How to Meet and Flirt With Single Older Women

Meet Date Mature Women

Dating older women can be very rewarding. They are usually wise, cultured, and confident, which is a very attractive combination. But you already know this, right?

The tricky part is figuring out how to meet older women. Their lifestyles and schedules mean typical meet-cutes at the club or work might not happen.

In this article, you will learn all you need to know not only about where to meet these ladies but also how to date them successfully.

Where do you meet older single women?

First thing’s first, let us get you your silver-haired goddess. Figuring out where to meet older women is honestly as easy as understanding what they are interested in. For the most part, their age comes with refined tastes. Below is a list of some places you might strike gold, or silver in this case, given the criteria.

Old-school bars

These are bars with more of a disco vibe and a matching playlist. Here, you will find the badass older gals who are still holding on to their youth. The setting makes it easy to approach them and strike up a conversation that could lead to the two of you forming a bond.

Cover band concerts

Meet Mature At Concerts

Cover bands attract two types of women. The old souls in young body types that are into retro music and art and older women who still know how to have fun. The latter usually go there with their partners so if you spot one alone; then you can make your move drama-free.

High-end restaurants and country clubs

If you are a younger man looking for older women, then you will have to develop a taste for the finer things in life. Your future silver bae is probably lounging at some upscale hotel bar right now waiting for you to come jazz up her life. You could go to these locations as a guest or even get a job there if you want to increase your success rate.

Wine festivals

That is by far the most fun and best way to meet older women. These babes are drawn to wine like moths to fire. However, it is not enough to show up, get toasted, and hit on them. If you want to impress them and stand out, then you will have to study up on your wine lingo. No one expects you to be a wine connoisseur overnight, but a little knowledge of the craft will get you a long way with these ladies.

Charity events

This idea works well if you are looking for retirement age levels of older women. A lot of them love to spend their time giving back to charity. Participating actively in multiple organizations will increase your chances of getting your very own seasoned lover.

Niche single’s mixers

If these traditional and unplanned methods aren’t working out, then you should try organized activities like mixers. Some are specially designed to connect age group niche lovers. Here, you will find older women already open to the idea of dating a younger man, which will make your job a lot easier.


Finally, when considering where to meet older ladies, you should have online dating platforms high on your options list. These sites allow you to access a vast pool of interested single women conveniently. Some are niche sites dedicated to connecting older women with younger men, especially if you are looking for an affair. There are many affair dating sites like Ashley Madison out there.

Others allow you to set your priorities to the specific age group you are interested in. Either way, love is a click of a button away. Check out those conversations starters to make the most out of your online dating experience.

How to start flirting with a married woman

Whether you meet older women online or at a food festival, you will still have a lot to do to get and keep her interested. Here are a few tips to ensure that you do not let that beautiful opportunity slip through your hands.

Avoid bringing up your age difference too much

That might end up making her feel uncomfortable, and this is the last thing you want. Instead, show her love and respect as you would any other woman of any different age.

Be ready to learn and to teach

These women have a lot of experience under their belts. So be humble and open to learning from them. It is also essential to have a give and take system where you too teach her what you have learned from your relationships. That way, you both grow together.

Show interests in her hobbies

It cannot always be about high energy dates and making her feel like a young girl again. If you love her, then you should show interest in activities she likes. Go golfing with her. Join her charity. Heck, join the community BINGO league if you have to.

Respect her family boundaries

More often than not, dating an older woman means welcoming family baggage. It could be her kids disapproving of her dating a younger man. Or maybe she has an intrusive ex-partner. Do not get involved if she does not want you to be. It just makes everything messy and takes away from the beauty of the relationship.

Single's Space is a dating blog created by Jenny and it covers topics like love, relationships, online dating, international dating, and more. We know that finding the right man or woman is not easy, so we wanted to create an online space that collects all the tips and advice you should know to succeed in your love life.