Shayna's Wild Weekend
Copyright© 2007 by Naughty Shayna
Chapter 2: Friday Night
Erotica Sex Story: Chapter 2: Friday Night - Take one fifteen-year-old girl, just beginning to explore her eroticism, add her fifteen-year-old virgin best friend, and a guy in his twenties who likes young pussy. Mix well in a secluded beachfront house, and let simmer. That's the recipe for Shayna's Wild Weekend.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/ft Teenagers Consensual Spanking Group Sex First Oral Sex Anal Sex Sex Toys
Even though I was glad to have Jenny going with us, when the weekend began I was determined to make sure that I kept my position as the queen bee in Ryan's hive, no matter what that took. I started on that plan of action as soon as Ryan picked us up. As we had arranged, he picked us up at six o'clock on Friday. We threw our overnight bags in the back seat, and hopped in. Ryan had told me that one of the reasons he still liked to drive that old car was because it had a nice bench seat that made it easy for his girl friends to snuggle up to him when he was driving. I made sure that I got in first, so I was sitting next to my sweet thing. Jen took shotgun, and we started on our adventure.
"Ready girls?" Ryan, said, pulling away from the curb.
"Ready, ripe, and willing." I answered, grabbing his crotch. As soon as we were out of town and onto the beach highway, I unzipped his jeans and fished his semi-erect cock out. I played with it, not really giving him a hand job, just keeping him warm and excited. I glanced over at Jen and saw her watching what I was doing, eyes wide open, and cheeks flushed. I knew she had given a couple of hand jobs, but I knew she hadn't done anything this outrageous.
I guess I was getting a little too enthusiastic about how I was handling Ryan, because he gave my hand a little slap. "Hey, have a little patience, girl," he warned. "Don't be in such a hurry. Besides, I think you're embarrassing Jenny."
"Oh, OK," I agreed. "I guess I can wait a little while. Hmmm, maybe Jen and I should switch seats, and she can play with you for awhile. Whad'dya say, Jen, you want to feel a real man's cock?"
Jenny looked up in panic, not realizing that I was teasing her. I carefully put Ryan's cock back where I had found it, and Jenny and I spent the rest of the drive fighting over what station to put the radio on. We never asked Ryan what he wanted. I guess he got the idea that even though he was driving, and we were going to his beach house; it was going to be a pussy power weekend.
When we got to his place he parked in the driveway and hustled us inside quickly. I guess he was worried about some of his neighbors seeing him with two young girls. I guess he was a little paranoid about playing host to the Lolita squad.
I was a little disappointed when I first saw the inside of his house. Somehow, I had assumed it would be like one of those fancy beach houses you might see in a movie or something. But this one was kind of old, and looked like it needed a little work. Oh well, it was a bachelor pad on the beach, so what was I expecting? I got a little more interested when Ryan opened the sliding glass door in the back and led us outside. The house sat right on the edge of the dune line, and there were privacy fences on both sides of the property that ran down almost to the water line. That made it seem more like the secret getaway I had imagined.
Maybe it was all the anticipation and dirty talk that Jen and I had been trading as the weekend had neared, but for whatever reason I was feeling very naughty. When we came back inside after our quick tour, I took the initiative. "Hey, let's make it a nude weekend. Well," I looked at Jenny, "how 'bout it? I mean, we all know why we're here, so why bother getting dressed and undressed. Hell, I'm going for it!"
I quickly stripped off my T shirt and jeans. I hadn't bothered with a bra or panties, so it only took a few seconds for me to turn nudist. I stood there, hands on hips, waiting for Jenny to join me. She took a quick look at Ryan, and he only shrugged his shoulders. Jenny sat down on the sofa and I helped her take off her shoes and socks. She raised her hips and let me pull her shorts and panties down.
"Wait," I heard Ryan say from behind me. He had been so quiet I had almost forgotten about him. "Let me finish."
I stood back and Ryan took my place. He put a hand out and helped her to her feet, then slowly raised her shirt up over her head. He reached around and deftly unclasped her bra, freeing her breasts to his view for the first time. Jenny has a nice set, not huge but bigger than mine (but my nipples are better!), and a felt a moment of jealousy. I realized that there would be a lot more moments like that before the weekend was over, and I warned myself to get over it.
Ryan motioned for Jenny to turn around, and she did a slow pirouette. She didn't seem to be at all ashamed of showing off her body to him. Jenny has long, slim legs, a tight waist (another thing I am jealous of), and as I said, a nice set of tits. Add long, brunette hair, which she had taken out of her ponytail after Ryan had removed her shirt, and I had to admit that she was a real hottie. Damn it!
