She’s Out of My League
Not Any More Boss
Men, imagine a world where you can date the hottest women on the planet with absolute confidence. No more “Will she or won’t she?” “What should I say?” or “What if she just doesn’t dig me?” No more. . . “She’s Out of My League.”
These banal insecurities are now the sole and exclusive domain of washout guys who have to beg for scraps. In other words, if you’ve got the money then scrap the dating scene and be a Sugar Daddy. Let the illiquid and uninformed frustrate themselves night after night by associating with women who don’t know the lay of the land. You’ve worked hard to get where you are and now is the time for you to enjoy yourself to absolute legal limits.
Sugar Daddies call the shots, in the bedroom and out. Sugar Daddy Dating is the world’s purest example of the Golden Rule; you’ve got the gold so you warp the rules to fit your own self-serving agenda. There are more Sugar Babies who will dance to your beat than you could ever imagine. I mean THOUSANDS of them; and they are all HOT-HOT-HOT.
Women are no fools. They know that the ratio of Sugar Babies to Sugar Daddies is about 20-1, so the ones that are in the game are in it to win it. Picture, if you will, 20 women fighting for your attention and affection like starving lions; pouring on the sultry sex appeal like honey being drenched over a giant bowl of sugar cubes. Nothing could be sweeter.
The best part of the Sugar Daddy Dating scene is that you can pull the plug at any time if the game is not going your way. She’s too tall, next; her hair isn’t quite right, next; talks too much, next-next-next. You are officially out of her league more often than not.
The days of worshipping that blonde hottie from afar because you were pretty damn sure she was dating some hotshot, polo-playing millionaire are OVER. You are that hot shot millionaire now so step up and take your reward, take it with pride and without hesitation.
The competition to hook a Sugar Daddy has become so fierce that many women consider it a career. They’re hitting the gym twice as much as they used to, highlighting a dog-eared copy of the Kama Sutra while getting some radical hair extensions and scheming with every last bit of their female wiles how to win you over and blow your mind in bed.
The traditional dating dynamic has been knocked on its ass by a bad economy and a raging polarization of the haves and have nots. Men, if you’re fortunate enough to be one of the haves then you owe it to all those struggling bastards who came before you to cowboy up and wrangle as many Sugar Babies as is economically possible.
Think of your poor grandfather who came to this country and drank cheap beer while fantasizing over women like Greta Garbo and Veronica Lake (if you don’t know who they are then trust me, they are way hot). The guy never even had a remote shot at hedonistic pleasure.
He worked 60 hours a week, swallowed his pride along with a lot of overcooked chicken, paid the mortgage and sent your old man to college. You owe it to good old Gramps to post a Sugar Daddy personal NOW and drag your fair share of smokin’ tail back to the man cave.
There were tons of women that were out of his league, but this cosmic injustice has been righted. Sugar Daddy Dating is to men (real men anyway) what cheese is to pizza; the two need each other to achieve their full potential.
She’s Out of My League – no way brother. You own the league.
This question is a little tricky since it’s tough to attach any hard science to it. As far as statistical and empirical data is concerned, well, there is none. However, there is one basic rule of thumb that is universal; the more that Sugar Baby is into Sugar Daddy the less likely she is to say anything to her friends to jeopardize the arrangement.
Leslie is an experienced Sugar Baby who hails from Dallas. The men she sees are prominent and her role as a Sugar Baby is never really disclosed. In other words, no one has any idea that the men she sees provide her with financial assistance. She is pretty, unassuming and very discreet. She knows a good thing when she sees it and she prefers long-term arrangements over shorter, more sporadic ones.
“The Dallas dinner crowd is a very tight group for such a big city,” Leslie said. “Everyone knows everybody and gossip spreads like brushfire. I never, under any circumstances, reveal intimate details about my relationships to anyone. My closest girlfriends are even left out. Gossip is a very destructive habit and I don’t think people realize the damage they are doing when they make casual comments about people they don’t really know, especially when it comes to sex.”
