Mother's Wine Club - Pt. 05

Well, everyone has to pay the piper every now and then, and I supposed it was my turn. It only took me about twenty minutes to walk back to school, but between that and the time Candy and I has spent together I was well past the time I was supposed to be signed back in after lunch, as well as missing a class to boot! I was promptly sent to the Assistant Principal, who informed me that he would be notifying my parents. AP Smith also informed me that my off campus lunch privileges were revoked for one month. I sighed deeply, that meant either brown bagging it or eating whatever slop the cafeteria was putting out that day. He also took great pains in informing me that if it happened again, or if I got in any other trouble at school, my privileges would be revoked for the rest of the school year.

That was not all. When my father got home that evening, and after dinner, I was promptly called into his study.

"The school emailed me again today, John. What is going on?"

"I had a date after the sandwich shop, Dad."

"It must have been some date!"

"Yes, sir, it was." He looked at me closely, and he got a look on his face. It was hard to describe it, but it was a mixture of pride, fear, and admiration, all rolled into one.

"You and Mrs. Partridge got together, didn't you?"

"A gentleman never kisses and tells, Dad. You taught me that."

He shook his head ruefully. "That's true, but I never imagined you'd throw it back at me in high school, let alone with a married woman!" He sighed. "John, you are cruising for trouble with a capital T. You know this cannot end well, right?"

I shrugged. "Dad, all I can say is that it seems to be working pretty well so far!"

He groaned and looked at me. "Ah, the arrogance of youth!" Dad continued, "Look, John, I told you that your sex life was your business, and I mean that. But, when it interferes with school then it becomes my business. I'm grounding you for two weeks. School and home, nowhere else. That means you stay in this house except for school, understand?"

"Yes, sir."

"John, I don't want your social life interfering with school again, do you understand me?"

"Yes, sir."

He sighed again and motioned me out, and I went upstairs to my bedroom. The first thing I did was text Eleanor, to let her know. She simply sent back OK. Eleanor and I were simple. Mutual exchange of physical pleasure, that was all. I didn't expect anything to happen long term with her, and frankly I wasn't sure how long we'd even be together. She may very well decide tomorrow that it was over.

My other paramour, Peggy, was upset but understood. She had gotten used to our Saturday mornings together, but was okay with taking a break.

The next few days were rather boring. School and sitting around the house playing on my phone or playing video games, which before seemed to be everything I needed, paled in comparison to getting laid on a regular basis by older women eager and ready to share their delights with me! It didn't take long for me to get horny, hell, I was 18 years old, I was always horny!, but going from a lot to none was not a good thing. Long showers were only a partial solution!

Saturday morning dawned bright and warm, a beautiful early October day here in Georgia. Unfortunately, it also meant that I was going to be stuck doing lawn care around the house today. My father had turned over that responsibility to me back when I entered high school, so I was stuck mowing the grass, trimming, weed eating, and cleaning up all the trimmings. As usual, I got started early, and as it got warmer I took off my T-shirt. By noon, I was done, and was grateful for the shower.

I was just getting out when my father called up the stairs. "John, can you come down here?"

I went downstair and my father said, "I just got a call from one of our neighbors up the street. "You know Ron, don't you?" I nodded, Ron and I had been casual friends for years, just a little too different to become any closer.

"Well, they went out of town on a trip and Ron's grandmother is watching the house. She saw you mowing our grass and asked if you would come down and do their lawn as well?"

I looked at my Dad resignedly. I knew this was part of keeping my 'escapades' as he called them secret from my mom. "Okay." He clapped me on the shoulder. "Your mother and I are going out for a while, so I'm going to hold you to your word that once you finish helping out the neighbor, you come right back here, understood?"

"Yes, sir."

They left and I walked down the street to Ron's house. When I got there and rang the doorbell, I was surprised to see a very attractive woman who I'd never seen before answer the door!

