How The Hell Did Justin Timberlake Ever Become Cool?


I’ve tried to make a habit of not posting pictures of boy bands wearing tucked in baseball jerseys on CB (and I think I’ve done pretty well with it), but this picture is floating around Reddit today and, well, it was destined to wind up here. Seeing it, I need to know how the fuck Justin Timberlake ever went from this to this:


Photo: NBC

It’s no secret that he turned cool sometime around Dick In A Box, but seeing old pictures, from when he was the prototypical boy band douche, makes you wonder how that happened. I mean, he was wearing a puka shell necklcase with a Phillies jersey tucked into (light) blue jeans in this picture. Now he’s rapping with Jay-Z, fucking Jessica Biel and is beloved equally by both sexes because he’s A) good-looking, B) cool and C) funny. It doesn’t make sense. He was once a terrible human being… now he’s the bar for which every dude aspires to be, and he throws hidden jabs at Kanye while he’s rapping with his buddy on SNL. What a world.

And to Lance Bass: Yeah, we knew.

Anyway, if anyone knows the context of this picture, do share.


67 Responses

    1. Na he’s still kicking, I follow him on twitter, he’s actually a big flyers fan….and oh yea, a total fucking pussy too

  1. Why did you even post this shit you fucking queer? I guarantee Kyle lets his girl fuck him with a strap on

  2. Heard J Bo called his former boss at fox29 & threatened to off himself if he doesn’t get his job back by the summer

  3. Who wants credit for a picture of NSYNC in the 90’s?

    Also, I always thought JC was going to make it, not JT.

    Is it gay if you have a dude suck your D when it is dark and you don’t know its a dude. You get yours, the dude sucking is the gay one right?

      1. My fault — I sent it along to him on Twitter only pointing out that it was “from reddit.” Where did you dig it up?

  4. Wow it seems like everyone forgets that Joey Fatone was drafted by the Phils back in the day before he blew his knee out in college. I guess you could say that is the significance of the picture.

  5. This site is cool, Kyle, a fun distraction. Keep up the good work!

    For every negative comment posted on here, there are hundreds of positive ones that people don’t post.

  6. Wow, you continue to prove that you are a flaming homo (not that there is anything wrong with that). Only chicks and queers think that he is “cool”.

  7. Nice chain wallets, bros. Your tucked in jerseys really accentuate your badass street cred.
    Kind of off-topic for your normal slow news day rants & screeds, eh Kyle?

  8. The whole thing behind this pic was in the spring of 95 or 96 before NSync got really big they were going to malls and spring training baseball games singing the national anthem and doing concerts afterwards to anybody that would listen. This pic was taken down in Clearwater at the old Jack Murphy stadium.

    1. Lets see…:deep breath: If you don’t think being a filthy rich, multi-platinum, musically talented handsome actor who is not only funny but also has some actual range, in addition to banging every hot piece of ass you could ever imagine, and is now wife’d up with FUCKING JESSICA BEIL is NOT cool, then I’d love to here your definition of cool. If you are a man, and you honestly say you wouldn’t want to be JT, even just for a day, you are smokin’ rock.

      Real men can admit success and give credit where credit is due, not act like some jaded ‘too cool for school’ hater. Go complain about hockey being too violent some more, cool guy.

  9. kyle, i am normally cool with your posts, but i cant back you on this one. there are a number of posts that you should have done in leiu of this one, i.e. should rutgers AD get the ax too, is it too early for phils fans to panic, thoughts on eagles draft, etc. anyone of those topics should be explored and discussed, not this! admit fault and move on.

    1. You forget, this is Philly TMZ, not a legitimate sports blog. A legit sports blog (like, which in my opinion, is a million times better than this piece of shit blog) would discuss all of those topics, but you obviously think far too highly of CrossingBroad (AKA if you think that silly bitch Kyle is going to talk about any of that stuff. Hell, half the people that even come to this POS blog anymore, are only coming here to read and laugh at the comments section.

  10. Wonder if Suzie Celek is going to Instagram her shits from CBP or from the 3rd stall in Xfin

    1. that monster takes some monster, constipated, dry shits that fill up the bowl. Them horrors look as big as twins. Gives a whole new meaning to dropping the kids off at the pool

  11. Justin Timberlake is cool now? and good-looking? and liked by men?
    What is this world coming to?
    Absolutely pathetic.

