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They may flirt by: Some men will bypass flirtation and go straight for the sexual advances, which points to more troubling behaviors. O'Connor states very strongly that women should steer clear of these types of men.It is not a healthy behavior, and it is not flirting." All in all, it might seem like knowing if a guy is flirting with you is hard to figure out. O'Connor's advice is to keep in mind that if a man is showing you attention, it's the ultimate signal he's interested.Then you can flirt back with him to show your interest and help you move to the next stage.They will often befriend a woman in the hopes that the woman will eventually see that he is the one that is right for her.However, the shy guy will have a great deal of difficulty telling her his true feelings.Certain behaviors one does at a nightclub would probably not go over well at work, especially with sexual harassment being such a big issue.If you are at a nightclub or bar and you're wondering if a guy is interested in you, Dr.If he doesn't reciprocate with anyone else, and only behaves this way for you, then he is interested in just you. O'Connor described are: A shy guy will often flirt when he has befriended a woman. O'Connor, who has taught self-esteem classes and has helped a great deal of shy men in his practice, explains that, "Usually, shy guys have trouble in a nightclub and rarely leave with someone."A guy's personality will often influence the way they reach out to women," Dr. They will avoid eye contact and they may not smile because they are too nervous.This is where women and men's definition on flirting is most similar.A man who is flirting with you might: Even if you are friends, the chances for romance are there based on these signals, even if the guy reciprocates with many women in the group.