Leslie represents the abundantly cautious full-time Sugar Baby. She owns her own home, has a thriving business and makes her own hours. She also has a daughter in private school. All the more reason to keep things very low key.
Kimmy (AKA Princess) is a bit more flamboyant. She’s younger than Leslie, plays it a little more from the hip, and isn’t really interested in long-term arrangements. She rarely sees a Sugar Daddy for longer than four or five months and even then, the encounters are sporadic and spontaneous. She never uses her real name, has a second cell phone for when Daddy calls, and never brings anyone back to her place.
“I talk about sex with my girlfriends all of the time,” Kimmy confided. “I don’t name names or if I do I’ll make one up, but if I am seeing a guy and it turns out that he’s uncircumcised, someone is probably going to hear about it. If everyone else is talking about some guy they’re sleeping with I can’t just sit there and be left out of the conversation. I’m 24-years old, what else are we supposed to talk about?
So far, the theory is intact. Leslie highly values her arrangements and says nothing about sex. Kimmy is less concerned with any particular Sugar Daddy so her sex life is an open book, even though she is cautious and tries not to mention names. It should also be noted that Kimmy does not travel in the same social circles as the Sugar Daddies she sees so there is little, if any, chance of rogue information making it back to an unintended recipient.
Since details about who is having sex with who can create serious blowback, Sugar Daddies may want to set the pace from the jump as far as sexual anonymity is concerned. If Sugar Daddy is seeing a Sugar Baby 20 years his junior, she may not even realize that a few poorly chosen words to a casual acquaintance can escalate into an all out ground war.
The good news is that our theory seems to hold water, so the more Sugar Baby is into Sugar Daddy, the less inclined she’ll be to broadcast his favorite sexual position.
Sugar Babies – Five Basic Flavors and Counting
Picking a Sugar Baby can be like walking into an ice cream store without knowing what you want. You end up standing around eating out of those ridiculous sample cups with the tiny spoon until your tongue goes numb and everything starts to taste the same.
Sugar Babies are all the same and they’re all different (how Zen can you get?). They’re all into Sugar Daddy dating for the same reason, money, but they also have some secondary motivations.
Gentlemen, know your Sugar Babies. You study mutual funds before you invest; you read Consumer Reports before you buy a boat, and every other aspect of your life has been based on making smart, informed decisions. Sugar Daddy dating is no different.
Over the course of the arrangement you may indeed end up spending as much on your Sugar Baby as you did on your last Mercedes, which is fine considering what you get in return. Just make sure you get what you’re paying for without any surprises.
The Full-Time Sugar Baby
This one is plain vanilla. She’s young, very pretty, and simply has no interest in the nine-to-five world. Just because she doesn’t want a job in no way implies she is unmotivated; indeed she is. Her skill is looking great, and she works at it. She knows what to wear, where to get her hair and nails done and is most at home making you happy on a full-time basis.
Keep in mind that the Full-Time Sugar Baby knows EXACTLY what she wants, and she’ll ask for it, ever so politely. As long as you’re paying the freight she’ll be right there by your side. Have two bad fiscal quarters in a row and you’re back to flying solo. She doesn’t take IOU’s.
The Part-Time Sugar Baby
She’s a dabbler and maybe not be as slick as the Full-Time Sugar Baby, but she knows she’s missing out on the good life and is out for her slice of the pie just like anyone else. What she lacks in experience she makes up for in enthusiasm. She’s a little giddy about being a “kept” woman for the first time so her attitude is energetic and contagious.
If she finds her stride she just may wind up being a Full-Time Sugar Baby, but in the meantime she’s just learning the ropes. Be a little flexible with her since she’s new to the Sugar Daddy dating scene and don’t be afraid to give her pointers to help keep things moving in the right direction.
