The Best of Both Worlds
Part 9
Once again,this is a work of fiction. All the events and characters are a figment of myimagination and those of supporting readers. If sex between adults andteen-agers or sex between age similar teen-agers is offensive to you, youshould leave now.
This story contains encounters between siblings, betweenfriends, and involving parents and other adults. You have been warned. If thismaterial is illegal in your community, do not go any farther or you will bebreaking the law.
PART 9
Jackie stoodthere a moment with his mouth hanging open. He didn't expect to walk in on ascene like this. Here was his best friend's sister, naked on the bed and hisown sister, also naked, between her legs lapping at her pussy like a pro.
April jumpedback onto her knees trying to cover her nakedness. She still didn't have muchin the boob department, just a slight swelling indicating promises to come, andvery hard nipples. When she tried to cover her breasts, her naked, hairless,pussy was exposed and if she covered her mound, her budding breasts wereexposed.
Shelly jumpednervously at first, but then, realizing that Jackie had already seen everythingshe had to hide, just laid back and put her hand between her legs and startedplaying with her pussy, giving Jackie that look that girls give that says,"Come on big boy."
April yelledat him to "Get Out!!!!" and Jackie quickly backed out the door and went down tohis own room. He had come home to tell April and Shelly about the initiationdecision the guys had made and try to find out if April really wanted to goalong with it. Now he was afraid that maybe he blew it by walking in her roomunannounced and catching her having sex with Shelly. He had seen her playingwith herself before, so he knew she was at least interested in sex, and bothgirls had walked in on him having sex with the other guys in the group, soApril had seen him naked as well as Nate and Wiley, but this was somehowdifferent. The scene that he had walked in on going through his mind had thenormal result on a fifteen year old boy, and his cock was straining to get freeof his tight jeans.
"Damn!" Hehad been wanting to see if April was open to exploring mutual pleasure, butjust wasn't sure she was old enough yet. Yes she was masturbating herself, butdid that mean she would be open to playing with him? That's a different ballgame. He unzipped his jeans and pulled them down over his hips so he could haveeasier access to his cock and reached inside his underwear to grip his almostpainfully hard erection.
After Jackieleft the room, Shelly just looked at April questioningly. Looking down at her,April covered her face with her hands and asked herself, "Why did I do that!?"Shelly still didn't say anything, letting April go through her emotions.Finally April took her hands away and her face was flushed with embarrassmentand she said, "Wow, I really blew that didn't I? It was such a surprise that Ijust reacted. Badly, at that."
Shelly lether go through her questions to herself and finally spoke up. "You know theboys, and me, have been playing around for a while and we have decided to starta sort of club where we can do whatever we want. So far it's just me and Nateand Jackie and Wiley. We want to invite more people to join us. Jackie told usthat he has seen you masturbating and would like to start something between youtwo, but doesn't know how to ask you. You told me you have watched himmasturbate. Did it excite you to watch him?"
April noddedher head yes.
"Do you wantto do some things with him?" Shelly asked.
April lookedat her and nodding again said, "I think so. Idk. I'm scared."
"Yeah, I wastoo," said Shelly. "But once I did it, it was really fun. There's so much tolearn and, the boys are kind of cute, huh?"
"But what ifI don't like it? Will it hurt? What about oral sex, is it gross? It looksgross."
"I can't tellyou if you'll like it, it probably won't hurt since you've used your mom'sdildo. That should have stretched you out enough to take even the biggest cock.This happens to be Jackie, by the way. I know that for sure because I've fuckedall of them. And oral sex? Well, you'll have to experiment with that yourself.I love it, but not everyone does. It doesn't taste like apple pie, but it's notspinach either."
"I feel awfulfor yelling at Jackie," April said. "It wasn't like he did something wrong,it's just that he surprised me so much, I just jumped."
"Maybe youshould tell him that," Shelly suggested. "Let's go tell him you're not mad athim. He's probably feeling bad about upsetting you."
"Uhhh, ok,should we put something on first, or surprise him like this?" April giggled,"I've never just showed myself off to him before. I know he's watched me, buthe thought he was being secretive and I didn't know."
"What do youthink?" Shelly asked. "That decision should be yours. He probably would love itthough if we or just you went to him naked."
