Transgender • US

First Anal Painful Porn Videos

Free Porn Videos

Relevant First Anal Painful Porn Videos

18:29

Just because I can..
Twistedrama

82.3K views
08:01

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

35.7K views
26:26

Pleasure and pain 2

269.4K views
00:43

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

30K views
04:56

Caning and choking Kitsy
Kitsy Meow

49.9K views
06:53

More maintenance spanking for Kitsy. OTK punishment.
Kitsy Meow

4.2K views
14:42

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

14.1K views
00:39

slave for pain

30.7K views
10:29

How a Tgirl severely punishs her big cock.
MyLolaTrav

21.6K views
11:41

How to Give Pain and Pleasure to a Big Sissy Cock
MyLolaTrav

36.4K views
10:01

Working on Sissy Slave Denise Humain Nipples for hours Part 1
Denise Humain

45.1K views
09:59

How to torture a beautiful sissy cock
MyLolaTrav

19.9K views
03:14

Pleasure Pain Sissy

37.4K views
07:53

Sissy Maids Punishment
Derek6699

16.7K views
25:04

Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged
Derek6699

9.5K views
28:23

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

1.9K views
23:29

Sissy Maid Icy Hot Wooden Pony Punishment 2
Derek6699

26.4K views
02:06

Sissy Nipple Cow Chastity Nipple Pump Electro Pain
Titten-Sau

16.1K views
04:02

Finishing up with pain on my balls
Naomi Perv

2.7K views
13:59

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

10.6K views
07:02

Mistress Cy IPL Hair Removal Punishment
Cyanide Mistress Of Darkness

10.6K views
17:40

Icy Hot Wooden Pony Self Bondage Torture
Derek6699

16.9K views
00:20

Sissy training Extreme CBT electric shock cock pain bdsm
iFetFuc

28.4K views

Chat with xHamsterLive trans now! More Trans

01:17

Daddy Loving Sissy Pain Slut Whipping
JessicaLynn15

5K views
09:09

3 dildos, a crop, clothspins and a horny girl on a bed
Bambi Christa

9.2K views
01:11

Gay Fat Asian Sissy Pain Slut Dancing
JessicaLynn15

12.2K views
10:27

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

16.4K views
00:27

Belted sissy pain-slut

19.6K views
08:09

Urethral sounding and vibration of a caged and bound shemale
MyLolaTrav

16.4K views
04:08

Balls stretched masturbation
MyLolaTrav

19.2K views
04:08

dumb slut gets the belt for cumming without permission
Bambi Christa

7.2K views
14:55

Sissy Maid - Pain & Pleasure Bondage
Derek6699

9.6K views
00:46

booty ass fat bbw big geng cum sperm squirt piss pain spit

35.3K views
01:18

Sissy slut in pain
SissyPropertyUk

8.7K views
18:35

Kisses and pain in intimity

19K views
05:46

Nipple Play Found Object FTM Hairy Tit Smacking
Lyla Switch

3.3K views
02:13

Pain free Kitty Kaiti..mega load

84.4K views
07:05

Candle Wax & Chastity Go Together like PB & Jelly
MJ

3K views
30:28

I need the pain in my ass

260.3K views
03:43

Femboy slut gets hard ass spanking as punishment (SissySandyy20 Solo)
Sissy Sandy

5K views
08:49

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

4.9K views
06:42

Horny tranny threesome of fun and pain

47.4K views
21:12

Pleasure and pain

66.6K views
19:49

Shemale with leather cloth likes cruel sex with pain in her apartment

90.2K views
04:02

so much pain

13.7K views
04:24

TS Pain Hot Cumshot

15.2K views
03:23

FtM bonus Toy : 100 cunt slaps
BonusholeToy

16.3K views

Chat with xHamsterLive trans now! More Trans

JavaScript is required for this website. Please turn it on in your browser and reload the page.main-wrap { padding-top: 44px; }