie bondage& dirty underwear gag

Premium HD 7:53

Atomic wedgie bondage& dirty underwear gag

Clips4sale 1 year ago

Taboo Bi Games: Cock Cummies Suck Off

HD 0:10 / 14:27

Taboo Bi Games: Cock Cummies Suck Off

LoyalFans 3 years ago

Inflate and blow to pop balloons

Inflate and blow to pop balloons

Clips4sale 2 years ago

8.5 Inch: A Passport for Success!

Premium 66% 5:36

8.5 Inch: A Passport for Success!

Cadinot 8 years ago

Brianna Kelly Feet Candid #6 Pink Pedicure

Brianna Kelly Feet Candid #6 Pink Pedicure

Clips4sale 3 years ago

Klamm's snatching-WMV

56% HD 0:11 / 33:10

Klamm's snatching-WMV

Clips4sale 2 years ago

Wet & Wild (HD)

66% HD 1:00 / 2:15:00

Wet & Wild (HD)

Clips4sale 2 years ago

Part 2 Doctor fer turns Alpha man into gay pleasure

HD 0:20 / 19:43

Part 2 Doctor fer turns Alpha man into gay pleasure

Clips4sale 1 week ago

Sexy Latino Finn Tickled With Raspberries

63% 4K 0:30 / 5:24

Sexy Latino Finn Tickled With Raspberries

Clips4sale 1 year ago

Dax and Leon Play Gay Chicken

49% 0:30 / 16:59

Dax and Leon Play Gay Chicken

Clips4sale 1 year ago

Worship My Ass, Slave - Jessie Russel - Leo Blue - Manpuppy - WMV 720 - Remaster

58% HD 0:13 / 7:51

Worship My Ass, Slave - Jessie Russel - Leo Blue - Manpuppy - WMV 720 - Remaster

Clips4sale 1 year ago

Kayden's Audition

75% 0:11 / 8:42

Kayden's Audition

Clips4sale 3 years ago

Swim Coach goes HARD for RED DICK

HD 0:10 / 25:47

Swim Coach goes HARD for RED DICK

LoyalFans 8 months ago

POV - Feminising My Chastity Boy (4K)

70% 4K 0:23 / 14:39

POV - Feminising My Chastity Boy (4K)

Clips4sale 1 year ago

StepMommy Made Me Gay

HD 0:10 / 14:03

StepMommy Made Me Gay

LoyalFans 2 years ago

Cum On My Boots

Cum On My Boots

Clips4sale 11 months ago

Cheerleaders Chump

55% HD 0:10 / 9:36

Cheerleaders Chump

LoyalFans 9 months ago

Ty Tucker Fucks Robbie

Ty Tucker Fucks Robbie

Clips4sale 10 months ago

Turning You Gay on Valentines Day

HD 0:10 / 10:40

Turning You Gay on Valentines Day

LoyalFans 3 months ago

Trained to Take Cock w Goddess Stella Sol And Domina Andrea Rosu Part 3: Bent over and pegged by two powerful women - Pegging, Double Domination MP4

66% 0:20 / 18:34

Trained to Take Cock w Goddess Stella Sol And Domina Andrea Rosu Part 3: Bent over and pegged by two powerful women - Pegging, Double Domination MP4

Clips4sale 1 year ago

Feminize Our Twink Step-Son

69% HD 0:10 / 20:04

Feminize Our Twink Step-Son

LoyalFans 11 months ago

Sissy Feminization (wmv)

Sissy Feminization (wmv)

Clips4sale 9 months ago

Complete Feminization - double domination - femdom pov - crossdresser - faggot training - sissy slut - encouraged bi - bisexual beta bitch - tasks

Complete Feminization - double domination - femdom pov - crossdresser - faggot training - sissy slut - encouraged bi - bisexual beta bitch - tasks

LoyalFans 2 days ago

Aroma Turns You Into a Sissy Slut

HD 0:10 / 11:38

Aroma Turns You Into a Sissy Slut

LoyalFans 6 months ago

Maria wedgies Jaden wmv

Maria wedgies Jaden wmv

Clips4sale 1 year ago

Feminized For The BNWO (4KUHD MP4)

60% HD 0:32 / 16:06

Feminized For The BNWO (4KUHD MP4)

Clips4sale 1 year ago

Sissy Fag Test

67% HD 0:10 / 13:04

LoyalFans 3 years ago

Femme come first, sexual domination with real orgasms for Matriarch Ezada Sinn, queer dom play with Giada Da Vinci

HD 0:10 / 27:09

Femme come first, sexual domination with real orgasms for Matriarch Ezada Sinn, queer dom play with Giada Da Vinci

LoyalFans 2 weeks ago

Underwear Stroking - Richard Lennox

Underwear Stroking - Richard Lennox

LoyalFans 11 months ago

After Party Cum Dump!

