Super Bowl 52: Justin Timberlake Halftime Show Prop Bets

by Kevin Roberts
on October 27, 2017

Super Bowl 52 is in the mood for second chances. Over a decade after Justin Timberlake and Janet Jackson bungled a costume reveal, the superstar pop artist will be back at the big game.

Timberlake has gone on to enjoy an illustrious singing career and most will at worst recall him from his days as the frontman for N’Sync, but he still hasn’t been able to live down his halftime show gaffe at Super Bowl XXXVIII.

That’s arguably been the case because he hasn’t had the opportunity to.

In all reality, the majority of the public has forgotten or at least forgiven Timberlake, who pulled part of Janet Jackson’s clothing off to reveal a bare, pierced nipple. It was tasteless, but a harmless (and accidental) wardrobe malfunction, nonetheless.

The point here is Timberlake will be back at it for this year’s Super Bowl and will look to put on a show:

Justin Timberlake Super Bowl Props

Timberlake is back in the house come Super Bowl LII, but we can do more than take in his singing and dance moves in the middle of Super Bowl 52.

In fact, entertainment betting sites like BetOnline are so enthused by the news that they’ve pushed out interesting Super Bowl prop bets that involve Timberlake and his show.

There are three in all and every one of them could be worth placing some money down for:

Will Andy Samberg Make a Guest Appearance?

The Saturday Night Live alum, current Brooklyn 99 star and Timberlake pal has collaborated with the performance artist in the past, usually in the name of humor.

That doesn’t mean we can’t see them hooking up again in front of the world, does it?

  • Yes +500
  • No -800

Vegas certainly disagrees. BetOnline is planting fat odds against Samberg showing up and we can hardly blame them. Super Bowl halftime shows tend to dazzle, shock and entertain, but we can’t remember shows that got overly gimmicky.

Samberg isn’t a singer, so it’d just be silly if he showed up and tried to hold his own on the stage with Timberlake. It sure would be funny to see them team up for a short rendition of their SNL Digital Shorts, but we deem it rather unlikely.

Pick: No -800

Will Jimmy Fallon Be Part of the Show?

Much in the vain of Samberg, we get a Super Bowl 52 prop bet that features Jimmy Fallon.

Fallon is more of a performer than Samberg has proven to be, but if the show goes along this line, it’s still toeing the line of being gimmicky, rather than being purely entertaining:

  • Yes +300
  • No -400

Fallon and Timberlake have teamed up on a number of small projects and like Samberg, Fallon is of the SNL brethren. Their rap collaboration is one team-up that comes to mind:

In terms of chemistry and creativity, these guys like working together and it wouldn’t be shocking to see them team up again in the near future.

While this isn’t impossible, I doubt it happens at this year’s Super Bowl.

Pick: No -400

Will Janet Jackson Show Up in the Show?

Of the three Justin Timberlake Super Bowl prop bets available to us, this oddly enough is the one that makes the most sense.

Timberlake and Jackson actually put on a good show back in 2004 and barring any new wardrobe issues, it’s hard to say they couldn’t do so again:

  • Yes +260
  • No -350

There is a very real argument for Jackson being part of the Super Bowl 52 halftime show.

For one, she’s pretty relevant right now as she trucks along with her State of the World Tour. Secondly, it would be pretty cool for the NFL to allow both artists to redeem themselves some 13 years after looking bad in the face of the public.

Timberlake is front and center for this show, but there is a compelling argument for him to include Janet Jackson, even if it’s for a minor role in the show.

The fact is, whether you like their music or not, these two collaborated for one of the best Super Bowl halftime shows in history. The wardrobe malfunction seen around the globe is what everyone remembers, but the performance itself was actually rather stellar.

Timberlake is getting another crack at the big time and there’s a decent chance he reaches out to make sure Jackson gets in on the action, too.

I’m not really game for the other bets just because they might take away from the overall spectacle a bit. From Tom Petty to Bruce Springsteen, to Beyonce to Lady Gaga, the Super Bowl halftime show has been more about powerful messages, thrilling entertainment and quite frankly, simply putting on such a massive show that it can almost have you forgetting a game was being played.

Adding funny guys like Fallon and Samberg would lighten things up and get some laughs, but they’d also be at risk of holding the show’s momentum back.

Janet Jackson would only add to it at an elite level and with solid value here, we’ll ride the wave and cross our fingers we get the duo back together 13 years later.

Pick: Yes +260
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