Jen and I had always been close, from the time we helped each other get over spending the whole day at school in grade one. WE had gone through a lot of good and not so good times, but never had to complain about the other’s support and encouragement. So when Jen started hanging out with Jason, a boy I had seen first back in the fifth grade and always dreamed I would woo and marry, I felt betrayed and cheated. What made ti worse, Jen thought we should still be best friends, like nothing had happened. But we were juniors in high school, new hormones were running, and neither of us really knew what forces were driving us. Boys had just become attractive in a whole new way, Jason doubly so.
I put up with Jen, carrying around my martyrdom like a true friend, even if she wasn’t. I had a plot, and it would take time. We were both a little puffy with I guess you could call it baby fat, but we were not fat, just rebuilding our bodies on the inside to be women. We both knew how biology worked, so we were not worried about our looks. Besides, even with the extra padding, we were both knockouts. But I decided to be one better. I joined the track team, knowing Jen hated sweat, and I trimmed myself down to being better that a knockout. Over the winter of our junior year, I became the slickest little vamp on campus.
But Jen also slimmed down over the year, and Jason still gave her more attention. In fairness, he didn’t really take Jen out. He was really a fairly typical high school boy. Like most, he was aware he had urges, but he was too awkward and shy to go forward on them. Jen started talking of looking elsewhere for male companionship. Our friendship became as of old. Then one day Jen came to my locker wildly excited, told me she had to see me right after class, and dashed off. When we met later, she steered me to a back row of the gym bleachers and showed me some pictures of a party she had got tangled up with on the weekend, when I was down with sniffles. Wow!!, was my mind blown!!
There, in a mass of naked, tangled bodies, was Jen, under a guy I had never seen before, being fucked! And she had hold of another cock, like she had a line up. That was the only picture with her in it, but it was enough. I didn’t mind her fucking, we both talked of doing it someday soon, but I had always dreamed of doing it with Jason. Now I was a virgin ninny, while my best friend was a lady of the world, and I had no prospects to change that soon. I looked through the pictures again. Jen was smiling directly into the camera. She knew the picture was being taken, and she was proud of it. That’s what got me, her being cool enough to fuck a strange guy in a crowd in front of a camera. I knew I would never be able to do that, and it irked me that I should be such a dweeb.
I really did want to fuck. I wasn’t really a virgin, even. My mom is a single mother, and is a fun loving girl, and she kept few secrets from me. I knew that when she went on a date, she planned to get laid, and in the drought periods, she had a store of toys. I had gone into her trove once when she wasn’t home and had liberated a dildo from the bottom of the drawer. It didn’t look like it had been used for a while, not having any batteries or fun stuff on it, and I hoped it wouldn’t be missed. The first time I stuck it up, I knew I would like fucking. I knew about lubrication. Like I said, Mom is a fun girl, and she prepared me for life. So it slid up nice and easy. It hurt a bit to break the cherry, but I knew it would, so it wasn’t bad. But I didn’t use it much. I got better orgasms with my fingers, and I knew a boy was the real answer.
My mother got me to take action in the end. She was pretty smart at knowing what was bothering me. I guess one generation of girl is like the next, and boys in her day were just as backward and stupid as they are now. Anyway, she kept telling me that if I really wanted this guy to notice me, I would have to grab his ears and twist his nose. Or something like that. Take action is what she meant. And one particular morning I was even more randy and restless than ever. It was Saturday, Mom was working, Jen was away, and I came up with a steely resolve. That’s what I told myself it was, anyway. I had been in Jason’s hot tub and I was going to invite myself back. I put on my bikini and a little beach dress over it, then stripped again and put on a thong and lace top that Jen and I had bought in a sex shop. I had never really thought I would wear it outside, but like I said, I was ready to stir up some action.
I had to walk to Jason’s, which wasn’t cool in that outfit, but it wasn’t far and I don’t think anybody I knew saw me. It was such a nice warm day, I wasn’t that out of place. I almost chickened out at the front door, but my body had anticipated this and rang the bell for me. Almost at once the door opened, and this older guy in just tennis shorts was looking at me, then smiling.
“ You must be a friend of my son’s”, he said, before I could even stutter out my mission. “He got a call and left an hour ago. He didn’t say when he would be back. I take it he forgot about you coming over?”
