This is the story of my first sexual experience, it’s true. Although things didn’t work out for a permanent relationship, I will always remember my first lover. She has lots of friends, some perhaps reading this group, and I’d hate to embarrass her.
For this reason, her name has been changed and geographic details have been obscured. The conversations are, of course, synthesized (I wasn’t taking notes at the time) but are as I remember them. I’ve included plenty of graphic detail to get you stiff or wet, but the pedophiles might as well go on to the next posting because this story is about losing my virginity at age 30.
I don’t know why, exactly, I waited so long. My family wasn’t religious and I didn’t grow up thinking sex was shameful nor was I saving myself for after I was married. I was shy; in high school I went on a few dates but never did more than a little kissing.
I’ve wondered since then whether the girls were relieved or disappointed. Even a stint in the Navy left me a virgin. I had no interest in going to a prostitute for my first time yet, being shy, I took a long time to get to know anyone, much less women.
The changes in duty stations happened too soon to develop any kind of a relationship. Instead, I cultivated the fine art of masturbation. Finally I got out and went to work for a large technical firm where I met Kim.
We worked in different departments that were quite a ways from each other. I’d been in the habit of taking lunch with several others from my department and for reasons I don’t remember, she attached herself to the group.
Kim stood five foot one and weighed (I found out later) about 105 pounds – not what you could call svelte but she looked fine to me. Her hair was brunette, straight, and fairly long, about to the bottom of her shoulder blades. She wore it simply, parting it in the middle and tucking it behind her ears. Her eyes were hazel in a square face and her skin was very fair and fresh.
She was still being asked her I.D. in bars at 28 and wore no makeup except for two quick stripes of eyeliner she’d put on before a date (she dubbed the fifteen second ceremony her “instant beauty”). She had a nice figure, 36B (again, I found this out later) and a round rump, displayed most effectively the days she wore pants to work. She was a year younger than I and her whole attitude was perky without being annoying. She was a delight to talk to and the whole group enjoyed her company.
I found her warm, friendly personality easy to like and my usual shyness didn’t kick in. After a only month or so of lunches, I asked if she’d like a date. She said no, she was involved with someone. I was disappointed, but it didn’t sound like it was a permanent arrangement. In the next six months or so, I asked a couple of more times, trying to strike a balance between letting her know I was still interested and being a pest. Finally, in September, she said yes; I was delighted.
I belonged to a film club that showed old movies in a 40s-vintage theater. “Pat and Mike,” one of the TracyHepburn couplings, was playing along with another Spencer Tracy movie too obscure to remember now. We went to a Chinese restaurant in the neighborhood and then to the double feature.
Kim was a little shy during the date, considering we had known each other across the lunch table for six months. I put it down to first-date jitters (I had them too), but I found out, months later, that she’d chosen a pair of panties a little too old and split the crotch getting into the car. Though she knew it was completely undetectable and had pantyhose on in any event, she still felt more vulnerable than she liked.
The date passed enjoyably if quietly. Kim lived in one of those mongo apartment complexes where the cars park on the perimeter and the buildings are scattered on acres of land with green space in between.
I walked her back to where she lived with her roommate, held her hand a moment at her door as we said the obligatory “had a good time” phrases, and watched her go inside. She told me later that she had commented on my lack of forwardness to her roommate who asked, “What is he, gay?” (No, just shy).
We started going to that film club about once a week and also to other movies or museums, or exchanged dinners at our places (her roomie moved out at some time during this period). These dates were still quite chaste; I still considered Kim “just” a good friend at the time, as she did me. Though we had long conversations and a little wine (neither she nor I were much for drinking) nothing physical was happening beyond an occasional touch on the shoulder or the like.
Then, in February, she’d come to my place Sunday evening for dinner. On Saturday and earlier that day, she’d been helping some friends of hers move and she complained she was feeling stiff. After we ate, I offered to work on her shoulders and back.
She thought that was a great idea so I got a comforter out and laid it on the floor. Kim laid face down on it and after kicking off my shoes, I knelt by her head to knead her scapulae and run my thumbs both sides of her spine to her waist through her knit sweater. She was not wearing a bra and I marveled at the uninterrupted sweep of her back under my hands. Then, to work on the top of her shoulders, I shifted to straddle her waist.
I was keenly aware of her warmth between my thighs and the softness of her rump under mine. This was the most intimate I had ever touched any woman and I loved the intimacy and trust she showed. (I later took lessons in massage and eventually became certified as a practitioner, but that’s another story.) I had to stop at one point to surreptitiously arrange my trapped cock as it lengthened a bit.
After about twenty minutes I’d done what I could and flopped down on the comforter next to Kim. She turned over and we talked about nothing in particular for about a half hour, looking at the ceiling. Then, suddenly on impulse, I raised onto one elbow and looked her in the eyes.
“Would you like for me to kiss you?” I asked nervously.
