May-December - Lessons in Love

May/December - Lessons In Love

A wealthy, longtime, acquaintance had recently divorced. One evening I ran into her at a local coffee shop and struck up a conversation. She revealed that she was nervous about getting into the dating scene. It had been almost 25 years since she had dated anyone other than her ex-husband. Her two daughters were now in college and she had a huge home, that was soon to be empty. She said that she did not know where to start and that she really needed to fill the void with a companion.

I asked her if she had any preferences in men. To which she replied, "I just want to have fun with no strings attached."

To that I offered to write a story about one way that she could solve her dilemma. She gave me her e-mail address and I began writing.

This is that story. It was written over a months' time with each part sent separately when it was completed. For this first publication I gathered the parts together.

As a new contributor to this site, I'd appreciate any thoughts or constructive recommendations you have about it.

Whoever heard of an 18-year-old having a gut-wrenching orgasm they would remember over 40 years later? I have, that is who.

She was what my dad called a "country clubber". Her house was located along the golf course. It was big and fancy with a bluegrass yard, manicured shrubs and a huge, elevated patio that looked over the backyard and into the water hazard on the sixth hole. She had two college age daughters, two Cadillacs and an executive husband that never seemed to see me when I was there.

The summer of my graduation from high school, she hired me to do her yardening... or at least that is what I thought. The job was simple. Every Saturday morning when I reported for work, she gave me instructions then left to do her shopping and other chores. My jobs were trimming, weeding, painting fence and such. She would always return around noon to feed me lunch. The afternoons were then spent mowing. I pushed the Lawnboy to trim along the fence and shrubs. She rode her Snapper.

Although she had a nice body and a pretty face, for her age.... Those two college girls of hers really caught my attention. I tried all sorts of things to get a peek at them. Their cars were parked in the circle drive, out front. Most days, between 9 and 10 o-clock, one of them would come prancing out the front door and walk up to the road to get the mail. Soon after, they went shopping or someplace else with their friends. At any rate, I always managed to do the front yard chores at about that time.

One Saturday morning, three other gorgeous coeds arrived at about 10 o-clock. I was trimming the wisteria when they pulled up. They piled out of their convertible amid giggles and laughter. Each carried a beach bag and wore short shorts and a tank top. I almost trimmed my thumb. They walked right in front of me and went inside through the front door without even looking my way. That got my curiosity and my prick UP!

The next half hour was maddening as I struggled with figuring out what they were up to. I stayed around the front. I set to trimming shrubs and digging dandelions in view of the front door. Were they going down to the country club to go swimming? Would they be leaving soon or would it be afternoon before they re-appeared? I didn't have much more to do out front and the backyard list wasn't getting any shorter. Then I heard them.

Their girl talk drifted over from the back yard. When I walked around there, I saw them on the patio. Five college girls in bikinis more than beat my expectations. I had to think fast. Ah, yes, the Weedeater. I hauled the cords out to the sidewalk at the bottom of the patio steps, laid them there and went back for the Weedeater. There was a latticed privacy screen to hide the garden shed and trash toter from the patio. It was perfect for peeking at the girls without being seen. I stepped inside and turned to look. There they were.... pulling out lounge chairs. spreading out towels and setting up the radio. I drank it all in from my seclusion. I never realized how many times girls had to pick their bikinis out of their butts or reach down their bras and make adjustments. But, those were some of the sights I catalogued in my young mind. Then they laid down to tan.

The patio was elevated enough that I couldn't see them well from my vantage spot any more. So, I folded my hard prick out of the way, grabbed the Weedeater and headed toward the cords. It took some time to spread all the cords so, I caught glimpses of their gorgeous butts as they lay there, face down, on their loungers. They hadn't paid any attention to me so far and I was a little nervous at the thought of disturbing them. But, the only plug-in was on the patio and they were blocking my path to it. Steeling up my courage and once again adjusting my boner, I stepped up on the top step and cleared my throat. That got their attention immediately. All five looked at once.

Amid their giggling and stares, I don't remember what I said, but somehow the youngest daughter got my message and plugged the cord in. Her hand touched my finger as she grabbed the end of the cord from me. I tried not to stare as she walked away from me, toward the receptacle. The other girls had already looked away, so I was able to secretly watch her bikini-clad butt. Too short a time elapsed as she walked away, bent over and plugged it in.