58% HD 0:30 / 23:45

After Party Cum Dump!

Clips4sale 1 year ago

2 Hour Fuck Fest Featuring @RhyThe Woodsman

HD 0:10 / 2:19:46

2 Hour Fuck Fest Featuring @RhyThe Woodsman

LoyalFans 3 months ago

SIL Farts All Over You JOI CEI

39% HD 0:10 / 15:53

SIL Farts All Over You JOI CEI

LoyalFans 3 months ago

Cute boy CUMS in his briefs, modeling all his pairs of underwear for you gets him so turned on

51% 4K 0:29 / 10:17

Cute boy CUMS in his briefs, modeling all his pairs of underwear for you gets him so turned on

Clips4sale 2 years ago

Pussy Free Cock Sucker

56% HD 0:10 / 9:34

Pussy Free Cock Sucker

LoyalFans 3 years ago

Training Pants Wetting Accident and Diaper ABDL Playtime

48% 0:29 / 3:02

Training Pants Wetting Accident and Diaper ABDL Playtime

Clips4sale 2 years ago

EATING ALPHA CONDOMS

61% 4K 0:29 / 13:32

EATING ALPHA CONDOMS

Clips4sale 4 years ago

"Edge-O-Matic 3000" Edging Machine vs 1 needy Bondage Pup! all tied up and helpless

4K 1:00 / 25:49

"Edge-O-Matic 3000" Edging Machine vs 1 needy Bondage Pup! all tied up and helpless

Clips4sale 6 months ago

Wedgie Fraud -- High Definition Version

60% HD 1:00 / 14:39

Wedgie Fraud -- High Definition Version

Clips4sale 1 year ago

The Gay Awakening Podcast Episode #35

76% HD 0:20 / 10:49

The Gay Awakening Podcast Episode #35

Clips4sale 3 years ago

547 - MEN ONLY - First Gay Underwater Casting

54% 0:46 / 28:02

547 - MEN ONLY - First Gay Underwater Casting

Clips4sale 1 year ago

Femdom Or Faggot?

HD 0:10 / 13:29

Femdom Or Faggot?

LoyalFans 1 month ago

Suck My Dick

LoyalFans 6 months ago

Dine & Dash Facesitting Delivery - Frank Funsize - Richard Lennox

47% HD 0:10 / 9:09

Dine & Dash Facesitting Delivery - Frank Funsize - Richard Lennox

LoyalFans 10 months ago

ABDL Sissy Slave Training 2

63% HD 0:10 / 17:04

ABDL Sissy Slave Training 2

LoyalFans 3 years ago

Redhead StepMommy’s anal slut gayboys

HD 0:10 / 27:58

Redhead StepMommy’s anal slut gayboys

LoyalFans 8 months ago

Wedgies Make Him Horny - Aiden Valentine - Richard Lennox

56% HD 0:10 / 9:36

Wedgies Make Him Horny - Aiden Valentine - Richard Lennox

LoyalFans 3 months ago

House bitch turned bisexual anal whore

63% HD 0:10 / 22:22

House bitch turned bisexual anal whore

LoyalFans 10 months ago

Be Gay or Get out Step-Mom Roleplay

HD 0:10 / 11:01

Be Gay or Get out Step-Mom Roleplay

LoyalFans 4 years ago

Share Our Friend's Dick With Me

55% HD 0:10 / 8:42

Share Our Friend's Dick With Me

LoyalFans 3 months ago

The sub’s bi-sexual tendencies are exposed by Mistress Ayn and She trains him how to suck cock

HD 0:10 / 12:17

The sub’s bi-sexual tendencies are exposed by Mistress Ayn and She trains him how to suck cock

LoyalFans 2 weeks ago

Sissy Cock Sock: GAY Training Mind Fuck

57% HD 0:10 / 9:17

Sissy Cock Sock: GAY Training Mind Fuck

LoyalFans 1 year ago

Step-Daddy Kyaa's Dick

59% HD 0:10 / 10:58

Step-Daddy Kyaa's Dick

LoyalFans 2 years ago

Chastity Cage Tasks

Chastity Cage Tasks

LoyalFans 3 weeks ago

Inescapably Gay

Inescapably Gay

LoyalFans 2 weeks ago

Wedgies for Entitled Gen Z Twink - Devin Jones - Richard Lennox

Wedgies for Entitled Gen Z Twink - Devin Jones - Richard Lennox

LoyalFans 10 months ago

Gay Task for Sissy Goon – Bisexual Encouragement by Goddess Nikki Kit

59% HD 0:10 / 8:27

Gay Task for Sissy Goon – Bisexual Encouragement by Goddess Nikki Kit

LoyalFans 1 year ago

Guys Take Care Of Guys Hardons

Premium 78% HD 21:00

Guys Take Care Of Guys Hardons

AEBN 2 years ago

Knee Socks Dirty Talk Solo JO - Richard Lennox

Knee Socks Dirty Talk Solo JO - Richard Lennox

LoyalFans 11 months ago

Stripping Embarrassment to Get the Job - Julian Jaden - Richard Lennox

52% HD 0:10 / 8:31

Stripping Embarrassment to Get the Job - Julian Jaden - Richard Lennox

LoyalFans 11 months ago

559 - MEN ONLY - Watch Me Cum!

