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Sissy Pain Porn Videos

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10:55
Kylie's prediciment
K Kylie Lynn

10K views
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01:18
Sissy slut in pain
SissyPropertyUk

8.8K views
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07:05
Candle Wax & Chastity Go Together like PB & Jelly
MJ

3.1K views
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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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01:32
No pain no sissy gain
Kittykisses96

2.6K 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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00:37
TS_ScarlettRose struggles to take it!
forsakinsin

9.3K 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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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

3.4K views
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06:12
Young Goth Trans Does Painful Anal
Khatara Shikiku

4.6K views
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03:07
Muslim faggot cums
Rebeccafuxx

548 views
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00:57
cd tranny getting anal pain pounding by fucking machine
Sasha Earth

7.8K views
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05:37
Pink psycho bath bondage
Jazebel

2.4K views
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05:41
Sadistic vampire Mistress
Jazebel

2.4K views
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05:24
MissRose TS - Rosanna IN pRIVATE - WILD SHEMALE pAinal MASTURBATION - Rough ASSPLAY Big SHECOCK - cumshot
MissRose TS

2.4K views
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44:19
Denise Humain works on her Asshole for 45 Minutes straight and to the limit.
Denise Humain

5.8K views
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07:35
third try with triple penetration toy

2.4K views
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02:47
Preview Video for Maledoms wanna see my Sissy Skills. Sexy Deepthroat Blowjob and extreme Ass gaping pussy.
Denise Humain

3.2K 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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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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03:41
The Pressure of Pain and Punishment
BadGod

3.3K views
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03:37
Electro Plug slips all the way in
Anyankah Renee Athanasia

4.5K views
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08:27
try a new triple penetration toy

1.7K views
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01:19
sissy slut with nipple clamps
Emma Huntcock

1.7K views
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01:04
Up Close Painful Femboy Dildo Practice
Khatara Shikiku

2.8K views
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02:46
Becca squirts in shiny pantyhose
Rebeccafuxx

2.9K views
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17:10
Deepthroat Blowjob Training and Wax on Tits and Nipples
Denise Humain

4.8K views
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04:15
Hot Wax On Sissy Cock
SubmissiveFetish

3K views
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08:00
Perfect Penis Pill for my subincision
Vulva Cock Jez

9.7K views
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05:10
FtM boy punished for being lazy
BonusholeToy

2.6K views
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06:39
I am a naughty bitch that needs to be punished severely
Victoria Lecherri

2.8K views
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03:23
FtM bonus Toy : 100 cunt slaps
BonusholeToy

16.4K views
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11:37
Beautiful sissy gets naked, puts clamps on her nipples, jerks off her big cock with nettles and makes herself cum hard
MyLolaTrav

5.4K views
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02:02
Alone and Horny nipple pain and anal stretching sexy Sissy Whore - Part 2 - 4
Denise Humain

3.2K views
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10:49
Rebecca's painful Orgasm
Rebeccafuxx

6.2K views
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16:11
A beautiful transgender with nipples clamped has his big cock electro-stimulated until it drips long
MyLolaTrav

9K views
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09:18
Nipple clamped shemale tied up with ropes and chains is vibred and cums twice
MyLolaTrav

9.6K views
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23:11
Denise Humain in bath Final hard self spanking and nipple pain
Denise Humain

4.8K views
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03:02
Fat Sissy light ball torture and wax play in chastity
Chubby Sissy Dani

3K views
Not available in United States

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

1.6K views
Not available in United States

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

9.1K views
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07:03
Maso Bitch Rebecca
Rebeccafuxx

3K views
Not available in United States

05:57
DRIPPING HOT WAX ON MY COCK
Kenzie Star

4K views
Not available in United States

06:02
Shemale cock and nipples pain...
MyLolaTrav

2.7K views
Not available in United States

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

1.6K views

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