We all know that having an affair is wrong. There, now that we’ve got that out of the way, let’s talk about one of the best affair fantasies out there. The female boss. You’ve had that one hot female boss, go ahead- just admit it. Or maybe you haven’t had that boss, but have fantasized about having one like her once or twice. She is gorgeous of course, otherwise you wouldn’t be having the thoughts you are having about her. But it isn’t just her looks. There is also the money, of course, and the whole taboo aspect of the thought of having an affair with the boss is just too good to not think about.
Now, let’s take that to the next step. Think about having a boss that is super hot, and super rich, and not only that, but is also the CEO of a very successful company. Now would that make you think about having an affair? How could you say no?
Well, fantasize no more. TheRichest has tracked down the top 14 beautiful CEOs out there. Now all you have to do is get a job at her company, charm her, and start the affair. What are you waiting for? So without further ado, here is our list of 14 Beautiful CEOs You Wish You Could Sleep With.
14. Katia Beauchamp – Birchbox
Katia and her former partner started a business called Birchbox, which is an online beauty supply company. Katia went to Harvard, is a total knockout, and her business is cranking. All of which means you are going to have to bring your A game if you want to have an affair with this particular CEO. Those eyes, that hair, those lips…well I guess she does run a makeup and beauty company; let me know what she looks like in the morning.
13. Sophia Amoruso – Nasty Gal
Sophia was the CEO of Nasty Gal, which is a clothing and accessories company. It was named as one of the fastest growing companies by Inc. Magazine in 2012. She also is the author of the book #Girlboss. Sophia spent much of her time dumpster-diving and stealing when she was younger, so even though she is totally hot and wealthy, circumstantial evidence leads one to believe she may have a total lack of morals – which is always a good thing when you are looking to find a hot CEO to have an affair with.
12. Tyra Banks – Bankable Enterprises
Ah Tyra. We all know her. She is not only a famous model and TV show host, she is also the CEO of Bankable Enterprises, which handles shows and produces talent in the fashion industry. Tyra is still hot as can be, even at 42 years old, there is no doubt about that, and we get the feeling that she may be prone to lapses in judgment. Although maybe that is just wishful thinking on our part…
11. Claire Chambers – Journelle Lingerie
Claire Chambers is the 32-year-old CEO of Journelle Lingerie. Before that she worked as a management consultant. She is a looker without a doubt, and is one of the hotter CEOs on this list. She started her business in 2007, so we know that she is incredibly hard working. Her drive, ambition, looks and intelligence make her one that might be a bad bet for a workplace affair, and we doubt you will have any luck getting a job at her lingerie company anyway.
10. Alexa Von Tobel – LearnVest.com
Alexa is another CEO that is the entire package: good looks, brains and a whole lot of money and power. She is the CEO of LearnVest, which is a personal finance website. Like most of these women, Alexa has a rather conservative vibe, which in reality would probably mean that a workplace affair is out of the question, but we are dealing with fantasy here, so the whole rich, hot, conservative boss vibe just adds to the whole thing. She also is an author of the book Financially Fearless.
9. Kerry Knee – Flirty Girl Fitness
Kerry is one of the CEOs of Flirty Girl Fitness. The other CEO is her sister who is also rather hot. Hey, what about having an affair with two sisters at once? Alright, this is too much to think about, even for me. She started the business because she was interested in taking pole dancing classes, but could not find any available, so she started her own business teaching ladies how to exercise and be flirty girls at the same time. This one could be on the very top of the “I want to have an affair with a CEO” fantasy list.
8. Julie Smolyansky – Lifeway Foods
Julie was originally from Russia, but moved here when she was one. Her father was the CEO of Lifeway food until his death, when she took over at age 27. This made her the youngest CEO of a publicly-traded company at the time. Lifeway had around $98 million in earnings in 2014. Julie is gorgeous and ridiculously rich but like the rest on this list seems pretty smart, which doesn’t bode well for affair fantasies. Who knows, though? You could always get lucky… Stranger things have happened.
7. Jesse Draper – Valley Girl Incorporated
Jesse plays up the Valley Girl thing as much as she can, both on television on The Valley Girl Show and as the CEO for Valley Girl Incorporated. Jesse is a hottie, there is no doubt about that, and she also is obviously a hard worker. Although she is a valley girl in name, the show really focuses on all sorts of the big shots in tech that work out of Silicon Valley. We want to think she is ripe for a workplace affair, but something tells us no.
6. Victoria Ransom – Wildfire
Victoria is a New Zealand native who has a Master’s degree from Harvard. She is the CEO of Wildfire, which is a travel and adventure company. She built it up to the point that she had 400 employees before selling it to Google for $450 million. Victoria is married and has a kid. She kind of has that free spirit sort of vibe that might cause her to slip up and have an affair. Not too likely though.
5. Dylan Lauren – Dylan’s Candy Bar
Dylan went to Duke, and is the CEO of Dylan’s Candy Bar, which is the world’s largest candy store and is based on Willy Wonka. Her Dad is Ralph Lauren. She has branches of her store in Orlando, New York and Houston. She also has a killer body. Now, we have to say a woman with a candy store is someone we think might be kind of immature. But is she immature enough to have an affair? Sure, why not?
4. Tory Burch – Tory Burch LLC
Tory is gorgeous and is chairman of her own company that bears her name. In 2013, Forbes listed her as the 73rd most powerful woman in the world. She is a world famous fashion designer, and although she is well into her 40s, she still looks totally hot. Although at first she doesn’t seem to be a workplace affair candidate, she has been divorced twice and dated Lance Armstrong, so obviously she doesn’t have the best ability to make decisions when it comes to men. Anyone that has been divorced multiple times and dated Lance Armstrong just might have done the deed in a closet at work once or twice.
3. Jennifer Hyman – Rent the Runway
Jennifer is another Harvard grad on the list; her business is called Rent the Runway, which allows women without a ton of cash to rent high-end dresses and return them for a fraction of what they would have cost if purchased. There is not much to see about her personal life, and while she is quite good looking she has a cultured sort of vibe. So while one never knows, we are going to think she is probably not a good bet. Too bad though, as she is totally hot.
2. Marissa Mayer – Yahoo
Marissa Mayer is the CEO of Yahoo, and is worth around $300 million. She is also ridiculously hot, which makes it sad that she is married with three kids and seems to be kind of conservative when it comes to her personal life. Come on Marissa! Live a little! Have an affair for crying out loud! What’s the matter, don’t you want to risk everything? I tell you, sometimes people are just so nice they disgust me.
1. Hilary Rowland – NewFaces.com
Hilary is totally gorgeous and the CEO of a few different enterprises that she started. She got things going at the age of fifteen-years-old. So she is hot, brilliant, rich and was a teen prodigy. Sadly, one other thing that she happens to be is married. So while she is number one on the list of CEOs that you might want to have an affair with, like most of these women, it probably isn’t going to happen, which is why you will end up hitting on the cashier at Wendy’s, later, instead. Good luck with that by the way.