Benito Skinner & Terrence O'Connor Split After Nearly a Decade of Dating

Benito Skinner, also known as Benny Drama, has parted ways with longtime love Terrence O’Connor.

The 31-year-old Overcompensating star made the announcement on his Ride podcast on Thursday (October 22), revealing that he and the director have split up after nearly a decade of dating.

“Terry and I are no longer together,” he announced.

“I will say that we both just love each other so much, and have so much love and respect for each other. We treated each other with love and respect until the end. So I just want to make that really clear,” he said.

“Over the years I’ve seen comments that say, ‘If you break up, I’ll stop believing in love.’ Um, or ‘I’ll KMS.’ So, I would just strongly urge to not do that, please…if us breaking up makes you stop believing in love, I think it should be the opposite because I was with someone so special to me for 9 years, in a committed relationship with my best friend. We loved and championed each other.”

“We grew up together in so many ways. My whole 20s were with Terry and I feel so unbelievably lucky to have met him and be a part of his family. I love his family. I love the cousins. So, I hope that if anything you you should believe in love because I really had it,” Benito said.

“I really feel so lucky to have met him and been around his genius. He is always a friend of this pod. Grandpa Terry forever.”

“I would love a little bit of privacy and respect for both of us,” he added.

“He sent me such a beautiful text recently. He said that he’ll always be rooting for me and I’m always going to be rooting for him…and now I’m I’m probably going to just take a second, maybe cry with my best friend, and then we come back.”

Watch him explain above.

“I really had a That’s So Raven moment where I was immediately like, ‘I’m going to marry him,’” Terry told Nylon earlier in 2025. They first met at a party in 2016.

Benny previously discussed possibly proposing to Terrence in an interview over the summer, saying they were “both very busy right now.”