My folks owned their own business. Normally, Mom handled the office and Dad was on the road doing the work. Saturday was my day to help him if he had any big installations. Every once in a while he’d get a really big job and the three of us would go out together. This job was even bigger; no way was it a one day installation. Mom and Dad had driven up to Palm Springs on Thursday and wouldn’t be back till Sunday evening. This wasn’t the first time I had been left alone, but it was the first time I had been left alone this long. I was looking forward to it, getting to eat exactly what I wanted every night and no vegetables. I had it all planned out. Tonight was macaroni and cheese. Yeah.
I had told my friends about it and they had wanted to come over for an impromptu party. I vetoed the idea. I knew my folks had the neighbors on both sides watching for just that. Mrs. Tork was always seemed to be looking out her window and making sure that 'everything was okay.' Chuck suggested an afternoon party; nobody would be the wiser. I acceded but was a little worried anyway. If it got reported back to the folks they’d be pissed for sure. I figured having friends over in the afternoon wasn’t a party, per se. That seemed arguable at least.
Chuck and Chris, my best friends were coming. Chuck had invited his girlfriend Sydney and her friend Leslie. I knew Chuck was hoping to get Sydney alone and bang her. It was something I didn’t understand at the time and maybe never will, but if a girl was going to ‘do it’ she’d do it at a party. Maybe it was having her friends around made the girls feel braver. I don’t know. But at every party there was some girl who would decide to give it up. At Jay’s party the week prior, he had disappeared with Heidi. They showed up later. The girls all surrounded her and the guys around Jay. They had done it. I listened raptly, wondering what it felt like, to do it. The girls were all giggling and laughing, so I knew Heidi was giving them the lowdown. I looked at Heidi. She had done it, gone all the way. She looked different to me, more womanly, more intimidating. She was tall and beautiful before. Now she was also a woman. Wow.
Chuck had told me he was hoping to get Sydney to do it since it was a party. He came over early. We went to my room and glanced around, “Help me clean up.”
“What?” I asked him. “Why should I clean my room? My folks aren’t coming back till Sunday,” I said flabbergasted.
“Because of Sydney,” he said.
Then it hit me. “You aren’t going to do it in my room,” I said.
“Don’t be a dick. I can’t use your parent’s room. Come on,” he started piling clothes and stuff in my closet. I couldn’t believe he really intended to bang his girl in my bed. When I thought about it, I found the idea exciting. I grabbed some books and put them on the shelves. In minutes we had the room cleaned up.
“I hope she goes for it,” Chuck said. I could only nod. Imagine, I could be sleeping tonight in a bed that Sydney had been screwed on.
About two o’clock, Sydney and Leslie showed up. Sydney was a medium tall blonde. I didn’t think much about her because she was Chuck’s girl and therefore off limits. Leslie on the other hand looked hot. She was a redhead, the freckled curly haired type. We sat down and talked a little then the bell rang. I had been hoping that Chris wouldn't come. After all, it gave me a better shot at Leslie if I was alone with her. She might even agree to make out. I answered the door and Chris was there with his little sister, Diane. I looked at him like he was nuts bringing his little sister to a party. He just shrugged and came in. I pulled him aside as Diane went into the rec room. “She heard me talking to Chuck and threatened to tell Mom you were having a party. I had to bring her.”
“Shit,” I said.
“Tell me,” he said. “Chuck is going to be pissed.”
Diane was only a year younger than the rest of us but she was in seventh grade and we were in eighth. There was a real social divide between the grades. I just knew Sydney and Leslie would be pissed having a little girl there.
Chris and I went into the rec room. Chuck looked mad, but the three girls were all talking away. Chris just shrugged at Chuck.
Chuck had gotten hold of a bottle of Chianti and I had paper cups. He opened it and the girls were impressed. We sat around sipping the wine, which I didn’t much like, while the girls did most of the talking. Chuck, Chris, and I mostly just said things like, ‘Yeah,’ when we had to.
