The Ultimate Milf Dating Guide

This post was written by admin on March 4, 2018
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I have to let you in a little secret. Dating milfs is vastly different than dating women your own age. If you’re a 20 something looking for a 40+ woman to rock your world, you need to understand a few things. Get pen and pad and take some notes. You’ll need to go over this again.

Before you Approach a Cougar

Before you approach any woman, let alone a milf you need to understand some things. If you want to attract a woman you have to be dateable, which mean you have to be “together” as a man. You have to know where milfs go, how to dress and have some money to take them out. You have to have a decent place. Even if you live in a one-bedroom it has to be maintained. Who you are on the outside is the only thing a lot of these women will ever see, so make sure what they see is good. If women see someone that’s out of shape and out of style with a dirty place and filthy car then who are you kidding. You won’t attract anyone, let alone a sexy milf. 

Go Where the Milfs Go

Nice Resturants

Look for restaurants with a nice bar. These are sometimes the best places to get a nice glass of wine and good conversation. cougars typically don’t like loud bars. They want to have a real conversation and establish a connection. You should too. 

The Gym

MIlfs are very conscious of how they look. They work out a lot and maintain a great diet. In those later years, diet and exercise are extremely important. So you probably won’t find your next cougar at Burger King. This makes the gym a great place to approach, but you have to time it right. I recommend approaching after the workout when they are at the front desk or outside. I wouldn’t make a habit of interrupting her when she’s mid-workout.

High-End Department Stores

Many milfs are looking for furnishings for their new apartments or freshening up their wardrobes. While you’re looking to upgrade your wardrobe you should stop up by the home furnishings sections and see if there are any prospects. 

Dress The Part

You might want to rethink the way you dress if all your clothes come from skater shops and thrift stores. Milfs look for men with a sense of style, that doesn’t turn people off. If your Milf is a divorcee, then she’s looking for someone better than what she had. Think something more like this…

Finances

You might be looking for a ‘sugar momma,’ but not having your finances in order will be your downfall with older women. These women are looking for love like women in their twenties. They’ve already had that. Many of them are divorced now, and just want to have some fun. They want to be taken out. They want someone to show them a wild time and take them out of their routine. You don’t have to have Zuckerberg money to get a cougar, but you do have to be secure.

On The Approach

Now, that we’ve discussed the basics before you actually talk to a cougar, we have to go over the approach.

Not Your First Rodeo

Two bulls stood at the top of a hill looking down at a field of cows. The young bull said to the older bull “let’s run down there and try to fuck one of those cows.” The old bull laughed, and said with a smile on his face, “let’s walk down there and fuck them all.” This is the attitude you need. You have to act like this isn’t your first rodeo. You have to let these women know you belong.

No Beelining

When you’re young, you see a pretty girl and you get nervous. When you’re in your twenties, you see a pretty girl and you go right up to her and spout out some foolish one-liner. This is called beelining, and this is not what you want to do. You want to be the guy that casually but confidently approaches a woman. Think about it. If you go right up to a woman and she knows that’s what you did, you’ll come off desperate and that indicates to her something is wrong with you. When you’re casual, smiling, and confident, approach your milf and say “Hi, I’m {enter first name}. What’s your name?” This will come off much better than the beelining twenty-something. You don’t have to have much to say after that, except what a normal conversation would be. The cool part is you can talk about anything as long as you’re confident. 

Have Fun First

If you’re having a good time, it shows that you’re confident and a good person to hang out with. You will naturally attract women to your social circle if you look like the kind of person that is fun to be around. Don’t take this as permission to get blackout drunk, because you think that’s fun. That’s not attractive at all. Good clean fun is the way to be.

Take Control, and Use Your Head

Disclaimer: You might find this part to be confusing, but with practice, you’ll get it. Women want to be taken for adventures when their dating. They want you to take control. You have to keep this in mind and at the same time listen to what she says and does. You have to use your head and try to understand what she’s thinking. In most cases, she’s trying to find out if she feels comfortable with you. Does she feel protected? Does she feel smothered? Does she feel relaxed being with you? Do you arouse her? 

You shouldn’t be thinking about all this while it happens because you’ll come off mechanical and unoriginal. Eventually you’ll cause her to feel the right emotions naturally, but for now, you should keep these in the back of your mind. The title of the section is your key to success: take control, and use your head. 

2nd Dates and Beyond

Good 2nd Dates

Is it really necessary to plan everything and have a strategy for your relationships with women? No. Each woman is different, and that means every date should be different.  Creativity is the key to keeping a woman on her toes. After you’ve established who you think she is and talked on the phone a bunch of times, you’ll have an idea of what she likes and doesn’t like. Note: you can also social media stalk her if you want more inside information. 

Taking her to the same place or something similar is probably not the best thing. Asking her where she wants to go is also not a good idea. Like we said in previous sections, women want adventure and romance. They want you to take control until they want to take control. 

Using your head, think of a place that she’s said she’s wanted to go and take her there. When you’re dating (or ‘interviewing’ her) you should be taking note of the things she says. Things like her dreams, desires, fantasies, work aspirations, travel destinations, hobbies, are all things you can use to select a destination for your second date. This relationship 101. If the cougar is vegan, you might not want to take her to a barbeque place. Get it?

Additional Tips

Learn About Wine

Most women drink wine, and learning to order based on quality is a huge conversation starter. An easy rule of thumb is if it’s from Napa or Sonoma it’s probably at least decent. You might want to start tasting and find some other brands. Check out this article Wine for Beginners, to learn more about wine in general. 

Do Something Besides Golf

Unless this milf is a huge golfer, which is possible, you should find something that you both like to do besides sex. If you’re thinking of having a relationship with your milf then finding a coed hobby is a must.Try bike riding, tennis, or hiking. 

Summary

Developing a habit of frequenting common cougars hangouts can only improve your chances of meeting one. If you’re dressed well, have your finances in order, and have a good head on your shoulders meeting a good milf shouldn’t be a problem. If you’re struggling with approaching just remember to have fun first and foremost.  Then women will make it obvious that they want to talk to you, our you can check out Datecougarslocal.com to find horny cougars to date. All you have to say is “Hi, I’m {first name}.” Planning your dates is simply understanding who you’re dating. If you pay attention to what she says and does you’ll know what to plan for every date even if you decide to take this relationship further. 

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