There are many elements that decide if you are creepy to a woman. This needs to be said, some guys; when focusing on not coming off as threatening or creepy, do the oppose and never approach women out of fear of seeming like a creep. This is just as bad as scaring her off. Trying to meet someone and talk to them is not creepy at all, inherently. It's the way humans interact with and get to know each other. But there’s always a place and a time for all actions and activities. You have to use your judgment in these scenarios, since trying to meet women is not always appropriate, given where you are.
Choose the best Location: Here I can tell you that location is very important. If you want to refrain from being accidentally creepy, the first factor you should think about is what’s going on and where you guys are. For example, approaching a woman in a park when it’s bright and sunny out has very different connotations than approaching her when she’s walking home at night through the same park. Of course, at some venues, such as clubs and bars, people expect to get approached. But outside of these specific locations, women might see it as threatening to have a stranger walk up to her in the dark.
Listen to and respect boundaries. If someone says something like "I need alone time," "don't touch me," or "stop it," stop right away. This is a mark of good manners and shows that you are non-threatening. Non-creepy people know how to take "no" for an answer.
If someone looks like they want to leave a conversation, give them an opportunity to do so. Trying to make them stay can make you seem creepy.
Some people, especially women, disabled people, and abuse survivors, may be afraid to express boundaries. Pay attention to their body language. If they're uncomfortable, it might be good to give them some space.
Don't hide your true intentions. Masking your agenda can make you come off as creepy to others Do your best to be open and honest about your intentions, and be assertive instead of passive-aggressive.
For example, a guy who pretends he just wants to be friends with a girl, and suddenly tells her that he likes her, may startle her and make her uncertain how to act. This guy would be better off flirting with her, continuing the flirtation if she responded well, and then explaining his feelings. This way, she is not caught by surprise, and has had time to get used to the idea.
Don’t Corner her: Keeping the above points in mind, when you do approach a woman, you should stay away from trapping or cornering her without being aware that that’s what you’re doing. Talking to a woman at the beach might seem very natural, for example, while talking to the same woman in the tiny Laundromat of your hotel building might come across as threatening. Even if you don’t mean to “trap” her, not allowing her access to the door and blocking the exit with your body will send this message to her subconsciously.
This isn’t very difficult to keep in mind, and simply relies on being aware and observant of your surroundings, appropriateness of certain situations, and her body language. Don't be “that guy” who continues to push even when she is obviously not interested and possibly even annoyed at you. Again, she encounters behavior like that too often as a pretty woman. Remember to observe the context of approaching or talking to a woman, always; before you establish contact at all. Some behaviors are appropriate in certain areas, while not in others. This is basic social etiquette, but it’s especially important when trying to date or chat up women that you are interested in.
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