SEX FOR THE HOLIDAYS
The holidays were always a special time for me. I guess most families get together at the holidays and experience great times, but probably not in the same way as my cousin and me. I grew up with my cousins, Jill and Brad. Brad was about the same age as me, being only weeks younger, and he was my best friend. Jill was only two years younger than I, and we were always very close also. I guess there is that time when, as a boy, you think girls are gross and have cooties and all that and you try to stay as far away from them as possible. I can remember when Brad and I would curse Jill and tell her to get away as we played some silly boyish game, but I always felt a little bad for it. I really liked Jill, even at a very young age. We would often go off by ourselves and play house or some other silly "girly" game that I wouldn’t be caught dead playing if Brad or any other boys were around. I have to admit that I always loved that kind of stuff. We were innocent enough about it until one night at my house when things took a most surprising turn.
It was close to Christmas time and I had just turned fifteen. I had begun to notice girls at school, but was not totally infatuated by them like some of my friends. I was strongly involved with sports and FFA and other activities, and these type things held my attention for the most part. I guess I was what you might call a late bloomer in that department. While my friends were talking about their girlfriends, and kissing, and a few steamier things, I was still concentrating more on sports and cars and such.
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I had a few "girlfriends" from time to time, but usually nothing more than holding hands in the hall or passing notes in class. To me, it was more of a status symbol to have a girlfriend. After all, if you had a girlfriend, you were considered cool. And if you didn’t like girls, you were gay, right? And I wasn’t gay by any means, so I played along with the game. You gotta do what you gotta do to survive junior high and high school, and I was a pretty popular guy. It just wouldn’t look right if I didn’t have a girlfriend.
The only sexual experience I had with a girl had been around this time, and was the result of a wild and unusual situation. We were at a Halloween party, when a girl whom most of us thought as pretty much a weirdo showed up. She was never at any of the parties, but for some reason she was at this one. She ended up getting wasted drinking coke and rum and the boys began to pay more attention to her. She wasn’t bad looking, and actually had a great body. She was short, at only 5'0" tall, but this helped to emphasize some of her physical features. She was hispanic and had long black hair. She was well groomed and looked cute in the face although not what most would consider gorgeous. Her body was what I would call athletic, and what most of my friends would call fat.
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She wasn’t fat but she was fairly thick. Her ass stuck out, but was well rounded and her breasts were above average sized. Her stomach only showed a slight pudge and I thought her eyes were great. Me and about four other friends of mine got to talking to her and she was drunk as could be. Before long we were all with her in the back bedroom and she was letting us touch and kiss her just about anywhere we wanted. Her clothes were still on at the time, but it was very sexy. Suddenly one of the guys asked her if she was going to give us all a blowjob, really just in a joking manner, but to our surprise she said yes. I don’t think she really knew what she was saying but we didn’t care. We were getting pretty drunk also, and a blowjob sounded awesome to us. We decided to go after it one at a time, and so we drew straws to see who would go first and who would have to wait outside the door for their turn. Not being lucky night, I drew the longest straw and had to wait to go last. One after another we took turns at her offer. By the time I was up, and all the boys had gotten theirs and returned to the party smiling, she looked a mess. Her eyes were barely open and her face and hair were all messed up. She had cum dripping from her chin.
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She was a sight, but nonetheless sexy to me. I was horny as could be by the time I finally came in. She grabbed my cock as I was still pushing my jeans down, and began sucking on it. I reached over to her as she lay on the bed and began to rub her nice hard tits. It was the most amazing thing I had ever seen or felt and unfortunately I couldn’t hold back any longer. Without warning, I began gushing inside her mouth as she sucked. I felt bad as she choked and gasped for air, but not bad enough to continue to cum all over her hair. After it was over, she was still choking a little and looked like she might get sick. I felt bad, but decided to leave before she yakked on me or something. I guess it wasn’t a fairytale first time, but it sure got my rocks off just the same.
When we let out for Christmas break, I was most looking forward to seeing Brad and Jill for the holidays. They were probably my two best friends in the world. Christmas time was my favorite time of the year, not only because of all the lights, and the tree, and the presents and everything, but also because I knew I would get to spend a lot of time with my cousins. Brad was still fourteen at the time and Jill was thirteen. I knew we would be able to spend a lot of time together and I was excited to say the least.
