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Trent King Takes A Break From Work…To Work His Hole With His New Dildo At Men At Play!
Trent King Takes A Break From Work…To Work His Hole With His New Dildo At Men At Play!
Stag Collective Introduces Brunette Cutie Daniel Dean!
Stag Collective Introduces Brunette Cutie Daniel Dean!
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“You Want To Fuck A Guy With A Metal Leg? I’m Practically Fuckin’ Iron Man!”
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Quarantined Killian Knox Plays With His Dildo and Gets Verbal at Men Over 30!
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Uncut Canadian Stripper Vince Returns to Maskurbate to Show Us His Dick Tricks!
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Latin Cutie Ernie Makes His Sean Cody Debut
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Sean Cody Introduces New Adorable Model Riley
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GIF Of The Day: Sad Solo Time
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How Big IS Osiris Blade’s Dick?
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Does Maskurbate’s Newest Stud Mickey Have What It Takes To Be A Gay Porn Star?
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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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