For those who love exercising, make health a top priority, and are attracted to people who feel the same, intramural sports can kill two birds with one stone. You get to stay active, and you get to meet compatible women. Once someone catches your eye, you could even mention getting food or drinks after a game or two. If you’re nervous about being one on one with her, make it a group thing to remove some of the pressure.
Just like with their younger counterparts, more mature women are also looking at bars as a place to meet single guys. Where you go really depends on what you are looking for! Do you want a relationship that is going to actually go somewhere, or are you just testing the waters to see if dating an older woman is really what you want to do? Are you looking for a quick hook-up and a one night stand? Is a night of pleasurable sex what you have in mind?
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.
Do you have a dog? If not, get one, or borrow one from a friend. Offer to take the critter for a walk around town or in the park! Mature women love to see a young guy walking his pet and she might strike up a conversation with you-especially if she has a dog of her own. If it happens to be a younger woman who tries to come on to you, be polite but move on.
Another place to meet single women who have similar interests as you is through local classes.  Anything from a dance class to a cooking, art, or improv class can be a fantastic place to meet single women.  Why?  Because meeting girls in this environment gives you a shared experience to bond over.  Plus, you’re in a space where everyone is messing up, and that vulnerability will have everyone feeling close and connected very quickly.  This feeling of connection and bonding is going to go a long way in getting that cute, single girl interested in getting together after class.
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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