DISCLAIMER: The events and characters depicted in this story are purely fictional. Any resemblence to real people or places is a coincidence and should just be forgotten about... no harm is intended to anyone! This story containes situations of a sexual nature between cross-generational males. If this is offensive to you, you probably shouldn't be at this site! If it is illegal for you to read this in your locale, you probably need to stop reading at this moment.
AUTHOR'S NOTE: Before I get started on chapter two, I would like to thank all of you for the emails! How could I not continue my story after all that encouragement! Thank you!! (Special note to Ryan... I had already started this chapter when I got your email. I think you will not only like what you read, you just might be VERY surprised!) Keep those emails coming! This story may never end! -Geoff
HOW LUCKY CAN YOU GET? by Geoffrey Chassen Copyright 2005. ALL RIGHTS RESERVED.
Chapter Two: Gabriel's New Life
Two days ago I was sitting in my room after soccer practice "Googling" my way through the internet. Papa was still working and Monica, my little sister, was at her friend's house. I loved having these times all to myself. It was the only time I could go to all those "secret" sites... the sites that made my stomach do flip-flops and gave my cock a mind of its own. These were the websites where boys like me could be themselves. Look at other boys... or men!
I'm sixteen years old and a sophomore at Central High School. I'm a great student and all the guys like hanging out with me and it seems like I'm always surrounded by girls. My friend Danny tells me that the girls just hang around hoping that someday one of them will end up in bed with me. I don't see it though... maybe 'cause I'm just not looking in that direction!
I typed "gay male stories" into my search bar and started looking around. I found this site called "Nifty" and soon found some of the hottest stories I had ever seen! I found some stories that had chapters and chapters, picked one and started reading. I was amazed! I found that all these feelings I had been having for the last year or two weren't so strange! While the head on my shoulders felt this enormous wave of relief, the head on my cock was fighting for release.
I was reading stories about boys my age (or younger) and older men who loved them. It was so hot! My fantasy was coming true. It was so natural and beautiful, tears were coming to my eyes. As if that wasn't enough, I was learning a whole lot about what to do, how to do it and where to do it so that it felt good. It didn't take long for me to jump up, lock the door to my room (just in case Monica came home early)and peeled off my clothes.
I think I have a pretty good body. I go to the workout room after school or after soccer practice every day of the week...have been for over a year now. When I started getting a six-pack, it only made me want to work harder and look better. I stood in front of the mirror and admired the results of my work. If only I could find a man... a REAL man... who would like it enough to do all those things I'd been reading about! With that thought, my hard cock jumped and pre-cum dripped out onto the floor.
I went back to the computer and read some more. One of the stories talked about sticking a finger in the boy's butt and finding his "button." I wondered if I had one of those. Well, there was only one way to find out! I scooted down in my chair and spread my legs. I started rubbing my little hole. WOW! I couldn't believe the feelings that shot through my body! I then started to push my finger in but had to stop. It kinda hurt so I pulled it back out and went back to that awesome feeling I got from rubbing the outside.
As I was reading, I got an idea. I took some of that pre-cum that was flowing out of my cock and covered my finger. I went back to rubbing and almost shot a load right then and there! All I could think about was a hot man doing that to me! Maybe with his tongue like I was reading now. I tried pushing my finger in again. This time it went in a lot easier and before long i was exploring deep inside myself. I had to find that button! Where was it? Maybe I don't have.... AHHHHHHHHHGH.... FUCK! My cock started jerking and shooting cum all of my face, my hair, my neck... Damn! I didn't know you could shoot without stroking your cock! One thing I DID know... I had a button! I kept rubbing it and my cock kept shooting.
After things relaxed a little, I cleaned up and still in some kind of daze, I hopped into the shower. The hot water was pouring over me and just closed my eyes. Imagining a hot man was in the shower with me, I was rubbing my hand through my hair... imagining my fantasy lover's hands. I rubbed my hard pecs and rubbed my fingers over my hard nipples... imagining my HIS fingers. My still hard cock was throbbing again as I soaped it up and imagined his mouth giving me my first blow job. I leaned against the wall and imagined him moving behind me, holding me, kissing me, telling me that he loved me as he pushed his powerful cock into my cherry ass. I was slowly stroking my cock and pushed two fingers into my hole. I couldn't believe how good it felt! I guess it means that when the time comes, I'm going to be a bottom! In about twenty seconds, I was cumming all over the shower wall, moaning and telling my imaginary lover that I loved his cock inside me.
"Gabe! I'm home!"
