Dildo Riding Videos - Gay (4,329)

Cross Dressing Sissy Dick Rider

58% HD 0:25 / 8:04

Cross Dressing Sissy Dick Rider

Clips4sale 1 year ago

Pansexual Fourgy

Premium 54% HD 37:16

Pansexual Fourgy

Men 2 years ago

Serving my subscribers with my ass and mouth! -- Episode 2

68% 0:39 / 8:17

Serving my subscribers with my ass and mouth! -- Episode 2

FapHouse 3 years ago

Moving Day Surprise

58% VR 1:17 / 45:20

Moving Day Surprise

VirtualRealGay 4 months ago

Ken and Warren

43% 0:11 / 11:51

Clips4sale 2 years ago

Luke Hardy & Cristian Ford Party on Jun 13, 2025 - Part 2

54% HD 2:00 / 1:50:18

Luke Hardy & Cristian Ford Party on Jun 13, 2025 - Part 2

Flirt4Free 1 month ago

Ken and Warren

41% 0:11 / 11:51

Clips4sale 2 years ago

Insatiable Muscle Goddess needs to peg his ass to release ft Cherry Devivre in 4k

61% 4K 0:28 / 17:22

Insatiable Muscle Goddess needs to peg his ass to release ft Cherry Devivre in 4k

Clips4sale 1 month ago

Late Night Ride

Late Night Ride

FapHouse 1 week ago

Nathan O'Reilly Rides Again - Part 2 - High Def

46% 0:11 / 8:10

Nathan O'Reilly Rides Again - Part 2 - High Def

Clips4sale 1 year ago

Shaking Orgasm From First Time Using Dildo

Shaking Orgasm From First Time Using Dildo

FapHouse 1 month ago

instructing my gay friends after they worship my muscles

67% 0:56 / 23:25

instructing my gay friends after they worship my muscles

Clips4sale 1 year ago

Latex Nun with Big Boobs Pt.1

Latex Nun with Big Boobs Pt.1

FapHouse 1 month ago

hard riding and taking it good. horny on the sauna

hard riding and taking it good. horny on the sauna

PornBox 1 week ago

Gayest Cumshot Compilation Vol 2 (4k 60 Fps)

50% 4K 0:39 / 34:01

Gayest Cumshot Compilation Vol 2 (4k 60 Fps)

FapHouse 3 weeks ago

riding with my pink g-spot. horny on the sauna

riding with my pink g-spot. horny on the sauna

AnalVids 6 days ago

kira viburn crazy blonde and her first time anal 0% pussy atm rough sex facefuck deep throat balls deep anal gapes facial eks043

HD 1:00 / 46:46

kira viburn crazy blonde and her first time anal 0% pussy atm rough sex facefuck deep throat balls deep anal gapes facial eks043

PornBox 2 years ago

Businessman Is Riding the Dildo Outdoor and He Is Cumming Outside by the Road

56% HD 0:39 / 15:36

Businessman Is Riding the Dildo Outdoor and He Is Cumming Outside by the Road

FapHouse 5 months ago

The Plumber with Mason Dixon

63% 0:30 / 30:45

The Plumber with Mason Dixon

Clips4sale 2 weeks ago

horny housewife

4K 0:30 / 24:16

horny housewife

PornBox 6 years ago

Squirted Reality

64% HD 1:12 / 26:14

Squirted Reality

Men 2 years ago

Femboy Rides Dildo, Fucks Fleshlight and Puckers Asshole to Huge Cumshot

Femboy Rides Dildo, Fucks Fleshlight and Puckers Asshole to Huge Cumshot

FapHouse 2 months ago

It's A Boy!

