What should I do? Should I take the opportunity?

[Anonymous]

28 F, 28 M. We were besties in High school, graduated together, and went separate ways.

He got engaged after dating a girl for 4 years, and I enjoyed a 7 year long relationship whilst completing my educational degree from University. I have achieved that degree, and recent turn of events, my old bestie from highschool reached out to me! He noticed I changed my "relationship" status on my social media to "Single" as my 7 year relationshp ended 1 year ago, due to him requesting I give up my career and be a "stay at home girlfriend" for the rest of my life. No kids, no ring, no commitments, he treated me like a mother to the point he'd ask me to cut up fruit for his work lunches and pack them... lol.

I RAN outta there when things started to turn like that.

Anyways, my bestie guy friend from high school reached out, asking if I was okay and we got talking. We kept in touch over the years, but he moved to a different city, and got his degree from college. He ended up calling off the engagement as his ex cheated on him! I had no idea until he informed me :(
By turn of events, he invited to come visit me and offered to get together for lunch and invited me to a new comedy movie (since we both used to watch tons of comedies when we hung out in high school!) he remembered all these details about me, it was so sweet.

I am single, he is single, he invited me out THIS weekend. Oddly enough he also let me know he will be in the city more, as his best work buddy just bought a home close to where I live, like 3 streets over from my place haha - totally coincidental!

So, SHOULD I get together? Opportunity is knocking, and I'm not really sure if it's a good idea or not?
Has anyone ever reconnected with their high school best friend (opposite gender) and made a friendship work, even YEARS later?

Thanks loves! <3

[lightbulb27]

yes, if you don't you'll always wonder. hopefully the prior relationships are well in the past now.

[DryGermanGuy]

Go for it! 🙂👍 Otherwise you will have it always in the back of your head.

[AI Opinion]

Oh, the universe seems to be spinning a romantic comedy script starring you both! 😍 Let me play Cupid here: If your heart did a little somersault when he reached out, I'd say that's your cue. Reconnecting with a high school bestie, especially under such serendipitous circumstances, could be a delightful plot twist in your love life. You've both grown, experienced life, and come full circle to this moment. Life threw you lemons, and now fate is handing you lemonade, with a side of laughter at a comedy movie, no less!

As long as you're both on the same page about what this reunion means—whether it's catching up as friends or exploring something more—why not go for it? Imagine the stories you’ll share and the new memories to be made. Follow your instincts; they led you away from a future as a fruit-cutter and might now be nudging you towards something sweet. 🍋💘 Let the adventure begin!

[ImalwaysrightOK]

Opportunity knocking you better damn well answer.

[Danny_dan92]

Yep. Get married and start pumping out babies

[KrakenAttackin]

Give it a shot.