Most Awkward Interactions People Had With Their Crushes

People are describing their most awkward interactions they've had with their crushes. The following tales are filled with moments of spontaneous fail, and an overriding lesson that no matter how much planning goes into something...anything can happen, and in these cases, awkwardness can ensue. 

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FAIL cringe Awkward askreddit relationships ridiculous funny dating
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Update: Parents ask 30-year-old to donate $15,000 that she didn't know she had to her 22-year-old brother for his schooling: 'I’d turned down opportunities because no help was available. I just wish I’d known'

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Boss bans phones in the workplace, employee complies until boss needs to reach her urgently: 'I wasn’t about to get written [up] for breaking a policy she just finished enforcing'

Boss bans phones in the workplace, employee complies until boss needs to reach her urgently: 'I wasn’t about to get written [up] for breaking a policy she just finished enforcing'

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‘I never said I was taking his shift’: Entitled coworker assumes fellow employee will take his shift without receiving confirmation, then sneakily tells boss they found shift coverage

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Entitled cousin expects software engineer relative to drop their Christmas Day plans and set up two new PCs he purchased for his daughters: ‘I haven't joined them for Christmas since’

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18-year-old worker told not to come in at all if she's late for work, turns around and goes home: 'Instead of rushing in, I turned around and went home'

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