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Jack's Beginning

By: extra_37



If you have not read the "Conquering the Fearsome Foursome" series, this is how I became interested, sexually, in the mature women. After reading this one, I invite you to read that series as well.

Also, I have received a few comments regarding the spelling of the area that surround the nipple. In my stories, I have been told the correct spelling is "aureola". According to "The American Heritage Dictionary, that is an alternative spelling for aureole, which is defined as "a circle of light surrounding the head, a halo, or around a celestial body. I am using "areola" which is defined as "a small, dark-colored area around a center portion, as about a nipple or part of the iris of the eye." Since I am an American, I will continue to use the latter spelling. If this is a problem, get over it, and just enjoy the story. I do, however, thank you for your note, forcing me to double-check myself.

- - - - - - - - - - - 

For those who have not read the series, my name is Jack. At the time of this story, I had just graduated from high school and preparing to go to college in the fall. I started school a year later than most of my classmates, so I was about to turn 19 at the end of that summer. During high school, I was anything but a ladies man. I was about 5'10", fluctuated from 180 to 195 depending on the amount of beer I drank, with a fairly athletic physique. I played most of the major sports, but wasn't one of the marquis players on any of the teams. My problem with all the girls was that I looked like the guy next door. I was everyone's friend. I lacked that "bad boy" personae that seemed to get my friends laid…a lot. I did have dates and even found myself getting some here and there, but it was just not as often as I would have liked. But then again, if I got it 24/7, it probably wouldn't have been often enough. Ah, youth and hormones!

During that summer, rather than get a physically or mentally demanding job before heading off to college, I got a job as a life guard at the local swimming pool. As luck would have it, the pool was just down the road from my house so that I could roll out of bed at 8:45 AM and be at work by 9:00, which was really helpful on those mornings after some wild nights on the town. My hours would alternate each day. Mondays, Wednesdays and Saturdays, I would work 9:00 AM – 3:00PM and on Tuesdays and Thursdays, I had 3:00 PM – 9:00 PM, with Fridays and Sundays off. Being one of the oldest guards, most were rising juniors and seniors in high school, I was given a set of keys to open or close, depending on the days I worked.

Since this pool was also my neighborhood pool, it was the one I grew up swimming at every summer. You could say that I was a "pool rat", in that I rarely left except for meals. I was even a member of the swim team. My history with that team is how this all began.

That particular year, the team did not have enough older guys. Without at least 4, they would have to forfeit too many races and therefore would not be very competitive as a whole. The team mom, a mother that basically keeps all the parents and kids in line when not swimming, recruited me and another guard to swim, and they would see to it that my work schedule could be altered to accommodate the meets. And since I was at the pool most of the day anyway, I wouldn't have to go to practice. I half-heartedly agreed, seeing that she asked me in front of a dozen other moms, including my own.

The first meet came and, when it was my turn to swim, the entire team and gallery were amused by the fact that I took my place wearing a pair of swim trunks that went down to mid-thigh, and not those ball busting racing suits. I took a respectable second place in the race. Given that there were only two of us, I was happy just not to get disqualified.

The following Monday I was collared by the team mom. "I want you to try this on." It was one of those racing suits.

"No ma'am! I am NOT putting one of those things on. I will look ridiculous. Really!"

"I am not asking you to wear it at the meet, just try it on and see if it fits. That's all."

Knowing better, I again caved and did as she asked. I went into the guard's locker room and changed. The suit would have fit except for the bulge in the front. I never considered myself to be other than average, if 7" on a guy my height is average. What I did know was I was thicker than most, a lot thicker. And with this suit on, it looked even thicker. There was no way I was going to wear this out in public, much less at a swim meet where there would be families that I knew since grammar school.

"Mrs. M.," I called out, "this thing does not fit me right." Mrs. M., short for some long eastern European name that had a bunch of consonants and no vowels, was the team mom. In order to be the team mom, she had to be on the pushy side; otherwise she would never have been able to get anything done. So before I knew it, she had walked in the locker room, "Let me see, maybe you just need the next size."

She stopped short once she got an eyeful. It was of no use trying to cover up now, since the damage was done, so I just stood there and said, "See."

She just stood there, gawking for about 10 seconds. Finally she realized what she was doing; blushed, mumbled as quick "Sorry", and made a hasty retreat out of the same door she entered.

For a quick second, I was sort of proud, but then the realization set in that she was one of the women that I would have to face on a daily basis. I began to feel the embarrassment of it all overtake me. I speedily changed back into my trunks, which hid what needed to be hidden very effectively, and walked back out. If I hadn't been embarrassed before, I was now. In the corner Mrs. M. was in a huddle with a group of other women, talking in that hushed voice that women who are telling secrets use, and looking over there shoulder at the locker room door. When they saw me, they stopped, straightened themselves up and separated.

