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The original was posted on /r/gonewildstories by /u/LongDogn on 2023-08-09 16:29:27.

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The yellow light of the morning sun cut through the shades of our rented beach house. Stealing a few peaceful moments before the chaos of the day started, I grooved to the music coming through my AirPods while I poured my first cup of coffee.

“I’m glad to see I’m not the only early riser.”

After landing back on the ground, I turned and identified the voice, “Oh hey Kailey,” I said, wiping up the mess I made, “I wasn’t expecting company so early.” I took a second to make sure my robe was closed all the way and cinched the tie around my waist to keep it that way. Kailey has been one of our regular babysitters for over a year while she takes classes at the community college and figures out her next moves. We’ve traveled enough with our little one to know vacationing with a toddler without extra hands to help isn’t really a vacation, so we splurged on the expense of bringing her. She’s great with our kid, I had been too busy to notice her beauty, only seeing her in passing, but now with her here in front of me, I was noticing.

She covered her mouth and laughed. “Sorry, I didn’t mean to scare you, I’m just so excited to be here I couldn’t sleep,” She was also wearing a robe, but where mine was plaid and went to my knees hers was silky and barely covered her thick ass which defied physics. It hugged her 5’7” hourglass figure and worked overtime to contain her C-cup breasts, her nipples pressed against the fabric.

She gave me a quizzical look and I realized I must have been staring. I blushed and she smiled, “make me a cup?”

“Right of course! How do you like it,” I turned my attention to the coffee and took the opportunity to hide my growing erection. I handed her a cup. She savored the smell and first sip as if it had been years since her last cup, her wavy blonde hair splayed across her shoulders.

“You know, you’re such a good dad,” She said when she came back up for air.

“Oh… thank you”

“No really, the way you are with him, the way you play with like there’s nothing else you’d rather be doing. The way you take care of your family and also are available emotionally, it’s so… sexy.”

Coffee nearly shot out of my nose just then, “you don’t say.” I managed to say around a cough.

She laughed again and leaned back. Her robe had loosened, revealing a line of cleavage that plunged to depths I desperately wanted to explore. “A man who plays, provides and protects the way you do has got to be amazing in bed.”

I was a deer in headlights, “Yeah, uh, well, you’d have to ask Sarah about that.”

“I don’t have to, I have heard her moans through the walls many times,” She saw my face burning, “relax, with as dutifully as you serve your family you deserve to have someone who serves your every desire,” She finished her last sentence with smoky lingering eye contact. She was coming for me.

“You don’t, uh… you think so?” I stammered out as I looked away and nervously swiped at my phone. I looked up and met her withering gaze.

“Yeah,” her smile was sly, she rose from her seat and sashayed toward me, her silk robe barely holding on, “speaking of,” she took my cup and sat it on the counter behind me, “I wanted to thank you for bringing me to this beautiful place, and paying me for the pleasure,” she opened her robe, revealing the depths I’d just been thinking about, “like, really thank you.”

“Fuuuck,” The sight of her breasts and burgeoning hips on a body unblemished by time or gravity took any other thought out of my brain. Aside from her robe she had nothing on.

She giggled and parted the top of my robe, kissing my hairy chest “so what do you say?” She pressed her naked chest to mine, “You have so much passion to give,” she opened my robe, “And Sarah is tired from looking after the baby,” she wrapped her hand around my growing cock, “I bet my young, flexible body can take whatever you have to dish out,” She kissed my neck then whispered in my ear “and I can keep a secret if you can,”

I have to take a step back at this point in the story to say that my brilliant wife saw this coming miles before my naïve ass. The previous day, when Kailey arrived wearing a sun dress featuring a plunging neckline and a skirt that barely reached her thighs, my wife called it.

“That girl is looking to get some of that good eggplant,” She winked at me.”

“And good for her, she’s an attractive young woman who will have lots of free time in the evenings, I’m sure she won’t have trouble finding someone.”

My wife looked at me like I couldn’t possibly be more dense, she shook her head, “Bless your heart, If she makes a move, you should go for it.”

“Huwhat?”

