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I have to say that I was a bit nervous during the early portions of filming this one, on account of just how nervous Sean clearly was! I half expected him to either pass out or get sick as soon as Derek started pulling off his shirt and licking his chest all over. Mind you, it can oftentimes be quite hot seeing a guy be so nervous during their first time, and really says a lot about what a big step this is for a young man to be experiencing sex with another guy for the first time ever. But with Sean, I couldn't help but be a bit concerned he was too nervous!
As you likely remember from his solo, he's a quiet and extremely polite young man. When Derek, taking a break from licking his chest, asks, "You ok so far?", Sean not only says "Yeah" but also follows that with a "Thanks!". So polite! The way in which he said it, I have to confess, was incredibly cute to me; almost like a, "Fine! Thanks for asking!".
While Sean was eager to give this scene a shot and make the money that would come with doing so, it didn't change the fact that it was quite the leap and was going to take him some time to get used to things!
You and I know, however, that Derek is the ideal guy to get someone comfortable and make a first time go well for them. Indeed, it doesn't take long for Sean's dick to be fully hard as Derek sucks it eagerly and energetically. I think it was safe to say that, at that point, nerves had gone out the window and pure horniness had taken over. If you're going to get a blowjob from a guy for the first time ever, it might as well be from Derek! Sean goes from holding his hands over his face to putting his hand on to Derek's shoulder while running the other through his hair, his dick sticking straight out in front of him and his mouth agape in a look of obvious pleasure.
Eventually, Derek pulls his mouth off of Sean's cock and asks, "Have you ever had you ass eaten out?". Sean looks like he barely understands the question, but finds out precisely what Derek's talking about once he gets turned around and Derek buries his face between his ass cheeks. Derek gets so deep up in there you half expect them to be able to make out at the same time! Sean's dick is still hard and there was no way it was going to go soft at this point! That works out well for both of them, as Sean's cock is soon sliding into Derek's ass as Sean fucks a guy for the first time.
At this point, Sean's going through what so many of the guys do their first time - uncertainty as to just how you go about fucking another guy's ass. Can you actually fuck hard? Is it ok to fuck fast? Should I go easy and slow? Could the guy I'm fucking possibly be enjoying this?! As Derek moans louder and louder and starts grunting, "Oh yeah, fuck me!" Sean knows he has the green light to pump harder and faster and gets quite the rhythm going.
Further, while some guys almost freeze up a bit and think they better go super slow and easy when the bottom's about to cum, Derek's wails and moans and announcement of his approaching orgasm spur Sean on to fucking harder and faster - the perfect response!
After Derek's blasted off his load with Sean's dick inside him, he then gets on his back to take every drop of Sean's cum into his mouth and down his throat - save all the cum that ends up running down his chin and cheek and pooling on his neck!
"So, how was your first time?", Derek asks.
"Amazing!", Sean replies.