Place it at the very end of a dating-fail montage as the closing tag, then let the awkward moment sound carry the beat after it. For a longer bit, follow it with the womp womp fail sound instead of jumping straight to credits or your outro music.
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A short spoken clip of a dejected male voice asking, in drawn-out disbelief, why he doesn't have a cute girlfriend. The line lands in about four seconds, all whiny longing and comic self-pity. It feels awkward, lovelorn and funny at once, like a dramatic confession that is meant to be laughed at more than pitied.