Chastity Videos - Gay (2,100)

TONY TAPE GAGGED WITH BIG SPONGE and BREATH CONTROL 1080

HD 0:29 / 14:21

TONY TAPE GAGGED WITH BIG SPONGE and BREATH CONTROL 1080

Clips4sale 2 years ago

RIP the CLOTHES SPANKING and HUMILIATION 1080p

HD 0:27 / 31:20

RIP the CLOTHES SPANKING and HUMILIATION 1080p

Clips4sale 2 years ago

TONY STRESS POSE WITH BALLS STRETC DEVICE multicam 720p

64% HD 0:27 / 21:14

TONY STRESS POSE WITH BALLS STRETC DEVICE multicam 720p

Clips4sale 2 years ago

Submit to Your Gay Desires

HD 0:16 / 10:26

Submit to Your Gay Desires

Clips4sale 3 years ago

RIKKI LONG TIME DEPRIVATION POUCH GASMASK LATEX (FHD mp4)

RIKKI LONG TIME DEPRIVATION POUCH GASMASK LATEX (FHD mp4)

Clips4sale 3 years ago

Huge Dildo Anal Destruction With Massive Creampie Finale - SD

Huge Dildo Anal Destruction With Massive Creampie Finale - SD

Clips4sale 2 years ago

Bubble Butt Boy Riding 7 Different Huge Anal Dildos - SD wmv

Bubble Butt Boy Riding 7 Different Huge Anal Dildos - SD wmv

Clips4sale 2 years ago

Chastity Roulette - 23rd Apr 24 - Electro Feet

4K 0:11 / 18:17

Chastity Roulette - 23rd Apr 24 - Electro Feet

Clips4sale 2 years ago

Mister Faith and Ball - CBT chastity ass sniffing and deepthroat training

HD 0:10 / 11:55

Mister Faith and Ball - CBT chastity ass sniffing and deepthroat training

LoyalFans 2 years ago

TIGHTLY BONDAGE SESSION for RIKKI FHD 50fps 1080p

HD 0:26 / 38:10

TIGHTLY BONDAGE SESSION for RIKKI FHD 50fps 1080p

Clips4sale 1 year ago

if i cant make you straight then chastity it will be

if i cant make you straight then chastity it will be

Clips4sale 2 years ago

Chastity Extension

Chastity Extension

Clips4sale 2 years ago

Femboy Intense Anal Fuck Machine Session in Chastity - HD wmv

HD 0:31 / 11:14

Femboy Intense Anal Fuck Machine Session in Chastity - HD wmv

Clips4sale 2 years ago

OFFICE CHRISTMAS PARTY SISSY

OFFICE CHRISTMAS PARTY SISSY

Clips4sale 2 years ago

Santa's Stuffed Sissy Cockwhore

HD 0:10 / 13:29

Santa's Stuffed Sissy Cockwhore

LoyalFans 2 years ago

Dress Up Like A Girl For Halloween - Secret Sissy Assignment - Goddess Of Destruction Sissification Feminization

50% HD 0:25 / 37:59

Dress Up Like A Girl For Halloween - Secret Sissy Assignment - Goddess Of Destruction Sissification Feminization

Clips4sale 1 year ago

LOCKED EDGING [Gay Leather, Latex, Fetish]

62% HD 0:30 / 12:12

LOCKED EDGING [Gay Leather, Latex, Fetish]

Clips4sale 1 year ago

Birthday Ball Busting HD Up Cam Part 2 Cumshot after 61 days of edging

4K 0:30 / 15:32

Birthday Ball Busting HD Up Cam Part 2 Cumshot after 61 days of edging

Clips4sale 1 year ago

Ladvent Calendar 24 - 6th Dec - Wax Feet Glowsticks

HD 0:30 / 19:49

Ladvent Calendar 24 - 6th Dec - Wax Feet Glowsticks

Clips4sale 1 year ago

ZIGFRID TEST of ENDURANCE FHD 50fps 1080p

HD 0:33 / 52:17

ZIGFRID TEST of ENDURANCE FHD 50fps 1080p

Clips4sale 2 years ago

Now Boyfriend Is Cuck’s Keyholder - Mistress Mystique's boyfriend will be keyholding for you temporarily - Chastity Cuckolding Femdom POV and Gay Humiliation - MP4

