Alessandro, Chapter 2

Alessandro
When we got to the apartment, the vibe was a little awkward. We were both silent as we stood in front of each other. Our clothes were still wet and Alessandro’s shirt was pretty much see-through. Yet I did not look down from his eyes and he stared right back at me.
“D’you… Do you want me to hang your clothes up somewhere so… so they can dry?”

Alessandro didn’t answer but continued to look at me. Suddenly he moved to unbutton his shirt. Not rushed. Calmly. This time I did look down to finally witness the reveal of his gorgeous muscular body. His broad chest shone, moist from the rain. Compared to me his chest was only slightly hairy. His abs were beautifully sculpted and had a dark, thin treasure trail starting halfway. He threw the shirt back over his shoulders and needed some time peeling the sleeves down his thick arms. Once he had dropped the shirt on the floor, I noticed several tattoos on his right arm.

I looked back up to his face. His expression was flirty, provocative even. After only a short pause he unbuttoned his trousers and he pushed them past his thick thighs onto the floor. He wore a pair of white briefs by Emporio Armani, making him look immaculate. The bulge was pronounced, showing his arousal. Bending one leg, he took off a shoe, a sock and the pant leg. He then did the same with the other leg.

I continued to stand still and watch him. He then walked over to me and started unbuttoning my shirt. I was hard as a rock and I felt a drip of precum being released in my own underwear. After taking my shirt off, his hand went through my chest hair. He caressed my neck and cheek before he continued and undid my trousers. My thick 8 inch cock was pressed against my thigh, its outline very clear in my black boxerbriefs. He gave my cock a short squeeze before he went down to his knees to take off my shoes, socks and slacks.

Once he finished he put his lips against my underwear and kissed my cock through the fabric. He then licked it, moistening the black pair of trunks. I was in ecstasy as my head jerked back in pleasure. I groaned. I felt his hands go into my waistband by my hips as the underwear was being pulled down. My cock made no subtle entrance as it swayed back and forth right in front of him. I heard him whisper a soft “Woah…” and saw him lick his lips before his tongue was on my shaft, licking it up and down. He then put my cock in his mouth.

It was the blowjob of a lifetime. I had regular hook-ups back in New York, but this was definitely something else. Alessandro’s blowjob was wet, deep and slow. His big brown eyes looked up at me as I just moaned in approval. He reached up with his right hand to let his hand ruffle through the forest of my chest hair as he continued to suck me off. He played with my left nipple shortly before slowly letting his hand glide down my abs.

I couldn’t stop myself as I started bucking my hips, inadvertently fucking his face. Alessandro allowed it to happen, even though he choked on my dick very quickly and pulled back. He looked at me with an expression of complete desire. Honestly it saved me from shooting my load 1 minute into the blowjob. He caught his breath for a second and then cupped my balls and played with them as he started licking my shaft again. He then licked and sucked on my balls, which made me gasp. A drop of sweat fell down the side of my head.

When Alessandro started sucking my cock again, I knew I wasn’t going to last long. I looked down at him and I noticed his eyes were fixating on my dick. I let my hand go through his hair and he looked right at me again. The visual of his handsome face is what did it.

“I’m… I’m going to…”

Alessandro wasn’t showing any sign of slowing down and very quickly I closed my eyes as I felt my cum shoot into his hot mouth. My moans were loud and guttural. When I opened my eyes again, I felt a little light-headed. I had orgasmed within 2 minutes. I stabilized myself with the table next to me. I looked down at Alessandro, who had eagerly gobbled up my entire load. He licked his lips and looked up at me. He said nothing.

He got up, towering over me again with his 6’2’’. He looked down at the floor. I noticed his cock now also stretched out over his hip, hard as a rock with a wet spot at the tip.
“Please…”, he started. “Please say nothing to Mahmood, yes?”
“O-Of course”, I replied, confused.

Alessandro turned around and I watched his ass encased by the white briefs walk back to his clothes. Still wet, he started to put them back on.
“You can stay a little longer”, I tried.
“No, is OK. Go home for change of clothes”, he answered as he buttoned his slacks, not looking at me.

Even though I had just gotten an amazing blowjob, I couldn’t help but feel rejected.
“I… I can suck you off?”, I offered.
Alessandro was buttoning up his shirt, but he looked up at me. He smiled.
“Mahmood get angry with me. I can’t.”
He took his shoes and socks off the floor and walked toward me.
“I want, but I can’t”, he said as he caressed my cheek, sending chills down my back. “I’m sorry”, he added, before he walked out barefoot.

The door closed behind him and I had to process everything that had just happened.

About two hours later, the apartment buzzer went. I may have dozed off for a while after all. I was dressed in a different shirt and pants and I was relaxing on the sofa, watching some Italian TV. I had been thinking back to his blowjob and his subsequent reaction the entire time. I got up and picked up the intercom.
“Is Alessandro. Are you ready for dinner?”
“Yep, I’ll be right down!”
I put on my suit jacket, straightened my tie in the mirror and headed out.

