The Best of Both Worlds Part 6
Markit10@yahoo.com
All the legal disclaimers apply here. I f you're too young to be on this site you should leave and if this material is illegal where you live, you should log off now.
It was about three months before anything happened between us again. Everyone was so freaked out that they didn't dare go to the shack again. We didn't have any place else available even if we wanted to anyway. Jackie and Wiley and I had been jacking each other off for a few months by then. That was before Shelly started coming with me. I had been watching her develop and start growing breasts and it occurred to me that maybe I might get to take advantage of the fact we lived in the same house and shared a bathroom. Yah, she was my sister, but being a virgin myself, she was the only viable opportunity I could see in my near future. Therefore, when she asked if she could come with me to the club house, I had to humor her to stay on her good side. You all know now how that turned out.
Jackie came over one afternoon after school and we enjoyed mutual suck offs with each other. I know he was not so secretly wishing that Shelly was home. She had agreed to fuck him once and he had been like a dog in heat ever since. But, she wasn't home at the time so we just did each other.
He told me that he was heading for the shower at home one night and knew his sister had the shampoo and conditioner in her room so he stopped to get it. As he was about to knock on the door, he heard sounds that sounded quite strange coming from her room. He said he quietly opened her door a crack and she was naked on her bed and had the handle of her hair brush in her pussy, thrusting it in and out. She was only twelve and hadn't even started to develop yet, but now he was wondering if there might be some way to talk her into joining us some time. She obviously was experimenting with sex already, but they had never done anything together. "How did you get Shelly to play around with you?" he asked.
I told him about watching her as she began to develop and paying more attention to when I might "accidently" catch her naked. The first time, I watched her go down the hall past my room to the bathroom for her shower. I got naked myself and worked up a good hardon and waited outside the bathroom door until I heard the shower turn off and the shower door open. I quietly went back to me room and shut my bedroom door loudly, so she could hear it, then sauntered down the hall and opened the door quickly. She was standing there completely naked. She hadn't even reached for a towel yet. She was so surprised, she didn't react when she saw me standing there acting surprised with my hardon waving in the air. She stood there staring at my erection in shock for a moment then reached for a towel and started giggling. She pointed at my cock and said, "I've seen you playing with that thing when you didn't know I was watching. Why do you pump your hand up and down on it?"
"Because it feels really, really good when I do," I told her.
"OK, I'm done in here. You can shower now."
"That's how it started." I told him. "After that, I would leave my bedroom door open a crack if our parents were gone, and wait for her to head for the shower. It seemed like I had a constant erection at that time, so I would be masturbating when she walked by. I pretended not to notice when she peeked in and watched. Pretty soon she was watching almost every night and I would make sure I was in a position that she could see me spurt my cum when I blasted. One night our parents were going to be gone until late and I made sure my bedroom door was open quite wide when she headed for the shower, but she didn't stop. Thinking she wasn't going to, I just began jacking off in earnest. I was caught up in my own feelings so that when she finished her shower, she didn't put her night shirt on, but wrapped her towel around her and quietly came into my room. I was totally naked and didn't realize she was there until I felt the bed move as she sat down next to me. I stopped suddenly and jumped a little and she floored me by asking, "Can I watch you make the white stuff?"
I looked at her and calculatingly said, "Sure, if you let me use your towel."
That was really our first sexual bargain. She was real hesitant at first, but shyly agreed. She reached for the fold in the towel and pulled it off her and sat there totally naked next to me. Even though she had just started developing her breast buds, her nipples were hard as peanuts and stood out so sexy from her gently swelling chest. Having her so close to me, and naked, it only took about two minutes of pumping and I sprayed the biggest cum load of my young life on my chest and belly.
"Maybe, since you've accidently seen April masturbating, you could arrange it for her to "accidently" see you masturbating. Start there and see where it goes. She's kind of young, but it might be nice to have another girl in our group. Just don't push it and scare her off."
"Damn, I'm hard just thinking about it. You want to, you know, mess around some?"
