My real life sex stories: Third Time With Gina

I am so a newb at blogging, I don't even know if this is how I go about it. Is this going to be like an article and then my next "blog" will be a separate story I write about? Or did I literally title this one Third Time With Gina permanently when it will end up being about all my sex encounters? I plunge onward...


The Third Time With Gina

This is the story of a very memorable sexual encounter I had with the woman who took my virginity. It describes our third time together in intimacy, an event which will forever be among the greatest sexual experiences of my life.

Gina was a tall Italian woman, about 5'9", maybe even 5’10”. I am 6’1” and she liked to wear high heels which would bring her about eye level with me. She had very long, straight, dark brown hair (nearly black), and a natural tan complexion to her skin. She was 24 years old, and I 19. For as long as I’ve known her she’s had a sexy Italian accent; yes, she is literally from Italy. Her voice was deeper than a typical woman’s, in a range that men find exceptionally sexy. Contrary to popular belief, a deeper voice is more sexy in a woman than a high-pitched one, for most men. (to a point; obviously a very deep smoker’s type voice has the opposite effect.)

When I first met her, Gina was truly a sight to behold.....a thin frame to her tall body, and yet she had large, beautifully-shaped, natural C-cup breasts (and as I would come to know, big beautiful nipples too!) She also had a curvaceous heart-shaped ass, and such long, smooth feminine legs. I found her face truly ravishing, definitely “gorgeous” though she only described herself as “girl next door” quality. She had beautiful brown eyes, full lips and great teeth. In general there was nothing about her appearance one could find lacking. She had a few small tattoos, most of them in discreet places, which I didn’t mind.

My first encounter with her, when I lost my virginity to her at the age of 19 (1994), took place at my house and that's another story all its own. I won't go into how we met at college and all the interactions that led to our becoming occasional sex partners (friends with benefits as they say). From the beginning she made it clear she wasn’t looking for a serious relationship, and being incredibly eager to get my sex life started, I had no problem with that! I was fresh from my training in the Marines and hadn’t yet even kissed a woman, never mind dated one. Dying on some foreign beach in combat while still a virgin was a tragic scenario ever on my mind up until I met her.

Our second encounter was at her place a few months later, and again I won’t go into details but I do need to mention one point. During this second meeting, although all the foreplay was enjoyable, the event ended on sort of a bad note for me. I was penetrating her from behind, with her at the edge of the bed on her hands and knees, me standing beside the bed while thrusting into her, while she watched herself in the mirror she was facing. (She had a thing for that, watching herself get fucked by me in the mirror.) I was thrusting away moderately, I never really got all that intense, when suddenly, I'd say not even ten minutes into the actual intercourse I accidently came back too far in my thrust and my cock slipped out of her. Right then of all times I started cumming (I have no idea why), and I slipped it back into her before it was over simply because it seemed ridiculous to cum while NOT inside her (condom on of course), and this basically killed the enjoyment of the experience, it was a huge let-down because I was not at all in the mood to cum just then, wanting it to last longer and get more intense, like our first encounter which had lasted much, much longer. As for my orgasm, I felt afterward as if I could have gotten the same thing from just jacking off, like her pussy had simply provided the stroking that my hand could have; there had been nothing profound or explosive about it, cumming accidentally like that. This being my second sexual encounter of all time (where actual intercourse was involved), I was sort of sad and unsatisfied and I remember later that night hoping there was more to sex than just that. I'd had much more fun even the first time by comparison, and in masturbation. Being young and eager I easily could have gone on to have sex with her another three times that night, but the mood wasn’t right and it ended after I came. There was no awkwardness between us, just something in the stars perhaps that that night wasn’t meant for us to have earth-shaking sex. The next encounter I had with her one month later, is one I will never forget.

I called her one day and she was glad to hear from me and interested in meeting up again. We planned to meet up at her place that evening. I went through the usual preparations, showered and shaved, cut my nails, brushed and flossed, etc., the whole immaculate hygeine routine I've always gone through when planning to get butt naked and intimate with a woman. She was fresh from the shower herself when I got to her apartment in Studio City, and I should mention she was an aerobics instructor and had started to put on some serious muscle at this point, she looked great. (Later on she actually put on too much muscle, to the point of appearing semi-masculine. Funny side note- I was a very skinny 150 lbs. back then, but even when she was man-like buff I still beat her easily in arm wrestling!) I cannot recall what she was wearing when I got to her apartment that night, but she often would dress to show off her fantastic figure and especially her very long, mouth-watering legs. I brought her a single trimmed red rose, as a sign to her that even though we were only “casual,” we could still be a little romantic and tender without the threat of commitment.