April thoughtabout it for a minute and asked, "Would you be upset if I went by myself thefirst time?"
"Not for aminute," Shelly replied. "Give me a minute to get dressed and leave then youcan have him all to yourself."
April grinnedat her. "OK, now I'm getting nervous. What should I say to him? How should Iact?"
Shelly lookedat her as she pulled her top over her head and said, "Don't worry about what tosay, once he sees you, he won't remember what you said anyway." Laughingquietly, she finished getting dressed and walked over to April and gave her abig hug and a very sexual kiss. "Just play it by ear. What will be will be."Then she walked out the door.
After Shellyleft, April sat there thinking what she should say to Jackie and started secondguessing whether she really should just walk into his bedroom stark naked likethis. Her thoughts were racing and she was thinking that if she walked intotally naked, he would realize she wasn't mad at him at all. Making up hermind, she slowly walked out of her room and down to Jackie's door. She stoppedjust outside and took a couple deep breaths, then taking his door knob in herhand, twisted and pushed and then stood there partly shocked as she noticed hewas totally naked too and was trying to make the white stuff that she hadwatched him make before.
Jackie heardthe door open and turned towards the door trying to cover himself up and whenhe saw April standing there naked. Both kids looked at each other in surprise,not knowing what to do. Finally, Jackie smiled at her and took his hand off hisprivates to expose his very hard cock for her to look at if she wanted. He didn'tknow for sure why she was there at his door completely nude, but he wasenjoying the fact that she was.
April lookedat him and at his very hard pole and took a step into the room. She reached herhand down to her sex and slowly started to rub herself, watching his eyes asshe did. Jackie tookhold of his cock and started pumping it as he took a couple steps closer to herand then reached out his hand for her. She took a couple more steps towards himand took his hand as he backed towards his bed. He sat down on the edge andpulled her closer to him, putting his arms around her waist. Shelly didn'tresist and he leaned forward and put his lips on one of her little breast buds.He kissed it and rubbed the nipple with his lips as his arms pulled her closer.She reached for his neck and pulled his head in tight with a quiet "Mmmmmmm."Jackie pulledhis head back and looked up at her and asked, "What do you want to do April?"How far do you want this to go?"
"I don'tknow," she said. "I'm scared, but I want to know what to do."
"Do you wantme to do this?" he asked as he put one of his hands between her legs.
"OK," shesaid as he slid his hand up and cupped her hairless mound. He applied a littlepressure and back and forth motion and she said, "That feels really good." Hecontinued to rub her sex with his fingers and then slid one finger between herfolds touching her sensitive clit and she inhaled a sharp breath when hetouched it. He leaned forward and kissed her other nipple and rolled his tonguearound the little bud while continuing to slide his finger against her clit andApril started pushing herself against his hand in time with his rubs.
Jackie couldsee that she loved what he was doing and that made him even harder than he waswhen they started and wondered how adventurous April wanted to get. He startedkissing slowly between her breasts and working down her belly. He stopped ather belly button.
"Do you wantme to do this?" he asked as he lowered his mouth to her little slit that wasbeginning to get moist with his rubbing. He licked the entire length of herlittle crack contacting her clit with his tongue and she bucked hard againsthis chin.
"Ohhhh,Yessssss," she moaned. He continued to lick her as she was standing there infront of him and April continued to grind her hips at his mouth holding on tothe back of his head. After a couple minutes, Jackie stopped and stood up.
"OK sis, yourturn. Show me what you want to do."
April lookedat him with lust in her eyes as she was excited herself with what he had beendoing to her. She reached her little hand out and took hold of his member. Itwas so big she couldn't reach all the way around it with her small hands, butshe held it and fondled it in wonderment. "Wow," she was thinking, "It's sohard and yet so soft and smooth. She started moving her hand up and down hisshaft like she had seen him doing to himself. Staring hard at his shaft andlooking up into his eyes to see how what she was doing to him was affecting him;He tilted his head back and closed his eyes.
