Not quite a double date, but not exactly a date either. It's when you invite someone out on a date, and they pull a defensive maneuver and bring a friend along, as a date shield.
Dude, I asked out that hot chick Sally on a date Saturday to cool party. She said yes, because she knew it was a cool scene, but she turned it into a one-and-a-half date, bringing along her BFF Tina to cock block.
A twosome would involve two normal-sized people, so therefore a one-and-a-halfsome would involve a normal-sized person and a person half the size of a normal person, or a midget.
Any period of time where you and your friends go out without initial purpose or expectations. Usually in the early hours of the morning or late at night, side quests last as long as everyone is still out away from their home, dorm, or common meeting space. Side quests usually happen after a "main quest," scheduled hang out or party and usually feature less people than the original main quest.
"I'm bored but idk what to do... wanna just go out?"
"Hell yeah man let's go on a sidequest!"