Dating the Enemy is a 1996 Australian romantic comedy film written and directed by Megan Simpson Huberman, starring Claudia Karvan and Guy Pearce.

One Valentine's Day evening in Sydney, Brett (Guy Pearce) and Tash (Claudia Karvan) meet at a party over a saucy strip version of Trivial Pursuit.

During a Valentine's Day boat trip on a full moon night in Sydney Harbour, an argument ensues and Tash tells him: "I wish you could be me, so you could see how I feel for once.

Both begin to learn about the pressures that society places on men and women, and the physiology of each other's bodies, including the effects of testosterone and estrogen on the system and the menstrual cycle.

The cast includes:[2] Huberman began conceiving Dating the Enemy in the late 1980s, taking a few weeks' leave from a day job production managing and directing Japanese commercials to write the screenplay.

[7] Hosted by Andrew Daddo, the special used clips from the film as a basis to discuss gender, romance and sexuality with a range of celebrities and Seven Network personalities, a panel of experts and random people on the streets of Sydney.

Men interviewed included Nic Testoni and Shane Ammann of Home and Away, comedian George Smilovici, Australian Gladiators cast members Geoff Barker ("Commando") and Tony Forrow ("Predator"), sports commentator Andy Raymond and model Nathan Harvey, plus Dale Lewis and Matthew Nicks of the Sydney Swans.

Among the women interviewed were Julia Morris, Belinda Emmett, Jeniene Mapp Testa of Saturday Disney and Bridget Adams of The Great Outdoors.

[11] The Age agreed that while the body swap premise was hardly original, the strength of the lead performances meant the "bubblegum, fairyfloss" film succeeded.

"[13] Adrian Martin wrote: When I see a film about gender swapping, I mentally make an advance list of topics that I want to see included: Will the man in a woman’s body menstruate?

Will there be certain social experiences of gender raised – like the sexual harassment of women on the streets or in the workplace; or the homo-social rituals of male bonding through sport, drinking and whatnot?