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It was my favorite thing about Christmas. The presents were nice, but spending time with my cousins was a real gift. Almost as soon as I got home that last day of school, I was quizzing mom about when we would go see them.
As it turned out, that particular Christmas started out with a huge disappointment. Brad had gotten pneumonia and we would not be able to go see them until he got better. I was devastated to say the least upon hearing this. I couldn’t imagine going all Christmas without seeing my cousins. That’s when my mom said, "Maybe Jill could come to visit us. "
"You mean by herself?"
"Sure, I know you like Jill and she could come up here and see us, and then maybe if Brad got better in time, he could come later. "
I was still disappointed about Brad being sick, but it sounded better than nothing. I mean, I did like spending time with Jill, I just didn’t know about spending all Christmas break with her. I was a guy after all, and I didn’t know how much fun it would be with just a girl around to play with all the time. But then I began to think of the positives. She was still one of my best friends and they had never come to see us during Christmas before, we had always gone to their house. I started to get exited about the new possibilities when mom called my aunt to get the go-ahead.
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Jill arrived a few days later and I was pleasantly surprise. Not only did mom tell me she could stay until Christmas Eve, which was a nice surprise in itself, but I also noticed some differences in Jill. I hadn’t seen her much in several months, and she looked really different. Jill had always been kinda like a tom boy I guess you would say. She had always dressed in jeans and t-shirts and didn’t seem to care about her appearance. It was one of the things I appreciated about her, and why I liked her so much before. Now, though, she was much more like a young lady. She was almost as tall as me now, at about 5'7". She was dressed in a nice mini skirt and a blouse. She had her hair in a pony tail with her long bangs drifting down her face. Her short white socks along with her white Keds brand shoes were also a new addition. And though I might have frowned at it a year ago, I must admit that now she was very appealing. I felt a strange sensation as she ran up and hugged me around the neck. She seemed much more like a stranger, but I didn’t want to release her from her hug. The new fashion was not the only change that had taken place.
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Jill was always cute I guess, but I never realized how much so until that day. I suddenly found myself comparing her to girls at my school, only to realize that she was much hotter than any I had seen. She had a gorgeous face that was accented by a great smile. She had started wearing some make-up which made her features even more appealing, although she could have worn none and been beautiful. Her breasts had also grown a great deal. I had remembered her as always being sort of flat-chested, but now she had some of the largest breasts I had ever seen for her age. Her legs were tanned, by the miracle of tanning salons I’m sure, and were long, slender, and smooth. She was nothing like I had pictured she would be. She was growing up.
"How’s it going cuz?" she said.
"Fine, just fine. Sorry to hear about Brad though. "
"Yeah, it’s a shame. You and I will just have to figure out how to have fun by ourselves I guess. "
I thought I saw a strange look in Jill’s eye as she said this.
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Suddenly the possibilities rumbled through my head. I shook them away though and made pleasantries with my aunt as we entered the house. My aunt stayed the night and we shared some great stories. She was wonderful to be around, always in a good mood and always with stories to tell. I was disappointed when she said she was leaving in the morning but would be back in a week to get Jill.
The next morning after we had said goodbye to my aunt, Jill suggested we play monopoly. It was one of our favorite games and it always became competitive. She was beating the crap out of me this day, however. She had me distracted with the tank top and shorts she had decided to wear. They were small and tight on her and accentuated her features nicely. She also had her hair in pig tails, and for some reason it was driving me nuts. My cock stayed hard almost constantly, as she wiped my ass at monopoly. We played late into the day when my mom came in all dressed up.
"We have to go to a Christmas party for your dad’s work tonight. Do you two think you can entertain yourselves for a while? We might be late getting back.
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"
"Sure mom, we will be just fine. "
I have to admit I was a little nervous about being alone with Jill. She was the same old cousin I had been around for years, but she had also turned into the most beautiful girl I had ever seen. I shook my head and tried to think of something else. I would be lying to you if I said I didn’t touch myself the night before while thinking about Jill running up to me and hugging me when she arrived hours earlier. I was imagining the way her breasts pressed into my chest when she hugged me as I blew my load into the sock I had placed around my cock. I often masturbated, but never to Jill before, and now here she was at my house and I was going to be alone with her. I felt a little guilt for a moment like she might sense what I was thinking, but I had pretty much regained senses when my parents left for the party.
