Alessandro, Chapter 1

Alessandro
I was walking back from lunch with my friend Adele in the West Village in New York. Adele and I had met when I had first moved to NYC from Minneapolis and we worked in the same clothing store 9 years ago. We had both grown into very successful careers in fashion. Adele was employed as a designer for a successful brand. I had now been working in the corporate office for Barney’s for a few years. To this day she was my best friend in New York and I was so happy we managed to keep our friendship going even though we were both very busy people.

It was a Saturday afternoon, slightly cloudy but a pleasant 69 degrees (21 Celsius). I liked walking through the city whenever the weather lent itself to it. Suddenly I felt my phone buzz in my pocket. I took it out and read a text from my boss.

‘Call me ASAP. Emergency.’

To get a text from my boss on a Saturday was always odd, but especially this weekend. He was on a skiing trip in Vail, Colorado, he would head straight through to Italy for a series of meetings next week.

“Hey! Watch where you’re going!”
“Oh, I’m so sorry.”

I wasn’t paying attention and in true New York City style, was loudly told off for almost walking into someone. My Minnesota politeness immediately shone through when apologizing.

I had felt so amazing when I got the job at Barney’s three years ago. I was only thirty at the time and I thought I was going to make decisions on what brands we would carry. My job title, Men’s Fashion Buyer, implied as much. In practice, the job was more like I was a personal assistant to the Senior Buyer. So even though the job paid well and I knew I had a good chance of eventually getting more responsibilities, it had now been three years of the same thing. I was 33 and I felt I was ready for something new.

I dialed the number for my boss, Mr Daniel Yu. He picked up immediately.
“Ben! I am so glad you could call me so soon. We have a bit of a situation here.”
“Aren’t you on holiday?”
“I am, yes. Though yesterday I had a bit of a mishap on the slopes. I appear to have broken a leg.”
“Oh, my gosh! I am so sorry to hear that!”
“Not the worst part. It will heal. But I was going to go to Milan to sign that deal with Giulia’s, remember?”

Of course I remembered. I planned the entire trip and handled all conversation with the representatives for Giulia’s.

“Yes, I remember”, I said, trying not to let my annoyance sound too apparent.
“I need you to go for me.”
I stopped walking.

“Hey!” Someone behind me told me off again for standing in their way. I was in shock. I was flying to Italy in… tomorrow! I had never left the country before.
“Ben? Ben? Are you still there?”

Daniel insisted on preparing me completely over the phone, even though I had the entire itinerary, the planning of every meeting and all of the important names in my e-mail. I allowed him to tell me everything I already knew, just because I was so happy. The rest of the day I made sure to change the airline tickets to my name and to e-mail everyone involved that it was not going to be Mr Daniel Yu who was going to show up, but me, Mr Ben Sealy.

On Sunday evening, I put on my work clothes, which today was a blue shirt and a black suit. I decided on no tie for the long flight. I looked in the mirror and smiled. I had stopped by the barber so my short brown hair and beard were looking good. My blue eyes always stood out and were likely my best feature. The suit fit my body well after years of working out. I sighed. It was time to prove to Daniel that I could handle all of this responsibility.

I felt fancy as the cab arrived at my door to take me to JFK Airport. The driver put my suitcase in the back. As the city rushed by me, I was dreaming of a future where this would be normal life. I was on a first class Emirates flight that left JFK at 10.20 PM. When I landed 8 hours later, it was Monday, 12.15 PM in Milan Malpensa Airport. The comfortable seat had made sure I had actually slept really well and didn’t notice a jetlag.

I took off my suit jacket as I waited for my suitcase and headed into Arrivals. I had arranged for a representative of Giulia’s to pick Daniel up, but now it would be me. I was impressed that it was actually my name on the card once I found it. Literally a second later, I was impressed with the man holding said card.

His dark hair, dark eyes, and meticulously kept scruff on his tan skin gave him something mysterious. The grey suit with a blue tie against a white shirt made him look professional. His 6’2’’ muscular frame made him come across intimidating. He seemed to be about my age, or maybe slightly older.

I swallowed to clear my throat and walked up to him.
“I’m Ben Sealy”, I said, extending my hand.
He turned to me and shook my hand, looking me right in the eye. He didn’t smile. I felt my heart starting to beat faster. This man towered over me by half a foot and I realized I was incredibly attracted to him.
“Alex. I am your driver for your stay in Milano.”
His accent inadvertently reminded of Supermario, which I knew was highly inappropriate.
“Alex? That doesn’t sound very Italian.”
He looked away for a second and then looked back.
“Alessandro Trentino. Is better?”
I smiled.
“Much better.”

