237 Results

Crying Pain Porn Videos

Free Porn Videos

Did you mean toying pain?

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

22K views
Not available in United States

14:42
Dirty Sissy whore closed, brought up and humiliated into dilapidated residential ruins.
Denise Humain

16.5K views
Not available in United States

28:23
A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
Denise Humain

3.6K views
Not available in United States

13:59
Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
Denise Humain

12.2K views
Not available in United States

03:49
ts make her slut

560.2K views
Not available in United States

02:44
Don't Cry Tranny !!! Jerking Off at your Job is a NO NO!!

132.8K views
Not available in United States

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

96.1K views

Not available in United States

02:32
SISSIES , THE BLACK BOOMERANG IS BACK!!!!!

368.5K views
Not available in United States

01:12
Please don't daddy, it hurts! He disregards it and fucks his crying pussy hard!

18.6K views
Not available in United States

15:05
HOT CHICKS WITH HUGE DICKS COMPILATIONS
Futanari XXX

114.4K views
Not available in United States

01:18
SOPHIE KRENS BOUND AND CRY
Sophie Krens

23.2K views
Not available in United States

04:45
AJ180 Is Tight As Fuck! Can She Handle a 12-Inch Dildo Ride
AJ180

38.7K views
Not available in United States

08:11
Horse Cocked Ebony TS Granny Adrieli Pinheiro Makes BF Cry
Dream Tranny

292.5K views
Not available in United States

32:19
AJ180 Attempts to Fill Her Hungry Hole in Will It Fit
AJ180

53K views
Not available in United States

10:35
Dorian and Angelique aka Victorian Age Crying Game

67.7K views
Not available in United States

20:50
Big Girls Don't Cry

577.9K views
Not available in United States

12:05
Piston Machine Reams Hot and Horny Tgirl Crystal Delicia
Dream Tranny

1.6K views
Not available in United States

02:10
TS Fucks man

195.1K views
Not available in United States

01:25
anal machine for sissy crying of joy
Luciejoconde

6.6K views
Not available in United States

02:00
whore orgasm machine anal
Luciejoconde

11.8K views
Not available in United States

00:30
AJ180 Cuckold Queen: You & Your Wife Are Sluts
AJ180

32.1K views
Not available in United States

00:30
Cum teaser
Sissy Joyce

73.1K views
Not available in United States

01:15
Sexy body on Jamie Croft is so hot it makes you wanna cry
Trans 500

66.1K views
Not available in United States

12:05
Hot and Horny TS Crystal Delicia Runs a Fucking Machine in Her Ass
Dream Tranny

1K views
Not available in United States

12:02
Hot Tranny Crystal Delicia Cums Hard After Taking Machine Dick
Dream Tranny

2.2K views
Not available in United States

05:41
This song is so romantic it makes me cry hehe but i hope you like my little mixx
Lizzaali

1.4K views
Not available in United States

02:03
Hung Ts Aakosha Bentley makes her sub scream in pain

695.8K 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

116.2K views
Not available in United States

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

608.7K views
Not available in United States

07:53
Painting tranny

448.4K views
Not available in United States

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

283.5K views
Not available in United States

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

48.6K views
Not available in United States

14:58
Pain Is Her Pleasure
Kink

944.9K views
Not available in United States

01:15:03
Pain and Pleasure Part 2

214.1K views
Not available in United States

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

16.3K 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

36.6K views
Not available in United States

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

114.8K views
Not available in United States

08:01
Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
Linzy19

41.6K views
Not available in United States

13:12
Cuckold husband gets hard painful fucking from his wife's bull lover hard humiliation CD Sissy Crossdresser Fiona Fortune
Fiona Fortune

3.7K 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

299.3K views
Not available in United States

36:28
Pain Slut Kira
Twistedrama

52.8K views
Not available in United States

01:14
pain turns me on
boobyb0y

90.6K views
Not available in United States

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

65.3K views
Not available in United States

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

170.2K views
Not available in United States

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

31.8K views
Not available in United States

16:17
some fun kitty playtime
Kittykisses96

4.3K views
Not available in United States

10:28
Teen Gets Her 1st Painful Screaming Anal But Let Her Finish

58.5K views