What Mistakes Young Men Make When Dating Rich Cougars

Dating Rich Cougars

When dating a cougar there are very few mistakes that you can make.  They want you to be yourself and understand that you won’t be necessarily as knowledgeable or experienced as them.  If you want to date a rich cougar you should know the common mistakes that are made when rich cougar dating so that you can avoid them.

Don’t Be Embarrassed To Be With Her

Society in the past has tended to look down on younger men dating rich women but times are changing and more and more things are becoming acceptable.  Don’t ever act like you are embarrassed to be with her.  Acting embarrassed is a great way to end up upsetting her and being single.  Be proud to be with her.

Trying To Act Older Than You Are

Cougars have already been through life.  They have dated people their own ages and didn’t like it.  They are looking for someone young and vibrant.  If you try to act older than you are you are actually ruining the experience for her.  Act your age, be random, be energetic, and do fun things.

Let Her Pay

She isn’t after your money.  You are rich cougar dating after all.  Don’t get offended when she tries to pay for meals or activities.  If you try to be macho and let your ego come into play she might get upset.  She expects to pay because she is established in life and makes more money.  There is nothing wrong with a woman paying.

Be Open

There are going to be differences in your lifestyles.  Rich older women come from a different part of the life cycle.  Don’t be surprised if she likes things done differently or does things differently than you.  Be open minded and don’t try to correct her on her lifestyle choices.  You never know, you might learn something cool by dating rich women who have different lifestyles.

She Isn’t A Prize

While it may be cool to tell your bros about her, don’t treat a rich woman like a prize.  She wants to be treasured but at the same time feel like a person.  Show her that you care about her for who she is.  Be her champion, not a champion over her.

Ask Advice, Don’t Whine

She knows that there are going to be problems in your life.  Instead of whining about them, ask her for her advice.  She will be more than happy to pass on some of her knowledge.  Whining to rich women will only result in them thinking you are not worth their time.

It’s Not All About You

She may want to know stuff about you and even ask you questions but don’t be confused, it isn’t all about you.  A cougar wants you to ask her questions too.  She wants the time to tell you about herself, just like any woman would want, or man for that matter too.  No one likes it when one person is the focus of all of the attention.

Don’t Talk About Age

The last thing any woman wants to talk about is their age.  If you want to date a rich cougar, never talk about her age.  If she seems concerned about the relationship you can comfort her but do so without talking about her age.  Just assure her that she is what you are looking for.  Age is one of the easiest ways to offend a woman.

Don’t Give Up

A cougar won’t play your average game when you are in a relationship with them but that doesn’t mean that they will be easy.  You need to treat a cougar just like you would any woman, with respect and patience.  Woo her and stick with it.  A relationship might not develop on the first date and you might not have sex on the first date but there is always time for a second date.  You are still young after all!

Now that you know the mistakes made when dating rich women and older women you will be better equipped to find the right cougar for you.  The best thing that you can do when rich cougar dating is treat her like she matters and listen to everything she says.  Listening to any woman you date, whether you date a rich cougar or someone your own age, is critical.


What Do We Learn from Jennifer Lopez’s Cougar Dating?

The life of Jennifer Lopez can be summed up as true rags to riches story. A talented singer, good actor and naturally good looking, she can be described as a woman of substance. But in this journey she has also been engaged with different men with the likes of Ben Affleck being one of the many in her long list of lovers. She has also been married to Marc Anthony, the enigmatic singer of ‘Let it Rain’. She has had it all and if you are Jennifer Lopez then it is but natural that you will also have something special and different in your life and therefore enters Casper Smart.

Jennifer Lopez cougar dating

Casper Smart is the new lover of Jennifer and has been so for some time now. There are two things that you need to know about Casper Smart and that is, firstly he is a backup dancer at the live performances of Jennifer Lopez and two he is younger than her. It is safe to say that Casper knows how to date a cougar firsthand. People were shocked and many perplexed when they got to know that the ‘Jenny from the Block’ singer was dating a backup singer. It is a phenomenon that is seen a lot in singers.

Apparently, female singers have a tendency to fall for their backup dancers. One of the examples that come to mind is that of Arianna Grande who was allegedly spotted kissing one of the backup dancers. Another huge celebrity whose name is worth mentioning in this long list of female artists falling for their backup dancer is that of Britney Spears. She went as far as marrying the guy and spending a considerable amount time with him but eventually it all broke apart. So we can say that Jennifer was not really alone in dating their backup dancers.