We decided to play some card games after my parents left. We were chatting along as we always did when the conversation turned more personal.
"Do you have a girlfriend yet?" Jill asked.
"Not really. I have had a few, but right now I’m kinda in between girlfriends. What about you?"
"No, I really only liked one boy at my school. We went out to the movies a couple times but he turned out to be prudish.
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"
"What do you mean?," I asked.
"Well, you know, I don’t really think he knows what he’s doing. I mean, guys always talk big to their friends, but he never does anything when I’m alone with him. "
"What would you like him to do?"
"I don’t know. I guess I just expected more to happen. He won’t even kiss me goodnight. I know he wants to, and I am all ready and everything, but it’s like he chickens out or something. "
I knew exactly what she meant.
I remember in junior high how all of my buddies would talk a big game about how much of a stud they were. It was all bullshit and I knew it. I was in the same boat as they were and I knew the truth. I was absolutely petrified most of the time when I was alone with a girl. We would usually do nothing more than hold hands and maybe a few awkward kisses and that was it. I hadn’t even done that but a couple of times. Some of the guys did have sex, but it was usually because they had been with the same girl for so long.
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Maybe I’m nieve but that is what I thought anyway. I was getting very uncomfortable with all this type of talk and I decided to change the subject. That’s when I remembered dad’s liquor cabinet.
"I’ve got a great idea, if your game. "
She looked kind of excited by my proposal. "What did you have in mind?" she asked.
"Dad has a bottle of whisky that has been in the back of the liquor cabinet for years. I sipped on it a few times here and there. What say after they get home and go to bed, we get it out and mix us up a couple of drinks?"
She smiled really big at that suggestion.
"Sure! I’ve never drank before, but I’ve always wanted to. I say you’re on. "
Just then the telephone rang. It was mom on the other line. She sounded a little drunk and had some very unexpected news. The party they had gone to was about ten miles out in the country and, although Jill and I hadn’t even noticed, it had snowed several inches since they had left and it was still coming down very hard.
"I hate to do this, but your father and I are thinking about staying the night over here. We have both had a little too much to drink, and with the snow storm coming on so strong, we are a little nervous about driving home. Will you two be all right if we stayed until tomorrow?"
I went and looked out the window while she was talking. The snow was really coming down and everything in sight was already under fairly deep snow. By the looks of things, we were in for a big one. I assured her we would be all right and she began her speech about what to do if we needed anything, and what we could eat if we got hungry, and so on. I had to reassure her several more times before we finally said our goodbyes and hung up the phone. I then turned back to Jill who was looking out of the picture window at the snow storm.
"Looks like we’re on our own for a while. "
She turned to me and said, "Well, I guess we don’t have to wait to break open the whiskey bottle then. "
I smiled and went into the kitchen. I have to admit that I loved to drink. Being fifteen, I hadn’t been drunk but a handful of times, and was really looking forward to it. I knew dad would never know the bottle was missing, even if we drank the whole thing. I mixed us a couple of bourbon and cokes and went into the living room.
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Over the next couple of hours, we drank several glasses of bourbon and played many hands of hearts. We were making small talk about this and that, nothing really too interesting, but I did notice that Jill was getting rather drunk and was starting to laugh at everything I said. I guess it was the whisky as much as anything, but Jill was looking hotter and hotter by the glass. I began to see her in a little different light as the night went on. I think she was eyeing me as well. I was spending more and more time studying her ample breasts and her nice tanned legs and she was looking me over as well. I didn’t really suspect anything would really come of it until she made a very interesting proposal.
She slurred a little as she asked, "I’m getting tired of hearts. You wanna try some poker?"
"I’m game I guess, but we don’t have any poker chips or anything. "
She gave a very seductive grin and said, "I guess we could play strip poker. "
If it weren’t for the whisky, I probably would have told her she was crazy. But with the situation as it was, I was really excited. I was pretty good at poker and the thought of getting her naked and seeing her bare breasts stare back at me all night; I figured what the hell.
"OK," I said, "but I have to warn you that I am pretty good at poker. "
She just smiled and said, "I’m going to kick your ass!"
