Game For The Older Guy: How To Pick Up Women When Your 40+

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The best thing about being a man is that you have about 40 years where if you don’t get married, you can seriously do some damage on the dating scene and hone your pickup skills.

I mean dating all types of women, of all different ages, no matter your age. As the cliched saying goes… “Men are like a fine wine, they just get better with age”.

Now depending on the age of woman you want to date (not the MILF range), there are several things you need to consider.

Today my goal is to give you everything you need to successfully date women of all ages when you’re the better side of 40. Why did I pick that age?

Well, because men hitting 40 who are either divorced with kids or not married at all, feel like they are not getting much older than they ever planned (haha) and dating seems like a young mans game.

Not true.

Let’s assume that you’re single, 40+ and you want to start dating again. This is what I’d suggest:

1. Understand what type of women you want

Obviously given the choice, most men would prefer a 20 something young tight hottie, but in reality… although you CAN still get those girls, they aren’t mentally prepared yet. Yes there are exceptions to that rule and some girls in their 20’s do prefer older guys, but I wouldn’t set your heart on it.

If I were you, I’d aim for 27+. These types of girls are mentally ready for an older guy, because they’ve explored their sexuality a bit more, had one or two boyfriends and are usually in a stable job.

Another thing to consider would ethnicity, do you like white women? Black women? Asian? Latino? European? Each type of woman carries a different level of risk in terms of dating. For example experience has shown me that Eastern European women like older men, because they are stronger and less mature than younger men.

2. Dress for your age

If you’re character is loud, confident and you unique, then chances are you’re going to dress that way. I’m not going to sit here and tell you that you need to dress a certain way to get girls, it’s up to you to follow that advice or not. I’m just giving you advice on what has worked for me and my older students in the past.

  • Don’t wear skinny jeans, only wear fitted/slim jeans
  • Buy 3 or 4 different suit jackets and have them tailored
  • Buy a unique and fairly expensive watch
  • Invest in some decent designer shoes (more than 1 pair!)
  • Get a day scent and evening scent (I like to go for unique smells that aren’t widely available in stores)
  • Groom yourself properly (whiten your teeth, trim your body hair, get in shape and take care of your hygiene)

If you suck at fashion and shopping for clothes, then I highly recommend a personal stylist. Hire one for the day, then they will buy all the clothes you could want for a year and you don’t have to leave the house. Job done.

3. Attack all areas of dating

When it comes to dating at 40, you need to be smart. Personally as I’ve gotten older, I’ve become a bit more lazy… so I want to do less work but still hook up with stunners. It’s working for me and I think it can work for you too.

The way I do this is by utilising all areas of dating. Clubs, bars, online and through social circles.

Clubs can be a little tedious when you’re getting older, so I’d stick to the higher end clubs, not the kiddie ones. Also don’t mess around with going to the bar. Go once in a while and spend on a table, that way you can take advantage of social proof game

Bars need to be swanky looking places. Hotel bars are cool, not the local B&B down the road! I’m talking 5 star hotels that attract all kinds of women.

Online can be through your social accounts like Facebook and can even be through sites like or seeking if you fancy just straight hookups without any strings.

4. Update your Facebook account consistently

Facebook for me has been amazing for continuously providing me with social proof and a stream of women contacting me, liking my posts, images and just helping me look more attractive online. Once you have a solid profile, all you need to do is befriend a hot girl and the rest will take care of itself.

I recommend you update your photos regularly, post interesting things on your wall and untag yourself from anything that may be detrimental to your image online (I.e throwing up on a night out, dancing around like an idiot with 10 lads behind you etc). You want women to look at your profile and say “This guy is hot” not “What an old fool”.

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