Welcome back to The Viall Files: Going Deeper Edition! Today we are joined by actress Rachel Bilson to talk about her recent headlines about orgasming later in life, how she and Nick faked a relationship, and how she feels about dating, marriage, and open relationships. We then have a Texting Office Hours caller who has angered her friend after having sex with his roommate. Does she try to salvage the relationship, or are his actions red flags?  “Did you come up with these questions?” Start your 7 Day Free Trial of Viall Files + here: https://www.viallfiles.supportingcast.com  Please make sure to subscribe so you don’t miss an episode and as always send in your relationship questions to asknick@theviallfiles.com to be a part of our Monday episodes. Join us for our new LIVE show on Thursdays at 9PM ET/6PM PT on Amp, available in the Apple app store. Android User? Listen here: https://www.onamp.com/ To Order Nick’s Book Go To: http://www.viallfiles.com  If you would like to get some texting advice on Office Hours send an email to asknick@theviallfiles.com with “Texting Office Hours” in the subject line! To advertise on the show, contact sales@advertisecast.com or visit https://www.advertisecast.com/TheViallFiles  THANK YOU TO OUR SPONSORS: Aura - For a limited time, Aura is offering our listeners a 14 day trial plus a check of your data to see if your personal information has been leaked online, all for FREE when you visit https://www.AURA.com/viall Lume -  Control Body Odor ANYWHERE with @lumedeodorant and get $5 off off your Starter Pack (that’s over 40% off) with promo code VIALL at https://www.lumedeodorant.com/viall #lumepod RocketMoney - Stop throwing your money away. Cancel unwanted subscriptions – and manage your expenses the easy way – by going to https://www.RocketMoney.com/viall Episode Socials: @viallfiles @nickviall @rachelbilson @alison.vandam @liffordthebigreddog @dereklanerussell