"Do I dare?"she was asking herself. She put both hands around his shaft and leaning forward;put her lips on the tip of his cock. "Ooooh, that's exciting," she thought. "Itfeels so hard and smooth at the same time." She kept slowly pumping his toolwhile she was kissing the tip and then she stuck her tongue out and tasted thevery top of his cock by his piss hole. As soon as she touched his cock headwith her tongue, a drop of precum oozed out of it. April saw it and gettingbraver by the minute decided to taste it too. She stuck her tongue out andlicked the drop of natural lube. "There really isn't any taste to it," shethought. "That's cool." She kept licking around the head and Jackie startedthrusting his hips up putting a little more pressure on her lips. Not knowingfor sure what to do, April lowered her head and starting at the base of hisshaft, licked all the way up the underside of his shaft to the tip where moreprecum was beginning to run out. She licked all of the precum and Jackie wasbeginning to pump his hips and put his hands on the sides of her head, guidingher. When she got up to the tip again he held her head there and just pushedhis cock against her lips. April finally figured it out and opened her mouthenough for him to slide his cockhead in. He stopped and let her get used to thefeel of it in her mouth. As April became more comfortable with the feel, sheslowly began to slide her mouth down his shaft. Jackie was right on the vergealready.
"God!!!! Iwant to cum so bad but I don't want to gross her out," he was thinking. As hegot closer and closer to blowing his load, he started pushing her head downharder making her take more of it in her mouth. He felt that special tinglebuilding in his balls and April pulled off his cock and looked at him stillholding his nearly exploding pipe bomb in her hands.
"Are yougoing to make the white stuff?" she asked.
Jackie lookedat her in agony and said, "I will in about two seconds if you keep doing that."
"Are yougoing to make it in my mouth?" April asked.
"Do you wantme to?" Jackie asked her. "If you put it back in your mouth, I'm ready to makeit right now. If you don't want to try that you can just keep pumping me withyour hands and I'll make it that way. What do you want?"
April kepthold of him and softly swirled her hands around the shaft getting himabsolutely to the point of no return and he groaned and said, "I'm there, I'mgoing to cum now and his shaft got even thicker and began to throb. April bentforward at the last minute and took him in her mouth just as he blew the firstblast. It landed on the back of her tongue and she registered right away thatthe taste wasn't gross so she kept him in her mouth and slowly slid him deeperand back as he continued to pour his seed into her mouth. He held her headtight as he finished pumping out the last of his sperm and April had no choicebut to swallow it or choke. She had to admit it wasn't apple pie, but she didkind of like it.
When he hadfinished and pulled himself out of her mouth he looked at her closely wonderingwhat she thought about it and if she was grossed out. April looked up at himand smiling brought her face up to him wanting him to kiss her, wondering if hewould. He leaned forward and kissed her hard and deep on the lips sliding histongue softly against her lips. She opened her mouth and returned his tentativetongue with hers. He could taste himself on her lips and tongue. When he brokethe kiss she threw her arms around him and pressed her body tightly againsthis.
Jackie turnedher around and lowered her onto her back and got between her legs and madestrong urgent love to her pussy with his lips and his tongue until she wascrying out with her own release.
After, they bothlay together on his bed and Jackie said, "April, I'm going to ask you somethingand you need to think about it before you answer. Nate, Wiley, Shelly and I areall having sex together. We want to start a club that's just kids our ages andNate and Wiley both asked me if I thought you might want to join the club. Fromwhat I saw, it seems obvious that Shelly wants you to join too. But you sawwhat was happening when you walked in on us this afternoon. All of us have hadsex with Shelly and we've all had sex with each other. This club is going toexplore everything we can find out about sex. Every position, every combinationincluding some things we probably don't even know about yet. There will be boyson boys, girls on girls, boys on girls and who knows what else. If you say yes,there will be an initiation you will have to go through. I don't know exactlywhat it will be yet, but it will definitely involve having sex with all theclub members in one way or another. I want you to think about it carefullybefore you answer. We just had a lot of fun and we can still have a lot of funall by ourselves if you want. Or, if you join, you can have sex with a lot ofdifferent people a lot of different ways. It's totally your decision only. Youcan let me know in a day or two what you decide. Just remember, if you join youwill be required to have sex with every club member. That includes me."
She was lyingon her side next to him with her head resting on his shoulder and couldn't helpnoticing that Jackie's penis was starting to inflate again. She tilted her headup to look at his face and reached her arm over his belly and placed it on him.His cock jumped at the contact and April wrapped her fingers around it the bestshe could and felt it continue to grow and expand and get raging hard again.She was still in awe of it having finally actually touched a live erection andwatched and felt how it happened.
