Most of us are familiar with how difficult it is to be witty when talking to someone on Tinder. Unlike most of us, however, Grace, a 21-year-old model and performer, was able to boost her chat game with the help of comedic genius and “Spenser Confidential” star Iliza Shlesinger. During this Swipe Session, the duo strike up conversations about men wearing women’s socks, if 27 is “too old,” and whether or not Doctor Evil is truly misunderstood. No match — or potential match — is safe from Iliza’s side-splitting humor.