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First Real Sexual Experience

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While still in High School, my family moved. That summer, I found a job as a Waiter at a small, out-of-the-way resort about 30 minutes from our new home. Most of the resort employees were related in some way to the family that owned the place, and they mostly were north of 40 years old. Adjacent to the restaurant was a Gift Shop. One of the clerks was a knockout!

She was in college, so was perhaps 3-5 years older than me, and lived about 20 minutes away in the opposite direction from my home. She was about my height, and in every way should have been in Playboy. Veronica had wavy, shiny auburn hair down to her shoulder blades, a smile that could melt anything, and grey eyes that you could just sink into. I thought her voice was the sexiest I had ever heard. Her movements were always very fluid, accenting her lithe body and curves. I didn’t have a clue about breast sizes back then, but they were Playboy quality, just a bit smaller than the average Playboy model - I now know that they were a full, rounded C-cup. I quickly learned that she did not like any of the diminutives of Veronica, like Bernice or Ronnie – it was always Veronica.

I was still in an adolescent growth-spurt - tall and lanky with stringy muscles except my legs which were well-muscled. I was not self-conscious or shy, but did not have a girlfriend due to our recent move. So, I frequented the Gift Shop when I could. We were both on the early schedule, with the same Wednesday-Thursday days off. Every day, we enjoyed conversations during my breaks, between her customers, and longer conversations whenever we could arrange breaks together and after quitting time. There weren’t a lot of others around the resort that were near our ages, so, it didn’t take too long before I started flirting with her, and to my amazement she started flirting back.

I was in the habit of making a purchase as a way of starting conversations, particularly when her Boss was around, concerned that her Boss might take a dim view of a Waiter from next door monopolizing her time (even briefly).

Since I lived at home, while having hormone-induced needs, I couldn’t subscribe to the men’s magazines that I craved, but the Gift Shop carried the popular ones. I would always purchase them when Veronica was not on the cash register. In those days, men’s magazines had prices on the back cover so they could be purchased discreetly and I was in the habit of putting them on the counter with the back cover up.

One day, Veronica’s Boss was on the cash register as I came in, so I went to the men’s magazines straightaway, selected the new Playboy and laid it on the counter. However, before the Boss could ring me up, she got called away and Veronica came up to help. I was slightly embarrassed but was committed at this point. I paid for the magazine, while engaging in our usual banter. She kept up her side of the conversation and did not comment on my purchase. She placed the magazine in a paper bag and we continued to talk until my break was over and I returned to work.

At my break the next day, I intended to just buy a candy bar. Veronica greeted me as usual with her warm smile, lively eyes and honey voice. I thought she had a bit more honey quality to it than usual. Our conversation started and progressed as usual as I selected and paid for the candy bar. So engaged was I in our conversation and usual mutual flirting, that I didn’t notice when Veronica put the candy bar in a larger paper bag than usual. When I picked it up: “You must have put my candy in with someone else’s purchase. This is too heavy,” Glancing inside, “Oh, there is a magazine.” I added.

Still smiling, she reached out and stayed my hand from pulling the magazine out. “Yesterday I noticed the price of the magazine you bought. We only sell a few at that price; all are men’s picture magazines.”

Now I turned a red. But before I could open my mouth, she went on: “I thought you might enjoy this one a bit more - it costs more, and I think you will find it more . . . entertaining.”

For the first time, I could not look her in the eye. I dropped them to the counter, and I went silent. She continued: “ Tomorrow, I expect a full detailed report on how much you enjoy this one. It is my favorite and I’d like to compare notes.”

Between the Gift Shop and restaurant, I pulled the magazine out enough to see the title. It was one that the Gift Shop did not sell, but I had often seen it in town. So, Veronica had purposefully gone shopping. And indeed, it was about twice the cost of Playboy and much more erotic. At the time, it was one of the few that showed more than one woman in a shot, sometimes even men; and full-frontal nudity. As I quickly discovered after work, many of the girls were shaved or partly so. This was highly unusual for the time.

The next day, I did not go over to the Gift Shop during either break. Again, I’m not shy, but had no idea how to start this conversation. Veronica did not let me off the hook, however – she was waiting at my car at the end of our shift.

