In this day and age it's not wrong to ask a guy out. We do things in a modern way now like splitting the check so girls should be able to ask guys out. Are you guilty of taking a passenger seat in your personal life? Move over! We hear time and again that the burden of posing the question is a responsibility most men don't relish. Let's face it, if you wait for him, it might not happen!
It's time to be the open and confident woman you are. Forget subtlety, your best hints will only slip under his radar. Shy types, don't fear, you don't have to be super forward either. The key is to be clear, but casual. Look for an opening, and if you don't see one, make one!
If a man you've been eying goes out of his way for you, seize the moment as the golden opportunity it is. He picks up the tab for coffee. Offer to return the favor sometime. He gives you a ride, offers helpful advice and introduces you to a professional contact? Then you totally owe him lunch (or dinner!) for that. Offering to "pay him back" is a playful and relatively safe way to say you appreciate his efforts and would like to see more of him. You'll be surprised.
Should a local attraction or place come up in conversation (or you make sure it does), make a mission of discovering it together. It works for restaurants and martini bars as well as museums and theme parks, and it doesn't take much. At the mention of somewhere interesting, casually suggest, "We should go sometime." Unless he's completely dense, he'll pick up the cue. If you want to be a bit bolder, seal the deal yourself with a sly "Wanna check that out with me next week?" Make an offer that is clear and immediate and you're likely to get the same in return. Keep working along those lines for all other things as well.
Bring up the movies (hopefully there's something out you both want to see). Then give him an opening. "We should go see it this week." If you feel more comfortable with a cover, add that your friends aren't really into the flick or have already seen it. This one's great because you've given him a wide open invitation. He knows the way is safe, and still has the chance to do the aggressive guy thing. Sometimes it's good to make it seem like it's his idea. He'll feel good about himself and your night will be great.
It's never a bad idea to tap his mind, just try to make it an honest question. Are you looking for a good cyber cafe near the office? Something to do after work? Looking for a new bar to hang out at? He just might have some insights (and be interested in keeping you company).
If you know anything about him, ask a question in the realm of his expertise. If he works in computers, you might get his help on a technical question or ask for advice on a reasonable upgrade. If he's an artsy type, stick to the arts. Maybe you're not in on the scene and are looking for a good art opening. With luck, he'll be happy to take a look at your Mac or escort you to the event. At the very least, you'll get a decent tip and owe him dinner for the trouble.
Bar advice. Try to get more info about him. Draw on what info you can gather on him and use it to your advantage. Guys like it when girls are knowledgeable about things that interest them. It gives them a window of conversation because some guys just don't know what to say to a woman. Trust me, if you make it easy for them it becomes easy for you.