"That is socool!!!!" she exclaimed. She started gently pumping her hand up and down on theshaft. "It's so big! How does that fit inside a girl?" she asked.
Jackie hadhis eyes half closed enjoying the sensations and excitement of having hislittle sister naked in bed and stroking his fuck pole. "It does, believe me, itdoes. Shelly can verify that for you."
"Canwe...try????" she asked, looking at his face and then back at his cock thatseemed to be getting even harder as she stroked it.
"God! April,I'd love to, but you're pretty small, I'm afraid I might hurt you. Maybe youshould try someone smaller than me for your first try."
"You can becareful at first and stop if I say it hurts, right?"
Jackie said,"I'll tell you what, I'll let you be on top and you can lower yourself on ityourself. That way, if it starts to hurt, you can stop any time you want. Areyou absolutely sure you want to do this? I know I have wanted to for a longtime. Ever since I saw you masturbating the first time."
April got abig grin on her face and crawled on top of Jackie's chest. He reached up andfondled her little breasts and nipples and she slowly slid her body down untilshe felt Jackie's member poking her butt cheeks. She lifted her body a littleto slide down farther and stopped when she was on top of his hard, hard cock.She rubbed her already wet, technically virgin pussy back and forth along hispole trying to find the right angle for entrance and when it didn't pop rightinto place, she reached behind her and taking his prick in her hand, guided itto her vaginal entrance. When she found it she rubbed his cock back and forthand all around her little entrance until his cock head was wet with her juices,then, slowly, backed into it creating pressure on her opening. Jackie laidthere letting her set the pace, hoping that he wouldn't hurt her. As she putmore pressure on his cock head, her virgin lips began to part and suddenly hishead popped into her canal. She gasped and stopped when she felt it enter her.It didn't really hurt, but it was a little uncomfortable. It wasn't longthough, and she was putting slight pressure on him and slowly slid a littlemore into her tight little pussy. She lifted up a little and felt his headslide against her pussy walls. "Oooohhh, that feels good," she whispered andpushed back against him a little harder and Jackie felt another two inchesdisappear. She started pumping her hips up and down on those three inches ofshaft and it started feeling better and better. It definitely felt better thanher hair brush handle. She kept thrusting down and pulling back and she wasgetting wetter and wetter and thrusting deeper and deeper and Jackie was buriedup to his balls. It was the most amazing feeling he had ever experienced.Shelly was his first fuck and that was fabulous, but this was different. Thisis incest at its best and he was hoping this feeling would never end. April hadother ideas though and as she realized she had Jackie's whole cock in her pussyshe started bucking harder and harder and breathing more and more ragged as thefeelings took over her. She felt the first tingling of that feeling she gotwith her hair brush and her mom's tongue and bucked harder and faster and herbreaths were coming in short violent pants as she climbed and climbed andclimbed to that ultimate peak and crashed like a giant wave on the beach, lostin total sensory overload grinding her hips into him as if trying to get moreof him inside her, squeezing her tight muscles on his cock teasing andsqueezing him into a giant release himself and Jackie erupted inside her like aminiature volcano, spewing his lava all over her love tunnel and womb.
Aprilcollapsed on his chest lost in pleasure as the feeling slowly receded. Jackiewas still hard and didn't want to pull out yet, it just felt so damn good!!!!!!He wrapped his arms around her and rolled them both over until she wasunderneath him with his cock still buried in her.
"OH, God!!Yessss. That feels wonderful," and she wrapped her legs around his waistspreading her legs to allow every little millimeter of cock invade her depths.
It was thatposition that their mom witnessed when she opened Jackie's bedroom door to tellhim her trip to Chicago got cancelled because their dad got a last minuteflight and she didn't have to pick him up.
Neither oneof them heard the door open so Mom had plenty of time to take in the scene infront of her. The foot of Jackie's bed pointed toward the door so it wasvisually obvious that her son's big cock was buried in her daughter's virginpussy.
She watchedfor a minute, smiling to herself and, backing away, decided it was time to talkover developments with Dad. They had fantasized between themselves aboutsharing sex with the kids when the time was right.
Well???????