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30 Incredibly Awkward Engagement Announcements

Updated January 15, 2020 120.4k votes 12.7k voters 6.6m views30 items

If you're planning on tying the knot anytime soon, hilarious, adorable wedding announcements are usually the way to go. Some folks, however, take the concept of "funny and creative" a little too far, and end up using a totally cringe-worthy engagement announcement. We get it. You're trying to be unique, or silly, and you're trying to do those things in a way that reflects the personalities of both you and your soon-to-be spouse. However, it's incredibly easy for these engagement announcements to go horribly wrong, and the people depicted below are no exception. 

Here you’ll find examples of what to do, what not to do, and what to never, ever, under any circumstances even try to do. These charming couples decided to put a clever spin on a traditional engagement announcement, but their plans backfired, and turned their joy into a series of hilarious fails. 

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  • 1

    Written In The Stars

    Written In The Stars is listed (or ranked) 1 on the list 30 Incredibly Awkward Engagement Announcements
    Photo: Metaweb / CC-BY
    4,176
    1,229
    Are you cringing?
  • 2

    Happy Family

    Happy Family is listed (or ranked) 2 on the list 30 Incredibly Awkward Engagement Announcements
    Photo: Metaweb / CC-BY
    4,117
    1,252
    Are you cringing?
  • 3

    50 Shades

    50 Shades is listed (or ranked) 3 on the list 30 Incredibly Awkward Engagement Announcements
    Photo: Wikimedia Commons / CC-BY
    3,532
    1,151
    Are you cringing?
  • 4

    Ouch

    Ouch is listed (or ranked) 4 on the list 30 Incredibly Awkward Engagement Announcements
    Photo: flickr / CC0
    3,997
    1,534
    Are you cringing?
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