In the elevator I let out a deep sigh. I wasn’t sure what tonight was going to be like and I could only hope I hadn’t complicated things too much.

When I walked outside and saw Alessandro waiting for me in a tight, dark green shirt with black tie and black slacks, my mouth shortly fell open. He looked magnificent. He looked up from his phone and saw me. I walked towards him and he walked around to open the car door for me.
“Thank you”, I said.
I wanted to hug him before I sat down, but I didn’t. Alessandro walked around to get in the driver’s seat and drove me to the restaurant.

During the drive, he did bring up what happened.
“Sorry if I was little strange… before.”
I looked at him in silence. He looked at the road.
“I try to be professional yes?”
“OK.”
“I’m sorry”, he said again.
“I’m sorry too”, I replied, even though I wasn’t sure why.

There was a minute of silence as Alessandro drove and I looked out the window.
“So is it just Mahmood I’m meeting tonight?”
“Yes. Mahmood want to welcome you to Milano personally. Tomorrow you meet everyone.”
“Sounds good”, I said, looking at him and smiling. He didn’t look back.

“Thanks so much for taking me out to see Milan today. It’s a beautiful city.”
He finally smiled.
“It is. And you are welcome.”
We listened to Italian radio for the rest of the drive.

Alessandro parked in a very regular street. I didn’t wait for Alessandro to open the door for me and he pointed out the glass door that said Il Luego di Aimo e Nadia. Immediately when we went in, I noticed it was a very fancy restaurant. Alessandro said Mahmood’s name to the maĆ®tre d’ and we were seated at a nice table in the back. It was just us at first, prolonging the awkwardness.

I ordered a glass of red wine, Alessandro ordered a sparkling water.
“Have you had dinner here before?”, I asked.
Alessandro nodded.
“I can not afford myself, but sometimes we eat here for business.”
I smiled.
“Yes, it’s a fancy place, isn’t it?”
“Yes, but very good.”

Mahmood walked in about five minutes late. He wore very flashy clothes and had an earring in one ear. His North African heritage was apparent, yet he totally fit into the Italian stereotype when it came to body type: short and slender. His tight shirt looked fitted for his narrow waist. A golden necklace around his neck completed the look. He came across more typically feminine, but I tried not to assume.

“Mr Ben Sealy! A very warm welcome to Milano!”
We shook hands.
“Very nice to meet you”, I said.
“Despite the circumstances for Mr Yu, I am also very happy to meet you.”

We sat down. Mahmood ordered red wine as well. He started talking about how the communication with Mr Yu and Barney’s had gone so far. I think he was trying to get me up to speed, even though I knew the status of negotiations exactly. Everything was pretty much agreed on. I was just here to see the latest collection in full, check out materials, working conditions for the Giulia’s employees, and I could put down my signature. Of course I was told to inform Daniel every step of the way.

I noticed Mahmood was very expressive when he spoke; he talked with his hands a lot. Another Italian stereotype that Alessandro didn’t seem to fit into.

Mahmood then asked me about how my first day in Milano had been. I told him I convinced Alessandro to show me around.
“I know! He called to ask me”, Mahmood said, “I told him to do everything to make you feel at home.”
I giggled and looked at Alessandro who started coughing and looked away.
“He took me to see the cathedral and the Galleria. And we had some great pizza!”
I kept up the charade. I was aware of how badly Alessandro wanted to keep what happened between us.

The rest of the dinner went well. Alessandro was reasonably quiet, but Mahmood made up for it, being very talkative and asking me lots of questions. Alessandro only piped in when I spoke about Barney’s and New York, asking more questions. The food was absolutely delicious.

When we said our goodbyes, Mahmood gave me a hug.
“See you tomorrow”, he said.
I thought it was quite intimate for a business relationship, but not only was this the fashion business, we were also in Europe. I noticed Alessandro and Mahmood had a short exchange in Italian, after which Mahmood casually slapped Alessandro on the ass. Alessandro didn’t even flinch, hugged Mahmood with a kiss on the cheek and left. It was possible this was a cultural difference between Italy and the US. It was also possible Alessandro didn’t want to keep our intimacy hidden from Mahmood because he was afraid to be fired, but because they were romantically involved with each other.

During the car ride home, I decided not to mention it to Alessandro. We had a chattier drive back, with him asking me lots more questions about living in New York and what it was like as a city. Though I feared I wouldn’t get a hug, let alone a kiss on the cheek once he dropped me off. When he parked, he surprised me by putting a hand on my knee.
“Thank you.”
I smiled.
“Don’t worry about it.”
He squeezed my leg. With his other hand, he brushed his fingers against my cheek as we held eye contact.

“Go”, he whispered.
“Bye. See you tomorrow”, I whispered back.

That night in bed I thought about the possibility of Alessandro and Mahmood being a couple. Soon enough though I thought back to the steaming hot blowjob I had gotten. It had really rocked my world. I really wished I could continue to fool around with Alessandro and do more, but I knew I couldn’t fuck up this business trip either.

