We were sceptical of Bennett when we first met him in the premiere this season. With his highfalutin vibes and constant talk about Harvard, we thought for sure he'd be a bit of an assh*le. However, his personality has really come out during the season, and he's actually really funny. We especially got a glimpse of his humour during the roast date, where Bennett really went in on Dale and his relationship with Clare. She may not have been happy about what he had to say, but viewers at home sure were.