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Gay videos for: inflation in chastity

Most Relevant
1 liter of water bladder inflation attempt 6:48
1 liter of water bladder inflation attempt
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88%
Sissy Slut in Car Breaks Out of Chastity Cage, Jerks off Small Cock and Cums with Dildo in Ass 1:51
Sissy Slut in Car Breaks Out of Chastity Cage, Jerks...
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Cuckold Husban Watching with Chastity Lock 8:35
Cuckold Husban Watching with Chastity Lock
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Another New Chastity Cage 7:48
Another New Chastity Cage
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Gay chastity bondage stories xxx Handsome Adam likes to make a man spunk 6:49
Gay chastity bondage stories xxx Handsome Adam likes...
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Big O in Chastity cage 5:58
Big O in Chastity cage
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Full chastity strap, iron wazoo plug, diaper, locked shorts 11:06
Full chastity strap, iron wazoo plug, diaper, locked...
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Locktober Chastity (Part three of three) - Cone sex toy prostate cum 11:25
Locktober Chastity (Part three of three) - Cone sex ...
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Permanent Chastity Hypnosis 22:15
Permanent Chastity Hypnosis
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Sissy Bubble Butt Whiteboi in Public Chastity Caged Twerking 3:10
Sissy Bubble Butt Whiteboi in Public Chastity Caged ...
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Juicy - Intimidator ride (new small metal chastity) 4:04
Juicy - Intimidator ride (new small metal chastity)
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Chastity locked bear plays with his new tail toy 5:32
Chastity locked bear plays with his new tail toy
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71%
More chastity bear piss play 1:06
More chastity bear piss play
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Watching Sissy Trainer on PP with electro Chastity Cage 11:22
Watching Sissy Trainer on PP with electro Chastity Cage
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Nasty Sissy Nun Astrid Apathy Rides Cum-Covered Dildo After Sissygasm in Chastity 11:06
Nasty Sissy Nun Astrid Apathy Rides Cum-Covered Dild...
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Anal Plug Gape Action Squirting Cock in Chastity Cage 12:10
Anal Plug Gape Action Squirting Cock in Chastity Cage
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Self bondage and double anal toys while locked in steel chastity 13:48
Self bondage and double anal toys while locked in st...
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Hairbrush self spanking in micro chastity cage training PART 1 5:30
Hairbrush self spanking in micro chastity cage train...
3.9K
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Sissy Nun Astrid Apathy has Sissygasm in Chastity 11:10
Sissy Nun Astrid Apathy has Sissygasm in Chastity
3.3K
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Chastity cage DILF fucking my ass with big dildo 12:02
Chastity cage DILF fucking my ass with big dildo
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Chastity Sissy Anal Training 6:58
Chastity Sissy Anal Training
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dildoing my my ass while wearing chastity. Tens unit hooked up to cage, nipples clamped 21:54
dildoing my my ass while wearing chastity. Tens unit...
796
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White boy in chastity vibes his dick and smashes his balls with a huge dildo 2:00
White boy in chastity vibes his dick and smashes his...
756
75%
Stuffing Belly & Cumming Twice! Rubbing Cum on Stomach Bulge! Inflation 23:30
Stuffing Belly & Cumming Twice! Rubbing Cum on Stoma...
33K
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Tube sounding, bladder inflation and bubbly waterworks 8:38
Tube sounding, bladder inflation and bubbly waterworks
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Extra Long Anal Dildo Deep Oiled Belly Enema Inflation 7:52
Extra Long Anal Dildo Deep Oiled Belly Enema Inflation
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Overdue Inflation and Deflation With Burps 6:34
Overdue Inflation and Deflation With Burps
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Enema Belly Milk Inflation 24:39
Enema Belly Milk Inflation
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Extreme Belly Inflation Anal Squirt Enema 16:53
Extreme Belly Inflation Anal Squirt Enema
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Oiled Belly Inflation Enema 7:17
Oiled Belly Inflation Enema
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Friend Controlled Inflation 10:00
Friend Controlled Inflation
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88) Jack Off on Tuf-Tex 24 Balloon -- Balloonbanger 13:40
88) Jack Off on Tuf-Tex 24 Balloon -- Balloonbanger
4.6K
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Smooth oiled Body Belly inflation Enema Monster Anal Dildo Fuck 17:41
Smooth oiled Body Belly inflation Enema Monster Anal...
