Three Times a Lady

Three Times a Lady

Part One – Her Innocence

Mf mf oral first

Disclaimer: It’s porn. Don’t read it if it might offend you, if it's illegal for you, or if you have an actual or mental age of less than 18.

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I hardly knew her. We hadn’t spent more than a few hours together in our whole lives. And yet three times she gave me a gift you can only give one person in your whole life.

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1) Her Innocence

It was the spring of my freshman year in college. My little sister Eve, a senior in high school, was the captain of the drama club, and had directed a school production of Guys and Dolls. She begged me to come back for the opening night, so, even though I still had six weeks of school and finals to complete, I took a long weekend and made the four hundred mile trek back home.

The show was impressive for a high school production. The performances were mixed, as to be expected, but my sister did a great job of directing. The pacing, scope and coordination of the elements were all excellent. Afterwards, I caught up with Eve backstage. She was surrounded by a throng of admirers, beaming from ear to ear, and weighed down by an armload of flowers. Nonetheless, she squealed and charged through the crowd when she saw me. Throwing one arm around my neck, she hugged me and gushed, “I’m so glad you came! How did you like it?”

“It was awesome, sis! You did an incredible job. Truly incredible.”

“Well, it was no West Side Story, but it was okay.”

I had directed West Side Story two years earlier to much critical acclaim. My drama teacher and principal both wrote me college recommendations mentioning the production, which may have been responsible for me getting into that fine academic institution to which my parents were currently paying fifty thousand dollars a year.

I demurred politely and realized that there was a crowd waiting to congratulate her.

“We’ll catch up later at home,” I said, “I’m not going back until Sunday.

“Oh Jed,” she moped, “I’m going to a cast party in a few minutes, I won’t be home until later. I know! Why don’t you come? You’ll know lots of people there. Cathy will be there.” Her best friend Cathy stood next to her, helping carry the many bouquets of flowers. Cathy was a pert, preppy blonde with angular, pedigreed features. She was a fine specimen, and she had appeared in my erotic thoughts with some regularity throughout high school.

Cathy smiled wanly. “Yes, come on Jed! It’ll be cool.” It was much harder to blow her off, as I had been planning to do to my sister when I heard of the party.

“Umm. Okay, I guess,” I stuttered.

“Great, you can ride over with me,” my sister piped in quickly.

After a bumpy and awkward ride, jammed in my sister’s Civic with Eve and two other girls from the production, we arrived at the local church hall. There was a surprisingly large group there milling about the hall. But with all the students I could only see one or two faculty members. Perhaps that was supplying the energy which ran through the crowd.

There was cake, punch and the original cast recording. I took the cup of “bug juice” proffered by the seventy-year-old librarian, who didn’t seem to recognize me as a former student. There was a certain electricity in the crowd that caught my attention. The level of hilarity and the volume of the ensuing laughter made me think that some of the high schoolers were spiking the punch, but wasn’t readily apparent where or how I could get my hands on a dosed cup.

Within seconds of arriving, my sister got caught in a maelstrom of congratulations and was pulled away from me. Or perhaps I ran away from the swarm of screeching friends and frenemies surrounding her. Either way, I soon found myself wandering alone at the edge of the party, sipping my Kool-Aid and feeling awkward – an outsider at this jolly gathering.

I had made two and a half circuits of the packed hall and was just noticing that the enthusiasm level within the room had seemingly dropped considerably. I took another sip of the sickly sweet punch and gazed at some of the other wallflowers crouched around the edges of the room as my mood sank to match the energy of the party.

That’s when I bumped into Janine, Cathy’s little sister. I had seen Janine a few times when picking my sister up from at the mall or from Cathy’s house. She had never made any impression before, but the year since I had last seen her had produced some changes.

Janine and her sister lived in the next town over. Janine was a sophomore, barely out of braces, still dreaming of her sweet sixteen. In another time she might have been a debutante. Now she was just a pampered WASP kitten.