What made it worse was that Ryan couldn't seem to take his eyes off her. He had the same look on his face as he had the first time he had taken my clothes off. I felt like I needed to do something fast to get myself back in the spotlight.
"What about you, Ryan? Are you going to keep your clothes on all weekend?" I teased.
"Doesn't seem fair, does it?" he whispered, eyes still locked on my best friend's body. "Why don't you girls help me?"
I seemed to be on a shoe kick that night, and I started untying his sneakers while Jen helped him out of his tight muscle shirt. I heard her give a little "wow" when she saw his body. I had told her he worked out a lot, but she still wasn't ready for those pecs. As I finished with his shoes and socks, Jenny was unzipping his pants. I let her pull them down. Like me, Ryan had decided to go commando, and as she pulled his jeans down his erect cock sprang up in her face like a mousetrap.
Ryan isn't built like a porn star, but his six-inch cock is beautiful. Or at least it is to me. From the way Jenny was staring at it, all glassy-eyed and intense, it seemed like she liked it too. Her face was only a few inches away from his twitching manhood, but it seemed like she was afraid to touch it.
Then things got a little weird, the first of many times that phrase could have been used that weekend. Jenny couldn't take her eyes off Ryan's cock, and for some reason I couldn't take my eyes off her. I was more interested in Jenny's reaction to Ryan than his to her. Was I channeling a gay side to my personality that I didn't know about? Jenny's nipples are a lot smaller than mine, but they looked like they were as hard as a cold day in January. I wondered if her pussy was wet. I tried not to think about that and got my attention back on Ryan. There he was, with his beautiful toy pointing at a forty-five degree angle from his belly, ready to rock and roll.
Everybody was just standing here looking at each other, like a bunch of nude statues. I wondered what was wrong with Ryan. He seemed to be in a trance or something, just letting us do whatever we wanted, which wasn't like him. He usually had a plan, and took charge whenever we got together. But now it was obvious that he was entranced by the sight of Jenny's body, and the hardness of his cock was all the evidence I needed to see how much she was turning him on already. I was feeling jealous again. The weekend was getting more and more complicated.
Jenny was still staring at Ryan's prick like it was a poisonous snake. "Suck it," I told her. I knew Jenny had only tried oral sex once, with her stupid older cousin, and it had been kind of a disaster. She told me he had cum in her face as soon as her lips touched him. I was curious to see how she would handle having a real man in her mouth for the first time.
She stared at me like I had just asked her to go fly the space shuttle. It looked like I was going to give her a push start. For all of her brave talk over the last few days, she was acting very shy and uncertain now. I didn't mind really, I kind of wanted to be the first one to sample Ryan's sweet shaft that night anyway. I got on my knees in front of him. I saw a few drops of precum already glistening in the slot at the end of his dick. I licked them up slowly, glancing at Jen to make sure she was watching me.
"What's that taste like," she whispered.
"Umm, it's a little salty. It might be nice on a margarita glass," I giggled.
Ryan still hadn't said anything but now he put his hand on top of my head and guided my mouth back to his dick. I guess he was getting a little tired of all my talking and teasing, and was ready for some serious cocksucking. I tried not to disappoint him. I slowly moved my lips up and down the first few inches of his prick a few times, picking up the pace when his shaft became wet with my spit.
Ryan let out a little moan. Damn, I congratulated myself; I'm getting pretty good at this. I wanted to get him good and wet, because my plan was to let Jenny take over, and I wanted to make it easy for her. I had to be careful though. I didn't want Ryan to pop his nuts too soon. But if it happened, I wanted Jenny to experience the feel of a man pumping his fluid down her throat for the first time.
Jenny was on her knees beside me, still with a deer-in-the-headlights look on her face. I smiled at her and motioned for her to take my place. She was shaking like a frightened kitten. I had thought she would be a lot more confident. Oh well, I guess talking the talk, and walking the walk are different things. I had to remind myself that it was only a few months ago that I was in her place. I had probably been shaky too, but I didn't remember it.
I took her head in my hands and guided her mouth to Ryan's wet, glistening cock. "It's OK, Jenny. Remember the way we used to eat ice cream cones when we were kids? How we liked to lick it for a long time before taking a bite? Well, try that now, but leave out the biting part."
