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Cougar Pegging Party Ch. 03

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*This story is a part of the “Cougar Pegging Party” series. It uses characters and ideas set up in the previous stories, but should be enjoyable on its own as well. Thank you for reading.*

Summer was getting hot by the time the end of July came around. I was sitting at home, trying to enjoy the little amount of cool air that my apartments shitty air conditioner was supplying and wishing I had something else to do that would distract me from the awful weather. Up to this week, the summer heat hadn’t really been a concern to me the last few months. All my time was consumed by acting as a play thing and outlet for my mature mistresses kinkiest desires and on the off chance that I got some time to myself at home, I was generally to tired and lost in my perverted thoughts to notice the temperature. Scrolling through my social media feed only acted as a reminder as to why I was sitting at home by myself, showing me tons of photos of the women who would typically be ravaging my body on various vacations with their families for the summer. Most of them had only left a week ago, but my body had become used to the sexual experimentation it had been experiencing and craved it more and more everyday. I tried to replicate my typical treatment on myself using various toys and equipment that the women had gifted me and instructed me to practice with, but it was just not the same without at least one of my femdom-inclined mothers putting me in my place.

Just when I thought I was about to totally loose it, I got a text. I looked down at my phone and saw Mary’s name displayed on the notification and opened it to see what it said.

“Hey hon, I had to come back from my trip a little early because of an issue at work, but the rest of my family is still gone. Want to come join me by the pool for a bit?” it read.

I perked up as I read it. Not only because a pool sounded pretty sweet right now and it was something to actually do for the day, but also because spending some personal time with Mary also sounded good. The mature blonde bombshell was considerably sweeter than the other women in my life and treated me more kindly than the other cougars, while still having a kinky wild side where she liked to have a good time and show me who’s boss. I shot her a text back that I would be right over and changed into some swim trunks.

When I arrived at Mary’s, I made my way around the side of her house towards the backyard, as I always did for all my visits. Mary was divorced and hadn’t remarried, but her kids still lived at home and she was paranoid that their security camera would give away our secret visits if I came through the front door. As I came around the side of the house, I squinted through the harsh sunlight to see a beautiful image. Mary’s pool was stunning with deep blue water, a hot tub with a waterfall off the side, and tons of manicured landscaping surrounding it to create a beautiful view. The most beautiful thing there however, was Mary herself, lounging on a reclined beach chair to get some sun.

Her gorgeous blond hair was tied up to keep it off her body and presumably from getting wet and she wore large dark sunglasses to protect her eyes from the suns harsh rays. Her body was barely concealed by a tight red bikini, which may have been semi conservative on another persons body. Her breasts were mostly covered on the bottom and outsides but the middle of the suit was designed to show some cleavage, which was then further multiplied by the amount of bust Mary possessed, stretching the top to its limit. The bottoms were more standard while still being a tad undersized and having a cheeky shape that showed off her bottom. She looked up from a magazine she was perusing, and beckoned me over with a wave of a single finger. I immediately beckoned her call and quickly walked up to her lounge chair.

“Hey the Joey!” she said cheerfully, “Isn’t it a great day for a swim?”

“Absolutely!” I agreed with enthusiasm.

My tone was no doubt guided by a deep yearning to please the mature, blonde goddess laying before me, but I also wasn’t lying to her either. The blistering heat made the prospect of a cool, blue swimming pool basically irresponsible.

“You feel free to swim as much as you like! I’d hate for my pool to go to waste, and I can’t deny that I’ll enjoy the view swinger seks hikayeleri as well.” she said with a coy smile.

She greedily looked me up and down before her eyes settled on my swim truncks.

“I have a favor to ask of you first though, and also these simply won’t do.” she said as she grabbed the leg of my trunks. “Follow me”

I followed Mary into her house and she led me to one of the bedrooms that appeared to be for guests before approaching a dresser. She opened one of the drawers and searched around for a second before producing a small speedo.

“Here we are!” she said excitedly, “This will do nicely. Go ahead and change into these and put on some sunscreen. Then meet me back by the pool.”

She handed the speedo over before heading back outside, glancing back at me with a smile before disappearing from my view. The speedo was small, but still looked to be about my size and blue. I pulled of my shirt and trunks and pulled the speedo up until it tightly clung to my hips. I looked in the mirror and noticed the way it cradled my package, leaving little to the imagination with a prominent bulge on display. From behind, the little number made a similar display of my butt, leaving about the bottom third of my hairless cheeks exposed and being clinging close enough to the rest that it might as well have been out as well. The way it shaped my backside was not completely dissimilar to what Mary’s bikini did for her. I made my way back outside and met Mary on her chair. She looked up once again and grinned at what she saw.