She was wearing black leather boots with three-inch heels that went up to her knees, a red short skirt that showed off a dangerous amount of tanned thigh, nude pantyhose, and a sheer white blouse covered with a red jacket. The blouse was unbuttoned enough to show some very impressive cleavage. She had a warm, friendly smile, was elegant in her make up and appearance, and topped it all off with blonde hair styled in a shoulder length, classic style blowout. She was hot as hell, and I stumbled over my words for a moment as I took in this goddess!

"I'm sorry, but my father asked me to come by and cut the grass for you?"

"Yes! I'm house sitting for my daughter while they go out of town on a trip and I just noticed that the grass looks terrible. I saw you cutting your grass and asked your father if you could help. I hope that's okay? What's your name?"

"I'm John, and it's no problem. I'm sorry, are you one of Ron's mother's friends? You can't be his grandmother!"

She giggled, and it sounded like tiny silver bells. "Well, you know how to make a lady feel good! No, I'm am indeed Ron's grandmother. My name is Caroline."

"Well, you could have fooled me!" The words burst through from my mouth before I could stop them, and I blushed deeply.

She laughingly said, "Well, aren't you the sweet talker!" She looked at me appraisingly. "Would you like to come inside?"

I would have agreed to anything to stay near to this goddess, and I eagerly stepped in the front hallway. She turned and walked towards the family room, and I watched that nice, tight ass sway in front of me on those sexy three-inch heels. This woman didn't act like any grandmother I had ever met, and I could have sworn she put an extra swing into her step. Her hips swung back and forth enticingly, and I yearned to put my hands on them and pull her towards me.

She gracefully sat down on the couch, slightly leaning forward, and I simply couldn't help looking down that low cut blouse, and catching a glimpse of her white, lacy bra straining to hold in those enormous melons she had been blessed with.

"Excuse me."

Her quiet words with a hint of amusement in them snapped me out of the spell, and I looked at her face.

"My eyes are up here." I blushed again, and she giggled. Reaching up with one perfectly manicured hand with long, dark red fingernails, she pulled me down beside her on the couch.

She leaned over towards me, her hand resting on my forearm, her eyes large and looking right at me. Her perfume was distinctive but not overpowering, and I noticed her skirt was showing even more thigh, with just a teasing glimpse of the tops of her nylons. I couldn't help it, and my growing lust at being this close to such an incredibly sexy female was starting to show in the bulge at my crotch.

It evidently caught Caroline's attention, and her eyes widened at the sight of it. "Well, well, well. What's going on down here?" She took one dainty hand and ran it down my arm, trailing goose pimples behind it, across my own hand and gently rubbed the bulge, sending a wave of delight through me. "Don't tell me a young, handsome stud like you finds this married grandmother attractive?"

She gently felt the outlines of my cock through my pants. "My, my, my, you are packing quite a bit, aren't you?" She licked those perfect red lips of hers. "I think I may have just found a better reason for you to visit then mowing my lawn!"

She reached over and pulled me into her, and we kissed for the first time. Her mouth was hungry, needy, frantically moving on mine, and her tongue plunged deep into mine. It was by far the sexiest kiss I had ever gotten, and it seemed to last forever.

When we broke apart from each other, she looked at me strangely, her chest heaving. "It's getting very hot in here." She stood up and took off her red jacket, draping it over the back of the couch. The full size of her bust was now apparent, and I sat there, stunned. They had to be at least E's, if not double EE's, and the shirt looked to be barely holding them in, with gaps between the buttons.

"Oh, my God Caroline, you're beautiful!"

She smiled at me, then reached down with one arm and pulled me to my feet. "You're not so bad yourself." She pulled me into a hug, crushing that massive chest against mine, and I could feel her nipples poking me through her bra. I reached down and caressed that tight ass. I could tell the skirt did its job by keeping some of the looseness in its place, but it felt so good I squeezed it with both hands, and if anything my hard on grew even stronger.

"Ooohhh, look at you! Attacking a poor, defenseless grandmother like this!" Her tone was teasing, excited, and she ran both hands under my shirt and up my chest, caressing my muscles. She ground her crotch into me, wanton, needy, and it was so warm and felt so good against my own dick that I dry humped her, pushing myself into her.