I got up and shut my bedroom door. Turning around, I unfastened my button and zipper and let my jeans fall around my ankles. I was naked underneath and my hardon sprang out and pointed up at my chin. "Me too," I said and with that, Jackie pulled his pants off and dropped his shorts. He reached for my cock and started softly pumping it. He pulled me to the bed and sat down on the edge and leaning forward, took me into his mouth and started giving me a soft, wet, warm, blow job. He had his own cock in his hand and was pumping himself as he slid me in and out of his mouth. God!!!! It felt soooo goood. I let him suck me until I was just at the point of blowing my load and stopped him and traded places. He understood I wanted to edge a little, so I took him into my mouth and sucked that beautiful cock until he was right there and he stopped me. Trading positions again, he brought me right to the edge again, only much quicker this time, and then it was my turn again. When he pulled out at the last moment and started sucking on me again, he really started sucking hard and fast. I knew I wasn't going to stop him this time and after just a couple more minutes, I stiffened out, pushing my cock deeper into his throat. My cock got even harder and as I started to spew my semen it pulsed with the shots and I actually groaned in absolute pleasure as I emptied my balls into his waiting throat. He had been pumping his own cock in time to my thrusts in his mouth, so when he stood up and I took his cock back in my greedy mouth, he was already beginning to pulse with his own load and immediately shot a huge load all the way back to my throat. I held him and slowly sucked him in and out until he was emptied.
We looked at each other and smiled. "It doesn't get much better than that bro."
Later that afternoon he left saying he was going to try my suggestion and see if it went anywhere.
I thought about Wiley and his sister, knowing that was going to be mission impossible. Janet was 18 and had a reputation for being a ball buster. "Poor Wiley," I thought to myself.
On my sixteenth birthday I invited all the guys over for a sleep over party. It was the first time all of us had been together at the same time since the shack episode. Shelly and I had been fucking regularly, but usually it was just one of the guys hanging out at the house. Of course we got to play, but it just didn't seem to work out for the group to get together.
My birthday finally arrived and I was so looking forward to it. It would be the first time since the "shack" that all three of us would be together and I knew what we would be doing. It was going to be just us guys because Jackie's sister had invited Shelly over for a sleep over the same night and my parents would be going out by themselves. Usually when they got a night out, there was a lot of drinking and they stayed out quite late. Sometimes, if they had too much to drink, they would get a room and come home in the morning.
Wiley was the first to arrive and he handed me a bag filled with movies. When I looked at them, my mouth kind of dropped open because they were all porn movies. Wiley's dad was really cool. He knew what three horney teenage boys wanted and he gave Wiley a package of porno discs because he knew we were going to be alone. I never put two and two together before, but after seeing the movies he sent, I began to wonder if Wiley's dad might be a little gay. Three of the discs were of straight sex, but one was a bi-sexual movie and one was a compilation video of cum shots.
My parents were already gone, so we ran upstairs to my room and put the compilation video in out of pure curiosity. Wow!! Was all we could think. We watched guy after guy stroke himself off until he came usually massive sized loads. They shot on the floor, on a towel, on a mirror, on glass shower doors, and we watched in fascination as both of us got hard after seeing the first guy shoot. By the time the second guy shot, we were rubbing ourselves and when the third guy started, we were naked and stroking our own rods with the scenes.
My room is in the front of the house and I can look out and see the front door form my window, so when the door bell rang, I jumped up and looked out and saw it was Jackie. I opened the window and yelled to him to come on up. When he opened my bedroom door and saw both of us naked with hardons he smiled wide and came over to see what we were watching. It didn't take him long to get naked and hard. All three of us sat on the edge of my bed watching guy after guy explode loads of creamy juice and stroked madly. Wiley was in the middle and he reached over and took hold of both Jackie's and my cock and began stroking us off. I reached over to Wiley's lap and took him in my hand while he was stroking me and Jackie. Jackie leaned back on his elbows and just enjoyed the attention Wiley was giving him. Wiley and I had been stroking for a while before Jackie got there, so I was getting close to cuming with Wiley's endeavors, so I pulled back and leaned over and took Wiley in my mouth. He gasped in pleasure and started pumping Jackie even harder and the closer he came to going over the edge, the faster he pumped on Jackie's dick. Jackie knew he was getting real close and didn't want to cum that fast, so he took Wiley's hand off his sausage and moved over to my side of the bed and started pumping me while I was deep throating Wiley. Wiley, not having anything to distract him now had to concentrate on the feeling he was receiving from my mouth and tongue and he fell back on his back and held my head in his hands as I got him closer, and closer. As he kept building to the inevitable he started lunging up into my mouth and pulling my head harder onto his cock and finally, "YESSSSSSSSSS, OH GODDDDDDDDDDDD, YESSSSSSSSSSSSSSSS, I'M CUMMINGGGGGGGGGGG!!!!!!!!" And he started shooting his load. He kept cumming and cumming and I kept trying to swallow it all, but he really does have a huge load for someone so young. Like I said before, he isn't the biggest in the cock department, but he shoots massive loads.
