The Best of Both Worlds

By Marshall VanStee

Published on Nov 25, 2023

Bisexual

The Best of Both Worlds

Part 3

All three of the boys got a big smile and sat down on the floor. The game began and as luck would have it, Shelly had the worst hand. She reached down and took off her shoes. All of the guys groaned and she just smiled. Jackie had a string of bad luck and lost three hands on a row taking off his shoes, shirt and his shorts. He was down to just his undies and Wiley asked the usual question. "What happens when someone doesn't have any clothes left to lose?" Nate gave the standard answer, then he has to do a dare by the best hand.

Shelly, having never played this game with us thought that was a great idea and smiling broadly, said so. She wasn't thinking very far ahead.

Wiley lost a hand and his shoes, then Nate lost three hands in a row, and he was down to his tighties. Shelly lost the next two hands and lost her shorts and her top and she was sitting there in her bra and panties and feeling a little vulnerable, yet excited too because she really did want to get naked in front of everyone again.Wiley lost a hand and lost his shirt then Jackie lost again and he had to drop his boxers. He stood up and with less hesitation than he exhibited yesterday, just pulled them down and stepped out of them. He didn't even try to hide the fact that he had a good stiff pecker. He was a little bigger than Nate and it was obvious that Shelly was having a hard time not appearing too interested. Nate lost the next hand and so he, too, was naked and sporting a hard on. Shelly lost again and removed her bra and tried to cover up with her arms, but when she was dealt her cards, she had to pick them up which put her charms on prominent display. Nate lost the next hand and being naked had to do a dare by the winner who was Wiley.

Now the game took on another dimension. They had never played this with a girl before so no one knew how far to take it. Wiley decided to play it safe and dared Nate to jack off Jackie for two minutes. That was no problem, and the game resumed.Wiley lost again and so he and Shelly were the only ones with undies still on. Nate lost again and had to do a dare this time by Jackie who had the best hand. He didn't have to think very long and he grinned at Shelly and dared Nate to take her panties off.

That was a shock to both of them. Shelly's eyes grew bigger as Nate looked at her. This was not the way she had envisioned it. She was determined, however, to get naked, so she smiled at Nate and stood up. He stepped over to her with his hard on swinging. He got down on his knees and Jackie and Wiley are watching him with their mouths hanging open. Nate slipped his fingers in the edges of her pink, printed panties and slowly began to pull them down. He stopped just short of her mound of Venus and pulled the back of her panty down around her butt cheeks. Jackie started fisting his cock and Wiley reached inside his shorts and began to play with his erection. Nate then tantalizingly slowly pulled the front of her panty down until her pussy kips were on display through her peach fuzz covered pubes. He pulled them down around her ankles and she stepped out of them and sat down again. Wiley was the only one with pants on and no one knows if he lost of threw in his cards, but he was naked on the next hand. The sex anticipation was extremely high in that little shack right then. They continued to play with all of them naked and Wiley lost the next hand to Jackie. Again, Jackie didn't think very long before coming up with his dare.

"You have to suck Nate's cock for four minutes. Wiley looked panicky at Shelly and Nate but no one called an end, so Nate stepped over to where Wiley was sitting. His cock was right at face level. Wiley still looked panicky, but when Nate stepped closer he took hold of his cock and leaning forward, took the head in his mouth. Nate pushed a little harder and slid a little more of his length into Wiley's mouth. Soon, it was obvious that both Nate and Wiley were enjoying this dare. Someone called time and it was just in time because Nate was almost there.

They decided that cards were getting in the way and revised the rules so that whoever had to do a dare got to make the next dare. So Nate decided, "Now or never" and gave Shelly a dare.

"I dare you to suck Wiley's dick for three minutes."

Obviously, she had never done that to anyone before, so it was a shock when her own brother called her out.She stood up and reached for her panties on the floor. How could she do that? She agreed to this game and she wasn't going to chicken out. She sat back down and Wiley almost leapt across the floor to stand in front of her. Fortunately he was fairly small at four and a half inches, but also very proud right now. His cock was probably as hard as it had ever been and he was anticipating getting sucked by a girl for the first time in his life. Shelly reached out and took his pecker in her petite little hand and stroked him a few times and by the look on his face, everyone knew he wasn't going to last three minutes. She leaned forward and kissed the tip of his cock head and watched it jump in anticipation. Opening her lips, she sucked the head of his cock into her mouth. Wiley threw his head back and gave an audible gasp as the pleasure overwhelmed him. She began to slide a little more of him in her mouth and he began to buck into her. Shelly was enjoying this feeling of giving someone so much pleasure and she enjoyed the feeling of a cock in her mouth. She started sliding more and more of him into her mouth until she had the whole four inches buried. Wiley's legs started shaking and he grabbed her head and with an "OH OH ohhhhh ohhhhhhhhhhhhh!!" began to spew his seed into her mouth. Shelly wasn't expecting that and she tried to pull her head off but he held her tightly until he stopped squirting. Even though he wasn't very big in the cock department, he blew an impressive amount of cum into her mouth and throat. She had no choice but to swallow it all. She found out it actually tasted better than her brother's so once she got used to the feel, she let him keep his cock buried in her and she began to lick the cum off the bottom of his cock and where it had leaked down onto his balls. Wiley still had another minute on Shelly's dare and he was going to take advantage of it.

