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DILFtastic Nude Chris Messina Gorgeous Ass In The Sweet Life
DILFtastic Nude Chris Messina Gorgeous Ass In The Sweet Life
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This Throwback of Ryan Phillippe Has Us Screaming “Yes, Daddy”
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Liev Schreiber Has Daddy Addy Addy Bulge In Low Swim Trunks
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Gallery: Fuck Toys with Billy Santoro and Lawrence Portland (Icon Male)
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Work Through Your Daddy Issues Before Thanksgiving With This Big Dick
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We’re Watching This DILF Fuck a Tree to Completion
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Hollyyyy Shit That’s What a Man’s Body Looks Like
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You’ll Be Seeing A LOT More DILFs At Maskurbate…Starting With This GORGEOUS Black Guy
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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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