The summer before my senior year in high school, I was seventeen and already had my driver's license, but no car of my own. I had just gotten my first real job, working part-time in the snack shop of the summer swim club where my family belonged. The swim club was at the edge of the sub-division where we lived. I usually walked there and back, about fifteen minutes each way.
There was a guy named Rick who worked there, as a lifeguard and swimming instructor, who I crushed on. He was two years older than me, and had completed one year of college. He had previously gone to my high-school and I remembered noticing him back when I was a sophomore and he was a senior. Because he sometimes came up to the snack shop and talked to me, with a hint of affectionate innuendo, I had hoped he might like me too. He seemed like a nice guy. My parents knew his parents. They had all gone to high-school together. So, I knew he, like me, came from a conservative traditional Christian family.
Yes, I came from a conservative family. I was a good girl, mostly. And, I was trying to keep that reputation. I fully intended to preserve my hymen as a gift to give my husband on our wedding night, remaining a virgin for him, at least technically. But, although still kind of naïve, I wasn’t as innocent as everybody thought. I looked at some ‘porny’ pictures on the computer from time to time. I ‘jilled’ myself to an orgasm many nights. And the previous summer, when I was sixteen, while away on a mid-August family camping vacation, travelling where no one knew me, I had explored some curiosities.
That previous summer, I had impulsively joined other teens my age in an I‘ll-Show-You-If-You’ll-Show-Me gambling game. So, I had already seen three guy's unzipped cocks. I had also seen one of those guys rather proudly 'jack' himself, and had been amazed to watch him spurt his cum. I had shown my breasts and even let myself be seen playing my nipples with my fingertips, pinching and twisting and tugging them. The other girl had let each of the guys kiss her bare nipples, which she seemed to like although she blushed a lot. But no one had yet seen, or touched, my pussy. I had quit the game before that happened. Scared, the other girl and I had fled the game when the cards required us to bare and touch each other’s pussy.
Later, as I fell asleep for the night, I was already regretting having abandoned the game. I had forfeited my first opportunity to touch a guy's cock. I 'jilled' myself to sleep and dreamt of holding one of those guy's cock in each of my hands as I kissed the tip of the third guy’s cock.
The next morning I considered if I might seek out one of those guys and offer to show my pussy in exchange for touching his cock. But I didn’t. My timidity exceeded my eagerness. My good girl self just couldn’t bring myself to actually proposition a guy like that. Then soon the vacation was over and it was time to go back home. The opportunity had passed.
But now, an early June day of the following year, back at the swim club, a children's swimming lesson had just finished. I was walking on my way to the snack shop past the area where parents observed the lessons. Rick had just started talking there to a pretty girl a little older than me, who I never remembered seeing before. And his swim suit was starting to swell. I was instantly jealous. Quickly I turned my eyes from Rick, who smiled as I passed by, and I looked at that girl and gave her a nasty frown. "Why," I thought, "had she intruded?" At once I realized I really wanted Rick. This desire of mine wasn't just a mere a fantasy crush anymore. I really wanted to be his. I was so mad.
A half hour later, that girl came up to the snack shop window and said she wanted to talk to me. I was still mad and didn’t really want to talk but, trying to be nice, did so anyway. Soon I was glad I had. She introduced herself as Kathy. She was the older sister of one of the girls in the swimming lesson and had just happened that day, instead of their mom, to drive her sister there. I was feeling a little less mad.
Kathy said, "You really like Rick, don't you? I could see your envy of me in your eyes. Please don't be jealous. He and I were in the same circle of friends when in high-school and we were just catching up, because we go to different schools now. He goes to the local college, but I go to the university across the state. I have my own steady boyfriend from there."
"Syl," Kathy confided softly, "Rick said his college girlfriend is away for the summer. So, I think he is available; at least for the summer, and maybe beyond. But, he will have a new summer girlfriend soon. And, unless you do something about it, she won't be you."
Kathy continued, "I think he likes you, Syl. I saw how he looked at you. It was the look of affection, tinged with desire. But maybe he is reluctant to approach you. He probably thinks that you think that he is too old for you; after all, he is in college but you are still in high-school. But, he is worth catching, and if you wish to pursue him, I will gladly help you."
I was stunned into silence, but gave her a huge smile, then started to giggle. Then, she did too. I was feeling better. "Um, yes Kathy. That would be great. Do you really think I have a chance with him?" I was feeling hopeful.
"Seeing how he looks at you, definitely; but you got to beat the competition. Find ways to be alone with him which aren't formal dates. He will be more comfortable that way."
"How do I do that?"
"Well, maybe ask him for a ride home, like if it's dark or rainy, or even if it isn't. He will. And you will be together and away from others. It will get him more comfortable being alone with you. Plus, he won’t be with somebody else." As we finished talking, she said, “I’ll be bringing my little sister again tomorrow and we can talk more then.”
Well, I did it. I asked him for a ride home that very evening. And even though I had to wait until his shift was finished, Rick gladly brought me home.
On the way to my house, Rick said he had seen me talking to Kathy. He explained she was just a very good friend from high-school and although they both liked each other a lot they had never dated, because they were never both unattached at the same time. We got to my house quickly, but then we sat and talked in his car for several more minutes. When I went into the house, my mom asked, "Whose car was that you got out of?" When I told her it was Rick who had brought me home from work she said, "Oh, he comes from a nice family. Just tell him I want him to drive extra carefully when you are with him."
The next day I saw Kathy again. She was happy I had taken her suggestion. She then recommended, "Tonight, tell him you haven't eaten a good meal all day, and ask him to stop somewhere on the way home so you can get something. If he offers to buy, it’s almost like a date; and he is really liking being with you."
