👍 9981
Jack Bailey
Vital Stats:
Ever since he burst onto the scene in 2020, Jack Bailey has been raising temperatures as the nation’s twink sensation every man desires.
This gorgeous young stud from Missouri stands tall at 5'10, with striking blue eyes, a smooth and sexy body, a thick 7-inch cock, and a bubble butt that’s practically begging to be filled. In short, Jack is the kind of twink who knows exactly what he wants—and that’s to be fucked and dominated in the dirtiest ways imaginable.
Known for his insatiable sex drive and love of bondage, Jack is a bottom who thrives on being pushed to his limits. Whether he’s tied up, gagged, or taking a gangbang, his nympho energy is off the charts, and you can see it in every wild performance.
Gaycest:
JACK
Gaycest:
Jack is still very young and inexperienced when it comes to figuring himself out and navigating the scary but exhilarating world of adults. Lucky for Jack, he finds himself with a loving, devoted grandfather who is dedicated to showing his grandson some of the ropes of life and living right. Jack adores his grandfather and wants nothing more than to model himself after the elder gentleman.
Whilst spending extra special time with granddad, Jack realizes things about himself that had been latent and waiting to be discovered. The learning, growing boy finds himself extremely attracted to older men like his grandfather—and to his surprise, the feelings are definitely mutual!
His grandfather guides the eager youth in the ways of topping and bottoming, molding a skilled and truly versatile young man. Jack’s sexual identity grows and evolves with each new experience- oftentimes in the most unexpected of ways!
Twinktop:
JACK BAILEY
Twinktop:
Jack Bailey’s boyish looks accompanied by his devilish smile can make anyone nervous when they’re out on the field against him. We scouted him at a nearby community center playing on a low stakes after-school team. Our coaches saw his potential instantly, and the rest is history.
His expertise has only increased with time and now that we offer extended personal training sessions with our coaches, he’s eager to put in the work! His youthful energy and easily-aroused cock is the perfect combo for our coaches to work with. Now we just need to make sure our coaches are prepared to handle his considerable talent during their personal training sessions!
Boyforsale:
THE BOY JACK BAILEY
Boyforsale:
Jack comes from a long line of powerful men. Everyone before him has shown incredible promise, excelling in their chosen fields and becoming pillars of the community and the family. It’s a big, cold shadow to have to live in, striving to be like his father and grandfather. When he became aware of the world of buyers, masters, and slaves, he felt he’d found a unique answer to a problem he didn’t know he had. He knew he’d never be like the men in his family, but he found himself drawn to the idea of serving men like them. He fantasized about being submissive, taking care of their needs in every way, even taking their hard, deep, bareback breeding. Luckily, Jack’s grandfather happens to be a master and was happy to show him what life is like on the other side of the power dynamic.
Scoutboys:
SCOUT JACK BAILEY
Scoutboys:
Scout Jack Bailey is not a boy that is the best at making a good first impression. Despite having a killer all-American boy smile that could charm just about anyone who saw it, the boy was too timid for his own good. He finds himself getting tongue-tied around anybody that he wants to impress, especially the older men in his troop.
It seems as though Jack’s confidence evaporates around the older men who catch his attention. It’s nervous and exciting learning about the effect his smooth skin and killer smile had on the masters of the camp. He just needs to be a little more brave when it comes to interacting with his fellow campers. Jack knows that if he is brave enough to follow through with something, like signing up for the Scouts, he usually ends up enjoying it. The boy doesn’t exactly know what was waiting for him at camp, but he finds himself wanting to fully enjoy all of the time he was spending with the masters who were giving him guidance.