I reached down and pulled her skirt up to her waist, feeling that silky skin under my fingertips, and was shocked to find that Ron's grandmother had no panties on, just a garter belt with suspenders hooked to her nylons!

"Well, well, well, I can see you know what you want!"

She sat down on the couch, her legs splayed out. "Let's just see if you know what to do with a woman's pussy, shall we?"

She sighed with pleasure as I knelt before her and drove my tongue into it. I concentrated on her pussy, driving my tongue deep into it, teasing her clitoris before taking it into my mouth and sucking on it. Caroline let out a long moan of pleasure. "Oh my God, that feels so good! It looks like you do know what to do! How did a young man like you learn to eat pussy so well?"

I pushed back a little, inserting one finger and teasing her G-spot with it. "Let's just say I know my way around the female anatomy."

"Well, you're doing really well. Keep going, baby. Please keep going! God, I love it!" This was the most erotic thing that had ever happened to me, this beautiful, elegant woman laying on the couch, her legs spread wide, her hands pulling her skirt above her waist, begging me to eat her pussy. I dived back into her muff, not turned off at all by the mass of light blonde hair curled up around it, licking and sucking on her. I took her clitoris into my mouth again, and used one finger to tease her G-spot. A buzz of electricity went through my tongue, and she began to stiffen noticeably, her hands grabbing my head, her fingers deep into my hair, and then her pussy juices gushed into me and she began shaking uncontrollably in the throes of her orgasm.

It took Caroline a few moments to come down from her high, but she was in no way sated yet. "God, you are incredible! Get those clothes off and come here and stick that dick into me!" I needed no second invitation and promptly kicked off my shoes and socks, shucked my shorts and T-shirt, then climbed onto the couch on top of her. I fumbled with the buttons on her shirt, revealing those massive breasts. She giggled, "All men are the same, they just love my big titties!" She pulled the white bra down, allowing her massive tits to fall over the top and exposing those hard nipples.

I reached down, caressing and feeling them. Then I reached down and took one of her nipples into my mouth, sucking and chewing on it. Caroline arched her back in pleasure, "God, I just love it when men suck my nipples!" I took one of her enormous breasts in both hands and cradled it, sucking on that nipple and chewing on it, licking it, kissing it.

I felt her hand on my dick, running up and down. "God, John, that's so damn big! Put that big ass cock into me!"

If anything she spread her legs even wider, and I slid my rampant cock into her pussy opening, spreading her juice all over the head of it, before slowly sliding it deep into her. She was much tighter than I thought she would be, and she immediately clamped down around me. It was by far the best pussy I had ever had, and it didn't take me long to bury myself in its inviting depths.

"God, John, that feels so damn good! Fuck me, baby, fuck me hard!"

I really couldn't do anything else, I was so overwhelmed by lust at that moment! I started slamming my cock into her, hard and fast, and she was obviously enjoying it. I felt her nylon clad legs wrap around me, the leather of her boots across my back as she pulled me into her, and her back arch with pleasure under me.

It didn't take me long, and Caroline obviously sensed it, since she whispered into my ear "Give it to me! Give me that young cum!"

I groaned and exploded, emptying my balls deep into her pussy, my dick pulsing as it shot it's load out, and I relaxed onto her warm, inviting body. It was by far one of the most powerful orgasms I had ever had. Her legs fell onto the couch, intertwined with mine, and she held me with her arms, kissing me gently on the face and hair. "God, that was so good, John."

"Are you kidding me? You're fantastic! I just can't believe that just happened!"

Caroline giggled again. "I have a secret to tell you."

"What's that?"

"Underneath this prim, proper lady, is a passionate woman that loves to be fucked and loves young men to be the ones to fuck me! You're a rather handsome young man, and when I saw you mowing your grass I decided to see if you'd be interested in an older woman like myself. When I saw how attracted you were to me, I decided to enjoy myself."

"But what about your husband?" I could hardly fail to notice the large wedding ring and larger diamond engagement ring on her left hand.

