Kylie Jenner addresses criticism over her latest conservative clothing. Professional matchmaker Cristina Pineda joins Trending with Timmerie to discuss this and (2:43) Latest dating trends (17:52) Dating advice from a professional matchmaker. (27:46) Sibling duo Billie Eilish and Finneas O'Connell become the youngest two-time winners in Oscar History. What’s their story? (38:51)
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