How A Middle Aged Handyman Dates Models

When you walk into one of the most lavish restaurants in your city, with a beautiful, 25 year old model on your arm, you’re going to turn some heads.

Every man in the room, (and several women) freeze in place.

Their forks suspended in air, they watch, breathless, as her elegant frame glides through the room.

A gorgeous woman in a mid riff baring blouse, painted on jeans, and 4 inch heels, commands attention.

As the hostess leads you to your table, your model companion’s long legs stride confidently, as if she were still on a catwalk.

Throughout the restaurant, male patrons look her up and down, hungrily.

After appraising her exotic beauty, the onlookers eyes swivel to you, walking behind her with your hand on the small of her back.

Their faces suddenly contort in a quizzical expression:

“How did THAT GUY get HER??”


Average Middle Aged Guy Dates Models

I’m a fit, well dressed, decently attractive, but otherwise unassuming, 39 year old man.

Despite my average appearance and financial status, I regularly walk into public places (and spend plenty of time in private places 😉) with stunning women 15 years younger than me.

In public ,the looks of envy, mixed with curiosity, are a regular part of my daily life.

I’ve come to not just expect, but enjoy the attention.

My primary living comes from being successfully self-employed, with a few other streams of income on the side.

Physically, I lift a few times a week, watch my nutrition carefully, and take pride in my appearance.

I’m very proud to be self-sufficient in my own business, own a home, and sport visible abs, six months shy of my 40th birthday.

However, I’m far from boasting superhero muscles, movie star good looks, or tech start up wealth.

I’m simply a “regular guy” who got FED UP with hours of endless swiping, frustrating conversations that went nowhere, and boring dates with women I was barely attracted to.

I knew there was a solution to my exasperation, so I went looking for it.

I decided to not to rest until I had an alternative to dating apps full of low quality women that I wasn’t even interested in.

Arrangement Dating

As I’ve mentioned in previous posts, (Read “Why I Became A 39 Year Old Sugar Daddy” and “Is Sugar Dating Right For You?”) my shortcut to dating and sleeping with the types of amazing women that I’ve always desired, is through a concept called “sugar” relationships, or arrangements.

In a sugar relationship, men with a little (or a lot of) disposable cash to spare, can directly leverage their financial position to attract women.

Which is all a nice way of saying you use money to enhance your attractiveness to beautiful younger women.

Money, IN ADDITION TO charm, physical characteristics, and social skills, help a sugar daddy stand out from the crowd of other men who are always clamoring for a sexy young woman’s time and attention.

As I explain in the video below, leveraging money, if you have it, is no different than leveraging any other trait in the game of attraction.

When anybody prepares for a romantic interaction with the opposite (or same) sex, they take the time to look their best:

  • shaving

  • getting a haircut,

  • wearing fashionable clothes

  • spraying cologne

  • even buying a nice car, washing and waxing it before a date.

For example, on dating apps, it’s common for tall men to state their height right away.

Tall men know that emphasizing their height gives them an advantage over other men.

Why is using money any different?

Everyone understands that being tall is a massive advantage for men in attracting women.

However, when a tall man gets women, no one puts him down with: “She’s only with you because of your height”.

Height is a result of genetics.

A man’s stature has nothing to do with his character, his ambition, his charisma, or any other aspect of his personality.

On the other hand, a man with money usually earned it himself, through hard work, intelligence, building a career or a business, saving, and investing.

Financial success is more reflective of a man’s value than the fact that his ancestors were tall.

My point is that everyone is always using every advantage they have to attract the best possible mate.

If one of my advantages is that I have the resources to enhance the lifestyle of a smoking hot woman in her mid-20s, why wouldn’t I use it?

You Still Have To Build Attraction

One misconception about arrangement relationships is that money absolves the man from also needing to be:

sexually attractive,

charming,

interesting,

know how to create and build chemistry with women.

Sugar dating is like any other relationship.

The lifestyle of a sugar daddy is elegant, confident, charming, a suave, mature James Bond, not a shy nerd that can’t look women in the eye.

Money and lifestyle are tools to get the woman’s attention.

Personality, charisma, and masculinity are what keep it.

To enjoy your time with the sexy women you can meet through sugar relationships, you STILL have to understand how to make a woman comfortable, build sexual tension, get her to laugh and open up, and confidently lead the interaction to the bedroom.

If anything, it’s MORE CHALLENGING for a man to maintain composure, control his emotions, and stay grounded when dating the gorgeous younger women that he’d previously only been with in his fantasies.

Male Fantasy

Speaking of fantasies, that’s exactly what a good sugar relationship provides: the male fantasy of being desired by a young, highly attractive woman.

On the other hand, regular, or “vanilla” dating is a fantasy for women.

