Reflection: Jan's First Time - 1988

You were only 16 when I met you for the first time and I had just turned 22. I remembered how you tortured me back then. What little bit of a bra you wore, wasn't enough to keep your firm nipples from pressing through the light fabric of your blouse. At 5'10" tall, your 38D's were full, round and in perfect proportion to the rest of your body.1

Your skirts, especially the leather ones, were always short and rode up when you sat down. I spent most of my time staring at your barely-there cotton panties. I remember one pair in particular that had red & white peppermint stripes on them. I still remember this like it was yesterday.2

You were sitting on the couch and we were talking about music. You were wearing a white, button-up, long sleeve blouse and a white denim min-skirt. I tried not to be too obvious, but I couldn't help but notice the candy-striped panties had rode up into the folds of your pussy. The short cropped hairs were fine and golden. A ray of sunlight shone through a gap in the curtains and illuminated your pussy as if it were the pot of gold at the end of the rainbow.3

Your friendship came to me at a time when I desperately needed someone and for some reason, we have always enjoyed perfect chemistry. We have always been able to talk about anything and everything without hesitation or reservation. I had just gone through a very painful separation and divorce and I was literally terrified of women, so the interaction between you and I was completely foreign to me.4

Our first kiss was nothing short of magical and it led to many more kisses. For nearly 3 months, I finger-fucked you on an almost daily basis, but we never fucked. I would pick you up in my red, 1974 Toyota truck and we would just go for drives anywhere, just to be alone with each other. I remember one day, we took a drive out into the country and I finger-fucked you the entire trip. You had one foot up on the dash and I counted twenty orgasms until you finally, breathless and sweating, asked for a break, because you couldn't stand it anymore.5

I remember how tight your pussy was. Even my middle finger took several attempts to finally push pass the entrance and I could feel your heart pounding around my finger. I would bend my middle finger upward to contact your 'G' spot and roll your clit back and forth under my thumb. Often, I would kiss and lick your neck while doing this and we would do it for hours on end. Every chance we got, I would finger-fuck you.6

I remember how we used to go jogging in the orange groves near your home and how we would lay under the trees, in the cool of the evening and just make out. You always wore those silk shorts with the little dolphin on them and it was effortless to get my hand up inside of them. I never remember touching you that you were not dripping wet.7

I also remember one Tuesday afternoon in August of 1988, when I went down on your for the very first time on the leather sofa at your house. It was especially thrilling to know that I was the first man to put his tongue inside of you. I still marvel at how sweet your pussy smelled, almost floral, not to mention your impeccable grooming and personal hygiene. 8

I gently rolled your folds back to allow your clit to extend out from under its hood and I sucked on it and rolled it back and forth with my tongue. As I slipped my middle finger past your quivering entrance, your body was rocked by a convulsive orgasm. Your back arched up off the sofa and your nails dug into the back of my head, forcing my entire face into your wetness. The spasms lasted for what seemed like an eternity.9

When they subsided, I looked up at you and said, "You know what this makes me want to do?" and you replied with a coy smile, "Do what you gotta do!" I pulled my cock from my shorts and pressed the head against the opening of your pussy. I applied a little pressure and watched you mouth and eyes open in amazement at the feeling you were experiencing between your trembling legs.10

I honestly did not think your pussy could stretch enough to accommodate my cock, so I began to roll the head back and forth across your clit. Your moans were an exquisite symphony and totally foreign to me as I had never experimented with a woman's body the way I have with you.11

I would drag my cock down between your moist folds and push it against your tight opening, trying to get the swollen head to push past the entrance, but your pussy was like a vise. I was hesitant, because I didn't want to hurt you, but you were starting to get frustrated. Suddenly, you wrapped your legs around my back and squeezed me closer to you while simultaneously tilting your hips upward. I felt heat and pressure around the head of my cock and then suddenly, it snapped past the opening and plunged into your depths. You tilted your head back, closed your eyes and exhaled loudly. It was all much more than my sense could bear and I began thrusting into you, deeply and fully. 12

Never before or since that day, 20 long years ago, have I ever felt a pussy that tight. It was filled with a wondrous series of ridges that bumped along the swollen head of my cock and sent little electric shocks throughout my entire body. The heat was remarkable and when I stopped thrusting, hoping to prolong our lovemaking by preventing my impending orgasm, I could feel your heartbeat squeeze my cock tightly with every pulse.13

We didn't get to finish that day....as fate would have it, a knock at the door interrupted our afternoon delight. When I unwillingly pulled out of you, the opening exerted the same force on the escaping head of my cock that it had upon entry. No tighter pussy have I ever fucked before or since that August day. All afternoon long, we both hung in a climatic state, but so many people were around that we could do nothing about it. 14