This is where my plan was going to pay off. I had been watching and listening through the crack in the wall. Dressed in a police uniform I had rented at the local costume store I stepped to the front of the shack and opened the door. All those kids were standing or sitting completely naked and the image of a police officer standing in the doorway froze them in theirposition no matter what it was. Panic obvious on their faces every one began to reach for their clothes.

"Whoa kids," I said. "What's going on here?"

Jackie started to reach for his shorts and I said, "Stop right there, Jackie."

He looked at me in disbelief to think that a cop would even know who he was.

"Nate, go sit by your sister Shelly, and Wiley, you go sit next to Jackie there. Since all of you are under age, I have to treat this as a crime scene so nobody move until I've secured the whole area." Saying that I removed my camera from my pocket and began to take pictures of the camp, making sure to photograph the porn magazines laying out in plain sight. Then I pointed the camera at them and began taking pictures of each of them as a group and individually. Shelly tried to cover her breasts but I told her no, that wasn't acceptable, to remove her hands and put them in her lap. She began crying, but did as I told her.

Once I had finished with my make believe crime scene I faced the kids again. "Nate, what do you think will happen when I show these pictures to your Dad? I know him well enough to know he isn't going to like what he sees. Shelly, your mom is going to be heartbroken to see her little daughter playing naked with a bunch of neighborhood boys isn't she? How about you Jackie? If I know your dad, you will be dealt with very harshly. Wiley, your mom isn't going to let you out of the house for a year." He actually started crying too.

"All right everyone, I want you to pick up your clothes and put them in this evidence bag, then we're going to take a nice ride in the squad car to the police station where you will be processed and photographed again. After that, we will call your parents to have them come and pick you up."

All of their eyes were really big as the consequences of what I was telling them began to sink in. Shelly began to cry even harder.

"No, please, can't you just let us go? We'll all promise it will never happen again," she wailed. Wiley, too was blubbering and nodding his head violently at what she was saying. Nate was doing his best to be brave, but I could see the fear in his eyes and Jackie just stood there totally defeated like his world was about to end.

I studied each of them, as if considering what they said. This was all working out exactly the way I thought it would. The next faze was about to begin.

I didn't say anything for a full minute while I was staring at them. The sight of all those naked teen bodies already had me completely aroused and my pecker was tenting out my uniform pants so much that I was afraid they would notice, but they all seemed to be staring me in the eyes wondering what I was going to say.

"Ok," I said as if I had just made a decision. "I have been watching you through that crack in the wall, and I pointed to it. I have more pictures of what you all were doing in here so this is the prime evidence right on his camera. If something were to happen to the evidence, I guess I wouldn't have a case, but your parents will know something when they come down to headquarters and find you all naked. Maybe we can come to an agreement. Shelly, I want you to show me exactly what you were doing to Wiley here a few minutes ago."

She began to back away crying, "No, please, I can't. Please, don't make me do it."

Nate said, Shelly, you can do it again. You did it once and maybe he will let us go."

"Nate, I can't. Please. I can't"

"Alright," I said. "Let's just pick up the bag of clothes and we'll get in the squad car for a ride," and I started for the door.

"Wait!!!! " She cried. "I'll do it."

Wiley's cock had shriveled up in fear so when Shelly walked over to him and stood in front of him, there wasn't much to be seen.

"Come on Wiley," I said. "She's ready for you. Looks like you need to help her get it hard again. Grab hold of that thing and get it hard for her."

Wiley looked down at his penis and began to fondle it, hoping to bring it back to life.

"OK guys,itlooks like Wiley here needs a little incentive. Why don't both of you work on getting yourselves hard? Better yet, just work on getting each other hard.

Nate and Jackie looked at each other and knowing they really didn't have much choice if they hoped to get out of this predicament. Jackie moved over next to Nate and took hold of his cock and began to squeeze it gently. Accordingly, it began to respond and Nate took Jackie's tool and did the same. It didn't take that long, under the circumstances, before both of them had a good hardon. Watching them, Shelly took Wiley's cock in her hand and started manipulating it and it began to respond too. She looked over at me and I motioned for her to get on with it. I think she was hoping I would just let her play with it and she'd be free, but she realized that wasn't to be. She got down on her knees and took Wiley's cock in her mouth and started sliding it in and out, in and out, and that tool started responding all too quickly. Seeing as how this was just the second blow job he had received from a girl, he was soon soaring towards another release and he held her head and pumped into her mouth.