63% HD 1:29 / 23:11

Men 4 years ago

Big Dick Femboy Rides Dildo and Leaks Cum

58% HD 0:39 / 5:03

Big Dick Femboy Rides Dildo and Leaks Cum

FapHouse 2 months ago

gayest cumshot compilation vol 1 crossdresser femboy sissy

65% HD 0:28 / 35:31

gayest cumshot compilation vol 1 crossdresser femboy sissy

PornBox 3 months ago

Adam Killian & Quinn Visser Take Each Other Savagely

HD 2:00 / 29:40

Adam Killian & Quinn Visser Take Each Other Savagely

Flirt4Free 9 years ago

Jawbreaker: Cop Breeder

66% HD 1:09 / 24:45

Jawbreaker: Cop Breeder

Men 9 months ago

My Trans Roomie

HD 1:18 / 30:44

My Trans Roomie

Men 2 years ago

Precinct 69 Part 2

HD 1:11 / 27:05

Precinct 69 Part 2

Men 4 years ago

Ryan Finds His P Spot

66% HD 2:00 / 19:30

Ryan Finds His P Spot

Flirt4Free 8 years ago

Tomboy Pegging - Strapon Fuck with Bishop Black (MOV)

HD 0:18 / 32:12

Tomboy Pegging - Strapon Fuck with Bishop Black (MOV)

Clips4sale 2 weeks ago

Strap In!

HD 0:15 / 49:12

Lustery 5 years ago

Cute Twink in Skirt Breaking His Hole Hard and Wet

Cute Twink in Skirt Breaking His Hole Hard and Wet

FapHouse 4 months ago

Arse obsession, pegging seduction: a VR Fantasy with Matriarch Ezada Sinn

Arse obsession, pegging seduction: a VR Fantasy with Matriarch Ezada Sinn

Clips4sale 2 weeks ago

*members only* 120 fps - black boy asshole spank bouncing in super slow motion - dj buttpussy

57% 0:30 / 24:43

*members only* 120 fps - black boy asshole spank bouncing in super slow motion - dj buttpussy

AnalVids 5 months ago

Suck and Fuck Practice Gay Encouragement - Clara Dee JOI

Suck and Fuck Practice Gay Encouragement - Clara Dee JOI

APClips 5 months ago

Hooking Up With Nate Grimes

HD 1:11 / 27:23

Hooking Up With Nate Grimes

Men 3 years ago

becoming my snotty asshole SISSY

4K 0:13 / 21:24

becoming my snotty asshole SISSY

Clips4sale 1 year ago

Video in park with dildo

Video in park with dildo

FapHouse 2 years ago

ANGLES 1 AND 3 Skinny Twink Ass To Mouth after big loose farting butthole swallows giant footlong dildo to the balls and back

ANGLES 1 AND 3 Skinny Twink Ass To Mouth after big loose farting butthole swallows giant footlong dildo to the balls and back