We had all had most of a glass of wine when Chuck broke into the conversation. “Why don’t we play a game?”
Sydney and Leslie exchanged a look. “What game?”
“How about strip poker?” he asked.
Chris glanced at his sister and I could tell he didn’t like the idea. She looked back at him and smiled. “I think that’s a great idea.” That put a whole different spin on the bottle. If the youngest girl had no problem, even if she was doing it to get even with her brother for trying to exclude her, it did put pressure on Sydney and Leslie. They looked at Diane and she smiled back.
“Okay,” they both said.
Chuck was obviously in and I would have cut off a hand before missing a chance like this. Chris looked at Chuck, then me and he knew we weren’t going to help him. He looked at Diane again and she gave him a look, ‘you lose.’ He shrugged.
I grabbed the cards and we all sat in a circle in the middle of the room. “Five card draw and you can draw five,” I said. That is a rookie mistake, drawing five. Your odds actually go down drawing more than three cards. My uncles had taught me that at the cost of my allowance many times. I hoped the girls would want to draw five improving my odds.
I dealt the first hand. Now, looking back these many years later I realize we three guys made a tactical mistake. We didn’t check what counted as clothes and make everyone start out the same. Live and learn.
Leslie wound up losing the first hand after drawing five cards. She pulled a barrette from her hair. “That’s not clothes,” Chris complained with Chuck and me agreeing.
“Yes, it is,” the girls countered.
What followed was a tense discussion of clothes that rivaled the bickering at the SALT talks between Russia and the US over atomic bombs and with as much at stake, at least we thought so. The girls threatened to walk out. The guys caved on what could be clothes. We settled on a number as opposed to an exact definition. Each person would name six items and they were stuck with those six, no exceptions. Shirt, belt, pants, underwear, shoes, and socks, I counted up. Leslie stuck with her barrette since she was wearing sandals. That added shirt, bra, (she blushed slightly when she said it) shorts, and panties. Every one counted off their clothes. Settled, we continued the game.
We played several rounds without anyone getting close to exposing real skin. Most people had lost one round or two, so no one was in danger yet. That changed when Diane lost two in a row. The second loss left her a choice between blouse and shorts. She chose blouse. All eyes were glued to the unveiling, even Chris’s. She unbuttoned the blouse, slowly slipped it off and tossed it behind her, blushing slightly. Her bra was a plain white one and I could tell it was a little small on her. Her breasts were bulging out around the bra, as if they were trying to escape from the confinement. I had no idea little Diane wasn’t so little anymore.
You could feel the tension in the air now. We all knew that we had crossed a threshold and that we would soon be seeing, and being seen. Chris lost the next hand and lost his belt. That only left him three items, same as his sister. Maybe they’d be first out.
Leslie was next with an unveiling losing her shirt. Her bra was a little frillier. Chuck lost three hands in a row and was down to his underwear. His cock was poking out and his excitement had made a wet spot that turned the material transparent. The three girls’ eyes were glued to the tent in his shorts. I lost my shirt. It felt funny knowing I only had two items left to lose before I'd be buck naked. I was supposed to win, not lose. Would the girls laugh at me? Hell, I wasn’t comfortable being naked in the boy’s gym. What would it be like with three girls looking?
Sydney lost two in a row. She pulled off her shorts then her bra. My God, real tits. I couldn’t take my eyes off them. Diane tapped my arm, “Your deal.”
I noticed Chris and Chuck were staring just as much. I dealt the next hand while the girls teased the three guys. It helped relieve some of the tension which had reached fever pitch. Sydney looked self-conscious and her shoulders were slumped a little. Chris lost and he too was down to underwear. That left three people with just one thing.
But the poker Gods like practical jokes. Diane lost twice showing us her tits, then everything. She had a small dark bush and her tits were capped with hard red nipples. Then Chris lost. He looked like he was going to chicken out. I was sure he wasn’t going to go through with it when Diane said, “Chicken.” That was it; he couldn’t let his little sister have more cojones than he. He blushed a furious red and stripped off his shorts. He tried to hide his cock. The girls all burst out, “No fair. We didn’t hide.” Chuck and I jumped on him too. I didn’t want the girls hiding anything and I had the most clothes. I was in a good position. Chris finally took his hands away and sat cross legged like the rest of us. His cock was bouncing away, hard and red. The girls all stared, including Diane.