Great! And to make it all worse, the Chairperson of the Pool Operations Committee, Marie Pardoe, my boss, was one of them. I could only suck in my pride and head for cover, the guard's office. When I related the story to one of the other guys, hoping for some type of male consolation, he just broke into hysterics and said "Man that sucks!" Looking back, that really was male consolation at its best.

For the rest of the week, as I walked around the pool doing my tasks, I would catch the glimpses of those same women. Thankfully, they hadn't spread it further, because if they had, I am positive it would have gotten back to my mother, the queen of the rumor mill. I tried my best to smile, but most of the time I ignored it.

On Friday, normally my day off, I had volunteered to work the afternoon shift and help set up for the swim meet the following morning because I needed the cash. I got all the lanes in the water, the team areas cordoned off, and the chairs set up for the spectators. I went off to lock the back gate, and on my way, I saw Mrs. Pardoe walking up the sidewalk. I was a little taken back by seeing her, not only because it was after closing hours but because she was dressed really nicely.

I should tell you about Mrs. Marie Pardoe. First, she really isn't a Missus, at least not any more. She lost her husband to cancer a few years earlier, but we all continued to use the Missus out of respect. She is a fiery little woman in her mid to late 30's. She stands about 5'3, big Texas-style red hair, which is probably colored since every now and then the tint changes slightly. Her body type would be characterized in today's politically correct terminology as "thick". She wasn't fat by any means, there weren't any signs of varicose veins or cellulite on her legs, nor did she have the arm wings or sagging cheeks etc. What made her appear to be that way were her enormous tits. The guys would always joke that those things entered a room a good 5 minutes before she did. They were THAT big. And when she went swimming, if she did the backstroke, they would protrude out over the water like two buoys in the ocean. It was pure joy to see her walk around the pool deck in her bathing suit because with each step, those tits took on a life of their own.

Her personality was great though. She had 2 young pre-teenage girls at home so she knew all the slang, dirty jokes and culture of my generation. On occasion, she even told me a few jokes that I hadn't heard before, complete with the profanity. At first, it was weird having an adult talk to me that way, but I soon realized she was treating me as an adult too.

As she walked up the sidewalk under the lampposts I couldn't help but notice her attire. She was wearing a bright yellow sundress, medium heels and carrying a large cocktail glass with some kind of tropical fruit drink. Her hair was done impeccably, as was her make-up, but then it usually was.

"Hi Mrs. Pardoe, what are you doing out so late? And, might I add, looking like an ad for a tropical vacation?" 

"Oh Jack, you are the charmer, aren't you? I was just in the mood to put on something colorful. How are all the preparations for tomorrow coming?"

"I'm all done. I just finished locking the back gate and was going to lock up in here next. Is there anything else I need to do?"

She walked through the office and out onto the pool deck, looking around the dimly light area as if she actually knew what to look for. Her expertise in pool operations came from going to the pool every summer, but since the homeowners association that ran the pool was in desperate need of volunteers, she was given the chairpersons job. The guards really ran everything anyway, so unless there were complaints, she just made sure the vendors and the guards were paid. "Looks like you have everything covered." She turned and headed back into the office. She pulled out the next weeks schedule and looked it over as I went about locking up cabinets and storage closets. I thought it odd that she would be looking at the schedule like she was; she never did that during the day, much less after closing.

I came back into the office and she was now sitting at the desk with her drink in one hand, the schedule in the other, her legs crossed and her dress high on her thigh. I had to stop a second to take it in, and then proceeded to gather my gear. I threw on my old "Lifeguard" t-shirt and headed for the door. 

"Jack, I wanted to talk to you a second." Oh, shit here it comes, I knew it.

"I heard what happened in the locker room with Mrs. M., and I wanted to let you know how sorry I was. I know this week has been tough with all the stares you've been getting. Let me tell you, I know all about stares." She smiled and continued, "With these things, I have rarely ever spoken to a male without having his eyes leave mine and venture south. And linger too. So believe me, when I say, you will get used to it, and eventually, you might even enjoy it."

I could feel the blood rushing to my cheeks and she could see my face redden. I hated the fact that I blushed so easily, announcing to the world my emotions. She saw my embarrassment, stood up and came over directly in front of me.

"Don't be embarrassed, Jack. I'm really only trying to ease your mind a bit." She took a step forward, now close enough that the tips of her tits were touching me. I stiffened my back slightly as she placed a hand on my chest. "To be honest Jack, I think we can actually help each other."

Looking at her questioningly, "How could I…?"

"Well, you see. You and I have a lot in common here. We both have been 'blessed' with features that, well, are pleasing to the opposite sex, am I right?" I nodded slowly, not wanting to be overly agreeable yet.

"I was just thinking that maybe…well… we could share, so to speak, ourselves with each other. Have some fun, maybe even a lot of fun."

At first I didn't really understand where she was going, my naiveté showing again, but then it hit me. I couldn't believe an older woman like her would be remotely interested in someone my age.

