Most Helpful Guy
In college, I asked a girl out once it became really obvious she wanted to be more than just friends. I had known her for about 2 months but we always had weekly dinner/movie sessions.
I took her out for some Japanese food and we walked about in downtown Des Moines. Not scary at all! we actually walked a very long distance but it didn't seem like that because we were enjoying each others' company.
Fancy first date I suppose ^^ but we both really liked each other and had known each other so..