Dating a slightly older girl
Variations on appropriate attire are natural when it comes to individuals. There is no "perfect" wardrobe. Use your best judgement, and try your best.
Act maturely when you flirt with her. If your flirtation is in the early stages simply exchange a smile.
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Tell her how pretty she looks today, or compliment her on her outfit. Speak specifically about her as a person, about her laugh, her eyes, and any unique mannerisms you pick up on. Never touch her, especially at first. Look her in the eye when you are speaking to her to show your attention is fully on her.
Be confident as you talk with her. Stand up straight, and don't slouch.
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Never think that you can't date her. You have to think positively about your prospects. Older girls detect that level of confidence and are attracted to it. Speak smoothly instead of bumbling over your words. Crack a joke every once in a while that gets her to laugh. Keep a smile on your face, and never frown. Always have something in the back of your mind to say when she is done speaking. You don't want any awkward silences. Learn what interests her. Talk about mature topics such as a sports team you belong to, a book you have recently read, or something you know someone her age would find interesting.
Ask her where she works, what sports she plays, what college she plans on going to, and where her family is from. These are mature questions, that show that you sincerely care about getting to know her as a person, rather than as a sexual object. Join an activity that she is in. If she is in a debate team, for example, joining the team will get her to notice and consider you. This especially works when the girl knows that it is out of your comfort zone.
For example, join the book club she is in, even if you don't like to read that much. This shows that you are willing to work in order to ask her out in the future. You not only care about what you are interested in, but what she likes as well.
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Read her body language, not necessarily her words. She can be saying nice things, but her eyes might wander off. You will want to hold her attention by the way you look, the forcefulness of your tone, or your overall endearing personality. If she just doesn't seem that interested, move onto someone else. To be a mature man, you have to understand that older girls know what they want.
If she doesn't want to give you her number, or never texts you back, move on respectfully. Make sure that your body is squared up with her when you talk. You want to show that your focus isn't elsewhere. Make friends with some of her friends.
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That way, you don't look like a complete outsider and it makes you look, and feel more connected with the group. If you plan on dating the girl in the future, you will have to at least get used to her friends. If she sees you can't even pretend to get along with them, she is likely not going to be interested. Mature men however usually can create bonds of friendship with her friends.
Those friends make her happy and that should make you happy. Don't be afraid to ask her out. This is a sure way to prove you're more mature than you look and that's a good thing. Besides, dating is a major part of the road to her becoming your girlfriend. Ask her for her phone number first so that you can contact her after school hours. However, always ask her out in person, never by text or call. Older girls do not like guys who feel intimidated in their presence. Set up a clear date a time so that you do not forget.
Take her out to a nice restaurant. The classic date is to spend a nice meal together with her. Pick her up in your car and drive her to the restaurant. Open the doors for her.
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This is a great moment to ask her questions, and have lively conversation. Look at her eyes as you are speaking and listening. Compliment her on that nice dress she is wearing. Do not go out to places like movie theaters until at least your second date. For a first date you aren't looking at each other, and there isn't a chance to talk to one another. When it comes to later dates, movies can be fun experiences and give you guys something to talk about. Bring her some flowers right when you walk up to her at the door. It's a great kick-starter, and will start your date out tremendously.
Begin moves towards physical contact. First dates are usually never times to inquire about sex. However, you should hold her hand, perhaps during dinner, or the car ride back home. An older girl may make the first move herself, but you want to exude confidence.
After you get her back home, walk her to her front door. Kiss her on the lips good night. As you are kissing her, move your hand behind her head. You do not want to make the situation awkward, or make her feel as if you want more. Do not simply peck her on the lips or cheek. Use a little bit of tongue and show that you feel something for her. She will want more, and will be more open to dates in the future. Prepare yourself for deeper levels of intimacy. Know that an older girl may be further along sexually, and she may have had more experience in this area than you. Decide upon your level of intimacy as you get to know her better.
If you are not ready for further advancement, be upfront about it.
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If you are willing, go with the flow. Listen to her needs, and feel free to express your desires. Always have a condom ready in case the moment is right. Open, honest relationships are built on a good sex life. If you can't be happy here, the relationship probably isn't going anywhere. Spend time before and after sex teasing and cuddling. This gets the other partner in the mood, and shows you that you are mature.