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Chad

Ask Chad: Chronically Online Woes, Aloof Boyfriends, And Black Outs

Ask Chad: Chronically Online Woes, Aloof Boyfriends, And Black Outs

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Chad Talks: Confidence vs. Cockiness

Chad Talks: Confidence vs. Cockiness

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Polls Over Poles, Stranded in Conversation, and Gym Bunny Beginnings: This Week’s A

Polls Over Poles, Stranded in Conversation, and Gym Bunny Beginnings: This Week’s A

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Chad Talks: Super Gonorrhea in the Gay Community

Chad Talks: Super Gonorrhea in the Gay Community

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Bitchy Boyfriends, GOP Family, and STIs in This Week’s Ask Chad

Bitchy Boyfriends, GOP Family, and STIs in This Week’s Ask Chad

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Chad Talks: Vol 3 How To Seduce Your Own Boyfriend

Chad Talks: Vol 3 How To Seduce Your Own Boyfriend

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Ask Chad: Dating Advice, Flakes, and Bottoming 101

Ask Chad: Dating Advice, Flakes, and Bottoming 101

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Chad Talks: Open for Bussy-ness in Your Open Relationships

Chad Talks: Open for Bussy-ness in Your Open Relationships

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Chad Talks Getting Verbal: Closed Holes Don’t Get Bred

Chad Talks Getting Verbal: Closed Holes Don’t Get Bred

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Ask Chad: Sugar Daddies, Messy Bottoms, & Gay Sex Apps

Ask Chad: Sugar Daddies, Messy Bottoms, & Gay Sex Apps

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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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