Sexual Conundrum

By Paul R Consalvo

Published on Apr 4, 2009

Gay

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This story contains sexual contact between teenage boys. This story may not be legal where you live or it may be offensive to you, if so please leave now.

Sexual Conundrum 

I guess you could say, I was a good looking boy. Parents and relatives are always say things like, oh you are so cute, He is going to be a knock out, oh look at those bedroom eyes. I have heard all the old cliche's. When the are all said and done only one thing remainders, I think they are all just being nice.

My name is Jake Winslow, I live with my mom, dad and a little brother, I have always been a very unruly kid, might have something to do with my nickname, they call me Storm, Not really any thing special, I kind of like it, says a lot about me. I am a sophomore in high school, I am 15 years old, I have medium length brown hair, and blue eyes. I am very short at 5 foot 4 inches tall, dad says how did they pack that much energy into someone so small, I will never know, I am a meager 135 pounds. Light complexion, I have a very strong desire almost a craving to see every boy in school naked, strutting around in front of me for my pleasure. I am gay and very proud of it. I have a little bit bigger cock than normal, 7 inches, I think it is really nice, smooth and thick, when I play with it it never disappoints making me feel wonderful.    

The idea of hearing that someone that is willing to take the time to look at naked guy, with erect cocks, dripping with cum, reading stories of boys and boys, boys and men, boys doing themselves or just thinking about sex with a best friend, try to convince themselves that they are straight, well good luck with that.

As for my, cut and dried, if you like to boys naked and think about them all the time and wonder what it would be like to be with them, well you could be gay or bi, I would have a hard time believing, that if all those factors working for you, being straight could be a stretch of your imagination.

Now for the important, there is this freshman, I met him yesterday and he just knocked my socks off. Talk about being cute, He has it all, his name is Conner Johnson, from the look of the bulge in his pants, Johnson is very fitting, he has Light brown hair,  with streaks of blonde mixed in, his eyes are emerald green, He is about 3 inches taller than me, he is about 5 foot 7 inches tall and weighs about 145 pounds, no fat just muscle, wow lots of muscle.  he has a dark complexion, and is one of the cutest 14 year olds in the school. He is quickly becoming the light of my life, I can see now that tonight, without him knowing, we are going to have sex together, only in my head of course.

I am a very cheerful riser, usually always in a good mood, and a smile on my face.  On a beautiful spring day, fresh and new, how could you not be happy, throwing in an additional special person, you have an extraordinary day, the skies are the limit. I got out of bed, morning wood and all and headed to the bathroom, I do my usual morning things and jump into the shower, wash every body part , I come to the oak tree between my legs, I have to cut this down to side, a picture of Conner pops in my mind, I am off to the races, about 10 minutes later I just went from wonderful to spectacular, with a little help from Conner. I get out of the shower, dry off and head into the bedroom to get dressed, I find just the right outfit to put on, then make my bed, pick up dirty clothes and deposit them in the hamper. I come bouncing out of my room heading for the kitchen, breakfast and a good morning kiss from mom. My little brother, Chase, smiles at me and says good morning, I return the greeting and sit to enjoy the meal that mom has made. I eat and say good-bye, grab my school stuff, jacket, I am out the door and on the way to the bus stop.

I arrive about 10 minutes early, as usual Conner is standing there, I walk up and say hi, he smiles and says Good morning Jake, I am in heaven, I would love to kiss him right now but not a good idea, I ask what are you doing this weekend, he looks at me and says nothing do you want to stay at my house Friday night, I smile and say sure, I have to ask first, I say to him then you can stay at my house Saturday night, sort of a double header.

Conner got this very sort of evil grin of his face, I think that would be a great idea, we will be able to sleep with each both nights.

That statement had me stirring in my groin area, I glanced down and saw the response that Conner's groin had, I knew that this would be a very exciting weekend for both of us.

We were standing there and just talking and noticed the bus coming, when it stopped we both headed for the door, I got there first and on the second step up, I felt Conner's book rubbing my ass, I turned and looked at him, he was smiling and then winked at me. I went and sat down, he sat next to me. I was thinking, Friday is so far away, 4 whole days, I did not know if I could take the excitement that long. I could not get over the feeling of Conner's leg up against mine, I was rock hard.