I pushed her head a little forward and finally her lips parted and wrapped round the shiny head of his dick. He let out another soft moan, and I tried not to be jealous that it wasn't me bringing him delight. I gave one more little shove on the back of the head and she got the idea. Now she was moving her mouth up and down, imitating what I had been doing. I put my hand on Ryan's balls, just to see if they were tightening up. It didn't feel like he was too close to cumming, so I let Jenny play for awhile longer.
I stood up and gave Ryan a long, sloppy kiss, just to remind him again who his girl was. I knew it was hard to compete with someone with her lips around his cock, but from the way he thrust his tongue into my mouth, I felt like I had at least some of his attention.
Jenny kept working, really getting into it now. I could hear her lips smacking each time she pulled her mouth free. I took Ryan's hand and led it to my pussy, inviting him to play. He eagerly accepted my invitation, and I felt one of his fingers pushing into me, while he stroked my clit with his thumb. He knows how I love that, naughty boy!
Things were getting off to a good start, but it was time to move to a better location. It felt a little weird to be having our first intimate moments of the weekend in the middle of the living room. "Come on," I whispered, "let's get comfortable." Ryan gave me a strange look, and suddenly I felt like maybe I was being too pushy. But still he didn't say anything. I wondered if he was just going to stand there and let Jenny suck him off all the way to an orgasm this early in the weekend.
But before that happened Ryan put his hands on Jenny's head and stopped her. She looked up at us, and I saw a mixture of precum and saliva stringing from his cock to her lips. It broke away, and landed on her chin. She wiped it off with her hand, then licked her hand clean.
"You're right," she said, "a little salty, but kind of tangy too. Was that semen?"
"Not quite, young lady. It's too early in the evening for me to let that happen," Ryan told her, pulling her to her feet. He gave her a long, sloppy kiss, while I stood there not sure what I was supposed to be doing. "Well," Ryan said when they finally broke apart, "I'm starving. Are you girls ready to get something to eat?"
It seemed like a sudden, strange transition, with the three of us standing there like Adam, Eve, and Eve's friend, but I had learned that sometimes Ryan's mood and focus could change just that quickly. The two things in life he liked the best were sex and food, so I shouldn't have been too surprised that his attention had turned from one to the other that fast.
Ryan took us to a seafood restaurant not too far from his house. He had told us to bring our shortest skirts that weekend, and he insisted that we wear them to the restaurant, with no panties of course. I tried not to seem too slutty, being careful about how and when I crossed my legs, but I'm pretty sure that I flashed a few customers inadvertently. I think I almost gave one old dude a heart attack when I sat back down after going to the restroom.
Our waiter was a young kid named Pat, who didn't look much older than Jen and I. He couldn't keep his eyes off us, and seemed to be especially interested in the way my large, puffy nipples were poking at the sheer material of my blouse.
There was one very odd moment when Pat brought us the dessert menus. While we were looking them over, I felt Ryan's hand move up under my skirt. Before I knew it he had a finger poking into my pussy. It didn't take long before he had me sopping wet, and even though I was staring at the menu, I wasn't paying any attention to the words on it. I looked over at Jen, and from the embarrassed expression on her face, and the way she was kind of squirming around, it appeared that she was getting the same treatment.
"I've got my dessert," Ryan smiled. "You girls can have something if you want."
Ryan didn't stop fingering us when Pat came back, and from the shocked look on his face it was clear that he could tell what was going on. "Is there anything else I can get for you." he said, robotically, blushing deeply.
Ryan slid his hands out from under our skirts and held them up so Pat could see the pussy juice glistening on his fingertips. "A couple more napkins might be nice," he told our now almost catonic waiter. "Oh, and maybe you can give me a little advice. I'm having a hard time deciding which one of my girls to fuck first tonight. Which one would you choose?"
The poor kid didn't know what to say, so he just dropped the bill on the table and staggered back toward the kitchen. I can only imagine what kinds of stories he would be telling his friends over the next few days. I was a little embarrassed about the way Ryan was treating us, like we were his sex toys. For the first time, I felt a little uneasy about putting ourselves so totally under his control. I began to wonder what kind of guy he really was. When we had arrived at his house a few hours earlier he had acted very paranoid about someone seeing us, but now he was behaving like he didn't care who knew that he was banging two underage girls. I finally decided it must have been an attack of male ego.
When we got back to the house, Ryan suggested that we take a shower and get ready for a nice, long night. "Do you want to go first?" Jenny asked.
"I have an idea," I said. "Why don't we shower together? I mean, we've already seen each other naked, so it's no big deal."