“Yes,” she replied quietly. “I would.”
I leaned over her and kissed her lightly on the lips. We broke a moment later and she smiled.
“Nice,” I commented and stroked her hair. She smiled again and, taking that as an invitation, I kissed her again, deeper this time with a little tongue play.
That was the end of the conversation for a while. We kissed intermittently for about half an hour as we lay on the floor. Still shy about touching her too intimately, I caressed only her face and neck; she returned the favor a little more boldly down my chest.
Gradually I wound up mostly on top of her and we clasped each other. She was aroused enough that her nipples showed under the sweater and I thrilled to feel her breasts move against me when we hugged but I was still too shy even to try cupping them through the sweater yet.
I was also aroused, completely erect now, but if she could feel it between us, she didn’t say or do anything. Neither of us was ready for any more yet and gradually our passions tapered off to a dull heat. After a final embrace and kiss in the doorway, Kim left to go back to her own place.
As soon as the door closed behind her I opened my trousers, freed my stiff cock from my underwear, and peeled them both down to step out of them. I laid face up on the comforter and began to masturbate. I thought of Kim kneeling next to me and imagined it was her hand on my penis as I methodically removed her clothing.
Already halfway to orgasm from my encounter, I didn’t get far in my fantasy. After stroking only a minute or two, about the time I was peeling down her panties in my mind, I climaxed. So anxious had I been, I hadn’t fetched a tissue and as a massive measure of semen landed on my hand and shirt, her face and imagined body were what fired my erotic imagination.
We continued to see each other once or twice a week but with a lot more intimacy than before. At the film club, I’d put a hand on her flank, or hold her hand in mine and gently stroke the back of it and down the length of her fingers.
We were lingering over a kiss before parting now, and when we were at each other’s places, the kissing sessions after dinner were definitely escalating into necking sessions – open-mouthed kissing with a lot of tongueplay, her hand on the inside of my thigh and mine on hers, though not too far up if she was in a skirt, and caressing her breasts through her clothing (“first base” I suppose).
Sometime during this period, though neither of us mentioned it out loud, we both became aware that we would eventually be making love. But not yet. By an unspoken mutual agreement we were letting the desire build.
I hadn’t told Kim I was a virgin. During this period, in conversations, I found out that Kim had lost her virginity at age 19 and that I would be her sixth lover, including a marriage, which had failed after six months (he was an alcoholic). I jokingly asked what she’d think of a guy “our age” who was inexperienced sexually.
“I’d think it was very strange,” was her emphatic reply. Ulp. I vaguely mentioned a girl I’d known in junior college and “my one visit” to a bawdy house in the Pacific giving her the impression that I did have some experience sexually, but not much. About six months later I told her the truth and she said that I’d hidden it very well.
“There were a few fumbles at first,” she said. “But no more than any new lover; nothing that made me say ‘he doesn’t know what he’s doing!’” My biggest regret of the whole relationship was that I’d robbed her of the thrill of knowing she was my first at the time we did it. (Or is this strictly a “male thing?” Comments, ladies? Would you liked to have known?)
Then one night, when we were at Kim’s place, an invisible barrier beyond simple necking was crossed. She was lying on her couch and I was kneeling on the floor by her head kissing her (again) and gently toying with a boob. Having been this far before, the warm resilience of her breasts, contained in a brassiere under a sweater or blouse, was familiar but this time she was wearing a blouse with the top button rather lower than usual and a teasing bit of the lace on her bra showed underneath.
For the first time, I slipped a hand inside her blouse above that button to hold her left cup and the flesh it contained. Kim smiled, saying nothing, but her eyes were shining with the excitement. I massaged her breast a few times, thrilled at the soft warmth, intrigued to feel her nipple stiffen. Trembling by now, I withdrew, then unbuttoned her blouse down to where it disappeared into her skirt and spread it open, exposing all of her bra. It was pink in color, taut with its contents, and showed the peaks of her nipples.
Emboldened, I reached out and gently tweaked the two bumps, then went one step further. The bra was the frontclosure type with a plastic catch you snap open and slide apart, one side up and the other down. I did just that, peeled the cups open and out spilled her breasts, the first time I’d had any within reach.
They didn’t spill far and her rose-pink nipples were offered in the center of their mounded breasts, almost a half-inch higher than the corrugated areolae that tended them. Her right breast had a small mole, inboard just about an inch from the nipple (I grew to love that mole in the next few months).
I had fixated on her tits rather than her face, though, or I might have noticed the doubt appearing in her eyes; I should have asked first. Before I could touch her soft treasures, Kim squirmed uncomfortably (jiggle!) and made a half-completed gesture to cover herself. Still holding the bra halves, I looked at her face with concern.
“No?” I asked softly.
“Ummmm,” she said a little plaintively and shrinking a bit, obviously torn between disappointing me and feeling coerced.