Now Boyfriend Is Cuck’s Keyholder - Mistress Mystique's boyfriend will be keyholding for you temporarily - Chastity Cuckolding Femdom POV and Gay Humiliation - MP4

Clips4sale 1 year ago

Birthday Ball Busting HD Top Cam Part 1

HD 0:30 / 15:04

Birthday Ball Busting HD Top Cam Part 1

Clips4sale 1 year ago

How Far Is Too Far? (SD MP4)

4K 0:29 / 17:09

How Far Is Too Far? (SD MP4)

Clips4sale 2 years ago

Ladvent Calendar 24 - 11th Dec - Sonic Chastity Footjob

HD 0:30 / 12:06

Ladvent Calendar 24 - 11th Dec - Sonic Chastity Footjob

Clips4sale 1 year ago

Locked Boyfriend returns

4K 0:30 / 11:59

Locked Boyfriend returns

Clips4sale 2 years ago

Date Night with Chastity

4K 0:30 / 13:28

Date Night with Chastity

Clips4sale 1 year ago

BASTINADO VS FEET TICKLING CHALLENGE for ZIGFRID FHD 720p

62% HD 0:21 / 24:27

BASTINADO VS FEET TICKLING CHALLENGE for ZIGFRID FHD 720p

Clips4sale 1 year ago

Chastity Roulette - 31st May 24 - Footjob Fuck In The Sling

56% 4K 0:30 / 19:28

Chastity Roulette - 31st May 24 - Footjob Fuck In The Sling

Clips4sale 2 years ago

Your Cock Is Disgusting

65% HD 0:10 / 6:22

Your Cock Is Disgusting

LoyalFans 1 year ago

Miss Hannah Blake & Miss Tess - Gay bondage Bumming

HD 0:10 / 13:54

Miss Hannah Blake & Miss Tess - Gay bondage Bumming

LoyalFans 1 year ago

Made To Take A Big Dildo!

47% 0:30 / 21:07

Made To Take A Big Dildo!

Clips4sale 1 year ago

Miss Violet Vixen Reminds Her Cucky Catboy Sissy That His Tiny Useless PP Is Never Getting Off Its Cage as She Beats It for Fun

Miss Violet Vixen Reminds Her Cucky Catboy Sissy That His Tiny Useless PP Is Never Getting Off Its Cage as She Beats It for Fun

Clips4sale 1 year ago

Kings Table One Thousand Hits

HD 0:10 / 17:11

Kings Table One Thousand Hits

LoyalFans 1 year ago

POV - Rules For My Chastity Slave (4K)

4K 0:24 / 14:15

POV - Rules For My Chastity Slave (4K)

Clips4sale 1 year ago

Chastity Footjob In My Puppy Cage HD

4K 0:30 / 10:05

Chastity Footjob In My Puppy Cage HD

Clips4sale 1 year ago

Gay Sissy Boy

4K 0:18 / 15:39

Clips4sale 1 year ago

Helpless Hard and Swollen

HD 0:10 / 20:44

Helpless Hard and Swollen

LoyalFans 1 year ago

Prisoners Suck And Fuck

62% HD 0:10 / 14:46

Prisoners Suck And Fuck

LoyalFans 1 year ago

Edge Play- Stroke & Suffer a Week of Blue Balls - Full HD 1080p - KingMarti

Edge Play- Stroke & Suffer a Week of Blue Balls - Full HD 1080p - KingMarti

Clips4sale 1 year ago

"Now fold that laundry! BITCH!" Mistress Vixen surprise wedgies her sissified cucky for not doing her bull's laundry on time

"Now fold that laundry! BITCH!" Mistress Vixen surprise wedgies her sissified cucky for not doing her bull's laundry on time

Clips4sale 1 year ago

Bred on My Bed – Chaste Cuck Chained, Gagged & Pegged

56% HD 0:10 / 3:15

Bred on My Bed – Chaste Cuck Chained, Gagged & Pegged

LoyalFans 1 year ago

Earn Your Keys as a Sloppy Cockslut!

Earn Your Keys as a Sloppy Cockslut!

