There has traditionally been a social stigma around older women dating younger men. But times are changing. There are more cougars flaunting their toyboys in public these days than ever before.

MILFs usually fall into two categories. Most are divorcees that are looking to shake off the shackles of a disappointing marriage and have some fun. This category of cougar is often not looking for a long-term relationship but want male company and an opportunity to unleash their sex drive.

The other type of cougar is older women that spent their prime years building a career rather than investing time in a relationship. Established women start looking for a second opportunity to find love and are attracted to younger men.

Cougar Gran

Gaynor Evans, the self-proclaimed Cougar-Gran that appeared on This Morning in June 2020 provided inspiration for millions of divorcees and women over 40 looking for love – or even just to ignite some excitement in their sex life.

Gaynor, almost 60, confessed she is not ashamed of openly being a cougar. She has stepped outside what is conventionally considered acceptable for women of her age – and she is loving life. 

The “Cougar Gran” says she has dated around 2000 toyboys – some of which were younger than her children. 

Her maiden voyage with a younger man was a 23-year old she met at Ascot not long after she had divorced her husband. That fling gave her confidence – and the realisation – there was an opportunity of an entirely new sexual adventure to experience. 

Gaynor told This Morning presenters that she tried dating older men shortly after her divorce, but they mostly want to get into a serious relationship and she didn’t. “Younger men are more fun,” she said. 

Compatibility Matters

Dating younger men is a lifestyle choice. There is nothing wrong in doing so and certainly nothing to be ashamed about. 

Some people may frown upon it, but that’s because the perception of the world has been shaped by societal norms. Let them live in their box. 

Of course, dating younger men does require you to set some boundaries. The popular assumption with age-gap relationships is that the younger partner is money-driven and only interested in the relationship for material gains. 

This could be the case, especially if you are a successful career woman and have the means to shower your young beau with gifts and financially support his pursuits. Don’t offer any of these things to buy his love. 

Another factor that should be discussed is whether your younger man wants to have children. Unless you both want the same things in life, there is no future so make sure you know what you’re getting into. Protect your feelings first. 

Online Dating Websites for Cougars

Lockdown was a difficult time for cougar singles. Traditional dating websites saw a rise in the number of subscribers, yet the majority of older women do not have much success in dating apps

Virtual dating is also becoming the ‘new normal’ for dating websites. But zoom dates do not enable people to relieve stress through sex. Whilst social distancing rules should be taken seriously, there are ways of hooking up with other singles and staying Covid-safe. 

Niche websites like MILF Shagbook specifically cater to older women and younger men. It’s the easiest way for cougars to meet young guys looking for a MILF.