But we also appear to be experiencing a perfect storm of sorts, with more prominent older actresses and journalists now happy to put their face to the taboo issue of older sexuality, and a backlash against media companies who are prejudiced against these stories.
It was only last year that Julia Louis-Dreyfus, 56, Patricia Arquette, 49, and Tina Fey, 47, signed up to appear in Last F***able Day.
It follows numerous recent articles examining the experiences — and cultural significance — of older women, including from Australia's Jane Caro and journalists from the New York Times.
But while commentators say pop culture's embracing of stories about older women is a positive development for a generation that has been habitually ignored by mainstream media, many women on the dating scene say the stories hitting our screens and bookstores don't quite capture how messy it can be to pursue a romantic relationship when you're in your late forties and up.
Ms Daggett and the matchmaking company ended up settling out of court.
Not nearly as fazed by these "dates from hell" was Melbourne-based columnist Helen Razer, who knows firsthand how perplexing — and amusing — dating as an older woman can be.
many of them had two [marriages], so they'd lost everything twice [in divorce]," says Carole Lethbridge, a 73-year-old woman living in the Blue Mountains.But according to Helen Razer, the reason these sorts of stories are appearing more frequently on our screens and in our books is profit.Executives have realised older women "are among the society's biggest spenders", she said.Professor Imelda Whelehan, an expert on ageing and popular culture at the Australian National University, thinks the trend has resulted in part from the realisation, on behalf of media gatekeepers, that older viewers want to see their experiences reflected back at them."When I go to my local indie cinema here in Canberra, I'm one of the younger ones," said Professor Whelehan, who is 57.But is the current spotlight on older women here to stay?