What She—I Meant to Say Was…
Out of all the awkward text exchanges on our list, this one is probably one of the silliest. It starts with the OP lovingly texting his girlfriend about how she was enjoying the party, only to receive a response from someone on her phone, saying that she was busy.
It didn’t take much coaxing to get the truth out of the responder. Apparently, the girlfriend in question was busy with her second boyfriend in the other room, doing what everyone can assume two consenting adults do in such a situation. Then they tried to salvage the situation by backtracking on their first response and saying she was fast asleep. Alone. Nice save.