Well, I did, and he bought us both hamburgers. We sat across from each other in the booth, talking easily and smiling a lot. Soon that became our daily after-work routine, even on weekend evenings. Well, if his college girlfriend was gone for the summer; I was starting to take her place.
Then one evening going to the restaurant after work, it started to rain. Rushing across the parking lot from his car, he slowed to reach back and encourage me along. I reached forward and took his hand. He gave me a surprised smile and then squeezed my hand. We ran through the rain hand-in-hand. That night he sat beside me, rather than across from me, in the booth. And he asked me out on a real date to a movie. I accepted immediately, eagerly. That night when he dropped me off at home we hugged and kissed deeply. As his tongue danced with mine, his palm cupped my breast through my tee-shirt. It was the first time a guy had done that for me. I was so happy.
A few days later in the darkness of the movie theatre, we sat close together, held hands, and kissed occasionally. After a while, he put his right arm around my neck and shoulder and draped his hand onto my Henley shirt and right breast. I crossed my left hand up to briefly pat his, gently acknowledging his touch but not pushing his hand away from my breast. Then, I twisted slightly towards him, leaned my head against his shoulder, and moved my other hand onto the top of his thigh. His free hand then guided my hand to the crotch of his pants. Nervously, I let it lie there mostly still on his bulge, but my curious thumb softly stroked along the ridge. I was anxiously excited. I kissed his neck; with his left hand he then reached across and opened the two remaining buttons of my Henley. When I didn't object, the fingertips of his right hand slipped inside my loosened Henley and caressed my breast and nipple through my thin sheer bra. My nipple swelled as I enjoyed his light touch. I don't remember the movie.
Afterwards, we went to a nicer restaurant for dessert where another of his classmates was waitressing. He actually introduced me to her as his girlfriend. She smiled to me and said, "You're a lucky girl!" I was so thrilled.
A few days later we both had the day off work and so we went to an early matinee movie. I had planned my wardrobe better. I wore a fully front-buttoned blouse, and a bra with a front clasp which I had purposely bought for him. Again sitting beside me, he put his arm around my shoulder and draped his hand onto my blouse and breast. Again, I gently patted my approval. Then, I turned towards him, rested my head on his shoulder, moved my hand onto his thigh and, as I hoped, he again guided it to his cock. Tentatively, I caressed him, softly rubbing my whole palm along his bulge in his pants. I kissed his neck; he unbuttoned three more buttons of my blouse. I softly moaned my approval as he slipped his fingers inside my loosened blouse and under my bra, and caressed my breast. He gently scissored my nipple between two of his fingers.
Following the movie we went for a nice dinner. As we had our dessert, the sun set. Leaving the restaurant, he drove us to an obscure little park overlooking a small river. Our car was the only one in the small parking lot. As we sat and talked together in the front seat, we began cuddling each other. Still acting the timid good girl, I nonetheless acquiesced to letting him unbutton most of the buttons of my blouse, and let him caress my breasts and nipples through my bra. He again guided my hand to the crotch of his pants, and I discovered he had surreptitiously unzipped and his cock was standing tall and free. My hand gently explored it. In turn, my other hand unclasped my bra, letting it fall open. He cupped my bared breast in his palm and thumbed my nipple. We kissed deeply as we fondled one another. I was so happy.
On the Fourth of July holiday, Rick asked me to go steady with him. Hesitating for just a moment, I quickly debated with myself in my head. I fully realized going steady meant others would presume we were petting each other on our dates. “How would that effect my reputation?” I wondered. Yet some girls who went steady were still perceived to be nice girls in nice relationships with nice guys. “Maybe, I could be too and all would be okay,” I thought. “After all, he was one of those nice guys. He always treated me well, both publicly and privately; and I was falling in love with him.” I didn't want to risk losing him by declining. And, because he was willing to commit to being exclusively mine, I happily accepted.
So we exchanged class rings. As fashion required, I wore Rick's ring on a gold chain hanging from my neck into my cleavage, near my heart. My dad was not pleased I had chosen to go steady, but he didn't object either. I don't think he actually disliked Rick but was probably just afraid his only daughter was growing up too soon, and too fast. My Mom however was pleased I had found a nice guy from a nice family. I think she secretly liked Rick, who may have reminded her of a younger version of my Dad. Years later I learned my Mom had persuaded my Dad it was okay I was going steady with Rick, and if he objected he risked harming his relationship with me.
Since we were going steady now, we began to pet more intimately on our dates. He suckled my bared breasts and reached up my skirt and caressed me through my panty. I stroked his unzipped cock. Sometimes I took just the very tip of him to my closed but pursed lips, smearing his precum onto my lips to then lick and taste with my tongue. But, still trying to be the good girl, I didn’t let him enter my mouth and I didn’t directly touch his cock with my tongue either. But I loved seeing him erupt for me as I stroked and twisted him. I was so happy.
Although, I let him reach up my skirt and caress me through my thin panty, I hadn't yet let him take it off. One time he pushed my panty's crotch fabric aside and directly touched my lips. I gasped in surprise and pleasure. He seemed frightened and pulled back. But smiling, I soothingly said, "It’s okay. I was just surprised. I liked it. But please don’t ever go inside my ‘gina. I am preserving my hymen for our wedding night." He respected that, and just caressed my lips and rubbed my hooded clitty. It was new and arousing. I was so happy.
The next time he fingered me, as he parted my lips slightly but hadn’t quite yet entered my 'gina, I cautioned him not to go deeper. He replied, "Syl sweety, I'm not going to tear your hymen. I just wanted to get some of your joy juice from between your lips onto my finger to taste. You smell so good that I want to taste you too." Then he smiled, and lifted his finger to his lips and licked it, saying, "Mmmm, you taste delicious!"
He was a patient man of his word.