While I've known my s/o's family for 15 years and have been good friends with two of her older brothers in that time, it wasn't until we started playing D&D together that our relationship started in earnest.
I was a Sophomore in college, and I came back home occassionally to play D&D with my younger friends who were still seniors in highschool. So we make our characters, and I have this dashing Human Fighter/Rogue and my future s/o builds an Elven Bard, both of us with 16-17 Charisma scores. Whenever we needed to book a room at an inn, or get a good price on goods, we would bluff being newlyweds, at which point, she would physically roleplay by latching onto my arm. Oblivious, I thought she was just getting into character, but I eventually found out that she had a crush on me which had persisted for some time before this. Well, some time passes, and one day after a session has been called to a close, I realize that she's still holding onto my arm, out-of-character. That night, the DM contacted me via AIM and told me that it was in my best interests to ask her out. I tried to protest, thinking it would be awkward to date the little sister of two good friends, but the DM had already contacted her brothers and had their comments at the ready: "I don't care" and "If Bob dosen't ask my sister out, I'm going to kick his @**"
So I offered to take her out for her birthday, which was coming up, and now we've been happily together for three years. Hopefully, in a couple of years we will be financially stable enough (with her out of college), that we can actually *be* newlyweds instead of roleplaying it.
Robert "Looking Forward to Her Upcoming Game" Ranting