Later that evening, we went for a walk out into the orange grove and we found a large tree, with low hanging branches on it. We lay down under it and I dragged my hand up your thigh, digging the nails in lightly. Your legs instinctively spread for me anytime my hand was near your loins and my hand slipped past your shorts and was greeted by your familiar wet warmth.15

I finger-fucked you under that tree while we kissed passionately. Each convulsive orgasm was accentuated by your moans around my tongue. This went on for what seemed like an eternity until you broke the silence by saying, "Lay down. Let me be on top."16

I lay back on the blanket we had brought and watched as your long legs folded gracefully on either side of me. You leaned back and grasped my cock with your right hand and guided it through the wetness of your pussy and pressed down against the swollen head. You pressed down harder and I watched the shaft of my cock bend slightly in the middle in response to your unyielding entrance. You rose up slightly and quickly, giving your body a quick bounce, that sent the head of my cock past your opening and deeply into your body. Your eyes closed for a brief moment and you bit the left corner of your lower lip with your beautiful, white teeth.17

I watched the muscles on your flat stomach contract and then I saw a slight bulge appear, as if my cock had displaced your internal organs slightly. You placed the palms of your hands in mine and slowly, you began to lift your body up and off my rigid member until only the head was left inside. Then, you would plunge back down again and rock your hips forward. Every so often, you would stop altogether and just roll your hips around. This, coupled with your braless tits in a white, cotton tank top shirt, drove me absolutely wild. I have never had a woman ride me before and the feeling and the newness of the entire event fascinated me.18

I tensed and bit my tongue, trying to ward off my fast-approaching climax. You leaned forward, putting more weight onto the palms of my hands and said, "Don't you come yet. I need this to last, baby." I begged you for a break, because I could no longer contain my orgasm. You reluctantly pulled your pussy off of me, leaving a throbbing, glistening upright shaft.19

You lie back on the blanket and spread your thighs wide apart, until your knees almost touched the leafy surface under the tree. I rolled up your shirt to reveal your breasts. Hungry for you beyond description, I forced my cock into your pussy with a slow, yet deliberate thrust until our bodies and our mouths met. I stroked my cock in and out of you, but my orgasm was again fast approaching. I wanted to stop, because we weren't using any kind of protection, but I was finding it difficult to tell myself no.20

Suddenly, you began to convulse in climatic splendor. You hands dug into the rich, dam earth under the tree and I sent my cock plunging into you with several, deep and powerful thrusts. Quickly, I pulled out of you and watched as my white-hot semen exploded from my cock and splattered across your stomach. 21

I was shaken by a second, powerful contraction, while still stroking my swollen cock and a second pulse of hot semen shot forth, almost striking your breasts. The semen mixed with the sweat on your body and the puddle began to run slowly down the crease that extended from the base of your sternum to your navel, where it formed the most beautiful, milky lake.22

This was only the first of many such encounters we would share over that summer, but this event would remain in my mind as one of the most special. Later that night, I carved our initials into the trunk of that tree. 23

Although things were so simple between you and I, the other people in our lives complicated things for us. Your mother wanted you to pursue a career in modeling and a relationship with a 22 year old divorcee, just didn't fit into those plans. I was in love with you, but I didn't know how to tell you. I felt like I would only complicate your life and following that wondrous summer, we drifted away on the tides of time.24

In the 20 years that followed, I fucked women of every race and ethnicity, but I never experienced what I shared with you. I was married twice and in both cases, the relationships ended in disaster. Every one of them only made me miss you that much more. In vain I searched for what we had shared and it has always eluded me, haunted me. Not a day went by that I didn't think about you and the beautiful simplicity that we shared in those days.25

How much I long to return to those days where you and I were together without complication.26

One day last year, I found a letter addressed to me by a familiar name. I opened it and read an amazing account of a young girl who had fallen in love with a boy and lost him along the path of time. I was moved beyond words by what I read and it touched the very depths of my soul.27

After 20 years, the fire between us burns as hot as it ever did. Your pussy is still as tight and wet as it ever was and it is still fragrant with the same, amazing scent I recall from the days of our youth. There is not a single place between Los Angeles and Fresno that we have not fucked; in a car, in a park or in the mountains. Our mutually insatiable appetite for sex knows no bounds.28

20 years later, you are still the best friend I have ever had and there are no bad memories between us. All the interaction that has ever transpired between you and I has been most positive. Our sexuality remains explosive, spontaneous, intoxicating.29

20 years later, I am still in love with you…30