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Hey Folks. Here for some advice…

Context: I’m 37. MBA+Engg Grad working. Big Blr Startup. Good Role in Biz. Married (Started dating 12 years back & then got married). 

I’m an extrovert/fairly social (Mostly hang out/around other people/friends around a similar life stage - age/work). Most of my friends from School, Engg & B-School are all over the place (we meet once in a year types), no one in Bangalore. Hanging around with people at work is not something I like to do more than once in a month. My wife, on the other hand, has a good set of friends, with whom I hang out quite regularly (guys & girls). 

For a while now, I’ve been thinking of investing some time into making friends/building relationships outside of my social circle (Not that I’m looking to cheat on my wife, but then sometimes it’s good to hang out with people who aren’t your partner’s friends or are already part of your existing work/social circle). 

In short - I’d like to meet unconnected new people. And I’m realizing that at my age, it’s not so easy to do so without seeming creepy.

About a year back, I met an ex-colleague (28F) over drinks (She was in town and asked if we could meet) - Super attractive and smart. It has 12+ years since I’ve randomly met anyone from the opposite sex alone for a meal/conversation (outside of a work meeting). At first, it was super awkward - uncomfortable pauses, loss of words, asking dumb questions, etc. Luckily, in a bit, alcohol kicked in and then it got much better… We still text & meet if we’re in each other’s cities with some time to spare. That’s when it hit me that I was good at making small talk, but have no idea what to talk about when it’s someone who’s some 10+ years younger. Seems like another generation (which it probably is)… While I felt so, I must also admit, I had a great time to be honest - the conversations were energizing/different and to be honest, a tad exciting too. 

1/2

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