Jacob and Josh are both from Puerto Rico and met about 17 years ago while working together on a film project and began dating… Sort of. As you’ll hear, they’ve spent a lot of their relationship exploring the grey zones of relationships. Their own relationship started out a bit ambiguously and their explorations with others often fell in the blurry area between friends, hookups, and boyfriends.

We absolutely love how Josh and Jacob share their journey together with us in such an honest and vulnerable way. They’re not here to pretend like everything they’ve done is perfect but rather they dig into the messy humanness of figuring out love and relationships as life swirled around them. They've learned so much about themselves along the way and they're still constantly striving to discover new ways to show up better for themselves and one another. This is a really beautiful and powerful story and we hope you enjoy it as much as we did!

Jacob and Josh are also working on a new film project called “Three of Swords” which will begin production in the spring of 2026. You can learn more about Jacob, Josh, and their new film over at threeofswordsfilm.com.

Check out the full show notes here.

Join us at Relationship Recess in May 2026!

$10 Off - Online STI Testing