ChaosMen sent Timmy some pictures of Declan, and he was super eager to come in and play!

The post ChaosMen: Declan and Timmy Flip-Fuck appeared first on WAYBIG.

ChaosMen starts Beckett and Timmy with a side-by-side jerk-off, knowing Beckett would be relying on the porn to keep him going. Thankfully Timmy is Bi, so they settled on a video they both liked.

The post ChaosMen: Beckett & Timmy ‘Serviced’ appeared first on WAYBIG.

Davos returns to ChaosMen to get his ass fucked by Timmy.

The post ChaosMen: Timmy Fucks Davos (Bareback) appeared first on WAYBIG.

Since Volker has experience with guys, ChaosMen put him in charge of servicing Timmy first.

The post ChaosMen: Timmy & Volker ‘Serviced’ appeared first on WAYBIG.

Timmy has been working HARD this week! Michael Shores is versatile in bed, but with his amazing ass, I really was wanting to see it get fucked properly.

The post ChaosMen: Timmy Fucks Michael Shores (Bareback) appeared first on WAYBIG.

ChaosMen: Timmy peels back the PJ bottoms that Carter Sloan is wearing, revealing a rapidly growing cock waiting to be serviced.

The post ChaosMen: Carter Sloan & Timmy (Serviced) appeared first on WAYBIG.

Both Dani deMuse and Timmy delight in fucking their Boy, but also the have a lot of chemistry between each other. They take turns sucking each other cocks while also urging the other to fuck Matthew.

The post ChaosMen: Dani deMuse & Timmy Tag-Team Matthew West appeared first on WAYBIG.

It took Johnson some time to decide to come back to ChaosMen and do an oral video. Upon seeing the massage table, he thought that might be a natural turn-on for him. Timmy has gotten very good at these videos, and he knows how to poke and prod Johnson till he is fully hard.

The post ChaosMen: Johnson and Timmy (Massaged and Serviced) appeared first on WAYBIG.

Damien Reign was really interesting when it came to his limits. He was fine with fucking a dude, but sucking on a guy was going to be challenging for him. Yet, rimming another dude was completely fine. We were also surprised that he kissed his first time. My guess is the reason he was worried about sucking dick was that his gag reflex would be an issue. Not that he didn't want to put a cock in his mouth.

The post ChaosMen: Damien Reign Fucks Timmy (Bareback) appeared first on WAYBIG.

Cypher says that he loves to just service guys, so we decided to get Timmy in a chair and let Cypher enjoy sucking on his big cock. Timmy sits back and gets royally serviced by Cypher. Cypher is fascinated by his big cock, and is trying every maneuver to please Timmy.

The post ChaosMen: Cypher & Timmy (Serviced) appeared first on WAYBIG.

Draven is really throwing his all into doing these videos. On one hand he is motivated to make you all happy, but on the other hand, he is loving doing these videos. He seems to have no real limits, and has been bringing amazing energy to each video. Time to plunk him in the Bi category.

The post ChaosMen: Draven and Timmy (Bareback Flip-Fuck) appeared first on WAYBIG.

Timmy starts by kissing Maurice's neck, working his way down his back, and then rimming his hole. Maurice's cock grows from all the attention to his ass. Timmy teases his cock, and even sucks it backward.

The post ChaosMen: Maurice & Timmy (Serviced) appeared first on WAYBIG.

ChaosMen: Both Thompson and Timmy have great chemistry with their scene partners, often making out before we get the cameras rolling. This video was no exception.

The post ChaosMen: Thompson & Timmy (Bareback Flip-Fuck) appeared first on WAYBIG.

Very rarely do I re-match models, but when Bennett and Timmy did their Serviced video, I heard loud and clear that the two needed to fuck.

The post ChaosMen’s Holiday Marathon 2017, Day 10: Timmy Fucks Bennett (Bareback) appeared first on WAYBIG.

It's near the end of 2017 and I humbly submit this Roman Glazer and Timmy Serviced video for the best facial of the year!

The post ChaosMen: Roman Glazer & Timmy (Serviced) appeared first on WAYBIG.

Bronson is moving along on his limits. I keep trying to put him in situations that feel natural. I thought a massage themed video would keep him in familiar territory, but didn't want to be restricted to the balancing act that can occur having sex on a massage table. So we started with a massage on the bed.

Timmy oils him up, relaxing Bronson immediately, maybe too relaxed? He pulls his underwear off. Initially, I think Bronson was being tickled with beard stubble between his ass cheeks. But he perks-up when Timmy's tongue dives in deep. Bronson gets a dominate vibe and pushes Timmy's face further into his hole.

The post ChaosMen: Bronson Fucks Timmy (Bareback) appeared first on WAYBIG.

Timmy is always curious about who he is going to be working with. He is always wanting to make sure he has chemistry with the models. I had told him he was going to be playing with Wren, but I don't think he looked him up on the site. The night before the shoot, he asked for some pics, so I sent some updated photos. Needless to say, he was blown away.

The post ChaosMen: Timmy Fucks Wren (Bareback) appeared first on WAYBIG.

Love this Edge video! Lots of TRUE Edging!

With Jerome always so close to cumming, and Timmy's hand job and cock sucking skills, I knew we could keep Jerome at the edge of cumming.

The post ChaosMen: Jerome & Timmy (Edge RAW) appeared first on WAYBIG.

I was really blown away by the chemistry between these two guys. I worried that Price would be quiet and reserved, but Timmy was excited to play with Price. LOTS of kissing to get things rolling, especially when they stroke each other's cocks.

The post ChaosMen: Price and Timmy (Serviced) appeared first on WAYBIG.

Timmy wanted to do a massage table video. They are his favorite to watch, but I think he was hoping to be the one who was getting the massage. Based on what Timmy said, he sounded like he already had the rhythm and the ritual down, and since Phillip was new, I thought maybe Timmy should be the one to do the massage.

The post ChaosMen: Phillip & Timmy (Bareback Flip-Fuck) appeared first on WAYBIG.