4.1K
75%
Watch diapered sissy baby in schoolgirl uniform desperate to cum 9:36
Watch diapered sissy baby in schoolgirl uniform desp...
18K
82%
Solo play, trying to cum from anal and failing 12:33
Solo play, trying to cum from anal and failing
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Chastity BBW Sissy in extreme heels fucking some big toys 11:45
Chastity BBW Sissy in extreme heels fucking some big...
15K
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What I wore Golfong & New Pink Skirt 8:31
What I wore Golfong & New Pink Skirt
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66%
LanaTuls - Ass Fucking and Stretching with Banana and Dildo 18:01
LanaTuls - Ass Fucking and Stretching with Banana an...
19K
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Dildo Anal with Chastity Cage and Orgasm 40:19
Dildo Anal with Chastity Cage and Orgasm
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Dildo Anal Fuck with Chastity Cage and Orgasm 51:47
Dildo Anal Fuck with Chastity Cage and Orgasm
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Dildo Anal Fuck in Shiny Dress and Chastity Cage with Orgasm 42:49
Dildo Anal Fuck in Shiny Dress and Chastity Cage wit...
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Femboy Nun in Chastity Services a Stud 8:03
Femboy Nun in Chastity Services a Stud
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Chastity and a Caning 32:19
Chastity and a Caning
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Youthful Chap in Chastity Thong was Pumped in Booty and getting Cook Jerking 10:27
Youthful Chap in Chastity Thong was Pumped in Booty ...
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Jock Worship in Chastity Hypnosis for Faggots 15:47
Jock Worship in Chastity Hypnosis for Faggots
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81%
Masked Thug Copulates a Chastity Pup on Webcam 18:09
Masked Thug Copulates a Chastity Pup on Webcam
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Coarse Banging a Legal Age Teenager Pup in Chastity (breeding Time) 22:12
Coarse Banging a Legal Age Teenager Pup in Chastity ...
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Dad Bear sub CBT JO & Chastity Frustration: Ihearthugecox COVID Isolation 16:38
Dad Bear sub CBT JO & Chastity Frustration: Ihearthu...
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Playing with my Fresh Sex Tool on Day 9 of Chastity 10:31
Playing with my Fresh Sex Tool on Day 9 of Chastity
8.0K
83%
PEGS AND PLAY... WHAT GREATER QUANTITY CAN BE JOY 23:03
PEGS AND PLAY... WHAT GREATER QUANTITY CAN BE JOY
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Sissy Vibrator Milking 8:45
Sissy Vibrator Milking
6.3K
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Locked guy plugs and abuses his balls 6:00
Locked guy plugs and abuses his balls
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Oriental Twink Cum with Chastity Cage and Anal Plug White Stockings 19:18
Oriental Twink Cum with Chastity Cage and Anal Plug ...
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Cute Oriental sissy Twink cum with chastity cage and anal plug 19:18
Cute Oriental sissy Twink cum with chastity cage and...
17K
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The Sex Addict and Tommy 1:02:49
The Sex Addict and Tommy
62K
76%
Getting His: Michael DelRay Captures, Ties Up, & Fucks 30:42
Getting His: Michael DelRay Captures, Ties Up, & Fucks
121K
79%
White Stray Slut Pops Knots Dildo and then Puts himself in Chastity 6:10
White Stray Slut Pops Knots Dildo and then Puts hims...
5.1K
100%
Rubber Slave Electro Torment 7:41
Rubber Slave Electro Torment
24K
86%
Crossdresser Anani Anal Pearl made me feel good (chastity belt + anal pearl) 5:36
Crossdresser Anani Anal Pearl made me feel good (cha...