“You promised to tell me about what . . . entertained . . . you in the magazine I gave to you.”

I could just stammer and look all around without looking at her. She smiled, reached out and took my hand, “Lets walk down to the Dairy King and grab an outdoor table.” She did not let go of my hand as we walked the three blocks, and kept up a casual conversation. My responses were limited to “yes,” “no,” grunts, and other one-word responses. She took us to a table at the edge of the outdoor seating area; no other table was occupied. She got sodas for both of us, then set down next to me on the bench.

“OK, what did you think? I love their pictures. The girls are just so beautiful and so down-to-earth at the same time.”

Stammering, I mumbled that I thought she was just as beautiful. She beamed and squeezed my upper thigh. She did not move her hand. “I wish I were as confident as the girl on page 16; she just exudes delight and sexiness.”

“Which one was that?” I asked

“The blond with the lively eyes and fully shaved pussy,” she said as she crept her hand higher on my thigh.

After an uncomfortably long silence, I finally found my voice, “I didn’t realize that girls did that.”

“Did what? Oh, shave their pussy. I don’t think many do, at least not in my experience, except porn actresses, nude models and maybe a few others.”

Now my interest was perked, “Have you seen porn actresses?”

“Oh, yes. I frequently buy that magazine and love to look at the way the models shave their cunts. It makes me quite hot. And yes, I watch porn movies also. That is even hotter!”

After a few deep breaths, “I have never seen anything like it. The models in Playboy always have that part . . .”

“Pussy,” Veronica interrupted.

A few seconds while my cock started to harden; then I resumed, “. . . pussy covered. Even in Penthouse, where they are sometimes shown, they all have pubic hair.”

“I know. That is why this particular magazine is a favorite of mine,” she said. “All the different pussy variations are just so hot and interesting. Don’t you think?”

I nodded. “I’m not too sure that I really noticed variations,” I added, quite red-faced, I think.

“Oh, you have not seen pussies in real life, then?”

Another pause while I took a few deep breaths and tried to adjust my now steel hard cock. Difficult enough at any time in pants, but Veronica’s hand on my upper thigh, did not move. Luckly it had grown up against my abdomen. “Well, a few. At my old home, a bunch of us liked to play doctor complete with genital examinations. One girl got a big kick out of showing her . . . pussy . . . when she wouldn’t get caught.”

“Oh, you are still playing doctor at your age?”

“Sure. It is much more fun when girls have breasts with nipples that get hard and get wet when you stroke their pussy.” “How about the guys – did the girls stroke you? Did you get hard? Cum?”

“They would stroke us until we got hard, but were afraid of letting us cum. I always wanted to, and had to masturbate later to get over the urge. I often wondered if our playing with their pussies made them masturbate later.”

“I will bet that they did! You said that they got wet!” Veronica exclaimed. “Did you ever insert a finger?”

“A few times I put a finger in up to the first or second knuckle, before the girl would pull it out. However, the girl that liked to show off let me do the most.”

At that, Veronica leaned in to kiss me, a very warm, open mouth kiss. I returned it as best I could, still off guard with her hand now right up to my balls. Soon we were kissing with her tongue probing my mouth. With her free hand, she took one of my hands and placed it on her left breast. She was not wearing a bra under her cotton shirt! As we continued to kiss, I inched my hand in between the buttons of her shirt to her warm, firm breast. Her nipple was a hot, hard poker. Her hand migrated up to my hard-on and massaged it. As we broke the kiss, my right hand unbuttoned the middle two buttons on her shirt and went to her other breast. As I started playing with her hard nipples in earnest, she let out quiet moans and looked me straight in the eyes.

After a wonderfully long time, but probably only 10-15 minutes, she said “Why don’t you see how wet you have made my pussy?”

Just like that! I had never had a girl just say it right out like that. At his point, I became quite flustered. I momentarily forgot all about how beautiful she smelled, how wonderful her breasts felt and how hard my cock was. My hand started exploring the waistband of her skirt. She giggled softly, “It would be easier to go up under the hem.” She gave me another wet kiss. As we broke it, I noticed that her knee-length skirt was hiked up about 2/3rds of the way on her thighs. She spread her legs more as emphasis.