“Trust me,” She said, curling her arms around my waist and pulling me in for a kiss, “I’ve seen the way she looks at you,” she shushed me with a finger when I protested, “you deserve this, just make sure you tell me every last detail.” She nuzzled my neck as her hand snaked into my shorts.

—

This conversation played back in my mind in that split second Kailey paused for my consent, right before I heard a little voice in my head.

“Do it, baby. But maybe turn to the side so I can see?”

The voice was that of my wife, she wasn’t in my head, but back in our bedroom. As my conversation with Kailey unfolded I had discreetly sent her a link to our nanny cam, then I called. There was some initial confusion, but my wife is a smart lady and quickly caught on. I wasn’t just sharing the details, I was making her a live participant. First I needed to fix the view.

I pretended to look around the room, and in the process made sure we were front and center for the nanny cam.

“Perfect!”

When I hit my mark I pulled Kailey in for an aggressive and horny kiss, her ass was in my hands and her breasts pressed against my chest as our tongues fucked each other. My cock was harder than it had been in years as my wife cheered me on. Kailey kissed my neck, then my chest, and worked her way down my torso as she settled to her knees and adeptly threw her blonde hair back into a ponytail with a hair tie she had on her wrist. She knew we didn’t have a lot of time.

As she got to eye level with my larger than average member, she took a moment to admire it, she weighed it in her hands and locked eyes with me as she slowly took me into her mouth.

“Damn honey, this is so hot. look at her fit and thick little body! God I miss being 22, but when I was 22 I couldn’t. Suck. Cock… like that.“ I could tell she was masturbating as she watched. Our sex was going to be like lightning for weeks thanks to this.

Sarah was right, Kailey knew her way around a blowjob. She was able to get a little over half my length into her mouth before my girth kept her from getting further, but still she had all the moves. She expertly tongued the underside of my cock, stroking with her right hand while she tugged on my balls with her left. I moved her hair out of her face and admired her beauty as she methodically worked on draining me, all while my wife talked dirty to me from the other room. My head was swimming, I wouldn’t last long.

Kailey released my cock with a snack of her full lips and looked up at me with innocent eyes “am I as good as Sarah?” She asked before sucking one testicle then another into her mouth and slowly stroking me with her hand. She’s feeling a little competitive.

“Sarah wouldn’t have to use her hands.”

“Damn right!” I heard my wife respond.

Without saying a word Kailey raised an eyebrow and stopped sucking on my balls. She met my gaze, crossed her arms behind her back and took my cock back into her mouth.

“Damn honey, our babysitter wants your big daddy dick so bad.”

I had to agree, the ample spit she was using had started to gather on her chin. She moved her hand to catch it before it fell but I slapped her hand away and shook my finger. Dutifully, she crossed her arms behind her back again as her saliva dripped onto her firm breasts and slowly made its way down her torso. “Fuuuck,” I said again, eloquently. This was going to end soon.

Perhaps sensing this, Kailey came up for air momentarily and smiled up at me, “I’m better than she is, huh?” She winked and tried to take me as deep into her throat as she could, she got another inch in and I could feel the head of my cock straining against her throat. I couldn’t help but moan.

“That bitch! She thinks she can bob her head on a cock and be better than me? Give her a real challenge, I want to see you make her gag."

At this point, I was coming up on the edge of a huge orgasm and couldn’t think for myself or my slighted partner. I closed my eyes and shook my head.

“Damn it, Seth, she said she wants to take what you can dish out, so let her put her money where her throat is.”

I couldn’t do it!

“Listen, you fuck her throat right now or I’m coming out there and shutting this down right now!” She paused. “One! Two!”

I grabbed a fistful of Kailey’s hair and pulled her back from my cock, the sound was like a suction cup releasing, she gasped and looked up at me with fire in her eyes.I crouched down and cupped her face in my hands, I pushed the hair out of the face and kissed her swollen lips. “You are incredible, but everyone will be up soon,” She smiled and nodded and we shared a tender kiss. Then I stood up, pressed my cock against her lips, and as they parted I grabbed her head with both hands and pushed it down in my lap until her nose hit my pubic bone.

The resulting gag was deep and loud. But other than her body’s involuntary reaction she…

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