151.1K Results

Painful Sex Compilation Porn Videos

Not available in United States

10:12
Transgender Slut Lilith Eclipse Fisting Herself and Playing With Her Asshole in a tiny Chastity Cage and Dark Pantyhose

16.3K views
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18:35
Kisses and pain in intimity

19.1K views
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01:32
No pain no sissy gain
Kittykisses96

2.6K views
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08:49
Sissy with nipple clamps ties up her cock and makes herself cum hard with the vibrator
MyLolaTrav

5K views
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18:03
A sissy tortures her buttocks severely with nettles, ties up her balls, dildoes herself and makes herself cum with the vibrator
MyLolaTrav

4.3K views
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10:23
second try on triple penetration toy

1.4K views
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06:31
last week some long awaited toys finally arrive and i was eager to test them out part II

3.3K views
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30:28
I need the pain in my ass

260.3K views
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06:42
Horny tranny threesome of fun and pain

47.4K views
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07:35
third try with triple penetration toy

2.4K views
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04:34
painful anal stretching and outdoor cumshot
Chantal Fouet

3.6K views
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03:07
Muslim faggot cums
Rebeccafuxx

491 views
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03:43
Femboy slut gets hard ass spanking as punishment (SissySandyy20 Solo)
Sissy Sandy

5K views
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08:27
try a new triple penetration toy

1.7K views
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04:24
TS Pain Hot Cumshot

15.3K views
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02:46
Becca squirts in shiny pantyhose
Rebeccafuxx

2.9K views
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07:33
Heavy Weights on pierced nipples
Rebeccafuxx

2.6K views
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06:08
Plugged sissy, nipple clamps, caged dick whips her ass and cock with nettles before making herself cum with the vibro
MyLolaTrav

2.9K views
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05:37
Pink psycho bath bondage
Jazebel

2.4K views
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04:15
Hot Wax On Sissy Cock
SubmissiveFetish

3K views
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01:04
Up Close Painful Femboy Dildo Practice
Khatara Shikiku

2.8K views
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03:37
Electro Plug slips all the way in
Anyankah Renee Athanasia

4.5K views
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01:23
Labor Pains

18.9K views
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03:36
Step-sister pinkish Jim got long painful anal with squirting on her engagement in the morning time
xhtad1

21K views
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01:19
sissy slut with nipple clamps
Emma Huntcock

1.7K views
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21:12
Pleasure and pain

66.6K views
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01:01
Painful Anal with a huge vegetable

9.1K views
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10:49
Rebecca's painful Orgasm
Rebeccafuxx

6.2K views
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05:10
FtM boy punished for being lazy
BonusholeToy

2.5K views
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10:00
Girl loves pain and cum

12.9K views
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03:23
FtM bonus Toy : 100 cunt slaps
BonusholeToy

16.3K views
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01:18
ANAL with PAIN

77.8K views
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09:18
Nipple clamped shemale tied up with ropes and chains is vibred and cums twice
MyLolaTrav

9.5K views
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03:02
Fat Sissy light ball torture and wax play in chastity
Chubby Sissy Dani

3K views
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08:45
Beautiful sissy pleasures herself with nipple clamps, nettles and a dildo, then makes herself cum with her vibrator
MyLolaTrav

1.5K views
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00:22
Pressing a giant plug out of my anus
Charlotte Wilde

2.9K views
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05:57
DRIPPING HOT WAX ON MY COCK
Kenzie Star

4K views
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01:14
Tyche_Toxic Winces In Pain During Self CBT
Tyche Toxic

3.9K views
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02:50
Tabasco Dildo Punishment for forgetting my butt plug today...
Sissy-Hinata

1.6K views
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05:00
Sweet Anal Pain for Solo Sissy CD
Regina Blasegern

9.1K views
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02:03
Clamping my nipples and clit, masochism
K Keeno666

3.8K views
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07:03
Maso Bitch Rebecca
Rebeccafuxx

3K views
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06:54
Get ready for pain and submission little Sissy Slave.
Denise Humain

8K views
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06:35
BambiChrista gets punished for making demands of her Master. She has to hit clothspins off her butt and thighs
Bambi Christa

3.4K views
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06:36
Morning Procedures - bathing in sheer lingerie and painful anal stretching
Chantal Fouet

3.7K views
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06:39
Velena in the woods, candles and pain.

11.5K views
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05:23
Playing in public woods pain and cum

62.1K views