To get the most out of these nights out be sure to show up early to whatever venue you’re going to.  This gives you a chance to get acclimated and comfortable in the environment.  While you’re there, warm up your social muscles by chatting with the staff and anyone else who’s around.  As the venue fills up look for a “high-traffic” area – someplace people walk past frequently – and post up there with your friends.  That way instead of running around looking for girls to talk to, the girls will wind up walking right by you.
Sometimes you'll be rejected because it's not the right time in her life to be committing to a relationship. Perhaps she's going through a messy divorce, perhaps a big career move is on her radar or perhaps she just needs time to heal after a bad relationship. If she is really worth it, give her wide berth while remaining friendly and just be patient. Otherwise, wish her the best of luck and keep looking.
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A few years ago I took an improv class to be able to think on the fly, prepare for job interviews, & get out of my head when I’m interacting with people. Besides the added skill-sets to my social tool box, I’ve managed to meet some really amazing people in these classes and my last girlfriend before she moved. My friend & I were the only two guys in this class of 10 with the other 8 all being women. Just like the last 4 suggestions I’ve made, these classes are specifically designed to breed social interaction.
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!
One of the best- but probably a idea you never considered in your quest of where to meet older women is volunteering. Try your local homeless shelter or a senior citizens home. Now don't laugh, and don't think that the older women you may meet are going to be feeble and confined to a wheelchair! I'm talking the mature women who come to visit these people!
"The rhythmic pulse of music lets listeners synchronize with one another, which can increase group cohesion," says Michael Cunningham, Ph. D., a psychologist and professor of communication at the University of Louisville. Concerts are good, but music festivals attract a more diverse crowd because of the different acts, and transcend the behavioral norms of everyday life. Visit festivalfinder.com for events near you.
Apart from giving you a lot of fresh air, exercise, a change of location and lots of vitamin D, parks can prove to be extremely useful places if you wanna know where to meet single women. Of course, you can’t just sit at a bench and stare at women that pass by, so how about bringing a book, your dog, or simply your iPod with you. Even if you don’t get to meet someone, you’ll be doing something different in your rut of a life.

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"I met my girlfriend Stephanie at a book signing for Karen Russell," he says. "The line was kind of disorderly, so I turned to the person behind me and said, 'I didn't cut you, did I?' and she said, 'No.' That was Stephanie. I said, 'So are you a big Karen Russell fan?' and she said, 'Yes.' I asked who some of her other favorite authors were, and we chatted briefly. She got her book signed, then I got mine signed. Afterward I turned around, and she was standing there waiting for me. It turned out we were both going to Grand Central, so we walked there together. We had very immediate, very obvious chemistry. We got to the corner where we needed to split up, and Stephanie said, 'I want to keep talking to you though.' Her train was leaving shortly before mine, so I went with her to her train, then jumped off just as the doors were closing and hurried to catch my train. I had given her my business card, and she emailed me the next day. We've been together for almost five years."
Researchers note that shopping trips are fueled by social motives, including the desire for new communal experiences. Big-box stores are socially fertile: More than 10 million people pass through Ikea every week, and U.S. consumers spend an average of 2 to 3 hours each visit. And at Ikea, traffic moves one way, creating a natural movement and pacing that makes it easy to stroll and engage. Think about store or mall flow the next time you're shopping, and patronize spots, like the Apple store, that make kibitzing part of the experience. If you're the active type, L.L. Bean or REI might be a better bet.   
For long-term relationships, you may want to look to meet someone during your daily life—particularly through a religious, spiritual, or educational activity. This may help to increase the satisfaction and longevity of the relationship. Presumably, the similarities also help partners to make a deeper connection and share gratefully with each other. Religious and spiritual compatibility may also reduce the likelihood of cheating and infidelity. Such relationships may require self-introductions though. As a result, you may have to overcome anxiety, learn to break the ice, and ask for what you want (even indirectly) to begin an interaction.
Take for instance my trip to London, I met a woman from my hometown on my first flight out while waiting in the lounge. On the connecting flight I met two British girls who sat across from my aisle; both lived in London near my hotel. On my last flight back home, I met another woman from my hometown who was returning from a vacation in another state.
Exit the conversation early. This one might surprise you, but assuming you're having a first conversation with a woman you don't know (whether a stranger or a friend of a friend), cut it short. By doing this, you're ensuring you're not misreading the situation and wasting her time, in the event that she isn't interested, but you're also demonstrating that you respect boundaries and aren't a threat to her. And if she was enjoying the conversation, you'll leave her wanting more.

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When I worked downtown, I made it a habit to eat at all the local hipster places for lunch. Sure, it wasn’t always cheap however, I noticed an upside to it (aside from the often great food). A lot of women were doing the exact same thing as I was. They’d sit down next to me and we’d strike up a conversation. Yes, women eat alone too! Although, these weren’t always just women that worked nearby. The truth is, a fair number were from out of town, and quite lonely while looking for companionship in the city.
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Public transportation can be one of the hardest places to strike up a conversation with a girl but, also incredibly rewarding if it goes well. It’s quite ironic because you could be sitting next to a girl for the next hour on the bus or train during rush hour. There are plenty of opportunities to chat a girl up but the most important this is to be mindful of her emotions, space, & comfort. It’s very easy to come off as a creepy guy if you’re not aware of these things
This is an excellent way to contribute to the society, as well as showing your caring side to potential partners. There are very few attributes which can make a man as sexy as his kindness. Also, if surveys are to be believed, the volunteer network has way too many women and far too few men. Places like animal shelters are always your best bet, because apart from being in dire need of volunteers, you get to meet women who share the same passion as you do – animals. Other options include movie or music festivals, local theatre groups, homeless shelters, community drives, raising money for charity, running marathons and what not.
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?
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Daily places where conversations might be possible with women include the laundromat, waiting at a bus stop, shopping (including saying hi to the shop assistant you fancy so much), working out at the gym, walking your dog, clearing up your front yard as she passes by, the library, the video store (you already know her taste in movies), large outdoor events and pursuing recreational/sporting activities.
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