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Petite Boy Shay Baker Watches Dr. Legrand Wolf Fuck Him From the Inside Out
Petite Boy Shay Baker Watches Dr. Legrand Wolf Fuck Him From the Inside Out
BAREBACK
Damien Grey Gets a Full Exam from Legrand Wolf at Fun-Size Boys
Damien Grey Gets a Full Exam from Legrand Wolf at Fun-Size Boys
INTERGENERATIONAL
Coach Cole Blue Takes Milo Miles’s Bat and Balls for Twink Top
Coach Cole Blue Takes Milo Miles’s Bat and Balls for Twink Top
JOCKS
Austin Young is Bear Daddy Bishop Angus’s Flip-Fucking Twink Top
Austin Young is Bear Daddy Bishop Angus’s Flip-Fucking Twink Top
TWINKS
Ginger Daddy Cain Marko and Petite Cutie Milo Miles Are Still Bangin’ at Fun-Size Boys
Ginger Daddy Cain Marko and Petite Cutie Milo Miles Are Still Bangin’ at Fun-Size Boys
BIG DICKS
Shay Banker is Legrand Wolf’s Sexy Distraction at Fun-Size Boys
Shay Banker is Legrand Wolf’s Sexy Distraction at Fun-Size Boys
INTERGENERATIONAL
Legrand Wolf Uses Damien Grey’s Holes for Some Poolside Relaxation
Legrand Wolf Uses Damien Grey’s Holes for Some Poolside Relaxation
INTERGENERATIONAL
Scoutmasters Ace Banner and Adam Snow “Comfort” Scouts Damien Grey and Serg Shepard When the Night, and Dicks, Grow Long
Scoutmasters Ace Banner and Adam Snow “Comfort” Scouts Damien Grey and Serg Shepard When the Night, and Dicks, Grow Long
UNIFORMS
At Fun Size Boys, Milo Miles and His Ginger Daddy Cain Marko Get Busy at a Job Site
At Fun Size Boys, Milo Miles and His Ginger Daddy Cain Marko Get Busy at a Job Site
INTERGENERATIONAL
Boss Dillon Stone Gets a Necessary Work Break Pounding From Underling Milo Miles at Twink Top
Boss Dillon Stone Gets a Necessary Work Break Pounding From Underling Milo Miles at Twink Top
INTERGENERATIONAL
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  • May 2, 2025
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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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