📚 charli the poolside cougar Part 5 of 4
← PreviousPart 5
charli-the-poolside-cougar-pt-05
TABOO SEX STORIES

Charli The Poolside Cougar Pt 05

Charli The Poolside Cougar Pt 05

by five_inch_heels
16 min read
4.25 (9700 views)
adultfiction
🎧

Audio Coming Soon

Audio being prepared

--:--
🔇 Not Available
Check Back Soon

Summer was winding down and though the pool parties continued, they were almost getting stale. Some of them were all of us just playing around in the pool and tanning without any overt sex. Fall was setting in and there were the usual ads for seasonal events including proms and homecomings at area schools. We were all sitting around one day talking about what we could do to spice things up again. Somebody half jokingly suggested a date night Mom Prom sort of thing where we dated each other's mom for an evening. Though it got laughed off at first, somehow it set an idea in our heads that took hold and began to be taken more seriously over the next week or so as plans began to take shape.

It would be a formal affair, black tie, dinner, drinks, music, dancing, the whole bit. We'd all chip in have have it catered so we didn't have to mess around with the shopping and food preparation. The event took on a life of its own and everybody got into it. The ladies all went clothes shopping but they told us not to worry, they'd handle it all and get our outfits also.

By that Friday, everything was in place. The caterers had come and set up the dining room and bar before they left. The ladies arrived and went into Mom's room to get ready and sent us to one of the guest rooms to get dressed in what they had laid out for us. They came out in glamorous evening wear, cocktail dresses and gowns designed to show their legs and cleavage. All of them were in stockings and insanely high heels. We were in tuxedos, almost. White shirt collars with black bow ties, white shirt cuffs and cufflinks, black tailcoats, socks and shoes and nothing else. We all met in the living room and welcomed each other with hugs, then mingled in small talk as if nothing was unusual. It seemed like any black tie dinner or party we'd even been to.

Sitting around the formal dinner table, the meal was mostly uneventful, but of course there was that sexually charged atmosphere knowing what was coming and some of the comments and remarks had turned lewd and a bit crude. It wasn't odd to see a hand disappear under the table and create a sly smile for both parties. A mother might ask her son which one his friends she should take to bed later. On guy might complement another on how beautiful his mother was and how good it felt to be inside her.

When finished eating, we moved back to the living room. Some sat close to each other and chatted, others danced, some just more or less made out. Hands roamed freely, dresses were lifted and bodies ground together. As we sort of paired off for the evening my sister Carly entered the room. I didn't even know she was home, but here she was in character for the evening wearing an outfit that was somewhere between a French Maid and a Las Vegas dinner club cocktail waitress. Very low cut, very short and full of petticoats to show off her magnificent legs. Her jet black hair flowed gracefully over her bare shoulders while she carried a tray and acted as our waitress serving after dinner drinks. When she'd bend over to serve someone, her outfit would rise and her ass was on full display to all lucky enough to notice. I had no idea what was going in, but I wasn't objecting and neither was anyone else. She moved among us with ease as hands explored legs under gowns amid moans of pleasure and satisfaction. We watched our mother give an excellent hand job to one guy as if she was worshiping it and completely enthralled by it. We watched another mother sucking a guy's cock with her her dress pulled up around her waist while another guy fingered her. Another mother was on her knees in front of me and another guy alternating licking and sucking us. One couple was dancing close and by the way the front of her dress seemed to be pulled up, they may have been fucking.

The music changed tempo a bit to something you might hear in a burlesque club and a bright light came on like a spotlight shining on the center of the floor. Every one sat down not sure what was coming next. My sister Carly stepped into the light and began to dance in an extremely erotic way, beyond what a stripper might do. Her hands were all over herself, under and over her outfit, in and out of her mouth. She reached to her side and unzipped the side zipper allowing the outfit to fall free and leave her almost naked. All that was left was what appeared to be a jewel encrusted G-string. My sister kept dancing for us, putting on a show of pawing at her own breasts and body then down her side as she unclipped the chains, letting the last bit of covering fall away revealing her neatly trimmed pubic hair. She was in heat and essentially masturbating in front of all of us, wetting her fingers in her cunt and rubbing her tits with it.

