Jack Bailey

Jack Bailey

Jack Bailey

Weight: 145lbs

Height: 5'11"

Jack Bailey Videos

Carter Collins vs Jack BaileyHD37 min

Carter Collins vs Jack Bailey

Carter is brand new to MBW but he has a true love for wrestling and a knack for kinky play. He’s stunningly gorgeous of course but that’s just for starters. He makes Jack suffer beautifully with an array of hot submission holds and tons of gut punching and ball grabs. But when the rope comes out the real magic begins! The expert way Carter winds his way around Jack’s willing body is sexy as hell. Jack veers from terror to delight to all out ectasy and you’ll love every erotic minute of it.

Zach Ramos vs Jack BaileyHD25 min

Zach Ramos vs Jack Bailey

At MBW we do love a good mismatch. Big and beefy Zach takes on ultimo twinky Jack and the results are more than we could have wished upon a star for. Jack sells like a puppy being mishandled at a county fair while Zach is a pro wrestling fanatic that knows how to squash a twink - and make it vicious! We won’t lie to you fans, this is mostly a squash - MOSTLY. But holy hell what a squash it is and no one makes suffering look hotter than our boy Jack Bailey.

Jack Bailey vs Levy FoxxHD31 min

Jack Bailey vs Levy Foxx

Twink vs Twink! We loooove a hot and sexy twink match and this video turns the tables on whatever you may think about Jack Bailey. These boys rub, hump, kiss, suck, and moan their way through this light and playful session. Levy is MORE than willing to play the dominant bottom and he loves controlling the action right up until it’s time for him to ride Jack’s big dick all the way to completion. And the loads that are unloaded in the loading dock are enough to fill up an SUV!

Luke Truong vs Jack BaileyHD33 min

Luke Truong vs Jack Bailey

This slow and sexy roll is more playful that our usual "punch and slam" fest but it is SEXY as fuck. The gear is see through and skimpy which really shows off these boys gorgeously lean bodies. Bare feet also add to the luster of this erotic wrestle. Once Luke gives Jack the dick down of his life we know our fans will be shooting their loads faster than you can say “twink vs twink”.

Aiden Langston vs Jack BaileyHD50 min

Aiden Langston vs Jack Bailey

Aiden Langston loves to wrestle and loves to fuck and in this nearly 1 hour matchup he decides to up his game and totally control pretty boy newbie Jack Bailey. If you are a fan of Jack’s you know how much he loves to get railed but who knew he liked getting abused so much?! Jack revels in every naked mat hold and piledriver than Aiden delivers. Aiden is a kinky fuck and Jack is all in for everything Aiden wants to dish out!