Guillermo tells Katie about his appearance on Ellen where he met Madonna, showing off the large tattoo of her face on his arm. As Olivia Pope joins the other kingmakers of the Defiance Conspiracy, Katie and Guillermo have strong words for Edison Davis and his advances -- back off Senator Pudding Pop! It's Huck's first date with Becky Flynn and Guillermo recalls when Katie fixed his hair in a touching and unscripted moment. As a bonus, Katie shares a story to illustrate why you don't eat dairy on a first date (or a second or a third or a fourth).