Chastity Videos - Gay (30,991)

Jaw-dropping moment from "Crossdresser chasity cage cum"

Jaw-dropping moment from "Crossdresser chasity cage cum"

xHamster 3 months ago

Heterosexual chacal mexicano usando castidad en su peque&ntilde_o pene que parece clitoris de maric&oacute_n

Heterosexual chacal mexicano usando castidad en su peque&ntilde_o pene que parece clitoris de maric&oacute_n

xnxxGold 2 months ago

My First Ever DP - Derek Kage + Christian Wilde

65% HD 0:10 / 34:58

My First Ever DP - Derek Kage + Christian Wilde

LoyalFans 5 months ago

Gay cuckolding, SPH, Chastity

HD 0:10 / 12:07

Gay cuckolding, SPH, Chastity

LoyalFans 4 years ago

Helpless Hard and Swollen

HD 0:10 / 20:44

Helpless Hard and Swollen

LoyalFans 5 months ago

Caged and Stretched: a Sub's Journey the Sequel

HD 0:39 / 24:50

Caged and Stretched: a Sub's Journey the Sequel

FapHouse 11 months ago

Making a sandwich - riding dildo on the kitchen counter

56% HD 0:39 / 4:08

Making a sandwich - riding dildo on the kitchen counter

FapHouse 2 years ago

Football coach shocks, fucks, and fists his star quarterback

Premium 53% HD 1:09:54

Football coach shocks, fucks, and fists his star quarterback

KinkMen 13 years ago

Slave Filos gets electro shocks

Slave Filos gets electro shocks

xHamster 11 months ago

CBT on cross

HD 1:01 / 14:38

FapHouse 2 years ago

September 2023 Live Cam Show part 2

66% HD 1:01 / 30:29

September 2023 Live Cam Show part 2

FapHouse 1 year ago

Tied to the Door, Spanked with a Paddle and Then Fucked

Tied to the Door, Spanked with a Paddle and Then Fucked

xHamster 9 months ago

locked ginger chastity faggot celebrates locktober with a dildo

locked ginger chastity faggot celebrates locktober with a dildo

xHamster 1 month ago

Chinese Dressed in Baby Cobra Virginity

Chinese Dressed in Baby Cobra Virginity

5Gays 2 months ago

Feminized sissy outdoor pissing compilation

Feminized sissy outdoor pissing compilation

XVideos 5 months ago

Brunno Walkerr Private Show

Brunno Walkerr Private Show

Flirt4Free 1 month ago

Old Clip from 2018: Hair Removal

Old Clip from 2018: Hair Removal

xHamster 2 years ago

Selfbondage latex - Chastity, nose mask p1

Selfbondage latex - Chastity, nose mask p1

xHamster 3 years ago

Electro session for the two rubber slave tied together

Electro session for the two rubber slave tied together

xHamster 4 years ago

Dreaming of a big black

Dreaming of a big black

xHamster 1 year ago

Sissy Crossdresser Rides John Thomas Master POV Huge Fake tits

Sissy Crossdresser Rides John Thomas Master POV Huge Fake tits

FapHouse 1 year ago

RESTRICTED MILKING

RESTRICTED MILKING

xHamster 1 year ago

Sissygasm

xHamster 1 year ago

Fag gooner shoving a 13.2 inch dildo up his huge ass

Fag gooner shoving a 13.2 inch dildo up his huge ass

XVideos 7 months ago

Prostate milking in a chastity cage.

Prostate milking in a chastity cage.

xHamster 1 year ago

Skinny nerd dildo compilation

Skinny nerd dildo compilation

BoyFriendTV 6 years ago

Sissy slut fucked in chastity cage cums hands free!

Sissy slut fucked in chastity cage cums hands free!

UrGayPorn 2 years ago

Police Officer Innocence Box Teaching [M4M Queer Audio Story]

Police Officer Innocence Box Teaching [M4M Queer Audio Story]

Gayhub 1 month ago

Fuckin' fucked

HD 1:01 / 11:25

FapHouse 2 years ago

Locktober Day 14 - Prostate Vibrator

65% HD 1:01 / 10:31

Locktober Day 14 - Prostate Vibrator

FapHouse 2 months ago

Chastity belt boy gay Elders Garrett and&nbsp_ Xanders walked

Chastity belt boy gay Elders Garrett and&nbsp_ Xanders walked

XVideos 7 years ago

Ass to Mouth Training Level 2

Ass to Mouth Training Level 2

xHamster 2 years ago

Rubber Chastity Overload

65% HD 0:39 / 15:56

Rubber Chastity Overload

FapHouse 5 months ago

Femboy, sissy boy and daddy made a hot threesome with creampie and cumshots HornyJohny66

Femboy, sissy boy and daddy made a hot threesome with creampie and cumshots HornyJohny66

GayJack 4 years ago

I Use and Fuck My Locked Sub

55% 0:39 / 25:27

I Use and Fuck My Locked Sub

FapHouse 3 months ago

Cruel cuckold experience

Cruel cuckold experience

XVideos 3 years ago

Sexy Striptease, Jerking Off and a Lot of Cum !!

