38.8K Results

Painful Toying Anal Porn Videos

Free Porn Videos

Not available in United States

02:20
116 min degrading of bdsm sissy pain whore Alina
alinanightsky

47.7K views
Not available in United States

16:47
Kitsy - Paddled & caned (a severe spanking in strappado with anal hook)
Kitsy Meow

114.6K views
Not available in United States

02:05
Compilation with Weekly Episodes from the pain whore Alina
alinanightsky

31.4K views
Not available in United States

16:17
some fun kitty playtime
Kittykisses96

4.2K views
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

18.6K views
Not available in United States

08:37
Black blow up spiked butt plug for my S&M Daddies!
Victoria Lecherri

25.5K views
Not available in United States

14:26
Extreme Painanal large dildo with chilli sauce pushes Denise to her limits and makes her cry.
Denise Humain

21.9K views

Not available in United States

10:11
Extreme Anal Insertion Two Foot Long XXL Anal Slink
TheToxicTwins

31.9K views
Not available in United States

10:55
Kylie's prediciment
Kylie Lynn

10.4K 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

13.7K views
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
Lilith_Eclipse

17.3K views
Not available in United States

01:28
First try for new plug and a bit bigger
Sanne

5.5K views
Not available in United States

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

8.4K views
Not available in United States

00:37
TS_ScarlettRose struggles to take it!
forsakinsin

9.8K views
Not available in United States

05:41
Sadistic vampire Mistress
Jazebel

3.1K views
Not available in United States

07:34
BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales
Denise Humain

700 views
Not available in United States

06:12
Young Goth Trans Does Painful Anal
Khatara Shikiku

5K 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

4.8K views
Not available in United States

02:33
Hot Crossdresser fucks herself with a massive homemade toy!!
Dope Slut

1.4K views
Not available in United States

10:49
Rebecca's painful Orgasm
Rebeccafuxx

6.6K views
Not available in United States

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

3.9K views
Not available in United States

08:00
BDSM TS Sissy Slave Rough Sex Compilation - Shemales Fucked Hard with Fetish Toys
Denise Humain

500 views
Not available in United States

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

4.7K views
Not available in United States

22:12
Rebeccas Maso Perversions
Rebeccafuxx

9.4K views
Not available in United States

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

5.2K views
Not available in United States

10:18
Little sluts bills punishment
Lizz_ss25

4.7K 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

3.3K views
Not available in United States

05:23
Bdsm tranny heavy impact play ftm Flogging

3.5K views
Not available in United States

02:16
Alone and Horny nipple pain and anal stretching sexy Sissy Whore - Part 1 - 4
Denise Humain

2K views
Not available in United States

35:14
Transsexual
MIMEROMOLE

1.8K views
Not available in United States

06:57
Hot CD loves the anal pain she's giving herself by destroying her ass with large dildo(WARNING HOT VIDEO!!)
Dope Slut

1.3K views
Not available in United States

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

6.2K views
Not available in United States

08:03
Alone and Horny nipple pain and anal stretching sexy Sissy Whore - Part 3 - 4
Denise Humain

2.3K views
Not available in United States

05:11
Masochistic tranny whips himself with flogger

1.5K views
Not available in United States

10:24
Alone and Horny nipple pain and anal stretching sexy Sissy Whore - Part 4 - 4
Denise Humain

4K views
Not available in United States

17:28
Denise Humain Scene Mix (Anal, Nipple, Blowjob)
Denise Humain

2.4K views
Not available in United States

04:56
Caning and choking Kitsy
Kitsy Meow

53.4K views
Not available in United States

10:29
How a Tgirl severely punishs her big cock.
MyLolaTrav

24.6K views
Not available in United States

09:59
How to torture a beautiful sissy cock
MyLolaTrav

22.1K views
Not available in United States

10:01
Working on Sissy Slave Denise Humain Nipples for hours Part 1
Denise Humain

48.2K views
Not available in United States

11:41
How to Give Pain and Pleasure to a Big Sissy Cock
MyLolaTrav

39.1K views
Not available in United States

02:06
Sissy Nipple Cow Chastity Nipple Pump Electro Pain
Titten-Sau

17.7K views
Not available in United States

00:20
Sissy training Extreme CBT electric shock cock pain bdsm
iFetFuc

57.3K views
Not available in United States

08:09
Urethral sounding and vibration of a caged and bound shemale
MyLolaTrav

17.1K views
Not available in United States

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

5.2K 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

5.8K views
Not available in United States

08:15
A sexy Sissy ties her big cock with a rope and gives her pain with nettles before cuming
MyLolaTrav

3.6K views