“Okay,” I said, and closed her bra, pulling the cups back over her breasts and snapping the catch closed. I probably could have stopped there but I resolutely buttoned her blouse back up before kissing her again, and caressing her through the blouse. Weeks later, when we were lovers, she told me that she hadn’t been ready to “go all the way” and was afraid she’d to have to put up a fight.
“I wasn’t ready either,” I told her. “I was disappointed not to touch them, and would have loved to suck them but had no thoughts of getting you naked. Still, I could understand your reluctance; it was too much of an escalation and we might not have been able to stop. Anyway, they were your boobs. If you didn’t want them played with I wasn’t going to press the issue.”
“That made it all right,” she said. “It surprised me and I knew then that I could trust you. If you’d taken them out later I wouldn’t have objected that time (now she tells me!) and that moment I knew for sure then that we were going to be lovers.” Sometimes virtue is more than its own reward.
Events conspired, however, and that was the last time for several weeks that we were able to be that intimate. Somehow we didn’t spend any time in each other’s places and Kim was too shy for much petting in public places. One indicator of her growing trust and sense of intimacy with me was that while she would invariably wear a bra if we went to a restaurant or other lighted place, if our sole destination was the darkened theater club, she’d go without.
We’d sit in the back row of the theater and miss a lot of the movie kissing and caressing. One glorious time, she guided my hand inside her blouse as we were saying goodbye in the car, so I took home the memory of a kiss and her breast filling my hand, a nipple between my fingers. But it was too light in the parking space to risk exposure so I hadn’t seen it again. The desire, though, was building rapidly. I felt like a teen-ager.
Then, it was my thirtieth birthday, a Friday. Kim treated me to dinner at a Moroccan restaurant – about a two-hour meal – and yet another movie. Since we’d been in a restaurant she had a bra on this time so I was circumspect during the dinner and movie. After, though, we returned to my place “for some coffee.” This was the first time we’d been alone since I’d overstepped, then retreated, and my libido was in full swing.
I was hoping, but I didn’t say anything as we entered my apartment. Kim went into the bathroom as I started the coffee brewing. I heard the toilet flush, the sink run, and a minute later she came out, with her shoes in one hand and her pantyhose in the other. She’d never had a reason to remove them before; a thrill went through me.
“Does this mean you want to?” I asked, the first time either of us actually spoke aloud, however obliquely, what we both knew was going to happen.
“Uh huh,” she answered shyly as she stashed the hose in her purse then came over and hugged me. “Happy birthday,” she said before kissing me. I held her tight and we stood several seconds, rocking a bit.
I was still acquiring furniture after my stint in the Navy and didn’t have much yet. There was a mattress, sheets, and blankets in the bedroom but absolutely no lights – it was pitch dark in there. After explaining this problem to Kim, I said, “I want to see you; can we make love here in the living room?”
“Anywhere’s fine,” she said.
I didn’t have a couch, either. There were a couple of beanbag chairs in which we had cuddled several times when we’d been talking, but they were a bit restrictive for what we had in mind tonight, so I got the comforter out again and spread it on the floor.
I took off my shoes and socks and pulled the belt from my trousers before we laid down on the comforter to begin necking quite a bit more hungrily than ever before. In just a few minutes I was caressing her breasts inside her blouse and very shortly after that I was opening it. This time I pulled the tails out of the denim skirt she was wearing and removed it completely.
The bra she was wearing this time was another snap-front, black this time, and what wasn’t lace was a bit transparent. Her desire to make love obviously was no spur of the moment impulse. I admired the dimly seen circles of her areolae while I knelt over her and she reached up to unbutton my shirt and remove it. I laid next to her, slipped a strap off her shoulder, and kissed where it had been a moment ago. Then we kissed openmouthed.
As our tongues played, Kim caressed my chest and downward while I cupped her left breast, delving under the slackened cup to find the stiff nipple. When the kiss finally broke I sat up and wasted only a moment slipping the other strap off her shoulder and snapping the catch to free her breasts. I held the bra open while she shrugged her arms out of the straps, then I dropped it to take a boob in each hand and gently cup them.
Before I could get far in my erotic massage, Kim pulled me down and kissed me deeply, offering her tongue again. I sucked it in and offered mine in exchange. I could feel her twin treasures move against my chest as we shifted in our embrace. Then I worked my way down her front, kissing her chin, throat, and on down to between her breasts. I moved to the right, kissing that mole and onto the mound of her tit. There I teased the tip, licking the firm, fleshy bullet a few times before drawing it in as if to nurse.
She began to sigh as I drew her nipple in deeply and massaged it between my tongue and the roof of my mouth. Meanwhile I played with her left breast with my right hand, clasping the warm, soft flesh and gently tugging the nipple. Then I switched breasts while I caressed her knee and north a few inches.