Shit! Monica was back from her friends house. "I'll be down in a second baby girl! I'm taking a shower," I yelled to her in as normal a voice I could muster up. I finished my shower, stepped out and dried off and looked at my body in the mirror. I looked different. My cheeks were burning... like they were glowing. I'd looked at my body a lot of times, but this time all I saw was a man... not a boy... a man who was ready to discover and take on a whole new life!
"Gabe! Papa's on the phone! He wants to talk to you!"
Shit again! I didn't even hear it ring. Monica finally had snapped me out of my new dream world, so I dried off and got dressed in my favorite jeans and a t-shirt. When I got downstairs, I grabbed the phone from the table. Turns out Papa was running late on a job and needed me to make sure we had dinner and did our homework. He would be home in couple of hours.
Monica decided we were going to have hamburgers and cheesy-mac! She wanted to make the cheesy-mac herself while I made up the hamburger patties and put them in the skillet. She loved the idea of cooking but Papa would only let her use the microwave for now. This is why we seem to have cheesy-mac three or four times a week.
Monica set the kitchen table while I made a salad. I had to have SOMETHING healthy! When everything was done, we sat down and had dinner. Monica decided that these were the best hamburgers in the whole world and I just smiled at her. I truly loved my little sister. Ever since Mommy died, I've been the one to take care of her.
I started thinking back to three years ago. It was so hard on the whole family when Mommy died. It happened so fast. One day she came home from the doctor all crying and everything. She and Papa talked for a while and then they called for me and baby sister to come in. Papa was crying too. I knew something terrible was happening since none of us had ever seen that before. They told us that Mommy's doctor found cancer in her breast. Papa and Mommy just sat there, softly crying while they told us that it was bad... real bad. Mommy wasn't going to with us for long.
Every day after that talk, Mommy would ask me to help her cook dinner. She taught me how make food taste good. She taught me how to wash clothes and iron them. She showed me what to do to clean the house.
In just a few weeks, Mommy had to stay in the living room. She was too tired to get up. The docter sent a Hospice nurse to come by and take care of her two or three times a day. My job was to keep Monica as happy as possible and make sure everyone got a good hot meal. Mommy was so nice to me when I would try to cook her favorite food. She would try to eat as much as she could, but after a while it was too hard for her to eat. She always told me how good the food tasted... how good it smelled. She always made me so happy! Until that one night. That sad night when I heard Papa from the bedroom. He just cry out, "Noooooo!"
It would just be the three of us after that. For two weeks it was like I became in charge of the house. I took care of Papa and Monica, remembering all the things Mommy had taught me. I would hear her tell me how proud she was of me when I would finish cooking dinner, or doing the laundry or cleaning the house. It's funny, after three years I still hear her voice in the back of my mind. It doesn't make me sad though, it makes me proud that I can still make her happy with me.
A couple of weeks after the funeral, Papa called me into the living room after he had tucked Monica into bed. "Gabriel, you have been such a good boy to me and your baby sister. I'm so proud of you. You made the last couple of months so much easier on all of us, including Mommy."
For the first time since Mommy told us she was sick, I felt like I didn't have to be strong. For the first time in weeks, I started to cry in front of Papa. He just held me and cried with me. It felt so good to let all of that stuff go. After a few minutes, Papa dried his eyes. "Gabriel, I need to get back to taking care of my family. I'll still need your help with Monica, but I can't let you become a substitute for Mommy."
I just looked up at him while he explained that my Aunt Lucia was going to come over a few times a week and cook dinner for us and that she would also help with the laundry and cleaning. He wanted me to start learning how to do the kind of things he did... a "man's" work. I couldn't believe it! I was going to start helping Papa with his gardening business! Papa was so happy that I was excited. But I made sure he knew that I loved doing the things that Mommy taught me as well, and that I still wanted to that too. Papa just beamed. It was the first time I had seen him smile in such a long time. That was the moment I knew we were going to be alright.
Monica finished her supper with a "Thanks for supper Gabe! Did you like my cheesy-mac?"
"Well baby sister, it was... cheesylicious!"
"Gabe, you're such a dork!" I laughed as she came over to my chair and gave me hug. We picked up our dishes and loaded up the dishwasher. I sent her off to her room to do her homework and I went to mine to finish mine.
When I got to my room, I sat down at my desk and moved the mouse on my computer. The story that changed my life was still on the screen. I read some more and the more I read, the more I just knew that it was time for me to find a man to be my lover. I had no idea how it was going to happen, or when, but the stories I had been reading all afternoon sure gave me enough confidence and ideas of HOW it was going to happen!
Before I turned off my computer, I got an instant message from Danny.
