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Anal Training Dildo

Training my Ass always makes me Squirt

Training my Ass always makes me Squirt

1 year ago

Anal Orgasm Prostate Dildo Double Sissygasm Fuck Machine Deep Anal Fucking makes him Cum twice

Anal Orgasm Prostate Dildo Double Sissygasm Fuck Machine Deep Anal Fucking makes him Cum twice

1 year ago

Sissy Femboy Rides a Big Dildo ( Big Ass Anal Prolapse Slut Trap ) Promo

Sissy Femboy Rides a Big Dildo ( Big Ass Anal Prolapse Slut Trap ) Promo

5 years ago

Sissygasm Experience with Captions. (Dildo Taped up inside Asshole)

Sissygasm Experience with Captions. (Dildo Taped up inside Asshole)

5 years ago

Big Black Cock Training Day

Big Black Cock Training Day

2 years ago

Crossdressing Sissy Slut Pounds her Ass Deep and Hard with BBC Dildo

Crossdressing Sissy Slut Pounds her Ass Deep and Hard with BBC Dildo

4 years ago

Deepness Training with Huge John Thomas Toy

Deepness Training with Huge John Thomas Toy

7 months ago

BRISEN IT’S READY TO SHOT HER FIRST ANAL SCENE! || LAST ASS TRAINING VIDEO

BRISEN IT’S READY TO SHOT HER FIRST ANAL SCENE! || LAST ASS TRAINING VIDEO

1 year ago

Giant Clear Anal Dildo Bouncing

Giant Clear Anal Dildo Bouncing

10 months ago

OCfemboy Anal Quickie - MrHankeys XXXcalibur Slaying my Smooth Sissy Ass Hard Close-up

OCfemboy Anal Quickie - MrHankeys XXXcalibur Slaying my Smooth Sissy Ass Hard Close-up

1 year ago

Latina Teen Trains her Asshole

Latina Teen Trains her Asshole

6 months ago

ANAL Depth Training

ANAL Depth Training

1 year ago

Huge Buttplug and Horse Dildo in her Ass

Huge Buttplug and Horse Dildo in her Ass

3 years ago

Big Ass Anal Dildo

Big Ass Anal Dildo

4 months ago

Ryu Doll Inserts Dragon Balls, Horse Dildo and Monster can

Ryu Doll Inserts Dragon Balls, Horse Dildo and Monster can

2 years ago

SHEMALE ANAL DILDO FUCK AND CUMS.

SHEMALE ANAL DILDO FUCK AND CUMS.

4 years ago

Trap IsBambi Fucking her Dildo and Cumming Handsfree in Chastity

Trap IsBambi Fucking her Dildo and Cumming Handsfree in Chastity

3 years ago

Sadee Rides Thick Dildo then Emily Drains her Balls with Cum Swap Swallow

Sadee Rides Thick Dildo then Emily Drains her Balls with Cum Swap Swallow

6 years ago

SISSY ANAL Challenge: trying to take 15 INCHES Dildo in the Ass!!

SISSY ANAL Challenge: trying to take 15 INCHES Dildo in the Ass!!

1 year ago

Horny CD Enjoys Doggy Style Anal Dildo Machine Fuck

Horny CD Enjoys Doggy Style Anal Dildo Machine Fuck

4 years ago

Miss M. Tells her Slave to RUIN his ASS on a HUGE DILDO!

Miss M. Tells her Slave to RUIN his ASS on a HUGE DILDO!

5 years ago

Miss M. Watches her Slave IMPALE himself with a 50 CM DILDO!

Miss M. Watches her Slave IMPALE himself with a 50 CM DILDO!

5 years ago

Femboy Chastity Dildo Riding!!

Femboy Chastity Dildo Riding!!

