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Serg Shepard Is a DP’d Cum Dump for LeGrand Wolf and Adam Snow in this Boy For Sale 2-Parter.
DOUBLE PENETRATION
December 30, 2023
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Legrand Wolf Uses Damien Grey’s Holes for Some Poolside Relaxation
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Brian Bonds Punishes Jack Bailey For “Bad Grades, Bad Boy” Over At Family Dick
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September 14, 2021
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HARDCORE
August 23, 2021
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Austin Armstrong Spends Quality Time With His Uncle in Gaycest’s “My Dad’s Brother Is Hung”
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August 22, 2021
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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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