She invited me in and after a big, warm hug and a kiss from her, we ended up on the couch in her living room, catching up with each other, with the TV on in the background. She had a nice apartment, well decorated, always tidy and clean. We were gradually getting more intimate as we talked, and soon enough we were body to body, her reclining back on me while we watched TV and talked.

At this point in my life, though I was fresh from my active duty training (and into the reserves) and brimming with confidence and self-esteem, I was still somewhat passive when it came to women in several regards, in part out of respect but also from sheer lack of experience. So just like the previous times with her I would generally wait for some subtle signal from her that she wanted to turn up the heat. This might seem strange since whenever we'd get together it was known to both of us from the start that we were entirely looking forward to fucking each other, not going through all the dating rituals. I think I was also waiting for her signal because I simply loved every moment being with her and having her lie against me, smelling her feminine skin and beautiful silky hair, feeling her softness and warmth, listening to her voice, looking into those gorgeous eyes, and of course looking at her amazing curves barely contained by suggestive clothing (especially the perfect over-the-shoulder view down into her generous cleavage). I wanted to savor every experience of being with her, not knowing when she would be in the mood for another “no strings attached” encounter. As I had never dated in high school, every moment with her was like some intoxicating dream; my “first” turning out to be a bombshell Italian sexpot of a woman, it truly was a dream, come true. To this day, the scent of her perfume brings back memories of her when I catch that scent on another woman.

After a time with her laying back against me I started to massage her, along her smooth back, her delicate neck and shoulders, her arms. We did this cuddling and caressing for about twenty minutes, until finally she ran her hand up the inside of my thigh and teased me there, squeezing my inner thigh close to my crotch. Being a ripe 19-year-old male with very little sexual experience, combined with that I am extremely sexual to begin with, I got a very swollen half erection (“half” due to being contained by my briefs) at a moment's notice. That I had been masturbating without cumming for about four days before seeing her- on purpose- might have something to do with my raging arousal as well. Even after this obvious sign from her that she wanted to get down to business, I didn’t make any advances right away, again wanting to draw out every minute of it all. I am a tease, and I love to be teased, to draw out the time between first contact and explosive orgasms as long as possible to bring the intensity to an absolute maximum for both of us. She then suggested we go to the bedroom, while she teased my bulge for a few moments, cupping it in her hand and squeezing it while she stared at it.

Off to the bedroom we went. With Gina, usually I’d really take my time on the foreplay, to just do all sorts of things to her body and put off the actual sex until one or both of us was at the breaking point, where you can barely stand not being joined cock-in-pussy any further. Sometimes we’d just unleash our lust on each other, tearing off clothes as fast as we could and letting the passion overcome us both. But most times, I took it slow with her and made sure she was dripping wet and horny out of her mind before we finally fucked.

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Damn word limit B.S.! Continuing...

I loved sucking and caressing her beautiful full breasts, not just planting my mouth on one and sucking away, I would really take my time to tease my way up to the nipples, kissing and licking every part of her whole breasts before getting to the areola and nipples. I would kiss, nibble, lick, and suck all over her body, literally- her neck, her shoulders, all the way down her arms and sometimes I'd even suck on some of her fingers, then back up the other arm......her thighs, her back, and of course her plush, smooth ass. Giving her pleasure was a huge turn-on to me, and I loved the way she loved the attention, passively allowed me to stimulate her all over. I would adore her whole body this way with my hands, eager lips and tongue, caressing, kissing, licking and sucking her everywhere. I’d start off with the less erogenous areas and gradually get to the hotter spots, and the same with the type of stimulation- first just kissing and caressing it or teasing with the tips of my fingers, then gently licking, sucking or playfully biting and squeezing. I did all of this to her this night for a long time, I would say at least an hour of me stimulating her these ways while I had no more than my shirt off.

I even kissed all the parts of her face, licked and sucked on her earlobes and down the sides of her neck, and paid special attention to her midsection. Licking and kissing very gently down her stomach, her bellybutton, up and down the sides of her slim waist and her wonderful womanly hips. I licked my way to a little below the stomach area and spent some time rubbing and orally teasing her abdominal region, the area of her utmost womanhood with womb, ovaries and canal all there nearby beneath her smooth tummy and pubic mound. Gina undoubtedly loved being teased, worshiped and pampered by me this way as I could see in her expressions and as she admitted to years later.

