It was not long after I settled in Boston that I started to explore the scene. Being young, but inexperienced, I finally felt that leaving my home country was giving me more freedom, and lower taxes! Being an expatriate has its advantages and disadvantages. For me the disadvantages were far less important then the disadvantages. America was and still is the land of opportunities. During the week, I was very busy conducting business. Weekends were my time, and I wasted no time. Being computer literate, I placed an ad on the Yahoo boards for men. For several weeks, I received nothing but weird messages from guys who were not sincere. I got discouraged with the process, but was convinced this was the way to meet a nice guy to date.
It took several weeks for getting a number of responses that were worthwhile pursuing. My ad was quite clear. Being at the ripe age of 26, I was looking for an older gentleman, well built, erotic, and confident to give me what I needed and desired. For months, I had been fantasizing about nice gentlemen who would take charge and seduce me to go with him and enjoy sensual male sex. I have known for years that I was bisexual but was never in a position to exercise that desire. It was time....
His name was Brian, he presented himself as good looking gentleman, 49, well situated and looking for a nice guy to share quality time. We emailed back and forth for a while, and when that was done we exchanged pictures. It appeared he was a real Boston blue blood. The moment I brought his picture up on my screen I knew that I wanted to get close to him. He Emailed me that my picture was raising his temperature a couple of degrees. We decided to meet for a drink, at a classy downtown hotel. We exchanged the dress code and the signs.
The night of the meeting I was quite nervous. Before I went to the hotel, we had a meeting at 8PM; I had to take a couple of drinks for relaxation. I decided to drop by at Jacques, a favorite gay bar downtown. Transvestites and Crossdressers are the terrain. Nice guys who look like incredible women. A gorgeous blond, who stroked my crotch and gave me a sloppy kiss, almost seduced me. I left fifteen minutes before the rendezvous.
Sitting at the bar of the hotel, I waited for my mystery guest. Savoring my Martini, I smelled a nice male perfume, and at the same time, a classy gentleman sat on the barstool next to me. I instantly recognized him from the pictures we exchanged. My cock twitched in my pants. Not only for the nice perfume, but also for the nice masculine and classy appearance of my date. We shook hands and introduced ourselves. It was very relaxed from the beginning.
We ordered Martinis and started to talk about our backgrounds. Very quickly my date switched the discussion to politics and we were chatting up a storm. After an hour or so, my date suggested we take a walk along the Boston waterfront. Being quite buzzed from the Martinis, I thought that was an excellent idea.
We walked for a while talking about the history of Boston, when he gently put his hand on my lower back. I felt so warm all of a sudden that I wanted to kiss him. Knowing the sensitivity, of the situation I inhibited my sexual desire for later. He asked me if I wanted to come up to his apartment in the Bay Towers. It took me a second to acknowledge this wonderful idea.
Having reached the building in minutes, we entered the elevator. While we were going up he stood behind me, and slightly pushed his pelvis in my bum. The sensation of his rock hard cock in my crack was transmitted in milliseconds to my brain where it produced a warm and erotic sensation in my crotch. While I was enjoying the warmth of his organ against my butt, he slowly breathed behind my ear and licked my earlobe. At that moment, I knew that this was going to be an experience of a lifetime. When we were reached his floor he had his powerful hands on my sleeks hips. I was horny as hell, and was dripping pre-cum in my Calvin's.
His apartment was cozy and stylish. He told me to relax, and asked me if I had other plans for tonight. I told him immediately that I had no plans at all, and that I had reserved the entire night for him. While he was opening a bottle of Burgundy, I stared out of the window enjoying the view of Logan Airport at night. He made me feel totally at ease. When he came out of the kitchen, he handed me a nice glass of wine. While looking dazed at his beautiful features, He cupped his hand behind my head, and deeply French kissed me. His tongue was sweet, and I sucked gently, and explored his sexy full lips. I was so horny that I put my glass down, cupped his full buns in my hands, and kissed him like there was no tomorrow.
Apparently, he had a massive boner, feeling like a rock through his classy pants. While we were sipping the nice wine, we stared out of the window. He stroked my bubble butt lightly as we talked. We put our glasses down and kissed intimately. While I was massaging his cock through his pants, he hoarsely whispered: let's get comfortable...........
We went to the bedroom. His voice, more demanding now, told me to undress. Having lost all inhibition, I undressed. My cock was dripping clear pre-cum on his nice rugs. He approached and told me to put one foot on the bed, which I did. He stood naked in front of me and quickly wet a finger in his mouth and shoved it deep in to my anus. He started massaging my prostrate vigorously, and I started to loose more fluids. It felt wonderful.... He kept kissing, massaging and using the pre-cum to lubricate my hole. While massaging my butt, he oozed fluids from his massive rock hard tool, and I sensed the smell of his wet cock in the air.
After he took his finger out. He pushed me down on my knees. I slowly trailed down licking his abdomen. His cock was huge, 9" easy and uncut. Slowly I probed the wet head of this monster. A few licks were enough to drive me nuts, the smell and the odor! He was one of these guys whose pre-cum was as sweet as sugar, and triggered lust in my brain. I slowly took the cock in my mouth; his foreskin was still covering his plum. I wriggled my tongue between the foreskin and his nice cock. It tasted salty-sweet but delicious. Pre-cum collected in the area of exploration and I sucked it all in. His organ expanded quickly and the flaring head of his huge cock was exposed to the world like it was a new world wonder. It was exactly I had been longing for a long time.
A full 9 inches of raw man meat. I explored his corona with my tongue, slurping his pre-cum, as if it was Maple Syrup. He told me to keep his cock on my tongue. My swirling tongue triggered more release of tasty pre-cum. I swallowed hard and drove the monster to the back of my throat until I had my nose firmly buried in his pubic hair. It smelled lightly of soap. Starting long and slow push and pulls over his thick member, I had to control my gag reflex. He told me to slow for a minute, but it was too late. He started whaling, I am cohhhhmnnn...............
I felt it coming slowly, but when it released, it was the sweetest jet of cum I has ever tasted. He blasted and blasted for nearly a minute while I was trying to keep it all in. Cum leaked out of the corners of my mouth, but as soon as he was done he raised my head and kissed me for minutes. Savoring his come from my sweet mouth. We cuddled and he started exploring my cock. Now I want to taste you he said forcefully. It took him a minute to open my floodgates and he devoured every drop. I passed out in his arms. When I woke up we shared breakfast and lingered for hours in bed sharing the most intimate sex tow males can share. That was the most intimate and fulfilling gay experience of my entire life.