After the garage blowjob I'd given Keith, we began an 'on and off affair'. More a case of fuck-buddies using each other and the sex was fun - even experimenting then graduating to anal sex with me as the receiver. Keith was a bit clumsy in the role as a 'top' but I had fallen in love with having penis in my boi-pussy.
It transpired that Keith had gone further with guys - or specifically 'a guy' than what he first admitted. As Keith explained it, he was 'groomed' in his words by an older guy when he was 18 and he had been having a casual affair with this man John for nearly three years.
'John wanted to meet you again,' Keith told me on the way to play some pool.
It was our regular Tuesday night break-out in the offseason - play some stick and hopefully make out afterwards. Keith had introduced me to John the previous night. We had gone to his office near my unit as Keith had urged me to get introduced. I was positive and excited about the meeting as I wanted to broaden my horizons and my fantasies always featured older guys. John was a complete gentleman - well-groomed and dressed, he greeted us warmly after-hours in his business office - after his secretary had gone home.
John was a very successful businessman. He was engaging and charming and wanted to know more about me and what I'd been up to of late. I was a little smitten by him and couldn't keep the smile from my face as I sensed he was flirting with me - all the while I needed to adjust myself as my cock grew. It was a lovely feeling having a guy 'chatting me up' and I suspected trying to pick me up. I welcomed his attention. I did my best to play a little coy and innocent - but not too innocent and I could see John was very interested in me...hopefully sexually. I was also feeling myself being drawn into him and understood how Keith could have been captivated by this man. John was in his forties, a little under six feet I guessed and had a well-built frame. His business shirt hid a big chest and muscular arms. His nice body was complimented by his good-looking face - which was always smiling and showed a nice tan.
That night I lay in bed thinking of John and fantasising being underneath his strong frame...having him covering me in kisses while he made love to me. The event and my fantasy about him led to hot dreams that night and wet boxers as my cock leaked come all night.
So Tuesday night in the car home from playing pool, Keith had told me about John wanting to see me again. He suggested I call him and gave me one of his business cards so I had his number. I asked Keith about his times with him - I had heard some snippets of stories from Keith - he was hesitant to tell me too much and I think he couldn't open about his experience with John. The only words he had spoken about him was when we had been in bed together after having sex. His shyness was world-class and it was only after we had made love and I would cuddle him that he could open-up - but never entirely. He had said that even though he was inexperienced Keith could tell that John was an excellent lover and brought Keith to sexual heights he couldn't imagine. I had a suspicion that Keith was perhaps in love with John and that perhaps John had used his hold over Keith to have him approach me. That night in the car I pressed Keith about the times that he and John had enjoyed. He drove past my apartment and parked at a nearby sports ground and parked.
'Well for a start he has a beautiful body and a large pair of balls - they hang impressively. His penis is dark and always seems to be hard. He's uncut, and his dark foreskin hides a pink head. I can't remember if I told you but John once fucked me - it was my first time. I wasn't very good at it I'm afraid and that was the only time as it did hurt. John was understanding and the sex since was usually me sucking him and jerking him off.'
Listening to Keith and sitting in the car with him was making me incredibly hot and horny. It was Tuesday night after all and we had often parked here to make out. I reached across the seat for Keith's lap and found his cock stiff under his jeans. He jumped as I touched him but then undid his fly and belt and eased his jeans down. I was panting as I touched him and took his hardness in my hand. I moaned as I ran my fingers over his cock head and found slippery pre-come had already leaked from his cock.
'Can I suck you baby' I whispered in my sexiest voice.
His only response was to push himself closer and showed me his hardness standing to attention. I couldn't resist any further and pounced on his cock - not bothering to take my time and usual method of teasing and worshipping his penis. I swallowed his meat to the hilt and felt his cockhead against the back of my throat. With his hands holding the back of my head I slowly gave up my prize and drew back on his penis, sucking hard as I rose my head.
By the time I got my lips back to the rim of his head he exploded his sperm into my mouth. One long hot burst first, then a succession of spurts as he jolted his hips forward and drove himself into my mouth. He must have come in six or seven large ropes of jizz and my mouth was flooded with his hot seed. I swallowed his come hungrily and I kept my face buried in his lap for some minutes savouring the taste of him and letting him gently return to a flaccid state while never letting his cock out of my mouth. Eventually his breathing and I guess heart rate returned to normal and I lifted myself out of his lap. I was incredibly turned on and my dick was straining in my pants. He pulled my head to him and kissed my lips gently while roaming his tongue around my lips and in my mouth.
'Once again you were wonderful' he cooed into my ear and I felt a flush of passion overcome me as he congratulated me on my skills.
'I don't want you to satisfy me tonight darling, I'm keeping my load for another time we're together - and we can come together'.
I kissed him hard and then returned to my side of the car. Keith dropped me off minutes later and while I changed into my bedclothes I'd found that my trunks were wet and sticky with my own pre-come. I drifted off that night with sexy thoughts about Keith...and John. It was an effort to not touch myself and masturbate - but I had other plans for the load I was carrying.
'Hi John, it's Matt here' I exclaimed a little bit eagerly as John answered his direct line. It was just after five on Wednesday night and I thought if I was lucky enough, I would catch him still in his office and maybe looking to meet up that night.
'Matt so good to hear from you. It sounds like Keith passed you my message and phone number?'
'Yes, Keith told me last night that you would like to catch up again?'
'Well Matt I must admit the message actually was that I enjoyed meeting you and I wanted to see you again.' My heart was pounding at the other end of this conversation and his wishes. I felt like a little schoolgirl being chatted up by the dreamy guy in senior school. My groin ached and I could feel my penis hardening for about the tenth time today after thinking about this pending call.
'Oh I enjoyed meeting you too, I said blushingly,' letting my hand drop to my lap and applying a little pressure to my stiffening manhood.
'Um what were you thinking about a catch up? When did you want to meet and, ah, we could get together?' I felt rather boldly saying this but inhibitions were something I'd only heard about at this stage. I dreamed of a romantic date perhaps.