As Jillian posed and smiled for the camera, she contemplated her plans for the weekend. As a top fashion model, she was used to tropical locations for her photo shoots, not the middle of Chicago in February. This was a sweet gig though, because it paid well and promised great exposure for her modeling career. So braving the cold was worth it. And despite the cold, there was something alluring about the city of Chicago. That’s why she was thinking about staying to explore the city this weekend.

As she thought about her plans, she was reminded of the downside of being a top model. It can be a very lonely life. You are always traveling from one photo shoot to another, so you rarely get to see your home, and you rarely have the time to get involved in a relationship. Wouldn’t it be nice if you could have a boyfriend just when you needed one, without all of the demands and guilt the rest of the time?

Before Jillian knew it, the photo shoot wrapped up and she booked herself into a hotel for the weekend. She would take advantage of this time and see what Chicago has to offer. But she definitely didn’t want to spend the weekend alone. Maybe she could find someone to show her around. She hopped on her computer and searched for male escorts in Chicago. A few options popped up, and the name of the one at the top of the list caught her eye. Cowboys 4 Angels. Hmmmm, why did she recognize that name? She thought about it, and then she remembered.

They are the guys that star in the Showtime reality series Gigolos. Darn, too bad she’s not in Vegas! As she looked through the site though, she quickly discovered the guys in all the cities they covered were gorgeous. Most of them were models too, so they would understand the business.

The website promised that for discerning ladies looking for a straight male escort, Cowboys 4 Angels is the only place to turn. She clicked on Chicago to see who was available here. Wow! Who should she pick?

There is Kayden, a marketing director who seems to have his finger on the pulse of Chicago.  He was a military man, but now he does marketing for a bunch of the restaurants, bars, and clubs in town. Sounds like he would know all of the best places to go!

Max is a Latino hottie who has lived in Barcelona, Spain and Mexico City. He is described as active, fun, outgoing and humble. Looking at his photos, Jillian felt herself flush as she imagined him whispering Spanish sweet nothings in her ear.

Gabe is a blond haired, blue eyed Greek Adonis originally from Poland. He has been modeling for a number of years in some pretty prestigious fashion shows.  He looks like he could be a lot of fun, and his body is absolutely chiseled!

And last but certainly not least is the Caribbean hunk Enrique from the Dominican Republic. He works as a private fitness specialist, specializing in fitness nutrition, women’s fitness, sports performance training, and weight loss. His passion is traveling and exploring different cultures. Oh, the muscles on this man!

In looking over the choices, Jillian decided on Kayden and placed the call to make her appointment. Now this would be a weekend to remember! She had tonight and tomorrow to enjoy as much of Chicago as possible.

Jillian admired herself in the mirror as she put the finishing touches on her outfit. Even she had to admit she looked pretty hot. She smiled when she heard the knock on the door. Just in time. Now to meet her Mr. Right Now for the weekend.

As she opened the door, her breath actually caught in her throat. Kayden was even more handsome in person than in his pictures. She didn’t think that could be possible. As she gazed into his hazel eyes, she was at a loss for words, something quite rare for her. Kayden’s eyes and teeth sparkled as smiled and greeted her.

“Are you ready to see all that Chicago has to offer, Jillian?”

“Definitely,” she replied. “If the rest of Chicago looks even half as good as you, this will be a great weekend.”

They headed off to dinner. Kayden picked an Italian restaurant called Riccardo Trattoria. They chatted easily about life and modeling as they shared a Prosciutto and melon appetizer. For the main course, Jillian picked the Lobster and Crab Ravioli, while Kayden chose the signature Veal Ossobuco Di Vitello dish. They finished dinner with the House Tiramisu for dessert. They were absolutely stuffed when they finished.

They decided to work off some of dinner by walking around the city a bit. After walking a bit, they came upon a horse and carriage. Kayden asked Jillian if she was ready for an adventure. Never one to shy away from something new, she said, “Of course.” They rode through downtown, having the sights explained to them, as Kayden put his arm around Jillian and she snuggled against him. It seemed like a fairy tale. The ended the night with drinks at Webster’s Wine Bar, where the two snuggled together and talked over glasses of Merlot.

When they arrived back at the hotel, Jillian was absolutely giddy from the fun evening out. In the elevator, she leaned into Kayden and put her head on his shoulder. She felt his breath on her neck and a shiver went down her spine. She wasn’t cold. In fact, she was burning up. As the door closed behind them, the rest of the world faded away.

When Jillian opened her eyes, the morning light was bright outside. She squinted and tried to focus.

“Good morning sleepyhead,” Kayden chided. “Ready for breakfast? You’re going to need your energy today.”

He had coffee and bagels already set out for them. Jillian was famished. After a quick breakfast, they got ready and headed out to further explore the Windy City.

First up, Kayden took them to go ice skating at Millennium Park. Jillian was skeptical at first because she hadn’t skated since she was a little girl. Kayden convinced her it was like riding a bike. Kayden kept a tight hold on her hand while steadying her with his other hand on her back. They glided around the rink, and Jillian barely noticed the cold. Just a slight touch from Kayden was enough to keep the fire burning inside her. She had to admit that the skating was fun and romantic all at the same time.

Kayden insisted that a trip to Chicago wasn’t complete without a taste of the famous Chicago deep dish pizza. So they had lunch at the famous Uno Pizzeria, home of the first authentic Chicago deep dish pizza. Jillian couldn’t believe the gooey goodness in each slice of heaven.

The next stop was a visit to Buckingham Fountain at Grant Park. As one of the largest fountains in the world, it was a dazzling sight to see. Then they visited the Art Institute Museum for a dose of culture for the day. Time flew by as they toured the city, and Jillian couldn’t believe how comfortable it all felt. It truly felt like Kayden was her boyfriend for the weekend, with all of the good and none of the bad.

The grabbed a light bite of Japanese cuisine at Katsu for dinner and then headed to Howl at the Moon, a dueling piano bar, to finish the evening. Jillian had never laughed so much in one day. By the time they headed back to the hotel, it had been a truly full day. They drew the shades on the city to focus on each other as the night drew to a close.

As Jillian flew out in the morning to her next modeling assignment, she secretly hoped she got another gig in Chicago. Those tropical locations couldn’t compare to the heat she had just experienced in the Windy City.