She really believes that a heterosexual man wants to hear her go on and on about her spats with her best friend, her pet cat, reality tv, and her administrative assistant job.

Have you ever noticed that no matter what a woman’s job title is, “Project Coordinator”, “Executive Assistant”, etc, she is almost always just some form of a secretary?

The man does this because allowing a woman to talk about herself makes her feel comfortable and relaxed around him.

As she talks (incessantly), the man listens intently, feigning rapt attention.

This allows her to feel that he cares about her, is interested in her, while allowing him to maintain the air of mystery that arouses a woman’s sexual desire.

A typical date is a fantasy scenario where a busy adult man plans an evening,

then buys dinner and drinks, for the privilege of listening to the life story of a complete stranger-

so that she will sleep with him.

If a sugar baby is only pretending to be interested and sexually attracted to a man because she wants money, fine.

It’s an interesting and enjoyable turn of events.

As a man who’s been pretending to listen to women for more than 20 years, it’s nice to be on the receiving end of a fantasy, for a change.

That said, in a good sugar relationship, the woman is attracted to the man on some level.

In my relationships, we go to dinner, drinks, visit high end spas, and four star hotels.

I’ve had women over to make dinner together in my kitchen, then watch documentaries and cuddle on my couch.

We text almost daily: cute greetings, selfies, gifs, and memes.

A sugar relationship requires hours of emotional investment from the sugar baby in, and sex when we see each other.

It wouldn’t financially make sense if she was only in it for money.

That’s what separates a sugar baby from an escort.

High end escorts charge as much for a single hour ($500-600) what I give my sugar girlfriend to spend the entire evening together.

Escorts start at a few hundred dollars per hour. If a sugar baby is only in it for the money, she’s selling herself short.

My sugar dates usually sleep over.

We laugh and cuddle.

She rides my dick, enthusiastically, ALL NIGHT.

She tells me how much she likes it and how good I feel.

When I touch her there, she is wet and aroused.

There are easier ways for a woman to earn several hundred dollars than hanging out with (and fucking) a man she’s not attracted to for hours, several times a month.

By contrast, an escort has sex with men she’s not attracted to, but is she going to:

👉 sleep next to him all night,

👉 go out for breakfast in the morning,

👉 spend hours together THE NEXT DAY?

The women I’ve met in sugaring (seem to) enjoy spending time with me.

If their interest is fake, they deserve Oscar nominations, and some business coaching.

A sugar baby could earn more a lot more money, with less effort, if she simply sold sex outright.

I interact with my sugar girlfriends daily, and see them every other week or so, for months.

In my opinion, money, “sugar”, is enhancing my appeal, not manufacturing desire out of thin air.

I can’t speak for every man in a sugar relationship.

In my case, I believe myself to be an attractive, charming, interesting man.

I’ve written here about how men can be more attractive, charming, and interesting to women.

Read my posts:

“Sex on the Second Date”

“How to Keep Sex Casual When Women Want to Be Serious”

“5 Things I Learned About Game From Dating A Sex Worker”

When I apply the same techniques from my background in seduction to this world, I’m able to create natural chemistry that we both enjoy experiencing.

“Any Man Can Pay A Sugar Baby”

Obviously, this is completely untrue.

Most men can barely afford to pay their OWN bills, not to mention sponsoring the lifestyle of a beautiful young woman, to the tune of thousands of dollars a month.

Other elements of this lifestyle includes planning luxurious dates and dinners, as well as gifts, while making it look effortless.

A man who is able to even consider investing thousands of dollars a month in his social life is already in the upper echelon of men in terms of financial status.

That’s why the more this lifestyle becomes popular, the more controversy it will rile up.

I am a fit, financially successful man that has no interest in dating “age appropriate” women.

As more and more men in my position choose this lifestyle, it will cause havoc on the already limited dating options of older women.

See my post “When Older Women Date Younger Men”

Visiting luxurious resorts and fancy restaurants with a gorgeous young model on your arm is NOT something “any man” can pull off.

Beautiful women are for men with money, whether you put the money in her hand, or not.

In Conclusion

I am currently very happy with my lifestyle of sugar dating.

I have stunning women over at my house a few times a month.

We enjoy nice dinners, drinks, and round after round of hot, sweaty sex.

It’s impossible to imagine going back to swiping chubby, unappealing women on boring vanilla apps after living a fantasy of good vibes, interesting conversation, and pretty, feminine women.

I’ve worked hard in life, and am proud to be enjoying the type of lifestyle I’ve always dreamed of.

Like a lot of things in life, sugar dating is expensive, but it’s worth it.

Get the Truth About Sugar Daddy Dating

You’ve heard gossip and chatter about the exciting new trend of dating beautiful, young Sugar Babies, but how do you separate fact from fiction?

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-Chance