The Tuition Baby
The Tuition Baby is a blast because you get to relive the best parts of the college experience (non-stop sex) without the downside (poverty and studying). The Tuition Baby is just that, she needs a little help getting through undergrad or making it through grad school. Upside, she’s a lot of fun and has a ton of cute girlfriends. Downside, you’re scheduling your time with her around final exams and term papers. All in all though, it’s good while it lasts.
The Career Baby
Career Baby is an up and coming commodity in the universe of Sugar Daddy dating. She’s starting out in business and badly undercapitalized. She needs a few bucks as well as a little advice here and there so the Career Baby actually exemplifies the symbiotic Sugar Daddy dynamic. The proverbial give and take, one hand washing the other, youth meets experience, you scratch my back and…, you get the idea.
Sugar Daddies respect Career Babies because they have someone to talk business with, someone who understands their passion for success and the motivation to be your own boss. If the Sugar Daddy is married to a stay-at-home wife, the Career Baby will satisfy some of his more intangible needs because they are two kindred spirits.
In many cases once she’s on her feet she’ll opt out of the Sugar Baby position but you’ve still got a friend and ally for life. This Sugar Daddy scenario is special because it fosters loyalty.
The Stripper Baby
Every man has fantasized at least once about dating an exotic dancer. However, without the proper funding it’s never going to happen. Enter the Sugar Daddy.
This particular variety of Sugar Baby is potent stuff. If you’re accustomed to dating Full-Time Sugar Babies or Tuition Babies, and you make the jump to Stripper Babies, you’ve just moved up from Chardonnay to Mescal. For some Sugar Daddies, it’s the only way to fly, for others it’s a one-time fantasy that they get to satisfy.
There is absolutely nothing wrong with being a Stripper Baby. These women are strikingly beautiful, seductive, energetic and they know what turns men on. But you still never quite know what’s under the hood and if you think for a minute you’re going to tame the Stripper Baby you’re about to have your bunny boiled (Fatal Attraction, 1987).
In summary, Sugar Babies are a lot like ice cream. They come in a lot of different flavors and all of it is good at one time or another. If you don’t end up being a lifelong fan of pistachio, at least you actually tried it.
Not so long ago if the Dave Mathews Band stopped off for pizza at Ray’s Original in Manhattan the story would have made Page Six before the mozzarella got cold. Now, if the same bunch of guys cured cancer and baldness in the same day we’d never even hear about it.
At the opposite end of the spectrum, if a pancake waitress from Indiana turns out to be some no-name politician’s Sugar Baby, she’s got camera crews surrounding her apartment within minutes and we get to watch the whole story unfold via live feed on Fox News.
The people have spoken.
Men and women alike are OBSESSED with Sugar Babies. We want to know who they are, where they go, what they do and who they do it with. It was only a few short years ago that this type of societal fixation was reserved for people like Bono, Madonna and Kid Rock.
These days who you sleep with will make you famous. Just ask Rachel Uchitel, Jaime Grubbs, Kalika Moquin, Mindy Lawton, Cori Rist, Jamie Jungers, Holly Sampson, and Joslyn James. These women were catapulted to international stardom by being the woman on the side for a golfer – a golfer for Pete’s sake. Back in the good old days (the 1990’s) at least you had to be getting it on with the President’s generate this kind of attention.
Sugar Babies are like TiVo; we just can’t live without them. Even for guys who will never dive into Sugar Daddydom, or women will never become Sugar Babies, they still want to watch and soak in every last steamy detail. Sugar Baby mania is here to stay, and it’s only gaining momentum.
Sugar Babies are our new Rock Stars; we can experience their exploits without waking up with a hangover; we live vicariously through them without having to stay out late, and they satisfy our primal need for drama and excitement without taking up too much of our time. Our Sugar Baby obsession is rich, juicy, delicious and convenient. We can do it from the privacy of our I-Phones or laptops while sipping lattes at Starbucks.
Whether they realize it or not, Sugar Babies turn perfectly normal people into delirious voyeurs. Our attraction to Sugar Babies is undeniable and irresistible. Sugar Babies are beautiful, exciting, and they live the lives that we all want to lead whether we admit it or not.