Back to work. I started trimming along the sidewalk and worked my way away from the patio. As I did, it became increasingly difficult to see what was going on up there. The grass close to the patio was trimmed immaculately. The further away that I got, the less attention the grass got. Finally, I finished and laid the weed eater down. I needed to trim the front, but I wasn't about to start that as-long-as the show was out back. I grabbed the pruning shears and started trimming the bushes around the house. The view was fantastic as I worked my way around the circular patio. The girls chatted and paid no attention to me. One especially, caught my attention. She was laying on her back with her leg bent and knee up. I could see a hint of pubic hair peeking out at me. Her top had ridden up and a good deal of one breast was showing below the cup. I spent at least a half-hour on this 10-minute task.

Just as I finished, my boss drove up in front. When I heard the car door close, I knew I was running behind. I asked the girls to unplug the cord. In a frenzy, I drug the Weedeater around front and started trimming. By the time she unloaded her groceries and fixed lunch, I was almost done. She met me at the shed just as I was putting the cords away. My heart leapt, when she told me that lunch was on the patio. I wasn't sure that I could eat with that many gorgeous girls laying around in bikinis. But alas, I didn't have to worry. By the time I washed up in the bathroom off the garage, they had already gone back inside. I ate my lunch alone with my thoughts.

After lunch, she came out and we started mowing. I always liked the way she looked. Her busts were full and firm. Her legs toned and tanned. She liked to wear short button-up blouses, which tied above her midriff. She either went braless or wore a thin bra. Tight white tennis shorts completed her outfit. She had a pretty face, but her butt was definitely her best feature. It was clear where the two daughters got theirs from.

We mowed all afternoon. It was hot and humid. I was wet with sweat and so was she. I noticed on one occasion that her nipples were peeking through the sweat soaked material of her bright yellow blouse. The girls had left while I was eating lunch, so it was just her and me. A lot of possibilities ran through my juvenile mind.

When we finished, she paid me and said, "I'll see you next Saturday."

I said I would be unavailable for our regular Saturday yardening. It was my older sister's wedding and the venue was a couple of hours drive upstate. I had been fretting about this conversation for a couple of reasons. There was of course the Job Security issue. But, more immediately, I'd miss my opportunity to "perve" on her daughters. She smiled and said that she understood how important a family wedding was. In the end, we decided on doing the yard on Thursday.

May/December (pt. 2)

Thursday, she was gone when I got there. I set about my job doing the standard trimming and weeding. All the time, I was grousing about how her daughters weren't there to feed my prurient interests. About 11 o-clock, she returned. A few minutes later a delivery truck brought her new Snapper riding mower. I helped the guy unload it and load the old one. It was bigger and a bit fancier than her old one. He showed her how to start it and do basic maintenance. She got on and started to mow before the guy even left. This mower was wider and mowed a lot faster than her old one. I almost had to run with the push mower to keep trim-mowing ahead of her.

We never broke for lunch. I figured that she was so excited about getting a new mower, she just forgot. So, I just kept working. The pace of work, coupled with only five days since the last yardening, meant that we were finished by 2 o-clock. She shut the mower off outside the garage and went in to get us a drink. Meanwhile I cleaned the grass out from under the mower deck.

As we drank the lemonade, I couldn't help notice that she was staring at me. I averted my eyes to the yard and remarked how nice the new mower worked. She said, "Yes, it does and so do you."

I blushed.

She took my empty glass and disappeared inside. I put the mowers and tools away and went inside the mudroom to use the guest bathroom. When I came out of the door, I met her head-on. She asked me if I would mind coming inside to move some furniture. I told her I was too dirty and sweaty to walk across her carpeting. She looked down at my grass covered legs and pointed behind me at the shower. I started to object, because I didn't have any clothes but remembered that I had a t-shirt and cutoffs in my pickup. I'd have to go raw dog without my underwear but, I told her, "OK." She nodded and said she would be back down after she also showered.