He turned and walked ahead of me to the parking garage and I couldn’t help but notice how tightly his grey slacks formed around his muscular thighs. I had preferred to keep walking behind him but realized that was rude. I tried to get a better look at his ass as he paid for the parking. The suit jacket covered most of his rear end, but just by the stretch of the material in his slacks, you could tell there was a lot to be seen. When he bent forward to put my suitcase in the back of the car, I saw the lower half of his glutes and felt my cock thicken immediately at the curve I spotted oh so shortly. When he closed the back door, he turned to look at me.
“You can go sit, is OK.”

Alessandro drove out of the parking garage.
“Airport is little far away from city. Almost hour drive. Is OK?”
“Oh absolutely. Is it a nice drive?”
He shrugged.
“Is OK.”
That was the third “Is OK” in only a minute.

During the drive, Alessandro asked me how Mr Yu was doing. I told him that Daniel was fine, mainly annoyed that his work schedule had changed. Knowing him, he was still working on a laptop in a hospital bed right now.
“Sound like every boss”, Alessandro said.
I asked him what his job was at Giulia’s and he said he was an assistant. When he described what it was like, it made me think of my own job. He was hired only 6 months ago by the CEO.
“Is that Mohammed Awad?”
“Mahmood Awad, yes”, Alessandro replied. “Is very nice boss.”

He wanted to know about New York and what it was like working at Barney’s. With his low voice, his neutral expression and his intimidating presence, it surprised me how nice a conversation we had. I, in turn, wanted to know who Giulia was, the woman the clothing brand was named after.
“Giulia is old lady. She very nice. Work hard. She start one shop in Milano in 1961. She is now 83. She… design clothes for long time. Famous in Italy, also for designing bags.”
“That’s so cool!”
“She still design now. With men’s fashion she get help, but she refuse to stop. Mahmood really want her clothes in rest of world.”
“That’s amazing! Will I get to meet her?”
“Of course.”

There was a short silence, after which Alessandro said, “I’m very sorry if English is bad. I try.”
“You’re doing great”, I reassured him.
It was odd to spot an insecurity on him.

After a while the highway brought us into the suburbs of Milan, which was mainly modern apartment buildings. Once we got into the city, I was really enjoying looking out at it. The buildings had more of a classic feel than before. Once we got to the center I realized how vibrant a city it was. With about 65 degrees (18 Celsius) it was similar weather as at home. People were dressed in shorts and T-shirts, even though it was only mid-April. I also noticed that Alessandro must be really tall for an Italian.

The closer we got to the apartment that Giulia’s had initially booked for Daniel, the smaller the streets became, really showing how the city was centuries old. The mopeds, fast and flexible, weaved their way through traffic like they owned the place. When we passed what looked like a very old church on a very old square, I asked “What’s that?”
“Chiesa di Santo Selpocro”, he answered in his beautiful language.
“It’s beautiful.”
“Originally is built in 11th century.”
I was in awe, even though we had already passed the building.

One more turn and Alessandro parked the car.
“We are here”, he said.
I looked around and saw a small square. There was one restaurant with tables outside. On our right was a large pharmacy. Alessandro had gotten out of the car as I suddenly heard his door close. I also stepped out.
“Is Piazza Santa Maria Beltrade”, he said as he nodded toward the square and took my suitcase out of the back of the car.

He rolled my suitcase to the left side of the pharmacy and opened the door with a key. In a small elevator, where I could smell Alessandro’s cologne, we went to the 6th floor. He showed me around the studio apartment, which wasn’t large, but quite luxuriously decorated and comfortable. From the view I could tell the apartment was right above the pharmacy as it looked out over the piazza. Alessandro had already got me some food and had put it in the fridge, which I thought was a nice touch.

“So is now 2 o’clock”, Alessandro said as he handed me the keys. “Is dinner with Mahmood tonight at 7. So now you can have a sleep. I come pick you up?”
“Oh, I don’t feel like sleeping”, I said, “just a shower and I’m good!”
I thought of something and decided to go for it.
“Let me take you to lunch. Your favorite restaurant in Milan. My treat.”
For the first time I could see a smile start to form on his face. He quickly looked down at his watch.
“And after you can show me around the city?”

Alessandro scratched the side of his head, contemplating.
“You take shower, I make call, yes?”
I smiled.
“Is that a yes?”
“Yes”, he said, already looking down while dialing a number into his phone.

The shower was very welcome after the flight and the drive. As the warm water fell on my body, I wondered if I’d made a strange move. He might be needed in the office. All I knew was I’d rather not be left by myself to wonder around in a strange city for hours. Then again, I didn’t really know what a day with Alessandro would look like and if I was going to be able to loosen him up.

