1. No one ever knows what they want to do.
So, here's some advice, if you're going to ask someone out try and plan something to do so that you can avoid the whole "So.....what do you wanna do tonight?" moment. When you ask someone out on a date make the initial suggestion. Once you suggest something don't just say "Well, I'll call you with the details." Let them know you actually put a little thought into asking them out by giving a time and place.
Going to the movies: A bad choice in first date if you ask me beacause you won't be able to spend the night getting to know each other.
If you do choose to go to a movie be wise on your choice. Every girl loves watching chick flicks, but she isn't going to want to make a fool out of herself by crying in the middle of the movie on her first date. So, sad chick flicks equals bad idea. Horror films always seem like a good idea to get the girl to hold onto you because she's scared, but once again she's not going to want to make a fool of herself so she'll most likely be spending most of her time trying not to scream like a little baby. So, my choice of movie would be a comedy. You can even pick a cartoon. Something that will make her laugh. Don't be afraid to suggest a "kids" movie. It won't make you seem any less macho. Besides most "kids" movies aren't too appropriate if you actually pay attention to what's being said in the movie.
For go the popcorn and soda because there is nothing more annoying than listening to someone chomp on their snacks or slurp down a large soda in two seconds. None-the-less drinks will make you have to go pee. AND this leaves an open window on being able to go out to eat and have a little time to talk.
Going to dinner:
Pay attention to your conversations the two of you have before asking for a date. Make a mental note when they mention their favorite pizza or their favorite resteraunt. It doesn't even have to be a favorite just a place they mentioned has good food or something. This information can be used to your advantage.
When you get to the resteraunt make sure not to order anything messy or that will give you bad breath. BUT if by chance their favorite food happens to involve say onions and garlic make sure to bring along a package of gum or mints for afterwards. You can casually place a piece in your mouth and offer your date one without feeling like an idiot.
Pick some place fun to go.
You could go bowling or mini golfing. Yeah, your date may make a fool out of themselves, but you'll probably be doing the same thing. 
Example #1:
YOU: So, do you like wanna go see a movie on Saturday night?
GIRL: Sure, what time?
YOU: I was thinking we'd go see the new Madagascar movie at around 6ish.
GIRL: Sounds good.
YOU: Great, I'll pick you up at 6 then.
Example #2:
YOU: I was wondering if you might want to go out to dinner this weekend.
BOY: Umm...yeah, sure.
YOU: I was thinking maybe we could go to that little pizza joint you were talking about the other day.
BOY: Okay, that sounds good to me.
YOU: Friday night around seven, sound okay to you?
BOY: Sure.
2. It gets awkward just kinda sitting there staring at eachother.
So, keep the conversation going. Bring up a funny joke you heard the other day, or ask how their day went.
3. Okay, so you followed through with your plans, now what?
Do you just take them home and hope everything went all right or do you go some where afterwards? Instead of going straight home why not go for a walk or make plans to meet up with a few of your friends. ((Of course the whole making plans with other people should be okay with both parties.))
4. Saying "Good-night" is the hardest part.
At least in my experience anyway. I never know whether I should hug the person or just say good-bye. Either way I think it's nice to know that the other person had a good time, so don't be afraid to pipe up and say something like "So, tonight was fun we should deffinatly do it again." Who knows it may strike you another date.
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