"I… don't … under…" She cut me off before I could finish. "Jack, I should also tell you that I am rather talented in ways that are pleasing to men." She licked her lips seductively and then flashed me a smile that could kill. Her hand was still on my chest through all this and now had begun to circle my nipple, flicking it lightly occasionally. My cock was probably more in tune to what was happening than my brain was, because it began to grow. It didn't help that she pressed herself into me further. And before I could answer her, her other hand had made its way to the drawstrings of my suit. I took a deep breath, put my hands on the counter behind me, and looked up at the ceiling, waiting for what was going to happen next.

"Relax, Jack. Look at me. Better yet, look at my breasts." As she said this, I did as I was told. When I looked at her chest, the pressure she was putting on me forced her tits upward, creating an incredible cleavage. My cock was now beyond return and was following a path down my leg. "Now touch them." I reached up and placed a hand on the side of each tit. They were soft and supple. I pressed my hands in harder and gave each one a gentle squeeze. 

Amazingly, there was still space between us, even though her tits were pressed hard against me. Her lower hand moved downward in search of her prize. She didn't have to go far to reach gold. A look of wonder came over her face when she reached my crotch. I guess she was expecting my cock to be pointing up or out, rather than down because she said, "Where is it?"

I bashfully said, "It's going down my…" She let her hand travel a bit further and felt the base of my cock under her fingers. She quickly spread her fingers out to fully comprehend the girth of my dick. I let out a soft groan as she took my manhood into her hand, even though it was still covered by my bathing suit.

She looked up at me with a bright smile, "I think I can safely say that the rumors are definitely true, maybe even a bit understated." Of course, I blushed again but held my gaze into her eyes.

She felt along the entire length and back up again, "Would you mind if I took this suit of yours off?" To my surprise, I heard myself say nonchalantly, "Not at all." Both her hands were soon tugging on the drawstrings and as she slid the suit down, bent over to see what she had heard about and had been feeling. When she pulled the suit down over my thighs and when my cock head finally cleared the bathing suit, it sprang upwards and grazed her cheek. She let the suit go and it fell to my ankles where I kicked my way clear of them. Standing there now in only a t-shirt, she uttered "Holy shit." I took that as a good sign. "You're…a lot bigger than my husband was…!"

She ran her fingers gently along the shaft, scraping her polished nails lightly. I couldn't help myself and I let out a moan. "You like this, huh?" she whispered.

"Uh huh. Mmm."

She reached around behind her and pulled a chair up and sat down with me standing between her legs, my cock level with her tits. She moved her face in closer until I could feel her hot breath on the head. She pulled my cock down and pressed it into her cleavage.

"Looks like a perfect picture for a porn magazine, doesn't it?" I could only nod and smile, desperately trying not to thrust forward and ruin it.

She guided it over the exposed skin of her breasts, leaving a small trail of pre-cum. We both moaned softly as we watched together what she was doing.

"I love the feeling of a cock on my tits. It makes me feel so sexy. Do you like it?"

"Oh, yea. It feels amazing."

Marie pulled it up to her face and lightly kissed the head, licking off any remnants of pre-cum. She turned her head slightly and ran my cock across her cheek. Up and down her head went, making sure she got all of my cock against her face, before turning the other way and doing it all over again against her other cheek. No female had ever done anything like this to me before, so I was enraptured in it all.

"Mmm, you cock is so…." Unable to think a word, she just took the head into her mouth and moaned. She pulled it back out with a loud slurping noise, took a breath and put it back in. This time she used her tongue to explore the contours of me, taking me further into her mouth little by little. I held onto the counter behind me tightly for fear of collapsing if I let go.

She started out with both hands around my shaft, but as she took more of me into her mouth, she used only one. Slowly, she sucked me, moving her head back and forth, savoring every inch she had in her mouth. I watched her take me as far into her mouth as she could, hold it there, using her tongue to massage the sensitive areas of my pole before pulling back to do the same to the head.

She began to moan softly on my dick, then with more intensity. Still holding the base with one hand, she took me out of her mouth. She was now only licking me, but with a lot of passion and urgency. 

"Mmm. What a wonderful cock you have. Mmm. Ooh…Mmm." She licked it a few more times and then stuffed it back into her mouth. She was moaning almost continuously and she pumped my cock with both her mouth and hand. Her eyes were shut and she began to shudder uncontrollably. She held me in her mouth until she stopped, her lips pressed tightly around me. The vibrations were almost too much for me. I was on the verge of exploding when she gave the base of my cock a squeeze and let me fall from her mouth, trying to catch her breath.

She licked me from base to tip, being sure to flick the tip, causing a shiver to run up my back. She put her other hand back onto my shaft and I noticed her fingertips were wet. Then I dawned on me that she was playing with herself while she was sucking me.

