Ariana Grande
Here’s another example of a celebrity who was hounded by Ellen with personal questions when she was clearly embarrassed. Pop singer Ariana Grande was a guest on the show in 2016 after that year’s MTV Video Music Awards. She was there to talk about her performance but Ellen drilled her about her relationship with then-boyfriend Mac Miller.
Grande was caught completely off guard and said, “Oh God. This is so crazy. I wasn’t prepared,” adding, “I’ve never had the relationship talk on a show before…” However, that didn’t stop Ellen from continuing to push her until she finally admitted that the two were indeed a couple.