    1. haha. you’ve never read the thoughts of candy, have you? im sure he’ll serenade you with a reply shortly. stay tuned.

    2. Get back in the kitchen, you have no business posting on a “sports” blog (if you can even call this piece of shit blog a SPORTS blog). Better hurry up with that steak. If it isnt cooked right, you know how upset Johnny is gonna get again

    1. You stick that thought directly into your putrid asshole you child fucker. Suck nigger dicks and leave the lady out of it you kyke of the oak.

  12. Hey Kykle Snott!!! You look like the retarded spawn of lance bass and a lawnmower you fucking dumb faggoty dick. How bout you go finger blast your dogs sopping wet cunt, and if it doesnt have a cunt, take a corkscrew and slice one into its stomach and then finger blast it you disgusting fucking cum catcher. I did the same thing for RHEA HUGHES when I found out her original cunt was stuffed with dead rodents and stapled shut. After that, me and al Morcunty are going to dock…that is to say I’m going to envelop his microscopic 1 inch chubster cock with my bulbous gaping penis hole on my 15 inch flaccid penis.

    1. Which is it Angelo, you lying sack of dog shit? IAre you packing a one centimeter baby dick, as you’ve said before, or is it this 15 inch monster? Get your damn story straight.

  13. As near as I can tell, it’s not a question any man can answer. Timberlake was one of a dozen or too of quasi-male douches per every decade whom pre-teen girls want to have nonthreatening sex with, but for some reason when those girls grew up they continued wanting to fuck Timberlake. My research for that statement is my Facebook feed.

    Since women basically have total control over the celebrity news the way men do sports news, Timberlake stays.

  14. Hey everybody, Joe was standing next to me at the stall and was trying to watch me pee!! 🙁

    1. I do. I find them hilarious. Much more entertaining then your stupid ass posts you cock gobbler

      1. See! Dr. Doolittle agrees with my assesment that you’re a lousy puddle of afterbirth with no hope of ever inserting your miniscule, flaccid, puss filled, boil ridden, syphilis riddled 1 inch penis inside a vagina…Maybe kykles vagina.

  15. Context: check out the name of Phillies Director of Florida Operations. I’m fairly certain he’s JT’s uncle from an article I read back in the day.

  16. People… It takes considerable time to write in depth analysis posts. Not every single post can go down to the level of analysizing the acid content of the rain failing in Atlanta for all of Cliff Lee’s rainy starts

    Sometimes… Ya just want to through a little fluff out there. It’s a quick and easy post… Grab a photo, write some comments done. I don’t think this keeps Kyle from writing the posts many of ya see you want. It’s just nice fun filler till he has time to do the deeper sports posts

    Just skip it if it ain’t your thing… Maybe the next one wil be

  17. From

    “A little more investigation revealed that, throughout the 90’s, the Clearwater Phillies played at Jack Russell Memorial Stadium. It was on the ballpark’s Wikipedia page — the ultimate reliable scholarly source — that we finally hit the motherlode: ‘N Sync is known to have performed at the Phillies’ Stadium in 1996. (Keep in mind that the group was only founded in 1995 — we’re talking old-old-school ‘N Sync.) Mystery solved.

    So fear not, Phanatics. ‘N Sync belongs to the Phillies Phranchise Phamily after all … even if they’re a slightly more distant cousin than you may have originally thought.


    The plot thickens. A hat tip to commenter Adrian Martinez, who informs us that Justin Timberlake is the nephew of John Timberlake, GM of the Clearwater Threshers.”

  18. More importantly, what makes you think you are cool and/or someone who can judge who is cool, Laskowski?

    I think the minute he slayed Britney and/or Felicity on the Mickey Mouse Club he can be as cool or uncool as he wants to be.

  19. T-Lake is da mannnnnn. Dude was stuffing Britney’s gash in her prime…tell me you wouldn’t smell his bird.

  20. Youre so cool! I dont suppose Ive read anything like this before. So nice to seek out somebody with some unique thoughts on this subject. realy thank you for starting this up. this website is something that is needed on the internet, someone with a bit originality. useful job for bringing something new to the internet!

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