Originally Posted by
MrFatbooty
If you want something cheap, just pick an easy social activity that allows you a chance to talk and be goofy. You said she knows you're not loaded, so she's not expecting you to wine and dine her. Go play mini golf, or check with your local parks to see what kind of activities like pedal boats or horseback rides they have. Basically anything fun and easy where you get a chance to talk with her one-on-one.
agreed.
mini golf is a great option, just as long as you arent the ultra competitive loser that throws a tantrum if he misses a putt. on the contrary, that is a great opportunity to create a humorous moment. im a big fan of mini golf, its fun, cheap, all around good times.
also, coffee & dessert, esp if you know a pastry shop that most people might not know about, it makes it more fun and "special" than going to starbucks or something that everybody knows about...
if it was me, id just say to her "how about we get together sometime, outside of work" if she wants to know what you have in mind, just throw some ideas out there, otherwise, just plan a "fun" night and tell her not to worry about it, it will be a good time. it shows you are confident enough to ask her out & plan an evening that she will enjoy without being the guy that says "hey would you like to go out sometime" and when she says yes then asks "okay what do you want to do?"