C4S 2 years ago

Cum In My Reality

HD 1:26 / 26:39

Cum In My Reality

Men 4 years ago

Dildo Fuck in the Bathroom with Cumshot

Dildo Fuck in the Bathroom with Cumshot

FapHouse 1 week ago

anal cowboy - angle 3of7

HD 0:10 / 25:03

anal cowboy - angle 3of7

PornBox 2 years ago

1564 ho tboy fucked by arab with big cock kader

54% HD 0:30 / 13:34

1564 ho tboy fucked by arab with big cock kader

PornBox 10 years ago

horny scally leather sneakers lad on pp fucked and ride by two dildos

horny scally leather sneakers lad on pp fucked and ride by two dildos

PornBox 2 weeks ago

ANAL COWBOY - Angle 3of7

Premium HD 25:02

ANAL COWBOY - Angle 3of7

Sheer 2 years ago

amazin exhib fist session dfor slut in publcic park by daddy

HD 0:30 / 17:30

amazin exhib fist session dfor slut in publcic park by daddy

PornBox 11 years ago

Sexy American Guy Cums While Using Dildo

HD 2:00 / 10:00

Sexy American Guy Cums While Using Dildo

Flirt4Free 8 years ago

Gangbang Training For Sissy Slut

51% 0:30 / 7:36

Gangbang Training For Sissy Slut

Clips4sale 10 months ago

Gawkers Uncut

HD 1:39 / 41:38

Men 4 years ago

Slut Locked in Flat Cage, Riding Xxxl Dildos

Slut Locked in Flat Cage, Riding Xxxl Dildos

FapHouse 1 year ago

guyzin2rubber, fingers and cones

65% HD 1:00 / 21:26

guyzin2rubber, fingers and cones

AnalVids 1 year ago

Riding my big black dildo on the wall and cumming

55% HD 0:39 / 1:49

Riding my big black dildo on the wall and cumming

FapHouse 3 years ago

guyzin2rubber, rubber s in their jeans

58% HD 1:18 / 32:27

guyzin2rubber, rubber s in their jeans

AnalVids 1 year ago

Riding My New Fat Dildo From Realdick

Riding My New Fat Dildo From Realdick

FapHouse 3 months ago

Femboy Sissy with Fufu Clip Fucks a Dildo

58% HD 0:39 / 21:11

Femboy Sissy with Fufu Clip Fucks a Dildo

FapHouse 2 years ago

Hitting the P Spot - Milking a Hypospadias Cut Co

Hitting the P Spot - Milking a Hypospadias Cut Co

FapHouse 2 weeks ago

William Horny Wedgie and Riding Dildo in Red Underwear

69% 4K 2:00 / 19:24

William Horny Wedgie and Riding Dildo in Red Underwear

Flirt4Free 2 months ago

Tomboy Pegging - Strapon Fuck with Bishop Black (AVI)

HD 0:18 / 32:12

Tomboy Pegging - Strapon Fuck with Bishop Black (AVI)

Clips4sale 2 weeks ago

Juicy Distraction

74% 0:30 / 17:57

Juicy Distraction

C4S 3 weeks ago

Sissy grandpa riding a very long dildo wearing stockings

56% HD 1:11 / 5:51

Sissy grandpa riding a very long dildo wearing stockings

LoverFans 5 months ago

ANGLE 2of6 Skinny Twink Ass To Mouth after big loose farting butthole swallows giant footlong dildo to the balls and back

63% 0:11 / 20:00

ANGLE 2of6 Skinny Twink Ass To Mouth after big loose farting butthole swallows giant footlong dildo to the balls and back

C4S 2 years ago

The Gay Awakening Podcast Episode #46 - Wife Makes You A Whore

62% HD 0:27 / 8:44

The Gay Awakening Podcast Episode #46 - Wife Makes You A Whore

Clips4sale 2 years ago

Masturbation video riding dildo in shower

Masturbation video riding dildo in shower

XVideosRed 1 month ago

guyzin2rubber, rubber s in their jeans

61% HD 1:18 / 32:27

guyzin2rubber, rubber s in their jeans

PornBox 1 year ago

CD Pink and Red Lingerie Rides Huge Dildo Precum

54% HD 0:39 / 4:15

CD Pink and Red Lingerie Rides Huge Dildo Precum

FapHouse 5 months ago

guyzin2rubber, casting with james and ryan

64% HD 0:55 / 27:21

guyzin2rubber, casting with james and ryan

AnalVids 1 year ago

Three Happy Friends

60% 0:39 / 43:59

Three Happy Friends

FapHouse 1 week ago

Making a sandwich - riding dildo on the kitchen counter

63% HD 0:39 / 4:08

Making a sandwich - riding dildo on the kitchen counter

FapHouse 2 years ago

Going Gay For Two Pegging Goddesses: Peggin Thee Stallion & Miss Hannah Blake (HD 1080 MP4)

HD 0:24 / 14:58

Going Gay For Two Pegging Goddesses: Peggin Thee Stallion & Miss Hannah Blake (HD 1080 MP4)

Clips4sale 3 days ago

Suited men with open crotch is pissing like a dog and rides the dildo and cums handsfree