Conner looked down and said " he whispered I think that you are liking my leg rubbing your! "

I looked at him with a shy but expressive look that said Oh God yes I am liking it.

Today being Monday, having to wait till Friday seemed to be forever. I was hoping that Conner was not just playing games with me, I would  devastated. I was going crazy right now and it would not get easier as the week went on. The final bell rang and I headed to my locker, I was getting books out when someone walked up behind me and said " Hi".

I started to turn when I felt a book rubbing my crack and I almost came in my shorts.

Conner said " I think You like that. I will endeavor to explore that area in detail this weekend, he looked up and down the hall and they were alone, Conner moved closer and his hand reached out and he massaged Jake's cheek making sure that his thumb was inserted into his crack.

Jake leaned up against the locker and his legs spread and he groaned.

Conner said " well I will save the rest for friday. "  He moved to the side of Jake's locker and saw the bulge in his pants, you should go home and do something about that, "  he smiled and looked at Jake in the eyes, his eyes looked down and were followed by Jake's and he was amazed at the bulge in Conner's pants, Conner smiled and said " this is what will be yours on Friday night. then he walked away.

Jake turned and watched him walk away and was looking right at his ass. That night Jake ate dinner, helped clean the kitchen, did his homework and told mom and dad goodnight, he walked past Chase's room and said "Good night little bro."  He went in to his room closed the door and in a matter of minutes, he was naked and in the bathroom with his fist around his erect cock, while thinking of Conner it took no time at all he was exploding. He needed to be able to control himself. He wiped up his mess and pulled up his boxers and went and got in bed  closer his eyes and fell asleep and was still awaiting Friday Night

Tuesday came and was uneventful, as was Wednesday, Thursday and then it was Friday morning. Jake had made sure that everything in his room was spotless, with nothing out of place. He got dressed and made sure the room was clean, headed fown the hall and into the kitchen to have breakfast, he ate quickly, grabbed his school stuff, headed for the door and was gone. He was walking to the bus stop, before he ever got he was sporting wood, he did not care who saw.

Conner was waiting at the bus stop and saw Jake coming, the closer he got the more excited Conner got. by the time Jake got to the bus stop, Conner was as hard as a rock as well. he smiled and said " I guess we are both ready for tonight. "

Jake smiled and said " you have no idea how ready I am."    

Conner asked " have you ever done anything with anyone else? "

Jake replied "nope!"

Conner said "I am a virgin as well!"  If I have to " I want to lose it I am glad it will be you!"

Jake said " yeah I feel the same way!"

The school seemed to go on forever, the time was dragging, the clocks seemed to barely seemed to move, both boys were going crazy. The final bell rang and the boys were headed to their locker to put books away and meet outside. The met just outside the main entrance of the school.

Conner asked " are you coming over now? "  because no one is home now, " or do you want to come over after dinner?"

Jake looked at Conner And said " I want to!"  But mom says I have to be home to do chores first, then after dinner I can come over>

Conner smiled, looked around, and asked  " do you sleep naked?"  Just wondering because I do!

Jake's eyes got wide and he smiled and  asked " How does that feel?" 

Conner smiled and winked and said " It is hard to explain,"  then looked around and said " when your dick rubs the sheets, WOW!"

the boys had to get home so they started to walk, they talk and joked around until they had to go separate ways.

Conner wrote down his address and handed it to Jake, he spoke regularly when he said " do you really want to, and then whispered and said,  Cum? "

Jake looked all hot and bothered and said " more than anything else!"

Conner got home and went to his room, he took a shower and put on clean clothes and some body lotion, he looked around and thought, yeah the room in clean enough

Jake got home and was thinking of what they would be doing tonight, he was ready, he thought to himself yeah I am more than ready, he did his chores and then took a shower and after drying off got dressed and put on some body spray.

Mom called him and said it was time to eat. the four of them say down and ate dinner, Mom looked at Jake and said you can go I will clean the kitchen.

Jake got up walked over and said " thanks mom, " and then he kissed her and said " Good-bye. " He left his house and started the walk over to Conner's.  He was thinking on the way over just what Conner had in mind. All week long he has been going over all the things that they might do together, as a virgin Jake had no experience and was not sure what was going to happen.