"I want you cum, Jack." She licked me again, flicking her tongue quickly on the tip. "Let me have it." She put it back in her mouth and slurped it loudly as she withdrew. "Are you close?" She grabbed my balls and rubbed them softly.

"Very!" It was all I could manage. My balls were tightening with each stroke. She stuffed me back into her mouth and sucked me with fervor. She'd pull it out of her mouth every few strokes to tell me how good I tasted or how much she wanted my cum. It was all I could take.

"Ooooh, yes, Mmm, ahhhh, yessss. I'm…I'm…" I couldn't finish the sentence because she knew what I was going to say. She already had a mouthful of my cum hitting the back of her throat. She took two spurts in her mouth before pushing my cock down into her cleavage. I let two more surges go into that chasm before I nearly crumpled to the floor.

She swallowed every drop and continued to kiss and suck me, getting every drop she could. When she finished, she rubbed the cum that was on her chest into her skin like it was lotion. I stood there watching her in awe, still not believing this was happening to me.

Once finished, she stood up, pushing the chair away from herself and wrapped her arms around me, hugging me firmly to her body. I put my hands on her tits again, kneading them as much as I could before she released me.

"Oh, that was so wonderful, Jack. And that feels so good too. I hope you enjoyed it as much as I did?"

"I think I enjoyed it more," I said with a laugh. "I seriously doubt that," she replied.

I didn't want this to end so I asked her, "Is there anything I can do to you?" hoping to get inside her dress.

She released me from her embrace and stepped back, "You have no idea what you have already done for me. I think that's all I can take right now. Besides, it's getting late and we need to get this pool closed up before someone thinks there are trespassers in here and calls the cops."

She straightened herself up and headed for the door. She turned and looked at me, still standing there with only my t-shirt on and my dick softening, smiled and said, "Now that is a wonderful sight." I looked at myself and quickly pulled on my suit. "Good night, Jack and thanks."


Jack's Beginning



"Good Night, Mrs.…. Marie. And thank YOU." She smiled and walked out. I watched her go up the walk with a bit of a bounce in her step. I knew I was going to be walking home about ten feet off the ground. 

On Monday, I headed back to work after a day off of feeling on top of the world. I had spent my day off with my buddies' waterskiing at the lake nearby. The whole day I was tempted to tell them what happened, but just knew they wouldn't believe me so I kept it to myself.

I opened my locker and found a note that read, "We need to talk." There wasn't a signature, but I thought I knew whom it was from by the handwriting. A little after noon, Marie came into the pool. I was up on the guard stand and I watched at she took her place with a few of the other ladies in the corner between the baby pool and the shallow end. We called that section "the hen's nest" because all of the ladies would 'nest' there and talk for hours on end, getting up only for the restroom or to wade into the pool to cool off, wary not to get there hair wet.

She took her time getting herself settled in her lounge chair. She even took special care to be sure I was looking when she took her cover-up off and sat down in a rather seductive manner, finally smiling in my direction. I smiled back and returned my attention to the kids playing follow-the-leader off the high dive.

She never made any indication that she left me the note. As a matter of fact, she never even spoke to me for my entire shift. As I was leaving, I noticed that her chair was empty and all of her things were gone. I walked out of the pool and saw her walking up ahead of me. Damn, her ass swayed when she walked. She lived on the same street as I did and I had to pass her house on the way home. As I approached her house, she was nowhere to be seen; maybe she didn't leave the note after all. I was about 2 houses past hers when I heard my name. I turned and saw her standing on her porch motioning for me to come over.

As I approached her, she stepped inside her house, holding the door for me to follow.

"Did you find my note?"

"Yea, I got it. Is there something wrong?"

"Oh no, nothing like that. Go on into the den and have a seat, I need a drink. Can I get you something?"

"Sure, whatever you have is fine."

I went into her den to wait. I put my towel down on the sofa, so in case my suit was damp, it wouldn't get on the fabric. My mother always complained that I did it to her furniture so I wanted to be extra careful not to mess up hers.

She came in holding 2 iced mugs of beer. I couldn't help but watch her tits jiggle as she walked. She still had on her bathing suit and a short wrap-around skirt she wore as a cover-up. She handed me my mug and placed hers on one the coasters on the lamp table next to her.

"I hope you don't mind lite beer, it's all I have."

"That's fine, thanks," I said, trying not to show that I thought lite beer was a huge waste of perfectly good hops and barley, but a free beer is still a free beer. I took a big gulp of mine and placed it on the table next to me, making sure it was on a coaster too.

"Have a good day today, Jack?" She was trying to build up to something using small talk as the icebreaker.

"It was fine. Nothing exciting, which, I guess, is a good thing, right?" She smiled briefly but then her expression went serious.