Chuck was next. He tore off his underwear, his cock sticking straight up. Sydney stared hard at it. I wondered if she was going to do it now that she had seen it. I lost my pants leaving me in just shorts, but Leslie lost her last hand and she had to show us her red curled hair. That left Sydney and me. She lost the next hand. The tension seemed to reach a peak as we all looked at each other. Chuck took Sydney’s hand and without a word the two went off. Leslie blushed. Diane looked surprised that they had left. Then I got the biggest shock. Leslie stood up and took Chris’s hand, leading him off to the den, which also was my folk’s office, closing the door behind. I had hoped to get it on with Leslie. SHIT!
Diane was looking at me blankly. “Where did they go?” she asked. What could I say? I shrugged. “But you still have clothes on.”
I still had no idea what to say. “There’s nothing left to bet.”
Diane got a gleam in her eye. “What would you want me to bet? I want to see,” she said.
This was Diane, Chris’s little sister. I had never thought of her in any sexual way. In a flash, that changed. Her being naked, and very sexy looking, helped me change my perceptions of course. “You could bet a kiss,” I said.
She smiled, “Okay.”
I dealt again, my hand shaking a little. Ace high nothing. She took two cards. That was either really good or really bad. I held the ace-nine hoping for a pair. I drew an ace. I looked up hopeful that my pair of aces would hold. Diane smiled and laid down her hand, “Three fives.” I tossed in my hand. She clapped her hands, “Show me,” she said.
I pushed off my shorts while Diane stared. It was really funny having a girl staring at my cock. I was as hard I ever remember being. She scooted over next to me. “Mike, what are they doing?”
I didn’t know what to say. I hemmed and hawed a little, then she said, “I heard that at some parties, you now, people do it. Is this a party?”
I gulped, “Kind of.”
“Chris and Leslie are doing it?” she asked.
“I don’t know about them,” I said.
“But Chuck and Sydney are?”
I stood mute. Diane looked up at me, “I always thought you were cute.” Her face was only a few inches from mine. Here I was naked with a naked girl and she was saying I was cute. Without thought, I bent forward and we were kissing. She returned the kiss. Our lips opened and we were kissing wildly. I pushed and she lay back. I followed her down. We lay, side by side, kissing, her skin against mine. I’d never felt anything like it before. Her nipples pressed into my chest. My cock pressed into her belly. I had no idea what to do. My circuit breakers had long blown. I was on automatic doing what felt good, which was kissing this beautiful naked girl in my arms.
I felt Diane move a little. Then she was pressing against my cock as we kissed. It was hot and wet and I wondered if we were fucking. Could we be fucking and I didn’t even know it? It did feel incredible to have her pushing against me. I knew I should be doing something. I pulled back and my cock slipped from between us. She had been humping against my cock. When my cock slipped out, Diane opened her eyes. “Are we going to do it?” she asked.
“Do you want to?” I asked. I felt quite nervous. What if she said yes? I had no idea how to go about it. Christ, this was the first time I had ever kissed a naked girl, or touched one without her clothes on.
Diane nodded. She looked a little like I felt, scared. But there was no way I wasn’t going to try. I moved over her settling between her legs. It took a couple tries, with her moving her legs this way and that, while I put an arm here, then there, before we finally got lined up. If it wasn’t so damned serious for us at the time it would have been funny.
