Dawson is wrapping up his work on the A.I. Brooks documentary just as A.I. Brooks is wrapping up his affairs on earth, furtively hiding pills and getting Dawson to sign paperwork without giving him time to read it. Dawson might not have taken the time anyway, since he's focused on a big milestone with Gretchen: meeting her friends. Going out to a show with a couple of Gretchen's college friends throws their age difference into stark relief, as does Gretchen talking about him like he's less of a boyfriend and more of a boyfriend-shaped body pillow. Meanwhile, Joey is trying to barter a couple of precious weekend nights off work at the Yacht Club by making Drue's date with Anna, daughter to the Club board president, a double. Mrs. Valentine makes it clear she'll only grant the time off if Drue's date Anna has a great time, so both Joey and Pacey have to run interference to draw attention away from Drue's stank attitude. Tobey tries to take Jen's advice by being friends with Jack, suggesting that Jack join him tutoring middle school kids, which is extremely cute...at first. We hope you'll enjoy our episode on "Hopeless"!

🌴 Access to 'Again With Again With This' bonus episodes

💬 Access to the AWT Discord

🚫 Ad free episodes

👯‍♀️ High rollers get access to 'Again With Them,' our monthly digest of Tori and Jennie's 9021OMG podcast

🗒 Full episode notes can be found on this episode's page on our site

🖼️ Check out this episode's Visual Aids

📓 Booker S01.E03: "Raising Arrizola"

🗣️ Young Storytellers

🎧 Looking to get older episodes on your app? Subscribe to our legacy show feeds.

👕 Shop the Again With This store at Through Methods

📚 Buy our book, A Very Special 90210 Book

☎️ Thoughts or questions? Call our hotline at 210.767.2237

🎁 Check out how to get all your club perks on the Pinned Patreon Primer Post