1 year ago

Cute Femboy Stretches Ass to take HUGE Dildo! (Big Cumshot) ♥

Cute Femboy Stretches Ass to take HUGE Dildo! (Big Cumshot) ♥

3 years ago

The John Thomas Toys Challenge - Femdom With Huge Dildos

The John Thomas Toys Challenge - Femdom With Huge Dildos

2 years ago

Miss M. uses an INFLATABLE DILDO.... HER FIST.... and HUGE DILDOS on her SLAVE-HUSBAND

Miss M. uses an INFLATABLE DILDO.... HER FIST.... and HUGE DILDOS on her SLAVE-HUSBAND

3 years ago

SUBMISSION AND ANAL HUMILIATION WITH HUGE LONG AND THICK DILDO TO HORNY STEPSISTER

SUBMISSION AND ANAL HUMILIATION WITH HUGE LONG AND THICK DILDO TO HORNY STEPSISTER

2 years ago

Pigtails anal dildo

Pigtails anal dildo

9 months ago

Training my Tight Asian Ass with a HUGE Dildo

Training my Tight Asian Ass with a HUGE Dildo

1 year ago

Sexy MILF Lisa Stretching my Boy Toys Ass with Extreme Huge Anal Toys

Sexy MILF Lisa Stretching my Boy Toys Ass with Extreme Huge Anal Toys

1 year ago

Struggling to Fit Big Dildos in my Ass

Struggling to Fit Big Dildos in my Ass

10 months ago

Butt Slut has Asshole Stretched and Filled with Xtra Long Dildo

Butt Slut has Asshole Stretched and Filled with Xtra Long Dildo

5 months ago

Slave Training: become a 3-hole Cock Slut of Mistress Lady Julina

Slave Training: become a 3-hole Cock Slut of Mistress Lady Julina

5 years ago

This is the Slutty Training you didn't know you need - miss Janne Allen

This is the Slutty Training you didn't know you need - miss Janne Allen

1 year ago

Trans Emma Training to Cum like a Good Girl

Trans Emma Training to Cum like a Good Girl

2 years ago

BRISEN is trying to Put a HUGE DILDO in her Ass !!FAIL!! || Ass Training Day 24

BRISEN is trying to Put a HUGE DILDO in her Ass !!FAIL!! || Ass Training Day 24

1 year ago

Chubby slut sucks dildo and rides it with her fat ass

Chubby slut sucks dildo and rides it with her fat ass

8 months ago

Asshole training in raincoat & wellingtons – Shannon Heels

Asshole training in raincoat & wellingtons – Shannon Heels

3 years ago

Anal Slut Big Dildo + Horse Cock Dildo with Cum Tube

Anal Slut Big Dildo + Horse Cock Dildo with Cum Tube

4 years ago

Pegging with Double Anal Penetration with Topped Toys, Chute 75 + Spike 70

Pegging with Double Anal Penetration with Topped Toys, Chute 75 + Spike 70

3 years ago

Playing dildo in his ass

Playing dildo in his ass

2 years ago

Mistress Fucks Femboy Fucking his Anal with a Thick Cock

Mistress Fucks Femboy Fucking his Anal with a Thick Cock

3 years ago

SISSY TRAINING FOR COCK CRAVING CROSSDRESSER

SISSY TRAINING FOR COCK CRAVING CROSSDRESSER

4 years ago

Training my Hairy Asshole with a Black Dildo. it came out with a Lil Brown Surprise on It.

Training my Hairy Asshole with a Black Dildo. it came out with a Lil Brown Surprise on It.