“That’s just perfect!” she squealed. “Now for the favor. Can you rub in this tanning oil for me?”

I was almost taken aback by the simplicity of her request. Typically, any of my mistresses saying they have a favor to ask inevitably lead to me being penetrated, toyed with, or generally used. I certainly wasn’t complaining about my typical treatment, as I found my subservient roles enjoyable and kinky. I just was taken by surprise. I quickly shook of my initial shock and took the bottle of oil from he hand. I held it high above my own and watched the thick oil slowly drip and then fall into my hand in a smooth stream as Mary turned over to lay on her stomach. I rubbed my hands together before moving them to Mary’s back, slowly massaging it in as I lingered on every curve and dimple my hands passed over. I massaged her shoulders and upper back and then gradually moved downward, skipping over the straps of her top and then bottoms, moving all the way down her legs and the soles of her perfectly manicured feet.

“I don’t think we need to be shy honey, considering some of the things we’ve done together.” she interjected as I skipped over bottoms again on my way up.

She shimmied her bottoms off to reveal her curvy bottom as she continued, “Why don’t you untie this top for me?”

As I pulled the end of the string, revealing the small section of back it had been hiding, I felt my cock stiffen against the elastic fabric of my speedo. I rubbed oil on the newly uncovered portion of back before moving to her now exposed backside. Grabbing each cheek with each of my hands, I slathered her buns in oil and gave them both a firm squeeze, then moved to her butt crack. Squeezing my hand between her plump checks, I felt my fingers slide across her hairless asshole and then skim the beginning of her pussy. She reacted a bit to this, shifting at the contact I made.

“Someone is feeling a little naughty I see.” she commented in a sultry tone, “We might just have to take care of that in a bit, but first you have to finish up my massage.”

She turned over and revealed the rest of what her bikini had been hiding by laying on her back. Her massive tits rested on her chest with her pink nipples standing erect, betraying the enjoyment that she must have been getting from my touch on her body. Between her legs, I got my first good look at her vagina, which was completely hairless as well. It looked tight and neat. If I hadn’t met her kids before, I never would have believed that she had had two of them in the past. Once again, starting at her feet, I ran my fingers between her toes and covered the tops of her feet, moving from there up her legs. The movement of my hands lingered once I got to her hips. I moved inward and gave special attention to her box, rubbing it gently and finding her clit. I only rubbed there for a brief moment though to tease her, not wanting her to warn me to continue again and also hoping to leave her wanting more. It seemed to work as she let out a muted moan through her closed mouth and curled her toes a bit on either side of my head. I covered her stomach and then up to her chest. I slathered her breasts in the oil, squeezing them and rubbing it in. My arms outstretched to reach them while I sat at the foot of her chair, my head sitting between her upper legs which were now hanging over the edge and slightly spread. Slowly, I transitioned my focus to her nipples rubbing and softly pinching them between my slippery fingers. This led to a louder moan escaping her lips, signaling to me that it was time to go all in. I opened my mouth and plunged between her legs, licking her as I continued to grope her.

“Oh, Joseph!” she exclaimed as her legs wrapped around my head and pulled me deeper into her muff.

My tongue stretched to penetrate her over and over, before then moving up to her clitoris. I moved it in circles quickly as Mary’s breathing increased to a pant. Before long, the flicking of my tongue overcame her. She reached forward and pressed my face and mouth into her pussy, erupting fluid as she squirted all over my face and into my mouth.

“Fuck that was good.” She whispered as she rested for a second. That was SO good, I’ve got to go again. Don’t think I wont treat you too though.”

She stood up and messed with the back of her lounge chair, adjusting it so it laid down flat.

“Lay down here.” she offered.

I followed her instructions as she approached the head of the chair.

“I really hope you enjoy this Joey. I want it to be good for both of us.”

She lifted her leg over me so that both her legs were on either side of my head again before lowering herself onto my face and bringing her legs up to a frog position on the seat. I mindlessly got back to work as I had been trained by the women, when Mary did something unexpected. She leaned forward, dragging pussy across my lips/tongue and pressing it against my nose, and taking my cock in her hand. She gently held it steady, leaning in and kissing it with her plump, lipstick stained lips. I gasped a bit, as although I was frequently a part of very kinky escapades, my enjoyment was never a forethought unless to tease me and talk dirty. It had been a while since I had gotten sexual contact focused on me. She toyed with me a bit before wrapping her mouth around the head of my cock and working her way down my shaft. As she did this, I continued to penetrate her with my tongue. The new position also offered a perfect view as my nose pressed against her bleached asshole. I was rock hard at that point and kept getting harder as I entered Mary’s throat at deeper depths and increasing speed. The unfamiliar attention was too much to bear, and before long I shot my cum erupted into her mouth without giving me a chance to offer her a warning.

