"From nine years of watching the single scene at Bethlehem I'll tell you what I see and what I hear: there are a lot of intelligent, attractive, spiritual single women in this church who are not church hopping to find husbands and who trust God enough to be a happy single person if that is God's will. But 99% of these women would not mind it if a group of guys in this church took the initiative to get together with a group of them. (Twins game. Picnic in the park. Rent a good video and have pizza. Visit old-folks home. Take some inner city kids to the zoo.)
I stress the group approach just because the emotional stakes of being rejected are so much higher when you go it alone. It seems far more natural and helpful to me to let individual relationships grow out of a lot of group gatherings. And in both kinds of relationships it is the men who bear the responsibility for the pattern of initiative.
(And don't let your fears and inadequacies hinder you. The first time I ever tried to put my arm on the seat behind Noel I elbowed her in the eye. And look at us! Twenty years of marriage and I can hardly wait for her to get back from Guatemala.)" ~John Piper
Yes! Take it from a 19 year old gal: we love it when guys take the initiative. Now, I understand that us gals can make it difficult sometimes for you guys to take the lead. However, just do it! Don't let fear get in the way. Don't think that maybe the gals won't want you to take the lead. Maybe they don't, but they should want it, so do it. Be the man, and then maybe we'll be women. :~)
EDIT: Just for clarification: This post was intended to encourage GROUP activities. I am NOT suggesting that we need more one-on-one relationships. At least not among my real-life friends.