Short Painful First Porn Videos

797 Results

Linda asian ts pain with champagne and big dildo. (sample)
Linda asian ts pain with champagne and big dildo. (sample)
Lindaasian-ts
Key moment from "Hunter boyfriend gave the pain of in the bathroom"
Key moment from "Hunter boyfriend gave the pain of in the bathroom"
Redroseromance
Pressing a giant plug out of my anus
Pressing a giant plug out of my anus
Charlotte Wilde
FUCKING MY HOLE WITH A BOTTLE
FUCKING MY HOLE WITH A BOTTLE
youngtightcutie
Slut cd using stiging nettles.
Slut cd using stiging nettles.
Amy-leigh8969
Emotional moment from "How to Give Pain and Pleasure to a Big Sissy Cock"
Emotional moment from "How to Give Pain and Pleasure to a Big Sissy Cock"
MyLolaTrav
School Uniform Painful Dragon Dildo Fuck
School Uniform Painful Dragon Dildo Fuck
PrincessKitti3
pain and pleasure desire to be in pain
pain and pleasure desire to be in pain
Alexia_mtf
Ifetfuc chastity devices and ball stretching toys. Humiliation as he is turned to a sissy for mistress. Painful.
Ifetfuc chastity devices and ball stretching toys. Humiliation as he is turned to a sissy for mistress. Painful.
iFetFuc
More pain on my account
More pain on my account
Zhenya Sissy
Memorable moment from "Hunter boyfriend gave the pain of in the bathroom"
Memorable moment from "Hunter boyfriend gave the pain of in the bathroom"
Redroseromance
Thrilling moment from "A sissy tortures her buttocks severely with nettles, ties up her balls, dildoes herself and makes herself cum with the vibrator"
Thrilling moment from "A sissy tortures her buttocks severely with nettles, ties up her balls, dildoes herself and makes herself cum with the vibrator"
MyLolaTrav
Sissy Whores Anal Seduction Comeback: Denise Humain as Pink Lingerie Cumslut – Begging for extreme gangbangs, deepthroat & gaping holes! | Clip 1
Sissy Whores Anal Seduction Comeback: Denise Humain as Pink Lingerie Cumslut – Begging for extreme gangbangs, deepthroat & gaping holes! | Clip 1
Denise Humain
Emotional moment from "How to torture a beautiful sissy cock"
Emotional moment from "How to torture a beautiful sissy cock"
MyLolaTrav
Captivating moment from "some fun kitty playtime"
Captivating moment from "some fun kitty playtime"
Kittykisses96
Sissy Denise: Nipple torture with combination pliers – Live until the end | Clip 1
Sissy Denise: Nipple torture with combination pliers – Live until the end | Clip 1
Denise Humain
Epic moment from "Working on Sissy Slave Denise Humain Nipples for hours Part 1"
Epic moment from "Working on Sissy Slave Denise Humain Nipples for hours Part 1"
Denise Humain
A naughty housemaid with ripped black pantyhose tried the thickest dildo into her sissy pussy and moaned with pain and joy | Clip 1
A naughty housemaid with ripped black pantyhose tried the thickest dildo into her sissy pussy and moaned with pain and joy | Clip 1
Harinni
Must-share moment from "Painful Anal Stretching With Facial"
Must-share moment from "Painful Anal Stretching With Facial"
Chantal Fouet
A naughty housemaid with ripped black pantyhose tried the thickest dildo into her sissy pussy and moaned with pain and joy | Clip 2
A naughty housemaid with ripped black pantyhose tried the thickest dildo into her sissy pussy and moaned with pain and joy | Clip 2
Harinni
Thrilling moment from "Working on Sissy Slave Denise Humain Nipples for hours Part 1"
Thrilling moment from "Working on Sissy Slave Denise Humain Nipples for hours Part 1"
Denise Humain
Iconic moment from "Working on Sissy Slave Denise Humain Nipples for hours Part 1"
Iconic moment from "Working on Sissy Slave Denise Humain Nipples for hours Part 1"
Denise Humain
Memorable moment from "Painful Anal Stretching With Facial"
Memorable moment from "Painful Anal Stretching With Facial"
Chantal Fouet
Beautiful sissy pleasures herself with nipple clamps, nettles and a dildo, then makes herself cum with her vibrator | Clip 1
Beautiful sissy pleasures herself with nipple clamps, nettles and a dildo, then makes herself cum with her vibrator | Clip 1
MyLolaTrav
Unforgettable moment from "Urethral sounding and vibration of a caged and bound shemale"
Unforgettable moment from "Urethral sounding and vibration of a caged and bound shemale"
MyLolaTrav
Stunning moment from "Painful Anal Stretching With Facial"
Stunning moment from "Painful Anal Stretching With Facial"
Chantal Fouet
Spectacular moment from "FtM boy punished for being lazy"
Spectacular moment from "FtM boy punished for being lazy"
Spectacular moment from "Plugged sissy, nipple clamps, caged dick whips her ass and cock with nettles before making herself cum with the vibro"
Spectacular moment from "Plugged sissy, nipple clamps, caged dick whips her ass and cock with nettles before making herself cum with the vibro"
MyLolaTrav