33K
81%
Pup in Chastity Gets Paddled 5:08
Pup in Chastity Gets Paddled
40K
89%
Chastity Wrestler Twink in Jockstrap and Socks Rides Dildo Anal Orgasm Cum 9:41
Chastity Wrestler Twink in Jockstrap and Socks Rides...
13K
87%
Sissyboy Toying his Pussy in Chastity 8:05
Sissyboy Toying his Pussy in Chastity
5.9K
71%
Nikolas Enloe Confession of Sissy Penectomy Chastity 4:05
Nikolas Enloe Confession of Sissy Penectomy Chastity
12K
80%
From chastity to denial 10:58
From chastity to denial
6.1K
62%
Milf cuckoldress fucks bull while cuck is in chastity 7:38
Milf cuckoldress fucks bull while cuck is in chastity
32K
80%
For Realcutehamster Princess, orgasm on naturist camping.. 5:07
For Realcutehamster Princess, orgasm on naturist cam...
8.0K
83%
Holy Nun Astrid Apathy Sissygasm in Chastity 11:06
Holy Nun Astrid Apathy Sissygasm in Chastity
7.2K
92%
Twink in Chastity Exposes his Caged Nub while Riding Bike then Gets Totally Naked at Parking Lot 8:35
Twink in Chastity Exposes his Caged Nub while Riding...
38K
79%
Chris Chastity got the pencil 3:19
Chris Chastity got the pencil
6.1K
62%
Session #1 with the pig F. 4:38
Session #1 with the pig F.
4.6K
80%
Sissy getting big ass fucked by a machine locked in chastity 3:09
Sissy getting big ass fucked by a machine locked in ...
8.4K
80%
Frustrated chastity boy in the locker room of a swimming pool 3:04
Frustrated chastity boy in the locker room of a swim...
27K
68%
Super Glues Micropenis and Plug into Hole 3:18
Super Glues Micropenis and Plug into Hole
15K
80%
Cumming hands free prostate orgasm on the fucking machine 3:16
Cumming hands free prostate orgasm on the fucking ma...
30K
86%
Batnballsucker milking and swallow 3:30
Batnballsucker milking and swallow
3.5K
85%
Sexy Slutty Chastity Mature Femboy 6:35
Sexy Slutty Chastity Mature Femboy
11K
89%
Timmy boy in chastity takes rough anal training xxx 7:24
Timmy boy in chastity takes rough anal training xxx
9.2K
76%
DenkffKinky - In the chastity belt. I suffer from sexual hunger. 9:19
DenkffKinky - In the chastity belt. I suffer from se...
8.1K
87%
Gagged twink chastity slave rides dildo 20:23
Gagged twink chastity slave rides dildo
20K
73%
Chastity Anal Fuck 11:57
Chastity Anal Fuck
5.8K
60%
Beta diaper cuck dismantles ego. 1:37
Beta diaper cuck dismantles ego.
11K
92%
Massive 16 inch dildo, largo, fucked me deep 7:51
Massive 16 inch dildo, largo, fucked me deep
28K
89%
cumming in chastity watching hypno and nipple play 9:14
cumming in chastity watching hypno and nipple play
18K
76%
Locked hairy bear ordered to strip and display his nub and h 1:16
Locked hairy bear ordered to strip and display his n...
11K
68%
Chastity cum 11:19
Chastity cum
2.7K
75%
Gangbanged and Bred 14:00
Gangbanged and Bred
19K
86%
Unlocked from chastity to get oiled up teased and edged 51:21
Unlocked from chastity to get oiled up teased and edged
12K
70%
Chastity anal play with myself 10:57
Chastity anal play with myself
3.5K
33%
FLEXING IN CHASTITY CAGE, MOUTH GAG, AND CHAINS 86 8:05
FLEXING IN CHASTITY CAGE, MOUTH GAG, AND CHAINS 86
28K
87%
Trying my hardest to take 15inches to earn chastity release 8:18
Trying my hardest to take 15inches to earn chastity ...
5.3K
75%
Nub Chastity Clitty Rubbing In Washroom #2 15:32
Nub Chastity Clitty Rubbing In Washroom #2
2.4K
80%
Chastity, urethral fuck close up and slow motion cumshot 15:41
Chastity, urethral fuck close up and slow motion cum...