She was pretty, but still not fully formed. Awakening, but not fully aware of her budding attractiveness. She shared her sister’s blonde hair and angular features, but wore a slightly awkward and ill-fitting navy-blue pleated skirt and blouse that looked like it might have been my mother’s idea of a party outfit twenty-five years ago.

“Hey,” I grunted nonchalantly.

“Hi Jed,” she replied shyly, “Your sister and Cathy did an awesome job!”

“They sure did,” I answered, then, not wanting to discuss the play again, I asked, “You know any of these people?”

“Know? Yeah, I know who they are. None of them are my friends, though. They’re older. Juniors and seniors. Mostly cool kids. A few A/V geeks.”

“If they’re cool kids, what’s up with this party? It seems kinda lame.”

She laughed, then blushed immediately, apparently embarrassed by her response. “It seems that way doesn’t it?”

She gazed furtively around the room looking to see if anyone was watching us and hastily blurted out her next conversational gambit.

“I did notice that a lot of people have been going through that door over there and not coming back.” She nodded in the direction of a door off the hallway at the other end of the rectory hall, partially hidden in the shadows.

Janine looked at me with what was probably an attempt to look coy, but came out as an even more furious blush. “Want to go check it out?” she blurted.

I considered briefly the faux pas of hanging out with the little sister of one of my little sister’s best friends, but I had nothing else to keep me there, and was intrigued by the mystery.

“Sure. Let’s check it out.”

We slowly passed around the edges of the hall, avoiding eye contact with the collection of losers perched on the sides, until I could see the front of the mysterious door. There was a small, hand-lettered sign which read “Rainbow Room”. I put my hand on the knob and looked at Janine one more time. She cupped her hands to her face and blew into them as if she was cold, but she did not return my questioning stare. I pulled the door open and found a stairway, descending to the basement. There was no indication of what lay below.

“Let’s go,” I said, and began to descend the stairs.

At the bottom of the stairs a long, dim hallway ran the length of the basement, with numerous doors leading off into darkened rooms that looked like they might have been classrooms of some sort. There appeared to be a light at the other end, and some noise.

We crept down the hallway, like two characters in the Nancy Drew mystery that I imagined sat on Janine’s bookshelf at home in her room. At the end of the hallway a door branched off to the right and inside we found a small crowd of people standing with their backs to us, focused on something in front of them. We crept up behind the wall of people and peered over the heads on one side.

This is how I found myself huddled in a dark corner of the rectory basement, companion of a blonde teenager who didn’t even have her driver’s license yet, watching a blow job competition. The cool, older kids were lined up on the stage of what was some sort of meeting room. At the back of the stage were heavy velvet curtains and two flagpoles with the US and state flags, as well as columns of stacked chairs.

It was hard to tell what was going on, especially since I was captivated by the sight of not one, but two teen beauties on their knees blowing two fully dressed classmates. I didn’t recognize them, except by type. They could have been any of my sister or Cathy’s friends. Young, pretty, straight dark hair pulled away from their faces with various hair accessories. They also had matching looks of determination on their faces as they pumped up and down on the two boys’ cocks. I briefly wondered if my sister or Cathy ever participated in this kind of party game.

There was a small pack of girls gathered onstage behind each of the fellatrices. In front of the stage there was a gathering crowd of both boys and girls. It seemed that two teams of girls were competing to suck off the most boys in fifteen minutes. Two of the girls had even taken their shirts off and were topless in front of the crowd. I wasn’t sure if it was to earn the favor and cheers of the crowd, which it certainly did, or to prevent stains from the uncontrolled emissions which were sure to erupt.

The one with the long wavy hair and plaid ruffled skirt began to demonstrate her truly masterful technique. She wet her plump lips and plunged her face down on her partner’s straining cock, pausing only when his balls were resting on her chin. She paused for a moment, either to let her throat adjust, or to let her audience savor the sight of her accomplishment. She began pumping her face up and down on the youth’s glistening pole, slowly at first, always taking him to the root, and building intensity until she was jerking her head up and down like some sort of spastic penguin swallowing an endless stream of herring.