It didn't take long and I was dressed and sitting on the patio when she came out. She asked me to come in and help her move a chest. As I followed her to her bedroom, I couldn't help but notice her butt. It was exceptionally fine in the tight cut-off white denim shorts she had put on. Once there, I grabbed one handle, she grabbed the other. As she bent over, her cleavage showed. She paid no attention. But, I did. Her deeply tanned breasts poured over the top of her low-cut cotton blouse. Her deep cleavage showed that she wasn't wearing a bra. A hint of her areolas showed above the neckline.

To this point in my life, my real-life experiences with breasts were confined to glimpses of my older sisters A-cup tits and the few times that my prudish ex-girlfriend had let me cop a quick feel at the drive-in theatre or in the dark front seat of my pickup. At 18, going on 19, I believed that I was the oldest virgin on planet Earth!

I was frozen, mesmerized by her ample breasts, when she looked up, smiled and asked me how the wedding went. I stuttered and stammered as I told her it was great.

She then asked me to lift the end of the bed so she could reposition the rug. As I lifted it, she bent over and flashed her breasts at me again. This time, she looked up, stared me straight in my eyes and asked me, "Do you like them?

May/December (pt. 3)

That caught me by surprise. The bed slipped from my hands and dropped the few inches onto the rug. I didn't know whether to try to deny that I was looking or tell her the truth. She recognized my quandary and answered for me. One restraining button unfastened, a quick tug on the tied shirt tails and her blouse fell open. I was standing there looking at the fully developed breasts of a woman old enough to be my mother and it had me speechless. They were perfect. They didn't sag. The tan line came just above her areolas. They were huge. Bigger than a silver dollar but smaller than a Coke can. Their dark brown shade contrasted mightily against the milky white globes within her tan lines. They held two nipples that were about the size of my little fingertip and hard as erasers. My cock became a chubby.

She walked over and sat me down on the chest. I watched as she slipped the blouse off and began rubbing her titties with both hands. She then pinched the nipples and locked eyes on me to see what I would do. My hands rose, on their own, to touch them. Her hands uncupped and laid them in my shaking hands. They felt marvelous. So firm, so soft, so smooth and the areolas were textured with numerous bumps and freckles. None of my few, previous sights, or touches could hold a candle to this. My chubby became a woody on an instant!

She stepped closer and I leaned forward. I just had to nurse! My lips went straight for the first nipple. As my lips pulled it in, the primal experience from being a breast-fed baby tool over. The urge to suck closed out awareness of all surroundings. The nipple was absolutely succulent.

It was a good while before I realized there were two of them and one was being unused. So, I repositioned my hands. My needy tongue and lips then moved to the neglected nipple.

I was enthralled with sucking the nipples but the urge to lick the areolas took over. They felt and tasted wonderful as I slathered them both with my tongue. I was salivating like a puppy looking at a Milkbone. Her chest was heaving as her breath deepened. My woody was now solid oak and sawing against the raw teeth of my zipper.

With all the visual, tactile and lust clouded sensations, I almost didn't notice her bending down.... I just adjusted my position to accommodate her. Then I felt her hand rub my crotch. The first touch felt like a casual brush, but the second time was clearly intentional. She swayed her chest back and forth to direct each breast to my mouth and continued running her hand up and down my blue steel hardened pole through my shorts.

We continued this heavy petting for a few minutes more. Then, she stood up.

I watched in awe as she pulled me to my feet and reached to unbutton my shorts. Without unzipping the fly, she slipped my shorts down. I almost came when the relief from pressure and chewing zipper teeth hit my throbbing dick. I remember thinking, "This can't be real.... Don't blink or you'll wake up."

She grabbed it with her hand and led me to the bed. When I sat down, she stepped back. Her shorts slipped down her hips in one smooth motion, leaving only her panties to block my view. Her thin yellow panties were almost shear from the wetness in her crotch. I couldn't move.... My conscious mind was registering its first glimpse of what I would someday learn to call, 'a perfect cameltoe'!

She aroused me from my stupor when she pushed me back on the bed, bent over and wet the head of my prick with her tongue. I couldn't take it anymore. and shot off like a rocket.