"So?" She pulled my face towards me and kissed me passionately, which I eagerly returned. "What my husband doesn't know won't hurt him, and I take my pleasure where I can find it, and you damn sure provided that this afternoon!" She kissed me again, driving her tongue deep into my mouth again. "Let's see what I can do for you." She pushed me gently up, and she swung her legs over the edge of the couch and stood up.

I had never seen a more erotic sight, her white blouse hanging open, her bra under her breasts, nipples red from my attention, red skirt bunched up around her waist, with her nylons fastened to her garter belt and knee-high black leather boots with three-inch heels.

"Sit on the edge of the couch." I did so, and she knelt in front of me, throwing her hair back and bending down, stroking my cock, already showing signs of life again. "Another thing I love to do is suck young cock, and this is a prime example!" She bent down and her dark red lips engulfed my cock, quickly taking it deep into her mouth.

"Oh My God, that feels so damn good!" It was my turn to reach out and grab her head, digging my fingers deep into that thick head of blonde hair as I enjoyed her slowly sucking my dick. She obviously enjoyed what she was doing, and she was an expert at it, slowly moving up and down my shaft, licking it and sucking it, alternating as well as jacking me slowly with her hands.

I'd had blowjobs before, but Caroline brought years of experience to the table. This was by far the best I had ever felt, and I could feel my cock swelling to its full prominence inside her mouth. Just before I was going to lose control and start face fucking her, Caroline pulled back, smiling at me.

"What do you say we put that young cock back in my pussy."

I scooted back on the sofa as she stood up and straddled my legs, coming down and engulfing my cock in that hot pussy again.

She moaned with pleasure, and began to slowly slide up and down on my prick, driving it deep into her pussy. I placed my hands on her hips and guided her. She then leaned forward, and those magnificent tits were in my face. I promptly began sucking on them while she continued her rocking motion on me. It was obvious she approved, as she began fucking me faster, arching her back, driving her tits further into my face, pulling my face closer as I pleasured her nipples.

We continued like that for a few minutes, and I could tell she was getting closer and closer to another orgasm. Her motion became harder, fiercer, pounding at me rather than fucking me like she had before, and then I felt that magnificent pussy clench hard around my cock, and she began to spasm, crying out in lustful gratification. She collapsed on top of me, spent, and I put my arms around her, holding her tight, felling the indescribable pleasure of that warm body next to mine.

She stayed like that for a moment, breathing heavily, then lifted her head. "Oh my God, John, I can't remember the last time anyone made me cum that quick and that hard! That was awesome!" A thought struck her, and then she looked at me in amazement. "You haven't cum yet, have you?"

"No, not yet."

"God, baby! Tell me what you want and I'll give it to you!"

I noticed the large, furry rug in the center of the room. As a kid, I had fallen asleep on it in front of the fireplace. I knew how soft it was. "Lay down on the rug, sweetheart."

Caroline got up and laid down on the rug, spreading her legs out and cocking them up invitingly. I took one of the throw pillows and had her place her ass on top of it, giving me a much more direct entrance. She smiled, "I like a man who knows what he wants. Fuck me, baby! Pound that pussy! Make me yours!"

I climbed on top of her and quickly pushed my dick back up into her inviting hole. She moaned with pleasure as I penetrated deep into her. "Oh God John, you feel so damn good in there! Fuck me, baby, fuck me!"

I started doing exactly that, sliding my dick deep into her cunt with long, slow, powerful strokes. She felt so damn good, and without even realizing it I started pounding that sweet pussy of hers harder and harder. "Yes, baby, Yes! Fuck me, baby, Fuck me!" I was coming so close, and then I went over the edge, groaning and emptying a second load into that amazing cunt of hers. When she felt me spasm and groan, it set off another orgasm of hers, and together we collapsed onto the rug.

Both of us were worn out, and it was only through a mighty effort that I didn't fall asleep right there. I wearily levered myself to a seated position, and Caroline did as well.

She reached her hand out and caressed my face in wonder. "Baby, I have never been fucked like that before. Please tell me we can do this again?"