Clips4sale 1 year ago

Edge Play- Stroke & Suffer a Week of Blue Balls - 4K UHD 2160p - MOV - KingMarti

Premium 4K 8:58

Edge Play- Stroke & Suffer a Week of Blue Balls - 4K UHD 2160p - MOV - KingMarti

Clips4sale 1 year ago

Podcast: A Moment of Truth 2: Dancing on the Edge of Freedom – Part 2 (Audio Version) (Final)

Podcast: A Moment of Truth 2: Dancing on the Edge of Freedom – Part 2 (Audio Version) (Final)

Clips4sale 1 year ago

Gay small penis humiliation - Almost had sex with the builder

Gay small penis humiliation - Almost had sex with the builder

Clips4sale 3 years ago

Choosing Cock

4K 0:11 / 14:08

Clips4sale 4 years ago

Locked away & gay

Locked away & gay

Clips4sale 4 years ago

Dick Sucking Challenge

Dick Sucking Challenge

Clips4sale 3 years ago

How To Fuck Yourself

How To Fuck Yourself

Clips4sale 3 years ago

Your Forever Cage (HD MP4)

4K 0:29 / 14:53

Your Forever Cage (HD MP4)

Clips4sale 4 years ago

Two and a half Men

Two and a half Men

Clips4sale 4 years ago

Prematurely Ejaculate From Anal

Prematurely Ejaculate From Anal

Clips4sale 3 years ago

Christian Wilde and a New Sub

Christian Wilde and a New Sub

Clips4sale 2 years ago

Mr Herst Torments and Fucks Slave #860 Locked in Chastity

37% 0:11 / 59:44

Mr Herst Torments and Fucks Slave #860 Locked in Chastity

Clips4sale 2 years ago

Cum In Chastity With Cum In You (4KUHD MP4)

HD 0:32 / 17:43

Cum In Chastity With Cum In You (4KUHD MP4)

Clips4sale 2 years ago

It's SO Big! Huge Dildo Deep Bussy Pounding with Fuck Machine - SD wmv

It's SO Big! Huge Dildo Deep Bussy Pounding with Fuck Machine - SD wmv

Clips4sale 2 years ago

Going Gay Encouragement

HD 0:10 / 16:21

Going Gay Encouragement

LoyalFans 2 years ago

Cum In Chastity With Cum In You (SD MP4)

4K 0:32 / 17:43

Cum In Chastity With Cum In You (SD MP4)

Clips4sale 2 years ago

SISSYGASM ENCOURAGEMENT

65% HD 0:10 / 7:26

SISSYGASM ENCOURAGEMENT

LoyalFans 2 years ago

SPH, Hardcore Degrading, Suit, Cigar

61% HD 0:10 / 13:08

SPH, Hardcore Degrading, Suit, Cigar

LoyalFans 5 years ago

Cock Sucker Camille

Cock Sucker Camille

LoyalFans 3 years ago

Mister Faith and Ball - whipping and bisex training part 1

HD 0:17 / 12:35

Mister Faith and Ball - whipping and bisex training part 1

Clips4sale 3 years ago

GCK Gay Training

HD 0:10 / 12:38

GCK Gay Training

LoyalFans 3 years ago

Sissy Faggot Emasculation (MOV)

63% 0:11 / 14:45

Sissy Faggot Emasculation (MOV)

Clips4sale 3 years ago

Beta Cuckold's Price: Cock-Sucking for Chastity Release!

Beta Cuckold's Price: Cock-Sucking for Chastity Release!

Clips4sale 2 years ago

BOYFRIEND TURNED CHASTITY BITCH

BOYFRIEND TURNED CHASTITY BITCH

Clips4sale 2 years ago

Sissy Faggot Emasculation HD (MP4)

HD 0:11 / 14:45

Sissy Faggot Emasculation HD (MP4)

Clips4sale 3 years ago

Sissy Training 4 - Chastity Cum with a Massive Dildo Inside Me

Sissy Training 4 - Chastity Cum with a Massive Dildo Inside Me

Clips4sale 3 years ago

Femboy Intense Anal Fuck Machine Session in Chastity - SD

Femboy Intense Anal Fuck Machine Session in Chastity - SD

Clips4sale 2 years ago

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

HD 0:31 / 19:17

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

Clips4sale 2 years ago

Dungeon Date

66% 0:11 / 1:10:56

Clips4sale 2 years ago

Dirty Thoughts, Messy Load

55% 0:47 / 6:18

Dirty Thoughts, Messy Load

Clips4sale 3 years ago

Footjob Edging Marathon Day 46

Premium 4K 8:58

Footjob Edging Marathon Day 46

Clips4sale 2 years ago

Cuck’s Crush On Boyfriend - Cuckoldress makes you confess your attraction to her boyfriend - Female Domination Make Me Bi Bisexual Encouragement Humiliation Femdom POV with Mistress Mystique - MP4