“Mmmmmhhh!”

A muffled cry of surprise came from her cum and cock filled mouth. She sat up and climbed from straddling my face to having a leg on either side of my hips, facing me. She grabbed the back of my head and pulled me in for a passionate kiss. I felt about half of my cum move from her mouth to my own as our tongues danced around each other, leaving a strong taste that I had become fairly familiar with. She pulled away and the both of us swallowed together simultaneously. There was a brief moment of silence as we both focused on the intoxicating feeling of my warm seed traveling through our bodies to our stomachs. I had become very familiar with swallowing my own semen by this point, but it usually came straight from its source so a sensual kiss was a nice change of pace.

“Oh Joey, that was wonderful!” Mary mused, “I’m glad I could give you a bit of a treat. I wanted to make today about you since I know you have been working so hard for us girls, so I hate to ask…”

As she talked, she reached into a canvas bag that had been sitting alongside the pool chair, removing her hand to reveal it holding a pale pink dildo made up of four ovular bulbs that was already attached to a harness.

“I just got to pick this up from Denise today, and I am really excited to try it out. At least its ribbed for his pleasure, as they say.” she said through a pleading smile that I couldn’t resist.

I instantly got into position as per my training, scooting to the end of the reclined chair and lifting my knees up to my shoulders as I pulled off my speedo.

“Of course Mary,” I reassured her, “You can use me however and whenever you’d like. I love it when you lady’s use me.”

She smiled excitedly as she poured lube onto her strap and then rubbed some into my now exposed bottom.

“It makes me so happy to hear you say that!” she cheered genuinely.

She approached me and I grabbed the back of my knees, pulling them up and out to allow her easy access to me. She guided her shaft into me carefully, not stopping until it was fully inserted. I felt as my asshole opened and then grip the toys bulbs each individually as they entered my body. She rested there for a moment and moved her arms from stabilizing the toy for its entry to hold my midsection softly. She looked my deep in the eyes before beginning to slowly pump into me, allowing two of the toys bulbs to exit with each thrust, leaving the other two contained in my body.

I looked into her eyes as she fucked me. There was definitely still a lot of lust on her gaze, but it was also a bit different from the other women’s energy during our escapades. There was more compassion in her eyes. I let go of my knees, allowing my legs to rest around Mary’s hips and freeing my arms to embrace her and bring her in for a kiss of my own. She accepted and did the same, leading to us passionately making out and holding each other as she continued to fill me. The shape of the toy created a massage like sensation on my sphincter, allowing it to relax with each bead before it was stretched again mt the next segment. When she picked up the pace of her thrusts, it almost felt as if my ass was vibrating thanks to its response to the bulbs. It was a good thing Mary’s backyard was fairly private with a tall fence, because we were doing next to nothing to hide what we were doing. Even when trying to stifle myself, I couldn’t help but let out small moans while breathing heavily. There where a few times that pleads to her escaped my mouth as well.

“Ooooooh, pound me harder!” I projected.

After a bit, Mary broke away and started to position my legs and body as to fuck me on my side. As I pulled my top leg upward for her, when I noticed something. I could swear I saw a flash from just above the fence surrounding the back yard and as I focused my eyes on where it came form, there was a glimpse of something black dipping just out of view. I normally would have been a bit weary of this, but the connection I felt I had made with Mary and the need for my ass to keep getting plowed convinced me it was fine. My focus returned to my one-track mind almost immediately, but Mary must have noticed that I had been briefly detracted, because she stopped as well to check in on me.

“Is everything okay, Joseph? she asked.

“Yes, just don’t stop fucking me!” I quickly pleaded.

Mary fulfilled my request and started plowing and kissing me once again. I heard a quiet rustling from that same area, but I subconsciously tuned it out so that the only thing on my mind was what Mary was doing to me.

She ramped up her speed again, her hips slamming into my ass to create a quick, rhythmically slapping as she breathed heavily and focused her view on my backside. Before long, Mary reached her climax with a few slower, deep thrusts before resting her body against mine and passionately kissing me once again. She had came without any stimulation other than watching what she was doing to me.

“Wow…” she stammered, “that was great.”

She pulled out of me and stood up leaving my asshole gaping open about an inch and looked around the chair where I laid, smeared with oil and lube which actively dripped out of me onto the seat.

” You don’t mind cleaning up our little mess here, right Joey?” She asked. “I’m going to go shower off real quick so I don’t make it worse.”

I laid there for a moment, lost in the feelings from my exchange with her and the feeling of the air entering my ass, before getting up to hose down the pool chair. It was interesting to get a feeling for each of the women’s different flavors of domination, and I was very excited to get to continue to get more familiar with them!

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Telefon Numaram: 00237 8000 92 32

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