There's this guy that I have a lot in common with, but we rarely see each other... I want to spend time with him, but don't know how many times I can ask without being ridiculous, especially since we really don't know each other well. So far I have only asked him once, but he couldn't make it. I guess I should state that I am inviting him to do something we both enjoy (fishing) and I'm really cute (or so I've been told)... hope that helps. :)
Most Helpful Guy
Some guys might be a little put off by the girl setting up the actual "date". You might simply tell him that you'd like to go fishing with him sometime and to let you know when a good time to go would be. That way you let him know you want to spend some time doing something you both like while still letting him be in control of when and where. Or you could be more direct and simply say...
"When are you taking me fishing?" and then just smile at him and give him a bit of a nudge. Shameless flirting? You? Never... *grin*0