I couldn't believe what I was watching and was even more taken aback by her next moved. She walked straight towards me and placed her hands on my cock as she knelt in front of me. She held it, stroked it and caressed it as if it was the most valuable thing in the world to her. She kissed the head and licked the shaft and my balls, never letting go for a second. She looked up and our eyes met as she opened her mouth and took me in. The room was dead silent other than the ending notes of the song. Her head moved up and down my shaft, her tongue working on me in her mouth. After a few more strokes, she pulled back and licked her lips sensually. She laid back on the floor and opened her leg as wide she could, stroking her inner thighs.

As the song ended the room was filled with a raspy whisper, "For you brother, come to me."

I looked over at my mother for a signal, thinking this can't be real. She was gone, her eyes glazed over, her dress up as high as she could get it and her hands busy pleasuring herself. I looked around and everyone was doing the same thing, stroking or handling themselves, eyes locked on my sister beckoning me.

"Carl" she moaned again as I laid down in front of her and put my lips to her to taste her juices.

She tasted wonderful and I lapped at my sister's open slit like there was no tomorrow. For all I knew there wasn't. I may never have this chance again and I wasn't going to let it pass. I was some how able to get my tongue past her opening and inside her just a bit. She was on fire in there and I loved her heat on my face.

I felt her tugging at my hair, pulling me up her throbbing body. As I got to her we kissed a bit then I slid into her, a feeling I knew I'd never forget. Her cunt was warm, inviting and comforting all at the same time as I thrust into her over and over. It was also hungry and I could feel her inner muscles working me, making be harder and I swear bigger. I was so hard it almost hurt as I slowly moved in my sister's cunt reveling in her warmth. Her arms and legs were wrapped around me and holding me so close it seemed we were one body fucking itself as we moved in unison. She began to shake and shudder almost violently for a few seconds as she let out a gutteral groan before falling limp. We lay there together for a few moments before I could move. Without a word to anyone, I picked my sister's naked body up off the floor, carried her to her room and closed the door behind us. We didn't know or care what the others did or where they went.

I suppose we got some sleep, but it wasn't a lot. The bed was drenched by morning and we found ourselves in the shower trying to come to our senses. As we stepped out, Mom was standing there in a robe with a towels to dry us off, which she did herself, carefully and slowly She held robes for us to step into and then held us both close to her. I swore I could see a tear in her eye and I asked if she was OK.

"I've never been happier in my life."

We hugged a bit longer.

"Now come on you two, breakfast has been ready and waiting for a while."

📖 Related Taboo Sex Stories Magazines

Explore premium magazines in this category

View All →

We started to follow her out of the room as she looked back at the bed and smiled again.

"Oh and you two have some laundry to do today!"

Breakfast was comfortable, but also a bit tense. There was a sense of shame that was trying to creep in, but a knowing glance and smile between us sent it away every time. Mom was talking about stuff but I wasn't really hearing much of it, until a few words started to get through.

"I'm not saying don't do it, I'm saying don't over do it. The only way to keep it special is to keep it rare and let it simmer. Your birthdays are a few months apart, so maybe just give yourselves to each other as birthday presents. Look at it this way, you won't have to shop and try to pick out something that isn't silly"

We all laughed. Mom was good at breaking the tension sometimes and she was trying to let us know in her own way that it was OK and that we'd all be OK. She was showing us once again what a great mom she really was.

"You can't let it get old. If you remember, that's how this whole evening came about. The pool parties were getting stale and we wanted to shake it up. Well, we damn sure did that didn't we? Or at least you two did. I just hope the others are OK with it all. I'll try to find out over the next few days. Nobody really said anything last night after you two left, but we all paired off and had out own fun, you can be sure of that. Nobody was angry or upset in any way that I saw."

A serious look came over her face again as she took our hands in hers.

"And above all, be careful. Don't get your sister pregnant."

Carly was trying to loosen up a bit and asked. "So, Mom, what did you do? Or maybe, who did you do?"

Mom just grinned, "I'm not telling."

"Mom, You slut!!!"

"Oh Carly darling, you have NO idea what a slut your mother really is, even after all of our double dates."

"MOM!"

"Yes baby girl, remember your mother used to make films and be in magazines. The stuff behind the scenes back then would curl your pretty little toes. I didn't get invited to that Mother & Son thing a few weeks ago for letting the world see my tits a few times."

"Carl, that's really how this all started a few years ago. You and the guys would hang around the pool after you got out of high school and were trying to figure out what colleges you were going to. I'd see them and start remembering back to when I was your age which was when I got into modeling and acting. I had so much sex back then and loved every minute of it. Getting married and having you two put a real crimp in all of that. Then your father .... and well ... I lost myself for a few years and let myself go. I didn't recognize myself in the mirror and I hated it."

