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At this point, we're thinking things may be a little more on than off. November 20, 2011: After rumors get out that the pair are back on, Justin and Jessica further the speculation after getting cozy at a Tod's even at the Chateau Marmont.
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It's been a bumpy road but Jessica Biel and Justin Timberlake have certainly brought sexy back with news of their engagement.
From relationship lows (rumors of Timberlake's infidelity) to total highs (the snowboarding pair love the mountains), check out a history of their relationship.
He would repeatedly bring it up, including in a 2009 ), "It was two years into my relationship with Justin. When he dropped his "Cry Me a River" video in 2003, he cast a Spears-lookalike who wore an outfit nearly identical to one the songstress wore on a red carpet with Timberlake by her side.
Oh, and get this: in the video, the Spears doppelganger was a cheating girlfriend.
Timberlake, meanwhile, received little to no backlash at all.
Not only did he attend the Grammys (and win) that season, he even boasted after the incident, "Hey man, we love giving you all something to talk about." His apology could also be read with a bit of an eye-roll.
Their halftime show was obviously going to be a sexy one—with these two, there's really no other choice—but things got way out of hand.
During the final line of Timberlake's hit "Rock Your Body," he really did have her a little "naked by the end of this song." Timberlake ripped off a part of Jackson's top, exposing her jewelry-adorned nipple for about half of a second.
Timberlake was forced to kind-of-sort-of apologize for the clip's contents on his website.