Date: Wed, 7 Jun 2006 11:30:52 -0700 (PDT) From: Kevin Scott Subject: Gary's Boy - part 1 This is a fictional story that depicts graphic language of a homosexual nature and should not be read by minors or those offended by such materials. This story is merely for entertainment and is not to be taken as fact. Any similarity to any names used her whether of persons living or dead is purely coincidental. Remember, this is all fiction. I ask the following of ALL readers: Please do not steal/ publish/ or post these stories without my permission. Drop me a line to let me know what you think of this story. Let me know if you want more. You can reach me at mnscott00@yahoo.com Gary's Boy Part 1 Let me tell you about the first man that I was ever involved with. His name was Gary. He looked like any other 48-year-old guy that you would see on the street, at Home Depot or out grocery shopping. He was about 6' tall, 190 - 200 pounds and a little gray in his hair. He turned out to be a great guy to hang out with, but I first found out how fun he was in bed. I met Gary just before my 16th birthday. My parents had given me a used computer for Christmas to help my grades. At first, I used it for the occasional school report and to play a couple of video games. However, after a couple of weeks worth of pushing the "educational opportunities" offered by the Internet, I finally convinced my parents to sign-up for high speed cable access. We came to the understanding that they would pay for the service and I would use the Internet for homework now, but I would start paying for it myself after I got my driver's license and was able to get part-time job. At the time, neither my parents nor I knew how much of an education the Internet would provide. For most of January and February, I spent every spare hour that I could on the Internet in my basement bedroom. I couldn't believe how much porn there was available for free. I was addicted. For the first two month, I was jacking-off three or four times a day. When I wasn't jacking, I was walking around with a screaming hard-on that was ready for the next opportunity to get off. For a 15 year-old boy, this was the life. Around the first of March, I discovered the wonderful world of chat rooms. I would log into Yahoo or MSN messenger and get all horny from reading what was going on, but didn't really get actively involved. I never knew that there were so many different topics for sexual discussion. I even got to watch a few girls showing off their tits on open Internet cameras. If the free porn wasn't the best, this was and I thought this couldn't get any better. The last week of March was Spring Break for my school. Unfortunately, both of my parents had to work, so we didn't go anywhere. Staying home didn't bother me at all. Instead of piling into the backseat of our car and going someplace boring, I got to spend 9 - 10 hours a day on the net. I was in heaven. My plan was simple, I would get up right after they left for work, at around 7:00 a.m., log on and then jack-off until just before my mom got home around 5:30 p.m. A plan that was beautiful in its simplicity and it worked flawlessly. Now, I had been to a few Transvestite sites before spring break and thought the idea of chicks with dicks was pretty cool. Looking at the "girls" jacking off and having sex with guys really turned me on. I think it was looking at these sites that started my curiosity about going to gay sites. However, when I started out, I was too scared of what people might think of me if I actually went to a gay site. So I avoided the gay sites, but spent plenty of time on the TV sites. By Tuesday morning of spring break week, I had realized that the usual chat rooms that I went to were very quiet during the day so I started looking for a little action in other rooms. Since I was spending so much time searching for tv sites, I decided to go into a tv chat room and see what it was all about. I convinced myself that it was "o.k." because they had tits and they were just like women - right? Looking back at it now, this was a very thinly disguised way at convincing myself that I could get turned on by two guys having sex and it was still o.k. Well, I was excited to take this next step in my education and waited for the chat screen to open-up. When it did, I watched for a couple of minutes to see what was happening. The reaction from my dick told the whole story. As the minutes ticked by and there was little chatting going on, outside the standard robo chatters, my once hard dick slowly deflated. The excitement and anticipation were replaced by the need for a bigger thrill. It was then that I decided to take the plunge and check out the gay chat rooms on Yahoo. I was very nervous, the most nervous that I had ever been, when I pulled up my Yahoo messenger and went to select a category. I felt more excited with this step then when I went into a transvestite chat room, however, I was