



Jade Didn't Know This Date with Spencer Had an Approval Process
Imagine going on a first date and realizing halfway through that you're apparently being evaluated by someone who isn't even there. Spencer says it's totally normal. Jade says she did NOT sign up for an audition. This might be one of our most awkward Second Date Updates yet.

Sabrina Didn't Know Wesley Was Testing Her…
Sabrina was prepared to impress Wesley. She did NOT realize there was someone else whose approval she needed first. What started as an adorable coffee-and-dog date turned into one of the strangest compatibility debates we've heard on Second Date Update.

Roman Did the Math After the First Date with Paige
Dating in San Francisco is expensive, but apparently the real question is HOW precise are we getting? Roman thought he was being completely reasonable after his date with Paige. She saw things very differently. This might be one of the pettiest dating debates we've had yet.

Tessa Wasn't the Only Woman on Trevor's Mind
The date itself wasn't the problem. What happened AFTER dinner was. Trevor made one unexpected choice during their walk through Willow Glen, and Tessa quickly realized there might've been more to their little detour than he was letting on.

Curtis Realized Rosa Did Her Homework
We all do a little research before a first date... right? Rosa can't figure out why Curtis disappeared after what felt like an amazing night, but he says something happened during dinner that made him realize she knew WAY more about him than he expected. How much pre-date investigating is too much?

Kendra Fell for Nolan's Texting Personality
Nolan and Kendra spent two weeks texting nonstop before finally meeting in person, and the chemistry seemed undeniable. But when date night arrived, Kendra felt like she was sitting across from a completely different person. So what happened between the texts and the table? The answer is VERY 2026.

Ryan Keeps it Real with Brooke
Ryan calls in wondering how a night that felt that good could end in radio silence. After drinks in Concord, he felt an easy connection with Brooke confident, funny, and refreshingly real. They talked about burnout, work stress, and laughed about pretending to have life figured out. Ryan walked awa…

Rachel Didn't Realize Anthony Had an Ulterior Motive
Imagine having an amazing first date and then suddenly realizing there might have been an ulterior motive the entire time. Anthony swears he was just trying to see if he and Rachel were compatible, but she says what happened after dinner gave her an immediate case of the ick.

Why Did Trevor's Ex Almost Ruin the Date with Haley?
Trevor & Haley met on Hinge, went to a bar for the first date. Trevor thought Haley was really cool and funny and he genuinely thought there was a connection but never heard from Haley again.

Was Match.com a Match for Shawn & Isabel?
Shawn and Isabel met on Match and went to a Thai restaurant. Shawn thought the date went great and he was confused why Isabel ghosted. Isabel thought the date was awkward because Shawn kept making uncomfortable comments and at some point he asked the couple setting next to them to "Rate their chemi…