"All right then, what’s it going to be? Five card draw?"
"Sounds good to me.
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" she said, and the game was on.
In the first hand I dealt her out three aces and my pair of nines didn’t stand a chance. She giggled as I showed her my cards.
She laughed "Oh! Looks like you owe me something. "
I smiled as I kicked a shoe off. She seemed a little disappointed at first, but I knew it would be a long night if she wanted to get me naked. My strategy proved correct, as after several more hands, she had lost her shoes and socks and was down to her shorts and tank top. I still had on my shorts, t-shirt, and both socks.
"I think your cheating!" she said with a grin.
"No, I swear. I told you I was pretty good"
She just gave me a friendly sneer and said, "Just deal the cards wiseass. "
I won the next hand easily. I actually had to draw four cards and dealt myself three straight jacks and a ten on the discard. Jill’s eyes nearly popped out of her head as she laid her two pair down.
"I guess it’s either your shirt or your shorts this time" I was really rubbing it in.
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"I still say your cheating but I will play by the rules. I guess I should have worn more clothes tonight. " She was trying to act upset about her losses, but I could tell she was really loving it. I was loving it too, but tried to contain myself, just as if it were no big deal. My cock was already growing from the anticipation and I knew if she were to get me naked first I would have to expose my hard virgin cock, and that might be embarrassing. Not that I had a small dick, I actually considered it to be fairly good sized at about seven inches. I just didn’t want her to know she was having this kind of effect on me.
"I guess I’ll take my shorts off next. I would take my top off if I had thought to wear a bra. "
This made my cock rise to full attention. I was stunned at the idea that she was braless. I now knew I was only two winning hands away from seeing her completely naked and I was becoming more horny than I had ever been in my life. After all, I was a virgin and here I was with a beautiful girl, my own cousin, and at fifteen, your cock will get hard at just about anything. I couldn’t help but stare shamelessly as she stood up, turned her ass toward me, and slowly slid her cotton shorts down. I nearly passed out when I saw her bare ass.
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She was actually wearing a thong! I had only seen them in pictures from my dad’s swimsuit edition in Sports Illustrated. Now here my hot little thirteen-year-old cousin was wearing them and having to show them to me. Her ass was perfect. Small and tight and curved out from the small of her back in an amazing arc. As she bent over, I could see the perfect mound of her pussy underneath the thin fabric of the thong and I put my hand on my crotch. It was almost more than I could bear and I started to excuse myself to the bathroom for a quick jerk, but I decided staying might prove more educational. I was still in shock when she quickly giggled and sat back down.
"You look a little surprised," she said, as I was trying to regain my composure.
"I can’t believe you were a thong. What does your mom say?"
"She doesn’t know. I go buy them myself. They are really pretty comfy, and there are no panty lines in my pants or skirts when I want to drive the boys crazy at school. It looks like I have no panties on at all, which is sometimes the case anyway. " She was as shameless as I was.
I was speechless as she dealt out the next hand.
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By some horrible miracle, she won the next several hands in a row, and I found myself down to my boxer shorts. I had taken my jean shorts off with my back to her and quickly turned and sat down so she might not notice my stiff cock. It was hard as a rock and I knew it would be difficult to hide. I must not have done a very good job, because when I had sat down again she said, "Looks like at least one of us is a little excited here. " She laughed out loud at that which made me very uneasy.
"Well, maybe I am, but your nipples are sure pointing out of that tank top, or is it just cold in here?" I gave her a satisfying grin as she said, "Oh, just shut up and deal the next hand!" She smiled and gave me a very suggestive look as I dealt the cards. We both knew that the next hand would mean that one of us would have to bare ourselves to the other. Just my luck, I won.
I said, "Well, look like you are going to have to show me those hard nipples now. "
"Guess again," she said, as she stood up and quickly dropped her thong to the floor. I was astonished by this as I thought for sure she would take her top off first, but I wasn’t the least bit disappointed. To my surprise, after she took the thong off, she stood there a second, slowly stepping out of the thong on the floor. I got a good view of her beautiful pussy and I felt a little precum seep out of my cock. Her pussy was very nearly bald. She had trimmed it to accommodate the thong, but you could tell there wasn’t really much pubic hair there to begin with.