The next day Alessandro picked me up for the first full day. He looked absolutely fantastic in a blue and white striped shirt and khaki trousers. I may have been slightly nervous for the meetings as I talked a lot about what was in store for today as he drove me to the Giulia’s office.

When we got there, Alessandro walked ahead of me into the building. His ass in motion in the lightly-colored pants gave me instant wood and made me think back to him in the white briefs. I could only pray my cock wasn’t leaking so it wouldn’t leave a noticeable spot. Inside, he walked to the reception desk and presumably explained to her in Italian who I was. He leaned forward on the desk so I got a nice profile of his ass. It almost seemed like he was doing it on purpose. I got a name badge that already had my name printed on it. Alessandro put it on me and slapped me on the shoulder.
“You look good. Will be OK.”
He must have noticed I was nervous. I smiled. He was helping my nerves, but stiffening my boner. He walked me to the elevator and I felt like everything suddenly became real.

That morning I met Giulia Bellucci for the first meeting, Mahmood was also there. Everything went fine once I got past my nerves. Giulia was an elderly lady who seemed very with it. She didn’t speak English, but Mahmood translated for her. She just wanted me to know she was very honored by my visit to Milan and that she was very happy with the possibility of a deal being made. I explained to her what Barney’s was and how we decided Giulia’s would be a good fit for our department stores across the United States.

Alessandro was in charge of getting us coffee and making sure everything was set up for the next part of the day, so he was in and out of the conference room. I checked out his ass when he left the room each time. The first meeting lasted longer than necessary, but Alessandro came and picked us up for the second part, which was a presentation of Giulia’s fall line.

Although samples had been sent over, the fall line was now completed and I was given a private fashion show of men’s formalwear. I met Giulia’s co-designers Stefano, Eleonora and Daniele, who talked me through each of the pieces as models walked in on a stage. I focused on colors, color combinations and fits of all of the products. I felt like I was finally doing what I thought I would be doing in this job. I felt taken seriously and I acted accordingly.

After the fashion show I was taken to a room where each of the products that Daniel had decided to order for Barney’s was displayed on a mannequin. Each shirt, suit jacket and trouser had a tag with the exact fabric makeup. I was able to touch all of the products. Also they had laid out all of the ties. Giulia, flanked by Stefano and Daniele followed me around as I looked around the room and touched everything. I asked questions about durability, elasticity and eco-friendliness.

We went back to the conference room, which was more filled up this time, as it was Mahmood, Giulia and all of her designers, Alessandro, and the attorney for the company, Francesca. I was shown the contract and was promised no alterations had been made to the contract that had been sent to and approved by the attorneys back at Barney’s. I would make sure to go over it if it was indeed unchanged.

It was then my turn to compliment Giulia and all of the designers on the men’s fall line. Like the first meeting that morning, everything ran a little long due to chatting and general niceties. It was possible it was the Italian way, but I kind of enjoyed it.

Mahmood and Giulia took me out for an extensive lunch. Alessandro was the only one allowed to join from all of the people that were in the meetings. Everybody except Alessandro drank wine and lunch lasted about two hours.

Then I was taken to see the original Giulia’s store in the center of Milan. It was a small shop, completely stuffed with clothing, mainly women’s dresses, formal and casual. Giulia proudly showed me around as she held my hand, even though I couldn’t understand what she was saying. I saw a large black and white photo of her in front of this very store on the wall, dated April 1961. She was so young still, but just as short and skinny as she was now. Her hair had gotten a little grayer but there was no denying it was her. Next to it was a framed sketch of a design for a dress, from what I understood her very first. It was very impressive to see all of this.

I was then taken to a more modern location for Giulia’s, slightly outside of the center. I saw a large women’s section, which was very crowded with women picking out summer dresses. The men’s section wasn’t as crowded, but looking at the large collection, I definitely spotted some of the shirts and slacks I had seen Alessandro wear these past days.

In the late afternoon, Giulia and Mahmood said goodbye to me, each with a firm hug. Alessandro drove me back to the apartment. I knew there was enough food in my fridge so I could make myself dinner, but I really didn’t want that. I also didn’t dare ask Alessandro to stay over or go out to eat with me.

When he parked the car in front of the pharmacy by the apartment building, he surprised me by getting out of the car. I also got out. I saw him walking over to me. He smiled. I smiled back. He gave me a hug.
“Congratulations”, he said as I felt his warm breath against my cheek and ear. His cologne smelled wonderful. “You did good job today.”
I hugged him back tightly.
“Thanks.”
He then let go.
“See you tomorrow?”, he asked.
I nodded.
“Sure.”

Once I got back to the apartment, I informed Daniel about everything that had gone on today. He seemed impressed with how I handled myself, surprised even. In the evening, I walked around Milan by myself. I thought about how the day had gone, how this trip might change my career for the better, but mainly about Alessandro and the Italian blowjob that had left such an impression.




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