It was the summer of 1973 and I had just finished my first year in college. I was chasing every blonde girl I met and having relative success given that I was slight of build and very young looking. Being young looking had meant that I was often accosted by middle aged, mature men, who saw me as a pretty boy. While I was often attracted to some of those men I never gave in to their advances. The truth be told, I did fantasize about some of them quite often and masturbated frequently.
Looking back I often wish I had realized just how much I was turning them on and allowed myself the pleasure of teasing them and leading them on. Oh the innocence of youth and lack of self confidence, if only things had been otherwise. I was afraid of course and things were so different back then. I was in denial about my true feelings and still believed that real sexual pleasure lay between the legs of the blonde girls whose pussies I longed to see, finger, lick and fuck.
I was confused because many times while looking at naked pictures, which now seem so tame, of these gorgeous babes, I would imagine them spreading their legs wide and opening themselves up to be pleasured, not by me of course, but by some of the gay men who had tried to pick me up, or even other men to whom I found myself attracted. The thing is too, it was not one specific type of man, but it was always older guys.
Some were fat, some were thin, some were well built and muscular, some were tall, some were short, some were very handsome, and some were down right unattractive. Some were even really tough looking, while others were quite effeminate in their mannerisms. The one thing they all had in common was a great cock, bigger than mine, thicker than mine, hairy, manly and hard enough to satisfy the girls I longed to bed.
In my fantasies the woman I longed for would do anything with the men and the men had them yelping and whimpering. It was a short step from there to me wishing I was one of those pretty girls of my fantasies who allowed some dirty old fucker, gay or straight, to seduce me in the back of a car or in his bedroom. I was such a confused and sexually inexperienced young boy and I knew I had to get laid, to prove to myself that I was not one of those "queer" guys. In those days teenage boys were merciless about all aspects of male homosexuality.
So it was then, that I began a temporary job in the Civil Service. The pay was not great but the building, on the far side of town was full of people packed in to offices which I hoped, would present me with the opportunity to get down and dirty with some little trollop, who would show me what pussy was all about. I could not have been more wrong.
I met old Jack the morning I started. Jack was the number 2 boss in my office. He was a big portly man, with a barrel chest, tall, very strong, thick grey hair and glasses. Apart from his size, the first thing I noticed about him, when introduced to him, were his lips. He had big thick lips. His face had thick fleshy skin which was full of tiny holes. When we shook hands, Jack's hand dwarfed mine in size and thickness, and his grip was powerful.
Jack was very friendly and he instructed me personally on the details of the form filling tasks I had to perform. He seemed to be a really nice guy and he asked me lots of questions about myself and my studies, sporting interests and girlfriends. I lied and told him I had a girlfriend. The girls who worked in the office were genuinely surprised at the time Jack was giving to my training. He has never done that before they would say to me. He must like you. I laughed it off by saying every body likes me.
One afternoon, about two weeks after I had started, old Jack came up to me and asked me to help take some boxes out to his car. I was pleased to help him as he had been decent to me. His car was parked at the very end of the large car park at the top of a slight incline, affording any occupant a clear view over the rest of the car park. As we were placing the boxes in the front seat it began to rain heavily. As neither of us had coats or jackets on, Jack said jump in the back or we will be soaked. I was glad to get out of the shower.
So there I was in the back seat of this big Ford sitting next to old Jack. My shirt was pretty wet and the rain showed no sign of letting up. The windows quickly began to become covered in condensation. We talked away about this and that and then, Jack steered the conversation round to my "imaginary" girlfriend. I thought I could easily fool the old duffer, so I made up a story about how long we had been together, that her hair was blond; her name was Vicky, all the usual stuff when he asked me.
"Is her pussy blonde?"
I was surprised and because I did not answer immediately Jack laughed at me.
"You don't know do you? You haven't fucked her yet, have you?"
With that he took his glasses off and set them on the back sill and in the same movement, brought his arm around me, and pressed my left arm tight against my body. My right arm was trapped between our bodies and taking my face in his free, right hand he squeezed my cheeks as he brought his thick lips to mine and planted a sloppy wet kiss on them. I tried to break away from his lips but he was too strong and powerful for me. To my utter horror I felt his tongue probing for a weak spot to force an entry in to my mouth. Being caught unaware as I was, trapped by this much bigger and stronger man, I had to open my mouth to catch my breath and his warm wet tongue was in my mouth French kissing me.
How did I feel? I wish I could say that I just pushed him off, got out of the car and ran back to the safety of the office. Alas no. While I was repulsed, at first, his long, thick, experienced tongue was expertly exploring every corner of my mouth, tongue, teeth and gums and while instinct told me this is wrong, my own cock rose up and said allo, allo. The longer the kiss went on, the more I found myself surrendering to my own pleasure and it was pleasurable. The old duffer, moved his hand from my face and travelled gently up and down the side of my chest and then on to my hips and back up across my tummy.
I wanted him to touch me. My cock was screaming at the top of its voice begging to be touched. When his hand caressed my cock through my trousers I though my cock would explode. This is wrong my brain yelled. Fuck off yelled my cock. This is wonderful. It was wonderful. When Jack unzipped my pants, undid the button and unbuckled my belt I offered no resistance. Still he held his mouth to mine. Still his tongue danced in my mouth and seemed to be tickling my tonsils.
I allowed him to slip my trousers and underpants down by lifting myself up off the seat and wriggling a little. His big hand touched my balls and I yelped into his mouth. I could only breathe through my nose. Still he leaned against me with more force as his magic fingers, tapped the shaft, of my near exploding cock, like a flutist playing a merry tune. I felt his hand encompass my shaft and using his thumb on the sensitive underside and his forefinger on the back, he pulled my foreskin all the way down, in one quick movement, revealing my knob to the world, for the first time ever, and I exploded immediately. He must have sensed my upward thrust, for in that instant he broke off his kiss and before my howls of orgasmic delight passed over my lips, the first jet of my cum, hit my face.
I yelped with each spasm until I had shot everything I had and all the while his thumb traced insistent circles, round and round the underside of my crown, helping intensify the heavenly experience of my pulsating cock. I didn't know what to think. This was not the moment for reflection. This was the best orgasm I had ever had. His hand, his big, thick, fingers, oh my God his thumb. What they had made me feel. I was exhausted, exhilarated, bewildered, ecstatic, confused, disgusted at myself, delighted with my cock. Fuck! I wanted more.
Without saying a word, Jack brought his hand to my face and wiped my cum off with his fingers. He brought his fingers to my mouth and God forgive me, I opened up and sucked my cum off of his fingers. My cock was getting hard again. I wanted him to touch me there again but did not want to ask him, did not want to admit this weakness. Jack was reading my mind and pressed his lips to mine again and his tongue probed me. I let it in. I knew he wanted to taste my cum. I wanted him to taste it. I wanted him to share it with me. How did I know this? I don't know. It was wrong but it was so right.