I stepped out of the shower, feeling clean and warm. I found a towel and dried myself off. I wrapped it around myself and walked back to the living room, where I found Alessandro talking on the phone in Italian. He had taken his suit jacket off and draped it over a chair. The curve of his ass in his slacks was now in full view for me and it was one of those juicy muscle-asses that was testing the material of his trousers. His body was out of this world.

He turned around and spotted me. We looked each other in the eye and I felt chemistry. He broke eye contact to look down and I realized I was only wearing a towel. I knew I had nothing to be ashamed of, and actually it was quite hot to notice how Alessandro looked at my hairy chest and the abs that I had been working on so hard. I knew I was getting hard again and didn’t want it to show. I decided to walk to my suitcase by the bed to find myself some clothes.

Suddenly Alessandro ended his phone call.
“Is OK”, he said.
I looked up and saw he was now sitting on the sofa which faced away from the bed, looking at his phone again, maybe purposely not looking my way so I could change.
“That’s great!”, I replied, putting my underwear on, “where would you like to go?”
“I know. Is surprise.”
I smiled. It sounded like he was enjoying this.

I had decided on the white and blue checkered shirt and the dark blue slacks that I felt sexiest in. I didn’t have an ass as nice as Alessandro, but they clung to my body and showed it off. I hung the suit jacket over the chair next to where Alessandro’s jacket was. I decided I could pick it up before dinner, but the weather was nice and the atmosphere informal enough to go without.

“I am ready to go”, I announced.
Alessandro turned around and looked me up and down.
“Good.”
There was almost a smile, but not really.

We took the elevator down and again we had to stand close to each other. Our shoulders touched and I felt the electricity in the air. I noticed that he either forgot his suit jacket in the apartment or he had also decided to leave it. He walked outside ahead of me and I saw his butt in motion. The seat of his slacks was working overtime as each cheek moved. Now I was quickly getting a hard on. I tried not to look.

Alessandro took a right.
“So, where are we going?”
“I take you to Duomo di Milano. Is cathedral, really close. Tourists love it.”
“OK, cool.”
“I pick restaurant just behind.”

At the end of the square Alessandro took a left onto Via Torino. It was an interesting street, the buildings were very classic but they had modern-looking stores inside. I spotted brands like Foot Locker, Victoria’s Secret and Zara. The narrow road managed to fit trams in both directions. By the end of the road, I immediately spotted the massive cathedral to my right. It looked massive and very impressive.

We crossed the street and walked into the square, which was very impressive all around. I took quite a number of photos. Alessandro also took a photo and offered to take a photo of me in front of the cathedral, which I thought was really nice. We walked across the square to the other side.
“I am taking you to 19th century shopping mall”, he said.
We left the square below a beautifully constructed, classic arch into an indoor hallway with shops and cafés on each side. The roof was glass, letting in natural light. I was in awe and continued to take pictures.

The restaurant Alessandro had picked out was inside the shopping mall.
“Is only place in the center that make good pizza”, he explained.
The restaurant was called Galleria, referring to the mall, which was called Galleria Vittorio Emanuele II, named after Italy’s first king.

Alessandro was right, the pizza was delicious and so different from the pizza in New York. He suggested to share a bottle of red wine. It definitely helped him open up. He said he was surprised at my age when he first met me. Also, he disclosed that before this he had been a security guard and a personal trainer.
“I can tell by your body that you used to be a personal trainer”, I said, a comment probably helped along by the wine.
“You also have nice body”, he replied.
That made me smile, and he smiled right back at me, but quickly looked down at his food.

So once we left the restaurant, I was feeling a little buzzed, but happy. Alessandro seemed less affected. On the other end of the mall, there was a monument for Leonardo da Vinci.
“You want gelato for dessert?”, Alessandro asked after we had looked at the statue for a while.
“Do I ever?”
“Is that yes?”
“Yes.”
“OK.”

Unfortunately, on the way to the gelato place, the sky slowly got darker and once we reached it, rain was pouring down.
“I must say, I’m no longer really in the mood for ice cream”, I said.
Alessandro’s white shirt soaked really quickly, exposing his buff chest and his nipples. He looked at me like he didn’t know what to do next.
“Let’s go back to the apartment”, I suggested.

Alessandro and I started walking, but it only started raining harder so we started to run. He took me into a few side streets and within 2 minutes I was surprised to see the pharmacy and we got into the apartment building. We were both drenched. As we stood in the elevator I could see his entire upper body right through his shirt. I noticed he was looking at how my shirt clung to my body as well. We had eye contact. I could feel the chemistry radiating off of our bodies in the narrow elevator.

I went in for the kiss. Part of me was expecting him to stop me but he didn’t. He participated enthusiastically. It was a very sensual kiss as moans came from both of us and our hands explored the other’s body.
“Scusi”, I heard.
We stopped and turned. An old lady with a walking stick wanted to enter the elevator. We had already reached the sixth floor.




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