Jason Windsor and Tyler James flip-fuck in 'Jason & Tyler Get It On' at ActiveDuty.

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Damien White tops Jason Windsor at ActiveDuty.

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Drake Von (of the Baconator Twins) fucks Jason Windsor RAW at ChaosMen.com

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Active Duty: Merrill Patterson (a.k.a. Levi Whitman) is a new recruit and Jason Windsor is right there to welcome the stud to squadron. Merrill has never fucked a dude before, and he's ready to give Jason's ass a try.

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Gino Zanetti agreed to bottom for a portion of this ChaosMen video. Jason Windsor had to keep is slow and steady on Gino's poor ass.

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ChaosMen was eager to get Max Blaxx back in the studio. I knew I had to find a Bottom that could handle his big dick. And Jason Windsor is such a powerful performer and was eager to play with Max and scale Mount Everest that is his cock.

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ChaosMen: Trent Marx is an eager cocksucker, so he started by sucking on Jason Windsor's big dick. That got Trent hard, and Jason returned the favor.

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ChaosMen: It has been so easy pairing both Jake Ducati and Jason Windsor. They bring so much energy and genuine passion to their shoots that it was a no brainer pairing these two guys together.

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ChaosMen: Jason Windsor is such an amazing Bottom! So, I have him lined up with all my best Tops, Kyle Wyncrest!

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ChaosMen: Jason Windsor and Mitch Matthews start by jerking-off across from each other, when Jason got on his knees and started sucking on Mitch's cock.

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ChaosMen newcomer, Jason Windsor, came a ton, shooting his load over his head. I thought for sure he got himself in the face, but apparently, he knew how to dodge the crazy spay of cum!

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