Pros and Cons: Dating Britney Spears

In light of Britney Spears’ single status, Jimmy and Britney weigh the good and bad of dating her, and Jimmy makes the pop superstar a Tinder account. Subscribe NOW to The Tonight Show Starring…
Video Rating: 4 / 5

25 Responses to “Pros and Cons: Dating Britney Spears”

  1. gladitsnotme says:


  2. SpeirsTheAmazingHD says:


  3. Nazgul LOTR says:

    Pro: I can see her nipple. Con : it is close to her belly button.

  4. Jessica Ramirez says:

    OMG she looks so awkward, what the fuck happened to her??

    OH YEAH 2007…

  5. Carrie Lueker says:

    :( Poor baby…she looked very nervous and tense. Completely out of her
    little element. She used to be comfortable and hilarious and relaxed doing
    this stuff. I’m thinking she honestly is done with the biz, and maybe
    people need to let her be!

  6. Walter Stevenson says:

    The only con in dating the legendary Miss Britney Spears is confidence.

  7. D X says:

    How fking dare anyone out there make fun of Britney after all she has been

  8. gp5 says:

    Not hating here but aren’t standing ovations reserved for legends and their

  9. Karthik Nair says:

    I’d watch Letterman and I’m proud of it 

  10. echt114 says:

    “the one and only Britney Spears!” The Beatles sang that back in 1967.

  11. Linda Harkin says:

    Omg, what is up with the obsession with her boobs??? First of all, loads of
    32-year-old women look like that. Seth Rogen has saggier f***ing boobs than
    that, and he hasn’t given birth to and breast fed 2 kids. Second, they
    arent really that saggy, it’s an illusion. Partly because she is slouching
    a lot, and the dress is pushing down her boobs. But also because the
    waistband of the pantdress goes high up towards the cleavage, making it
    look like the boobs are down by her waist.
    Either way, let’s be real: No straight guy would say no to a tumble with
    her, regardless of what you think of her boob status.

  12. greendude587 says:

    old washed up drug addict dont think anyone wants to date her…

  13. Charlotte Farrell says:

    Britney’s dating pros and cons by Jimmy Fallon.

  14. naplzt4k says:

    Pros- $
    Cons- everything else 

  15. Michael Anthony says:

    Not a single bra was worn that day.

  16. AquariusLady Gorgeouz says:

    I don’t know why he would want to do this segment, obviously there are more
    cons than pros when talking about Britney Spears. lmao

  17. Lisa Marie says:

    Wow……she looks so nervous……I agree..very umcomfortable. That weird
    wide mouth thing she does is just weird. Well, she is bipolar and deals
    with anxiety. Shes trying like everyone else…….I still love her.

  18. ava brea says:

    lol the juggle part LMAO

  19. Whisper says:

    Britney was awesome… TEN years ago!

  20. Alex Jury says:

    why she showing her triceps all the time

  21. GAMEplayer355 says:

    Lol jimmy looking at her boobs at the beginning

  22. adeena6 says:

    Pros and cons of dating: Taylor Swift…

  23. Childrenofworld2014 says:

    How old is she? 35?

  24. Donnie Francesco says:

    I do not know what about you, but I really have a very good respect for
    independent artists like those dudes!
    You bet, that’s impressive!
    Youtube the video and experience a fun time!!

  25. James Bradley says:

    PRO : Great head CON : Bad breath

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