I turned to Janine to gauge her reaction and found that she wasn’t even looking at this incredible sight. Instead, she was staring – with laser intensity – at the pig-tailed contestant. She too had swallowed her man’s tool all the way to its base. Then, with the shaft still lodged in her throat, she snaked out her tongue and began caressing his bulging ball sac.

Her tongue was practically prehensile in its abilities, and I was awed by her technique, but I turned to check Janine and was stopped short by what I saw. She was transfixed by the scene in front of us. Her nipples were clearly straining the fabric of her cotton blouse and she was wringing the edge of her pleated skirt.

Her slack jaw and glassy-eyed gaze would have clued me in anyways, but somehow I already knew that Janine was transfixed by the spectacle – utterly in awe of what she could see. A thought crossed my mind, ‘We want the same thing.’

I sidled up to her and placed my hand on her shoulder, breaking the trance and causing her to look up with a furtive, guilty glance, and then look down and begin an intensive study of the carpet at her feet. Leaning down until I could smell the gentle aroma of her shampoo, I whispered in her ear. “I bet you wish you were on one of those teams,” I insinuated.

Her head whipped up. “What?” she replied, shocked, “Never! I’ve never su-.” She bit her tongue, ending her outburst and confirming my suspicions. “I’d never do that. Look at them – in front of all these people!” she said with a furious blush that turned her entire face a shade of scarlet that was visible even in the darkened corner where we hid. I noticed she once again couldn’t take her eyes off the action, however.

I knew what I had to do. “Come with me.”

I grabbed her hand and five quick steps later pulled her into a side room. It was some sort of “sewing room” but it had carpet, and decent light coming in from the window to the backyard.

“We’ll have our own contest. No one else has to know.”

Janine shook her head no, but said nothing. I placed my hands on her shoulders and found her trembling.

“It’s OK,” I said gently, “You’ll do great. I think you want to, don’t you?”

I turned her by the shoulders and pointed to a spot on the floor

“You go here…” I soothed and gently guided her to the area in front of a small chair like the ones stacked up outside, “and I go here.” I moved myself directly in front of the chair. I looked into Janine’s eyes. She held my gaze for a second, but looked away. It only took a nod from me and the slightest downward pressure on her shoulders to get Janine to sink to her knees in front of the chair like the girls on the stage.

Without further ado, I unbuckled my corduroys and unzipped my fly. “Take it out,” I instructed Janine.

She didn’t hesitate. She leaned forward and began fumbling with the gap in my boxers. She reached in and grabbed my engorged cock, wrestling it through the gap roughly. It flopped loose with a stiff bounce, and I swear to God – she licked her lips!

I held the back of her head and pulled her closer to my groin. There was no resistance. We were following the contest script, so there was no hesitation. I held my cock out straight, pointing at her and she fell on it immediately.

But it was obvious she didn’t know what to do. She licked the length of my pole once, then again. Her eyes were closed and her tongue was out stiff, seemingly as much in defense as attack. She took another swipe along my shaft ending at the tip of my pee slit.

I took the opportunity to change the angle slightly and thrust my cock into her pretty parted lips. Her eyes opened wide with shock and fear as soon as my cock hit her tongue, even though only the head was inside her pretty mouth. She relaxed slightly, realizing it was time to get serious.

I savored the sight of my cock in her young mouth. Her first taste of cock. Her innocence gone. Transformed in one thrust of my cock from a sweet girl to a harlot. It was an honor, really.

Her mouth closed around my pole, but she made no movement. Despite the recent tutorial we had watched, she didn’t know what to do. I held her ears and thrust forward, driving my schlong deeper into her oral cavity. It was incredible. Blissfully incredible. I could not contain myself and erupted involuntarily.

“Yessss!” I hissed, “That’s good!”

Her cheeks hollowed as she sucked in her breath.

“Oh yeah. Suck it! Take it deeper. Yes!”

Having recovered her wind, Janine responded to my encouragement. She glanced momentarily out from behind her tousled bangs into my eyes and then looked away shyly. She began to suck harder, more wantonly.