I could feel the bitter gall rising in my throat, knowing I was looking like a ninny again, but he rescued me before I could make more fool of myself.
“Come in, come in, I can see you had the hot tub in mind, and so do I. We don’t need some nerdy kid to jump in the tub, do we?” He caught my hand and I let myself be led into the house. He led the way to the back where the tub was in a built-on solarium, and suggested I jump in while he got some bathers on. Suddenly I remembered the thong, and the thought of showing it to this adult froze me. I couldn’t think of what I could do, and I guess he must have seen the confusion on my face.
“I’m sorry, of course you don’t want to jump into a hot tub with someone you don’t even know. Come, sit down. Lets talk. The sun is almost to the yardarm. What can I get you to drink?”
Drink is one thing I don’t know much about, except it was why Mom kicked Dad out. Now there was none in the house, although I know Mom had no objection to a sip. So I just said as casually as I could, “Whatever you are having.”
He thought a minute. He reckoned he wouldn’t give a young lady whiskey before noon, but he had some nice sherry he was fond of himself, and in a few minutes I was sipping the sweet liquor and I could feel the warmth of it in my tummy. I wondered briefly about getting drunk, and resolved to sip slowly. I had sat on the only seat available, a huge double chaise lounge, and He went around and sat on the other side. After a moment I made myself swing my legs up and sit back next to him. I caught a smell of him and it wasn’t bottled scent but not BO either, and I found it very attractive, and tried to get another sniff.
“I might caution you to sip this stuff slowly”, he said gently, “Its sweet, but it packs a punch. Don’t want you drunk, do we?”
I smiled at him and he smiled back. He held my gaze, and we watched each other take another sip, and smiled again. He was really very good looking. He had shaved, but already I could see some stubble. He had a nice tan, and it was nice to see a face with no zits. He shifted a bit and again I caught a hint of his smell. I was that close to leaning closer and sniffing, and when I caught myself I quickly had another sip, a bit too big, but I was starting to feel so much better. I was warm, she sun was warm through the glass, and my tummy was warm. I laid aside my empty glass and again just smiled at him, and again he just smiled back I was starting to feel really neat. This grown up man was talking to me without talking down to me.
“Can I refill you?” he asked, “And by the way, my name is paul, just so you’re not drinking with a stranger.” I had started to shake my head, but these were such nice minutes we were having, it was more of a nod. At any rate, Paul reached across me for my glass and put more of the nectar in it, and reached back across me to replace it on the table, instead of just handing to me. I thought to myself as his chest brushed my breast, what a cool move. When he settled himself again, our shoulders were touching. I could smell him again, and I liked the pressure of his shoulder on me.
I suddenly started, “Do you know my name. I didn’t even tell you who I am, did I?”
“I knew you would when it was time.”
“I’m Deb.” Our eyes met and held.
“Hello deb,” His eyes got closer, and our noses touched, and he kissed my nose, just a peck, then kissed my cheek as I leaned toward him. His lips were warm and dry as they brushed over my skin, and as they found my lips, I could only let them part and wait. I had my own dildo, but I had never kissed, at least like that. It was so nice, I didn’t want to do anything amateurish to spoil it.
He backed off to smile at me again.” Now we are friends. I think we will be good friends, don’t you?”
I nodded without opening my eyes, and felt his arm sliding under my neck as he turned to face me. His other hand touched my cheek and turned my face to him, and he kissed my eyelids, my nose, my whole face, the corners of my mouth. His tongue traced over my lips, ever so lightly, and I parted them to let him explore the inner parts. His lips were playing with mine now, and after what seemed like too long a time, we were just right, and Paul kissed me, and it was as perfect as I could have imagined it. I had put my arm over his neck and my other under him. I had never been this close to a boy before, and this was a man.
“We are good friends, aren’t we? Isn’t this nicer than sitting in a pool?” We lay like that for many minutes, kissing often. He ventured to trace his tongue inside my lips, between my teeth, and I parted to let him explore. After the first touch, I didn’t try to withdraw my own tongue, playing with him, and even getting a muffled chuckle when I poked it deep within his mouth. Then he reached back for his glass to take a sip, and held for me to sip, and I thought it was so neat to sip from his glass, and kissed him again and made him spill a couple drops on my sun dress.
