Depth training with The taintacle from Mr Hankey
Straight guy sits on too big of a toy
Depth soft training : Slink S fully in = progress, UNCUT
2017: Depth Trainer
Sunday FFunday Depth training
Double penetration dildo BBC and buttplug
Depth play begins
Just som depth training with 1m colon snake
Fisting with punches and depth, ToppedToys Erebus and Fucked
FFun Session with Fire281. Got Decent Depth and Close Double
Depth training with huge Dick Rambone dildo
Fire281 works his paws and a ToppedToys small Spike in my hungry hole. Nice depth, too
Hole wrecking by Fire281. He threw everything but the kitchen sink in me. Stretch, record depth and All Night Toys Vein
The Shaft - Size and depth
XL Extremity from John Thomas Toys, getting anally fingered by a giant
Depth Training My Boytoy's Ass With A 46 Inch Depth Trainer Dildo
Toy Riding in Leather: 15" long dildo and Erebus 120 Balls Deep
Deep snake style dildo - Training for depth
A huge dildo for a young twink to the full depth!
More depth training with Dick Rambone dildo
XXL anal twister in my sissy ass - New depth discovered and made me feel new type of orgasm
Swallow All The Toys
Anal snake toy - Sissy in heat and horny
Big Toys, Big Stretch - Anal Depth Training by Cumluvnbottom
Pole riding and extreme giant anal depth training dildo, practicing for whole arm fisting monster toy
Locked in Chastity while depth training and stretching my ass with my toys
Depth record with my largest King Cock dildo
I masturbate dressed as a femboy until I cum inside my tight pussy lips masturbator t great depth.
Sexy femdom MILF Lisa - depth training my boy toys ass
Femdom Pegging sexy TGirl Lisa with huge depth training dildo
Depth training
Night of training ffun deeper toy! New ffeelings ready for fist hungry for fisting
Chatty crossdresser tries out new depth - 2023-02-23 - part 1 - known territory
Chatty crossdresser tries out new depth - 2023-02-23 - part 2 - uncharted territory
A little bit of anal training some depth play and inflation ready for the big toys later
Sissy uses depth trainer
Hot sissy anal depth training
Nurses POV- Stacy Shepard Gets Purchased Off WayNotFair To Become Doctor Tampa & Jasmine Rose's Sex Toy CaptiveClinicCom
Stacy Shepard Gets Purchased Off WayNotFair To Become Doctor Tampa & Jasmine Rose's New Sex Slave Toy CaptiveClinicCom
Sexy TGirl Gigi gets her ass depth trained by Lisa
Depth training
OBOKOZU - We try the new Depth Controlled Vibrator from LOVENSE! Ruka came so hard!
Depth training
Great fisting session with Fire281. Good opening, depth, fun with PigHole FF and a good view inside, Rosebud play
Bubble butt toying triathlon: dildo riding, hole stretching and depth probe
Pulling depth toy out.
Anal Depth Training with Slinks
New depth toy first time Lovin it