My Hitchhiker Man by Larry D.
Warning: This story is of male to male sex. If this is offensive or you are not of age, please refrain from reading any farther. Thank You.
I was only 19, and soon to be going into the Navy. Wanted to be out on my own, and that seemed to be the easiest way to try it. With only about 7-8 weeks before going to boot camp, I was taking these last few weeks to visit family and friends.
This one particular Saturday afternoon, I had traveled to Quincy to visit my aunt. My mother wanted me to drop something off at my aunt's, her sister. I left there about 1 PM in the afternoon. I was in no rush to get home, for my mother was gone for the day, so I was on my own for supper. Most everyone I knew was busy or working. So I decided to just drive. Thought I would head south and see where it took me.
Coming from Quincy, you have to go through a town called Weymouth. Heading south out of Quincy, took me through Weymouth Landing. The Landing is like a valley. You come in from the North end, head down a steep hill, at the bottom of the hill is a stop light. As you go through the stop light, you head up hill immediately for about 10 to 12 blocks and several more stop lights. I have always liked driving through the landing, and don't really know why.
Anyway, I was headed South through the landing and hit the lights at the bottom. As I sat there I noticed a man, about 31 or 32, trying to hitch a ride. Now I was brought up not to pick up hitchhikers. But he was so good looking. Being only 5'8" myself, anyone over 5'10" is tall. He was 6'2" tall, about195 to 200 pounds, broad shoulders, short light brown, almost blond hair. He had eyes that sparkled a beautiful hazel green. His torso was firm, but not bulging muscles, with a waist of about 34", and a beautifully rounded butt. Not a bubble butt, just very close to it. He was standing with his right hand out, thumb up, and his left thumb hooked into his pocket, and his fingers resting near his crotch.
I couldn't help but stare. He was so handsome. I had known for years that I was attracted to men. I had done things with several high school friends. Not one of them ever heard from me that I was fooling around with anyone else. I believe in respecting their privacy. But to this date, I had never had a mature man. The oldest guy I had been with was 19. Now, lets admit it, most 19 year olds are not what I would call mature.
The light turned green. I started up, then had to stop, just a few feet from him. All I could see was from his lower stomach to his upper thighs. What a beautiful view. I had to stop for a car to pull out from a parking space, as the car in front of me wanted that space. I wanted desperately to pick him up. I was afraid to do it since it had been instilled in me not to do it. The traffic moved and so did I. I got a few blocks past him and decided I had to double back and take another look. I did this a couple more times. Each time getting more excited about wanting to meet him. I never thought how obvious I must have been to him. Not realizing that I was slowly down each time I got near him. DUH! How dumb could I be.
Finally, on the fifth pass by, I stopped and he opened the door and got in. I almost lost my breath. I was shaking I was so nervous. His tall torso eased into the front seat of my 66 Mustang Coupe, with 3 on the floor. That was a hot car to be driving in 1966. As I started up the landing, he asked me where I was headed, and I said no where special. Then asked him where he was going. And he said he was heading home. About 5 miles from here. Fortunately, we hit every stop light there was. That is the first time I had prayed the light would turn red!
We drove a few miles and we talked about things in general. Every time I would shift the floor shift, my hand would graze his knee. And that wasn't even intentional. Being a shy guy, I was not one for being forward with an older man. As we approached his getting off point, he turned to me and asked if he might ride a while with me, as he had nothing planned that afternoon. I said sure. I headed back to my old neighborhood. We chatted and laughed and enjoyed each others company. I really was beginning to like this guy for him and not just his beautiful body.
We reached my old neighborhood. Being very wooded and hilly, I turned to him and asked if he would like to take a walk and stretch his legs. He smiled at me and said good idea. I pulled up to pull out area, and we got out. We began to walk up the hill into the cemetery. When we got to the top we walked into the woods and reach a small clearing and he said lets stop here and rest. Now back in those days smoking was in, and I smoked and so did he. So we each lit a cigarette and leaned back. I was facing him. While he smoked and talked, I noticed that I could see the outline of his balls on one side of the seam in his jeans, and his cock on the other. He had a decent size set of balls and looked like about 4 inches of cock down the other leg. We were talking about the woods and hiking and all. He casually reached down and adjusted himself. Seemed like a natural thing for a guy to do. But it caused me to begin to get erect.