58% HD 2:00 / 5:00

Sexy Striptease, Jerking Off and a Lot of Cum !!

Flirt4Free 12 years ago

Crossdressing Sissy Slut Takes Dildo in Different Positions

HD 0:39 / 16:57

Crossdressing Sissy Slut Takes Dildo in Different Positions

FapHouse 10 months ago

”Unlock My Chastity Cage - Dane Jaxson, Braxton Cruz”

”Unlock My Chastity Cage - Dane Jaxson, Braxton Cruz”

StarWank 1 year ago

Chastity locked bear plays with his new tail toy

Chastity locked bear plays with his new tail toy

xHamster 4 years ago

CUM LIKE A GIRL sissy

61% HD 0:10 / 13:47

CUM LIKE A GIRL sissy

LoyalFans 5 months ago

Elder Buckley and Elder Riley: Missionary Flip-flop

56% 4K 1:21 / 15:01

Elder Buckley and Elder Riley: Missionary Flip-flop

SayUncle 11 years ago

Christian Wilde and a New Sub

HD 0:39 / 58:44

Christian Wilde and a New Sub

FapHouse 1 month ago

Blindfolded and Fucked - Ricky Cage

Blindfolded and Fucked - Ricky Cage

xHamster 2 years ago

Sissy Selfbondage

Sissy Selfbondage

xHamster 1 year ago

Sissy riding screw stick in call chick appartment

Sissy riding screw stick in call chick appartment

Gay4Porn 8 months ago

Electro have fun sessions, jizm palms-free-for-all

Electro have fun sessions, jizm palms-free-for-all

Gayhub 7 months ago

”Hot dude in breath control & chastity slave submission”

”Hot dude in breath control & chastity slave submission”

429Men 9 months ago

Skinny Teenage puppy wrecks his slot with strange ravage rams

Skinny Teenage puppy wrecks his slot with strange ravage rams

2BGay 2 years ago

Master & Ithan Private Show

56% HD 2:00 / 17:23

Master & Ithan Private Show

Flirt4Free 4 months ago

SLEEK WELL-LUBRICATED ARSE JIZZ IN INNOCENCE POUNDING MACHINE ARSE PUMMEL ASSFUCK INTRUSION GAPE

SLEEK WELL-LUBRICATED ARSE JIZZ IN INNOCENCE POUNDING MACHINE ARSE PUMMEL ASSFUCK INTRUSION GAPE

GayDudesFucking 11 months ago

Elias & Elix Private Show

HD 2:00 / 21:57

Elias & Elix Private Show

Flirt4Free 2 months ago

Nacho Vidal Private Show

Nacho Vidal Private Show

Flirt4Free 4 months ago

Slutclosetedfag Chastity Sissygasm and Cum Eating off Floor

Slutclosetedfag Chastity Sissygasm and Cum Eating off Floor

xHamster 2 years ago

Locked femboy bulge with horsecock faux penis

Locked femboy bulge with horsecock faux penis

WebcamBros 4 weeks ago

Ella's Sissification

Ella's Sissification

LoyalFans 1 week ago

Slut Gets Spunked in Both Holes

HD 0:39 / 16:37

Slut Gets Spunked in Both Holes

FapHouse 1 year ago

Sissy Tessa Rivers toys her ass and cums on her face (Mistress' request)

Sissy Tessa Rivers toys her ass and cums on her face (Mistress' request)

xHamster 4 months ago

Boning machine and steel magic wand while in purity

Boning machine and steel magic wand while in purity

Gayhub 7 months ago

Latex drone in chastity: Remote-controlled to ecstasy Clip 1

Latex drone in chastity: Remote-controlled to ecstasy Clip 1

xHamster 1 month ago

From gooner to chastity girl sissy training!

HD 0:28 / 21:35

From gooner to chastity girl sissy training!

