Flashback Friday: James Hamilton, Before & After

James Hamilton has technically been in the gay porn business as long as Cody Cummings, Phenix Saint or Mason Wyler. Your guess is as good as mine why he never reached their superstar status. Maybe it had something to do with his tattoos? His girlfriend? His police record? His bizarre resemblance to Trent from Daria?

Whatever the case, he’s made a comeback of sorts on sites like Men Over 30 and Extra Big Dicks. He’s put on some muscle over the years, opted to wear his hair shorter and (if it’s even possible) his dick looks even thicker and longer than ever before.

Based on these two photo sets, when do you think he was hotter?

– Dewitt

Photo credit: Straight Men / Men Over 30

Witness two eras of James Hamilton’s porn career below:

Topping Jr. Hardy on Straight Men:

Gay porn star James Hamilton fucks Jr. Hardy in a scene for Straight Men.

Gay porn star James Hamilton fucks Jr. Hardy in a scene for Straight Men.

Gay porn star James Hamilton fucks Jr. Hardy in a scene for Straight Men.

Gay porn star James Hamilton fucks Jr. Hardy in a scene for Straight Men.

Gay porn star James Hamilton fucks Jr. Hardy in a scene for Straight Men.

Gay porn star James Hamilton fucks Jr. Hardy in a scene for Straight Men.

Gay porn star James Hamilton fucks Jr. Hardy in a scene for Straight Men.

Gay porn star James Hamilton fucks Jr. Hardy in a scene for Straight Men.

Gay porn star James Hamilton fucks Jr. Hardy in a scene for Straight Men.

Gay porn star James Hamilton fucks Jr. Hardy in a scene for Straight Men.

Gay porn star James Hamilton fucks Jr. Hardy in a scene for Straight Men.

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Bottoming for Alex Adams on Men Over 30:

James Hamilton bottoms for gay porn star Alex Adams on Men Over 30.

James Hamilton bottoms for gay porn star Alex Adams on Men Over 30.

James Hamilton bottoms for gay porn star Alex Adams on Men Over 30.

James Hamilton bottoms for gay porn star Alex Adams on Men Over 30.

James Hamilton bottoms for gay porn star Alex Adams on Men Over 30.

James Hamilton bottoms for gay porn star Alex Adams on Men Over 30.

James Hamilton bottoms for gay porn star Alex Adams on Men Over 30.

James Hamilton bottoms for gay porn star Alex Adams on Men Over 30.

James Hamilton bottoms for gay porn star Alex Adams on Men Over 30.

James Hamilton bottoms for gay porn star Alex Adams on Men Over 30.

James Hamilton bottoms for gay porn star Alex Adams on Men Over 30.

17 thoughts on “Flashback Friday: James Hamilton, Before & After

  1. Hmmm…nice post. I think I like the more mature version, taking dick like the nasty bitch bottom that he is, lol. Bonus points too to the top – he has some awesome nipples!

  2. he looks good in both, but i prefer the younger one. maybe because i’m 23… a young guy with a 28 inch waist always does it for me

  3. Great shots and sexy man!

    And I love you even more now, Dewitt, because you just referenced Daria

  4. I can’t decide however I do like to watch a big dick guy getting FUCKED with a vengeance !

  5. Seriously fucking hot! And I mean that literally. One of the very few guys I like to watch do both top and bottom. But if this sweet man were in MY bed… yeah… I’d be face down, baby!

  6. So fucking hot.. As a top my favorite set is the second:) That ass is amazing. He has always been one of my favorites. Is he still in the business?

  7. Am I mistaken in thinking that James Hamilton and Steffen Berlin (Legend Men) are the same person? I know there are plenty of obvious differences, but there are many similarities that won’t change as a result of careful hair and makeup by a video producer: facial structure, hair lines, the way one’s lips move, brow ridges, cranial structure, and so on. SB is supposed to be uncut and JH may be cut, but even that can be managed. Same dick structure and both are projectile cummers. Just saying…

  8. He’s held up during the years and looks even better matured. Reminds me of a boxer with that scared face.

  9. Based on the images that I see on Icon Male’s Forbidden Encounters, James definitely has a few more miles under his belt. Haven’t decided whether the visible facial scarring makes him hotter now than he was before, given the wear, he seems to be holding up well over all., but then I guess that’s the best you can hope for when ‘Rough Trade’ is your calling card! #Boo Yow

  10. As he needs it, I’d smack him around a lot, then mount either young or old ass and giv it to him. prefer the younger him.

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