As my hand reached her pussy. My eyes bulged to golf ball size: no panties. Incredibly smooth skin and sticky wetness! I had never felt such a wet pussy.

Veronica rightly interpreted my wide eyes, “I removed all underwear while waiting for you to get off work. I’ve been horny ever sense.”

“Well, that’s only part of my surprise. Pussy hair has always felt a little, well, soft, but a bit course.”

“I said that I found girls in the magazines with bald pussies really hot,” she said.

I let my hand explore her mound some more. “I never expected. . . You are completely shaved!”

“It is so fucking hot to shave my cunt. It feels so incredible rubbing against jeans with no panties. I almost cum. Please insert your finger now. All the way. I won’t stop you like those play doctor girls.”

Looking into her eyes, I ran two fingers thru the folds of her wett pussy lips, finding and stroking her bud. When my fingers were sufficiently wett and her back was arching in ecstasy and anticipation, I slowly inserted my index finger. I marveled at how warm, and tight she felt, yet slippery. It was like someone was tightly gripping my finger with a hand full of Vaseline. Slowly at first, with increasing speed, I pulled my finger almost out and pushed it back in. After maybe a dozen strokes, Veronica told me to put another finger in. I was pretty sure that I wouldn’t be able to, but on the next inward stroke, I easily added the second finger. I then felt her pussy muscles contracting in spasmatic waves. With her free hand she grabbed my hand and shoved it into her, hard. Her other hand on my cock tightened. I thought she was going to let go of my hand in her pussy, but she guided it to withdraw not as far as I had been doing, and thrust it back down her slick tunnel, hard. After doing this four or five times, she lost her grip. Her hand griped the edge of the bench seat. Her other hand likewise lost its grip on my cock.

I had never seen a woman orgasm before. She went rigid, her pussy got wetter than ever (I wouldn’t have thought that possible!) and she let out the loudest moans continuously for minutes. Her body shook all over for what seemed like minutes. Later we comment that it was good that no one else was around.

We kissed passionately. “I have never seen or experienced anything as hot as that. Ever!” I exclaimed,” between kisses. She slowly withdrew my fingers from her hole and started sucking on them. Agan, my eyes grew wide. She giggled; put the fingers back inside, then presented them to my mouth. Another first. Wow.

“You are a virgin.” Not a question; a statement. “You are going to have more sensory delights than you ever thought possible!” And she giggled again. Have you ever eaten a pussy?” I could only shake my head. “Well, we will take care of that where you can see my completely bald pussy. Right now, however is going to be a different kind of delight,”

She unbuckled and unzipped my pants. Her hand easily slid inside my briefs, and for the first time I felt her soft, but firm grip around my naked cock. I thought I’d cum right then, it was so erotic; so exciting. With her free hand, she pushed my pants and underwear down as far as she could; I helped by raising up a bid and pushing down the side away from her.

Now, I’m not big – six inches – only, this day my cock was straining harder and longer than ever. Veronica made all kinds of cooing and “oooohing” sounds, moving it back and forth to examine it from every way possible. All the while, it was as if my cock was completely separate from the rest of my body. It strained and twitched as never before. She seemed to like its little twitching dance; only poking at it a little when it quit twitching. Finally, when I thought it could not ache any more, she wrapped her hand around it and slowly, rhythmically, massaged it. I ached for her to jack on it. She had another plan.

First, she looked around, checking that no one had come by; then shifted her butt away from me until she could lean down and put my dick completely in her mouth. Of course, I had read about this, but didn’t quite believe that a girl would really voluntarily want to give a blow job. Her mouth was . . . indescribable. I felt her sucking and her pulsating tongue. The sight of her head in my lap was almost as incredible as the sensations. Then she started to bob up and down. I started salivating, still tasting her cum in my mouth. That did it!

I barely squeaked out, “I’m cumming,” before my cock erupted as never before. Part of my sex-saturated mind marveled that she continued to suck and swallow what had to be the most cum in the history of sex. Now, even if girls truly liked to suck cock, swallowing cum HAD to be something done only by pros.

