Was Your First Time A “Take It Out” Or “Yeah, Fuck Me” Kind Of Experience?

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First times aren't really all they're cracked up to be, at least mine wasn't. I remember the shock the first time a guy popped his cock into my ass. Holy shit! It hurt like hell and it didn't help that the guy had a fairly big cock with a very plump head. "Take it out! Take it out!" I screamed. Sergio Valen and Jake Tipton are nervous at the beginning of their Broke Straight Boys video because they're both bending over for the first time.

Sergio Valen is a good-looking, dark-haired stud; he's decently-hung, and he's fucked 10 guys at Broke Straight Boys, but somehow he has managed to evade bottoming. Jake Tipton is a geeky-looking blond with a soul patch and a heavy-hanging, 8-inch dick; and he's filmed five scenes and has already done his second bottoming scene.

It's funny though, Jake's second time bottoming with Ronan Kennedy (last two pictures) seems more like his first, plus Ronan's cock is a lot bigger and harder than Sergio's. (When fucking Sergio was only semi hard at best.) But for his first time, Jake lies on his back and Sergio slides it in, then 40 seconds later, Jake groans "Oh fuck me." Really? 40 seconds later I was still saying, "This really fucking hurts!" Did Jake really mean it? Or was he just saying what he though bottoms are supposed to say in a porn video? His second time with Ronan had a lot more grunting and "holy shit" and "oh man, you're so fucking tight."

The guys swap and Jake fucks Sergio, but the whole thing from initial insertion to Jake pulling out and cumming on Sergio lasted for a minute and 30 seconds. I've been waiting for a long time to see Sergio take a dick up his ass, but minute-man Jake and semi-hard Sergio made this a very disappointing scene. But the boys high five at the end with Sergio saying, "We did good." 

Watch Sergio and Jake at Broke Straight Boys

Watch Sergio Valens in 12 Videos at Broke Straight Boys