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"can't win" Memes & GIFs

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Be careful what you wish for!

Be careful what you wish for! | NOW THAT I'M FINALLY DEAD; I CAN'T WAIT TO BE REINCARNATED; SON-OF-A... | image tagged in memes,grumpy cat,reincarnation,funny,careful what you wish for,can't win | made w/ Imgflip meme maker
47,426 views, 329 upvotes, 67 comments

income tax season

income tax season | WHEN YOU SEE HOW WELL YOUR INVESTMENTS HAVE BEEN DOING; WHEN YOU GET YOUR INCOME TAX ASSESSMENT | image tagged in happy then sad,income tax,investments,can't win | made w/ Imgflip meme maker
2,222 views, 8 upvotes

Hillary couldn't win a race against a concrete slab!

Hillary couldn't win a race against a concrete slab! | I COULDN'T EVEN WIN; A RIGGED ELECTION | image tagged in hillary clinton cross eyed,can't win,no clintons | made w/ Imgflip meme maker
3,165 views, 16 upvotes, 4 comments
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101 views, 3 upvotes, 8 comments