1 year ago

Sissy is filled with 100cm extrem dildo - part 2 of 2

Sissy is filled with 100cm extrem dildo - part 2 of 2

1 year ago

Straight Guy Rides Dildo for the first Time

Straight Guy Rides Dildo for the first Time

1 year ago

The Anal!zing Adventures of Krissy: Belly Bulging W/ Tummy Ticklers

The Anal!zing Adventures of Krissy: Belly Bulging W/ Tummy Ticklers

4 years ago

Sissy Public Anal Masturbation with Suction Cup Dildo

Sissy Public Anal Masturbation with Suction Cup Dildo

2 years ago

Slut Amy training part 4 - big dildo anal hard ass fuck

Slut Amy training part 4 - big dildo anal hard ass fuck

3 years ago

Anastasia Mistress fucks a sissy in the ass with a dildo

Anastasia Mistress fucks a sissy in the ass with a dildo

2 years ago

Extreme Deep Long Anal Dildo in Blonde Girl

Extreme Deep Long Anal Dildo in Blonde Girl

10 months ago

Slowly and Painfully Working a Monster Dildo into a Sissy Femboy Ass.

Slowly and Painfully Working a Monster Dildo into a Sissy Femboy Ass.

1 year ago

More Deep Anal Practice And I Make Some Progress

More Deep Anal Practice And I Make Some Progress

1 year ago

Training my LATEX SISSY Bitch PROSTATE with my NURSE GLOVES

Training my LATEX SISSY Bitch PROSTATE with my NURSE GLOVES

1 year ago

Cute Trap Sucks and Fucks Dildo

Cute Trap Sucks and Fucks Dildo

4 years ago

Dominatrix Nika plays with her slave's anal. Stunning and exciting view when a large toy enters and exits a man's anal hole.

Dominatrix Nika plays with her slave's anal. Stunning and exciting view when a large toy enters and exits a man's anal hole.

1 year ago

Couldn't wait to get home to ride my dildos

Couldn't wait to get home to ride my dildos

1 year ago

Riding my Dildo Fucking my Ass and Pussy

Riding my Dildo Fucking my Ass and Pussy

4 years ago

Sissy is filled with 100cm extrem dildo - part 1 of 2

Sissy is filled with 100cm extrem dildo - part 1 of 2

1 year ago

Anastasia Mistress strap on a small dildo fucks a whore to Sasha Earth sissy slave masturbate prostate with sex toys

Anastasia Mistress strap on a small dildo fucks a whore to Sasha Earth sissy slave masturbate prostate with sex toys

2 years ago

Sissy Maid Tiny Urethral Cock Cage Locking and XL Horse Cock Training

Sissy Maid Tiny Urethral Cock Cage Locking and XL Horse Cock Training

3 years ago

Training My Sissy Babe Reverse Cowgirl While Clit Rubbing

Training My Sissy Babe Reverse Cowgirl While Clit Rubbing

3 years ago

Going outside my Home with a Dancing Dildo up inside my Sissy Ass

Going outside my Home with a Dancing Dildo up inside my Sissy Ass

2 years ago

I'm working on getting past that third anal ring to get this one all the way in. Boy does it make me squirt!

I'm working on getting past that third anal ring to get this one all the way in. Boy does it make me squirt!

1 year ago

Sissy Crossdresser Rides a Dildo Cums and Gets Anal Orgasm (fuck Bitch Ass)

Sissy Crossdresser Rides a Dildo Cums and Gets Anal Orgasm (fuck Bitch Ass)

5 years ago

First try with my Thickest Toy yet with both Holes! Lots of Training to be had

First try with my Thickest Toy yet with both Holes! Lots of Training to be had

1 year ago

Sexy wife having fun getting her ass toyed and fucked before anal creampie

Sexy wife having fun getting her ass toyed and fucked before anal creampie

2 years ago

51cm John Thomas Henry Large Anal Dildo Destroying Smooth Femboy Ass Pussy with Deep Power Squats

51cm John Thomas Henry Large Anal Dildo Destroying Smooth Femboy Ass Pussy with Deep Power Squats

1 year ago

Sissy in a Flat Chastity Cage getting a Dancing Dildo in her Ass to go Walking outside her House

Sissy in a Flat Chastity Cage getting a Dancing Dildo in her Ass to go Walking outside her House