also a lot more nervous about getting caught. Before I went to the listings of gay chat rooms, I needed to make sure that I was alone. I pulled on my athletic shorts and searched upstairs, the garage and looked out the windows just in case. My fears being satisfied, I went back downstairs to my room. I wrestled with my shorts in order to get them off. This was kind of difficult with my dick as hard as a rock and sticking straight out. The excitement caused me to jump at the slightest contact with it. I am surprised that I didn't shoot my load just at the thought of which chat room I was going into. After getting my shorts off, I sat back down at my computer. My hard-on looked as if it were going to take off like a rocket. This was the most turned on that I had ever been. I couldn't believe that the mere thought of going into a gay chat room was about to make me cum. I moved the mouse and clicked open my Yahoo Messenger, opened the list of categories, went down to the adult and clicked on the gay listing. My jaw just about hit the keyboard when I saw how many rooms there were. It wasn't just transvestite and man-to-man; there were rooms for older and younger, phone sex, incest, and even specific states. I quickly checked and found the one for Minnesota! My mind was racing and my dick was thumping with the thought that I could go and chat with men from my state and they may be sitting just down the street. Without thinking, I clicked on the Minnesota M2M room. I sat there with strong feelings of panic and anticipation. I didn't know if I should shut down my computer and hide or wait to see what happened. I waited. After a couple of second - which felt like an eternity - the box opened and I was in. My heart was racing. Log-in ID's started to scroll past as other guys joined or dropped off. I knew that at least 38 people from Minnesota knew that I, mnscott, was in a gay chat room. I was sure that each of them knew me or my parents and they were going to tell everyone that they knew that I was in this chat room and it would get back to my parents before they got home. Looking back now, I laugh at how far out of control this was. However, it was my first time. Eventually, I started to watch different people throw out topics for discussion. Most of the chat involved guys looking for an afternoon hook-up. The University was on break too, so there were lots of college guys looking to see what was going on. There were also a large number of older guys going after college age boys. I couldn't believe what I was reading. As the chat went on, I started to get even more turned on by what I was doing. Since it was my first time in a gay chat room, it took me some time to break the code of "bottom" and "top" and figure out what everyone was looking for. After I figured it out, I started to wonder which one I was. As I was thinking about it, a chat box popped open on my screen. I just about jumped out of my skin at the chime. There in front of me, jockboi55401 was saying, "Hi" and asking "a/s/l". I started to panic. I didn't know what "a/s/l" was, but I did know that someone had seen me in here and I needed to get out. I quickly closed the box and logged off of Yahoo Messenger. My heart was pounding and my cock was aching with excitement. I was panicked and thrilled at how close I had come to meeting someone in a gay chat room. My mind was locked on the thought that I really needed to shoot a load and got down to business. I quickly opened a web site with girls on it to show that I wasn't gay, jerked by cock twice or three times and shot a load of cum all over my abdomen and right hand. Part 2 I sat there collecting my thoughts and stroking my now cum cover dick. Drops of cum were caught in the small growth of hair just above my cock and spattered across my hairless lower stomach. The cum that was on my small mushroom head and shaft was very slick to the touch and made for a great sensation. For just a second, I wondered what cum tasted like. Before I could raise my fingers to my mouth, I put the thought out of my 15 year-old head and went to take a shower. I jumped under the warm water and rinsed my hand clean. The warm water felt great. I quickly washed the drops from my stomach and ran my hand through my pubic hair. The water hitting my sensitive cock made it bounce. I noticed that my erection wasn't going away. I tried to ignore my bobbing hard-on as I washed my hair and finished, but it was impossible. I kept thinking about the IM and fantasizing about what would have happened if I had responded. I put on a pair of shorts and a t-shirt. With shorts on, it was obvious to anyone that I was still excited about what just happened. No matter how hard I tried to relax, my cock remained stiff as a board and pointing straight out. I made myself a quick sandwich for lunch and sat down to watch some afternoon television in an attempt get my mind off of the gay chat room stuff. It is hard to