While we were sitting there, I mentioned that in about 7 weeks I would be going to Navy Boot Camp. He asked how if I was excited or nervous. I told him nervous. He said that it would be fine don't worry about it. He asked what my girl friend thought about it. And I told him I dated a girl but nothing serious. He told me that I would be alone with nothing but guys for 90 to 120 days while in boot camp. He said that was going to be a long haul with no sex. Then he laughed lightly. I looked up as he was putting out his cigarette and gazed at his groin, and thought I noticed his cock move in his jeans. Oh, how good he looked in those jeans.
John got up and moved toward me, he said to me, lets go back to the car. He was standing only a few feet from me. His crotch was at eye level and couldn't help but stare. When I realized I was staring I looked down and stood up. I was afraid to look at him for a moment, knowing he must have seen me stare at his bulge. We turned back and headed to the car. He put his hand briefly on my shoulder and said that this sure did turn into a beautiful afternoon. And it was a great afternoon so far.
We got back in the car. I started it up, and asked him where to now. He said, "Why don't we go back to my place in Weymouth?" I agreed that would be fine. We pulled out onto the road and I headed for the expressway to Weymouth. As I shifted into third gear on the expressway, my hand grazed his knee again. He rested his knee against my hand on the gear shift. My heart began to pound. I wanted so much to touch him, but still was afraid that he might not want what I wanted. He placed his left hand on his left knee and rested his knee back against the console and gear shift. I thought I felt his finger move. Or was I mistaken. Then again. I moved my little finger a bit and then he reached out and took my hand in his and placed it on his thigh near his knee. He smiled and put his hand on my leg.
I moved my fingers a little in the way of a massage. His hand followed suit but moved much closer to my crotch. My cock went rigid. Then I moved my hand closer to his crotch, but not as much as he had moved his. His right hand took my right hand and moved it another inch closer to his crotch. My fingers were now resting on the head of his cock. He moaned, "I wanted you to do this when you picked me up. But I didn't want to rush you." He asked me if I had many sexual encounters, and I told him only with guys my age and younger. He asked me if I was interested in doing more. I told him yes. He reached for my cock and massaged it. Then he smiled. My hand now moved to his bulge and I massaged it.
He directed me to the short way to get to his apartment. When we got there, we walked the three exterior flights of steps to enter. He opened the door, I walked in and he followed. He closed the door, pulled me into his arms and kissed me. Oh did he ever kiss me. Long, hard and deep. He led me to his bed, sat me on the edge and I looked at his crotch then into his face. He said, "Go ahead. It's yours." I hesitantly reached out, not being experienced with a real man, and touched his jeans covered crotch. He pushed against my hand. He took his hands and pulled my face to his jeans covered cock, and I gnawed on it through the jeans. I felt it leap. My heart raced. After chewing on the jeans, I undid his jeans and lowered them. He pulled my face back into his crotch and let me nibble on his cock through his clean white briefs. He began to ooze precum. Sucked on the end of his cock through those briefs as he pulled my head tight against him. I pulled his briefs down, and lick the backside of his cock from bottom to head. I let my lips part and tasted the droplets on his cock. Oh they tasted so good.
He slowly push his cock into my mouth. This was one of the biggest cocks I had ever seen: 7-1/2 inches. And I was able to take the whole thing. He pumped in and out slowly at first. Massaging my neck and head. Then moved faster and faster. He looked down at me as I looked up. Then he spoke. "I want to give you my load, shortly. But your mouth feels so good I want to enjoy it first." That was just what I wanted to hear. He massaged my mouth with his cock for a while longer, when he looked down and said here is a present from me to you. And with that he began to shoot in my mouth. He shot, and then shot again and again. It seemed like he shot for a long time, even though it was only a minute or so, but he kept oozing a little more for several more minutes. His cum was semi sweet, and very abundant. He was the first man sized load I had ever received, and as I learned later, he did cum a lot every time he came.