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Her mound was small but sexy and you could see the slit to her vagina. She sat back down after several seconds and simply took the cards and shuffled them. She didn’t say a word, but I don’t think it was from embarrassment. I think she was privately loving the show she was giving me and probably wanted to lose the next hand as well. About a minute later, she got her wish as I outdrew her on the discard. She stayed seated and pulled her top over her head revealing a beautiful pair of tight tits to me. They bounced only slightly as the tank top rubbed against them on the way up. She sat the tank top on the floor beside her and sat there staring at me for a moment. Her breasts were large and very perky, just as thirteen year old breasts should be. They formed tight mounds on her chest and she was breathing a little faster now.
"I guess I win," I said, as my eyes roamed all over her naked body.
"But I don’t want to stop playing yet. I tell you what. If I win the next hand, then we will both be naked, and we can play one more for the championship. " She said this with a slightly devilish grin.
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"But what if I win the next hand? What will happen then?" I was very interested what she might say to this.
"Well, we could say that if you win the next hand, I will have to do something for you. Like a dare or something. "
"What do you have in mind. You are already in a predicament as it is. "
She thought a minute, and her smile gave away to a very intense and serious look. "I will jerk you off. "
She said it very quickly and very much to the point. I was stunned. She had no smile and no indication that she was kidding or that she wouldn’t actually go through with it. I was very nervous. The idea of Jill jerking me off was wrong, but amazingly sexy. And at the same time, it could be embarrassing. I knew my limitations and I was afraid of what would happen when I came all over her hand within only a few seconds. I was practically ready to burst as it was.
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"Well what do you say. I promise I will do it if you win. But if I win we continue playing. "
I said, "Well, if you’re sure," and began to deal the hand. I was trembling a little as I tried to handle the cards. My heart was racing as I looked at my hand. I couldn’t believe it! I had dealt myself a nut four of a kind. Four sevens and a king. I knew immediately what that meant. It would take a miracle for her to beat me.
"Your move. How many cards do you want?" She didn’t look to happy as she told me she needed three cards. I was a shoe-in to win and my stomach was in knots.
"I guess I’ll stick with these. " I said, as I studied her breasts, looking quickly to her eyes to get her reaction.
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She only sighed, sat quietly for a moment and then looked down at her cards.
"Well, all I got is a measly pair of threes. " She looked intently at the backside of my cards as I hesitated a moment. I decided not to say anything more. I would simply turn my hand over, lean back into the sofa I was sitting on, and see what happened next.
She looked at my four of a kind sitting on the table in front of her for a long time. She then looked up at me and the tent my cock had made out of my underwear. I finally saw a semblance of a smile start across her face as she slowly raised up, exposing her beautiful pussy once again. I watched her body move as she walked to one side of the coffee table we had been playing on, and scooted it across the living room floor to free up the space in between us. "It’s still snowing pretty hard. " she said, as I saw her glance out the picture window into the yard and then back toward me. I gave a quick look outside and the snow was really piling up. This, along with the fire going in the fireplace, made for a romantic feel to the room, and sort of calmed my anxiety a little. I’m sure it did hers too. Jill walked up to me and slowly lowered herself onto her knees between my spread legs.
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A sudden feeling of guilt rushed over me and I decided to give her an out.
"You don’t really have to do it you know, not if you don’t want to. " I was trying to show a little compassion for her I guess. I held my breath as I waited for her reaction. She did pause for a moment, her perfect little body positioned so closely to my crotch. Then she cracked another small grin, reached her hand into the flap of my boxers, and pulled out my rigid cock.
"No. A bet is a bet and you won fair and square. "
She said nothing else as I watched her start to slowly stroke my shaft up and down. I couldn’t say anything more. My body wouldn’t allow it. I struggled hard not to moan out loud but I couldn’t contain myself. The situation was so sexy and so taboo that my orgasm was quickly building, only a few seconds into the act. I decide to stop her so that I could go ahead and take my boxer shorts off. I needed to buy some time or I was going to have the fastest orgasm in the history of the world.
"I think I need some lube or something. This isn’t going too well. " She said.
"Your doing fine," I said, as I kicked my boxers aside and sat back down.