Taking him in my mouth and starting the party this way, I was so excited that it didn't take long before I was shooting all over Jackie's hand and wrist. Wiley had recovered enough by then that he took Jackie in his mouth and finished him off, completing the circle for the first time that night.
Having taken the edge off for all of us, we lay back on my bed and started talking. Wiley wondered if Shelly was going to join us and was really disappointed when I told him she was at April's for the night, but would be home tomorrow.
"That brings up and interesting question," said Jackie. "April is only twelve. Why do you think Shelly agreed to do a sleep over with her? They're not in the same classes of anything. I don't get it."
I said, "Well, I don't know for sure, but I told Shelly what you told me about seeing April fuck herself with her hairbrush. Maybe she is thinking it might be nice to have another girl in our group."
"Oh my God, do you really think so?" asked Jackie. "I don't know. April might freak out if she knows I saw her."
"I'll vote for another girl" piped Wiley. She doesn't have any tits, but she's kind of cute."
Jackie smacked him and said, "Pervert!!!! But yah, me too."
Later that evening, we were sitting around talking and Wiley said, "What do you guys think of starting, like a club or something? You know, maybe we bring more people into our sessions? What do you think?"
Jackie said, "I don't know man, the more guys that know about us, the better chance there is it will get around school some time. That would really suck."
I said, "But you were talking about getting your sister involved maybe, it might be fun. We'd have to be careful about who we would let into the group though. What brought that up Wiley? You got someone in mind?"
Wiley replied, "You remember my cousin Luke? Well, two weeks ago, we were over at his house for a birthday party for my 9 year old cousin Dottie. When we got there I asked where Luke was and my aunt told me he was upstairs on his computer. I went up to his room and opened his door and saw right away he was looking at gay porn. He tried to shut it down before I saw, but it was too late. He acted all embarrassed and tried to cover it up, but when he got up from his chair, it was obvious he had a woody. I didn't say anything, but later that night we were up in his room again and I asked him if we could watch some porn on his `puter. He seemed a little hesitant at first, but turned it on and booted up a porn site. He asked me what I liked to watch and I told him I really didn't care so he booted up a straight sex site and we started watching this guy fuck the brains out of a blond chick with huge tits. It didn't really do anything for me, but it was just an excuse anyway. After a couple minutes I started rubbing myself through my pants making sure he saw me, and pretty soon he was rubbing himself too. When I saw that, I got up and locked his bedroom door and dropped my pants in front of him and started beating my hardon. He was surprised, but I could tell he was excited too and he stripped off his pants. Man, he's got a nice cock for a fourteen year old. I think it's bigger than yours Jackie. Anyway we started jacking together sitting on his bed and one thing lead to another and we were jacking each other and getting close when I got down in front of him and took him in my mouth. He immediately started spraying my throat. I held him until he got soft and he wanted to return the favor, so I let him. It seemed obvious I wasn't the first guy he had ever sucked. So, long story short, Yah I think you guys would like him, and I think he would be willing."
"Sounds ok to me", I said, "What do you think Jackie?"
We were all still naked, so it was pretty obvious what we all thought because we all had boners again by the time Wiley got done telling us about it.
"I guess," Jackie said. "But if this is going to be like a club, shouldn't we have some kind of initiation for the newbies?"
"Like what?" Wiley asked.
"I don't know, we should come up with something agreeable to all of us", Jackie replied.
"How about if the new guy has to let all of us fuck him first", suggested Wiley.
