7.3K Results

Painful Orgasms Porn Videos

Free Porn Videos

Not available in United States

07:10
Redhead Asian shemale all covered in pain gets fucked
Extreme Ladyboys

35.3K views
Not available in United States

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

4.6K views
Not available in United States

00:43
Painful constant wanking after chastity phase! Tranny Girl has 9 (!) ruined orgasms and 5 cumshots!!
Allmylinks

24K views
Not available in United States

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

38.9K views
Not available in United States

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

13.7K views
Not available in United States

02:46
Becca squirts in shiny pantyhose
R Rebeccafuxx

2.6K views
Not available in United States

22:12
Rebeccas Maso Perversions
R Rebeccafuxx

8.5K views
Not available in United States

07:33
Heavy Weights on pierced nipples
R Rebeccafuxx

2.1K views
Not available in United States

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

8.7K views
Not available in United States

07:39
Painful Nipple Orgasm
R Rebeccafuxx

1.5K views
Not available in United States

10:49
Rebecca's painful Orgasm
R Rebeccafuxx

5.6K 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
femma

2.1K 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

11.3K views
Not available in United States

04:25
Gay Pain Orgasm
R Rebeccafuxx

1.5K views
Not available in United States

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

9.2K views
Not available in United States

03:58
Rebeccas wet cunt
R Rebeccafuxx

300 views
Not available in United States

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

1.8K views
Not available in United States

04:19
Rebecca Needs Painful Orgasm
R Rebeccafuxx

7.7K views
Not available in United States

05:31
Femmby painslut plays with spiked bracelet and ruins orgasm

2K views
Not available in United States

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

6.6K views
Not available in United States

00:29
Ifetfuc chastity devices and ball stretching toys. Humiliation as he is turned to a sissy for mistress. Painful.
iFetFuc

1.7K views
Not available in United States

05:08
Femmby hurts their dick and has a painful ruined orgasm

1.8K views
Not available in United States

01:15:03
Pain and Pleasure Part 2

177.5K views
Not available in United States

14:58
Pain Is Her Pleasure
Kink

891.7K views
Not available in United States

01:15:02
Pain and pleasure, chastity and lust, Part 2

224.4K views
Not available in United States

02:37
DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM

142.1K views
Not available in United States

36:28
Pain Slut Kira
Twistedrama

22.9K views
Not available in United States

18:29
Just because I can..
Twistedrama

62.3K views
Not available in United States

51:35
Pain and Pleasure

80.2K views
Not available in United States

01:48
1 Painful Fuck Session. Shemale Big Cock Fuck a Guy, AAIIGRR

522.6K views
Not available in United States

18:18
Anal fist fuck faggot love to feel the pain in the ass
Nicole Montero

101.9K views
Not available in United States

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

84.4K views
Not available in United States

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

46.1K views
Not available in United States

08:09
Hard spanking,severe punishment with heavy belt style tawse. KitsyMe0w restrained gagged and crying.
Kitsy Meow

56.8K views
Not available in United States

13:35
Lisa Femelle - The Whore of Master pain-

34.6K views
Not available in United States

51:35
Pain and pleasure, chastity and lust, Part 1

101.7K views
Not available in United States

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

31.6K 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

57.5K views
Not available in United States

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

15.2K views
Not available in United States

03:14
Pleasure Pain Sissy

35.5K views
Not available in United States

04:08
Balls stretched masturbation
MyLolaTrav

17.8K views
Not available in United States

09:59
How to torture a beautiful sissy cock
MyLolaTrav

16.4K views
Not available in United States

17:38
Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
Derek6699

45K views
Not available in United States

01:14
pain turns me on
boobyb0y

67.2K views
Not available in United States

04:56
Caning and choking Kitsy
Kitsy Meow

44.1K 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

15.9K views
Not available in United States

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

17K views