Victoria liked my cock clean, then came up, smiling broadly and still licking the edges of her mouth. After just a few moments, she leaned in for a kiss and without even a moment’s thought I also leaned in. We kissed long, and deep with sexual passion. Only as we broke the kiss did I realize that I was no longer tasting her cum, but tasting my own.

She continued to play with my cock and another surprise: I didn’t get soft. Oh, I wasn’t steel hard anymore, just regular hard. Vernonica continued to smile and make soft sounds of satisfaction. I started playing with her pussy again, running my fingers up and down thru its silky folds, occasionally lightly rubbing her clit, or flicking a finger into her hole, just up to the first knuckle.

“Please gently rub my clit in a circular manner,” she asked. I did. Soon I could feel her stickiness get more wett and slick. She continued to stroke me slowly and lightly, so I did the same for her.

All good things . . . A car pulled into the Dary King, a couple got out and went the ordering window. We knew it would be just a matter of before they sought a table and we would risk being busted. Veronica helped me pull up and fasten my pants. Her skirt was back down to midthigh, so all she had to do was button the two middle buttons on her shirt. Hand and hand, we walked the three blocks back to our cars. I felt that we had bright neon signs over our heads “We just had incredible outdoor sex. You could have seen!”

At her car, I boldly kissed her, not caring who might see. She smiled and said, “See you tomorrow;” got in her car and drove off.

That evening, in the dark of my room, I masturbated to orgasm at least half dozen times, thinking about the day. The next morning, I was ever so sore.

Which I told to Veronica at my first break. She smiled and said that she had masturbated several times last night also and was a bit sore. She added that I shouldn’t think twice about cumming so quickly yesterday; that I’d get better once she taught me a few things. I laughed and said the pupil was ready.

At our afternoon break, she asked if I had been up the tram that was part of the resort. I had not. She said that we owed it to our visitors to know what it could be like – emphasis on “could be,” with a sparkling smile. She instructed me what to bring the next day, Wednesday, for our day off.

Packs loaded (I had no clue what was in hers), we met the next day at the base of the tram. As employees of the resort, were entitled to a free trip. At the top, she took me by the hand and we headed into the forest. Maybe a mile from the tram, we stopped in a nice grassy glen. She told me to put out the blanket, a few specified food items, the water and sunscreen. Then said that she needed to go into the bushes. I naturally interpreted that as a bathroom break.

Just as I finished arranging the items just so on, and around, the blanket, she appeared, totally naked. OMG! I was instantly hard. This was the first time that I had seen her naked and it only re-enforced my notion that she could be a model for any girlie magazine. All I could do was stare. Before I could get around to speaking, Victoria said, “So this is the first time that you have seen my bald pussy,” and framed it with her hands.

“I’d really like to see it up close. Really close!” I grinned.

“Well, you can’t,” she said smiling. She paused. “Until you get fully naked also.” More like it! We spent the rest of the day nude.

“I’ve taken your blow-job virginity. Now it’s time to lose your pussy virginity. First, we need to do something about your quick cum trigger.”

“I am sorry about that . . .” I started to say, but she held up her hand to cut me off.

“Regardless of what you might have heard, in my experience most guys cum quickly at first. We can do several things to help you gain stamina and control to last longer. That way it will be more pleasing for your girls. One thing that we can do is a hand-job and blow-job until you are close to cumming, then back off until your cock has calmed down; and repeat that for a while. I think that is one of the best ways because it gets me all hot and bothered and ready to fuck wildly.”

I thought it sounded like a pleasant, to awful torture. I had had blue balls a couple of times playing doctor. Laughing, she went on, “I can see that idea gets you up for fun,” pointing at my rigid cock.

“Mostly I am hard because I am thinking about closer inspection of your smooth pussy. I think that method would be uncomfortable.” We both laughed.

“A second way is to get you really hard and put this on.” She turned to her pack, withdrew a Tupperware container and opened it. She withdrew a clear rubbery-looking ring with a round, hard cylinder on it. She told me about cock rings.

