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Tips for Younger Men: How to Impress an Older Woman

OK, so you’re a young and attractive younger guy with an eye for the older lady. You might think that the path to romance will be easy, but it’s usually anything but. Your Mrs Robinson won’t simply fall into your arms in eternal gratitude — she will need to be enticed.

Stylish young man ready for a first date
Embrace your inner gentleman and dress with style

How you impress the older woman of your dreams will depend on her preferences, the type of woman she is and her hopes for the future.

In many ways, an older woman is harder to impress than a younger girl. She has lived a longer life, and therefore knows a player when she sees one. She’s probably experience heartache and sorrow several times, so she’ll know exactly what to pursue and what to avoid. Most importantly, she’s probably got a selection of admirers, which means you will have to up your game in terms of your charm offensive.

But the best thing? You can impress the cougar of your dreams by following just a few simple tips.

Be confident

Part of your charm and appeal to an older lady is your raw masculinity. The last thing you want to do is tread with too much caution or come over as shy and inexperienced. Stick your chest out, embrace your youth and be bold. Don’t afraid to be a young buck when choosing your clothes, as this will be part of your appeal.

A real woman usually wants a real man, so you may need to embrace your inner gentleman and dress with style. Most importantly, you need to give your clothes thought. If you look confident, you’ll find it easier to act with confidence.

Pay attention to grooming

Sometimes, it’s not what you wear, but how you wear it. For instance, you might have bought a fantastic suit, but if you haven’t groomed properly, it might as well be a tatty, second-hand ensemble from the local charity shop. Make sure you’re clean shaven or that you’ve trimmed your facial hair. Don’t forget to pay attention to those ear and nose hairs too.

PRO TIP: Don’t try to be something you’re not. If you’ve had a beard all your life, you shouldn’t be shaving it off to impress a woman. She will probably be more impressed if you’re true to yourself.

When it comes to a hairstyle, it’s usually best to stick to something classic. Don’t be afraid to use hair products if they fall into line with your look. Make sure you smell great and that your clothes are pressed and clean.

Smiling young man on a date with an older woman
You don't need to wear your most expensive suit in a coffee shop

Dress for the occasion

Successful MILF dating doesn’t just involve dressing to impress a woman, it about dressing for the occasion too. For instance, you are going to look conceited and just a bit odd when you turn up to a coffee shop looking like James Bond. Equally, jeans and a T-shirt just won’t cut it at an exclusive restaurant. The average older woman has an instinct for what clothes are suited to certain situations, so choose your clothes according to the setting for your dates.

PRO TIP: Ask an older female friend or relative to give you some advice on what you should be wearing for your first dates.

Wear something that complements your body

If you have a beer belly and love handles, wearing a tight T-shirt and skinny jeans is probably not going to impress an older lady. While a classy, elegant woman will be more concerned about the effort you’re making than your shape, it’s probably best not to draw any negative attention to yourself. Experiment with clothes and ensembles that mask the areas of your body you’re most insecure about. Wear a jack to cover love handles, and stick to relatively loose-fitting garments if you’re packing a few extra pounds.

The patterns and textures of your clothing can also play a part in making you feel better about yourself. Experiment with dark colours, light colours, stripes, hoops, checks and anything else you can find. Go shopping for your date outfits, and ask for advice from shop staff wherever possible. The clothes make the man… so make sure you look your very best.

The most important thing to remember when dressing to impress an older woman is to be yourself. Yes, you should life you’ve made an effort, and that you’re wearing something appropriate for the occasion. But if you can express your personality through the clothes you wear, there’s a good chance your first dates will be a complete success.

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Image sources: (1) halayalex | (2) djile | Fotolia.com