Another famous celebrity known for her cougar dating life is Madonna. Some have gone as far as saying that Jennifer Lopez has just followed the footsteps of this great singer. Jennifer first met Casper in one of her shows and was smitten by him and the rest is history. But it must be said that the whole dating business couldn’t have been easy for Casper. Not only did he have to date a celebrity like Jennifer Lopez whose stature is more than enough to overshadow his but she is older and wiser than him.

Casper can be described as the yin to Jenny’s yang. They both have a fire in them and want to lead an exciting life, so in a way they are almost perfect for each other. But let’s face it; it’s not an easy job to date a rich cougar, especially when she is Jennifer Lopez. The first thing that will be a hindrance to the lovebird is privacy. Jennifer is always surrounded by paparazzi and therefore anyone in her proximity will also be within their periphery and more so if they know that he is dating J.LO. But somehow they have made it through till now without having a major problem with the paparazzi. Casper has somehow managed to be alright with the focus falling on him, courtesy being the celebrity boyfriend.

Moreover, dating a rich cougar like Jennifer would also have given him the title of a gold digger, which he has taken care of good as well. He is unfazed by what people have been talking about him. Knowing how to date a cougar is an art and Casper has mastered it up until now. He has been a gentleman to Jennifer and has not any signs of being a money hungry backup dancer that people thought of him. Plus he has also been truly loyal to jenny which has also won her heart. One thing that any cougar wants from her lover is loyalty and when that is showered on her she is on cloud nine, so that is another tick in the box for Casper Smart.

It seems that the 18 year age gap has not really hurt the couple at all. It was recently surfaced that Casper had accompanied Jennifer and her twins for Morocco and before that, Hawaii. It seems that Casper knows what to do. For any woman whether she is a cougar or not, her children are the world and Jenny is no different, so it was imperative that Casper had to win over the kids. And he did, which tells Jennifer that Casper is actually serious about being in the relationship and that is an assurance that a cougar needs. So there is another lesson from the Casper Smart Handbooks as to how to date a cougar.

What has really worked for Casper Smart is the fact that he is a clean guy; at least he is as far as his habits are concerned. He is known as someone who doesn’t drink or party hard and is known to be a devout Christian. Although being a free spirit, he is known to be soft spoken and up to certain limit shy when asked about his alleged relation with Jennifer Lopez. This is something that will always work with a cougar as it tells her that her boy doesn’t want to flaunt the relation. It also means that he is not in the relation to have his fifteen minutes of fame for being with her. So, this round also goes to Casper.

We must say that Casper has done his homework on dating a rich cougar and has been really smart about his relationship with Jennifer. No one thought that this cougar relationship would ever last or was even a serious one. But the pictures on the various websites are more than enough evidence that it is. What is more promising for this celebrity cougar couple or CCC is that the family of Casper has also welcomed Jenny into their life. In one interview Roy, Casper’s father also welcomed Jenny into their home. All we can say is that the sun is smiling for this Cougar.

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The Fun Part of Dating Rich Cougars

The trend of men dating rich cougars has attained maximum popularity.

The boys nowadays seem to be way more interested in

women older to them than younger women or women of the same age.

Of course it has its reasons. If you notice closely,

you’ll realize, the women of today’s world

seem to have found the ultimate secret of carrying themselves well even

after hitting their forties or sometimes even above.

There is no wonder that the guys of the present generation

find them exceedingly appealing and increasingly attractive.

The appeal of these women seems to treble as they grow older.

This secret is something that only they have discovered and only they can carry.

All that guys can do is marvel at their beauty and enjoy it to its fullest extent.


Dating a cougar has it pros and cons of which the pros greatly outnumber the cons.

The best part of dating a cougar is that you can be free of all obligations.

The keyword here is maturity.

Cougars are mature people who are looking for some fun time with compatible men.

This can be a wonderful opportunity for men that have issues with commitments.

Unlike other women cougars don’t demand commitment,

all they want is a healthy and positive relationship and

the best part is that they are extremely responsible people

who know how to take good care of the men in their lives.

What’s more? Cougars are generally extremely rich.


Dating a cougar may turn out to be one of the most interesting and

exciting experience one will ever be able to encounter.

Everybody wants a relationship with minimum drama and maximum positive.

Well, turns out dating cougars can give you exactly that.

The biggest advantage of dating an older woman is that it is extremely pocket friendly.

When dating a cougar,

you do not need to spend loads and loads of your cash to satisfy her

and then deal with the pain of rejection. No, that is not how it is.

The roles here are actually reversed.

Cougars have a habit of taking care of every small requirement of the man in their lives.

So if you are interested in cougars,

you better not laze around watching them in internet videos

and get out there to actually meet these cougars.

Rest assured there are a number of cougars dying to meet you out there.

All you need to do is find them.

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