Cuck’s Crush On Boyfriend - Cuckoldress makes you confess your attraction to her boyfriend - Female Domination Make Me Bi Bisexual Encouragement Humiliation Femdom POV with Mistress Mystique - MP4

Clips4sale 2 years ago

A Push Towards your Gay Fantasies

A Push Towards your Gay Fantasies

LoyalFans 2 years ago

Gay Puppy Play Training - Master and Pup Session

HD 0:59 / 16:10

Gay Puppy Play Training - Master and Pup Session

DarkCruising 4 years ago

Chastity Anal Slut

4K 0:19 / 15:21

Chastity Anal Slut

Clips4sale 1 year ago

Dr Skye's Faggot Training

HD 0:12 / 10:11

Dr Skye's Faggot Training

Clips4sale 1 year ago

Shy Twink Gets Sissified and Ruined Part 2 (1080p)

Shy Twink Gets Sissified and Ruined Part 2 (1080p)

Clips4sale 1 year ago

Shy Twink Gets Sissified and Ruined Part 1 (1080p)

HD 0:13 / 10:00

Shy Twink Gets Sissified and Ruined Part 1 (1080p)

Clips4sale 1 year ago

Mistress Makes You Her Bi Cuck - Cucklolded and attracted to her and her boyfriend - Chastity, Make Me Bi, Bisexual Encouragement, Femdom POV with Mistress Mystique Hoops - WMV

Mistress Makes You Her Bi Cuck - Cucklolded and attracted to her and her boyfriend - Chastity, Make Me Bi, Bisexual Encouragement, Femdom POV with Mistress Mystique Hoops - WMV

Clips4sale 1 year ago

Suck It Gay Boy

Suck It Gay Boy

Clips4sale 1 year ago

Taking my gay friend's virginity

Taking my gay friend's virginity

Clips4sale 1 year ago

Sissy Daniella's Training Part 7

Sissy Daniella's Training Part 7

Clips4sale 1 year ago

Tom Baker Verbally Humiliates His Chastity Slave (4K)

47% 4K 0:14 / 6:18

Tom Baker Verbally Humiliates His Chastity Slave (4K)

Clips4sale 1 year ago

POV - Cruel Boyfriend Series Pt 3 - Chastity and Worship (4K)

43% 4K 0:23 / 10:22

POV - Cruel Boyfriend Series Pt 3 - Chastity and Worship (4K)

Clips4sale 1 year ago

Your Body - My Choice (HD MP4)

4K 0:30 / 15:11

Your Body - My Choice (HD MP4)

Clips4sale 1 year ago

It’s Obvious Now mp4 sd

It’s Obvious Now mp4 sd

Clips4sale 1 year ago

Tom Baker Canes Slave TJ (4K)

75% 4K 0:21 / 12:46

Tom Baker Canes Slave TJ (4K)

Clips4sale 1 year ago

Blue vs Red Balls

Blue vs Red Balls

LoyalFans 1 year ago

Stroke to thiSS (no audio)

Stroke to thiSS (no audio)

Clips4sale 1 year ago

Chastity Tease And Denial For The Bound Rubber Gimp (4K)

4K 0:24 / 20:09

Chastity Tease And Denial For The Bound Rubber Gimp (4K)

Clips4sale 1 year ago

A Vulnerable Position

A Vulnerable Position

LoyalFans 1 year ago

Caged His Cock Then Broke His Balls (split- screen version)

66% 0:30 / 20:15

Caged His Cock Then Broke His Balls (split- screen version)

