1.9K Results

Painful Squirting Porn Videos

Not available in United States

01:34
A desperate trap sissy pain whore asks a top man to take her as a sex slave and let him fuck her throat and ass
alinanightsky

4.3K views
Not available in United States

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

4.6K views
Not available in United States

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

9.1K views
Not available in United States

01:18
ANAL with PAIN

77.6K views
Not available in United States

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

3.7K views
Not available in United States

10:27
Vampire Roleplay Compilation Video - Cyanide Absorbs Synnz' Aura
Cyanide Mistress Of Darkness

15.7K views
Not available in United States

02:03
Clamping my nipples and clit, masochism
Keeno666

3.7K views
Not available in United States

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

2.6K views
Not available in United States

03:32
TS Pain getting freaky ass

5.1K views
Not available in United States

09:07
Skinny Blonde Tranny Loves Pain and Pleasure

23K views
Not available in United States

03:30
Sfmnewbie delicious tasty pussy swallowing huge big giant cock sweet pleasure painful gaping pussy hardcore intense ass thirsty
HatanoMiwa

282.9K views
Not available in United States

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

7.7K views
Not available in United States

00:37
TS_ScarlettRose struggles to take it!
forsakinsin

8.9K views
Not available in United States

17:02
Thick Anal Viring Gets Her 1st Time Very PAinful & Begging

42K views
Not available in United States

10:00
Girl loves pain and cum

12.8K views
Not available in United States

14:55
Sissy Maid - Pain & Pleasure Bondage
Derek6699

8.9K views
Not available in United States

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

8.8K views
Not available in United States

01:29
MissRose TS -Preview BBC GIANT XXXL Dildo Painal Moan Outdoors - Shemale Got Caught Anal Stretching - Big Cock Pumping M
MissRose TS

12.4K views
Not available in United States

01:17
Daddy Loving Sissy Pain Slut Whipping
JessicaLynn15

4.5K views
Not available in United States

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

3K views
Not available in United States

01:04
Up Close Painful Femboy Dildo Practice
Khatara Shikiku

2.6K views
Not available in United States

01:05
Trap Couple Pain Play

96.2K views
Not available in United States

14:21
Another weekend - Same result, nipples hurt, asshole is destroyed, still i wish i dont had to do it by myself.
Denise Humain

4.2K views
Not available in United States

01:18
Sissy slut in pain
SissyPropertyUk

8.2K views
Not available in United States

07:02
Mistress Cy IPL Hair Removal Punishment
Cyanide Mistress Of Darkness

9.8K views
Not available in United States

03:26
Kill that sweet butthole with a Dildo
Charlotte Wilde

4.7K views
Not available in United States

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

2.5K views
Not available in United States

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

4.4K views
Not available in United States

10:18
Little sluts bills punishment
Lizz_ss25

4K views
Not available in United States

30:01
(P.4-5) Athena 50 Shades of FUCKED UP TATTOO BDSM XXX 666
Cyanide Mistress Of Darkness

6.6K views
Not available in United States

01:31
Linda Asian Ts Champagne Cleaning And Pain With Big Dildo
Lindaasian-ts

15.3K views
Not available in United States

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

9.5K views
Not available in United States

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

11.4K views
Not available in United States

05:23
Bdsm tranny heavy impact play ftm Flogging
Keeno666

2.8K views
Not available in United States

01:28
PAINSLUT
Missi Sissy Slavin

763 views
Not available in United States

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

3.3K views
Not available in United States

01:11
Gay Fat Asian Sissy Pain Slut Dancing
JessicaLynn15

11.7K views
Not available in United States

06:12
Young Goth Trans Does Painful Anal
Khatara Shikiku

4.2K views
Not available in United States

04:02
so much pain

13.5K views
Not available in United States

05:46
Nipple Play Found Object FTM Hairy Tit Smacking
Lyla Switch

2.8K views
Not available in United States

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

2.5K views
Not available in United States

01:23
Labor Pains

18.2K views
Not available in United States

05:37
Pink psycho bath bondage
Jazebel

2K views
Not available in United States

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

3.8K views
Not available in United States

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

5.1K views
Not available in United States

08:19
Linday Loves Pain

5.4K views
Not available in United States

05:11
Masochistic tranny whips himself with flogger
Keeno666

1.3K views