Must-share moment from "Sissy with nipple clamps ties up her cock and makes herself cum hard with the vibrator"
Must-share moment from "Sissy with nipple clamps ties up her cock and makes herself cum hard with the vibrator"
MyLolaTrav
Must-share moment from "How a Tgirl severely punishs her big cock."
Must-share moment from "How a Tgirl severely punishs her big cock."
MyLolaTrav
Newest Scene Compilation (with new Stuff) incl. Anal, Gaping, Nipple Pain, Humiliation, Sissy, BDSM, Trans, Denise Humain | Clip 1
Newest Scene Compilation (with new Stuff) incl. Anal, Gaping, Nipple Pain, Humiliation, Sissy, BDSM, Trans, Denise Humain | Clip 1
Denise Humain
White Stockis and Red Pain Toes
White Stockis and Red Pain Toes
Tomas Styl
Epic moment from "Plugged sissy, nipple clamps, caged dick whips her ass and cock with nettles before making herself cum with the vibro"
Epic moment from "Plugged sissy, nipple clamps, caged dick whips her ass and cock with nettles before making herself cum with the vibro"
MyLolaTrav
Epic moment from "BDSM TS Sissy Slave Rough Sex Compilation - Shemales Fucked Hard with Fetish Toys"
Epic moment from "BDSM TS Sissy Slave Rough Sex Compilation - Shemales Fucked Hard with Fetish Toys"
Denise Humain
Sissy Denise: Tied Nipples Tortured with Rough Round Brushes | Clip 3
Sissy Denise: Tied Nipples Tortured with Rough Round Brushes | Clip 3
Denise Humain
Sissy Denise: Tied Nipples Tortured with Rough Round Brushes | Clip 2
Sissy Denise: Tied Nipples Tortured with Rough Round Brushes | Clip 2
Denise Humain
Sissy Denise: Tied Nipples Tortured with Rough Round Brushes | Clip 1
Sissy Denise: Tied Nipples Tortured with Rough Round Brushes | Clip 1
Denise Humain
Pathetic Maid Apology Riding Crop Self Punishment | Clip 1
Pathetic Maid Apology Riding Crop Self Punishment | Clip 1
JessicaLynn15
Pathetic Maid Apology Riding Crop Self Punishment | Clip 2
Pathetic Maid Apology Riding Crop Self Punishment | Clip 2
JessicaLynn15
Unforgettable moment from "Hunter boyfriend gave the pain of in the bathroom"
Unforgettable moment from "Hunter boyfriend gave the pain of in the bathroom"
Redroseromance
Sissy Whores Anal Seduction Comeback: Denise Humain as Pink Lingerie Cumslut – Begging for extreme gangbangs, deepthroat & gaping holes! | Clip 3
Sissy Whores Anal Seduction Comeback: Denise Humain as Pink Lingerie Cumslut – Begging for extreme gangbangs, deepthroat & gaping holes! | Clip 3
Denise Humain
Emotional moment from "BDSM TS Sissy Slave Rough Sex Compilation - Shemales Fucked Hard with Fetish Toys"
Emotional moment from "BDSM TS Sissy Slave Rough Sex Compilation - Shemales Fucked Hard with Fetish Toys"
Denise Humain
Epic moment from "How a Tgirl severely punishs her big cock."
Epic moment from "How a Tgirl severely punishs her big cock."
MyLolaTrav
Spectacular moment from "How a Tgirl severely punishs her big cock."
Spectacular moment from "How a Tgirl severely punishs her big cock."
MyLolaTrav
Sissy Whores Anal Seduction Comeback: Denise Humain as Pink Lingerie Cumslut – Begging for extreme gangbangs, deepthroat & gaping holes! | Clip 2
Sissy Whores Anal Seduction Comeback: Denise Humain as Pink Lingerie Cumslut – Begging for extreme gangbangs, deepthroat & gaping holes! | Clip 2
Denise Humain
Powerful moment from "How to Give Pain and Pleasure to a Big Sissy Cock"
Powerful moment from "How to Give Pain and Pleasure to a Big Sissy Cock"
MyLolaTrav
First time going out like a sissy slut !
First time going out like a sissy slut !
MommyThongs
On my way out in my hot summer clothes, I get turned on by wearing skirts so it's best to have an nice wank first
On my way out in my hot summer clothes, I get turned on by wearing skirts so it's best to have an nice wank first
Valkyria Domina
Straight search results
Gay search results
xHamster is adults only website!

The content available on xHamster may contain pornographic materials.

xHamster is strictly limited to those over 18 or of legal age in your jurisdiction, whichever is greater.

One of our core goals is to help parents restrict access to xHamster for minors, so we have ensured that xHamster is, and remains, fully compliant with the RTA (Restricted to Adults) code. This means that all access to the site can be blocked by simple parental control tools. It is important that responsible parents and guardians take the necessary steps to prevent minors from accessing unsuitable content online, especially age-restricted content.

Anyone with a minor in their household or under their supervision should implement basic parental control protections, including computer hardware and device settings, software installation, or ISP filtering services, to block your minors from accessing inappropriate content.

To enter xHamster you must be 18 or older
how to protect your minors
RTA Restricted To AdultsRTA Restricted To Adults