We could hear the contest going on outside our door. I thrust away into her mouth and gave her periodic instructions. “Make it wetter. Suck harder. Lick my balls.” Every now and then a cheer would go up as one of the teams outside the door satisfied another happy customer. Janine’s enthusiasm grew with each new slurp, and, although her skills were not up to par with her fellow competitors, the passion she displayed was truly inspiring. I was certainly inspired.

“Stop. Take your shirt off.”

Janine froze at once and looked up at me with my cock still in her mouth and the most mind-bendingly sensuous look of desire and innocence on her face. She took her shirt off. She was wearing a small white cotton bra, which she unfastened without being asked and shrugged off to reveal her perfectly nubile young breasts. The bra was clearly superfluous. Two magnificent half globes called out to me in their flawless beauty.

I wanted to answer the call, but had other business to take care of, so with real regret, I pushed the thought of her stiff young nipples on my tongue out of my head and pulled her face back to my crotch. She went willingly, maybe even enthusiastically and soon I was again churning her slick mouth with my pole.

Suddenly the yelling became more urgent. Someone was shouting out numbers:

“Sixty Seconds!”

It was time to get serious.

“Thirty seconds!”

I began to thrust forward each time Janine bobbed her head on my shaft, driving my log deeper into her untrained mouth.

The crowd began chanting: “Ten… Nine… Eight…”

I was completely inflamed with lust and was now gripping Janine’s head tightly with both hands pumping her face up and down on my cock in time with the chanting crowd.

“Five… Four…”

My climax was unstoppable, and I could feel the surge rush through my veins and explode simultaneously in my groin and hypothalamus.

“Two… One!”

I erupted, pulling her face tight against my crotch as I fired several fat jolts of semen directly into her throat and the crowd went wild. She gagged and retched almost immediately. I could feel her desperate spasms both in my hands and in my cock as she tried to pull away. I was paralyzed with pleasure and unable to let her lift her head from my crotch. Her frantic convulsions coaxed yet another load from my spurting pole.

As if released by a giant magnet, I pulled back with a jerk, removing my cock from Janine’s windpipe but leaving it still deep in her mouth. With the plug removed from her throat, she gulped furiously, taking in air and cum simultaneously. She spat up a wad of mucous which dangled off the underside of my balls.

She looked up at me with watery eyes, a mouth still stuffed full of cock and her lips visibly smeared with my jism. I held her gaze for several long seconds, as my balls continued to drain into her mouth. Stunned, Janine gathered herself and made a Rocky-esque final round comeback. Closing her eyes, she slowly slid back down my shaft, sucking the still throbbing meat deeper into her wet cavity and drawing out the last of my seed. For a rookie, she had given a shockingly porn-worthy performance.

When my eruption had subsided and I regained a measure of my composure, I released her head and pulled my now-sensitive cock from her lips. Being the gentleman that I am, I offered her a scrap of fabric from a pile next to the sewing machine to wipe her face. She took it but turned away to hide her face as she wiped off the mess.

Janine stood up and hastily shrugged on her shirt, without putting on her bra. She glanced towards the door while she fumbled with the buttons. Seeing her intention, I stopped her with a question, “Do you want to open that? We’d better wait until everyone leaves, don’t you think? People might get the wrong idea.” Of course, what people would get was entirely the correct idea, but that was beside the point.

She looked even more scared now, now that I had pointed out the possibility of getting caught. We could hear a lot of noise from the other side of the door. Apparently the winning team was receiving their prize. The sound was muffled, but we could hear occasional laughter, shouting and people moving about the room.

“Come here,” I said, “we’ll listen until the coast is clear.” I held out my hand to invite her closer to the door. We sat there quietly in the half dark for five long minutes, with our ears pressed to the door, listening for the noise to subside. At least she was. We were inches apart in the sewing room, practically spooning, and I could feel the heat and smell the slight musk coming off of her. I looked at the delicate beauty of her ears and the smooth expanse of skin on her neck as she craned it towards the door, and realized that only minutes ago I had gripped those ears and stretched that teenaged throat with my lusty cock.