I also took my time going down on her pussy. I started off with nothing more than bringing my lips close and letting my hot, exhaled breath run through her trimmed pubic hair and wash over her clean-shaved, beautiful vulva, and then I ran the tips of my fingers lightly through her pussy hair. I'll leave the further details to your imagination but I should mention that this time something came over me and I ate her out with a passion I never imagined I had. I did it like an animal at times, full of lust and desire. It excited her very much and I spent at least twenty minutes licking and sucking her beautiful, tasty pussy all over. I have gone down on many women since Gina, and I definitely had a particular love for eating her out. Her pussy looked good, smelled good, tasted delicious, and there was not one inhibition in me to get my mouth, chin and cheeks covered in her arousal juices.

Gina always returned the favor and eagerly sucked my big, straining hard cock, and fucked my cock with her big tits as well. She would usually not suck me for very long, I think because sucking on me would arouse her so intensely so fast that she wanted me in her pussy too badly after just a couple of minutes in her mouth. It didn’t help that I had spent an hour teasing her whole body.

We were at some point, now fully naked, facing each other and kissing deeply, her hands stroking my huge erection while I fingered her clit, and I felt a different level of intensity between us this time compared to the two previous sexual encounters. I felt this furious, intense lust for her, perhaps because I was starting to get more comfortable with sex and being naked with a woman, with her (remember this was only my third time ever in my whole life). Once I had put on a condom we started out in missionary, and I remember pinning her down by her shoulders gently but firmly, being dominating in a way, for the first time. The other times I had always started off slow and easy, then gradually built up speed and intensity of thrust. This time I started slow on the first few penetrations, but I left out the intermediate speeds and was very soon thursting into her fast and hard, like shifting from 1st gear to 4th to use a car analogy. Right away she was moaning and showing me equal intensity, loving every deep plunge of my long, thick, super stiff cock. She was writhing around under me and pulling me into her with her hands on my butt. She scratched me a little sometimes, biting my neck, and always moaning and showing me facial expressions that up until then I'd never seen her make. This was so what I really wanted, an all-out extremely intense fucking and my lover showing me just as much passion and enjoyment as I was unleashing on her. Full of youth, and energy, testosterone, and cum, I was finally letting out the sexual beast and fucking my beautiful Italian sexual dream with true passion.

We fucked in all kinds of positions. I used variations of missionary, bringing up her thighs and spreading them wide in my grip at her ankles. Bringing her thighs together and pushing them back towards her which allows for that exceptionally deep penetration. One leg up over my shoulder, the other down, or with both her legs down while I was kneeling, holding her hips slightly elevated from the bed and driving in and out of her ferociously. Her legs to each side of my head draped over my shoulders while I crashed down into her full force. I was trying many of these variations for the first time. Me standing at the bed's edge, again holding her legs way up and spread wide apart as I penetrated her lustfully, gripping her ankles firmly. Next she got on top of me, facing me, which I liked because she was sort of passive when it comes to thrusting the hips, I wanted to see her putting in some of the lustful motion. She'd ridden me before but always kneeling; this time she assumed a squat (up on the flats of her feet) and gave me a spectacular view in the dimmed light, of her beautiful pussy swallowing up my wildly hard cock with each downward thrust, all the way to the base of my long shaft. I don't know if I'll ever shake the memory of what my eyes beheld when she did that, not just seeing my cock disappear inside of her like that but I looked up at the rest of her, all of her body so excruciatingly beautiful and feminine, and her face that of a woman in ecstasy and lust. Her large breasts framed by her arms, and her silk-like raven hair cascading down in all directions, that captivating face looking right back at me at times. I remember at that moment the only light in the room was coming from her bedroom window to our left, a blue-ish light that could've been moonlight reflecting in from the apartment complex courtyard, or just a floodlight nearby that had a blue-white hue- whatever it was it made the moment even more vivid, seeing her beauty like that. When I moaned out for her to fuck me as I occasionally looked down to see my cock going in and out of her, her reply came, "I want to fuck you. I want to fuck you good." How wonderful something like that sounds when you’re nineteen and extremely inexperienced, and its coming from the throaty voice of a gorgeous woman lustfully fucking herself up and down on your cock.

I fucked and fucked this woman nonstop for over an hour. For some reason, back in those days I had total control over when I wanted to cum with Gina, with the exception of that accidental orgasm that ended our second meeting. I had four days of cum built up in my swollen balls, my cock was extremely- and I mean extremely- sensitive to any kind of stimulation, I had spent over an hour fully stiff while I focused on giving her overwhelming amounts of foreplay, and this woman turned me on as few women since ever have, and yet I somehow had complete control and fucked her brains out for over an hour, my big cock raging hard the entire time. I only rarely had to pause for a moment to catch my breath, or to let my excitement die down a bit. Most of the time that I fucked her, I was giving her nonstop thrusts, from deep, slow plunges of the entire length of my cock, to short thrusts at a very high rate, and many other variations of thrusting, I simply never let up on her pussy, totally unleashing on her all the lust I could. It is such a treasure to find a woman who can not only take that kind of pounding, but who loves every minute of it.
 
