• Friendship Friendship

    You're as witty over text as you are painfully awkward on the phone.

    You're as witty over text as you are painfully awkward on the phone.

  • Halloween Halloween

    I'd be willing to have children just so it won't be so awkward for me to continue trick-or-treating.

    I'd be willing to have children just so it won't be so awkward for me to continue trick-or-treating.

  • Friendship Friendship

    You're my favorite person to be socially awkward with.

    You're my favorite person to be socially awkward with.

  • Rosh Hashanah Rosh Hashanah

    Best of luck not ruining the holiday with your awkward binge drinking of Manischewitz.

    Best of luck not ruining the holiday with your awkward binge drinking of Manischewitz.

  • Honest.. Honest..

    Honest Autocorrects: Awkward guest request.

    Honest Autocorrects: Awkward guest request.

  • Father's Day Father's Day

    Dad, the greatest Father's Day gift I can give is not subjecting you to an awkward phone call.

    Dad, the greatest Father's Day gift I can give is not subjecting you to an awkward phone call.

  • Mother's Day Mother's Day

    Happy awkward Mother's Day to all the stepmothers out there.

    Happy awkward Mother's Day to all the stepmothers out there.

  • IFC Out There IFC Out There

    I wish we'd been together forever except for my horribly awkward high school years.

    I wish we'd been together forever except for my horribly awkward high school years.

  • Christmas Season Christmas Season

    At least your boss's speech at the holiday party was less awkward than him sexually harassing you afterwards.

    At least your boss's speech at the holiday party was less awkward than him sexually harassing you afterwards.

  • Christmas Season Christmas Season

    Rest assured your drunken comments at the office holiday party can't be any more awkward than your sober comments in meetings.

    Rest assured your drunken comments at the office holiday party can't be any more awkward than your sober comments in meetings.

  • Bedsider Bedsider

    I'd like to invite you out for a night of awkward but safe sex.

    I'd like to invite you out for a night of awkward but safe sex.

  • Red Bull Red Bull

    A summer party is the perfect place for us to share a conversation, dance, or awkward make out session.

    A summer party is the perfect place for us to share a conversation, dance, or awkward make out session.

  • Somewhat Topical Somewhat Topical

    May your awkward attempts to befriend black people be less disastrous than Mitt Romney's.

    May your awkward attempts to befriend black people be less disastrous than Mitt Romney's.

  • TV TV

    The awkward twenty-something sex on Girls reminds me of the awkward thirty-something sex I'm still having.

    The awkward twenty-something sex on Girls reminds me of the awkward thirty-something sex I'm still having.

  • College College

    Sorry it's now horribly awkward to display your Penn State degree.

    Sorry it's now horribly awkward to display your Penn State degree.

  • Cry for Help Cry for Help

    Even all the ways I am awkward are awkward with each other.

    Even all the ways I am awkward are awkward with each other.

  • Cry for Help Cry for Help

    I'm socially awkward in three languages.

    I'm socially awkward in three languages.

  • Thinking of You Thinking of You

    I'm only awkward around you, friends, relatives and people I don't know.

    I'm only awkward around you, friends, relatives and people I don't know.

  • Confession Confession

    I treasure those awkward moments spent positioning your penis before intercourse.

    I treasure those awkward moments spent positioning your penis before intercourse.

  • Birthday Birthday

    May the thick-maned lion that represents your astrological sign not be an awkward birthday reminder of your receding hairline.

    May the thick-maned lion that represents your astrological sign not be an awkward birthday reminder of your receding hairline.

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