1 year ago

Anal Hole Training Small Ass Petite Webcam Model, her Anus is Open, Anal Gapes

Anal Hole Training Small Ass Petite Webcam Model, her Anus is Open, Anal Gapes

3 years ago

Deep Femboy Riding a Big Dildo and Hot Anal Orgasm 4K ( Sissy Trap CD )

Deep Femboy Riding a Big Dildo and Hot Anal Orgasm 4K ( Sissy Trap CD )

4 years ago

Amateur Deep Anal Dildo Slinky Fist Trailer

Amateur Deep Anal Dildo Slinky Fist Trailer

4 years ago

Emma Scarlett - Anal Insertion S1e06

Emma Scarlett - Anal Insertion S1e06

2 years ago

Emma Scarlett - Anal Insertion S1e04

Emma Scarlett - Anal Insertion S1e04

2 years ago

Emma Scarlett - Anal Insertion S1e05

Emma Scarlett - Anal Insertion S1e05

2 years ago

Emma Scarlett - Anal Insertion S1e03

Emma Scarlett - Anal Insertion S1e03

2 years ago

Emma Scarlett - Anal Insertion S1e02

Emma Scarlett - Anal Insertion S1e02

2 years ago

Big Hot Latin Ass MILF Mature Cougar Butt Plug Training, Shaved Pussy, Real Orgasm From

Big Hot Latin Ass MILF Mature Cougar Butt Plug Training, Shaved Pussy, Real Orgasm From

3 years ago

Preview HUGE 13 Inch Thick Dildo FUCKED UP my Tight ass😭MASSIVE ANAL - Link in Bio

Preview HUGE 13 Inch Thick Dildo FUCKED UP my Tight ass😭MASSIVE ANAL - Link in Bio

2 years ago

Trans Girl Anal Rodeo

Trans Girl Anal Rodeo

1 year ago

Eggplant asshole training. Hairy Anal Eggplant Stretching.

Eggplant asshole training. Hairy Anal Eggplant Stretching.

3 years ago

Daily training part 1. It’s getting easier!

Daily training part 1. It’s getting easier!

1 year ago

Butthole Training before first Butt Fucking and Immediately Powerful Anal Fucking

Butthole Training before first Butt Fucking and Immediately Powerful Anal Fucking

1 year ago

Bad Dragon Anal Masturbation Cumming Huge Orgasm on Dildo and Plug

Bad Dragon Anal Masturbation Cumming Huge Orgasm on Dildo and Plug

6 months ago

Hot Anal Sex with Deep Penetration ( Love Dildo Rides Femboy Sissy Trap )

Hot Anal Sex with Deep Penetration ( Love Dildo Rides Femboy Sissy Trap )

4 years ago

Anal Slave Rides a Giant Dildo and Gets Fisting in the Ass until he Cums Femdom

Anal Slave Rides a Giant Dildo and Gets Fisting in the Ass until he Cums Femdom

3 years ago

Babe Girl Anal Deep Fucking Training

Babe Girl Anal Deep Fucking Training

1 year ago

Anal!zing Adventures of Krissy; the Buckin’ CowSissy is Ridden again

Anal!zing Adventures of Krissy; the Buckin’ CowSissy is Ridden again

3 years ago

Sinnovator Toy Anal Marathon

Sinnovator Toy Anal Marathon

8 months ago

Stretching my ass with big dildo to shaking orgasm

Stretching my ass with big dildo to shaking orgasm

11 months ago

Innocent Femboy in Chastity Belt Rides Big Monster Dildo with Tight Ass

Innocent Femboy in Chastity Belt Rides Big Monster Dildo with Tight Ass

3 months ago

AB094 Lustful Teacher Extreme Trained -milking 65cm Dildo (Chinese and English Subtitles)

AB094 Lustful Teacher Extreme Trained -milking 65cm Dildo (Chinese and English Subtitles)

