After testing out the waters with a toy in his last solo video, Prentice said he would come back and do a full scene, and maybe even try getting fucked. Maybe. I had him setup with Antonio, who is one of the best Bottoms ever, but I knew he could stay hard to Top if he had some nice cock to suck.

The post Chaos Men: Prentice and Antonio Cervone Flip-Fuck (Bareback) appeared first on WAYBIG.

ChaosMen's Prentice seems to be on a 3-to-4-year return cycle. He reached out about doing some full-on sex videos. I realized he first appeared on the site 7 years ago (2010) and did only a solo. Then, in 2014 he was down to get his dick sucked. His video with Shiloh is a ChaosMen Classic! Back then he was just 21-years-old.

The post ChaosMen: Prentice (Solo Toys) appeared first on WAYBIG.

I believe it has been about 3 years (and 45 pounds more of muscle) since Prentice did his solo. He was a very popular model that never could get his head wrapped around working with a dude. Mostly it was about not wanting his friends to give him a hard time, but as one gets older, it usually becomes less important.

The post ChaosMen: Prentice & Shiloh (Serviced) appeared first on WAYBIG.

Prentice is friends with Ransom. He had sent me his pictures several months earlier, but Prentice moved to the East coast to take care of his grandmother.

The post ChaosMen: Prentice appeared first on WAYBIG.