Last part...

Picking up where Gina was riding my cock in a squatting position.......I held her breasts while she bounced on me, and sometimes ran my hands up and down her back and squeezed her butt. Soon I took over the thrusting again and grabbed her hips and pounded up into her as fast as I could. I could tell she was a bit overwhelmed by the intensity of it; when I am on bottom like that and thrusting up into a woman I can easily get to a rate of 5 or even 6 thrusts per second. We did it some more with her on top but her kneeling now, until we were both sweating heavily. Then we switched back to missionary. Through most of this she was still pulling at me strongly and even bit my neck rather hard, I remember my first "hickies" in the days to come. I was so flattered that I had such an affect on her. She was constantly moaning by this time, louder and louder as the minutes went by. When we paused a moment for a breather she rolled over onto her stomach and tried to gather herself. She said then that she needed a minute to rest. But when I saw her ass, so round and plump and inviting in the middle where it caves in towards her pussy, I just shifted myself forward and pushed my raging cock right back into her again. She didn't disapprove, and so I kept going and going. I fucked her like that with her lying prone as I knealed over her, first with her thighs spread and later with them together underneath me.

We kept fucking in another two or three positions, until finally she was simply too exhausted to keep going. We then readied for my climax and she told me to let her know when I was going to cum. I got on top, missionary again and went to work, and even then I delayed for a minute or two because she was still enjoying it so much moaning her pretty head off, and of course I was too, plunging my overgrown throbbing cock deep inside her beautiful body with full length thrusts as fast as I could.

At long last I finally let it all go and pounded into her even harder, taking in the sight of her sexy little pussy blasted open with so much of my cock, her big natural breasts jiggling around, her stunning face in expressions of overwhelming ecstasy and her moaning voice a music in my ears; the shape of her small, fit waist and her splayed open thighs, her wide hips; the smell of her, the taste of her, the feel of her smooth skin and her hands clutching my back. I let the joy of all these things finally overtake me and to make my cock erupt in what was going to be a huge orgasm.

Once my orgasm started I put my head down beside hers and quietly told her it was about to happen; she pulled me into her like a vice, with her legs and arms so that we were one body locked together. The other times I had cum with her I would just grunt deeply like most guys do, maybe getting a little louder but definitely holding back compared to how most women cum. This time, I was so overwhelmed that I moaned very openly and loudly, just let it all hang out. A big factor was that I was finally feeling comfortable with her enough to do that, but at the same time the actual physical sensations of the orgasm were extremely, unbelievably intense like I'd never felt before with her. I came for about thirty seconds, buried as deeply as possible inside of her and clutching at her body while giving those short little involuntary thrusts, as she clutched me to her and rode it out. I remember that even long after the first 5 to 6 strong contractions that my cock just kept throbbing and throbbing, and the orgasmic feelings washing through my body and mind lasted far longer than usual. It was one of the greatest orgasms I have ever had, and I really loaded that condom up with hot cum!

When I was finally done cumming I just collapsed on her, our sweaty bodies completely spent, and somehow my head ended up on her chest while I stayed inside of her for awhile catching my breath. I licked at her nipple for a moment, almost unconsciously like an infant. It was beautiful how she just held me close to her and let me rest on her and inside of her. When I have been erect for a long time like that it takes much longer for my cock to return to complete flaccidity, it can stay completely hard for about ten minutes past the orgasm, up to half an hour to return to completely flaccid and this is why at times I have just kept right on fucking Gina (and other women) to another eventual orgasm. But this time I was totally spent at that moment and I even fell asleep in her arms, I think for about ten minutes before I awoke and we separated bodies. After cleaning myself up we got under the covers and I didn't sleep that well, though you'd think I'd be out cold. It was my first time actually sleeping with a woman in the same bed; that's right, the two times before with her we'd not slept together, again as part of our understanding that we were trying to strictly remain friends who happened to fuck and not fall in love. But apparently she changed her mind about that rule after this night, I was flattered that she let me sleep over and most of the times after this unforgettable night she allowed me to stay the night if I wanted.

How my relations with her went from this point is another story, but in summary we spent about another year screwing each other like crazy every once in awhile, and after then we have met up on rare occasion as well over the years. After that year or so we drifted apart for a time, and our lives have taken their own paths. My relations with Gina had started out with the understanding it was strictly a casual sex relationship, not a love interest or long-term thing. Despite this, we have a certain fondness for each other even today and remain friends, though loosely in touch by email. To this day we both remember with warm feelings that third time we fucked to total exhaustion. I for one will remember it for the rest of my life.
 

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