She took a sip of coffee and a few bites of a danish before continuing.

🛍️ Featured Products

Premium apparel and accessories

Shop All →

"Your friends triggered something in me. I'd go out to the pool in a one piece suit and towel and they still admired me. They'd try to get closer to me when you weren't around. I talked about going to the gym again and they offered to help me. I guess it gave them a reason to be close to be and touch me."

She sighed as if to wonder if she should go on.

I prodded her to continue, "Mom, don't stop now. This is filling in a lot of blanks for all of us."

"The workouts made me feel better and I started trimming and toning again. I wasn't twenty again and I wasn't going to be twenty, but I felt closer to looking twenty. Swim wear looked better and felt better. Guys were paying attention to me in town again and I loved it. For the first time in years, I felt like dating again. I'd go out with someone new and they'd treat me like they were genuinely proud to be seen with me. My ego went nuts and I felt like dressing better again. Your friends were literally saving me from myself, and I showed them by showing my new self to them. I'd buy shorter dresses and skirts and skimpier and skimpier bikinis, not only for them, but for myself. I craved their attention. We'd have to dial it back a bit when you came home for weekends, but when you were gone, there was one them here with me in the gym or by the pool most days. I swear I never intended to seduce any of them. By then I was getting all I needed from men my own age."

Well, Mom had certainly taken my attention off my sister and we were both listening intently. With a very deep sigh she continued.

"It just happened. One of them was in the pool with me as they had been so many times before, just goofing around and doing some water exercises. I don't even remember exactly how, but his hand went to my breast and for some reason I still can't figure out, I didn't brush it away. I left it there and put mine on top of his to let him know it was OK. He started feeling me and put his other hand on my ass as he kissed me. The next thing I knew we were laying beside the pool, with my legs wrapped around him as he came inside me. He pulled out, got dressed and ran off."

"Who was it Mom?"

"I'll never tell you that and it shouldn't matter. I thought I'd really messed up and I'd always regret it. I really felt bad and more than a little ashamed. He came back later that evening wanting to talk. He was embarrassed and thought I was mad at him. Somehow, we ended up in bed and he spent the night with me."

Coffee cups were empty and I got up to the pot to refill them as she continued.

"But, boys would be boys and within a a few days all of them knew. That's where it started. One after the other made their move. There was no pretending any more and a lot of our pool and gym time was nude which led to more and more time in my bed. Pool time sometimes turned into orgy time of sorts. Carly came home early one day and found us out there before running back into the house. I had to break it off for while and rebuild my time with her. I won't go into all of that right now, but not too long after is when you moved back home. The parties had started back up by then and I didn't want them to stop. I loved it and wanted to make sure we didn't screw up again. Only after a lot of thought and hand wringing did we come up with that homecoming party you saw. We all wanted to be there and let you see it all, but we figured to just have Carly and I with some of our other friends and not yours at first. When you took that so well, we took the next step and brought the guys over for a session with me. You'd already seen me with those other men and we wanted to let you know the rest of the story. You took it far better than expected and made me very, very proud of you."

There was a glow and a sense of warmth that just fell over the room. Not much else was said and we went about the household chores.

We honored Mom's request for abstinence and did the birthday thing for a year or two but it just wasn't quite the same after the first time. Somehow the magic faded as it did for the pool parties and other play times. The Moms were all getting older and just didn't feel up to it after another couple of years. The guys tried to focus on their careers and starting their own families. Things didn't work out well for me. Not at all.

--- Epilogue ---

Damn that was a long time ago.

Anyways, that's how I remember it. I'm now pushing 70 and in failing health with not too many more years, maybe months ahead. Mom and the other ladies passed long ago. When Mom went, we lost a lot of the funding from the trust of Dad's company and the house had to be sold. Carly found a guy that she married and moved away. Too far away to visit and I really never heard much from her. All the guys got married and moved on with their lives. I lost track of them all but I got word a few months ago that a couple of them have died also. I got by as best I could until the health issues set in and sapped what funds I had left. I'm stuck in a small apartment now and barely able to go anywhere due to mobility problems, I keep trying to forget as much of the past as possible, but some of it just won't go away.

I know no one will show up my my funeral, just like nobody but me showed up for Mom's.

Hell, the way my mind is acting up now, maybe it was all just a dream. I guess I'll be seeing Mom again soon. Maybe she can tell me.

Enjoyed this story?

Rate it and discover more like it

You Might Also Like