Clips4sale 2 years ago

Training of a Hole

HD 1:01 / 18:08

Training of a Hole

FapHouse 1 year ago

Virginity compilation. Twunk fellows with purity!! Spunk and Plumb

Virginity compilation. Twunk fellows with purity!! Spunk and Plumb

4Gay 8 months ago

Hair loss test and v-card test

Hair loss test and v-card test

Gayhub 1 month ago

Danniel Hotts Private Show

56% HD 2:00 / 9:55

Danniel Hotts Private Show

Flirt4Free 2 years ago

Group chill orgy

Group chill orgy

FapHouse 2 years ago

Locktober Day 18 - Nipple Torment Predicament Bondage

Locktober Day 18 - Nipple Torment Predicament Bondage

FapHouse 2 months ago

Pop-Shot Compilation

Pop-Shot Compilation

4Gay 1 year ago

Scally Rubber Bondage [hotel Collection]

HD 0:39 / 29:54

Scally Rubber Bondage [hotel Collection]

FapHouse 2 years ago

Male slave receives severe whipping leaving marked skin

Male slave receives severe whipping leaving marked skin

ManPorn 2 years ago

Compilation - a collection of some of my favorite estim and sounding orgasms. It hurts so good.

Compilation - a collection of some of my favorite estim and sounding orgasms. It hurts so good.

xHamster 1 year ago

punished pup roped up

punished pup roped up

xHamster 3 years ago

Unforgettable moment from "PREVIEW To The 2nd 3:45hrs Live-Stream With Anto & Mert"

Unforgettable moment from "PREVIEW To The 2nd 3:45hrs Live-Stream With Anto & Mert"

xHamster 3 months ago

Matt Andersson Private Show

4K 2:00 / 21:38

Matt Andersson Private Show

Flirt4Free 3 weeks ago

Femboy Sissy with Fufu Clip Fucks a Dildo

71% HD 1:01 / 21:17

Femboy Sissy with Fufu Clip Fucks a Dildo

FapHouse 2 years ago

crossdresser handsfree prostate cumshot in chastity cb6000s 5

crossdresser handsfree prostate cumshot in chastity cb6000s 5

GayCK 2 years ago

VixSkin Dildo Review

VixSkin Dildo Review

GayXPS 2 years ago

Filthy soles railing XXL black faux-cock in v-card cell

Filthy soles railing XXL black faux-cock in v-card cell

GayCK 2 years ago

Latex crossdresser slut gets fisted by machine

Latex crossdresser slut gets fisted by machine

xHamster 1 year ago

Red Converse

66% HD 1:01 / 12:13

FapHouse 10 months ago

Femboys Fucking in New Apartment [part 2] Mating Press

55% HD 1:01 / 6:46

Femboys Fucking in New Apartment [part 2] Mating Press

FapHouse 1 year ago

LOCKTOBER 2025 day 13 changing to small chastity

LOCKTOBER 2025 day 13 changing to small chastity

xHamster 2 months ago

Faggot Trigger - Cum Eater, Cum Eater, Cum Eater

HD 0:10 / 10:13

Faggot Trigger - Cum Eater, Cum Eater, Cum Eater

LoyalFans 10 months ago

The campus doctor reprimands and cleans the teen boy&#039_s dirty smelly smegma filled uncut cock

The campus doctor reprimands and cleans the teen boy&#039_s dirty smelly smegma filled uncut cock

XVideos 4 years ago

Ass-to-mouth Machine

HD 1:01 / 16:47

Ass-to-mouth Machine

FapHouse 1 year ago

Fucking with the dildo

Fucking with the dildo

xHamster 2 years ago

Cum in chastity cage with butt plug and huge ball gag

Cum in chastity cage with butt plug and huge ball gag

xHamster 1 month ago

My longest video to date. 16 minutes of fucking my ass with dildos while crossdressed in chastity cage

My longest video to date. 16 minutes of fucking my ass with dildos while crossdressed in chastity cage