An aside here. All of you teenagers reading this, and yeah, I know you do read it; I’ve even gotten e-mail from your mom when she found the story on your computer, (Don’t worry, she liked some of the stories herself) here is a good example of not thinking ahead. Every one of us wants to find themselves in exactly this position. Don’t lie, you do. If you aren’t prepared you can wind up just like these two, making a big mistake. Make sure you always have a condom handy. You never know when you might need one. I’ve talked to lots of people and you’d be surprised how many times sex happens when you least expect it. It’s usually when you aren't even trying to get laid. Once you are naked and sliding around together, you aren’t going to take a break and run to the store to buy a condom. You might have the wits to pull one from your purse or pocket, if you had the foresight to put one there. Back to our young and stupid lovers...
My cock was sliding around over her pussy. I was starting to get frustrated and I could see Diane wasn’t exactly having any fun. “Lift a little,” she said.
I lifted my hips and she reached between us. I felt her hand grab my cock and pull me forward. She positioned my cock, then let go. For the first time, I felt myself sinking into a woman. I pushed a little harder and Diane yelped. “You okay,” I asked worried that she’d make me stop.
She had a tear in the corner of her eye. “Yeah. Go ahead but slowly.”
I pushed again, trying to go slowly. My cock sank into her depths: hot, wet, and wonderful. I was doing it. They say that sex is instinctual. Maybe. But practice sure makes it better. I pulled back and pushed in and sort of let my body take over. Then I slipped out on a back stroke. Isn't that a horrible feeling? Diane helped me get back inside. We started again, only to have my cock slip out again. This was a lot harder than it looks. We finally got on a roll I really started pumping.
“Slow down,” Diane said.
“What?” But it was feeling so good, like when I sped up my jacking off right before I came. “Okay.” I worked on slowing down. But the feelings were really building up. I knew I was about to cum. Just as I was about to cum, my cock slid out once again. It was too late and the first spasm hit me. Gouts of cum rushed down my cock and onto the carpet below us. There was a last spasm and I went limp.
Diane pushed me and I realized I was lying on her. I moved off to the side. She sat up and saw the puddle of cum on the carpet. “Thank you,” she said.
I had no idea what for until I saw what she was looking at. Then I knew she thought I pulled out on purpose. I couldn’t tell her it had been completely beyond my control. I would have cum anywhere at that point. I just happened to slip out one last time. Then I looked at the cum puddled on the carpet. Shit! I jumped up and ran to the kitchen for a sponge. Diane was putting on her clothes when I came back in and frantically started cleaning the rug. I thought I had gotten most of it.
I was starting to feel a little uncomfortable now. Christ, I had sex with Chris’s little sister. Was he going to pound me? And what was Diane thinking? I cleaned the spot once more and threw the sponge in the trash.
Diane was dressed when I came back. I was feeling vaguely uncomfortable now. I mean, we weren't a couple, but we'd just had sex. What do you say? "Diane, I..."
She looked up at me and I had no idea how to finish the sentence. Unfortunately, the truth came tumbling out, "I've never done that before."
"Me either," she said. "Did you like it?"
"Oh yeah," I said smiling. "That was incredible." I wondered what it meant now. "Diane, are we..." Again, I couldn't find the words.
She smiled. "A couple?" I nodded. "No. You're just my brother's friend, like always."
"Then how come you, did it?" I asked.
She looked serious for a moment, gazing off to the distance. "It wasn’t until everyone else was doing it that I even thought about it. I never thought we’d just be doing it like that. I mean, I’ve wondered what it would be like. It was just that if everyone else is doing it, why not?"
"Yeah," I said. "I'm glad you and me, well, were each others first time. Did I do okay?"
Diane smiled, "Yeah, you did okay."
I was trying to frame another question, would she want to do it again when she stood up. "I think I should go home."
"Oh." I was disappointed but still in that post-coital euphoria. I walked her to the door. Diane wrapped her arms around my neck and hugged me. I grabbed her as well. She held my eye and we kissed, not passionate but affectionate. It was a nice kiss.
"Thanks, Mike," she said. Then she was off. I closed the door and went back to the rec room. I noticed that spot again. Worried, I grabbed some cleaning stuff and worked at it. Chris and Leslie came out about then. Leslie grabbed her clothes and made a dash for the bathroom trying to cover herself as she did. Chris started putting on his clothes.
