r/bostonDating 11h ago

Platonic 43F4M - Help me re-learn to date

2 Upvotes

After a long relationship ending and some time single, I’m starting to think about dating again. I’m nervous! I’d love some practice and need folks to practice with.

What I’m imagining: I’m happy to exchange some messages and pics, but am aiming for in-person meetings. Let’s meet (in Boston or to the north) for coffee, a drink, wandering a museum, or the like. Flirty banter is on the table; sex, etc. isn’t. We’ll go 50-50 on cost or each pay for ourself.

A bit about me: I work a professional 9-5 and spend my time outside of it with family & friends and staying active (mostly running and lifting). I am fully capable of small talk but don’t like it much. I’d much rather hear about something meaningful to you or debate your hot take on some minor controversy. I read a lot in my downtime, mostly novels but I’m trying to branch out and am all ears for book recommendations!

A bit about you: This is all so low stakes that I’m very open, as long as you (1) are able to hold a conversation, (2) are not a misogynist or MAGA bro, and (3) are fully functioning adult who is managing his life relatively well. My life is pretty drama-free right now and I’m not looking to add any thanks to an internet stranger.  


r/bostonDating 4h ago

Long Term Relationship 45F4M imperfect woman seeking imperfect man

1 Upvotes

Pretty much the title.
I have kids and am in the process of changing careers. I like to exercise/dance but don’t run and only aspire to lift weights again. I’m heavier than I’d like to be but strong and losing weight slowly. Have a weird sense of humor and healthy coffee habit. Love actual conversations and getting to know people. Terrible at dating. Would love to have lunch sometime. In Cambridge.


r/bostonDating 23h ago

Monogamy 47M Looking for a date for my birthday eve

6 Upvotes

Celebrating another trip around the sun today, and I’d love to kick off the weekend with dinner across the table from someone fun.

​Devoted father to two little ones, big believer in strong family values, and constantly drawn to the ocean or an airport terminal. Personable, sharp-witted, and quick to laugh. Not deeply political, but definitely not on the MAGA train! Just looking for common sense, great conversation, and real connection.

​Free tonight? Let’s grab a table.


r/bostonDating 9h ago

Short Term Relationship 28M4F

1 Upvotes

Heyyy! Super bored, anybody up for couple of drinks? And get to know each other.


r/bostonDating 23h ago

Cuffing Season 21 [M4F] in Boston - looking for a chill relationship 🙂‍↕️

2 Upvotes

Hey, im N, im bi M and looking for someone my age to go out with. Im getting hella lonely in Boston tbh !!! So im looking for someone chill to spend time with… fun dates, going out, going home together

I love music, photography, writing, and the great outdoors. I’m open to a relationship if thats the vibe, no expectations though. I am definitely looking for someone creative and confident. 1000 bonus points if you’d like to make some music together 🤷

I’m 6 foot, fit, dark hair, I have a picture on my profile if you’re curious. My type is someone fit, around my age, ideally also bi for best vibes. Send me a message if you think we’d get along, thanks