Lily Allen's marriage - and subsequent split in 2024 - from Stranger Things alum David Harbour was the latest development in her dramatic love life. The Grammy Award-nominated singer-songwriter has generated countless headlines for her two marriages - first to Sam Cooper and then to Harbour - as well as for her frank comments about her romantic prospects for the future. "The dating scene is much harder as a 40-year-old woman with two teenage children than it is for a 34-year-old woman," she admitted to Paper Magazine in October 2025. "It's bitterly disappointing.