change the mind of a 15 year-old that is sporting a raging hard-on. Without cable television, I had only 8 channels to choose from and quickly went around and around. The chances of television helping to get my mind off responding to the IM were very slim. I was soon to find out that it would be impossible. I landed on the Maury Povitch show where the topic for today was "Internet Affairs". There were four people on the discussion panel. Some of the participants had their faces blacked out to protect their identities, so I knew it was a good topic. As I listened, it was evident that they were talking about how easy it was to find an affair in chat rooms. I was hooked instantly and judging by the hardness of my cock, I was hooked real bad. As each person related their story and received the "boo's" and jeers from the audience, I kept thinking about how quickly the IM came to me and how easy it could have been for me to start an "affair". About half way through the discussion panel, one of the guys made a comment that made my heart stop. The guy related how he used the chat rooms to meet more than 100 "dates". He explained that for business he traveled around the United States and was on the road 3 weeks out of every month. On Sunday night before he took off , he would start arranging "dates" for the next trip by contacting people via chat rooms and a couple of web sites. Sometimes he would hook up with guys that he had met on previous trips, but most of the time it was with total strangers looking for a quick meeting in his hotel room. I did a double take at the word "guys" and that is where my heart stopped! How many people in the chat rooms were just like him? Could anyone just hook-up like that? I could barely sit still and hung on every word he was saying. He described the ease with which he located hook-ups. In addition to being quick and easy almost all of the guys that he had met were really nice and just into having a good time and good sex. I couldn't take much more of this. Another few seconds and I was going to cream my shorts. I quickly switched the channel. There had to be something less sexual on another station. Two channels later, I stopped on Jerry Springer. There was a shouting match going on between a guy and a married couple. I guessed that they were all guests and that the topic must be good, too. I waited for the screaming and bleeping to stop, but they broke to a commercial. When they came back, Jerry explained that the topic for today's show was "Relationships: Old men, young boys and their families". It turned out that the guy doing the shouting was the 50 year-old lover of an 18 year-old boy and the two others were the kid's parents. During the next couple of minutes, it came out that the older guy and the boy had met in an Internet chat room. Before I could catch myself, I mumbled out loud, "Holy Shit. This is hot." Was I gay or just too horny to know the difference? I didn't wait to answer. I turned up the volume so that I could listen and went back to my computer. Fortified with this new information, I was back in the Minnesota M2M room in an instant. I stood up and dropped my shorts and released my raging hard-on. I knew it wouldn't take much to make me shoot another load, so I was careful not to touch myself. The number of guys chatting had gone up and there was a lot of activity. My reluctance from this morning had gone away and I was getting tempted to try my luck. Before I could type a message and hit send, my mind quickly went back to the idea that someone might know me. Or, what if I later saw these guys on the street and what if they saw me? Or worse yet, what if the person that responds turns out to be a friend of my parents and tells on me! At the moment my horniness was about to win and get me to send a message, an IM window popped up with the standard "ding". Just like before, I jumped from fright and my stomach sank with anticipation. This could be it. The box said, "Hi, Scott. What are you "up" to today?" Oh my god! This guy knows my name. How does he know me? I started to freak out thinking that I had been discovered. A million other questions started to run through my guilty mind. Should I log off or just not answer? "Shit!" was all I could come up with. Then came a second ding. "I saw you log on, checked your profile and thought I would say "hi"." My fear eased a bit knowing that my profile had my name and other information that he saw. "Shit!" - it has my full name and city. He knows who I am! What if I know him from school? I did a couple of quick clicks with the mouse and pulled up the user profile for Msp_Traveler. It showed that his name was Gary, lived in Minneapolis and he was 48. 