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Three Heads Are Better Than One
Three Heads Are Better Than One
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The CockyBoys Take Over ChiChi La Rue’s
The CockyBoys Take Over ChiChi La Rue’s
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‘Assumption Of The Lamb,’ Part 2 Of ‘Answered Prayers,’ Now Live At CockyBoys.com
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Our Exclusive Interview With CockyBoy Next Door Max Carter
Our Exclusive Interview With CockyBoy Next Door Max Carter
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Twenty Bits to Keep Your Dick Hard All Week
Twenty Bits to Keep Your Dick Hard All Week
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Max Carter (Cocky Boys)
Max Carter (Cocky Boys)
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Max Carter & Zack Roni (FratBoy)
Max Carter & Zack Roni (FratBoy)
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Christian Collins and Max Carter (Frat Boy)
Christian Collins and Max Carter (Frat Boy)
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Helix Twinks or Mountain Men? Two Outdoor Updates in One Week
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The Men of Saltburn Reveal All for Hank’s Public Privates
Ask Chad Love and Dating: Grindr Fails, Drag Queens, & Quick Dicks!
Ask Chad Love and Dating: Grindr Fails, Drag Queens, & Quick Dicks!
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Ask Chad Love and Dating: Cockblocks, Bible Thumpers, & Bromances
Gay Sex Positions for the Holidays! Ho Ho HOE!
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Cybersocket Ask Chad
Hey Chad,

I am typically a top and have limited experiences bottoming, and the reason is because it hurts too much. Every time I go through the same thing, clean out, hype myself up, poppers, lube, and try taking it slow. But the outcome is always the same, it hurts and I can’t enjoy myself and then stop him after a few minutes because it is too unbearable. How do I bottom without it feeling like I’m passing a watermelon?

Thanks,

- Novice Bottom
Chad,

There’s nothing that ticks me off more than a flake, and lately, I keep getting ghosted on the apps. I get tons of messages when I first log on but by the time I am ready, or the later it gets, the more likely they are to flake on me and then I end up finishing myself and going to sleep. How do I get a hookup to come through?

SOS,

- Night Owl
Dear Chad,

I am a little annoyed to have to even ask this but what is the policy on paying for dates? I recently went out with a guy for the second time now and I had to pay for everything BlOTH TIMES. He didn’t even reach for his wallet when the waiter brought the bill, or when we went to the movies! I feel like that’s so rude, like it should be his turn the second time right? Or do I have to say something about splitting the bill from the beginning? 

Thanks,

- NotUrSugarDaddy
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