She said the I would get her really wett if I masturbated in front of her. Another first.

Starting off, I was a bit embarrassed because this was something I had only previously done in the darkness of my room. Soon, however, I got into it because she kept smiling and watching intently. Soon, she sat in front of me and started running three fingers in and out of her pussy.

“Oh, god, this is so hot,” both of us kept saying. When Victoria saw that I was hard enough to her satisfaction, she reached over and put the cock ring on. The hard cylinder lined up on the underside. This made my cock feel even harder.

“Why don’t we play around with me for a bit?” I was enthusiastic about this prospect. Although I had played doctor with other girls’ breasts, I had not yet sucked any tits and desperately wanted to. She softly instructed me how to give her the most satisfaction. After some time, she started moaning and said it was time for another ‘first,’ but we had to first see if the cock ring worked. I hadn’t thought about my erection. We both looked at a perfectly serviceable hard-on. She stroked it for a while and I felt no compulsion to cum; and said so. To my surprise, she proceeded to take the ring off. We sat together talking for a few minutes. Victoria then commented that my cock had diminished to a softie hard-on, which was OK because she now wanted to try her favorite method of prolonging a male erection.

She lay spread on the blanked and said that now was the time for my pussy-eating lesson. I was so ready. She added that most girls liked a slow, gentle start. I should start much like I did the other day, only with a lighter touch. I was a bit crushed and asked what I could have done better the other day. She smiled broadly and said “Nothing sweetie. There is a time and place for going right in for an intense finger-fuck and it was right in every way.”

She went on to say that today was more about exploring, concentrating on sensual delights, and taking time. She instructed me to lick, suck and kiss all over her body, paying particular attention to her erogenous areas. I could get close to her pussy – the mound above her slit – but could not kiss or touch her pussy until told to. I set about having fun and doing my best. Gradually her soft instructions grew less frequent, then stopped as she started to moan and wiggle with delight. Finally:

“Oh, god, eat my beautiful bald cunt! Eat my pussy until I cum all over your face!”

I almost came myself at that. I wanted so bad to dive right in, but her slow instruction held me back. Instead, I gently started massaging her entire pussy mound, followed by gently allowing two parallel fingers held straight, to slide between the folds of her labia. Then, I leaned in and kissed the top of her slit. Her aroma made me swoon with desire. I almost went for a hard finger-fuck at that very moment. Only her earlier instructions held me on the course of slow sensual delights. I kissed and ran my tongue between her wet folds. Her only instruction at this point was to flick her clit with a circular motion of my tongue. I got lost in her silky wetness, the delightful noises she made whenever I stimulated her correctly, and her ever intoxicating aroma.

Put your fingers in NOW! She yelled. I responded immediately, driving two fingers deep and hard into her. She became more forceful with her instruction; when my fingers were buried deep, she grabbed the back of my hand to hold the depth, and told me to curl my fingers forward. She gave a few more minor directions, repositioning my fingers until I felt a softer, spongier, concave spot. Twitching my fingers on this spot, her head went back, her back arched, and she trembled with another orgasm. I had heard about multiple orgasms and decided now was the time to see if I could pleasure Veronica enough to have more.

She had a much more urgent plan: “Fuck me! Fuck Me NOW! Ram your hard cock deep in me! Now!”

I hadn’t thought about my cock in a long time and was now surprised and pleased to feel it was fully hard and ready. I knelt between her legs; rubbed my hard-on thru her folds, getting it wett. On impulse, I spit on her clit and rubbed it into her and onto my dick.

“Now! I need your cock in me NOW!”

I placed it at her opening and pushed in a bit. She bucked against me, driving it all the way in with one movement. For a moment she was satiated. Then, she began gyrating her hips, causing my hard-on to make circular motions inside. This felt incredible. Soon, however, I had the uncontrollable urge to pump in and out; each time driving in deeper and harder. In the back of my mind several things were going on. I marveled that I didn’t have the urge to cum. I revealed in the velvetiness of her tunnel and at the sight of my cock disappearing in her beautiful bald pussy. And finally, at the sounds and movements that she had abandoned herself to. But most of my mind was consumed with one thought and one thought alone – I am fucking! And it is so erotic and fun!!

