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Anal Plug Training Videos

Anal Training 4: Finally Fitting My Biggest Butt plug

Anal Training 4: Finally Fitting My Biggest Butt plug

1 year ago

Cum so Hard my Butt Plug Pops Out! XshayXshayX

Cum so Hard my Butt Plug Pops Out! XshayXshayX

6 years ago

I took the Butt Plug out of my Ass now you can Replace it with your Dick - Sit back and let me Ride.

I took the Butt Plug out of my Ass now you can Replace it with your Dick - Sit back and let me Ride.

2 years ago

Play with my Ass Baby and Fuck my Plug out

Play with my Ass Baby and Fuck my Plug out

3 years ago

27 Seconds Massive Cumshot - Anal Orgasm with Huge ButtPlug and Handsfree Sissygasm

27 Seconds Massive Cumshot - Anal Orgasm with Huge ButtPlug and Handsfree Sissygasm

1 year ago

Kissa Sins Stretches her Tight Asshole with the PornHub Anal Training Kit

Kissa Sins Stretches her Tight Asshole with the PornHub Anal Training Kit

8 years ago

Naked Submissive Slut taken for a Walk on a Leash in Forest ANAL LEASH but Plug

Naked Submissive Slut taken for a Walk on a Leash in Forest ANAL LEASH but Plug

3 years ago

Tied Slave BF to a Chair and Training his Anal with Finger, Vibrator Plug and Blowjob.

Tied Slave BF to a Chair and Training his Anal with Finger, Vibrator Plug and Blowjob.

1 year ago

Kitten BJ Training Foreplay Uncircumcised ( Kittens Love to Play with Dangly things )

Kitten BJ Training Foreplay Uncircumcised ( Kittens Love to Play with Dangly things )

4 years ago

2 years ago

See inside Teen Asshole Gape Eddie Danger Clear Plug Anal and Throat Training for Tattooed Goth

See inside Teen Asshole Gape Eddie Danger Clear Plug Anal and Throat Training for Tattooed Goth

4 years ago

PAWG BBW Shows off Asshole before Solo Anal Training Session

PAWG BBW Shows off Asshole before Solo Anal Training Session

4 years ago

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

11 months ago

30 Days to Sissy Day 18: Plugged Sissy

30 Days to Sissy Day 18: Plugged Sissy

3 years ago

Training and Fucking my Ass

Training and Fucking my Ass

6 years ago

20 Minutes of MILF Asshole Training

20 Minutes of MILF Asshole Training

2 years ago

Cutouts Extreme Anal 2

Cutouts Extreme Anal 2

2 years ago

Anus before and after a Beer Can, Anal Gape Try, February 2021, Anal Riding

Anus before and after a Beer Can, Anal Gape Try, February 2021, Anal Riding

4 years ago

He Plays with a Toothbrush on my Clit and a Remote Controlled Plug in my Ass 😨

He Plays with a Toothbrush on my Clit and a Remote Controlled Plug in my Ass 😨

2 years ago

Submissive Slut is Chained and in Chastity Belt and Finally get Vibrator by Butt Plug

Submissive Slut is Chained and in Chastity Belt and Finally get Vibrator by Butt Plug

5 years ago

Training her Ass with a Butt Plug

Training her Ass with a Butt Plug

3 years ago

Electro Stimulation and Remote Control Butt Plug Orgasm (cropped Version)

Electro Stimulation and Remote Control Butt Plug Orgasm (cropped Version)

2 years ago

Femdom Wife makes me Wear her Dirty Panties W/ Butt Plug- Littlemusclecoupl

Femdom Wife makes me Wear her Dirty Panties W/ Butt Plug- Littlemusclecoupl

6 years ago

Femdom Girlfriend Won’t let me take out Plug till She’s Creampied Trans Cum Interracial BBC Femboy

Femdom Girlfriend Won’t let me take out Plug till She’s Creampied Trans Cum Interracial BBC Femboy

4 years ago

Japanese mistress gives the slave a tail butt plug to be the mistress's pet

Japanese mistress gives the slave a tail butt plug to be the mistress's pet

2 years ago

Training my Asshole with Jewel Butt Plugs

Training my Asshole with Jewel Butt Plugs

5 years ago

Femdom Butt Plug Ass Cleaner Slave Training Tease Face Sitting Bondage BDSM Orgasm Cum Real Homemade

Femdom Butt Plug Ass Cleaner Slave Training Tease Face Sitting Bondage BDSM Orgasm Cum Real Homemade

1 year ago

Stepmom came so Hard she Blew the Butt Plug out

Stepmom came so Hard she Blew the Butt Plug out

5 years ago

Femdom Testing new Dildos Butt Plugs on Slave Ass Stretching Pegging Bondage BDSM FLR MILF Stepmom

Femdom Testing new Dildos Butt Plugs on Slave Ass Stretching Pegging Bondage BDSM FLR MILF Stepmom

2 years ago

Vinyl Sissy Whore in Bodysuit Slapping her Ass Wearing a Butt Plug, Fapping, Humiliating herself

Vinyl Sissy Whore in Bodysuit Slapping her Ass Wearing a Butt Plug, Fapping, Humiliating herself

2 years ago

Solo Anal Compilation - Bad Dragon, Horsecock, Anal Beads, & more

Solo Anal Compilation - Bad Dragon, Horsecock, Anal Beads, & more

1 year ago

Small Butt Hole Stepsister after Big Butt Plug Gapes and is Ready for a Thick Cock

Small Butt Hole Stepsister after Big Butt Plug Gapes and is Ready for a Thick Cock

3 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

Overprotective Daddy - Roller Skates Bondage Training: Squirting Standing Orgasm Bdsmlovers91

Overprotective Daddy - Roller Skates Bondage Training: Squirting Standing Orgasm Bdsmlovers91

3 years ago

Dominatrix Mistress April - Cane Training Part 4

Dominatrix Mistress April - Cane Training Part 4

2 years ago

*trailer* Sissy Training Basics with Kelli Frost

*trailer* Sissy Training Basics with Kelli Frost

3 years ago

Sissy Pony Whipping Training

Sissy Pony Whipping Training

3 years ago

Ass Training & Dirty Talk

Ass Training & Dirty Talk

6 years ago

AMATEUR SPERM ADDICT SUB TRAINING VERBAL DOM

AMATEUR SPERM ADDICT SUB TRAINING VERBAL DOM

7 years ago

Sub Training Spunky (Pt.1, Part 2 is on SexySpunkyGirl.manyvids.com)

Sub Training Spunky (Pt.1, Part 2 is on SexySpunkyGirl.manyvids.com)

8 years ago

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