So what keeps the average woman from taking the plunge and trying out Sugar Daddy dating for the first time? It’s probably the same thing that holds people back from skydiving, opening their own business or getting that tattoo they always wanted; fear of the unknown. Fear is an OK thing, as long as you don’t let it do your thinking for you.
We at WealthSeeksBeauty.com feel compelled to offer one piece of advice to the girl next door, the soccer mom, the unappreciated office temp or the paralegal who has yet to realize her own potential; just stick your toe in the water, you might actually like it.
You don’t have to make a lifelong commitment (just the opposite actually) or go to Sugar Baby school for two years to get a degree. The opportunity to live like a Rock Star is right here, right now. There has never been a better time in the history of the world to be a Sugar Baby than this very moment, and the best is yet to come.
There are three kinds of people in the world; those who live like Rock Stars, those who want to live like Rock Stars, and those who live in denial.
Sugar Daddy Dating – Fact or Friction?
Myths, urban legends and politics all make for great talk at cocktails parties. Just don’t take any of them too seriously.
Sugar Daddy dating has put more women through college than the GI Bill, it’s given retired businessmen a reason to keep going to the gym, and it’s one of the few sectors of the economy that seems to be recession-proof.
But like any great concept there are bound to be naysayers. Some people just don’t get it and instead of keeping an open mind they find it more satisfying to perpetuate negative stereotypes and misinformation.
These are the same people that told us if you threw a penny off of the Empire State Building it would kill someone and that if the woman stayed on top during sex she couldn’t get pregnant.
Here are a few myths and misunderstandings about Sugar Daddy dating that need to be addressed.
Sugar Daddy Dating is Just Veiled Prostitution
This is one is my favorites because it’s the craziest. Comparing the two is like claiming that watching porn is committing adultery.
Sugar Daddy dating is just that, a form of dating. Whether it’s referred to as an arrangement or an affair, Sugar Daddies and Sugar Babies are doing a lot more together than just having sex. Sure there is sex, a lot of it, but there is just as much partying, hanging out, shopping and traveling.
Last time I checked men didn’t take prostitutes on vacation to Aspen, they didn’t make their car payments for them and they certainly didn’t show them off to their friends.
Sugar Babies Are Gold Diggers and Opportunists
This myth was created by actual gold diggers and opportunists. Sugar Babies are generally young women with a strong sense of self-worth who like to party. Unlike their deceptive counterparts, Saccharin Babies, Sugar Babies put their cards on the table when they meet a Sugar Daddy and spell out exactly what they need in order to make the arrangement work.
Inversely, the Saccharin Baby will hide her intentions and string a guy along with a lot of empty promises. She never comes out and says what she is looking for because she lacks the Sugar Baby’s self-confidence.
Sugar Daddies are Dirty Old Men
I never really understood what people meant by this one since they fail to define what constitutes a Dirty Old Man. Sugar Daddies may be older, sure, but dirty, I don’t think so. This myth is the standard jealousy-based smear campaign initiated by people who would outlaw great sex if they could.
If a guy is north of 50, still has a sex drive and the financial means to attract a hot younger woman, he should get a trophy and The Discovery Channel should do a documentary on how he got so lucky.
Sugar Daddies are generally more polished and sophisticated than they were in their 20’s or 30’s because they’ve got EXPERIENCE. They’re also more appreciative of women than younger guys are.
Sugar Daddy Dating is Degrading to Women
If that’s the case than so is Elle Magazine, Victoria’s Secret models and the stiletto heal shoe.
People can’t be degraded unless they are deprived of the ability to make their own decisions. Sugar Babies do their own thinking, call their own shots and CHOOSE the man they want to tool around town with in the drop top Mercedes.
Degrading is having to work a job you despise in order to pay for basic living expenses or staying in a loveless marriage because you can’t afford to move on with your life.