69% 0:39 / 15:07

Suited men with open crotch is pissing like a dog and rides the dildo and cums handsfree

FapHouse 1 year ago

Dildo Riding Jamie Gets Off

Dildo Riding Jamie Gets Off

BoyCrush 10 years ago

Ride My Big Cock, Guy. I Wanna Fuck and Bang Your Asshole! Nr 5

HD 0:39 / 23:10

Ride My Big Cock, Guy. I Wanna Fuck and Bang Your Asshole! Nr 5

FapHouse 10 months ago

FEROCIOUS FUCK HD

FEROCIOUS FUCK HD

Clips4sale 4 years ago

Using Soap Bar as Lube to Fuck My Hole with Huge Dildo Milking 3 Cumloads

Using Soap Bar as Lube to Fuck My Hole with Huge Dildo Milking 3 Cumloads

FapHouse 1 week ago

A Hole Lotta Love

A Hole Lotta Love

Men 10 months ago

Booty On The Bike

HD 1:07 / 25:10

Booty On The Bike

Men 3 years ago

BBC FAGGOT SLAVE

HD 0:10 / 12:37

BBC FAGGOT SLAVE

LoyalFans 2 years ago

Deleted Scenes Dirty Biker Gothslave Rides Dildo

Deleted Scenes Dirty Biker Gothslave Rides Dildo

FapHouse 1 year ago

Depraved Self Fisting Latino

66% HD 0:39 / 5:51

Depraved Self Fisting Latino

FapHouse 1 year ago

Ass Play, Dildos, Beads

Ass Play, Dildos, Beads

Flirt4Free 8 years ago

Gayest Cumshot Compilation VOL 1 Crossdresser Femboy Sissy

Premium HD 35:31

Gayest Cumshot Compilation VOL 1 Crossdresser Femboy Sissy

xnxxGold 3 months ago

Autumn Ride and Fuck Big Black Dildo 12 Inch - It Really Hurts

66% HD 0:39 / 6:58

Autumn Ride and Fuck Big Black Dildo 12 Inch - It Really Hurts

FapHouse 2 years ago

Our Little Plaything: Passionate MFF Threesome

57% 0:30 / 15:34

Our Little Plaything: Passionate MFF Threesome

Clips4sale 4 months ago

Bubble Butt Sissy Boy Loves to Fuck His Asshole on Cam Pt 1 sd wmv

Bubble Butt Sissy Boy Loves to Fuck His Asshole on Cam Pt 1 sd wmv

Clips4sale 1 year ago

Thick Ass Boy Bouncing On A Fat Dick and Machine Fucked - HD

Thick Ass Boy Bouncing On A Fat Dick and Machine Fucked - HD

Clips4sale 1 year ago

Double Dildo Dare Ya

44% HD 2:00 / 40:20

Double Dildo Dare Ya

Lustery 11 months ago

Hands Free Cum Riding Big Dildo

Hands Free Cum Riding Big Dildo

FapHouse 2 weeks ago

sissy husband riding my dildo like a good slut

55% HD 0:15 / 5:01

sissy husband riding my dildo like a good slut

PornBox 2 years ago

Perfect Body American Stud Dildod Ride

69% HD 2:00 / 23:20

Perfect Body American Stud Dildod Ride

Flirt4Free 8 years ago

Riding the Big Daddy

43% 0:39 / 10:58

Riding the Big Daddy

FapHouse 6 months ago

riding with my pink g-spot. horny on the sauna

riding with my pink g-spot. horny on the sauna

PornBox 6 days ago

Virginity Swap

HD 1:11 / 20:34

Men 3 years ago

Twink Rides and Fucks Big Black Dildo - 12 Inch - It Really Hurts

Twink Rides and Fucks Big Black Dildo - 12 Inch - It Really Hurts

FapHouse 2 years ago

Breeding The Elf

HD 1:33 / 26:30

Breeding The Elf

Men 4 years ago

Riding Big Dick As a Nasty Bitch

HD 2:00 / 39:38

Riding Big Dick As a Nasty Bitch

Flirt4Free 1 year ago

