10 Pretty Pretty Pretty Good Curb Your Enthusiasm Guest Stars
6. Rosie O'Donnell
Although famously hated by none other than the President Donald J Trump, the lesbian comedian and TV personality is a very popular figure amongst the American television industry, and her appearance in Season 8 of Curb Your Enthusiasm further cements this.
Filmed in New York, where Larry escapes to in order to avoid going to a charity event for disabled children, Larry and Rosie, once dear friends, become arch nemeses in an episode where they both compete to go out with the same woman, who is bisexual. As the two go head to head, the poor woman is caught in the middle…
‘Men can’t compete with women when it comes to going out with women’, Larry previously says. He is convinced that ‘they have home-field advantage’. He simply can’t entertain the thought of losing to Rosie O’Donnell, who underestimates just how far Larry is willing to go…
Because Larry then begins taking ‘performance enhancing’ drugs in the form of viagra - something O’Donnell, of course, cannot replicate. But as we near the end of the episode, Larry’s sand timer of luck begins to run dry, and this advantage soon shoots him in the foot…