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Chad
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57
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Chad
Ask Chad: Chronically Online Woes, Aloof Boyfriends, And Black Outs
ASK CHAD WEEKLY
May 14, 2023
CHAD
Chad Talks: Confidence vs. Cockiness
ASK CHAD WEEKLY
May 7, 2023
CHAD
Polls Over Poles, Stranded in Conversation, and Gym Bunny Beginnings: This Week’s A
ASK CHAD WEEKLY
April 30, 2023
CHAD
Chad Talks: Super Gonorrhea in the Gay Community
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April 23, 2023
CHAD
Bitchy Boyfriends, GOP Family, and STIs in This Week’s Ask Chad
ASK CHAD WEEKLY
April 9, 2023
CHAD
Chad Talks: Vol 3 How To Seduce Your Own Boyfriend
ASK CHAD WEEKLY
March 26, 2023
CHAD
Ask Chad: Dating Advice, Flakes, and Bottoming 101
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March 19, 2023
CHAD
Chad Talks: Open for Bussy-ness in Your Open Relationships
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March 12, 2023
CHAD
Chad Talks Getting Verbal: Closed Holes Don’t Get Bred
ASK CHAD WEEKLY
February 26, 2023
CHAD
Ask Chad: Sugar Daddies, Messy Bottoms, & Gay Sex Apps
ASK CHAD WEEKLY
February 14, 2023
CHAD
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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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