16K
75%
SMOOTH FEM ASS FUCKED CUMS IN PERMANENT CHASTITY FUCKING MACHINE 18:38
SMOOTH FEM ASS FUCKED CUMS IN PERMANENT CHASTITY FUC...
13K
85%
Mike Locked In Chastity and Anal Fucking Big Dildos In The Bathroom 14:08
Mike Locked In Chastity and Anal Fucking Big Dildos ...
7.8K
66%
Chastity slave trains his ass with a big glass toy 18:20
Chastity slave trains his ass with a big glass toy
4.3K
85%
Chastity Slut Twink Boy in Stockings Stretches Gapes and Rides Big Dildo 14:59
Chastity Slut Twink Boy in Stockings Stretches Gapes...
5.3K
70%
Rider Version of Post Chastity Bath 13:07
Rider Version of Post Chastity Bath
1.6K
0%
Gay Chastity Twink Slave Shows Off All of His Butt Toys in Under Armour Jockstrap White Nike Socks 15:49
Gay Chastity Twink Slave Shows Off All of His Butt T...
28K
72%
CBT torment ep2 cum with anal plug and Chastity cum 10:19
CBT torment ep2 cum with anal plug and Chastity cum
7.4K
92%
Sissy will be punished if she cums 35:18
Sissy will be punished if she cums
8.2K
90%
Tight Hole Fucked By Sex Machine Cum No Hands In Permanent Chastity 18:38
Tight Hole Fucked By Sex Machine Cum No Hands In Per...
15K
77%
Bound chastity pup gets turned on practicing his oral training. 11:54
Bound chastity pup gets turned on practicing his ora...
2.4K
66%
uncut Asian twink ride 6 inch dildo unlock chastity to cum 17:37
uncut Asian twink ride 6 inch dildo unlock chastity ...
5.8K
83%
Boy Locked in Chastity, pegged, and gagged 27:34
Boy Locked in Chastity, pegged, and gagged
7.0K
90%
Chastity trap tries desperately to reach sissygasm 27:03
Chastity trap tries desperately to reach sissygasm
2.2K
50%
Halloween special: masked puppy in chastity gaping and cumming on huge anal toys 8:36
Halloween special: masked puppy in chastity gaping a...
3.5K
100%
Tiny teen slaveboy in chastity, gagging on locked cockgag 27:37
Tiny teen slaveboy in chastity, gagging on locked co...
2.7K
50%
Old Clip from 2017: Teasing my Cock in its Chastity Cage 13:01
Old Clip from 2017: Teasing my Cock in its Chastity ...
4.0K
80%
Old Video from 2017: Chastity Break: Edging and Cumming 26:55
Old Video from 2017: Chastity Break: Edging and Cumming
3.6K
87%
Sissy Fag banging large ebon horse cock and eighteen double head vibrator 10:34
Sissy Fag banging large ebon horse cock and eighteen...
7.3K
70%
Expanding boypussy whilst in chastity 5:45
Expanding boypussy whilst in chastity
2.4K
100%
Chastity bear underclothes void urine 4:33
Chastity bear underclothes void urine
8.0K
92%
Smooth Chastity Twink Trains Hole 14:32
Smooth Chastity Twink Trains Hole
3.8K
100%
Old Clip from 2018: Taking a Shower in Chastity 11:52
Old Clip from 2018: Taking a Shower in Chastity
2.5K
80%
2023 (so far!) Chastity Compilation 4:23
2023 (so far!) Chastity Compilation
4.3K
71%
Estim cum milking with silicone chastity cage 1:51
Estim cum milking with silicone chastity cage
4.4K
87%
Moaning and cumming in my chastity 7:35
Moaning and cumming in my chastity
14K
78%
I've locked myself in a little chastity cage 1:50
I've locked myself in a little chastity cage
653
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Leather & Rubber slave in chastity fucked by machine 6:14
Leather & Rubber slave in chastity fucked by machine
1.1K
100%
Sissy cums in a chastity cage 2:03
Sissy cums in a chastity cage
512
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