When my mouth got tired, I released her nipple, kissed her, then laid on my back next to her. Kim raised onto one elbow and caressed my chest some more (she told me later that she’d detected my chest hair through my shirt during our necking sessions and couldn’t wait to play with it).
Then she moved down my belly for a moment before opening my trousers and playing her fingers over the white jockey shorts I was wearing (virgin’s underwear – I soon bought sexier) sliding down alongside my penis to cup my balls a moment through the cotton while we kissed. A small part of me was beginning to worry because I wasn’t erect yet.
Then, breasts swaying, she knelt over me and pulled my trousers off to toss them in the corner before lying next to me on her side, head to foot. Her hands up slipped up the inside of my thighs to caress the bulge in my briefs. I rolled to my side and returned the favor, sliding my right hand under her skirt, teasing the inside of her thighs as I headed north.
When I reached her crotch, Kim lifted her upper leg a bit and I slid my fingertips along the edge of her panties, still hidden under her skirt. I slid two fingers up and down the warm flesh a couple of times before palming her love mound. She sighed once more and caressed my cock through my briefs.
After a minute of this, I withdrew my hand and sat up to work on getting her denim skirt off. The two buttons on the waistband were a bit of a struggle before they yielded. Then it was the work of a moment to unzip the side and pull her skirt off. I braced the backs of her knees with my arm and she heaved her bottom up a bit to help, then there she was in just her panties, such as they were, another clue that this evening had been planned before she left.
They were a light blue and opaque, but very brief. Cut low on the hips with scarcely more than strings of elastic on her hips, a small delta of a g-string over her mons was all that she had in front. Deep between her legs it was scarcely a half-inch wide over her pussy and a teasing bit of her pubes had escaped on either side.
I moved between her legs, spread them wide and more hair escaped entirely, leaving just the innermost part of her sex hidden. I traced one slow finger down her center from the top edge of her panties to that thin strip of nylon between me and her vulva. Finally I was able to tear my eyes away from Kim’s loins to her face where she was smiling broader than ever. It was time to ask the question.
“Are you protected? I have some condoms in the bathroom.” This was a bit unusual in those pre-AIDS days but, like I said, it had been some weeks where we both knew we were going to “do it” and I’d done some shopping.
“Uh, huh,” Kim replied. “An IUD; I’d prefer you bare.”
I laid next to her, pulled her close, and we spent a few minutes embracing and kissing. She threw one leg over mine and I passed my upper hand down her back and onto her ass. Between the cut of her panties and the rolling around we’d already done, a good bit of her nether cleavage was already exposed. I slid one hand under the waistband to stroke and gently squeeze one soft, cool cheek a few times, then I pushed her back to roll on top of her. She spread her legs and cocked her pelvis to meet me as I put some weight on her.
We embraced, then began humping in our underwear. We kissed and gasped as my cotton and her nylon ground together and she caressed my calves with her heels. I clasped her and could feel the stiff points of her breasts on my chest but the little alarm in me was louder now: I still wasn’t erect. I told myself not to worry. The unobstructed sight of her pussy would get things started.
Gasping, I rolled off her onto my left side and Kim rolled to her right. We spent a moment caressing each other’s faces and hair. “I love you, Kim,” I said and slid a hand into her panties. It passed over the thicket of her pubes and down until my fingers were between her thighs, then I curled them slightly to sink my middle finger into the wet slit of her pussy.
“I love you too,” she said and slid her hand into my briefs to grasp the head of my penis (I’m circumcised). She didn’t say anything about its lack of firmness.
We spent only a minute like this. Her panties were tight so there wasn’t a lot of room to play around in, and the thin waistband was uncomfortable on the back of my hand. I soon sat up and knelt beside her knees again. Her disarrayed panties were not doing much to protect her modesty; they had slipped down so a good bit of her bush was showing at the top and that half-inch band over her pussy was slack, so it teased more than hid. I slipped my thumbs under the strings at the sides to finish the job.
As I pulled the last bit of her clothing down, fully exposing her love mound in front, a second, perfectly timed heave of her bottom let the seat clear and a moment later the skimpy nylon was down to her ankles and tossed aside.
I stared entranced at my first nude woman. She lay as demurely as she could stark naked as my gaze roved her body, from closed thighs to the brunette triangle at the center of her womanly hips to the sexy indentation of her navel to her rosy-nippled breasts, then finally her face.
She seemed a bit unsure, as if finally revealed, she would not appeal to me; one knee slid partially over the top of the other as she instinctively strived to protect her sex. “God, you’re beautiful,” I managed to whisper. Kim’s smile returned, and she relaxed. Then in final surrender, she drew her legs up and open, offering her secret flesh.
I sat for a while, admiring her while I caressed the insides of her thighs. Her pubic hair had never been trimmed, so it was quite lush, filling the whole vee of her mons and continuing between her legs onto her outer lips on either side. It was so lush, in fact, I could see nothing of Kim’s pussy itself, just her sexual fur, and it was months later before I discovered the mole she had on her mound just to the side of the cleft.