"Hey Nate, I said. How does it feel seeing your baby sister with a cock in her mouth? Pretty hot isn't it? How about you doing that to Jackie here? I bethe would love it, wouldn't you Jackie?"

Nate looked over at Shelly with her mouth full of cock and had to admit, it was pretty hot, and he was rock hard himself with Jackie's hand doing its magic on his dong. He turned and got on his knees and leaning forward took Jackie's cock into his mouth. Slowly at first, until he was good and lubricated with Nate's saliva, he bounced up and down on Jackie's cock. As Jackie began to thrust back at him, Nate picked up his tempo and was bobbing up and down on that piece of steel.

Suddenly, Wiley groaned out, "Yessss, yesssssss, yesssssss and pushed his cock as far into Shelly's mouth as he could and blew his load deep in her throat. Shelly worked at swallowing as much as she could, but with the amount of cum he shot, some of it leaked out of the side of her mouth.

I didn't want Nate and Jackie to cum yet, so I told Shelly to lie down on the floor and spread her legs. Then I told Wiley to get between them and lick her pussy. He had never done that before and looked a little apprehensive, but knowing the situation they were in, got on his knees and lowered his face to her sweet lips and began licking her. Shelly's eyes flew open as his tongue reached for her lips and she cried out in pleasure when he flicked his tongue along her slippery slit.

I began to unbutton my shirt as I looked at Nate with his mouth pleasuring Jackie and said, "Enough you guys. See how much pleasure Wiley here is giving to your sister Nate? Why don't you and Jackie get on each side of her and see how much more pleasure you can help her receive."

The boys moved over to where Shelly lay, spread eagled on the floor and pushing her hips at Wiley's face. Nate put his hand on her breast and began to squeeze it gently and Shelly let out a little moan indicating she liked it. Jackie reached for her other breast and did the same. Shelly, having hands on her breasts and a tongue in her pussy began to mewl and hum in ecstasy, thrusting her hips ever harder at Wiley's mouth. She arched her back and spread her legs even farther and reached down and grabbed Wiley's head and tried to pull it inside her. She crashed over the top with a loud and violent orgasm and Wileykept on licking her.

"Nate, your turn," I said as I removed my shirt and began to unfasten my pants. I had already taken off my shoes so I slid my pants down around my ankles and stepped out of them. My cock was harder than it had been in a very long time. It was actually pushing the top of my shorts away from my belly.

Nate got between her legs and Wiley moved up in Nate's place and began playing with her little boobie. Nate had never done this either, but he was sure game as he had plans to fuck her eventually, and the sooner the better. He began by just tasting her sex and when she raised her hips a little to him, he began to slide his tongue aggressively between her lips, finding her little clit and making her buck up violently, grabbing his head and pulling it to her.

I dropped my shorts and was massaging my boner, when Jackie finally noticed I was naked too. The look on his face showed he had no idea what was going on and he looked between the scene on the floor and me with my seven inch pecker sticking up in the air. I motioned him to come over here. He stood up and walked over to me and I got down on my knees and took hold of his cock. Holding it in my fist, I began to pump him up and down feeling the power and the potential in that muscle. His eyes were wide, partly in fear, and partly because of what I was doing to him, and I leaned forward and engulfed his entire cock in my mouth. He instinctively thrust forward and I began sliding him in and out. Just then,heard Shelly go over the top with another orgasm. I took Jackie's cock out of my mouth and told Wiley to keep doing what he was doing with her breasts and "Nate, start fucking your little sister with your fingers. One at first, but you'll be able to tell when she wants more. After a couple more orgasms, you should be able to get at least three fingers in there, if not all four.

Nate didn't have to be told twice. He shoved his middle finger in her pussy and began to fuck it in and out of her. With Wiley playing with her nipples and Nate finger fucking her, I went back to sucking Jackie's cock. It wasn't long before Shelly was rolling again and her moans and actions, had the effect of driving Jackie over the top and he pushed into my mouth and started unloading his man juice which I savored for a moment before swallowing it down.

I kept him in my mouth until he went soft. "Nate, I called, "come on over here. Let Jackie take your place. How many fingers did you get in her?'

"Two," Nate replied and he got up as Jackie took his place between Shelly's legs.

"Start with two Jackie and get three in her as soon as she can take it."

Shelly had not even come down yet from Nate's ministrations as Jake shoved two larger fingers into herpussy. She was tight, but extremely wet, so was able to take the larger fingers comfortably. Nate walked over to me and stood in front of my waiting mouth. I took hold of his rigid member and guided it to my lips as I slowly sucked him in all the way to the base of his balls.