"I wanted to talk to you about the other night. First, I need to say that I really, really enjoyed it. To be honest, it's all I have thought about." I must have blushed at that last part because she add, "You have nothing to be embarrassed of, Jack. It's been a long time for me having any kind of physical relationship with a man. Before now, my husband was the only man I'd ever been with, but believe me when I say that being with you woke something up in me."

I didn't know how to respond to that, so I chose to just smile and say nothing. I figured anything I said would probably be wrong or inappropriate.

"But what I really wanted to talk to you about is whether you've told anyone about it yet, and if not, to ask you to be discrete and keep it between us."

I shook my head, "I haven't said anything. And if I did, who'd believe me? I mean, a lady like you doing that with me…" 

"What do you mean, 'a lady like me'?"

"Um, well…we're not exactly in the same age group, the guys all think you're, well…pretty, and you're figure…you have such…" I started talking with my hands, trying to indicate the size of her breasts without being crude or offensive.

"Oh, you think that my having big tits would preclude me from being interested in a younger man?"

"No, just being interested in me. My friends would never believe that we could have been anything other than boss – employee. They would start asking me all sorts of questions that I wouldn't have any answers for, which would make the whole thing unbelievable."

She nodded her understanding, but then asked, "What kinds of questions?"

"Such things as what kind of kisser you were, what your… tits looked like, what did your…" I motioned toward her pussy, but not wanting to use the word, "…looked like and then if you were a good lay. I don't know any of that, so I would sound like I was making it all up, or something."

"They would ask those things?" I nodded and she asked "Really?" 

"Oh, yea! Guys want details! And without them, well you know how guys can sometimes exaggerate when it comes to girls. We figure if no believable details are offered, then it is just another story."

"Oh, ok. Well, I hope you would be considerate of me and not tell anyone anyway. Adults tend to take rumors like this and run with them, whether they are true or not."

"I know, sort of like me and Mrs. M, huh?"

"Touché, Jack." She smiled and we both reached for our beers. "A toast. To a very enjoyable evening and to our own little secret." We clinked glasses and both took a sizable gulp.

Getting some courage from the beer, I asked, "Have you really been thinking about it a lot? To be honest, I can't stop thinking of my….dick in your mouth."

She flashed me her killer smile. "Absolutely. But the image I remember most is your dick sitting on top of my tits, leaving that little path along the tops. And then when you exploded in my mouth. I'm getting all flustered now just thinking about it."


I finished off my beer, needing the rest of the liquid courage. "Do you want to do it again?"

"Excuse me?"

Realizing I may have gone too far, "I'm sorry. I shouldn't have said that."

"No, that's okay. You just caught me off guard." She smiled again, "So you'd like me to go down on you again?"

"Yes, very much so," showing my youthful enthusiasm. "But what about Kate and Tricia?" Kate and Tricia were Marie's two daughters, who were two of the most boy crazy pre-teens I knew.

"Not to worry. They left for their grandparents this morning. They won't be back until next week. Now where were we? Oh yea!

As she scooted over closer to me, I began to undo my bathing suit.

"Take it easy, Jack. We have some questions to answer first."

I looked at her, wondering what she meant. She took my face between her hands and pulled me to her. Our lips met, brushing softly against each other. Then her hands went behind my head and pulled me into a more intense kiss. Her mouth opened and her tongue parted my lips. Not really ready for the kiss, I was at first unsure what to do with my hands. That feeling lasted only a few seconds. I wrapped one arm around her back and put my other hand on her stomach, just below her enormous tits. I pressed my body into hers, wanting to feel those tits against my body again.

"Mmmm, " was the only sound coming from us as we explored each others mouth with our tongues. She began to caress my neck, then down to my shoulder and upper arm with her soft fingers. Then she moved her hand to my hand. She took hold of it and moved it up to her tit, pressing it hard into her. She pulled out of the kiss and leaned back against the sofa. Still holding my hand, she guided it over her tit, pressing it into her occasionally. I got into her rhythm and whenever she pressed, I would squeeze. She took my other hand and placed it on her other tit. She guided my hands, giving herself a tit massage with my hands. My eyes would alternate between her eyes and her tits, not believing this was happening to me again.

"Am I a good kisser, Jack?" 

"You're a very good kisser," unable to contain my excitement.

She let go of my hands and took her bathing suit straps off her shoulders. My eyes must have grown two sizes, hoping she was going to do what I thought she was going to do. And I was right. She pulled her arms out of the straps; the only thing holding up her suit was her tits. I began to maul her tits with enthusiasm.

"That's it, Jack." She put her hands on top of her head and threw her chest out, showing me she liked my hands on her mounds. "Pull it down. You want to see them, don't you?"

I hooked my fingers into the suit and began pulling. I thought the suit would have come down easily, but her tits were stretching the material so much that I had to really put some effort into it.

When they were free, she gave a little shoulder shake, making those mountainss wobble and jiggle. Her nipples were the size of marbles, surrounded by a large dark patch that covered most of the end of her breast.

"What do you think?"