That same cock lurched in my pants and began a resurgence. I cast my gaze over the rest of Janine, noticing the long fine hair draped over her smooth, naked shoulders, and observing the swell of her budding breasts under the soft fabric of her chemise.

I reached out and gently put my hand on her shoulder, completing the embrace. She shivered but pushed back into me gently. I moved my hand and placed it on the soft swell of her small breasts. I caressed her gently, cupping the budding mound and sliding my hand up to her stiff nipple. I rolled it lightly between my fingers, feeling yet another shiver pass through her back.

She stood up and faced me. My cock, now fully rampant, jutted through my trousers, which I had yet to button fully. Her eyes went to my cock and then to my face. “Do you think it’s time to go yet?” she whispered hopefully.

Just then there was a scrape from the other side of the door, as someone banged into a chair.

“I don’t think so,” I said softly, “I think it’s time for round two.”

Janine gave me the most incredible look. One that revealed both desire and revulsion. Need and fear. Pride and humiliation. To this day I have never looked into someone’s eyes and seen more clearly into their soul, than I did that moment with Janine. She sank to her knees again.

This time I wasn’t as frantic. It was a more conventional blow job. I still needed to guide her head up and down on my shaft, but this time I was simply providing gentle guidance and positive feedback, and not just using her as a skull-fuck receptacle. She seemed pleasantly surprised by the pace and began to relax. Soon I could even detect a trace of enthusiasm on her part, in the form of a subtle but noticeable increase in slurping on her part. Bingo.

I also noticed how quiet it had gotten on the other side of the door. It was the quiet that allowed me to hear clearly how she made a wet slurp with every upstroke. Well, Janine didn’t seem to be in too much of a rush now anyway. I pulled my hands from her ears to get a better view of her face. Through the veil of dried saliva, cum and tears she wore I could see that she would be prettier than her sister. Of course, with my cock in her mouth, Janine had a definite advantage with this judge. Even with no hands on her ears, Janine kept on pumping her mouth slowly up and down my shaft on her own.

This time I could take my time and enjoy not only the incredible sensations, but also the incredible circumstances. I’m not exactly an old codger, but even I could appreciate the rare beauty of the sight before me. The gorgeous teenager, a ripe and unblemished peach, who had never before so much as seen a man naked, was on her knees, with my cock in her mouth – for the second time.

That thought stimulated my deepest pleasure glands, and a warm glow began to spread throughout my cerebral cortex. I felt the beginnings of a massive explosion. Just then, through the suddenly morgue-like basement, came a voice calling in the distance

“Janine! Janine, are you there? Your mother is here to take you home. Janine!”

Janine tried to pull away, but I wouldn’t let her. “Not now, baby. I’m almost there. Here, get ready. And look at me.” She went momentarily limp as I placed my hands back on her ears. She looked up at me with wide, crystal eyes open and unwavering. I again had the uncanny feeling of looking into the depths her very being.

It was a remarkable feeling, but I was too far gone in the throes of lust to contemplate the cosmic significance of this connection. I had business to attend to, and time was limited so I took over and fucked her face forcefully, although without plugging her throat, until I erupted again, spraying my seed into Janine’s sucking mouth in a cathartic burst.

It wasn’t as explosive as the first one, but it was a very, very pleasant orgasm. It seemed to ripple through my spine for quite a while and I was surprised by the amount in this second batch. Apparently so was she.

She dutifully sucked my pulsing pipe until the spurting stopped. Then she stood up and swallowed, but as she wiped the back of her hand across her face, she drooled a long strand of my spunk from the corner of her mouth. She swiped at her lips with the scrap of fabric still clutched in her hand and lurched for the door.

“Hey!” I shouted. She hesitated and turned to look at me over her shoulder. “You won the contest.”

I thought I detected a slight smile on her face as she ran up the stairs and out of my life for another four years.

-- End Part One --

Author's Note:

Thanks for reading and please let me know how I did. This story is the first part of a planned three-part series. Comments or feedback of all sorts will be much appreciated and will be considered for future episodes. Thanks also to my editor (anonymous).

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