She wasn't prepared for it and blinked just in time to keep it out of her eye. But, she recovered quickly. Her head dropped down and she sucked the last couple of pulses down her throat. Her mouth and tongue felt unbelievable. I could feel my still stiff prick throb every time my blood pulsed through it. The view of her lips as they encircled the tip of my prick was a total turn on. The stringy cum dripping off her head was HOTT!

Even so, I was shocked. The circumstances had totally overtaken me. The prior brushes I had with my prudish ex-girlfriend had left me unsatisfied. Her two attempts at blow jobs were more hand jobs than mouth. They were also, quick and delivered in cramped, uncomfortable places. To this point in my life, I preferred masturbation to actual sex.

She raised her eyes and met mine. They weren't wide eyed in disgust, like my ex-girlfriend's had been. Rather, they were sort of squinted in, what I have now come to realize as, lusty concentration. The swelling never got a chance to recede.

As she peered at me, it slipped out of her lips. As my eyes met hers, she asked, "Is this your first time?'

I felt my face and neck flush, then stammered out, "YYYeeesss".

The embarrassment of admission was short lived as she nodded and sultrily whispered, "I'll teach you."

Before I could fully process what she said, I felt her hands come up my body in a breaststroke like motion as she reached for my chest. Once there, she started rubbing my nipples. I didn't even know I liked that, but she did. A little attention there had them so sensitive that they almost hurt.

She continued the lesson by bringing her ample chest up to my still hard dick. She rubbed her nipples back and forth and up and down along it. Because she was looking down at my dick, I couldn't see what was going on. But, her nipples were so hard, I could feel when they made contact.

Soon, she looked up at me. I watched as her hands left my chest and pushed her ample titties together making a cradle. With that, she stroked my member up and down slowly, making sure I felt every inch of each stroke. As I looked down to watch the tip poke in and out of her cleavage, her head dropped. I felt the tip of it go into her sucking mouth on every down stroke she made and pop out with a sucking sound on every up. The stirring in my loins started again.

She seemed to sense it was coming and raised up. "Not yet", she said as she wrapped her fingers around the base and squeezed hard. We lay there like that for a few seconds as she watched my eyes to make sure the impulse had passed. When she saw that it had, she let go.

My swimming head thought it heard her say, "Have you ever given a girl a blow job?" I must have been daydreaming. There was no way this prim, proper lady had said anything that nasty to me. Then she repeated, "Have you?"

I muttered "Nnno."

She said, "Time for your next lesson. Let me teach you how. Just follow along and I'll tell you what to do." She crawled up the bed until she was right next to my head. Patting the bed in front of her she said, "Sit right here."

As I sat up, she rolled over on her back with her head toward the headboard. Her breasts settled on either side of her chest with their hard nipples poking skyward. Her stout brown legs and tan lines framed her silky yellow panties. She had them slightly spread and I was taken aback by the creased mound between them. This was yet another new view for me, So, I stared her up and down for all it was worth.

She started her lesson with. "A lady likes you to start soft and slow. Go harder or faster only when I tell you to. But, first, help me take these off." She raised her butt off the bed and held the waistband of her panties with her fingertips. I resisted the impulse to rip them off her and tried my best to work them down with care. It was like watching a rising sun. At first there was the hint of sun rays as her little triangle of dark blonde pubic hair started to appear above the receding panty horizon. Next in view was a stretch of pink sky as the soft skin below came into view. Then the sun rose. Slowly it showed its head. A remarkable sight as (what I later learned was) her clitoris peeked out. Thus, followed a revelation of the full heavenly orb as her somewhat darker outer labia and cleft emerged. It was the most glorious sunrise I had ever seen! Even now, I love to get up early and watch the sun rise. It is such an impactful fleeting moment, filled with beauty and anticipation of what is to come.

I worked them off her legs and laid them beside me on the bed. She settled her rear back on the bed and said, "Watch closely." While her hands moved down and completely covered her crotch, her knees came up. Her legs spread and her hamstrings became taut. She removed one hand and rubbed her inner thighs. "A lady likes it when you start by kissing her here. Then you move up." She stroked her thighs slowly and purposely, showing me that you start away and end near.

Next, she started edging her other hand upward to reveal her pussy. "You don't want to just dive right in. You need to be tender while you kiss and lick around the outside really slow and soft. Make sure you do not touch this until I tell you. It's my love bud and it is very sensitive. Got it?"

