The Ultimate Collection of Bad Luck Leo

Via Reddit

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Just a Little Recognition! Is That too Much to Ask?!

Via Narrow Staircase

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Never Pass on an Opportunity to Gif 90s Leonardo DiCaprio

Via Lord of the Swings

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Hand Hugs for Swimming With Topless Chicks!

Via Viola Davis

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Being This Sexy Should be a Crime!

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An Award?!

Via I Wear a Fez Now

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The Sadness is Unbearable

Via Where is My Oscar

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Probably a Wet One

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Leo is Not Pleased

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Oh Leo.

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Excellent Djoke!

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When Your Laptop is Almost Dead

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Why, Phil... WHY!!!

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Before camera phones, a gentleman had to send sketches of his junk.

See all captions Created by captianobvious

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Celebrity Men as Women

Via Worth 1000

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oh NO!! He doing it again

See all captions Created by mz99786

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