1 year ago

Asuka Langley Soryu. Episode 1: Training all her Holes. Karneli Bandi

Asuka Langley Soryu. Episode 1: Training all her Holes. Karneli Bandi

2 years ago

Femboy Locked in Chastity Belt Fucked by BBC Dildo

Femboy Locked in Chastity Belt Fucked by BBC Dildo

1 year ago

Anal Fuck for this Sissy Bitch

Anal Fuck for this Sissy Bitch

1 year ago

Leaky Sissy Gets Machine Fucked by BBC Dildo

Leaky Sissy Gets Machine Fucked by BBC Dildo

5 years ago

Slink Anal Depth Training for Tranny

Slink Anal Depth Training for Tranny

3 years ago

Anal Sex tutorial. Part 1 - MyBadReputation

Anal Sex tutorial. Part 1 - MyBadReputation

2 years ago

Pushing a Huge BBC Dildo into his Ass with my Foot.

Pushing a Huge BBC Dildo into his Ass with my Foot.

2 years ago

Asian School Girl's first Unicorn Dildo - Painful Anal Play

Asian School Girl's first Unicorn Dildo - Painful Anal Play

7 months ago

Preparation for the first Anal in Life - we Train an Ass Hole with a Toy

Preparation for the first Anal in Life - we Train an Ass Hole with a Toy

1 year ago

I TRAIN MY HOLE TO LOSE MY ANAL VIRGINITY

I TRAIN MY HOLE TO LOSE MY ANAL VIRGINITY

11 months ago

Huge Dildos & Buttplug make my Ass Gape (Unboxing mr Hankey’s Toys)

Huge Dildos & Buttplug make my Ass Gape (Unboxing mr Hankey’s Toys)

4 years ago

Cuckold Husband in Chastity Ride on Long Strapon Anal Dildo his Wife

Cuckold Husband in Chastity Ride on Long Strapon Anal Dildo his Wife

3 years ago

Big Ass Slut Lucy wants her Ass Stretched by 14 Inch Dildo

Big Ass Slut Lucy wants her Ass Stretched by 14 Inch Dildo

6 months ago

Sissy Trap Trains for a Gangbang

Sissy Trap Trains for a Gangbang

3 years ago

Anal stretching routine pays off. Biggest gape and insertion ever!!

Anal stretching routine pays off. Biggest gape and insertion ever!!

2 years ago

I’m Working on getting past that third Anal Ring to get this one all the way In. Boy does it make me

I’m Working on getting past that third Anal Ring to get this one all the way In. Boy does it make me

1 year ago

More Daily Training Part 1. It’s getting Easier!

More Daily Training Part 1. It’s getting Easier!

1 year ago

Anal Slut Training

Anal Slut Training

3 years ago

Anal Stretching Compilation - Bad Dragon, Fist Toy, and more

Anal Stretching Compilation - Bad Dragon, Fist Toy, and more

4 months ago

Pegging with Huge Long Horse Dildo.

Pegging with Huge Long Horse Dildo.

2 years ago

BrEaking my Ass Stuffed with an 18 Inch Dildo

BrEaking my Ass Stuffed with an 18 Inch Dildo

1 year ago

Training him to be a Whore (Rough Pegging)

Training him to be a Whore (Rough Pegging)

1 year ago

Mommy Training Sissy with a Deep Dildo Fuck

Mommy Training Sissy with a Deep Dildo Fuck

4 years ago

Femdom Strapon Training in Latex with miss Medea

Femdom Strapon Training in Latex with miss Medea

4 months ago

Ass to Mouth with Big Dildos and Anal Fisting

Ass to Mouth with Big Dildos and Anal Fisting

8 months ago

Amori Gets her Ass Trained by Nate

Amori Gets her Ass Trained by Nate

4 years ago

Anal Yoga. he Stretched my Ass during Training - Sunako_Kirishiki

Anal Yoga. he Stretched my Ass during Training - Sunako_Kirishiki

1 year ago

I Trained his Ass, because thats what he Deserve

I Trained his Ass, because thats what he Deserve

1 year ago