"Spectacular!" It was the only word that I could think of, since all of my blood was racing out of my head toward my aching dick.

She giggled and pulled my head down and buried it into her cleavage. I was in heaven. I kissed and licked as she took her tits in her hands and mashed them against the sides of my head. I would have stayed in there forever, but I could barely breathe. I pulled my head up far enough so that I could get a nipple into my mouth. As I did, I noticed that I left a little hickey on the inside of her left tit.

"Mmm." I sucked and licked that nipple with all I had. She held that tit up for me so that I could use my hands to squeeze. "Suck this one now." I couldn't get enough of her, but I also wanted her mouth back on my dick. I took a nipple between my teeth and flicked it with my tongue. "Oooh," she cooed.

I released her tit from my mouth and sat up straight. My cock was at full attention and needed to be freed from its confines. I undid the Velcro fly and pulled my meat out. Marie's eyes widened and she smiled, obviously remembering what she had had only a few days earlier. She took it in her hand and began stroking it up and down. While she did that, I played with her tits again, first the left, then the right.

Unable to contain herself, she leaned over and first kissed the head, then opened up wide and swallowed as much of me as she could. I arched my back and groaned out loud. She released me and said, "Relax, Jack, and enjoy. I really want this to last." I settled back down and put one hand on her lower back and the other on the back of the sofa. When she took me back into her mouth, she tried to deep throat me but only ended up gagging. She recovered quickly and just sucked and licked me slowly.

Remembering that Marie had played with herself the last time, I decided to do it for her. I glided my hand down over her ass, squeezing her soft ass cheek. She moaned and wiggled her ass a little so that I could get a better grip. But what it did was allowed me better access to her pussy. I pulled her little cover-up skirt up over her ass and slid my hand into her suit. She tightened her mouth around my dick and moaned again. I squeezed her ass again and then massaged her smooth skin, inching my fingers toward her eager pussy. The closer I got, the more aroused Marie became. She bobbed her head a little faster and her hands stroked me with more enthusiasm.

When all four fingers came in contact with her sex, she let out a muffled moan, taking me as far into her mouth as possible and holding me there. I, too, let out a moan and she had to grip my balls and cock to prevent me from thrusting upward. I lightly traced my fingers along her wet lips, making sure all four fingers were in constant contact with her. I parted her lips and fingered them gently. I had my pinkie pressed firmly on her clit and my "fuck you" finger circling her entrance, while the other two played with her lips. Again, she moaned and pushed herself back into my fingers, causing me to enter her up to the first knuckle.

She popped her head up and off my dick, "Aahhh, mmm, yessss!. She gyrated her hips so that my fingers would hit all her sensitive spots. "Ooooooh." Since my arm was only so long and she wanted more of my fingers inside her, she leaned forward across my lap, not only bringing her pussy closer, but now my dick was directly between her two large tits. She held my cock there for a second, and then began rubbing it back and forth between them, the head brushing against her chest. It was a sensation I had never realized before and out of pure passion, I pushed two fingers into her depths. She cried out and began to buck against my fingers.

"Ooh, ooh, ooh, mmm, ooh yes! Deeper, yes that's it! Gawd, faster, yes! Ooh, ooh, yes!" I was pumping my fingers into her as fast and as hard as I possibly could. My hand was covered with her pussy juice. She pushed back again against my fingers, enough so that she could get my cock back into her mouth, but only the head. I leaned sideways to get my fingers back into her and was rewarded with an incredible vibrating moan on my dick. I resumed driving my fingers into her bucking bottom when she suddenly stopped gyrating and began that familiar shuddering. Her pussy muscles clamped down around my fingers and her lips and tongue pressed securely around my cock. She trembled and quivered through an intense orgasm, one like none I had ever seen.

She pulled her mouth off my cock when she ended, "You have some very talented fingers."

"Thanks, I think it helped that you were so into it," I responded shyly.

"Well, let's get you taken care of. I want to taste that delicious cum of yours again."

She slid off the sofa onto her knees on the floor, in between my legs. "I loved the feeling of your cock between my tits. Would you like me to do it again?"

"I'd love it." I moved myself forward to the edge of the sofa and leaned back to watch her work. She leaned into me, placing a tit on either side of my hard dick. She smiled at me when I emitted a soft groan.

Holding her heavy tits in her hands, she slowly raised and lowered them along the shaft. After a few times, she said, "Here, why don't you do it?" I reached out and took those two big globes in my hands, feeling their weight and incredible size. I crushed them around my aching cock and continued what she had started. Watching the head poke through then disappear into her titty flesh got me more and more excited. I began to pump my hips into those mammoths, faster and faster.

"Come on, fuck 'em. That feels so good. That fat cock would feel soo good inside me. Give me your cum, Jack. I want to taste it all. Let me have it." She continued to talk to me like that as I pummeled her chest. "Are you gonna cum soon?" I knew I was close to bursting, but all I could do was pant out a "yes…here … it … comes!"