"Where's Diane?" he asked.
"She went home," I said. I didn't add anything.
"Oh," he said looking vaguely happy. I left it alone.
"Did you?" I asked quietly, glancing at the bathroom.
"No, close though," he said. The door opened so we dropped the subject.
I put away the cleaning supplies. When I came back Leslie asked me, "Have they come out?"
"No," I said.
"So, you've just been waiting?" she asked.
That put me in a tender spot what with Chris sitting there. I was saved by the bell. Chuck and Sydney walked in. Sydney did the same thing as Leslie, grabbing her clothes and running for the bath. Chuck had a big smile on his face as he grabbed his clothes and started dressing. Chris and I wanted so badly to ask but with Leslie there we couldn't. It was amazingly quiet until Sydney came out of the bathroom.
As soon as she saw Sydney, Leslie said, "We should go."
Sydney seemed a bit surprised but answered, "Okay."
We walked them all out to the front yard. Since we were outside we were all more proscribed in demeanor. Chuck and Sydney quickly hugged. The rest of us just gave each other quick, "See ya's." The girls walked off towards their houses. They were jabbering away as we headed back into the house.
As soon as we were inside, Chris asked, "Did she do it?"
Chuck smiled, "Yeah." Then to me he said, "Sorry about the bed."
I panicked wondering how I was going to explain a broken bed to my parents. "What?"
"That you weren't the first to get laid in it," he lorded it over us.
"Jesus," Chris said reverentially. "You got laid."
Chuck gave us a blow by blow of the whole thing. It sounded so much better than my poor performance. Chris and I were rapt listeners, hardly breathing. It was getting late by the time Chuck finished so the two of them headed home. I made a once over of the house and saw that spot again. I cleaned it once more.
I looked at my bed that night. It was messed up but it really didn't look any different. There certainly were no stains. I guessed Chuck hadn't pulled out. As I fell asleep I kept seeing Sydney and Diane and me all nude, a fantasia of body parts, and sex.
Monday, Sydney broke up with Chuck. She accused him of making it up about them having sex. Looking back at it, the evidence of the bed does more support a little make out session and not full blown intercourse; I just didn’t have enough experience at the time. I came to realize that I had been the only one of us guys to get laid that day. Diane did it because she thought everyone else was, and they weren't.
Tuesday, when I got home from school my mom took me into the rec room and pointed at the spot on the carpet. “What happened?”
“I spilled some Mac and cheese,” I lied.
She patted my head, “My sweet dumb son. If you are going to clean a spot on the carpet, only clean it as well as the rest of the carpet. You cleaned it so well, now it stands out worse than a stain would have.”
I looked at the spot and realized it was much lighter than the rest of the carpet. I had cleaned it so that it was a nice bright spot on the carpet.
Mom shook her head, “Well, the carpet needed cleaning anyway.” She walked off towards the kitchen.
I stood there looking at that spot wishing it didn’t have to go away. It was my only memento.
Diane and I stayed friends. She went on to be a cheerleader and got a little wild later. She went to college, married, and had kids. I wonder if she ever thinks of me. I think of her fondly, the girl who was my first. There's a special place for that person in every heart I think. If you happen to read this Diane, thank you, for a wonderful memory.
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But the poker Gods like practical jokes. Diane lost twice showing us her tits, then everything. She had a small dark bush and her tits were capped with hard red nipples. Then Chris lost. He looked like he was going to chicken out. I was sure he wasn’t going to go through with it when Diane said, “Chicken.” That was it; he couldn’t let his little sister have more cojones than he. He blushed a furious red and stripped off his shorts. He tried to hide his cock. The girls all burst out, “No fair. We didn’t hide.” Chuck and I jumped on him too. I didn’t want the girls hiding anything and I had the most clothes. I was in a good position. Chris finally took his hands away and sat cross legged like the rest of us. His cock was bouncing away, hard and red. The girls all stared, including Diane. 