"No, I think it will work better with a little less friction. " She had a look of deep thought on her face as she said it. I was about to tell her about the bottle of hand lotion in the bathroom when she spoke again.
"I guess I’ll just have to get a little saliva on it. It will work better than nothing. " She shrugged her shoulders in very much a schoolgirl manner and quickly placed her mouth around my cock. She then raised her head and spit a little onto the head of my cock. Her hand now moved around my cock head as she spread her saliva all around. I could feel my balls tense up as she lowered her mouth back around my cock and I felt her begin to suck. I could hold back no longer and I couldn’t manage a word when my cock erupted in orgasm. My cock was about half way into her mouth when I felt the first shot of cum leave my cock.
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I was helpless to stop it, even though I never meant to cum in Jill’s mouth. When that first shot hit her throat, I saw her eyes widen and then close tightly. I could tell she had no idea that I was so close to cumming. She quickly pulled my cock from her mouth as a flow of cum and saliva seemed to pour out of her mouth. It was the sexiest thing I had ever witnessed and it caused my orgasm to become more intense as I let loose rope after rope of cum into her face and hair before should could regain her composure enough to pull away. She was gasping and coughing, but to my surprise, she continued to jerk my cock with her hand until the last drop of cum was relinquished, even as she was trying to get her breath back. After it was over, she gave me a half-angry look and said,
"You weren’t supposed to cum in my mouth! Why didn’t you warn me or something?"
I have to admit that I did feel bad about it. She was completely right.
"I’m sorry," I said. "I just couldn’t stop it, and I wasn’t able to speak in time. My orgasm came upon me so strong and so fast, I was speechless. "
This seemed to make her happy, knowing that she had done such a good job. I saw the hurt and anger in her face give way to another one of her seductive grins.
"You really liked it that much?" She needed some reassurance I guess.
"Are you kidding? I’ve never felt anything like that in my life.
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"
She giggled at that and then left the room to grab a towel. When she returned, her face was cleaned off and she looked very pleased with herself. She had a little extra bounce in her step as she walked back around to the sofa to sit down. He body was so young and tight, I couldn’t keep my eyes off her, and my cock was already harder than ever and ready for more.
"I was thinking," she said. "Since I made you cum and you came in my mouth and everything, I was wondering if you might be willing to return the favor. "
She then raised her legs and placed her feet on the edge of the couch right beside her tight little ass. She then spread her legs wide and began fondling her pubic hair with her hand. I couldn’t take anymore, as I raised up and quickly kneeled before her. My mouth was on the mound of her pussy, licking at her tight little slit, before she could say another word. I heard her start to moan moments after I had begun to eat her pussy. I tried the best I could, being a virgin, but it seemed to be working fine judging by her reactions. Suddenly she raised her ass off the couch and let out a scream.
"OH MY GOD! I THINK I’M GOING TO CUM!"
I was really turned on by her words knowing now that I must be doing it right. Suddenly her pussy became very wet as her juices squirted into my face.
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She was squirming almost violently but not saying a word as her juices squirted and flowed out into my mouth and face. I have to admit it tasted good, as I struggled to keep my mouth on her pussy. She had her hands wrapped hard around my head, trying to help me. After several more seconds she collapsed back into the couch and moaned loudly. I looked up at her face which was a picture of erotica. Her eyes were glassed over and her mouth was gapped open gasping for air. Her chest was heaving up and down, glistening from perspiration in the fire light. Her eyelids were barely open when she looked down at me and smiled.
"I can’t believe it! I’ve never cum before, not even when I masturbate!"
"No thank you necessary," I said, as I wiped my mouth with my arm.
Her smile ran away a little as she put both hands over her pussy. Her arms pushed her tits hard together and they bulged out nicely. I heard a hint of guilt in her voice.
"Maybe we shouldn’t have done this. It will change everything. "
I quickly replied, "I’m not sorry we did.
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I loved it and I love you even more for allowing me to be a part of this. "
I saw her smile come back a little as she said, "Well then, I want you to fuck me. I want to be your first, and you to be my first. "
I wasted no time in raising up and kissing her hard. I felt her lips part and our tongues danced together in our mouths. I rubbed her breasts hard, and slowly worked my hand down to her pussy. I pushed my middle finger into her slip as she moaned. It was very tight and I wondered if my cock would fit. I didn’t want to hurt her after all.
