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It'll be far more likely that he's outgrown the "playing with fire" barely legal phase of his life. This smacks of insecurity on your part. Find your inner awesomeness and men of quality will come to you. Thank you for the advice: And I guess you're right-- I mean, if it were with someone else I wouldn't care as much but I actually have a huge crush on him, too. Dont be so shy because of that, lots of men doesnt like big breasts Im one of those.

An available man of that age would absolutely respond positively to any advance you might make. Unless he had social obligations which would prevent that, or if he thought you were dangerously weird to want him..

Or might succeed and come to regret it later. Otherwise, showing a suitable amount of interest to him, not too aggressive, will do it.

It does not really matter what the details are. You likely need to take the initiative at every step, as 41 old men are not supposed to pursue 18 year olds.. Unless he is a douchebag, not held by expectations.

Don't listen to foo foo - she's being mature and boring as hell. I mean, it's correct advice and all, but if you have that kinda boring mindset, you won't seem nearly as fun, young, vibrant and fuckable, which is your goal, yeah? Try becoming his "secret admirer.

Find excuses to "tell him a secret" and whisper small innocent things in his ear. Brush your lips across his ear when you do so. And when he's at that vulnerable stage when you're alone and he's wavering and trying to tell you he's too old and he knows your family?

And grab his dick. And tell you how much you want him. This seems pretty spot on and if he's single I don't see anything immoral here whatsoever. Its a guy thing! Dependson how forward you are and what kind of guy he is. Is he an open minded guy, single? If he is open and available near the end of your intern assignment whisper in his ear you want to suck his dick- Low chance of failure.

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Really, though, that shows a lack of maturity. Keep some things back for later in your dating life. Show you're committed to relationships. That is, be on good terms with your family. By being on good terms, you've shown that you can maintain long-term relationships, even when things may get a little tough. Depending on how old the guy is, he may have completely different social habits than you. If you're in your 20s, and you're after a guy in his 30s, he may not be as interested in going out drinking as you are.

An older guy is likely to be more set in his ways, but that doesn't mean you have to follow suit. You can still go out with your friends, but don't leave a string of drunken messages on his phone. Avoid pointing out the age gap. Getting over the age gap may be one of the harder aspects of dating an older guy. Avoid making references about his age, and if you bring your friends around, make sure they do the same. He probably has different hobbies, and different tastes, than you do.

Try to connect with him on these things. Listen to music he likes, but also try to expose him to things you like. Don't force him to behave like a younger man, but try to involve him in your hobbies and interests. It doesn't matter how old someone is, nobody likes manipulation. Don't try to make an older man jealous to get his attention, and don't play head games to make him want you.

Approach an older guy with confidence and be direct. If you like him, say so. Some older men may want to take advantage of younger women to make themselves feel younger. Just as you don't want to play games with an older man, don't let an older man play games with you.

Treat him with respect. Don't go after an older man because you want his money. He may be successful, and he may spoil you with the occasional nice date, but that doesn't mean he's going to give you all his money. If he gets the feeling that you're only with him for his money, he's likely to end things. If you don't actually like the guy, don't lead him on. Make him feel like a person, not an age.

When younger women talk to older men, they sometimes feel the need to explain in detail what precisely they like about older men. This might make the man feel like you're after a "type," not a person. Instead of starting with why you're attracted to older men in general, focus first on why you want to talk to him specifically. Do you like his salt and pepper hair? Is he particularly well-dressed? Did you overhear him talking about a subject that interested you?

Address the age difference if it comes up. You want him to feel relaxed and comfortable with you, so let him decide whether he wants to talk about the elephant in the room.

If he never brings up the age difference, that's fine. Discussing other subjects suggests you're not attracted to each other because of your ages. But, if he does bring up how much younger you are than him, don't shy away from the conversation. After assuring him that you're interested in him for himself, you can move on to a discussion of why you may prefer older men in general. Don't dwell on past relationships, but speak in broad terms about what you think older men have to offer that men your age don't.

Financial stability should not be the focus of this conversation. Think about all the other things older men can offer — emotional stability, perspective, a calmer lifestyle.

Let him decide if he wants to talk about his job. Different men will have different approaches to dealing with the issue of financial stability. Let him choose how much he wants to reveal about his employment. If you steer the conversation toward his job, he might wonder if you're flirting with him only because you think he's rich. On the other hand, he may want to show off his great job.

Let him use it as a flirting asset, just like you're using your youth! Even if he doesn't choose to talk about his job, make a point of telling him about yours. Don't discuss the specifics of your salary, of course. But talking about your job lets him know subtly that you're a workingwoman who can take care of herself. If you're at a bar and he tries to pay for your tab, thank him, but laugh it off.

Say, "You're so sweet, but you don't have to do that! If there's one thing adults of all ages can agree on, it's that there's nothing more irritating than a younger person who thinks they know better. While you don't have to agree with everything he says, don't contradict him constantly.

Some people worry about growing "out of touch" with current ways of thinking as they get older. You want to make him feel "experienced," but not "old. Instead of emphasizing how much you disagree, ask him to explain why he feels the way he does.

Listen thoughtfully and openly.

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