Readers: I removed the name of this letter writer’s city to make sure the question is anonymous. But I’ll say … the place is very scenic and by water, and while it is not an easy drive (lots of twists and turns, and not right off the highway), it is a fairly easy commuter rail stop away, once you get to North Station.

For the letter writer: there are many people in Boston who would love to get out of town for beautiful sights, great food, and sweet company. It’s kind of a dream, actually, to have a place to go – at least until you get serious with someone, and the two of you wish you could be together every night.

But let’s not get ahead of ourselves.

I do think that the first few dates with someone might require you being in Boston, because it’s central and allows women to know they’re not stuck anywhere.

After that, I’d invite someone up for a day trip or an early dinner.  The thing about where you live is that it is easier for a sleepover, especially after the commuter rail trains stop running. You’ll want to make sure everyone is ready for that and comfortable with the way it could look.

I do believe finding love in Boston is possible, and that your location might be helpful to your dating experiences. You’ll have to meet women who are intentional about planning. In a situationship world, it might make things feel less fuzzy and passive. It forces people to say, “I’m seeing you tonight person because I want to.” There might be less dates, but better ones. 

Also remember: there are single people in your community, too. Many commute to Boston but live right down the street. Don’t rule them out.

– Meredith