A weekend with Kate and Jon!

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gelysejane
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A weekend with Kate and Jon!

Post by gelysejane »

I have to start with a confession. I’ve always had a soft spot for Kate. We’ve been best friends for 15 years, and she’s like an actual sister to me. She’s incredibly open-minded and touchy in the most affectionate way. Over the years she would randomly squeeze my boobs to compare, give my butt a playful slap as I walked past, and we’d even shared a few silly, giggly make-out sessions at parties when we were drunk. It was always lighthearted girl stuff, but those moments definitely lingered in my mind.

A couple of years ago she and Jon invited me for a weekend at their lakeside cabin and boat, just the three of us, no kids, the perfect escape. We spent the days out on the water, drinking rosé pretty much nonstop. Kate and I were topless most of the time. It felt so freeing and a little sexy, honestly. Jon was a good sport, enjoyed the view but never made it weird.

That last night back at the cabin we drank far too much and ended up laughing until we could barely move. We all crashed hard. The sleeping setup was a king bed where they slept and two twin beds, all in the same open loft room. I woke up in the middle of the night thirsty and overheated, to a room filled with soft sounds.

I looked up and saw Kate on top of Jon, riding him slow and deep. I could tell they were trying to keep it quiet, but she still couldn’t hold in her little, hushed moans. I stayed there for a while, listening to them and watching her move. Kate has smaller tits than me, perfect B cups that suit her frame beautifully, super perky even after two kids with cute, reddish, medium-sized nipples that always look amazing. Watching her ride him was a pleasure.

I started teasing myself a bit under the sheets, and I must have made a small sound or something, because I saw them stop for a second,like they were checking to see if I was awake or not. I decided to pretend I hadn’t noticed anything and quietly got up to grab some water from the kitchen. Kate looked over, saw me, and let out a tipsy little laugh.

“We’re having sex, you know” she said half teasing, still slowly moving on him.

I laughed back, trying to act casual even though my heart was pounding. “Don’t mind me, I’m just getting water.”

Jon gave a low chuckle and thrust up into her a couple of times from below, not hard, but just enough to make a point. Kate let out this surprised, needy moan and her eyes fluttered. Our eyes locked and I heard myself say, “Would it be weird if I watched?”

Kate bit her lip, glanced down at Jon (he just smirked and nodded), and then looked back at me with this playful, turned-on grin.

I settled into the reading chair right beside their bed, still in my panties and tank top. Kate started riding him again, a little faster now, occasionally glancing my way. No one said much, just heavy breathy moans and the bed creaking. I couldn’t help it. My hand slipped over my panties and I started teasing myself slowly while watching them up close.

The room was warm, the moment felt safe and shared, and I wanted to be as open as they were. I was thinking how we had spent the whole day topless together under the sun, how erotic it felt seeing that body now in a sexual context. It felt natural to match that freedom now, in this intimate space. I pulled my tank top off over my head, letting my tits spill out. I cupped them, played with them gently, pinching and rolling my hard nipples while my other hand kept rubbing between my legs.

Kate noticed, “You're so beautiful, play with them for us.”

That sent a jolt straight through me. I squeezed harder, lifted one to my mouth and licked my own nipple while keeping eye contact with her. Jon moved his hands to her nipples and pinched them hard, making her gasp and arch a little. Kate rode faster, moaning louder. Jon gripped her tighter, and I rubbed quicker, my fingers finally slipping inside my panties, circling my clit frantically while pinching my nipples.

We all just fed off each other after that. They changed positions at one point. Kate got on all fours facing me. That’s when I got my first really good look at Jon’s cock. It was thick, really thick, glistening with her wetness as he lined up behind her. And Kate’s pussy was sweet, pink, with a perfectly neat little landing strip just like mine. Feeling completely caught up in the moment, I slipped my panties off too, now fully undressed like them.

He looked straight at me as he pushed that thick cock all the way into her in one slow thrust. Kate moaned loud, gripping the sheets. He held my gaze the whole time he started pounding her, making her perky tits swing under her. I locked eyes with him and went for it. I spread myself open for a second so he could see, then started rubbing my clit hard and fast, two fingers sliding inside me. He fucked her hard watching me, grunting deeper, one hand reaching under to rub her clit while the other gripped her hip.

Kate came first, pushing back against him, crying out softly. That set me off. I came hard staring right at Jon as I rubbed through it. He followed seconds later, groaning low, burying himself deep and pulsing inside her while still watching me ride out my orgasm.

We were all breathless. Jon pulled out slowly, and Kate crawled straight over to me in the chair. She straddled my lap and I could feel his warm cum start to drip out of her. It was so filthy and intimate at the same time. She looked me in the eyes and leaned in and kissed me. Jon watched from the bed, stroking himself lightly.

We’ve never put a label on it, but that night opened the door to a few more incredible experiences since (happy to share those stories too if anyone’s curious). Still the hottest, most perfect escalation of events I’ve ever experienced in my life! 😊
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Last edited by gelysejane on 16 Dec 2025 14:58, edited 2 times in total.
scotty0815
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Posts: 157
Joined: 09 Sep 2021 11:22
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Re: A weekend with Kate and Jon!

Post by scotty0815 »

Wow! what a sexy story!! And so hot..thank you ;)
nnnico
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Joined: 24 Jul 2025 12:09
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Re: A weekend with Kate and Jon!

Post by nnnico »

Nice story, will be happy to discover more...
thaithai
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Joined: 24 May 2015 06:53
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Re: A weekend with Kate and Jon!

Post by thaithai »

Amazing... thank you!
listen48
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Joined: 08 Sep 2020 20:46
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Re: A weekend with Kate and Jon!

Post by listen48 »

Omg that was so hot to read
Finelytuned84
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Joined: 12 Sep 2017 09:44
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Re: A weekend with Kate and Jon!

Post by Finelytuned84 »

Incredible read. What a wordsmith you are- I was hanging onto every word!
And I speak for everyone I’m sure when I ask “please shad more of those experiences you had”!
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