48! Good Lord, that's older then my dad! My mind quickly went back to what the guest on the Povitch show had said about meeting guys while traveling. But this guy was local. Another ding brought me back to the screen. "If u r nervous, that's cool. Just hit me back if u are interested sometime." The ball was definitely in my court and I had to make a decision. If I had put any thought into it at all I probably wouldn't have, but I started typing. All I could get out was, "Hi Gary", and hit send. If it would have taken more then three seconds, I would have bolted from the room and jacked off like this morning. However, the response was almost instant. "Thanks for hitting me back. I thought you might not be up for chatting." After a pause, "No, I am." "Great! It is nice to meet new friends in chat rooms. I've met lots of really nice people while surfing the net. Have you been surfing the net long?" I tried to think of something that wouldn't sound too stupid, but only came up with, "No. Just a couple of weeks." "You will get the hang of it very quickly. I can't think of what I did before this came along lol." I was already feeling better about what I was doing. If it weren't for the lack of pants and my cock sticking straight up, I may have forgotten all about what I was doing or what Gary was looking for in this chat room. "What is lol?", I asked showing my ignorance. "lol stands for laugh out loud. Thx for asking." I could slowly put some of the things together, but decided to ask the obvious question, "can you tell me what a/s/l stands for?" "That stands for 'age/size/location'. For me that would be 48/6.5" cut/Minneapolis." For a brief moment, I was terrified. A man - a total stranger had just told me how big his cock was. Panic was setting in, but I didn't want to act like it. I didn't know what to do, so I asked, "cut?" "Sorry," replied Gary, "that means that I have been circumcised. If you haven't been, you are considered uncut." I couldn't believe what was happening. This guy was describing his cock to me. I immediately got this picture of Mr. Patrick, my gym teacher who might be 48 years-old, with a 6.5" cock sticking straight up. I quickly tried to get that picture out of my mind, but all I could see was a 6.5" hard cock pointing at me. "Cool. Thx.", was all I typed back. "If you have any other questions, I would be happy to help you out." I think Gary could tell that I was getting a little freaked out and sent another IM right away. "Shouldn't you be at school?" Finally, back to something safe. "No, we have spring break this week." "Then you should be outside?" "I was just trying out my computer and watching tv. I might go for a bike ride later." I was trying to keep one step ahead of the game and not give him any more information then he already had on me. The last thing I need him to ask is a/s/l on me. Then Gary sent back a question that I wasn't prepared for. "Were you watching the Maury Povitch show?" I looked at the screen not wanting to answer. It never occurred to me to lie to Gary. I figured, if I told him the truth, he would think that I was looking for a date. I was back on the roller coaster and riding from comfortable to freaking out. So I sort of lied, "I saw a little bit of it. Did you?" "I was flipping between it and the Springer show while I was looking for someone to chat with. Don't believe everything on those shows. There are some real jerks on the net and you need to be careful. Don't worry about me. I'm a nice guy lol." I was glad that he was laughing. I wasn't quite sure what to think. This guy had been watching the same shows as me and must have enjoyed them. I wanted to know if he was one of those people that went around the country picking up guys in every city or if he dated young boys against their parent's wishes, but I just sat there too confused to type a word. Gary followed-up with, "Seriously, if you are new to this, be careful. If you have questions, I would be happy to help. I've helped a lot of guys out in the past." This eased my fears a bit, but I was having a hard time getting used to the idea of guys picking up other guys. It also telegraphed to me that he was one of those guys that picked up other guys from around the country! The show was true! I was chatting with someone who was a real pro at this stuff. Was he going to try and pick me up? Should I be scared of all this? It was then that I realized my dick was still as hard as a baseball bat and in serious need of attention. I wanted to jerk off, but this was too hot to stop. "How long have you been doing this?" I asked. "Since this morning lol," then Gary quickly followed up with, "Seriously, I've been helping younger guys since before I was 18. I saw you log into the chat this morning and almost sent an IM, but you were gone before I had a chance. I figured that you might have some questions." I was starting to feel comfortable with Gary, but all I could come up with was "Cool". "It has been kind of cool. I still keep in contact with a lot of them even now after they have moved away or have gone off to school. I've had some pretty good times. When are you going out for your ride?" "I have some stuff to