Main Street Daddy

This is a true story that happened to me a few years ago. While my job is at an industrial park in the suburbs, our company had a full-day meeting in one of the conference rooms in a major hotel. After the meeting, I left the hotel and started walking down the street to the parking garage where I had left my car. I happened to stop and look into one of the store windows that had a particularly interesting display of vintage leather furniture.

At that time I was in my early forties, clean shaven, six feet tall, one hundred eight pounds and was dressed in a nice suit and tie. I was tired from sitting all day in a boring meeting and while not actively looking for any action, was subconsciously horny and ready for something to happen.

I happened to look to my right and walking my way was a hunky daddy bear wearing a full suit and tie. He was approximately fifty five years old, six foot two inches, two hundred twenty pounds, with a salt and pepper fashionable haircut and medium long, well-trimmed beard. I looked twice at him which may have given him a clue that I was interested.

I continued looking into the shop display and waited for him to pass by. I could hear from his footsteps that he did not walk by and in the reflection of the window, could see him standing behind me. He continued to look into the window and put his right hand in his trouser pocket and started to massage his generous package. I dropped my hand to my cock and started to massage myself through my trouser pants knowing that he could see this in the window reflection as well.

He moved up to stand parallel beside me and asked if I saw anything interesting in the shop display. I replied that I certainly did, and he answered that he did too. He had a sexy husky voice with an accent, and I learned that his name was Gianni and he was in town on business from Italy. He was on his way to a business dinner at a restaurant further down the street and did not have a lot of time.

He casually put his arm around my shoulder and moved closer to me. I took the opportunity to move my hand to his crotch and cop a feel of his large and firm basket. He moaned deeply in a low voice so that no one passing by would hear. He told me he was incredibly horny and wanted to have some fun. We agreed that we should take advantage of the situation immediately as there would be no chance to meet later.

I looked across the street and beside the hotel was a small alley. We agreed to go there and see if there was any discreet place to play. I went ahead into the alley and he followed at a respectable distance. I soon found a little alcove in the hotel building that stopped at a metal fire door, clearly marking that this should be a discreet spot.

Gianni took me in a big embrace, and we started to kiss. His mouth was hot, and our tongues soon confirmed that we both still have our tonsils. I started to lick and suck on his beard and could taste a mixture of tobacco and a man's cologne. Our cocks were straining the fabric of our dress pants and we were coping and grabbing each other roughly all the time sucking on each other's tongues. I reached down and lowered his zipper and surprisingly to me his cock popped out as he was going commando. His uncut cock was about ten inches in length and had a nice girth as well. He was not manscaped, so there was a nice bush at the base of his cock and covering his balls. He unzipped my pants and freed my stiff cock and we continued to kiss and wank each other roughly.

I dropped to my knees and teased and licked the head of his cock and down to his balls. I sucked the foreskin over his large cock head and ran my tongue into the groove between the foreskin and head. He was writhing and moaning with pleasure as I continued to suck his cock deep into my throat. Once planted in my throat, Gianni started to rhythmically pump my throat faster and faster and harder and harder. I pumped my own cock and for a few minutes lost all touch with any reality other than that I had this hot Italian daddy bear cock pumping my throat and the sensation of my own orgasm started to stir in my balls. Gianni's legs began to shake, he faced fucked my head into the brick wall behind me until he exploded into my mouth. His warm and salty seed filled my mouth and at the same time, my own balls rumbled, and my cock shot several ropes of sperm.

Gianni pulled me up, put his mouth on my lips and we shared his copious load in a wet and sloppy sperm kiss. Both of us swallowed the mixture of our saliva and his sperm.

We cleaned up as much as we could, zipped up and arranged our suits to look respectable. Once on the sidewalk outside of the alley, we stopped to say a proper goodbye. I pointed out that there was a large glob of my cum on his shoe. I pulled out a tissue, but he waved my hand away. He flicked the cum onto his index finger, moved it to his mouth and licked his finger clean.

Unfortunately we never had the chance to meet again, but this is one of my favorite quick hookups of all time.