After a minute, I slid my hands up her thighs and with my thumbs found where her outer lips touched and slowly teased them apart. Upwards I slid my thumbs, exposing Kim’s inner flesh like a moist tropical fruit. In the center, her coral-colored inner lips were very short so even without parting them I could see the closed mouth of her vagina and the round head of her clitoris.
It was small – the shaft was buried in the flesh of her mound and just the end peeped from the hood in the center of her cleft. All of the instruction books I’d read told how sensitive women’s clits were so I carefully pushed the hood back to fully expose her pea-sized glans, then gently touched it.
“Is this too much?” I asked.
“No,” she sighed. “Keep it up.”
As it turned out, Kim loved to have her clitoris played with quite firmly, as have the other lovers I have had since. I don’t know if I’ve run into a bunch of horny women or if those pre-sexual revolution women (those were old books) were more sensitive than today’s.
I toyed with Kim’s button for a minute, pushing the hood up and down over the firm, short shaft where it emerged from her flesh and ever so gently stroking the head with my thumb. Kim began to sigh and rock her pelvis in coital motions. Continuing to massage her clit with its own hood, with my other hand I parted her moist inner lips and slid my middle finger deep into the rose heat her vagina.
She was warm and slippery inside and I could hear a quiet “glick” as I pumped that digit in and out of her pussy. She sighed again and continued to buck her hips in counterpoint to my thrusting, eyes closed. I abandoned her clit to concentrate on stroking her pussy, inserted my ring finger, and stimulated her with the other fingers on her outer labia.
Meanwhile the alarm in my head was very loud now. Here I was, seeing the woman I loved naked, finger-fucking her, and my cock might as well have been in the next county for all the attention it was paying. What would it take? I paused, stripped off my briefs without taking my fingers out of her (yes, it was awkward) and resumed stroking her. The thrill of being nude with her was muted by my traitorous cock.
Eyes still closed, Kim raised her knees higher and began to toy with her nipples, breathing deeply. I inserted my index finger and plunged all three into her from the shoulder, rotating my wrist back and forth as I did so. Meanwhile I was stimulating my limp penis with my other hand, trying to get some kind of a rise so it could join the fun. Nothing.
After a few minutes, she moved one hand down to cover mine and I upped the tempo. Her other hand joined in to play with her clitoris, then a moment later she inhaled sharply, convulsed once, then sighed quietly. (I was to find out that this was a typical orgasm for Kim – she wasn’t a screamer.)
I pulled out of her cunt and she opened her eyes to smile at me. My whole front tingled as I realized a woman was seeing me naked for the first time, but if anything, my penis shrank a bit. If she was surprised to see a dangling dick, she didn’t say anything, but instead opened her arms in invitation.
I laid down on top of her in an embrace again and we ground our genitals together. Kim had her legs spread wide and I lay between them, thrusting my hips down as she bucked upwards to meet me. All in all it was a good imitation of missionary fucking except there was no penetration. I could feel her wet pussy lips slide up and down my soft shaft and I shifted my hips a bit so that I could reach down to rub the head directly on her vulva – nothing.
Desperate by now I sat up and knelt again, scooting close to her and grasping my penis just behind the glans to rub it up and down her slit. Then I tried to stuff it into her pussy. The old expression of “trying to shoot pool with a rope” went through my head. I had no trace of an erection. Whether it was first-time jitters, the late hour or what, I was completely impotent.
“It’s just not working,” I said in despair.
“That’s all right,” she replied, opening her arms again, and I laid down into her embrace.
Wait a minute. I can hear the audience out there now: “What’s with these two? Didn’t they ever hear about oral stimulation?” from the more erudite. “What about a fuckin’ blowjob?” from the troglodytes. Let’s digress a bit.
This was before VCRs made porn available in your living room. I’d been to one of those raincoat theaters only a couple times so my actually seeing oral sex was limited. In any event, to ask for lingual attention flat never occurred to me.
As for Kim, well this is conjecture because I never asked her, but I think it never occurred to her either. She was actually conservative about sex (as I found out in the next few months and especially when I had another partner). The positions we used almost always were missionary (like everyone), and female superior with an occasional side-by-side thrown in.
We tried some of the milder variations only a time or two, but not even something as exotic as rear entry (doggie style). Anal intercourse was right out – I never dared to ask – and we had oral sex exactly once, as part of foreplay about a year after we started. I loved eating her pussy and the taste of her musk but I could tell that she was experimenting and little tentative; my thought at the time was that she’d never had a cock in her mouth before.
Don’t get me wrong; Kim was no prude. She enjoyed sex and loved orgasms but I think that she was put off by the … mechanics of intercourse like fluids escaping. As an example, my wife loved playing with semen. Sometimes I would pull out when I climaxed, ejaculate on her front, and watch her anoint her nipples with my cum and rub it into her bush.