take care of first, but I thought around 2:30 or 3:00." "Enjoy your ride and don't be too rough when you take care of your 'stuff' lol" I was shocked, but it wasn't too hard to figure out what I would be doing after I left the chat room. All I said was, "Bye". Gary suggested, "Maybe we can chat tomorrow. I will watch for you after 7:00". I didn't think of it at the time, but Gary had me on the hook. All he needed to do was reel me in. I grabbed the towel that I had next to my keyboard for just such occasions, stroked my dick a couple of times and shot my second load of the day. The excitement and release made it so I could barely walk. I loved it! I wiped off, pulled on my shorts and turned off my computer. I went back to the television and tried to get my mind away from jacking off, but it was almost impossible. I decided to go for a ride and get away from the computer. Part 3 The next morning, I was awake before 6:30 a.m. and waiting for my parents to leave and allow me to get on my computer. I could hear my mom and dad upstairs getting ready for work. I counted down the minutes until they would normally leave. At about 6:45, fifteen minutes ahead of schedule, the garage door closed and I was home alone. I knew today was going to be hot and my cock was already as hard as ever. I jumped from my bed and logged on. A couple of clicks later, I had Yahoo messenger up and I started to get into the Minnesota room. At this time of the morning it was easy and my connection fast. There were only about 25 guys in the room. I quickly went down the list of chatters and didn't find Msp_Traveler. I was a little disappointed, but my nerves settled a bit. The activity was just like yesterday. Most of the chatters were looking for hook-ups later in the day. I noticed that the ages of those looking were a little older at this time of morning. I started to fixate on the idea of being the boy from yesterday's Springer show. For the first few seconds I didn't think any of this was wrong. I was totally getting into the idea. Then the realization hit me; I was looking for a hook-up. This kind of freaked me out, but I was too horny to allow it to stop me. I watched and waited as people came in and left. At first, I jumped in my chair as each new line moved up to show someone joining or leaving or wanting to chat. Before long, I was feeling more comfortable with being in the room so my jumpiness started to go away. 7:00 a.m. came and went and I was getting a little disappointed that Gary hadn't logged on. I started thinking about replying to one of the other guys looking to chat and tried to think of what I would say. What would someone think of a 15 year-old sending them an IM? It would be a lot more risky. I wouldn't know if the guy on the other end was someone who knew me or my parents or not. I started to get nervous about being discovered and thought about signing off and forgetting about the whole thing. I shouldn't be doing this. Was I really attracted to guys or just horny as hell and looking to get off? What would I do if someone actually wanted to hook-up? I have never even kissed a girl, let alone had sex, or even thought about doing either with a guy before yesterday. This was crazy. Gary's ID, Msp_Traveler, flashed up on the screen. I knew that it was now or never to drop out of this. My mind was racing and it was a fight between logic and the throbbing cock pointing up at me from my waist. Then there was the tell tale ding and it was Gary. "Good morning, Scott!" One more second was all that I had left to make up my mind. With no more thought, I typed back "Good morning, Gary." My excitement and resolve went to a new level. "How was your bike ride?" Without thinking, I shot back, "it was a great day for a ride. I went around lake Harriet twice." I was getting more familiar and letting out information then I shouldn't have. "Yah, Lake Harriet is a nice place to ride. I get there a couple of times a week, too. Maybe we should hook-up and go for a ride together." This made my mind start to spin. Just think, I may have seen this guy at the lake or maybe he saw me. Now he wants to try and go for a ride! I was stunned. My heart was racing, my dick was standing at attention and my hands were shaking so much I couldn't type. Gary must have gagged the situation by my slow response and followed up with, "This might be a little too quick for you, but if you are comfortable with meeting in public we can see where it takes us. A bike ride is pretty safe and it is only a bike ride. I understand if you can't do it so quickly." Gary's understanding helped a bit, but I was still shaking and trying to weigh the options. One part of me kept saying, "No you can't do this", the other part went through the things discussed yesterday on the Springer and Povitch shows. It turned me on yesterday and it was doing a great job again today. Besides, like Gary said, it was 'only a bike ride'. It may have been