Clips4sale 1 year ago

Dominated by Your Superiors

HD 0:10 / 12:51

Dominated by Your Superiors

LoyalFans 1 year ago

Slutting You Out

4K 0:29 / 11:00

Slutting You Out

Clips4sale 1 year ago

You DO NOT Get My Feet - You Get MENS FEET while LOCKED away in CHASTITY

HD 0:25 / 20:25

You DO NOT Get My Feet - You Get MENS FEET while LOCKED away in CHASTITY

Clips4sale 1 year ago

15 days MTF transformation 720p

46% HD 0:26 / 14:09

15 days MTF transformation 720p

Clips4sale 1 year ago

Letting out of Chastity

Letting out of Chastity

Clips4sale 4 years ago

Humiliation Challenges: Part 1

Humiliation Challenges: Part 1

Clips4sale 5 years ago

LADY SCARLET - HOMOSEXUAL BLOWJOB SHOW hd - POMPINO OMOSESSUALE

67% HD 0:10 / 14:15

LADY SCARLET - HOMOSEXUAL BLOWJOB SHOW hd - POMPINO OMOSESSUALE

LoyalFans 1 year ago

Tiny Sissy Cocks Belong in Cages - HD 1080 - Chastity - Sissification - SPH

Tiny Sissy Cocks Belong in Cages - HD 1080 - Chastity - Sissification - SPH

Clips4sale 1 year ago

Chastity Footjob Punishment 2025 HD 1

4K 0:30 / 10:24

Chastity Footjob Punishment 2025 HD 1

Clips4sale 1 year ago

LADY SCARLET - SISSY COPULATION mobile

59% HD 0:26 / 12:16

LADY SCARLET - SISSY COPULATION mobile

Clips4sale 1 year ago

Turning My Cuck into a Glory Hole Slut - Audio Only with LeighLake

51% 0:30 / 15:04

Turning My Cuck into a Glory Hole Slut - Audio Only with LeighLake

Clips4sale 1 year ago

Thick Ass Closeup Anal ASMR Bouncing on Huge Monster Dildo - SD wmv

Thick Ass Closeup Anal ASMR Bouncing on Huge Monster Dildo - SD wmv

Clips4sale 2 years ago

Girlfriend Locks Up Your Gay Cock - She finds your gay porn and puts dick in chastity when seeing male friends - Gay Humiliation Keyholder Humiliation with Femdom Mistress Mystique - MP4

Girlfriend Locks Up Your Gay Cock - She finds your gay porn and puts dick in chastity when seeing male friends - Gay Humiliation Keyholder Humiliation with Femdom Mistress Mystique - MP4

Clips4sale 1 year ago

Dirty Talk JOI - Worship My Shiny Oiled Asshole and Breed Me - HD

HD 0:31 / 12:02

Dirty Talk JOI - Worship My Shiny Oiled Asshole and Breed Me - HD

Clips4sale 2 years ago

Nasty Cop and The Sex Offender

Nasty Cop and The Sex Offender

Clips4sale 2 years ago

Caged Bubble Butt Boy XL Buttplug Anal Stretching And Gaping

Caged Bubble Butt Boy XL Buttplug Anal Stretching And Gaping

Clips4sale 2 years ago

Cock Locked Fuck Toy

Cock Locked Fuck Toy

LoyalFans 2 years ago

LANDLORD GETS FEMINISED AND PEGGED (HD 720p)

HD 0:16 / 14:44

LANDLORD GETS FEMINISED AND PEGGED (HD 720p)

Clips4sale 2 years ago

CAUGHT: Locked & Cucked

57% 0:32 / 9:32

CAUGHT: Locked & Cucked

Clips4sale 2 years ago

BDSM Gay big dildo sucking while bound and wearing an anal vibrating plug

BDSM Gay big dildo sucking while bound and wearing an anal vibrating plug

Clips4sale 11 months ago

Ms Madalynn makes you weak with stockings and strap-ons HD

HD 0:22 / 15:55

Ms Madalynn makes you weak with stockings and strap-ons HD

Clips4sale 1 year ago

No Nut November Chastity Tasks

No Nut November Chastity Tasks

LoyalFans 11 months ago

Sissy Pegging in Chastity JOI w/ Gay Humiliation/Encouragement

HD 0:10 / 10:37

Sissy Pegging in Chastity JOI w/ Gay Humiliation/Encouragement

LoyalFans 10 months ago

POV - I will Keep You Locked Until You Can Take 8 Inches (4K)

Premium 4K 15:25

POV - I will Keep You Locked Until You Can Take 8 Inches (4K)

Clips4sale 6 months ago

Miss Ruby's Gay Acceptance: Strapon Humiliation, Faggot Mantras & Real Cock Craving

Miss Ruby's Gay Acceptance: Strapon Humiliation, Faggot Mantras & Real Cock Craving

LoyalFans 4 months ago

CAGED AND FUCKEDD

CAGED AND FUCKEDD

Clips4sale 5 months ago

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