On today's show: Bill is feeling bittersweet terror about his Friday night. Good Vibes at 6:55! Taylor Swift has announced that she'll be on the Tonight Show on 10/6. Should Ed Sheeran have gotten a heads up that Taylor got engaged? Red Flag Friday: Jess just went on a first date the other night and has already noticed some red flags. Should she agree to a second date? Plus, Alyssa's College of Knowledge, Free Plug Friday, and would you still drink in a setting where no one else is drinking?