Fucking Jeff

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***This episode has been remastered, with several minutes of re-discovered post-sex shower b-roll added in!***

This one's been a long time coming, but I'm so thrilled it's here! He had Dawson warm him up to this with a dildo recently, but now, finally, we get to see Jeff bottom for the first time ever! I'm sure you'll agree this has been highly anticipated and something we've all looked forward to since the day Jeff first appeared here at CF, and I couldn't be more giddy the day is actually here! What's more, not only do we get to see Jeff get fucked for the first time, but we also get to see Brent be the one to pop his cherry!

Brent was the ideal candidate to do the honors, as it would be difficult to think of anyone more in tune to and aware of their partner's feelings and comfort than him. He's a master at not just seduction, but generating as much pleasure for his partner as himself.

This video makes me think of a lot of the erotica I've read in which the author, speaking in the first person about losing their virginity, says something to the effect of "When I was penetrated for the first time, it hurt for a few seconds but then I was overwhelmed by pleasure as he started to pound the living hell out of me!". Or even porn in which a guy is like "Oh... go gentle... I'm a virgin... OK NOW GIVE ME ALL YOU GOT!!!". Well... that lucky devil! I don't know about you, but I think the more common, realistic experience involves a heck of a lot more pain than that, as well as a great deal more care and patience before proceeding to the "pound the hell out of" stage! Let's face it... it can take a tight hole awhile to get used to having a dick in it and it can take a guy awhile to get used to how it feels. Some guys may get over the pain stage pretty quick, and bless them for it! hehe. But I think if things are too hard and too rough that first time, there's a risk such a special experience will be more associated with pain than pleasure.

Brent seemed fully, completely aware of that in this video. He knew he was doing something special as he took Jeff's cherry, and he went about it with that in mind. He is all over Jeff from the beginning, not aggressively but passionately and gently. He spends a great deal of time warming up Jeff's virgin hole, and then moves slowly and carefully as he slides that long, curved cock in! How could Jeff not emerge from this experience having discovered something incredible, something new, and something pleasurable?!

Brent feeds off of Jeff's responses and reactions all along, and Jeff can't help but react to every one of Brent's soft, subtle movements. Finally, when Jeff approaches the edge, Brent knows that's the perfect time to pick up the pace and practically fucks the load out of Jeff.

A video this hot can't end there, even with two smoking hot orgasms! We then get to spend some quality time with the guys as they shower up and share their thoughts about what just happened in an extra, second part to this long-awaited step in Jeff's CF Education!