DANMAN17: hey bro! how's it hangin? ANGELG: danny! all's good here! DANMAN17: did u finish reading your english? ANGELG: dude, u must be psycho! i mean psychic! i was just grabbing the book. besides, i have til monday. no school tomorrow! gotta luv teacher workdays! DANMAN17: hell yeah! DANMAN17: hey, mom's letting me have the car tommorow nite. ANGELG: awesome! DANMAN17: she said u can cum over for supper and then we can go to the mall. hang out with eric and jon. maybe see a movie? ANGELG: hold a sec... let me ask papa. brb
I ran downstairs and asked Papa if I could hang out with Danny for supper and go to the mall. He was cool with it since Aunt Lucia was fixing dinner tomorrow. "But I want you home at 10:30!"
"Papa! It's Friday! We don't have a soccer match on Saturday! Couldn't I stay longer?"
After some short but intensive negotiations, I got the curfew changed to 11:30. "Thanks Papa! You're the best!" After a hug and kiss on the cheek, I raced back upstairs to my computer.
ANGELG: dude! it's a date! DANMAN17: u sick puppy! it's hanging out, not a date! lol ANGELG: lol DANMAN17: hey I gotta finish reading this play so I can answer more questions about it than u on monday! ANGELG: u wish! everyone know i'm the smartest. and the girls think i'm the hottest! lol DANMAN17: yeah right. i've already had five of the girls in our class. how many have u had? ANGELG: i'll get laid when i'm good and ready. enjoy the glory while u can dude! cause once he get's started, nothing's gonna stop the gabe! DANMAN17: whatever dude! DANMAN17: hey, i gotta run. getting late. ANGELG: no prob. cya tomorrow! DANMAN17: ttyl ANGELG: later dude!
I signed off, powered down and plopped down on my bed with "Pygmalian." I loved reading plays. I could picture them in my mind as I read and this one was one of the best yet. Of course there's this older dude teaching a young girl all about life. That's what I wanted... a hot older man to teach me all about life, love and of course, sex! I just hoped I would find him... soon!
It was about 9:00 the next morning when I woke up to Aunt Lucia coming into the house. "Buenos dias mi bambinos! Lucia esta aqui!" I threw on my bathrobe to cover up my morning wood and went downstairs. After some hugs, kisses and a little breakfast, we all went our seperate ways and Aunt Lucia started in on some housework. About ten minutes later Papa called and said he needed me to go over to the Jacobson house and touch up the lawn. Damn! He forgot I had plans! Papa knew I wasn't happy about going over to there but he promised me the entire fifty bucks and said I could just take some clean clothes over there. I could clean up and change in the pool house if it was okay with Mr. Jacobson. I agreed, put some clothes in my backpack, hopped on my bike and headed over to the Jacobson's. I'd helped Papa with that job many times so I knew what I needed to do. At least it was on the way to Danny's house.
About 20 minutes later, I was parking my bike outside the Jacobson's and rang the doorbell. Some guy I had never seen before answered the door. I wanted to make Papa proud of me so put on the best professional air a sixteen year old boy could muster. The dude was definitely cute... even kinda hot. But just kept staring at me and smiling! I watched his eyes move down my body and I was starting to spring some major wood and I couldn't let him see that!
"Um, Mr. Jacobson? Hello! Mr. Jacobson?"
Thank God he snapped out of his trance before he could see my boner! I would have died. But he was way cool. He said I could clean up and change at the house when I finished. I handed him my backpack and when he touched my hand I thought my body would explode! He was staring at my hand and I was just looking into the most beautiful, warm eyes I had ever seen. It seemed like five minutes went by before I heard him say, "Um, hello? Gabriel?"
"Oh, I'm sorry Mr. Jacobson," I replied, snapping out of my daydream. "I was just thinking about... um... my plans for the night!" Damn! I almost told him I was thinking about looking into those eyes while he fucked me! I gotta be careful! I can't mess up things with one of Papa's most loyal customers!
He told me to call him Andrew and all I could come up with was "nice name!" God, Monica is right! I'm such a dork. I just smiled and went out back where I knew they kept an extra lawn mower. I had to get out of there before I made a total ass of myself!
While I was walking to the back, I looked over the lawn and saw that Papa cut it straight to the property line the last time. That meant I had to do diagonal cuts this time. Shit! That's twice as much work! I couldn't even think about doing it the wrong way. Papa was real anal about changing the direction of the cuts each time so the grass would grow thicker. Well, that's what made him so good and why people like the Jacobson's paid him a lot of money to do the job right.