78% 0:38 / 10:44

559 - MEN ONLY - Watch Me Cum!

Clips4sale 1 year ago

step-Mommy Makes You Gay For Sniffing Her Panties

72% HD 0:25 / 34:27

step-Mommy Makes You Gay For Sniffing Her Panties

Clips4sale 3 years ago

Feel Good Wedgies

66% 0:16 / 9:24

Feel Good Wedgies

Clips4sale 4 years ago

Boss Embarrassment - Toby Springs - Nick Darling - Richard Lennox

65% HD 0:10 / 10:05

Boss Embarrassment - Toby Springs - Nick Darling - Richard Lennox

LoyalFans 1 month ago

498 - Men Only: In the Pool with my Stepfather

63% 0:36 / 15:12

498 - Men Only: In the Pool with my Stepfather

Clips4sale 9 months ago

544 - MEN ONLY - Johnny Bravo: Scuba Diving Practice

60% 0:43 / 30:54

544 - MEN ONLY - Johnny Bravo: Scuba Diving Practice

Clips4sale 1 year ago

Wedgies for Loser Step-Son - Frank Funsize - Johnny Mercy - Richard Lennox

Wedgies for Loser Step-Son - Frank Funsize - Johnny Mercy - Richard Lennox

LoyalFans 1 month ago

Intensify The Cock Kink

HD 0:10 / 10:03

Intensify The Cock Kink

LoyalFans 2 years ago

Wife Satisfies Your Craving for Cock

50% HD 0:30 / 18:47

Wife Satisfies Your Craving for Cock

Clips4sale 4 years ago

Stepmom Shaved Cuckold Big Hairy Cock Pov - Rubber Gloves Fetish, Female Domination, Penectomy, Haircut Ball, All Natural, Gay Ass 4k

52% 4K 0:26 / 20:34

Stepmom Shaved Cuckold Big Hairy Cock Pov - Rubber Gloves Fetish, Female Domination, Penectomy, Haircut Ball, All Natural, Gay Ass 4k

Clips4sale 1 year ago

Vacuuming my dick in rain pants

Vacuuming my dick in rain pants

Clips4sale 2 years ago

Vince's Wedgie Spanking -- High Definition Version

Premium HD 12:12

Vince's Wedgie Spanking -- High Definition Version

Clips4sale 1 year ago

Prefect Punishment! Featuring Nathan & Cody HD Version

52% HD 0:59 / 21:02

Prefect Punishment! Featuring Nathan & Cody HD Version

Clips4sale 2 years ago

Step-Dad Wedgies Humiliation for Thuggy Step-Son - Leo Blue - Richard Lennox - Manpuppy - WMV 1080

67% HD 0:19 / 8:52

Step-Dad Wedgies Humiliation for Thuggy Step-Son - Leo Blue - Richard Lennox - Manpuppy - WMV 1080

Clips4sale 2 years ago

435 - MEN ONLY - Rainy Sunday Afternoon

63% 0:29 / 13:17

435 - MEN ONLY - Rainy Sunday Afternoon

Clips4sale 2 years ago

Lane At The Gloryhole

Lane At The Gloryhole

Clips4sale 3 years ago

Gayboys in Paris (HD1080p)

HD 0:20 / 19:28

Gayboys in Paris (HD1080p)

Clips4sale 2 weeks ago

Ryan Sullivan's Mouthy Hogtie

67% HD 0:17 / 6:34

Ryan Sullivan's Mouthy Hogtie

Clips4sale 4 years ago

Gay Balloon pop joi - B2P - looner

60% HD 0:11 / 6:37

Gay Balloon pop joi - B2P - looner

Clips4sale 2 years ago

Wedgie Nerd - Lalo Cortez

66% HD 0:17 / 7:37

Wedgie Nerd - Lalo Cortez

Clips4sale 4 months ago

516 - MEN ONLY - Romans Audition in Rubber

63% 0:34 / 14:14

516 - MEN ONLY - Romans Audition in Rubber

Clips4sale 2 years ago

Born to Be a Good Sissy (mobile)

70% 0:10 / 10:32

Born to Be a Good Sissy (mobile)

