Everyone, prefers to be approached, rather than do the approaching. I get that you're a very shy girl, but they may be a very shy boy. If you're not proactive, then you're just being reactive. That means, if you don't seek-out the boys you want, than you're just waiting for whatever boys may approach you, and you...
Everyone, prefers to be approached, rather than do the approaching. I get that you're a very shy girl, but they may be a very shy boy. If you're not proactive, then you're just being reactive. That means, if you don't seek-out the boys you want, than you're just waiting for whatever boys may approach you, and you may miss-out on the boy you really want.
Don't approach the boy for a date. Approach him, to get to know him. Begin, by introducing yourself, and talking about common interests. Be observant, and listen, to learn more about him. Is he wearing a hat with a sports team? Is he wearing a certain kind of shoe, that suggests either a brand or a sport? Is he wearing anything, that may suggest the music he likes, or do you see him with ear-buds, actually listening to music? Is he in the same class? All of these are subjects you and he can discuss. If you're observant and listen, you can learn a lot about someone, and it can give you something to talk about. Nothing is more awkward, than having nothing to talk about.
Remember to smile. If you smile, when you speak, you'll feel more approachable. I get that you're the one approaching him, but if you approach him with a smile, he'll be more likely to speak with you.
Once you've spoken, and gotten to know one another, it will be much easier to ask him out. Rather than say, "would you like to go on a date with me," say, "I'm going to X, and I'd really love if you joined me."
"Would you like to go on a date with me," is a question. It gives him the power to say no. The ball is in his court to respond to that question.
"I'm going to X, and I'd really love if you joined me," is a statement. You retain the power, and all he has to do is agree with you. If he disagrees with you, he's not rejecting you. He may just not be able to attend the event, at that given time. But, it leaves the door open to another possible date. If you say, would you go-out with me, and he says no, that's it, you're done. But, if you say, "I'm going to X, and I'd really love if you joined me," and he says, no, sorry, then you can say, "well, another time then." The point is, it doesn't close the door, to a possible date, in the future, and it gives him a little more time to think about dating you. He may even suggest a different date, at a different time.
"I can't make X, at Y time, but I am going to A, at B time, and I'd love if you joined me." The point is, it plants the seed, in his mind, and gets him thinking about spending time with you. It leaves it casual, and comfortable. There isn't this mindset of, we are dating, but more, a mindset of, we know each other and want to spend time with each other. It, also, gives him the impression, that you have an active social life, and want to include him in your active social life. If you, already, have an event, at a given time, like a movie, or shopping, or even a walk, than that means you're not relying on him, to create a social life. You, already, have a social life. The pressure is off him to create a social life for you. All he has to do is participate in your activity.
Now, at the end of the date, make sure you plan the next date, if he doesn't. If he doesn't plan the next date, then you can suggest another date. You can let him know you enjoyed your time together, maybe kiss him, or hug him, and you can indicate further interest by mentioning another event, at another given time, you'd like him to attend.
On your date, you should wear something soft, but something practical. While it may be nice to see skin, its just not practical in Winter. So, consider a soft, warm sweater. Soft fabrics inviting touching, like a hug, or a hand on an arm, and if you're warm, you won't get cold, and you'll be less likely to complain about being cold. Consider warm boots too. Guys would much rather you be happy, warm and comfortable, than complain that you're dressed for a date, and not for comfort.
Go easy on the perfume or body spray. Guys really don't like scents, as much as you do. In-fact, if you wear perfume, on your face, and he kisses you, it'll taste really bad, or it may even offend his sense of smell, so much, he won't want to kiss you. You can wear a deodorant, and some baby powder, but on a first date, its best to not wear too much of an artificial scent. You need him to smell you, not the perfume.
Don't go overboard on make-up either. Basic make-up is fine, but you're better-off going for a natural look, rather than a dolled-up look. Its one thing to hide imperfections, but its quite another to have really red lips, and really dark or bright eyes. Just keep it simple. Most guys, would prefer the girl next door, who has a more natural look.