xHamster 1 year ago

Chastity locked bear shows hole and soles

Chastity locked bear shows hole and soles

xHamster 3 years ago

Asian Crossdresser's Prostate Milking Orgasm with Sex Toy

Asian Crossdresser's Prostate Milking Orgasm with Sex Toy

Xfeed 1 month ago

pummel machine sesh giant boner

pummel machine sesh giant boner

Gayhub 7 months ago

Littledragon33 Oiled up Sissy Slut Full Orgasm

Littledragon33 Oiled up Sissy Slut Full Orgasm

xHamster 2 months ago

Caged Femboy with a Big Dildo in His Ass Cums From a Magic Wand for You

HD 1:01 / 14:03

Caged Femboy with a Big Dildo in His Ass Cums From a Magic Wand for You

FapHouse 1 year ago

Loch-training

xHamster 1 year ago

Locked Slave an His Big Dicked Service Top

57% 1:01 / 10:11

Locked Slave an His Big Dicked Service Top

FapHouse 2 months ago

extreme Nipple Play

extreme Nipple Play

xHamster 3 years ago

Nacho Vidal Private Show

57% HD 2:00 / 5:25

Nacho Vidal Private Show

Flirt4Free 5 years ago

MUSCLE JOCK RECTAL TEACHING IN PURITY

MUSCLE JOCK RECTAL TEACHING IN PURITY

5Gays 2 months ago

Oiled Sissy in Flat Chastity Riding Massive Dildos

Oiled Sissy in Flat Chastity Riding Massive Dildos

SissyFlix 7 months ago

Torture chadtity

Torture chadtity

xHamster 2 years ago

Justin Evanss Private Show

Justin Evanss Private Show

Flirt4Free 6 days ago

Compilation of Daily Life of Tiny Dick Cross Dresser Sissy Femboy

HD 0:39 / 21:59

Compilation of Daily Life of Tiny Dick Cross Dresser Sissy Femboy

FapHouse 1 year ago

Brit DILF gets fake penis banged in the caboose while locked in virginity

Brit DILF gets fake penis banged in the caboose while locked in virginity

4Gay 7 months ago

Rubbing My Inverted Cage Cock Like a Pussy Clit and Cumming 4 Times

HD 1:01 / 11:22

Rubbing My Inverted Cage Cock Like a Pussy Clit and Cumming 4 Times

FapHouse 1 year ago

December 2023 Live Show Fuckhole Edition

HD 0:39 / 27:30

December 2023 Live Show Fuckhole Edition

FapHouse 1 year ago

Put my fist inside Caged Jock

HD 0:10 / 16:11

Put my fist inside Caged Jock

LoyalFans 5 months ago

Latex Chastity Cage Sissy on Sex Machine Pillory, Dildo and Estim Part 3

67% 0:39 / 11:09

Latex Chastity Cage Sissy on Sex Machine Pillory, Dildo and Estim Part 3

FapHouse 5 months ago

Blond twink slave loves to be used by his master whilst in chastity! PISS - CBT - DOMINATION

Blond twink slave loves to be used by his master whilst in chastity! PISS - CBT - DOMINATION

SissyFlix 1 year ago

Troy Khalil Private Show

63% 4K 2:00 / 14:59

Troy Khalil Private Show

Flirt4Free 2 months ago

slave doing situps in chastity with metal binders

slave doing situps in chastity with metal binders

xHamster 3 years ago

Fursuit Sling Plumb

Fursuit Sling Plumb

Gay4Porn 4 years ago

WORSHIP A STR8 DOMINANT VERBAL ALPHA MALE HUNK

WORSHIP A STR8 DOMINANT VERBAL ALPHA MALE HUNK

xHamster 4 years ago

Zolee was allowed to take off the cage for 4 minutes

Zolee was allowed to take off the cage for 4 minutes

XVideos 1 month ago

HETEROFLEXIBLE - MESSY ORAL JOBS COMPILATION! PIERCE PARIS, LEO LOUIS, SAM LEDGER, DRAKE VON, & MORE

HETEROFLEXIBLE - MESSY ORAL JOBS COMPILATION! PIERCE PARIS, LEO LOUIS, SAM LEDGER, DRAKE VON, & MORE

4Gay 10 months ago

Endurance Training - Ricky Cage

Endurance Training - Ricky Cage

xHamster 2 years ago

Sissy in chastity playing with gaping hole in ripped legging.

Sissy in chastity playing with gaping hole in ripped legging.

xHamster 2 years ago

Huge black dildo after fisting with FuFu chastity

Huge black dildo after fisting with FuFu chastity

xHamster 1 year ago

NNN CONTEST, BORDES + CACHETAZOS INNOCENCE

NNN CONTEST, BORDES + CACHETAZOS INNOCENCE

Gayhub 1 month ago

Mindfuck! Part 2 Femdom Chastity Sissy Teen Model Captions

Mindfuck! Part 2 Femdom Chastity Sissy Teen Model Captions

SexTubeSpot 9 years ago

Chastity belt boys gay porn Justin is our newest patient and he&#039_s

Chastity belt boys gay porn Justin is our newest patient and he&#039_s

XVideos 8 years ago

30 31 32 33 34

30,991 results found

Related categories

Chastity Cage Bondage Denial Clamp Dominatrix BDSM Slave Pegging Slave Humiliation Feminization Edging Gagged (Bit or Ball) Bondage Orgasm Cage Slave Dungeon Femdom Mistress Sissy Suspension Whip

Narrow your search

chastity fuck chastity cum chastity cage chastity slave chastity belt twink chastity chastity humiliation flat chastity chastity creampie chastity twink chastity femboy chastity orgasm chastity bondage chastity bdsm chastity compilation teen chastity 18+ bbc chastity chastity public cum in chastity male chastity

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Statement of Responsibility Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2025 Pornmd.com. All rights reserved.