Thick Ass Boy Bouncing On A Fat Dick and Machine Fucked - WMV - SD

Thick Ass Boy Bouncing On A Fat Dick and Machine Fucked - WMV - SD

Clips4sale 1 year ago

Riding Dildo Fun Time Sri Lankan Sexy Boy

Riding Dildo Fun Time Sri Lankan Sexy Boy

FapHouse 1 week ago

Riding a Dildo

FapHouse 3 weeks ago

Football Player Chasity Dick and Ass Training in a Green Soccer Kit

67% 0:39 / 13:08

Football Player Chasity Dick and Ass Training in a Green Soccer Kit

FapHouse 1 year ago

A Boy with a Beautiful Body Rides a Big Transparent Dildo

63% HD 0:07 / 0:39

A Boy with a Beautiful Body Rides a Big Transparent Dildo

FapHouse 8 months ago

masturbation video riding dildo in shower

60% HD 0:32 / 4:50

masturbation video riding dildo in shower

PornBox 1 month ago

Twink Boy Riding a Dildo

Twink Boy Riding a Dildo

FapHouse 4 months ago

big hairy muscle guy playing with his toy

big hairy muscle guy playing with his toy

PornBox 4 months ago

Young Stud Takes Drawing Lessons From Gay Artist Nick Manetti

Young Stud Takes Drawing Lessons From Gay Artist Nick Manetti

FapHouse 4 days ago

Sun, Oil, and a Cucumber Deep Inside Me and my sexy ASS

Sun, Oil, and a Cucumber Deep Inside Me and my sexy ASS

Remote Control: Episode 1

HD 1:11 / 33:17

Remote Control: Episode 1

Men 5 years ago

Riding A Dildo To Get That Load

Riding A Dildo To Get That Load

BoyCrush 11 years ago

Virgin Student Practicing Riding Cock Before College

70% HD 0:39 / 7:27

Virgin Student Practicing Riding Cock Before College

FapHouse 1 year ago

Bubble Butt Sissy Boy Loves to Fuck His Asshole on Cam Pt 1 sd

Bubble Butt Sissy Boy Loves to Fuck His Asshole on Cam Pt 1 sd

Clips4sale 1 year ago

Smooth Solo Ride – Raw Anal Play With Real Insertion

Smooth Solo Ride – Raw Anal Play With Real Insertion

CHALLENGE CUM. CUMMING IN CHASTITY BELT AND NIPPLE CLAMPS.

Premium HD 10:12

CHALLENGE CUM. CUMMING IN CHASTITY BELT AND NIPPLE CLAMPS.

XVideosRed 2 years ago

Unlock My Chastity Cage

61% HD 1:10 / 31:34

Unlock My Chastity Cage

Crossdress Riding Dildo

63% HD 0:39 / 16:17

Crossdress Riding Dildo

FapHouse 4 months ago

real deal double penetration

56% HD 0:51 / 37:37

real deal double penetration

PornBox 6 years ago

Dick Signal Uncut

HD 1:14 / 28:54

Dick Signal Uncut

Men 3 years ago

Sexy Handsome Bear in Dildo Plus for More Than an Hour!

55% HD 2:00 / 1:17:58

Sexy Handsome Bear in Dildo Plus for More Than an Hour!

Flirt4Free 8 years ago

Sissy Husband Riding My Dildo Like a Good Slut

Premium HD 5:01

Sissy Husband Riding My Dildo Like a Good Slut

XVideosRed 2 years ago

FTM Christmas cum and squirt with vibrator

62% 0:30 / 14:32

FTM Christmas cum and squirt with vibrator

Clips4sale 7 months ago

Boot-slut fuck her submassiv sucker-boy!

HD 0:39 / 19:45

Boot-slut fuck her submassiv sucker-boy!

FapHouse 5 years ago

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