If I’d done that with Kim, she’d have been disgusted. In any event she never went down on me again and declined whenever I offered to eat her. In short, I didn’t ask and she didn’t offer; it may well have not worked anyway. Back to the story.
We went back to humping each other; Kim spread her legs again, I pressed my scrotum into the area where her clit was and we continued the motions of coitus. The underside of my flaccid penis dragged up and down the nest of her pubes and the mouth of her pussy anointed my balls but there was no trace of an erection in me. I wanted to give her another orgasm so after a few minutes I shifted a bit to the side and rhythmically pressed into her mound with my thigh.
She reached down to grasp my cock, squeeze it gently in time with my thrusts and rub that sensitive part in the cleft of the glans. It felt nice but not what I was hoping for when we had started. After a few minutes she clasped me to her as she climaxed again, then I climbed off to lay beside her to alternate between caressing her breasts and toying with her pussy. She milked my cock and played with my balls in their sack but there still was no response.
We spent some minutes kissing and caressing each other while we murmured how much we loved each other, just as if we’d just made love (Which I guess we had – I just hadn’t mounted her) but it was quite late by then so, yawning, Kim went into the bedroom and slipped under the sheets while I locked up (and luckily remembered to turn out the heater under the forgotten coffee).
I turned out the last light and cautiously went into the dark bedroom to slide under the sheets next to Kim. “Don’t worry about it,” she said, then she gave me a kiss before turning her back to me so we could spoon, and soon fell asleep. Fat chance not worrying about it. I lay there for some time, snuggled close with one hand cupping a breast, wondering if I’d do better in the morning.
We woke up at about the same time in the grey light. Whatever dreams I’d had were forgotten but they must have been erotic because I had a hard on like a broom handle. Not wanting to risk literally pissing it away I didn’t get up for the bathroom but, instead, rolled toward Kim. My erection poked her thigh, then moved between us as she turned toward me and we embraced.
Kim smiled broadly, as if to say, “told you.” Silently, we started foreplay under the covers. Both of us being nude, things progressed quite a bit faster than the night before. After some caressing and a little nursing at her always delightful nipples, we soon zeroed in on each other’s naughty bits and in no time I was probing her dampening pussy as she cupped my balls and stroked my gloriously erect cock. It felt much more erotic than the night before.
By now we were both hot under the covers so I threw them back, exposing Kim’s naked form. She reached behind and bunched the pillow against the wall to use it to prop her head. I reversed and laid next to Kim, on my side with my penis jutting towards her.
She raised her knees and spread them, offering her pussy so I reached under her thighs, found her clit, and slid the hood up and down with one hand and, with the other, stroked her inner lips and delved between them. She continued to stroke and squeeze my cock, spreading the seepage from its eye over the glans, and teasing my balls in their sack by running a fingertip lightly over them. It was the first time anyone else had touched my erection and my gaze alternated between the sights of her hand wrapped around my penis and my fingers disappearing into her pussy.
We continued to masturbate each other for several minutes, slowly escalating the intensity. I was completely caught up in the eroticism of the moment and would have continued to climax. But Kim had no intention of forgetting her birthday gift. She paused, gave my shaft a firm squeeze, then commanded, “I want this in me.” The moment had come.
We released each other’s sex organs and Kim slid down to offer herself as she had the night before. I knelt yet again between her knees but unlike the night before, I was ready to take up her offer: my cock was at a 45degree salute. I drew her hips up, moved forward, penis wobbling, and thrust against her moist vulva with its underside.
After a few strokes Kim reached down, spread herself open with one hand and grasped my cock with the other to force it downward and wedge it into the entrance of her pussy in unspoken urgent invitation. I raised up off my haunches, thrust forward while she guided, and closed my eyes to savor the sensation of my penis sinking into a woman’s body.
Kim’s pussy was very tight, possibly because she’d been sexually inactive for six months. Later she told me that I was the biggest she’d had but I have the suspicion that she was stroking my ego (I’m six inches if you mash the ruler into my pubis hard enough).
I penetrated about an inch, then began rhythmically pushing to gain a bit at a time. After a few pushes she released me to clutch the sheets on either side as I thrust in deeper. Once I withdrew entirely and distributed her juices along my shaft before mounting her to penetrate another inch. There was a tube of jelly in the bathroom but I sure as hell wasn’t going to stop and get it.
Slowly, the warm, liquid heat of Kim’s pussy enveloped my turgid cock until, with a final thrust, the back of her thighs met the front of mine, our respective pubic patches meshed, and I was in her in up to my balls. To this day, my favorite part of the whole sexual act is that first thrust into my partner, not that I hate the other parts.