Clips4sale 4 years ago

Link's First Gay BJ and Ass Fingering

Link's First Gay BJ and Ass Fingering

Clips4sale 11 months ago

Diesel: Stocky, Handsome Mormon Fireman

47% 0:11 / 10:39

Diesel: Stocky, Handsome Mormon Fireman

Clips4sale 2 years ago

Hung Straight Guy's Anonymous Gloryhole

58% 0:30 / 5:34

Hung Straight Guy's Anonymous Gloryhole

Clips4sale 1 year ago

Gay Dick Worship CEI JOI

72% HD 0:29 / 11:22

Gay Dick Worship CEI JOI

Clips4sale 2 years ago

Sissy Slave Duties

64% HD 0:10 / 11:25

Sissy Slave Duties

LoyalFans 3 years ago

Don't fuck with Jaden's food

56% HD 0:09 / 7:47

Don't fuck with Jaden's food

Clips4sale 4 years ago

Femboy subdues ticklish hunk HD (upper body tickling)

57% 4K 0:30 / 11:22

Femboy subdues ticklish hunk HD (upper body tickling)

Clips4sale 1 year ago

Delivery Boy TIED & TICKLED - Princess Onyx & Angel (HD MP4 1080p)

65% HD 0:37 / 12:50

Delivery Boy TIED & TICKLED - Princess Onyx & Angel (HD MP4 1080p)

Clips4sale 2 years ago

501 - MEN ONLY - The Destroyed Apnea Fin

53% 0:29 / 7:54

501 - MEN ONLY - The Destroyed Apnea Fin

Clips4sale 2 years ago

The Bully’s Rubber-Bound Humiliation

38% 0:59 / 13:03

The Bully’s Rubber-Bound Humiliation

Clips4sale 9 months ago

Training The Collared Chastity Boy Pt 1 (4K)

69% 4K 0:22 / 13:05

Training The Collared Chastity Boy Pt 1 (4K)

Clips4sale 1 year ago

SUCK COCK FOR TIME SISSY

HD 0:10 / 17:19

SUCK COCK FOR TIME SISSY

LoyalFans 3 years ago

Volleyball Player Luke Muscle Worship and HJ (1080P)

55% 4K 0:11 / 1:30:50

Volleyball Player Luke Muscle Worship and HJ (1080P)

Clips4sale 4 years ago

Training Stepmommy's Sissy Faggot

61% HD 0:10 / 9:22

Training Stepmommy's Sissy Faggot

LoyalFans 1 year ago

Toby & Elis: Luv wedgies combo

55% 0:06 / 20:06

Toby & Elis: Luv wedgies combo

Clips4sale 11 months ago

Three-Way Wedgie Domination - Alrik Angel - Aiden Valentine - Richard Lennox - Manpuppy - MP4 1080 Remaster

50% HD 0:30 / 5:27

Three-Way Wedgie Domination - Alrik Angel - Aiden Valentine - Richard Lennox - Manpuppy - MP4 1080 Remaster

Clips4sale 3 months ago

STEP-MOMMY HELPS HER SISSY FAGGOT STEP-SON HOOK UP WITH 2 BLACK STUDS 1080P - ELLIE IDOL

HD 0:10 / 12:32

STEP-MOMMY HELPS HER SISSY FAGGOT STEP-SON HOOK UP WITH 2 BLACK STUDS 1080P - ELLIE IDOL

LoyalFans 4 months ago

Toby luvs wedgies wmv

Toby luvs wedgies wmv

Clips4sale 11 months ago

Amazonian Vanessa humiliates Jaden WMV

51% HD 0:07 / 7:40

Amazonian Vanessa humiliates Jaden WMV

Clips4sale 4 years ago

Playing With and Licking Balloons

Playing With and Licking Balloons

Clips4sale 2 years ago

Fix My Dates - Fluff My Dates (HD MP4)

4K 0:34 / 16:05

Fix My Dates - Fluff My Dates (HD MP4)

Clips4sale 1 year ago

Gay Underwear Fetish

Premium 52% HD 1:59:00

Gay Underwear Fetish

AEBN 11 months ago

Birthday Brojob (4KUHD MP4)

64% HD 0:29 / 15:05

Birthday Brojob (4KUHD MP4)

Clips4sale 1 year ago

Nyxon & Castro Covington Are You As Tough As A Woman HD 720p MP4

57% HD 0:11 / 13:17

Nyxon & Castro Covington Are You As Tough As A Woman HD 720p MP4

Clips4sale 2 years ago

74% HD 0:25 / 14:51

Next Stage Feminization With Pantyhose Leg Tease While Building Your Grindr Profile

Clips4sale 3 years ago

Freakish Captivity-MP4

65% HD 0:11 / 28:17

Freakish Captivity-MP4

Clips4sale 2 years ago

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