The number one reason why approaching a woman may not work is that you don’t have her full attention before speaking to her. By attention I mean you should have her eye contact. This means she won’t be either a. surprised when you speak to her or b. not listening. If she sees you before you begin speaking to her she’ll be more relaxed and you can also checkout her non-verbal signals (is she holding eye contact with you and smiling?) to see if she seems open to talking to you. Sometimes you may need to use a gesture or say ‘hey’ to get her to look up. Then I want you to pause and wait for her to fully realize ‘a man is talking to me’ before you continue speaking with her.
It can be difficult to meet new people in a city, more specifically, it can be tough to meet women in a city. It seems that everyone’s post-college go-to spot to mingle with the opposite sex is a bar, nightclub, discotheque, whatever you want to call it. Basically, somewhere that supplies large amounts of alcohol, dim lights, and loud music (which are all factors to help you get laid). But how do you meet women that you may want to ask out (gasp!) on an actual date. There have to be other options between being that creepy guy at a bar that tries to get in bachelorette party dance circle and creating an online dating profile.
Try to avoid compliments that are overly focused on her looks or very generic. Chat up lines like, ‘did it hurt when you fell from heaven’ deserve to be banned for life. Also avoid clichés like ‘you have beautiful eyes’ as this may well make her think that you’re just another guy hitting on her. If possible compliment her on HOW she’s doing something, ‘I like how focused you are’ ‘I like how you have this big smile, it looks like you’re having a great conversation…’ and if all else fails keep it low key with an implied compliment like, ‘I just had to come and say hi.’ It’s a classic but a good one!

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You can find out a lot just by asking subtle questions such as how often she comes there, how long has she been a member, what machines seem to work better than others. You know-casual stuff. You can even pretend you are clueless about working out and ask her if she has any suggestions for you or if she would be willing to give you a few pointers. Look for her the next time you come in and casually ask her if she wants to grab a drink (or coffee) afterward. So?
Have no expectations. If you go into a given conversation with expectations about how it will end (getting a date or even her phone number, for example), you'll risk coming off as desperate or forcing the conversation. Relax. Take a deep breath. Enjoy the conversation for what it is, and the woman you're talking to will be more likely to respond positively.

Match has more than 30 million members. Think about it — where else are you going to be around that many single women? Not to mention the site gets 13.5 million monthly visitors. Its user base is just going to keep growing. Perhaps the most impressive fact, though, is that Match is responsible for more romantic connections than any other dating platform, so you’re in good hands.
It’s no different than going to an industry convention. People go there to network. Sure, they learn a few new tricks and things but at the heart of it all is building up business connections. Even in the automotive industry, which generally lacks a female presence, I still know a guy who met his wife at one. When these events are hosted in Vegas, for instance, it’s a great way to mix business and pleasure without shooting yourself in the foot.
Whether you’re newly single and coming out of a long relationship or you have no experience meeting women and you’re trying to figure how to practice your social skills, expand your network, & meet women, it’s a common dilemma and no matter what situation you’re in, it a challenge nonetheless since you’re starting from square one. Whatever the reason, there’s never a better time than right now to go out and start meeting women. Since the weather is finally warm & if you have the luck of living in a vibrant metropolitan area or maybe even a decent-sized city, the odds are in your favor since you have thousands of opportunities to meet women that you like, that may have chemistry with, & maybe eventually get a new girlfriend if that is your goal. The question now lies in “where do I start, where are the best places to meet women?”
Know when to end the conversation. Going on for too long can make you seem desperate or even scheming. When this woman is someone you'd really like to see again, say something like, "You know, I would love to hear more but I have to get back to work now. Tell me all about it over salsa dancing on Tuesday." Always leave the conversation to be continued. Do not exhaust the conversation as things can turn awkward and she may lose interest.
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