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Dating an older woman has been the healthiest and most enjoyable dating experience in a long time
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I don't know if my current situation explicitly falls under the category of being a cub to a cougar, but a few weeks back, a woman at my gym who is in her early 50s who I chat with and have gotten to know in a casual conversation sense asked if I'd be interested to grab a bit at a new health food spot that opened up we'd heard good things about. I'm 33, and had some brushes with older women on dating apps, but never anything that came to be in real life. It's not been a fun time trying to date out there with women around my own age where I constantly feel drained and discouraged by the experiences, and here this older woman who is in better shape than women half her age was interested in getting to know me, so I said why not?

We had already established a solid rapport at the gym, so getting dinner together didn't feel very odd aside from the fact that we weren't in our gym clothes and saw each other in our normal clothes, all cleaned up. The things that I have picked up on most since then is that she asks me questions about myself rather than me being the only person steering the conversation, and talks with me rather just talks to me like so many other women around my age seem to do. Her communication through texts has always been fluid and she never leaves me hanging on plans. We're really enjoying our company, and while we're not stressing any concrete direction, we've both decided to focus on one another with our dating habits. Things have also gotten physical since date #2, and needless to say, she's amazing in all directions and we're now having sex multiple times each week like crazy. It's made seeing one another at the gym extra motivating as well.

Maybe it's not an age thing, or maybe it is, but whatever the case, I feel really lucky to have met someone who makes seeing one another feel fulfilling in all ways. I'm still getting used to our age gap in terms of friends and family finding out, and she admitted to the same since she has grown children in their mid-20s who are closer to my age, but we're not worrying about that. I have a feeling if this turns into anything more serious, my friends and family will be happy that I've found something with someone who sees me fully.

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3 months ago