"That might be a little much for someone new." I said. "How about if he has to suck us all off first?"
"What about Shelly? Is she part of the club, or does she have to do an initiation?" asked Wiley.
"I think she's already in. She's sucked and fucked all of us already. She shouldn't have to be initiated again."
"OK," everyone agreed.
"So, when can you find out about Luke?" Jackie asked. "And when are we going to set this up?"
"I'll talk to him this week, but right now I've got an issue that needs to be resolved", and he took hold of his cock and started pumping.
"Wait a minute," I said. "What about Shelly? Does she have any say in this? We haven't even talked to her yet."
"You think she won't want to do it?" questioned Wiley with a worried look on his face.
"I think she will, but I can't talk for her. Shall I call her at your house Jackie?"
"Sure, call her. I want to hear this conversation," he laughed. "Or we could all just walk over there and ask her ourselves. Or we could ask her to come over here to talk about something."
"That might be better," I said. "Let's see if she wants to come over and talk. She'll probably think we don't really want to talk."
I called, and was somewhat surprised that she agreed right away. She said she would be right over. We all got big grins on our faces thinking we might be getting some pussy soon. We were all sitting around naked in the family room, playing with each other, it was only seven o'clock and I knew my parents wouldn't be home until at least midnight, if at all. We were all anticipating Shelly joining us for some sexy fun. I heard the back door open and bent over and took Jackie's cock in my mouth when I heard a squeal. Jumping back, I saw Shelly standing there with April next to her with her mouth and eyes wide open taking in the scene of three teenage boys naked with hard cocks and one of them sucking her brother's boner.
"See, I told you they would be doing something nasty didn't I?" Shelly said, and they both started giggling.
Now all of us were standing or sitting around with our mouths open in surprise. None of us expected Shelly to bring April along. Now what, we were all thinking.
Shelly turned to April and asked, "What do you think, should we make them go put some clothes on, or should we let them stay naked?"
April blushed and turned really red, but said, "Let's let them stay naked, OK?"
"OK" Shelly replied, "Well, what did you want to talk to us about?"
I looked at the guys and stammered, "Well, we wanted to talk to you, alone, kind of."
"What about?" she asked.
"Well, it's, kind of, you know, kind of private?" Jackie said.
"I think you can talk in front of April," she said, and taking her hand she led her to the couch and sat down between me and Wiley.
OMG!!! We're all naked with throbbing erections and Shelly is bringing a virtual stranger to all of us, including Jackie into our party.
"So, what is it?" she asked again.
She looked up at me and reaching over took my cock in her hand. April's eyes got wider, as she watched Shelly begin to masturbate me in front of her and the other guys.
"Uhh, umm, I, umm, I mean, we uhh, we were just talking, umm, about starting a, uhh, club or something. You know, like private, and were wondering if, uhm, you know, if, maybe, uhm, you might want to help?"
"What kind of club?" she asked. "Would we be doing something like this?" she asked as she kept on stroking my ever hardening shaft.
She looked over at April, and shifted her eyes to Wiley's cock standing up. April followed her glance and shyly looked over at Wiley sitting right next to her naked and extremely hard. Blushing furiously, she looked back at Shelly and then at her brother, who was watching intently, then back at Wiley who looked back at her, then down at his cock. She wanted to touch it, but she was so embarrassed. "What am I going to do?" she thought. "Jackie is right there watching me, what will he think? But he's as naked and hard as the other boys. I don't know what to do." She thought.
Jackie was totally caught off guard. He was totally surprised, not just to have his sister catch him naked getting a blow job from another boy, but to see in her eyes that she really wanted to be part of this. He really didn't think she had any idea what she was getting herself into, but, see where it goes.
Shelly stood up with my cock still in her hand and pulled me with her to the other couch and suggested Jackie go sit on the other side of April with Wiley.
April looked up at Shelly with more surprise and then at Jackie walking towards her with his bigger cock leading the way. He sat down next to her and looked at her sideways.
Shelly kept jacking my cock and April kept watching her, then looking at Wiley's little boner, then over at Jackie, then down at his "Huge, to her" erection. Wiley, slowly stroking his own cock and watching April, nervously reached over and touched her hand. She jumped slightly, but didn't pull away, so he gently nudged her hand toward his lap. April looked up at Jackie and saw he was smiling and nodding at her to do it, so she let Wiley pull her hand over and place it on his shaft.
