Are you over 50 and keen to get back into dating? We've compiled some top tips for finding love and feeling fantastic in later life. You'd be forgiven for wanting to avoid online dating, but the truth is it's one of the easiest specifically for older women and men looking for a genuine romantic connection. Over the course of several months of online dating, I discovered that the pool of available older women is vast and diverse (as is true of men. Dating Rules Every Single Man Over 50 Needs to Follow. Dating in your 50s is very different to earlier. 5 tips for online dating in your 50s.