"OK, I guess." Jenny looked at me like she was still unsure about some of the wild ideas I was coming up with.
The shower was a little cramped with the two of us in it, and we kept bumping into each other. Finally we decided that the easiest thing was to just wash each other. At least that way we wouldn't be poking each other with our elbows. I used a lot of soap on Jenny, and soon her body was slick all over. I started washing her using a rag, but soon dropped that and just used my hands. I spent a lot of time on her breasts. I had never touched another girl there, and I was curious to find out why guys got such a kick from playing with our tits. Before I realized it, I was doing a lot more than just washing them. I kneaded each one, taking time to explore every inch of her firm, resilient mounds. Then I started tweaking her nipples. I liked it when a guy did that to me, and I was hoping she would enjoy it also. Apparently it worked. Jenny soon forgot about washing my body and just stood there with her eyes closed, letting me play with her breasts.
I slid one hand down and started rubbing her slit. My hands were very soapy and slippery, so it was easy for me to slip one finger between her outer lips. I felt some kind of barrier. I wasn't sure if I was feeling her hymen or not, but something was stopping me from going too far in. Jen let me play with her for a few more seconds, then seemed to wake up and realize what I was doing. She slapped my hand and said, "What're you doing, Shay? Are you turning into a lez?"
"Come on Jen, this is a weekend for experimentation. I've never done anything like this with a girl before, and I wanted to see what it's like. Don't worry, I'm not going down on you or anything really weird. You might say I'm just checking you for size, to make sure Ryan will fit." I meant it as a joke, but Jenny acted like she was pissed.
As we were drying off, we started talking about what had happened at the restaurant. "Yeah," Jenny said. "I thought that waiter was gonna pass out or somethin' when Ryan asked which one of us he would choose. Boy, he couldn't take his eyes off you, so I guess we know who he would have picked."
I was glad that Jenny had noticed that Pat had been paying more attention to me. More of my jealousy showing, I guess.
"Come on, we need to get back out there, I told her as we wrapped ourselves in our towels. "Ryan's balls are probably bright blue by now. The poor guy has had an erection all evening. I'm sure he's ready for some relief."
I took Jenny's hand and led her into the bedroom. Ryan was lying on the bed, nude, watching us as we walked toward him. His cock was semi-erect, but when Jen and I dropped our towels and showed him our freshly-scrubbed bodies, his dick came to full attention quickly, saluting our beauty.
I knew it was time to stop trying to plan every step, and think too much. It was time to just go with our instincts, and my instincts were leading me right to Ryan's beautiful cock. I started giving him more of my special, nice, slow oral sex. It wasn't a true blowjob, because getting him off wasn't my goal, it was just oral foreplay.
Ryan took Jenny's hand and pulled her down toward him. I watched them kiss, slowly and passionately, while I slowly teased Ryan's cock with my lips and tongue. I wanted to throw my hips over his face and let him sink his talented tongue into my pussy, but he was busy trading spit with Jenny. She seemed to really be enjoying it, and I didn't want to break in.
Since sitting on his face was out, I decided to go with Plan B, which was a better option anyway. I threw my leg across his body and slowly eased myself down on his hot, throbbing dick. I took a quick look down and watched as his cock disappeared between into my pussy as I let gravity pull me down onto him. I was still trying to do everything slowly, to prolong Ryan's inevitable orgasm. But after I snuck a quick feel of his balls, and found them to be hard as rocks, I knew that our boy needed to get off soon or he might explode.
I looked up, and saw Jenny watching me intently. I think she was still having a little trouble believing that her friend, whom she had known since we wore pigtails, could ride a guys cock in front of her, with no shame or embarrassment.
Ryan decided to give her a treat. "Jenny," he whispered, "sit on my face."
I wish I had a picture of the expression on her face when he said that. She stammered and sputtered like that was the strangest thing anyone had ever said to her, which it might well have been.
"Trust him, girl," I encouraged her. "It might not be Halloween, but Ryan's gonna show you some new tricks and treats."
Still looking unsure, Jen got on her knees over Ryan's head and slowly lowered herself down. As her pussy neared his mouth, he probed her virginal opening with his tongue. It didn't take much, she was soon moaning and groaning and grinding her hips over his mouth. I decided I wanted to help get her off. I began massaging her breasts, like I had done in the shower. She opened her eyes and smiled at me. Apparently, she had gotten over her discomfort with me playing with her body. Now she was really enjoying all the attention she was getting.
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