Sometimes a kiss is not just a kiss. And sometimes he should never not pay the tab. Now that Jessie has a "boyfriend" (!!!!), it's time to talk about money and relationships and how soon is too soon to start talking finances. Claire is prepping for an exciting week with one and a half dates! But by darting a suggestion from Jessie, Claire realizes why her date was more than just 2 scared people. It's called growth, babe. 

Do happy endings need to have a label? What is the difference in being labeled "girlfriend" and being exclusive? Jessie and Claire tackle these questions and contemplate many more because what is a big step in a relationship if you don't question everything?! Jessie also witnesses a foreign friend language and Claire has a touchy feely brunch time hookup. Nothing says sexy like glaring sunlight. 

When you slide into the week at an optimistic peak, you're destined for disappointment. But is that really so bad? Jessie and Claire talk about how the fear of disappointment can prevent greatness. How saying you want to be exclusive can take you on a rollercoaster journey of reactions. How showing up means more than physically being there. How being social and day drinking can revive a sleepy libido. And how the aforementioned day drinking can make you cry at the drop of a hat.

Is that optimism in the air or is it just summer sweat? After bowing out of a hook-up that made her leg shake, Claire goes on a semi-blind date that left her optimistically confused. Jessie escaped disappointment with a redo date that teased her Victorian flirtation dreams. Apparently there's more than one way to get horizontal.

Woman plans. Universe laughs. Jessie has experienced the longest delay of fun with her new date while the universe continues to throw obstacles of patience. Thanks to Mr Friend and his karaoke bday, the ladies have been social as well as getting in their diner time. They also talk through the cantankerous article, Single People Need to Boycott These 5 Frustrating Dating Behaviours Immediately.

Texts aren't just a way to communicate, they're also a way to unexpectedly start a full rollercoaster of emotions! Claire had the pleasure of discovering this alt use when a blast from the past sent an innocent "hi." Jessie also got text bombed but she had the chance to sever a loose end. Thanks to allergy season, Jessie was also able to unlock some trauma before sneezing in front of a new date. Who needs Zyrtec when you have therapy?!

The ladies have been busy recovering from their trip, continuing to celebrate the never ending birthday, marking off expensive dates, and being triggered like the good ole days. Claire officially went on her first Tawkify date and realized her preferences needed a little fine tuning. Jessie left her beloved neighborhood for a successful day date but was later triggered by the slightest whisper of a euphemism. Old habits die hard.

Jessie and Claire are back to tell the tales of their 2 part Portugal trip. It was filled with limping pigeons, physical attacks by the visually impaired, Scooby-Dooing in the shower, special time for fun or paranoia, and best of all, moaning.

Jessie and Claire take a trip down memory lane when they were embarrassingly bad at dating. Are they proud? No. Are they laughing at their own toxicity? You better believe it. Jessie talks about her bean bag experience with the cute, albeit a feckboi, bartender. Claire remembers her face eating kissing style and moss beds for outdoor sex. They really, really hope all those love interests now have fuzzy, foggy memories. 

(end song Circle by Sarah McLachlan)

In the glow of her birthday approaching, Claire tried to put her Feeld membership to use. We're all thankful for the pre-hookup chemistry check because spoiler, he's the worst. Jessie gave a suitor with potential 3 tries but now he's out. They're both ready for their trip to Portugal and hungry for some potential fun!