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#TBT: Jake Gyllenhaal’s Naughtiest Nude Scenes

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He simultaneously stole our hearts and got our dicks throbbing in Brokeback Mountain (2005), but Jake Gyllenhaal has been on to the top of our hot list since way before then. Thanks to his hardcore workout regimen for Prince of Persia (2010), he was upgraded from just "hot" to "sexy as fuck." From there on it's like he just hated putting clothes on - and we can't blame him! Jake said he was naked so much in Love And Other Drugs (2010) that most of it ended up on the cutting room floor. Can someone find the footage so we can put it back together now?

 

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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?

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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?

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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? 

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