Conner was sitting in his living room trying to watch TV, he was having very little success, that only thing he knew was the Jake would be there soon, and of course that his cock was hard and waiting to be released. He was thinking that this was going to be his first time with someone else, he was hoping that he would be able to do what he was promising all week. He was sitting in the chair when there was a knock at the door, he was so excited that he nearly fell on to the floor. He got up and went to the door, opened it, saw Jake standing there and said " come in, I thought you would never get here!"  

Jake smiled and walked in the door and as he did, he brushed up against Cooner's erect cock.

Conner jerked and let out a sigh. He asked Jake to follow him to his room.

Jake followed Conner to his room , went in and put his stuff in the chair in the corner, as he turned he saw Conner closing the door, he walked over and said " please let's not forget that we are both new to this and try not you get mad or impatient with each other. He leaned forward and kissed Conner lightly on the lips, Conner jumped a little and after the kiss had a look of surprise but happiness on his face. Jake asked " where is everyone?" 

Conner smiled and said "they went shopping,  They most likely will not be back for hours. Conneer wanting to seem like he was a little more knowledgable than Jake, He pulled his over to the bed.

Jake thinking the same thing decided he would take the lead and started to get undressed, as he was about to take off his remaining boxers, he smiled at Conner and said  "this would be better if we both were naked."

Conner was staring right at Jake's groin, he was slowly undressing but his eyes never left Jake's groin, Conner was now down to his boxers and they were coming off quickly, they were both standing there checking each other out and both admiring what they were looking at.

Jake took the lead and climbed onto the bed and patted the area next to him.

Conner climned into bed and they looked into each other eyes and they both got the feeling that this was going to be something special, he leaned in and kiseed Jake on the lips and the kiss lasted about 30 seconds.

Both Conner and Jake were excited, they both wanted to get something going, they were both naive to this sort of thing and did not want to seem foolish to the other.

Jake laid down on the bed and pulled Conner down next to him, he took a hold of Conner's rigid cock and started to stroke it slowly

Conner sighed and took Jake's cock in with hand and started to slowly stoke Jake as well.

They both had thought of this all week, they were both so excited about this time together, they had felt a special bond, they both were very fond of each other, the actions that they were taking tonight were cementing thier relationship, that they hoped would  last for a very long time.

Conner smiled and said "Jake you are really, then he got this odd look on his face, his eyes widened he was unable to speak, and he shot his first load in 5 days all over jake.

Jake looked into Conner's eyes smiled and before he could say a word squinted and began unloading his sperm all over Conner.

They  both laid next to each other, the other ones cum running down the bodies, smiling at each other, right out of the clear blue sky, they both started to laugh. They laughed for about 10 minutes, when they finally calmed down they just looked at each other.

Jake said " I am so sorry,"  I wanted this to be really special and it turned out to be a joke.

Conner looked at Jake and said " Jake we were both so looking forward to this, maybe what we forgot was that it was the first time, what happened here tonight as far as I am concerned was really more special than I thought it would be. We were both so excited to please the other guy, and we spent to much time all week thinking of what we wanted to do, not thinking about what the excitement would allow us to do. I am happy with the way things turned out and I will be eagerly waiting tomorrow night and see how much farther we can go. Let's take a shower and get cleaned up before my parents get home.

They showered together and any hope for a midnight exchange of body fluids was lost by each of them in the shower as they both came again with the rubbing of each other. They knew that it was the beginning of something that they would both be experiencing for a long time to come. They were both dressed and watching TV when Conner's parents got home. They all say around and talked for a while and then Conner told his parents that they were going to bed, Conner said good night and kissed his mother and shook hands with his dad.

Jake said good night and thanked them for allowing him to stay the night.

The boys went down the hall, into Conner's room, they closed the door and got undressed and got into bed.

Conner was laying on his back and looking at the ceiling.

Jake scooted up next to Conner and put his head on his chest, he kissed him on the chest and said " good night and thanks!"

Conner asked "thanks for what?"

Jake replied " just for bieng here with me!"

Conner said " no thanks to you, good night."

Monents later two very exhausted, first time lovers , and now very dear friends drifted off to sleep.

Well that's it for now. Hope you liked it. Please email me at spiderwick1@hotmail.com with comments and feedback. I will answer all emails as soon as possible. Thanks for reading my story.

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