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Intergenerational

At Next Door Taboo, Sam Ledger Becomes Stepdad Christian Wilde’s Intern and Discovers All the Perks
At Next Door Taboo, Sam Ledger Becomes Stepdad Christian Wilde’s Intern and Discovers All the Perks
TABOO
At Masonic Boys, Logan Cross is Kristofer Weston’s Plaything Under the View of Daddies Adam Snow and Mathew Figata
At Masonic Boys, Logan Cross is Kristofer Weston’s Plaything Under the View of Daddies Adam Snow and Mathew Figata
KINK
Nick Woods Proves He’s a Team Player When He Slides Into D. Dan’s Home Plate for Twink Top
Nick Woods Proves He’s a Team Player When He Slides Into D. Dan’s Home Plate for Twink Top
INTERGENERATIONAL
Legrand Wolf Uses Damien Grey’s Holes for Some Poolside Relaxation
Legrand Wolf Uses Damien Grey’s Holes for Some Poolside Relaxation
INTERGENERATIONAL
Scoutmaster Adam Snow and Scout Serg Sneak Off for Private Tent Fun
Scoutmaster Adam Snow and Scout Serg Sneak Off for Private Tent Fun
INTERGENERATIONAL
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
At Gaycest Serg Shepard Becomes the Cumdump for Uncle Cain Marko and Daddy Legrand Wolf
At Gaycest Serg Shepard Becomes the Cumdump for Uncle Cain Marko and Daddy Legrand Wolf
TABOO
Gaycest Has a 5-Part Series Starring Adam Snow, Noah White and Cole Blue That Goes from Sizzle to Scorch
Gaycest Has a 5-Part Series Starring Adam Snow, Noah White and Cole Blue That Goes from Sizzle to Scorch
TABOO
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
Legrand Wolf Reunites with His Twink Serg Shepard at Gaycest
Legrand Wolf Reunites with His Twink Serg Shepard at Gaycest
TABOO
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  • January 6, 2025
  • BDSM
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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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