Her instructions were rolling through my mind like a checklist. Slow and soft at first, CHECK. Thigh kisses, CHECK. Lick and kiss around the outside, CHECK. Faster and harder when she tells me, CHECK. Don't touch the love bud, CHECK. I hoped I wouldn't screw them up.....

May/December (pt. 4)

I assured her I did understand. My young mind had been molded in that instant to actually think about what she wanted. This was not a concept I had given a lot of thought to beforehand. The idea that I was supposed to give rather than receive pleasure was a long way from my thoughts only a few minutes ago. However, the respect and awe that I had for her burned it into my head in a way that affects me still.

There I go, wandering off again, sorry.....

I had heard tales of guys who had muff dived, but I never thought they were real. I always figured it might be something I would do if I were drunk, but never because I really wanted to. What is the big deal? (Right?) However, at that moment, I wanted to taste her sweet peach more than anything else in the world.

She bent her legs and raised her knees while I got on my hands and knees at the foot of the bed. I stared in wonder as a veritable buffet of womanhood opened in front of me. When the spell broke, I bent down and started to kiss and lick her thighs. They were soft and smooth. More so than any place on my entire body. The skin was silky soft and had the faint smell of flowers. I did as she asked and started about a foot below her crotch and nibbled and licked my way up, As I got closer to my target, the texture got softer and softer. I finished the first thigh about three inches from her pussy and then repeated my ministrations on the other. I couldn't help noticing that as I got close to her womanhood, the fragrance grew stronger. Another slow trip back down, then up each leg and I couldn't resist giving her pussy a kiss. My quivering lips met their first quim in a fit of lust and nerves.

She reacted by spreading her knees a lot more. I took that as an invitation and had a big lick up her slit. That was my first taste of pussy. How do I describe the taste? How do I describe the feeling? I can't do either of them justice. The flavor was different from what I had ever experienced. It etched itself on the receptors of my tongue. Forever after, I would know this taste as the flavor of womanhood. It has at its base an element that never changes, while all the variations of sub-flavors join to make the taste unique to each different woman. Need I say my prick was throbbing?

It was then that I realized what the big deal was. I dove into it with ferocity and started lapping her small pussy lips and slit like a puppy. She reached down and pushed my forehead up. "Remember, start slow", she said. I shook my head and went back to work using slow long strokes followed by short quick ones. In a few minutes, I noticed that her hand was manipulating my head. Back and forth, left and right she aimed my tongue. I concentrated on following her lead. Then she started humping my face by rolling her bottom up and down with just the motion of her knees above my head. Her crotch moved back as I went up her slit, then forward as I went down.

I wasn't even thinking about dipping my tongue inside. It just sort of happened. That is when I got my first mouth full of her juices. The guys had never told me that women oozed during sex. It was an unexpected bonus!

The insides were even softer than the outsides and ever so much more flavorful. The inner petals began roll out. Flushed with her desire they became firm meat curtains, They proved to be the most succulent flesh yet. I sucked them into my lips then repeated the tongue stroke up and down several times. Then I pushed the tip of my tongue into the tunnel at its base. Instantly I knew that I must have hit the right spot. Her feet crossed over my back and she pulled me solidly into her. I was wondering if that was the signal to touch her love bud?

I gave it a shot. It was firmer than the rest of her pussy. As my tongue ran up its penis-like shaft, it pushed back. The muscular feel changed from the bottom to the top. Then there was the tip... smooth firm and round, as if a little marble was perched on a mushroom stalk. My shot was on target. She let out a moan and tightened her grip on my back.

I loved this part. Licking carefully at first, I discovered there was a little fold of skin that shielded the marble. As I ran my tongue around it, the skin would recede. Then it would fold back over it just like Little Red Riding's hood. I did this circular action several times, trying to get the hood to stay off the marble. But, it wouldn't. Then she just stopped.

I rolled my tongue around the marble it a few more times, then opened my eyes. Looking through her breasts, I saw that her eyes were closed. She almost looked like she was in pain. As I started to pull away, she awoke. "Doooooonnnn't stooppppp nnnnnnnnnnoooowwwww!" Bang, she pulled me home with her feet.