Actually, I was kinda glad to be cutting on the diagonal this time. It meant I got to face the house more times and each time I did that I could see Andrew sitting in the kitchen reading the paper and drinking his coffee. I had started at the back of the property and the closer I got to the kitchen window, the hotter he was looking! I started thinking about those stories on the internet. Between the stories and the hot man in the kitchen, It wasn't long before my underwear was wrapped around 7" of hard virgin cock! Was it him? Is Andrew the man I've been dreaming about?
It wasn't long before the heat was getting to me and I took off my t-shirt. I tucked it in the back of my shorts and worked my way closer to the house. Once, I caught his eye and waved to him with some dorky grin on my face. He looked out and waved back, not with a dorky grin... but with the sexiest smile I had ever seen! Andrew was making me hotter than the heat from the sun. I grabbed my t-shirt and wiped the sweat from my face. He was still staring and smiling! That was when I decided to take everything I had learned from the internet and see if he really WAS my dream man! I slowed down a bit and started wiping the rest of my body, showing off my muscles as sexily as a kid could do! I hope he didn't think I was an ass or anything!
Andrew kept looking at me. He was smiling even bigger now so I decided to go for it. I pulled out the waistband of my shorts and stuck my t-shirt down over my hard cock. I don't know what he thought of that, but I had to adjust myself. Hell, my cock was bent the wrong way and was starting to hurt. All of a sudden, he stood up, grabbed something and started coming out to the back yard. Fuck! I blew it! He was going to throw me off his property for perving in his backyard!
I snapped out of my fantasy real fast and put on my most grown-up and professional manners.
"Hi Mr. Jaco... I mean Andrew! Man, it's hot today!" I couldn't think of anything else to say, I was so scared! Then I noticed that he had grabbed some beers! Way cool! Danny and I have grabbed some of his dad's beer a few times and got drunk. I liked beer!
He offered me one but I was still in my professional mode so I asked for a glass of water instead. But I made sure he knew I would have some beer when I finished. He seemed to like that idea even more than I did! He turned around and walked back to the patio doors. My cock was throbbing with excitement. As soon as he had turned his back to me, I figured it was safe to reach down into my shorts and gave my lonely friend a few strokes. "Hey bud," I said to my meat, "I think today's the day! You're finally gonna get sucked if I'm thinking what you're thinking!" Suddenly I felt like a dork again. Do normal people talk to their cocks? Geez!
I went back to the gardening shed and got the blower out. When I was getting back to the house, Andrew was coming out with a glass of water. Holy crap! He had a huge boner and there was a big wet spot on the front of his pants! I hope he didn't see me looking down there. Well, not yet anyways!
Damn, that water sure tasted good! While I was gulping it down, my mind flashed back to some of the hot pics I had seen on the internet a few nights ago. Without even thinking I pulled the cup away from my lips, threw my head back and poured the water down my face and chest. Fuck!! That was some COLD water! It made my nipples stick out a mile. When I had emptied the cup, Andrew was just staring at my cock. Thank God the cold water had tamed it a bit. Andrew didn't seem to mind though. That spot on his pants seemed to be a little bigger than it was a few minutes ago! Yes! It was working!
Andrew offered to help me with the yardwork by handling the blower and cleaning up the clippings. I tried (in my most professional way of course) to turn him down, but he insisted. So I fired up the mower again and worked my way to the front of the house. Papa would have just shit bricks if he had seen how fast I was moving. Hell, I didn't want to waste any time! I was gonna have my first sex in just a few minutes! I just knew it! When Andrew made his way out to the front, I was almost done. I didn't even look at him. I was in a hurry!
After putting up the mower, I raced back to the front. Andrew had just finished his part so we went inside. He was really nice with complimenting me on my work. He even said it looked better than when Papa did it! I was so proud! He made me promise I not to tell Papa he said that. All I could say was something stupid like, "Hey, what happens here, what's said here... stays here. I'm not telling Papa a thing!" Super dork!
We went back into the house with the air conditioning that felt like heaven. We decided to cool off first with the beer when he asked me if I was old enough to drink it. Wow! Did he think I was old enough? Did he think I was 21? I couldn't lie to him, I was a terrible liar anyway and never got away with it. So I told him I was sixteen but I still drank beer all the time. Okay, so I lied a little! I was leaning up against the kitchen counter when I thought about what I had just said. All I could do was smile at him and he finally gave in. So we just sat down at the kitchen table and we started just shooting the breeze. He was real easy to talk to! We talked about my family a bit and I told him about Mommy dying and all. I was getting a little down though. Not from talking about Mommy, but I just had a feeling that he didn't want to have sex with me anymore. I guess he's not into boys. Oh well, I'll just do what I've always done and stroke off in the shower. He'd never know about it. Hell, he'd never know anything... and neither would I!