Indeed, Veronica had multiple orgasms, as I learned later. When one of her orgasms peaked with her muscles clamping down with velvet tightness on my cock, I came. Like a rocket. Sweat was pouring off me, my head swam and my whole body tensed. I continued to have sensations of cumming for longer than usual.

Finally, we both were still. I collapsed onto Veronica. We cuddled. Still my cock was hard inside of her; cum leaked out. She said that this didn’t happen often and she loved the feeling of the conjoined closeness.

After quite some time of cuddling, kissing, tracing patterns behind each other’s ears, Veronica remarked, “Oh, my! I do believe that you are growing again.” Without responding, I started slowly fucking her while kissing and gently moving around. She said this was nice and had not happened to her before. I said that I hoped our slow fuck would go on forever, it felt so incredibly good.

Sometime later in the fuck, Veronica said it was time for my cock to leave her pussy. I gave her a most exasperated look and she laughed. “Not for long. We are going to see how we like other fucking positions. In fact, my favorite position when I just want a total Fuck to get off. The doggie position.”

I withdrew. Before she allowed me to enter again, she introduced 69. Another thing I thought was only for porn because it made for great pictures. I quickly learned it was great for arousal in addition to wonderful visual stimulation. We brought each other close to cumming, only to easily back off, slow down and regroup. This was not the blue ball torture that I previously thought it would be. Well, not when I could burry my tongue in a hot cunt.

Veronica then assumed the doggie position; she said this position could make her cum more rapidly and more intensely than any other because every part of her vagina received stimulation. I lubricated her hole and my cock with my spit, and on her guidance, rapidly thrust into her. She added that I should not be concerned if she reached between her legs to stimulate her clit; it added to her pleasure.

I liked this position a lot because we could talk, I could instantly respond to her needs while feeling sensations I had not had before. When she reached for her pussy, I gently moved her hand aside and rubbed her clit in a circular manner while still fucking. All of this sent Veronica into another mind-numbing orgasm, after which she collapsed onto the blanket. I followed her down, keeping my cock inside, until I could start fucking again. But it didn’t take long with the added friction of her tighter pussy in this position, before I came. This time I got to watch the cum trickle out of her, around my cock.

Well, we cuddled, 69ed, and fucked the rest of the day. Once, when it seemed that I was truly spent for good – no erections left – Veronica pulled a dildo out of her pack. It looked like an erect cock, with batteries that made it move all kinds of ways. While staring at me, Veronica put in her mouth and gave it a blow-job, just as she had my dick. Still watching me, she lay down and inserted it and started fucking it. Soon I could see her pussy juices flowing out around it. So Erotic! She told me to take over and fuck her with it as she had done. Of course, it was longer than my cock’s length, so I was cautious about going too deep. Soon, however she pushed my hand aside and drove it all the way into her cunt, to the hilt, and held it there while she came hard again. I watched everything in awe, a hundred questions coming to mind while truly witnessing her full orgasm and afterglow bliss.

We talked about sex all day. After the dildo, of course my cock was hard and ready to go. Veronica said that the dido had done its job – it gave her an orgasm that she needed and got my motor running again. I could only grin.

As evening approached, we gathered our things and got minimally dressed, scans underwear. She saved one of the best fucks for last. We had walked maybe half way back, when she stopped and asked if I wanted to see her pussy one more time. Of Course I did. She opened my shirt, pulled my shorts down and sucked me to attention, all while standing. I proceeded to do the same for her, topping it off by eating her pussy while she stood against a tree. She turned around and told me to fuck her from behind while she hugged the tree. We had some good laughs as we tried to make this work. Finally, she had to stand on a rock. Even then, I had to scrunch down a bit at the knees to get the proper angle for penetration.

We had barely finished when we heard people approaching. We were just put back together, presentable, when a college-age couple emerged. They startled and said “hi” as they passed, not stopping to talk. Veronica said that they had that “just had sex” look and whiff. I laughed and said that they were hopefully saying the same about us.

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