So have at it Sugar Daddies and Sugar Babies, don’t let myths and misconceptions stand in your way of finding the perfect playmate.
Power to the players.
There’s a first time for everything, but letting on that you’re the rookie never helps. Experienced people, especially wealthy men, only want to associate with other experienced people. Confidence is the key, and a little role playing doesn’t hurt either.
EVERYONE acts and postures, especially in business and social situations. People act like they don’t care when they really do, they act like they’re millionaires when they can’t even pay for lunch, and they act as if they don’t have a problem in the world when they’re really knee-deep in crocodiles.
Fake it until you make it. If you come off like a bumbling geek you run the risk of being the little girl in the school yard with pigtails and braces that no one wants to play with.
Know what people are going to say before they say it and you’ll gain a formidable advantage. Give a little thought to the questions that may come up in conversation with your rich Sugar Daddy at the formative stage of the arrangement.
In any given dynamic, people ask the same five to seven questions at the very most. In your case, there are only one or two questions you need to prepare for so as not to be exposed as a novice. For instance. . .
How long have you been a Sugar Baby?
This is a good one because it’s probably the most commonly asked. Go for something whimsical and don’t take the question too seriously.
“My whole life.”
Great answer! It sets the tone for the relationship and lets Sugar Daddy know you’re serious about being taken care of. Also try the reversal;
“How long have you been a Sugar Daddy?”
This is also a dynamite response because it gets Sugar Daddy talking about himself. Men, above all else, love to talk about themselves.
Possibly he may ask. . .
“Do you do this type of thing often?”
No problem, it’s a variation on the same question. Once again, humor works best.
“Not often enough apparently.”
You just knocked it out of the park. Sugar Daddy is riding high because you just stroked his ego and you came off smoother than Mata Hari. You’re officially running the show.
Another great tactic is to take the initiative and jump in before Sugar Daddy starts asking questions.
“So, do you seduce many women or am I special?”
You may initially think you can’t say this without laughing; it’s a line by every definition of the word. However, with just a little bit of practice it’s a lethal opener. You’re grabbing the high ground and simultaneously giving Sugar Daddy the opportunity to compliment you on how special you really are. It’s a loaded question. You already know where the conversation is going.
Take advantage of every situation to shroud yourself in mystery. Be aloof, create the persona you want to be. You’re embarking on a fresh start with a new benefactor so make the most of the opportunity.
When the Good Ship Sugar Daddy leaves the dock and an enviable arrangement has been established, give yourself a pat on the back for being a consummate professional.
Best of all, you’re only a rookie once and you’ll never be that little girl with pigtails and braces again.
The Sugar Baby as the Lifestyle Liaison
Sugar Daddies generally fall into two categories; those who struck it big early on in their careers and now have an abundance of free time, and those who still work around the clock because they are ambition junkies.
Both varieties are well intentioned chaps, but they still may require a little polishing in order to bring out their true potential. It is the implied responsibility of the Sugar Baby to make sure that the Sugar Daddy looks good, smells good and stays up to date with what’s going on in the real world.
You are more than just a Sugar Baby. Think of yourself as a Lifestyle Liaison.
Have all of your Sugar Daddy’s measurements on hand at all times.
Know all of his measurements, from neck size to shoe size. It’s up to you to make sure that Sugar Daddy isn’t still wearing wide lapels and/or velour tracksuits. After all, you’ve got to be seen with this guy so he has to look as good as you do. Impromptu purchases usually yield the best results so make it as easy as possible for you to capitalize on spur-of-the moment wardrobe opportunities.
Find out Daddy’s taste in music and then expand on it.
If Sugar Daddy was raised on Sinatra and Tony Bennet, he may not have heard of Michael Amante or Adriano Celentano. Throw in some diversity as well, stuff from your collection, but try to avoid culture shock unless he’s really open minded.
Turning someone on to good music is a hit and miss scenario, so have some fun with it. Even if you turn Sugar Daddy on to something that’s completely out of his depth, it’s still good for a laugh.
