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.

Yes-older woman run to stay in shape just like you do, especially older women seeking younger men. After you have established your jogging routine look for familiar faces as you run. Jog alongside and make casual conservation-about anything! The scenery, the length of the run..anything to get her talking to you. Try to be in the same area at the same time each day. You want to make it look like this is something you do every day (you should anyway) so she doesn't think you are stalking her!
Your question may be answered right there and then. Normally this doesn't happen on your first try though so don't get discouraged. Wouldn't it be great if you didn't even have to ask where to meet older women, because that older woman may be wondering where to meet you! (In fact, while I was looking around online I found a lot more sites where the women are actually looking for younger men.)
In the United States, there's an average of only seven single women between the ages of 20 and 44 per square mile. Now consider your "spots," the places you usually go despite the presence of equivalent alternatives: your Starbucks, your bank branch, your dry cleaner, your gym, your grocery store. These are embedded destinations in other people's travel itineraries, too, meaning they're also their "spots." If everyone repeats their routines, as the Northeastern University research suggests, the rate at which you encounter new women plummets.
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!

But the situation doesn't have to be that bleak. In fact, there's no better time to be single than during economic uncertainty. A recent eHarmony survey found that one in four single women say that financial stress has increased their interest in a relationship. Compare that with the 61 percent of men who say money worries are causing stress in their love lives. Look at it this way: More women are on the market, and they're primed to connect. But men are looking to meet them over $12 martinis—and are going home alone and broke. There's an opening here for you: Think patterns, not people. Forget the pickup lines and rely on the new rules of attraction. We can help you with the odds.

Without sexual attraction, most women that you meet won’t be interested in anything more than a quick conversation. If you’re lucky, they may like to have you as a friend. If you want to have sex with women instead of just being seen as a friend or being rejected after a few minutes of conversation, make sure that you focus on creating a sexual vibe between you and the woman and making her feel sexually attracted to you.
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