

What do a polyamorous Renaissance fair fan and a golf date disaster have in common? More than you’d think! Jenna’s got stories that will have you laughing, cringing, and maybe even rethinking your dating strategy.
From unexpected gender role showdowns on the golf course to her Mrs. Robinson-level adventures, it’s a wild ride through the ups and downs of modern dating—complete with communication fails, questionable choices, and hard-earned lessons.
Dating as a single parent? Oh, it’s a whole vibe. We’re talking babysitter-worthy dates, the fine art of balancing personal identity with mom life, and who’s really picking up the babysitting tab. Jenna spills on the logistical chaos of dating with kids and how to avoid losing your mind (or your boundaries) along the way.
Of course, no dating convo is complete without a little digital drama. From awkward DMs to unsolicited pics (yeah, those), we dive into the cringe-fest that is online dating. And if you love a little pop culture tea, we’ve got you covered with a nod to the Blake Lively and Ryan Reynolds “did-they-or-didn’t-they” headlines.
So buckle up—it’s honest, hilarious, and just the right amount of messy. You might even leave with some fresh perspective on your own love life.
A big shoutout to our amazing sponsor, Tactical Tax Strategies! You can check them out at steptax.com. Remember, we drop your drawers, and they drop the tax—making life a little smoother for everyone. Thanks for keeping us covered!
27 episodes
What do a polyamorous Renaissance fair fan and a golf date disaster have in common? More than you’d think! Jenna’s got stories that will have you laughing, cringing, and maybe even rethinking your dating strategy.
From unexpected gender role showdowns on the golf course to her Mrs. Robinson-level adventures, it’s a wild ride through the ups and downs of modern dating—complete with communication fails, questionable choices, and hard-earned lessons.
Dating as a single parent? Oh, it’s a whole vibe. We’re talking babysitter-worthy dates, the fine art of balancing personal identity with mom life, and who’s really picking up the babysitting tab. Jenna spills on the logistical chaos of dating with kids and how to avoid losing your mind (or your boundaries) along the way.
Of course, no dating convo is complete without a little digital drama. From awkward DMs to unsolicited pics (yeah, those), we dive into the cringe-fest that is online dating. And if you love a little pop culture tea, we’ve got you covered with a nod to the Blake Lively and Ryan Reynolds “did-they-or-didn’t-they” headlines.
So buckle up—it’s honest, hilarious, and just the right amount of messy. You might even leave with some fresh perspective on your own love life.
A big shoutout to our amazing sponsor, Tactical Tax Strategies! You can check them out at steptax.com. Remember, we drop your drawers, and they drop the tax—making life a little smoother for everyone. Thanks for keeping us covered!
27 episodes
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