In one quick motion, she pulled back and rammed my cock in between her lips. I filled her mouth with my seed, as soon as she swallowed, I filled it again. I expected her to let me squirt her chest like last time, but she kept it in her mouth, swallowing all of it.

She fell back onto the floor, breathless. She lay there on her back, her chest rising and falling with each gulp of air. I sat in the sofa, gasping but well aware of her on the floor. I couldn't help but watch those two mountains moving beneath me nor did the fact that she was laying there with her legs parted enough for me to see that her bathing suit was pulled to one side, exposing her very wet pussy to me.

"That was sooo incredible. I haven't felt this good in a long time. I thought just having your dick in my mouth was special enough, but what you did to me with your fingers, well…that was fantastic."

She got up on her elbows, looked up at me, noticed that I was not softening as she expected and that I was staring at her intently. She followed my gaze and soon realized what I was looking at and why I was remaining erect.

"Jack?" she whispered. Too wrapped up in my own little world, I didn't hear her. "Jack! Hello?" I came back to this world with a start and then grasped the fact that I was caught ogling her, I blushed. She smiled at me, shook her and said, "You're an animal! Come down here!"

I went down to her and she pulled me on top of her, holding my face between her hands, guiding me to her lips. Her kiss was soft but very inviting. Her mouth opened slightly and she glided her tongue over my lips. My cock twitched with each sexy kiss.

"I felt that. I think I know what you want. I'm not sure that would be a good idea."

"No? What about this?" And I kissed her lips once more, then kissed her cheek, ear and down to her neck. "Mmm, that's nice." I moved down across her shoulder, collar bone to her chest. "Ooh". Then I kissed my way up her tit to a very erect nipple. I sucked on it a bit, gave it a little nibble before switching to the other one. "You like these, don't you?" I gave her a muffled, "Uh huh".

She obviously thought I was going to continue sucking on them because when I shifted down to kiss her belly, she asked, "What are you doing, Jack?"

I didn't bother answering, thinking she'd figure it out soon enough. When I began tugging on her bunched up suit around her waist, she exclaimed, "Jack, I told you I didn't think that was a good idea." I replied, "I know." "Well, what are you doing?" "You'll see."

She did let me pull them down her legs, a little out of curiosity and a little out of excitement. I was finally going to find out what her natural hair color was, or so I thought. When I got the suit off, and she lay there splayed on the floor before me, I realized that her natural shade would remain a mystery. She was shaved clean and my facial expression evidently revealed the fact that I had never seen a hairless pussy. 

"I love the sensations I get with it like this. Do you like it?" I stared at it a second or two and realized that it really was a real turn-on. "I do, it's sexy and…" Unable to think of another word to describe it, I just let it hang there. She smiled, "I'm glad." I rubbed my fingertips over her smooth mons and she cooed breathlessly. Her legs spread wider, thinking I was going to finger her again. When my lips met her belly and moved furtively down towards her sex, she exclaimed, "What the…? Do you like that?" Her tone wasn't necessarily one of disgust, but more inquisitive.

I didn't bother answering; I just took her pussy into my mouth. She wasn't ready for that and moaned, "Oooh, oooh".

I licked and sucked on her drenched pussy lips with the intensity and fervor only a hormonal teenager could achieve. She arched her back, cried out and grabbed my head with her hands, pulling my face into her snatch. She started to swivel her hips but I grabbed her legs and pushed them into the air so she wouldn't be able to move as much. 

I stabbed my tongue into her hole a few times, swirled it around, collecting her nectar. "Oh, gawd. This is great. Mmm, yes! My husband…never did this…to me. I love it."

Wow, she's never had this done to her. Now that was a turn-on. I increased my pressure on her twat, alternating between sucking and licking her lips to pushing my tongue as far into her as I could. I tried to remember what some of my dates liked so that I could do that also. When my tongue flicked across her engorged clit, causing her to jerk, I remembered the girls getting especially hot when I licked them there.




Jack's Beginning



I slowly rubbed the tip of my tongue over her clit. "Oooh, yes. There, yes there. Don't you dare stop!" Not if my life depended on it. I pressed a little harder and moved my tongue a bit faster. She fought my hold on her to buck up against my face. Her breathing got more rapid and moaned loudly between each gasp. This was the first time I heard her near orgasm where she didn't have a mouthful of cock. I inserted a finger into her ravenous cunt, and then added a second. I pumped her quickly as I sucked her clit between my lips. That was all it took. She bellowed out "YES! YES! Aaah, aaah, nnnn, aaaaah." Her body trembled over and over, her hands now pulling my head into her as if she wanted to put it inside her. I sucked hard one more time and rammed my fingers into her again. She cried out and began trembling yet again.

