Fairfield County is Boring

I spent the holidays in Wesport, CT, where my girlfriend is from and stayed with her family. At first, it was very impressive to stay at her parents 8,000+ sq ft house and drive in their Bentley SUV. The whole town is full of McMansions and nice cars. The first couple of days I was there I believed this is the goal for where I would want to be and raise a family; a nice quiet wealthy town. The downtown area was small but also nice with some high-end shops and good restaurants. 

After 3 days my gf and I ran out of things to do. We would drive around the town, go to compo beach, take a walk on the main downtown street, then just go chill in her McMansion. I started to realize that although living in a huge house in a wealthy suburb with a great public high school would be a great place to raise a family, but I think I would start to go insane. If you live in Fairfield county, what do you do all day? I always thought towns like Greenwich and Darien were so prestigious but if you look past the big houses, my experience is that they're really boring..

I currently live in Miami which is kind of a shithole but at least there's always things to do and places to go and same can be said about a lot of cities. Despite doing it for your kids idk why people ever move to suburbs. Would love to hear others thoughts.

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Personal preferences. I very much dislike the suburbs and areas in CT and the Hamptons. I live in nyc with a family and wouldn’t trade it for a Greenwich. But I can also afford nyc with a family and all the costs that come with it and I rather walk down the NYC streets than the CT beaches (or golf courses). 

Some people love the slower lifestyle, the more space that comes with the suburbs, the quieter streets and bike rides their kids can take (good public schools, golf courses, sailing, etc). I am just not one of those people, but I completely understand that view. 

Also, some of those preferences change through time. I still like NYC as an “adult” (someone with a family in my 30’s) but many people transition from the city to the suburbs because they were mostly attracted to the nightlife in the city. 

 
Funniest

Its not boring if you have kids which why people move there.

Top schools for the kids.

great sports and activities for them.  great outdoor activities for them.

huge backyards to send the kids to so they can play and not bother you all day in a tiny nyc apartment

kids can ride bikes and wander the neighborhood safely

as oppposed to raising 3 little kids on the streets of manhattan....good luck with that

 

Everyone in the suburbs I have met has done more drugs in high school than anyone in NYC, minus some club kids in the 90s.  Now I caught up in college and then some, but I spent my high school very regimented in nyc, like 6:30 wake up, 7:30 train, 8:30am homeroom, 2:30pm dismissal, 5:30pm sports-8:30pm home, dinner then HW.  Very hard to casually do drugs in this atmosphere.  Weekends were fun though.

Think of that movie, with Michael Douglas as the director or Drug Czar with the daughter that freebases. It is like that.  

 

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