46.3K Results

Anal Fucking With Painful Anus Porn Videos

Free Porn Videos

Not available in United States

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

5.5K views
Not available in United States

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

5.8K views
Not available in United States

03:41
The Pressure of Pain and Punishment
BadGod

3.3K views
Not available in United States

03:41
Fifty Shades of FUCKED UP!! Advance Preview Trailer!!
Cyanide Mistress Of Darkness

7.5K views
Not available in United States

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

3.2K 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

1.2K views
Not available in United States

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

3.7K views
Not available in United States

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

2K 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

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

16.4K 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

4.3K 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

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

3K views
Not available in United States

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

3.1K views
Not available in United States

05:57
DRIPPING HOT WAX ON MY COCK
Kenzie Star

4.1K views
Not available in United States

10:53
The Sissy Pain Whore was ass fucked head down in a toilet. Alina The Whore got sissygasm and both her greedy holes got feeded
alinanightsky

77.1K views
Not available in United States

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

36K views
Not available in United States

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

25.4K 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

292.3K views
Not available in United States

06:08
Tranny Barbie can't take the BBC and tries to get away but he keeps fucking my ass hard - amateur shemale - Candy Ass Sissy
Candy Ass Sissy

32.2K 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

13.8K views
Not available in United States

03:04
25 min of abuse and hard use for the pain whore Alina
alinanightsky

5.7K views
Not available in United States

02:17
Boss tranny show him his painful role
XXL4XXL

30.2K views
Not available in United States

04:04
Sfmnewbie delicious and painful intense anal sex hot big ass tasty swallowing big dick anal sweet intense pleasure gaping ass
HatanoMiwa

60.4K views
Not available in United States

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

22.7K views
Not available in United States

06:06
My patient was complaining of pain in his leg, so I treated him to butt tea at my office desk
Nathalia Fontes

70.4K 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

19.7K views
Not available in United States

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

30.7K views
Not available in United States

01:29:00
Synnz & Mistress Cy "50 Shades of Fucked Up" Shemale Tattoo BDSM Kink Fuck Session (FULL RELEASE)
Cyanide Mistress Of Darkness

19K views
Not available in United States

10:55
Kylie's prediciment
K Kylie Lynn

10K 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

13.1K views
Not available in United States

00:37
TS_ScarlettRose struggles to take it!
forsakinsin

9.4K views
Not available in United States

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

7.8K views
Not available in United States

06:12
Young Goth Trans Does Painful Anal
Khatara Shikiku

4.6K views
Not available in United States

05:41
Sadistic vampire Mistress
Jazebel

2.5K views
Not available in United States

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

2.4K views
Not available in United States

22:12
Rebeccas Maso Perversions
Rebeccafuxx

9.2K views
Not available in United States

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

4.9K views
Not available in United States

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

2.1K views
Not available in United States

05:23
Bdsm tranny heavy impact play ftm Flogging

3.2K views
Not available in United States

10:18
Little sluts bills punishment
Lizz_ss25

4.4K views
Not available in United States

05:11
Masochistic tranny whips himself with flogger

1.4K views
Not available in United States

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

1.2K views
Not available in United States

00:26
FUCKING MY HOLE WITH A BOTTLE
Natasha Fox

1.3K views
Not available in United States

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

106.7K views
Not available in United States

36:28
Pain Slut Kira
Twistedrama

45.2K views
Not available in United States

18:39
Spiked Chastity Cage Torment - Sissy Maids Self Bondage
Derek6699

59.8K views