Here is the full list of all 27 One Night Stand achievements. It takes around 1-2 hours to unlock all of the achievements on Windows.
You became friends.
You got caught wearing her underwear.
Escaped quickly and clothed.
You made a break for it.
Sharing isn't caring.
You got thrown out.
You got thrown out without your clothes.
That's why they call it a one night stand.
You got rejected.
Honesty really is the best policy.
Escaped during her moment of need.
You failed at the last hurdle.
She picked up her six-string.
You got thrown out with your clothes on.
You successfully stole a pair of her panties.
You might want to double check the evidence...
You chose not to believe anything.
Order a fancy coffee.
Accuse her of drugging you.
You became a fan of Love IRL.
Turns out you share the same name!
You told her the last name that she wanted to hear.
What’s in a name anyway?
You choose to remain silent whenever possible.
You investigated every item in the game.
You receive another message from Gary.
You both felt the same way about the book, her writing and Love IRL.