"Do it now," she said as she broke our kiss and arched her back. I looked down to see her pussy glisten with wetness and I positioned my cock at her entrance. I looked into her eyes as I penetrated her with a single push. It was so wet, my cock slid in much easier than I had suspected. Her pussy was very tight though, and I took it slow and easy at first. It wasn’t long before all of my seven inches were inside of Jill, as she held her eyes tightly shut and bit at her lower lip.
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I then waited for her to open her eyes again to ensure me it was all right. When she did, she quickly pushed my shoulders over and back onto the couch, as she rolled over on top of me, my cock never leaving her pussy. I was a little taken by her strength. She quickly began to bounce hard up and down on my cock, moaning loudly. She started to talk extremely dirty to me as I tried to meet her thrusts with my own.
"That’s it, fuck my virgin pussy hard! I never want you to stop! Not until you’re ready to blow your hot cum! Oh, god! You are so big and hard! I knew I would fuck you tonight! I knew it when I first arrived here! I have masturbated to the thought of fucking you so many times! Oh yeah, fuck me harder! "
She sounded like a porn star and I was blown away, but loving every minute. We continued for several minutes before I suggested we change positions. She slid off my cock and got down in the floor on her hands and knees. She looked back at me as if wondering what was taking so long. I got off the couch and kneeled down behind her. I positioned my cock at her pussy, and gave a hard thrust. My entire shaft penetrated as our pelvis’s met violently. She screamed out, which scared me a little at first. I though I might have hurt her. But she quickly began to push back on my cock ensuring me that she wanted more.
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We were going at it like wild animals now. Each of us was moaning loudly, and her screams of pleasure were becoming more frequent. I was going at an unbelievable pace when it happened. It’s kind of funny looking back on it, but it was anything but funny at the time.
As I was fucking her feverishly, I accidently pulled my cock all the way out without realizing it in time. I simply pushed back hard and my cock missed the mark. Instead of sliding back into her pussy, my cock pushed hard into her ass. It was a one-in-a-million chance, but I guess the slickness of her pussy juices on my cock was enough lube to allow my cock to fully enter her virgin asshole. She screamed out loudly and she fell flat on her stomach. My momentum took me down on top of her, and we laid there still for several intense seconds. My cock was in Jill’s ass, and I was petrified about what she was going to do or say about it. I only hoped I hadn’t hurt her.
"OH MY GOD! WHAT HAPPENED?" She screamed out from underneath me and I hesitated to say anything.
"I’m sorry Jill, it just slipped in before I could stop. " I hoped she would understand.
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I was still motionless inside her ass, afraid to move. I waited for her reply and what I received was unbelievable. She lay still for a few more seconds and then she spoke.
"It really feels good! Do you mind fucking my ass?"
Still stunned, I withdrew my cock a little and pushed back in. She began moaning again as she still lay prone underneath me. I put my arms on either side of her and sped up my thrusts. She began to squirm underneath me, trying to take in as much of my cock as she could. I couldn’t take anymore. I was already cumming in her ass before I could pull it out. I decided just to keep pumping in hopes that she wouldn’t realize. I didn’t know what she might say. I had already cum in her mouth accidentally, and now I was cumming in her ass without permission. I felt bad, and continued to pump until my cock head became too sensitive. I pulled out and sat up on my heels.
"Why did you stop?" She asked.
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"I’m sorry Jill, but I came in your ass. I hope you’re not too mad at me. " I sounded like a four-year-old who just broke a family heirloom or something.
She smiled up at me and said, "Its ok. I know you must have been exited. Anyway, I guess I can’t get pregnant from that can I?" She laughed out and I couldn’t help but crack up. We laughed for quite a while before she suggested we go shower. I didn’t know at the time that she meant we shower together, and that was another new experience for me; one that ended with me cumming on Jill’s face and tits again, this time with permission.
Jill and I continued our sexual escapades throughout the holidays and for the last several years. We still do today. As I write this, I will soon be going to Jill’s high school graduation and I have a few gifts for her. Some of them are things she asked for, and some of them are surprises. All of them are sexual, and I can assure, no one else in her class will be getting it as good as Jill will. I’m sure I’ll have some new stories to tell very soon.
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