Once he went semi soft, he leaned down and kissed me passionately. He pulled me up on to the bed farther, and laid on top of me. Holding me, kissing me passionately, and exploring my body with his hands. He moved down and sucked and chewed on my nipples. Then moved down and enveloped my cock with his mouth. He sucked and sucked. It felt great but I just couldn't cum. He moved off of me and began to kiss and jack me off at the same time. I took him in my arms pulled him on to me and shot my load. It felt so good. Once my load was spent, he rolled over, pulled me on top of him and kissed me again.
After we cooled down, we became passionate again. We began to kiss, and he asked if I had ever fucked before. I told him yes, but not by someone that big. He asked me if I had ever been tongued (rimmed) before, and I said no. He moved me around so that I could suck his cock and he mine. A perfect 69 position. I was enjoying his cock and his mouth on mine, when he pulled off and began to lick back to my butt. His tongue played in my crack and then reached my hole. His tongue darted around the entrance and then worked its way in a little ways. I moaned. I told him that felt so good. He had me sit up as he spread my butt cheeks, and buried his tongue in me. Oh yes. I bent down again and swallowed his cock. He also swallowed mine. I felt his fingers playing with my entrance. He slowly, gently and firmly pressed his index finger into me. Oh I was feeling no pain, just pleasure. After a while he pushed his other index finger into me also. He sucked me all the way into his mouth as he massaged my prostrate with his fingers.
After a short while, he pulled me off his cock. He turned me around. He looked into my eyes and I knew that he wanted to enter me. I looked at him. So far he had been so passionate, firm but gentle, and very loving. I smiled and he knew my answer. He moved me back to his cock. I leaned down and took it into my mouth once more. After just a few moments I released his cock, moved up to his waist and straddled his cock. His cock was long but slender. Not skinny, about average width. I backed up so that his cock head was at my hole. I stopped and closed my eyes. I prayed that it would not be too painful. My only other experience to date was by a guy that sort of knew what he wanted and charged after it. John just laid there waiting for me to make the next move. He had some lubricant, Vaseline in those days, on the night stand. He handed it to me, I used a little bit on his cock and a little bit at my hole. I put his cock head against my hole and pushed gently down. It didn't seem to fit. And then all of a sudden the head slipped in side. It happened so fast that I didn't feel the pain at first. It hurt a little, but not like with the other guy. He stayed perfectly still, letting me decide how fast we moved. I slowly sat down on his cock. Letting it slide in, then stop, slide in some more and stop, until it was all inside me. He spread my cheeks and the last 1/2 inch slipped inside. It felt so, so good. He placed his hands on my hips and moved a little bit. He looked up at me a smiled. He whispered, "Oh you feel so good." I looked down at him, and told him, "You are now part of me. Filling me up."
At this point I moved up and down to begin to get use to the movement. But this was to hard for me to continue. He took me in his arms and rolled me over, staying inside of me the whole time. I was now on my back and my legs were up with my ankles on his shoulders. He slid back inside of me. He leaned down and kissed me deeply. At this point he began moving slowly in and out. I moaned with pleasure and he moved a little faster. As he did this, he played with my balls, cock and nipples. From time to time he kissed me passionately. After about 20 minutes, he told me he couldn't hold back any longer. He was going to come soon. Just then I moaned loudly and began to shoot. My ass muscles clung to his shaft as it moved in and out and squeezed him tightly. He moaned and began to shoot deep inside of me. Feeling so good with every throb of his cock as it shot spurt after spurt. He massaged my insides causing me to continue to shoot a little cum and a little bit more. He actually was massaging the last of my cum out. Spent, he lay on top of me and kissed me.
For another hour we laid side by side and massaged, explored, and kissed one another. He had to think about getting ready to go out to work. I knew I should get up and head home. We both went into take a quick shower, and then dry each other off. He and I both got hard, sucked each other off one last time. After we got dressed, John invited me back the following Saturday.
We met two more times before I went into the Navy. When I came home on leave after Boot Camp, we met again. However, after great sex, I was to learn that he was moving and was moving in with his sister who was quiet ill. We never saw each other after that. But I will never forget the way this man treated me. For it was him that convinced me that I had made the right choice for me, and all though being gay is not easy, it was right for me.