I got the message. My tongue shot out and landed right on her clit. She smashed my face into her crotch. I wiggled my tongue the best that I could. Her ass came up as her legs came down. Her motions pumped her snatch into my tongue furiously. Her quivering thighs tried their best to close. I thought she was going to pop my head like a grape. I couldn't hear a thing.

Then it was over. She just relaxed. Her knees opened up and her butt laid down on the bed. I instinctively started to suckle her love bud. It was better than any nipple I had ever had in my mouth. And the taste was wonderful. The tip of my tongue was inside her slit a little bit and picked up a different flavor than before. It was sweeter and saltier. I plunged it deeper. Another indescribably delicious sensation was etching itself into my taste buds.....

I guess I must have tongued her slit for a minute or so when she finally pushed my head up and said, "Not bad for a first time. But, you'll get better."

First time! Does that mean there can be more?

May/December (pt. 5)

She folded one leg up to her chest and rolled over. I thought she was going to get up and leave. Instead, she patted the bed beside her and said, "On your back. I'm going to give you your next lesson." I did just as I was told. My flagpole bobbed above my belly button as my shoulders touched the bed. She grabbed a pillow and started to push it under my butt. I raised up to accommodate it. Once in place, she said, "A lady likes to be in charge. Just lay there, do what you are told and you will see what a real screwing is."

Oh, my gawd, did she just say "screw'? In my wildest dreams, I had never pictured this woman talking dirty... let alone doing it to me!

She wasted no time crawling up to my waist and straddling it. I watched as she bent forward and reached between her legs to grab my prick. It felt great to have renewed attention paid to it. She directed it to her wet slit and rubbed it up and down a couple of times. I felt the head become more slippery with every pass. Then it just slipped in. Although just an inch or so past the head, the whole rod was on fire. I had never felt a pussy on my bare shaft. The others had all been experienced in the recesses of my mind with the help of Rosey palm and her five sisters. But, this was the real deal!

She stopped taking it in at that point and looked at me. "Now, you just lay still and let me do all the work. OK?" I didn't dare speak for fear of breaking the spell. So, I shook my head to indicate that I understood.

She lifted up until it came out. Gripping my shaft, she then rubbed the wet knob around the outside of her squishy pussy again. Once she acquired its aim at her opening, she lowered her head and sat back on it. As soon as she had sheathed my knob, her hand released me and that incredible womanhood of hers slowly began to ease down. Once she'd taken in the first few inches I realized, the feeling was so much better than my hand, I overcame my preference for masturbation.

Next, she reached for my nearly hairless chest. As she manipulated my nipples, her pussy worked its way up and down my cock. Each up stroke stopped just before it was too late. The next down ended just a fraction of a stroke lower than it was before. The chest massage served to distract me from the torrent of heat raging in my crotch. Without that, I wouldn't have lasted this long.

At last, she had it all in. Her pussy was now totally impaled on my cock. I savored the warmth and tightness of it while she paused to adjust to the invasion. Her internal muscles began sinuously undulating me from tip to hilt. The sensation of her hot wet box on the bare skin of my throbbing cock overcame any apprehensions I had about her being too much of a lady to fuck me or being old enough to be my mother. I thought, if this is what it is like to be a motherfucker, I would gladly be one for life.

She then changed her motion from up and down to forward and back. Her pubic bones were grinding against mine. Her pussy grip increased each time she moved backward and eased when she went forward. Although it lacked the familiar tightness of my palm and digits, her wet, hot womb more than made up for it in total sensual pleasure. Her movements were long and forceful. They pivoted my dick on its socket like a brakeman throwing the brake of a train off and on. When she went back, it bent against the pivot stop until it hurt. On the forward stroke, relief flooded in and the pain stopped. Her thighs were strong and I could feel them press against my sides as she forced her pubis against mine on each stroke.

The tension was mounting in my balls. I was about to blow. She could tell that, so she stopped moving and reached around behind her. I wanted desperately to thrust up... to pump it off inside her. But, her words came back to me. I concentrated on letting her do all the work. A pinch of my balls with her thumb and forefinger sent a shiver of pain through my crotch. As the pain subsided, the tension passed.