I was about to do it a third time when she pushed my face away from her. "Stop…I need…to breathe." I pulled my fingers out from her and licked them clean as I waited for her to settle down. I hoped she would take care of my hard-on; I was in dire need of another release.

She finally caught her breath. "Damn, I thought your fingers were talented, but those lips and tongue are a gift." She looked down and saw my thick cock looking back at her. She put on hand behind my head and the other at the base of my manhood. I felt her pulling me toward her as she went back down on her back. 

"Make love to me, Jack."

"You said that you didn't…"

"Forget what I said and do what I say."

I was on all fours, hovering over her as she guided me toward her needy pussy. After she brushed the head over her sopping slit, getting it coated with her natural lubrication, she gave me a light tug. "Push. Go slowly, please, but give me that entire thing."

"My pleasure." I gave a short thrust, making my profuse head pop inside her. She gasped at the size of the new invader of her most special place. Her eyes closed firmly until the pain was replaced with the pleasure. She opened her eyes, now bright with a renewed passion, "Shit, that thing is big." She smiled, placed both her hands on my ass and tugged. "Come on, now. I need this…bad!"

I gave her a few short thrusts, working it in slowly like she asked, but she gripped my ass cheeks and forcefully pulled me into her. I couldn't believe how good she felt, so tight and warm. It seemed as if every muscle in her body was clenching my cock. She groaned loudly, and then whimpered softly as she pulled me down on top of her, wrapping her arms around my neck and her legs around my waist, her heels firmly pressed against my ass to regulate my momentum.

She held me to her body. We moved together in unison at a slow, deliberate pace. She kissed me tenderly as my cock filled her pussy. "Mmm" we said together. She looked deep into my eyes and said, "Are you ready?" "Ready?" "Yes, ready. Fuck me hard. I want to feel that sausage pounding me into the floor."

I pulled out of her slowly, leaving just the head inside of her. I looked into her eyes, held her firmly in my arms and plunged into her. She groaned and said, "You little devil." She squeezed her pussy muscles around my shaft and started grinding her hips into mine. I pulled out again and slammed back into her over and over. She threw her head back and then from side to side, deep in her own pleasure, unaware that her reaction to me was actually bringing me closer to my own orgasm.

"Yes, Jack. Fuck me. Fuck me hard." I was getting into her talking to me that way, and I wondered what her reaction would be if I did the same.

"You like my cock, don't you? Can't get enough, can you?" Without missing a beat, she replied, "I love this cock. I want more. Fill me up." I thrust harder into her. I slid my hand up and down her side, from her hip to her shoulder and back down again, finally settling it on her pliant tit. With each thrust, I kneaded that mammoth with gusto.

"Yes, oh yes! Don't stop! Don't…stop! Oh, oh, oh. Aaah, nnnn!" She looked at me wide eyed, with her mouth shaped into a silent scream. Her nails dug into me, forcing me to push as hard as I could into her. Her body tremors seemed to go on forever.

"Come on baby, cum for me. That's it, you love it, don't you."

Once her orgasm subsided, she wrapped her legs and rolled me over surprisingly fast. She sat on my cock, looking down at me. "Now it's my turn. I want to feel this side of beef throbbing inside me." And then she started riding me like a broncobuster. Her tits were flying everywhere. I grabbed them both and mauled them while she impaled herself on me.

"Squeeze them. Thataboy. Oh yea. You're not gonna last much longer. I can feel it." And she was right. My balls were tightening up and I could feel what sperm I had left in there making its journey up my shaft. My cock began to throb and pulsate inside her. She tightened her muscles and sank down hard one last time to get the most out of my dick. When the first ejaculation left me, she tossed her head back and started her last orgasm. We both shook together, reveling in not only our own orgasms but in the others as well.

When she finished, she lay down on top of me, her head on my chest and my cock still buried deep inside her. We panted in each other's arms for a few minutes before I gave her an affectionate bear hug.

"That was so amazing. I can't even think of the words to describe it or how I feel right now." She lifted her head and looked me in the eye. "I know what you mean. I haven't felt like this in…like, forever." She put her head back down on my chest and we laid there in silence for a few minutes. Then, without lifting her head up, she asked "Uh, Jack. Would you be my lover for the rest of the summer?"

Would I? Wow, I couldn't believe my ears. Before I could say the words, my cock went into a spasm. She giggled "Can I assume that was a 'yes'?"

"You assume right. I'd love to spend time here with you." My softened cock began to come back alive again, and she could feel it as well.

"Jack, you truly are an animal." She raised her head again, looking me in the eyes, "But I'm not as, how should I say this, energetic as you are. I was once, a long time ago, but I will need to ease myself back into all this."

We had a great summer together. No one ever found out about us, much less suspected anything either. I went away to school in the fall and when I returned the following spring, I learned that she had met someone, got married and moved away.

That summer had a huge impact on my outlook towards women, especially those with the experience of life behind them.