If you can’t bring Sugar Daddy to the cinema. . .
Then bring the cinema to your Sugar Daddy. Believe it or not, there are still men out there who have never seen Basic Instinct or Bound, two of the hottest erotic thrillers of all times. Sugar Daddy has been working for a living so he may be a little out of touch with what’s come out of Hollywood over the past fifteen years.
Grab a half dozen or so closet classics that get your juices flowing and have them on hand for a last-minute movie night. If you bring two movies and he’s bored, you’ve hit a brick wall and the evening is a bust. If you bring six and half of them don’t grab his attention, odds are the other half will.
Food sets the mood.
Sugar Daddy is a creature of habit, so it’s up to you to expose him to new culinary options. Many people have never tried Ethiopian, Korean barbecue or even something as prevalent as Indian.
Figure out what Daddy likes (chicken, fish, veggies, etc.) and then be prepared to either grab some very cool take-out or to order off the menu for him. Men love woman who take the lead in social situations.
Men spend more time on their cars than they do on themselves.
Sugar Daddy has most likely been wearing the same cologne for at least the past ten years just for lack of a better option. Fill his bathroom with a few different colognes, mint facial scrub, organic clay masks, the latest shaving oil from Sephora, an ergonomic back brush, and anything else he probably didn’t even know existed.
Being a Sugar Baby comes with some rather unique responsibilities. But the more you put in, the more you get out.
Everyone is a winner.
Not much has changed since the days when the first caveman dragged a saber tooth tiger pelt back to the lair to attract the favors of Wilma Flintstone. This simple exchange of essentials for affection set the pace for the next ten thousand years; except that now a diamond tennis bracelet gets a man further than a greasy animal hide.
Regardless of whether the Alpha Dog comes bearing animal skins or diamonds, odds are that he is not going to bed alone any time soon. This is why no one ever talks about the Beta Dog.
So why fight ten millennium of biological programming?
Woman are beautiful and amazingly complex individuals, but if given the choice of dating a man with good intentions and dating a man with good intentions and $5,000,000 in the bank, they’re going with the smart-money bet.
Women have one distinct ability that men do not, the ability to create life. Hence, they are more intuitive and even if they don’t have baby-on-the-brain, they are still thinking about the future while men are thinking about the here and now.
Women, regardless of their socioeconomic status, are simply not attracted to slackers. Recent university studies have even concluded that a woman’s degree of sexual satisfaction is directly linked to her partner’s level of financial success. Apparently size does matter.
Which brings us to men.
Men, for the most part, are raised in a football society. They are hard-wired to gain ground at all costs, push through barriers, and believe that the ultimate satisfaction is to be hoisted victoriously upon the shoulders of their peers and showered by the cheers and adulation of the roaring crowd. Even the most mild-mannered intellectual has this message screaming at him incessantly from the base of his brain.
Caveman thinking is what builds skyscrapers, put a man on the moon, and gave us cell phones with Internet access. If that first caveman didn’t risk his life to kill the saber tooth tiger to win over the sought-after cave Hottie, Sugar Daddy dating wouldn’t be the rage that it is today.
The art of the arrangement GUARANTEES that everyone comes away a winner. It’s the perfect storm of negotiated romance; the men with the most get the women with the most to offer. Now, because of the Internet, everyone gets to play.
The best aspect of Caveman Selection is that it only grows stronger as people mature. People don’t mellow with age; they become more focused on what they want. Women become more conscious about their financial needs, men grow more confident from accumulating life experience and everyone is a LOT more direct about sex; their need for it, the quality of it and the frequency they get it.
This is not to say that we’re all just a bunch of horny cave people. Men and women also have intangible intellectual and emotional needs that must be satisfied in order to be truly happy. We all walk a fine line between caveman and Renaissance man.
But when push comes to shove, the caveman bearing gifts is going to win out over the empty handed Neanderthal.

