The Millionaire 

Photo: Sofia Capital Ventures

Photo: Sofia Capital Ventures

Laila

Laila Thorpe did not know if the millionaire was actually a millionaire. She just tends to not refer to men by their actual names unless she really likes them. Laila also did not know that she would be hanging out with the millionaire for the past month. She is the type to go where the wind takes her though.

So far, it had just been spontaneous outings once or twice a week. He would text Laila asking if she’s free and she would meet up with him to do things she could never afford to do on her own. Exclusive five-star restaurants and endless bottle service at the hottest clubs were now a regular thing for Laila. She got to run around town on the arm of a good-looking man with no strings attached. A lot of girls say it, but Laila meant it when she said she did not want a boyfriend.

Laila was a personal assistant to a record company executive who promised if she paid her dues as his assistant for two years, he would set her up in the A&R department. Little did she know that it would basically be two years of hazing rituals until she got there. She was a year into the process and a serious relationship was out of the question. The millionaire was the perfect situation.

His start-up company developed apps for Fortune 500 companies who did not have the time or resources to do it themselves. Laila was clueless about the millionaire’s success when she first met him. He was just a handsome stranger she bumped into at a club called Bank

The club, located in Soho, started out as an actual bank in the 1920’s. During the baby boomer era, it was turned into a restaurant. Sometime in the 1980’s, it became an event venue for exclusive weddings and galas. Now it was a club (with one of the highest turn down rates in the city). Continue reading

The Englishman

Photo: Wikipedia

Photo: Wikipedia

Scarlett

Scarlett Woodhouse is what most would describe as old money.  She has crystal blue eyes that look grey in certain lights, raven hair that you cannot get out of a bottle, and the frame of a supermodel. Scarlett went to the finest schools in Manhattan, was formally presented to society at Cotillion, and has a B.F.A. in art history from Yale. Overall, she is breathtakingly beautiful and everything a high society girl should be.

So, it comes as a shock to many that at age 26 Scarlett is an art gallery assistant, making $31K per year, and living in an Upper East Side apartment that her father still completely pays for—along with all of the other “amenities” he supports. She is unmarried with no prospects and the rumor is that her mother had to coerce the gallery owner into hiring her. He has come close to firing Scarlett too many times to count, but always backs down when he remembers her mother’s position and how Mrs. Woodhouse essentially put his gallery on the map.

The truth of matter is that Scarlett barely graduated high school and her parents bought a wing to get her into Yale. The turn around did not come in college. She spent the entire four years partying with her sorority and graduated with the minimum GPA requirement. It goes without saying that her return to the big apple was less than triumphant.

Unfortunately for Scarlett, art history was a popular major her graduating year and the other New York socialites hit the books a little harder at their Ivy League institutions of choice. After two months post graduation of sunbathing at the Soho House pool with what appeared to be no intentions of looking for a job, Mrs. Woodhouse dragged her into Sergio Moretti’s gallery in Soho. She inquired about open positions while gently reminding Sergio of how many pieces from his gallery hangs on the walls of her home as well as her friends’ (at her suggestion). Continue reading

Mr. Handsy

Photo: Mental Floss

Photo: Mental Floss

Aubree

It was a typical Saturday afternoon for Aubree Bennet. She was nursing a slight hangover from her girls night out, binge watching re-runs of Law and Order: SVU on Netflix,  checking her work email to see if her editor sent her notes on her latest article, and Tinder-ing like there was no tomorrow. During her swipe marathon, she came across Tyler.

Tyler, 27

5 miles away

About Tyler

“Be the change you want to see in the world”

Cali transplant living in NYC. Looking for a girl who is interested in hanging by my side as I  instill positive vibes into everyone I meet. I love to travel and do anything that is outdoors.  If you’re down to join me for the ride, shoot me a message 🙂

Tyler has dirty blonde hair, a scruffy yet neat beard, and blue eyes that are piercing even in a photo. Strikingly good looks aside, Tyler may be slightly too bohemian for Aubree’s taste. At least half of his pictures were shirtless, which is always red flag. One was with a surf board, another was next to bike on a hiking trail, and in the last one it looks like he is laying on a hammock that is tied between two palm trees. He is shirtless with purpose, but Tyler knows that putting his six pack on display will not hurt his cause.

In his clothed pictures Tyler is in an orphanage (or school) in sub-Saharan Africa surrounded by smiling children, dressed up in a tailored suit (occasion unclear), and sitting with a co-ed group of friends at a Fourth of July barbecue (deductive reasoning due to their patriotic attire). These pictures might have saved Tyler. He helps impoverished children, looks great in a suit, and has an active social life. If that is not a boy to bring home to mama, Aubree does not know what is.  She swipes right.

Continue reading