"OOOOOOOOOHHhhhhhhhhhhh!" he sighed as he sunk into the warmth of my mouth. He began to slide his hips back and forth and I used my tongue to swirl around the head of his cock as he nearly pulled out before thrusting back in. From the sounds across from us, Jackie must have got his three fingers in Shelly's virgin pussy because she was mumbling and crying and laughing and moaning and begging, more, more, faster, more, Ohhhhhhhhhhhhh Godddddddddddd! And went over in another orgasm. When she went over the last time, Nate was watching her and thrusting into my mouth and he suddenly reached down and grabbed my head and thrust his cock all the way in and blew another massive load into my mouth. When he was finished, I looked at all of them, Jackie was still finger fucking Shelly.

"OK everyone," I said. "I think you've almost earned the evidence back. Looks like everyone has cum. In Shelly's case, several times. So maybe I'll let you go this time. But wait. I haven't cum yet. Tell you what, Nate, you go over and eat Shelly's pussy and Wiley, you and Jackie 69 each other until I tell you to stop."

I got up and walked over to where Shelly was laying on the floor with her legs spread wide and Nate's tongue teasing her clit. Her head was thrown back and I kneeled next to her and took her hand and placed it on my rock hard member. She looked up immediately because she could feel it wasn't any cock she had already touched. Surprised, she tried to jerk her hand back but I held it in place and soon, Nate's tongue had her thinking about other matters besides my cock in her hand. I let her build to another orgasm then told Nate to change places with me. Looking over to see Wiley and Jackie sucking earnestly on each other's cocks, I slid between Shelly's legs and using three fingers began to finger fuck her. My fingers are considerably larger than any of the other boys, so when I inserted all three, she had never felt that full before. She took them with no difficulty and started rocking on my fingers with a glazed sort of look on her face. I knew that my three fingers together was about the circumference of my cock and if she could take those fingers, she could take what I intended to give her. She steadily began to build towards another peak and I slid up and, pulling my fingers out of her, placed the head of my cock at the entrance to her virginhood. I leaned over and began sucking on her nipple and she began to respond. I didn't force myself into her, but kept a steady pressure while continuing to suckle on those cute little breasts and she began to exert some pressure on the head of my rod. Holding steady, I let her determine how much she wanted. Moving slowly between each breast and nipple with my tongue and lips and keeping steady pressure on her pussy opening, she started to thrust against me a little harder.

Suddenly the head of my cock slid into her tunnel and she gasped as the realization hit her that she had a cock in her pussy for the first time. She really wanted it to be Nate or Jackie, but she had what she had and it felt good. Once she got used to being stretched like that she began to relax more and started thrusting tentatively back. As she did, she began to impale herself a little at a time deeper on my shaft. I had about three inches buried in her when we both felt a resistance.

I withdrew until just my cock head was still inside her and then began a slow fucking. Iwould reach her hymen and stop and withdraw again and again until she was panting and pushing at me and reaching for another orgasm. I timed my thrusts so that as soon as she reached her peak and crashed over, I thrust hard into her breaking her cherry. She cried out in pain and I stopped thrusting. I just kept myself buriedin her pussy while she was decelerating from her orgasm and getting used to having a real cock impale her virginity. When she had come off the throes of her pleasure and started to relax, I began a slow in and out penetration. It was obvious I had her completely filled up, so every time I withdrew and then pushed back in, I rubbed against her clit and she was soon thrusting back at me and keeping up with my rhythm. Pretty soon she had her arms around my waist and was pulling me into her velvet chute on every thrust. Every muscle in her body tensed up as she arched her back and screamed as she had the most powerful orgasm of her young life. Not wanting to impregnate her I pulled out as she crashed over and blew what seemed to be a pint of cum over her belly and between her boobs.

Remembering what I told Wiley and Jackie, I looked over and notice they both had cum on their chins and seemed to be sucking a soft marshmallow.

"Nate," I said, "Come on over here and clean your sister up." Knowing exactly what I meant, he asked, "Are you going to turn us in, or let us go after this?"

"It's all up to you now," I told him.

He got down on his knees between Shelly's legs and began to lap up all the cum on her body. When he was done I went to the camera and pulled out the memory card and handed it to him.

"OK," I said. "After I'm dressed, you wait five minutes before putting your clothes back on. Let me say, I know you all had a great time and came probably more than you've ever cum before, and I had a great time too. So if you're not too freaked out about the circumstances, I might be back to check on you sometime. Once you view the memory card, you'll understand you weren't in any danger after all. You guys have shared a special experience that you will never forget and maybe you won't want to. I promise, if we ever meet again, it will be just for mutual fun."

I finished dressing as I finished talking and walked out the door. I knew that I would be back. The question was, would they?

To be continued?

Next: Chapter 4


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