How do I surprise the cautious on a date?
367560
Just don't let her know what day the surprise is on ... and tell her that things didnt work out well for ur surprise & that it'll have to be planned out better, but when its planned out completely you'll tell her. Well .. the night of the concert (or whatever) just out of no where .. ask her to go to the store w/ u or something & just drive there or drive to the store & ask her to get in the glovebox for ur wallet or something ... have the tickets in there w/ a bow around them ... & tell her whats up!
1128426
Try this:  "Hi, My name is XXXXXX, would you be interested in having dinner with me this weekend?"\n\nAfter so many years of dating, I don't play around with the games or trying to give (or look for) signals that someone is interest.  Just go out on a date and see what happens.  Sometimes there is a connection, sometimes it's a flop.  There is no secret code or password or magic phrase - just be blunt and honest and have fun.
471188
If it will be your first date, then let him ask to take you out.  But if the two of you want to hang out, then it's all right for you to ask first.  Since you are shy, find an event that you would like to attend and ask him if he plans to go.  That will help break the "nervousness" between the two of you.
601471
Just be yourself! Laugh , have fun. And if you want to do something extra special, find out what she likes and maybe get her flowers or take her somewhere she would love. Does she love animals? How bout the zoo? Does she like Outdoors? maybe go fishing, hiking, something. Dress comfortably for the date and say appropriate things. And be humorous. Dont try too hard to impress her, or embarrass yourself, cuz I'm sure you are going to be nervous. Just remember, she wants to know the real you!
1010751
First of all, find out their status before you ask them out.  Or make it part of the "ask out", "Hey, I hope you're not seeing anyone because I'd like to take you out on a date."  That will make your intentions clear.\n\nAlso make it clear that it is a date.  Some guys will ask the girl, "You wanna grab some dinner?" and it is not clear that it is a date.  The guy is trying to insulate himself against rejection. But part of the thrill is taking the chance. "Hi, I'd like to take you out for a date.  Can I pick you up on Saturday at 7:00?"  Take the chance and be clear.  The woman will repsect your clarity and confidence.  And on the date (especially the first one) do all the traditional date stuff: dress up, pick her up, hold her chair, pay for dinner.  Lean over and put your hand on hers during dinner.  How she responds will say a lot.  When you drop her off, touch her lightly on her waist while you lean in to give a gentle kiss on the lips.  Above all, make it clear that this is a romantic date.\n\nGood luck.
858074
you go for it and ask her straight up! SURPRISE HER! i love surprises.
29014
I don't really think you can get someone to like you, but you can certainly get someone to notice you.  Talk to them, compliments are good, flirt, eye contact, smiles, if your bold enough ask them if they would like to have coffee or lunch sometime.  I would avoid dinner as it can be a bit much for people on a first date with a stranger.  Be yourself and maybe theyll like you, then again, you may find that you really arent interested in them.  It could go where you would never expect.  I would say setting out to orchestrate a relationship is a bit scary and usually doesnt end well, so be cool.  Have fun!  :)
847767
Hey, do what I did.  Ask her to a movie or some other one-on-one activity, make sure she is the only one that comes.  Don't hint that it's a date until you're there.  Let her figure it out.\n\nIf you do the corny thing, like put your arm around her during the movie, she'll get the hint, too.  I confess, I did it and it worked.\n\nBig thing to remember, though.  If she responds in a positive way (she doesn't run out of the theatre screaming), don't take the night any further along.  Don't go for the first kiss or all the fun stuff that comes later.  At the end of the night, see if she is interested in a date with you another time.  She'll think you're a nice boy and probably say yes.  (unless she's one of those promiscuous types, which may be fun once, but you'll regret it later, trust me).\n\nAnd, if she doesn't want to go out again, you can always keep the friendship, cause you never really went out on a date, did you?  You were just a couple friends hanging out.\n\nGood luck!
369040
it's called dating, let them know you're not certain about anything at this point, so you want to date before seeing just them.
1003327
bring her flowers. girls love it. be yourself, don't seem like you're trying too hard to impress her. i personally love when a guy feels comfortable in his own skin, that makes me relaxed too. be a gentleman, open the doors for her. i think you should pay if this is the first date. you can try holding her hand at the end of the date. good luck.
742096
Carefully.\n\nEnter in to some general conversation. Be polite and a gentleman. Try to identify what the two of you may have in common.\n\nThen, with a deep breath...smiles....ask her to join you for lunch.\nLunch is very safe. It is not really a Date..more like having Lunch.\nWe all have to eat.\n\nShould she not accept, no real feelings are hurt...and you save face.\n\nHint: By the time you have approached her, she has already made some observations about you. Women are very observant.\n\nHave a great time at Lunch.
1063351
This is a very true cliche...  Be yourself.  \nLet the conversation lead itself.  Don't worry.  Worry makes you nervous.  Laugh and be funny.  Remember he is just as nervous as you, promise.  If not more.  Don't see this as the only shot, it will make you more nervous, assume you will be seeing him again soon for something fun to do.  Going to a theme park and not a mall is always a good idea.  Adrenaline is a great shy buster and the fun of the rides brings you closer by both sharing something.  Try to bring things into your conversation that you can have opinions on (not to heavy though) - maybe you have the same opinions and that is cool maybe you don't and then it stimulates the conversation.    \nHave fun, if things seem to be going a bit slow (I trust they won't) make it happen, be bold, force the fun if you have to - sometimes it acts as a catalyst to get the fun started.\nTry some meditation (really) here's how:  Lie down on your bed in quiet and visualize everything going perfectly on the day.  Do this for at least half an hour each day until the day.  Don't imagine anything going wrong.  If you do banish the though and rethink it going really well.  It works wonders.  Finally don't be too sensitive if something does go a little off key, roll over it like a steamroller and move on to something fun, don't focus on the small things.\n\nGood luck. ;-)
164000
Don't be nervous, chances are if she likes you she's probably more nervous than you are. ;)\n\nIf you guys don't usually hang out…Get a group of friends together and tell her that a bunch of friends are going to go ___________ and tell her it'd be awesome if she came with. That way you have a group date, and there won't be any awkward silences, but you’ll still get to know her.
390279
Im surprised of what the other people are putting.I say you are aloud to date whenever you feel ready!
180490
Make sure you have money, a cell phone, and mints, too.\n\nUm... as for a corsage...\n\nYou might want to try to find out what color dress your date is going to wear, and then buy a corsage that will coordinate with it.
989903
Well, one of the main "rules" (if there really are any) is to make sure that you spend an ample amount of time actually getting to know this person through chat or emails.    You can tell a lot about a person when you speak to them, by how they respond and just by getting to know them.   The next step is to speak a few times on the phone.  Hearing their voice is also a good indicator on whether or not you think you'd even want to go out on this date.\n\nRemember too, people lie constantly online - so really, you best bet is to not go into this "blind" and exchange pictures.  Also, make sure that your date is at a public place and let someone know where you are going to be and at what times (just in case)... Have fun!
194680
Quickie:\nAdd some romance to your day by taking yourself out on a date. Splurge a little!\n\nOverview:\nWhile current circumstances may not paint you in the most flattering light, you know that you'll be vindicated in the end. Let that foreknowledge influence your behavior now. Be compassionate and forgiving.