When she saw that I had regained control, she lifted her knees off the bed and gingerly begun to spin around while still impaled on my dick. When her knees came up, her clit lifted and I could see her pink insides nuzzled in my sparse pubic hair. As she rotated just past halfway one of her ass cheeks came into view. When she finished it, I was staring at her butt cheeks sitting right on my lower torso. To this day, that move was one of the most erotic sights I have ever seen.

Once settled into (what I would later learn to be) reverse cowgirl position, she wasted no time in starting the next phase. She leaned forward and put her hands on my knees. Her pink butt hole winked at me from the top of my pubes. As she pressed her feet into the bed, her ass lifted a few inches. My gaze was met with a view of the base of my dick disappearing into her lovely snatch. It looked like it must have hurt her to have that cock straining to return to it's upright position... but to me it felt great!

She settled back down and then lifted up again. I reached for her behind without even thinking about it. She didn't seem to mind. The next few strokes were long and slow. I was pushing up on her butt. She was lifting with her legs, then lowering slowly. It felt as if my cock was going to pop out on each upstroke, but she knew exactly how high to go. I loved the sight of my slick hard rod slipping in and out of her wet pussy. Her pussy would grip my staff on each up stroke and disappear inside with each down. The strokes were sending waves of heat throughout my dick. I could feel them roll up and down the whole length as she expertly lifted and lowered her hot box. The sensations were overwhelming.

I could feel the sperm boiling in my balls. I concentrated on stopping the blast as long as I could. Despite that, the sight, the feel and the sounds of our sloppy organs meshing together were sending me over the edge. She knew it was too late, too. Her tempo increased and her strokes shortened. On every down stroke, she scooted her ass toward my chest. Then I felt the quivering of her butt on my fingers. That did it. I felt the hot lava of my jism pushing its way up my shaft. It erupted with a fury. I had never felt so much relief in my life. I must have squirted a quart of it deep into her womb.

She moaned aloud, pressed her bum into my pelvis and ground it around and around. That milked every drop of sperm out of my balls. I felt at least a half dozen spasms as I just came and came. Time seemed to stand still as my body and mind joined to experience the sensations that had pounded through my crotch.

Then, we both held transfixed, frozen in place. I lay there for a few moments absorbing the feelings and sorting my thoughts. It was the most explosive orgasm I had ever had and.... my first bareback ride. That thought brought me out of it. I had just shot a huge load of sperm right into this prim, proper lady's pussy and there was nothing stopping it from filling her up!

I opened my eyes to see if it was true. She was still sitting there straddling my cock. Her head was bent down like she was watching the sperm ooze out of her pussy and run down my balls. As I started to apologize, she said, "Just be quiet for a little bit. I want you to remember this lesson for a long time." She then handed me her soiled, yellow panties and said, "Here. You keep these as a memory. You will have other experiences and affairs but, you will never have a first time again."

I lay there and let her words sink in..... any loss from her hot daughters being absent on Thursdays was lost from my conscious thoughts.

Epilogue: We kept our Yardening to Thursdays for the remainder of the summer. The new faster Snapper riding mower insured that we could finish work with adequate "Study Time". Then, I left her employment for a permanent job. The lessons that I learned have shaped my life and all of my relations with women.

It was five years before I saw her again. My newly-wed wife and I were shopping in a grocery store. She saw me before I did her. When she walked up to us, I didn't know what to say. I just stood still looking at her yellow blouse, still struck by her beauty and nervous about introducing her to my wife. But, she handled it like the lady she was. She said Hello, introduced herself and explained that I was her best Yardener. And, as far as my wife knows, that is all there was to our acquaintance. For you see, aside from my best buddy, this is the first time that I've told this story.

Final Note: When I told my best bud about this arrangement. He asked me if my pay was reduced when the workday was shortened. I responded that it was not. He then asked me if it had occurred to me that I was a Gigolo? I told him no but if so, I was the highest paid Gigolo in history at $2.25 per hour and priceless benefits!

To Sweet Georgia Peach with many thanks and yes, my favorite color is still yellow...

Copyright (Slimlong, 2002)

.......

Thanks for taking the time to read my offering. Your thoughts and comments would be truly appreciated.