Amanda Seales is busy. Among her many jobs: a stand-up comic, a scene-stealer on HBO’s Insecure, a podcast host, and an author of the new book Small Doses: Potent Truths for Everyday Use. This week Amanda showcases her signature honesty to talk with Perrie about what she wore when she first started performing onstage, Rolex watches, fast fashion, the shifting landscape for women in comedy, and the concept of real friends in today’s debatably authentic Instagram age.

For more on this episode, visit glamour.com/whatiworewhen.

Follow @amandaseales on Instagram and Twitter. Watch her as Tiffany on Insecure and in her stand-up special, I Be Knowin’, on HBO. Visit www.smartfunnyandblack.com for Amanda’s live-show tour. Listen to her podcast, Small Doses with Amanda Seales, wherever you get podcasts, and find her best-seller, Small Doses: Potent Truths for Everyday Use, in bookstores and online.