Just as I was starting to get totally depressed, he asked me what I wanted to do for my shower. He gave me choice, but one of those choices was the master shower. Hell, it had all these showerheads in it... all over! I'd never heard of anything like that!
"Multiple shower heads? One isn't enough?" Damn, if Andrew didn't think I was a dork yet, he sure did now! All I could do was come up with this stupid dork laugh and grin. But I chose the big shower.
We finally made our way into the master bedroom and I almost shit in my shorts! It was like a palace! Just the bedroom was almost the same size as our entire downstairs! As soon as we got into the bathroom, he showed me where everything was, but I started to panic. I had no idea how to turn the different showerheads on. What if I flooded the bathroom? He offered to get things ready for me. As soon as he turned around and leaned into the shower, I saw his ass... what a hot ass! Everything went into slow motion for me right then. All at the same time, I started thinking about those stories, all the pictures and video clips, my cock sprang up harder than it had ever been. Just as I had stepped out of my clothes I heard my fantasy man ask me how hot I wanted it. In a voice I had never heard come out of me before, like it had come from deep inside me... from someplace that I had never know existed, I answered him with, "As hot as we can make it!"
Before I could think or say anything else, I moved toward him... toward my dream. I pushed him up against the shower wall with all of his clothes still on him and gave Andrew my first kiss. I had to feel it! I reached down and felt the biggest, most amazing cock. It felt just like the ones I had seen on the internet! It was at least an inch bigger than mine, maybe more! It was thick and throbbing.
He tried to stop me by talking about him going to jail if we were ever found out. I just told him I knew he wanted it as much as I did. And besides... I was was making the first move here. I had been seducing him all morning! I had to think fast and act even faster before he could talk himself out of it. So I did what any sixteen year old boy with a mission could do... I grabbed the waistbands of his pants and underwear and pulled them now. Before I knew it, I had a cock... a MAN'S cock in my mouth!
It was amazing! Andrew was moaning so I knew I was doing it right! But all of a sudden, I couldn't remember anything from the stories! I was panicking. Tears started to roll out of my eyes. It took everything I had to stay under the water so he couldn't see me crying. The next thing I knew, his strong arms were pulling me up to him.
"Nooooo!" I cried out. My lips were trembling.
He pulled me into a kiss again but I couldn't stop shaking. The next thing I knew he pulled me away from him. "What's wrong baby? Why is my angel crying?"
"Andrew," I said while trying to muffle my sobs, "I don't know what to do. I've never done anything like this before! I know more than anything that this is what I want to do. I'm just lost!"
"Wh-wh-what?" Andrew just looked into my eyes. "You're a virgin?"
"Totally. Please don't hate me? Please teach me! Please let it be like the play!" I couldn't stop sobbing as I spoke.
"The play? What play?" Andrew looked confused.
"Pygmalian. I want you to be like the professor and teach me everything. Show me how to make love. Show me how to live!" I totally broke down in his arms.
With the water pouring over us from all over the place, Andrew pulled me into his arms. "Are you sure this is what you want Gabriel? Have you really thought about this?"
"It's all I've thought about for months." I felt so safe in his arms. My crying had nearly stopped and I just spoke into his chest. "I knew I wanted my first time to be with a man who was older than me. Someone who knew what to do. Someone who really cared! I just never thought I would actually find my dream coming true so soon!"
"Really? I'm making your dream come true?"
"No Andrew... you ARE my dream come true!"
With that he pulled off his shirt and stepped out of his soaked pants that were bunched around his ankles. For the first time in my young life, I felt a man's hot, naked body pressed up against mine. I felt a man's hands running through my hair. I felt a man's fingers playing with my hard nipples. I felt a man's cock rubbing up against mine. He kissed me with more passion that I had ever dreamed about. Just as he squeezed lightly on my nipple, everything came to a boiling point. With all the excitement of the morning... the teasing, the seducing, tasting my first cock... I felt my body tense up like it had never had before. As if it had a mind of its own, my cock just exploded. I could feel ropes of cum hit my neck. I felt it on Andrews amazing chest. I had covered my dream man with my cum. I was now in my dream of all dreams... and I never wanted to wake up.
Well, there's the second chapter! I hope it wasn't too long. I wanted to get some background information on Gabriel taken care of. If you'd like another chapter, drop me a note at JstaFlyOnTheWall@aol.com. Thanks for reading AND the amazing feedback!
Geoff