"OMG!!" she thought. It's so hot and hard. She slowly wrapped her fingers around it and Wiley showed her how to slowly pump it up and down. She watched in fascination as the skin slid up and down the shaft as she moved her hand on it. She started pumping faster and shyly, biting her lip as she watched him, she looked over at Jackie who was fisting himself faster now watching his little sister with her first cock. Looking up at him, she reached over her other hand and put it on Jackie's big dong, her eyes getting wide realizing she couldn't even wrap her finger all the way around it, it was so big.
She began to masturbate both of them at once with an excited flushed look on her face. She looked over at Shelly and me and Shelly was doing the same thing.
I was getting really close to cumming, so I stopped Shelly and reached over to fondle her breasts. She leaned back and I took the bottom of her t-shirt and began to pull it up over her head, exposing her braless breasts to everyone's view. She then stood up and let me pull her shorts down so she was naked too. I pulled her to me and dove my face between her legs. When Wiley looked up and saw Shelly was naked, he boldly reached over and started rubbing his hands over April's almost completely flat chest. Jackie looked over and saw Wiley's hands on his sister's chest and then noticed Shelly had gotten naked, reached down to April's shirt and began to tug it up. She resisted at first, but when she noticed Shelly was naked, decided to let both of them pull her top off. Her nipples were just beginning to swell in the promise of what was to come and when the boys touched them they got really hard and sensitive. Jackie then reached for her shorts and started rubbing her legs and touching her crotch. She involuntarily let her legs open a little more and that was invitation for him to start rubbing her in earnest. Wiley saw that and being close to blowing already; he began spewing all over her hand and his leg and his belly.
April stopped pumping both of them in shock over what was happening and concentrated on watching Wiley spurt. He took her hand and put it back on his cock and had her keep pumping him. When he had finished cumming, April kept stroking him fascinated with how slippery his cum was as she smeared it up and down his rapidly softening cock.
Wiley stood up and took April's hand and led her to the bathroom so she could clean up a little. When they were done, April came back and stood in front of her brother, who was still stroking his bone, and watched him. Jackie leaned forward and putting his fingers in the top of her shorts, looked up at her as he began to put some downward pressure on the elastic band. April put her hands on her shorts in surprise, but, noticing again that everyone was naked except her, let him pull her shorts down to her ankles. Standing there in her brightly colored panties, she was blushing and hesitant, but didn't want to be left out either, so when Jackie reached for her panties, she let him pull them down too. She stepped out of them and he pulled her down on the couch next to him again. He reached between her legs and started brushing against her totally hairless little slit, parting her outer lips and touching her budding clit. It felt like a jolt of electricity when he touched her and she opened her legs wider and let him explore her wonders. Except for Shelly a little while earlier, no one had ever touched her there but herself. Jackie took her hand and placed it on his throbbing erection and then started applying a little more pressure on her clit and her folds. April began to get even more wet and slippery, and he gently pushed one finger up inside her. She spread her legs wider yet, giving him better access to pleasure her and the excitement of April allowing him to get that far, and the rapidly increasing speed of her pumping, threw him over the edge and he started shooting his seed all over her hand and wrist. This time she didn't stop pumping, but kept stroking and lubricating his pole with his own juices until the head of his dick got so sensitive he had to make her stop.
When he got up to clean himself up, Wiley sat down next to her and began to stroke her folds again and it wasn't long before he had slipped his finger in her pussy and April was bucking against his hand in pleasure. When he inserted two fingers, April leaned back, her head against the back of the couch and arching her back, pulled his hand tighter against her mound and moaned in ecstasy as he brought her to her orgasm. Just then, the phone rang. I answered it and it was April's mom wanting her to come back home. She had baked a cake for the girls and it was done.
Shelly and April got up and went to the bathroom to clean up and get dressed and left.
Wiley was hard again, and I hadn't blown yet and was hard as a rock and Jackie was working on another stiffy, but we all started talking excitedly about what had just happened.
"About that club idea," I said...