the hard-on typing because I sent back, "That could be fun." I couldn't believe it. I had taken the next step to meet a strange guy on the Internet. Was I ready for this or was it my hormones taking over? Gary started to pick up the pace. "Great! It could be lots of fun! I love meeting new friends." At this point I was almost panting with nervous excitement. This was working out just like the Springer show. Oh shit! That means that this guy - a guy older than my dad - would want to have sex with me! How can I do this? The ding from Gary's message brought me back. "How far do you normally ride?" This was an easy question and it gave me a little room to calm down and time to think through the situation. I sent back, "It depends on the weather and if I need a good workout. I usually go around the lake a couple of times or for 10 - 15 miles on the parkway. U?" "I go a little further on most of my rides, but I need it more to keep in shape then you do. It also depends on if I need to work some of my nervous energy off - if you know what I mean - lol." I knew exactly what he meant and had plenty of energy myself. I didn't want him to think that I was eager, but I didn't want to look like a kid either, but all I could do was "yes, lol". "Are you going for a ride today? I need to get out and work off some of this energy." Again, I knew exactly what he was getting at, but was terrified at the prospect of meeting up with a guy - my first guy. "I don't know if I'm going out for a ride today. My parents want me to do some lawn work before they get home." "Chores are a pain and they get in the way of all the good stuff." "Yah, it shouldn't take me too long - about an hour, but it is a pain." "That leaves you plenty of time for a ride." Gary must have sensed that the time was right or he wanted to know if I was going to put up or shut up. "We could meet in an hour, do a couple of laps around the lake, and you would be home by lunch. What do you say, Scott?" "Well, I really should do my chores." Gary was rather persistent. I don't know if he was getting frustrated or if he was as horny as me, but he started to push for a meeting. "The grass is still wet from the dew and you wont be able to do anything until afternoon anyway, so we could make the most of this morning and go for a nice ride and make new friends. How about it? Besides, it will be fun." I sat there for a couple of seconds with the cursor blinking, waiting for my response. Was I going to put up or shut up? A flood of thoughts were running through my head, while my little head was screaming 'GO FOR A RIDE!' Was this guy a pervert or was he nice? Would he tell my parents, friends, and everyone I know? What if he forced me to do something that I didn't want to do? What if he didn't make me do something? Then the part of me that wanted to go won and I sent back, "I guess it would be fine, but I have to be home by noon." "Great, where do you want to meet?" "How about the band shell?" This was on the direct opposite side of the lake from my house and I thought it would give me the most options for ditching this guy if he is creepy. "The band shell it is. Does 8:30 work?" I did the math - 15 minutes to shower, 15 minutes to the lake, 15 minutes to get to the other side - that leaves almost 10 minutes to spare. "O.k." "I look forward to meeting. How will I know it is you? Do you have a pic?" "Sorry, no pic, but I will be the guy on the bike, lol." "Very funny. How about you look for the guy in the silver Trek with the University of Illinois baseball hat, white polo with U of I logo, and orange shorts. I should standout." "That sounds easy. I will find you there." "See ya later." Gary's user id blinked off and I just sat there for a moment. My heart was pounding, my palms were sweating and I couldn't believe that I had just agreed to meet up with this guy. I was paralyzed with excitement and fear. After a couple of seconds, I signed off and went to take a quick shower. If I were thinking clearly, I would have jacked off, but I didn't and instead slid into a pair of baggy shorts, a polo, and headed out to the garage. When I mounted my bike, I realized that I should have jacked off first. There was no time now, so I just peddled down the drive and toward the lake. I could see the band shell as I went. It was getting closer, but I couldn't make out anyone in orange shorts near by. About 100 yards from the shell, I watched Gary pull his silver Trek up next to a bench and get off. I didn't think that he saw me, but fear made me take a quick turn behind some bushes and stop. What was I doing here? This can't be right. What if something bad happens? It took a good 5 minutes to convince myself to go through with the meeting. I got back on my bike and headed toward the band shell. I came in from the side and stopped about 3 feet from Gary. He smiled and said, "Hi. You must be Scott." My legs were shaking so hard that I just about fell over.