The thought that my cock was finally in someone’s cunt overwhelmed me and I crouched over Kim’s body a moment, fighting the urge to climax instantly. The moment passed then and I began to copulate. Just a fraction of an inch per stroke at first, then longer and longer as Kim’s vagina relaxed making it easier for me to invade it. She began to buck against my thrusting and drew her legs up, inviting me in even deeper. I guided her ankles over my shoulders, she hooked her knees on them, and I looked down a few strokes, watching my lance slide into of her soft target.
“You’re doing it!” I thought excitedly. “You’re finally fucking someone for real!” The wet glide of Kim’s pussy felt totally different from those innumerable times I had masturbated. I withdrew and marveled a moment at how my penis looked in mid-copulation – red from coital friction and glistening from the vaginal lubrication it was anointed with. I stretched out, putting my legs behind me, reached down to guide my cock back into her waiting cunny, and resumed stroking.
Kim had kept her calves on my shoulders during this process allowing maximum penetration. Bent double, she still managed to thrust back, raising her ass off the mattress to meet my downward plunges. Our loins pounded together with enough intensity that her breasts rippled with each thrust. I clasped them in both hands, paying particular attention to her erected nipples. She caressed my chest and belly a few times before shifting to grasp my hips in her hands, urging me deeper.
Neither of us spoke but we grinned at each other with our mutual pleasure. Again and again I eagerly jabbed my penis into Kim’s pussy. Again and again she bucked upward, meeting my every thrust. To be honest, all thought of pleasuring her was driven out of my mind. My only thought was to ram my cock into her as hard and as fast as I could before the incredible erotic excitement I was feeling triggered a climax in me.
It soon came. “Oh, Kim, I’m cumming,” I managed to gasp, speared her one last time and held her tight. It wasn’t a big one, as orgasms go. My cock twitched only a couple of times and it didn’t feel as if I ejaculated much, but that didn’t matter. For the first time in my life I was climaxing in someone I loved, depositing my semen in a pussy instead of a tissue.
After the pulsing subsided, I moved Kim’s legs off my shoulders and on either side of my waist, then I carefully laid down on her, staying inside her and laying my head between her breasts. We stayed like that for a few minutes while my erection subsided; I could feel my penis start to creep out of her as it shrank. Then Kim slipped a hand between us just above her pubes. “My bladder’s full,” she complained and I pulled back to slip out of her cunny and helped her up.
She disappeared into the bathroom a minute while I contemplated the appearance of my freshly fucked phallus and matted pubic hair. As soon as she came out, I slipped in and let out what seemed like a quart of urine. I quickly washed my hands and also rinsed the sex-fluids off my penis and dried it. It was still early Saturday morning and I was hopeful for another session. Besides, Kim hadn’t had an orgasm yet.
When I came out she was sitting with the covers up to her waist, back propped against the wall, hands demurely in her lap. I thrilled as she looked at me frankly, pausing her gaze at my cock, then smiled. For my part, I enjoyed the sight of her bare breasts; after a good ogle I slid in beside her. We kissed and caressed, her hand on my chest, mine down low on her belly, just above her bush.
“That was pretty good,” I said, hoping that she hadn’t detected that I had no basis for comparison.
“Yeah, I liked it,” Kim replied, her smile bigger.
“But I was too quick; you didn’t climax this morning, did you?” I protested. My cock stirred a bit as I imagined it slipping into her pussy a second time.
“That’s okay. I got plenty last night. I knew I was right about you when you when you continued to make love any way you could rather than get angry or sulk.”
“I want to feel your orgasm when I’m in you,” I insisted and caressed her face and abdomen. She said nothing but caressed back and our lips were soon locked again and we slid to horizontal.
I pulled her close and passed a hand down her back and onto the globe of her ass. From there I slid it to our thighs then up the valley between our bodies until I reached the swell of her left breast. She pulled away a bit and I played with the nipple she’d exposed in what was already a familiar ritual. When it stiffened I slid down a bit and suckled again. She caressed the back of my head as I nursed for a minute.
My hand was busy between us. It crept down her belly and through the damp thicket of her bush. Kim raised her upper leg a bit and I slipped between them, found her clitoral hood and began to stroke it. Her hand moved down my body but it couldn’t quite reach my cock so I turned her nipple loose and slid back up to kiss her. Her hand found my penis then slid down to cup my balls before returning to my cock.
Encircling the shaft she squeezed it a few times then began to toy with just the head, finding the weeping slit in the end and lubricating the glans. My cock began to stir in response. After some minutes I was partially erect again, so I pulled my hand from between us, held her tight, and rolled back, pulling Kim on top of me. “This time you’re in charge,” I said.
She lay full length on top and ground her hips against mine a few times. The tickling of her pubic hair made my cock fully hard. Then she slid up a few inches, spread her legs and grasped my penis to hold it vertical, then slid back down, trapping it in her labial groove, her legs outside mine.
