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Island House Key West

Christmas Came Early for the Bears: WOOF Week!
Christmas Came Early for the Bears: WOOF Week!
BEARS
Get to Know The Island House Key West Pool Boy Zack
Get to Know The Island House Key West Pool Boy Zack
CYBERSOCKET EVENTS
Cybersocket on the Scene: Dicks, Butts & Drinks in Key West with the Don Juan of Porn, Cesar Xes!
Cybersocket on the Scene: Dicks, Butts & Drinks in Key West with the Don Juan of Porn, Cesar Xes!
BIG DICKS
Cesar XES Shares His Top 5 Reasons to Go to a Naked Pool Party
Cesar XES Shares His Top 5 Reasons to Go to a Naked Pool Party
BAREBACK
Cesar XES Headlines Island House Key West’s Naked Pool Party This August
Cesar XES Headlines Island House Key West’s Naked Pool Party This August
BAREBACK
Rhyheim Shabazz, Luke Truong, Cade Maddox & More Win Big at the 2022 Cybersocket Awards! See the Complete List of Winners
Rhyheim Shabazz, Luke Truong, Cade Maddox & More Win Big at the 2022 Cybersocket Awards! See the Complete List of Winners
AMATEUR
Cybersocket Awards Return with Sizzle, Celebrities, and Industry Winners
Cybersocket Awards Return with Sizzle, Celebrities, and Industry Winners
NEWS & PRESS
I Can’t Bear the Wait… “Key West Bear Week” Finally Returns November 2022!
I Can’t Bear the Wait… “Key West Bear Week” Finally Returns November 2022!
BEARS
Top 5 Clothing Optional Pick-Up Lines x Island House Key West
Top 5 Clothing Optional Pick-Up Lines x Island House Key West
CIRCLE JERKS
Five Great Gay Clothing-Optional Resorts (Reading This Article Is Not Optional)
Five Great Gay Clothing-Optional Resorts (Reading This Article Is Not Optional)
CRUISING
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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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