“I don’t know if this stuff stains or not” Paul was examining the spots. “But you know, I’ve been wanting to see your bathing suit. Why not take the top off and let me see.” He was raising the hem as he spoke, and already he could see my thong bottoms, covering not much more than my shaved off pubic patch. “Wow, you have a gorgeous little bod there, Deb How much more have you got to show me.?” He had worked the dress from under me and it slid over my head, and the cheap clasp on the net top had snagged in it and. it went with the dress. At first I didn’t realize, just wanting to get Paul back in my arms for another kiss, but he was staring in wonder at me, my nipples hard and pointing at him. I made a move to recover the bra, but Paul stopped me
“No, no don’t cover them, they are perfect.”,. He cradled one, tickling the nipple and sending shocks down to my crotch. He kissed me then, and it wasn’t a playful kiss like we had been doing, but an urgent one, but still very nice and now I was a bit urgent myself. It wasn’t till the bra came off that I thought we were doing anything but playing. Now I knew I was going to get fucked after all, if with a new player. I pulled the knots that held the thong together, and felt his hands pushing it down so he could claim my pussy. I pushed him over onto his back to claw at his fly and belt. I wanted that cock out and with Paul’s help soon had it. As he kicked the shorts off, his cock that had been strangled inside kept on growing. I straddled him on the chaise and tried to lead it into my cunt, and very nearly had it, but he stopped me. He swung his legs over the edge and easily picked me up, still with my legs around him, and carried me into the house and to his bed.
The bed wasn’t made, but it had a huge quilt on it and it looked like it shouldn’t be made. Just before Paul put me down, he had a thought and lifted me up to see if he could poke it into standing, and we could have but it was clumsy, and we were in a hurry, so he put me on the edge and I lifted my legs over his shoulders so we both could watch as I pulled him into me. He was very big, bigger than my dildo, but I was wet, and the angle was perfect and he slid in easily. Then he pushed me further onto the bed, and I clasped onto him as he crawled on and he lowered us and we lay there a moment to savour the feel of each other. The thought flashed through me that I had a man in my cunt and I was getting fucked, but it was more than that. I rocked my pube and he did the same, and I knew he was as deep as he could go, as close as he could get. I tried to hug him closer, wrapped my legs around even, and kissed him wide open to see how deep in each other we could get.
Then we were just fucking, but gently, as everything we had done had been. He used long strokes, pausing at the out stroke and making me wait to feel him slide silkily back in. Sometimes he would pull almost out and tease me with short little strokes that just kept him from coming out altogether. And then I was over the edge, and he was doing everything he knew to make it better for me, but mainly just fucking the living daylights out of me. And then when I thought it was over, he kept fucking, and this time it was different, and then I was trying to do what I could to make it better for him and then I went over the edge again with his excitement, and as I felt him cum inside me I was bucking with my own orgasm.
When Paul gave his last stroke and collapsed onto me, he made as to roll off, but I cradled him and kept him in me. His cock still twitched inside me, and when it did, my cunt would give an involuntary twitch in reply. We both laughed at this, and my laughing he could feel in my cunt too, and we laughed more. When at last he did lift off, I could feel his head snap out of my cunt’s last grip, and I could also feel the drips down my crack of my bum. I rolled off and made it to the bathroom. I started to mop off my legs, but Paul had started the shower, and we let the hot water rinse me off.
I don’t know how to end my story, because it hasn’t ended. Paul and I fucked again that afternoon. We never got into the hot tub. We’ve fucked since, of course, and will again. I thought once it might be neat to get him together with Mom, but then I would have to give him up, and I’m not ready for that. Maybe when a younger guy comes of age enough to fuck me I’ll think about it again.
Oh, and I got Paul to take a picture of me sitting on his cock, most of it still showing as I smiled for the lens. My best friend Jen loved it, and I wasn’t going to tell her who he is....but she is a good friend, and I knew Paul would like her. And she had friends I would like to meet and fuck. They are a group of married couples, and I can’t wait. But today Jen , and I, of course, are fucking Paul, as soon as the kid Jason leaves.