We were heating up again so I slid the covers down to our knees then moved my hands up to cup her ass cheeks as she began to grind against me in earnest. Her pubic bone pressed hard on mine, her wet cunt lips slid up and down my shaft and I could feel the muscles of her ass bunch and relax as she humped her pelvis against mine.
After a few strokes, I reached further down and found where the knob of my penis was intermittently appearing, grasped it, and pulled upward, forcing it into the crevice of her ass. Kim cocked her pelvis and spread her legs wider so that her clit was in contact with my cock and went to town, losing herself to pleasure as she massaged my glans on her ass and her clitoris against my penis and pubis.
I had a hand left over so I caressed her breast flattened between us. She rolled a bit to the side, freeing it, so I found the nipple and began pinching it in time with her humping. After just a short time I felt her tense and hold her breath a moment as she climaxed; then she relaxed.
I released my cock and her tit to embrace her as we kissed, then Kim drew her knees out and upward so that she was crouching on me, her knees on either side. She raised up and her suspended breasts hung over my face like ripe fruit. I latched onto a nipple and began to suckle while she rocked back and forth a bit, pulling her tit tight as I sucked it. My hands were busy at her pussy, sliding up and down the area between her inner and outer lips and playing with her clit, but teasing her by not penetrating her.
Kim pulled her breast free with a quiet snick then tucked her head to look between us. My cock, probably the most erect it had been in my life, stood suspended several inches over my belly. She shifted backwards and as her pussy approached, I tensed my pelvic muscles to raise my penis even higher. Kim maneuvered around a bit until, without guidance from either of us, the head slipped into her vulva.
Kim paused and I could see the excitement rise in her eyes, then she pushed back and down to impale herself on me. Either she was still stretched or her orgasm had made her wetter, but my cock slipped into her with one delicious stroke this time. For the second time in my life I had the exquisite pleasure of penetrating a lover’s body.
Still crouching, Kim began to slowly move. I lay perfectly still and let the tight sheath of her vagina ever so slowly massage my cock and, as always, it felt wonderful. She thought so, too, for, eyes closed, she gave a little sigh of pleasure every few strokes. After about five minutes her breathing grew ragged and she bore down on me as she enjoyed a small climax.
When she was under control again she sat upright and began fucking in earnest. Braced on her hands and grinning down at me she would raise several inches – just short of letting me slip out – then drop heavily to drive my cock deep into her.
I got a delightful intermittent view of my red, wet penis at the base of her pubic triangle. Every few strokes I would buck upward to meet her downstroke and she’d gasp at the extra-deep penetration. Above, her luscious tits oscillated wildly with each stroke and I reached up to cup her breasts and squeeze the nipples between my fingers.
This must have been the final straw for, seconds later Kim climaxed, the biggest I’d seen so far. She doubled her pace then threw her head back and held her breath several seconds before groaning as an orgasmic flush appeared between her breasts. I could feel her pussy rhythmically clench my penis as she still rode it. This, in turned, triggered my own orgasm and as she finally sighed and relaxed I clasped her to me, sharply thrust up into her twice, and exploded.
This climax was much stronger than my first. I groaned aloud this time as my cock pulsed a half-dozen times. We kissed open-mouthed as I strained to stay deep within Kim, and I could feel a stream of semen spurt into her with each spasm. Then my ejaculation finished with a series of weak twitches, almost a fluttering. I released her and we lay still for several minutes, getting our breath back. Then Kim raised her hips to let my cock slide out of her and lay on her side in the crook of my arm.
“Oh, Kim, that was how it should be,” I murmured. “I could feel you squeeze me when you climaxed.”
“Yeah, I could feel you throbbing inside me, too,” she said. “I hope it’s like this every time.” We relaxed in the afterglow a for a bit, then her pussy started to leak. She gave me a quick kiss, got up, and went into the bathroom to shower (like I said, she didn’t like this part of making love) while I went into the kitchen to toast some bagels and make another pot of coffee.
After blotting the wet spot we breakfasted nude in bed, telling each other how wonderful it was. I kissed her breasts and played a bit with her pussy, and she with my cock but we were both pretty satiated sexually so we didn’t have a third go ‘round.
Kim had already made plans for the day with some other friends of hers, so after we dressed I took her back to her apartment. That was the beginning, though, and we saw each other and made love several times that week, mostly at her place (she had a water bed).
Kim and I were together two years after that, seeing each other exclusively, taking weekend trips and vacations together, and making love as the mood struck. After the first year I would have loved to marry her but she was an independent woman, and refused to make anything permanent.
I think getting stung in that marriage had soured her on the idea of getting too close. We’d stay overnight when we made love but never did move in together. Finally I got insistent and she’d had enough. One black day she told me she didn’t want to see me any more, and that was that.
I was quite a while getting over it, but I did, and took a couple of lovers before I stole a man’s wife and married her (but that’s another story).