Christopher talks about commitment and the greener grass of attraction, telling your ex the truth, his experience with kinks and fetishes, and bootleg tapes with strange porn. Songs by Black Flag and Frank Turner.

Christopher discusses whether all men want Maxim models, sex with socks on, whether bad habits are deal breakers, and using little white lies to spare feelings. Songs by Raphael Saadiq and The Stray Cats.

Christopher explains when age gaps matter in relationships, his appreciation for underwear, and why saying "I love you" will actually not kill you. Special guest Tim McIlrath answers a viewer question. Songs by Childish Gambino and Rise Against.

Christopher reveals the most common lies in online dating profiles, his experiences with voyeurism and roller coasters, and the downside to the laundry list approach to dating. Songs by Heavens and The Stereo.

Christopher discusses the common ground between vagina, pizza, and wine, young love and a shopping spree at Walmart, and the truth about Amsterdam's red light district. Songs by Childish Gambino and Defeater.

Christopher explains what causes 99% of your relationship problems, gets real about dudes in bands and the girls who want to date them, and the curiousity of peeing on your girlfriend. Songs by The Baby Grand and Strung Out.

Christopher discusses why hearing someone out doesn't cost you anything, what you can do for a friend in a bad situation, and the reason you should move to Boston with your boyfriend (or "how badly do you want it?"). Songs by Joan Jett and Off.

Christopher explains men watching women perform blowjobs, why it's God's fault that he likes boobs, the difficulty of saying "I love you," and the reason he's a fan of anal. Songs by Lupe Fiasco and Wiz Khalifa.

Christopher discusses the difference between Brad Pitt and Mariah Carey (besides the obvious), the importance of delivery when you make your feelings known and how every person is like a deer in the dating forest. Songs by Patrick Stump and Rise Against.

Christopher is joined by his friend Dennis to discuss how dating is like fishing when men are desperate, whether makeup is a turn-off, and the right way to start talking dirty. Songs by Naked Raygun and The Far Side.