I smiled at her. "How long are you visiting for?"

"Well, they want me to house sit through next weekend."

"Well, I'm grounded right now, I had a little trouble at school, so I'm not sure how often I can come over." I had no intention of telling Caroline why I had gotten in trouble!

"Well, I think my yard is going to need some more work, and I'm sure I can find things to do around here that a strong young man like you could handle!" She reached down and fondled my prick gently. "What do you say?"

"I say if you need me, call me!"

Caroline giggled. "You're on!"

Reluctantly I got up. "I guess I better cut the grass to make sure my Dad doesn't get suspicious."

She giggled at me. "After you finish, why don't you come in here and I can give you a reward!"

I smiled at her. "Gladly!"

It took two hours to cut the grass, edge it, and trim. During this time Caroline, who had changed into a much more conservative pair of shorts and blouse, sat out on the front porch and watched, occasionally bringing me some lemonade. Let me tell you something, drinking ice cold lemonade served by a hot female, whose cunt is still leaking the two massive loads you put in there just a little while ago, is a rather sublime experience!

When I finally finished and put away the gardening tools, she waved me up on the front porch. "Go up to the master bedroom and climb in the shower. I suspect you need one!" I nodded and went upstairs. I was pleasantly surprised to find a rather massive shower, complete with multiple shower heads and a rain shower head. It took a couple of minutes for the water to warm up, while I stripped off, then I opened the glass door and stepped in.

Two minutes later a naked Caroline stepped in after me!

"Ready for your reward, baby?"

"Seeing you naked is reward enough!" and pulled her to me, kissing her. She eagerly returned the kiss, our mouths moving over each other, our tongues intertwined, the warm water cascading over our bodies. Even after two massive orgasms less than two hours ago, my cock was already showing signs of life.

Caroline broke the kiss and pushed me back slightly. "Mmm'mmm, baby, I like that, but I have something more in mind." She took a shower pouf and poured body wash onto it, then began washing me down. I found another one and began to return the favor, and soon both of us were covered in rich suds that were just as quickly rinsed away. While Caroline spent a lot of time making sure my cock was clean, and making it rigid in the process, I enjoyed caressing and washing every inch of those massive tits of hers, paying special attention to those large nipples of hers.

"Okay, baby, you ready for your reward?"

"God, Yes!

Caroline turned around and bent over, exposing that wonderful pussy to me. "Stick that fat cock of yours where it belongs!" I wasted no time in getting behind her, propping my feet against the edges of the shower, lowering myself and plunging my dick back into that steamy cunt of hers!

"God baby, that fills me up so damn good! Fuck me, baby, fuck me!"

I quickly began humping her, slamming my cock into her time and time again, trying my best to bury it deep in her cheating twat. She moaned in pleasure each time I slammed it into her, pushing back against me, making it even more pleasurable.

We fucked like that for endless moments, and I reached around, grabbing those massive jugs and playing with them, pinching her nipples, causing her to squeal with pleasure each time, until I finally heard her scream with pleasure and felt her cunt spasm as she had an intense orgasm. I grabbed her hips and began pounding her even harder, slamming my cock into her time and time again, until I too went over the edge and pumped another load into her needy cunt.

Both of us were exhausted, and she and I slumped to the floor of the shower, my dick softening and coming out of her well used pussy with a soft plop. The water was still warm, and I realized that they must have one of those tankless water heaters. We sat there for a few minutes, just letting the water stream over us until finally Caroline looked over at me.

"God, John, you could become a very dangerous habit of mine!"

I reached over and caressed one of those massive breasts, bringing a smile to her face. "No more than you!"

Both of us got up, turning the water off and getting out, helping to dry each other off with the fluffy towels hanging just outside the shower.

Reluctantly we both began to get dressed. When finished, she looked over at me.

"So, when can I see you again?"

"Call my parents and ask for my help. I'll be more than happy to come over!"

She smiled and we kissed one more time, then I went downstairs and walked home, mulling over my strange life!