Went from sitting to participating with an older couple [FFM]

A recent GW story made me think of this kind of crazy weekend I had when I was a senior in high school (I was 18 at the time, I’m in my mid-20s now). For about a year at that point I’d been babysitting their kiddo who was pretty awesome. I would come over on Saturday afternoons and hang out with the kid while they would go do house chores or whatever and then I’d stay home after he went to bed and they would go out on the town and come home and I’d walk across the street to my parents place.

During that time there were a few occasions where they’d come home pretty wasted and offer me a drink and we’d sit and talk and the wife was always very flirty with me, like beyond just friendly. But, it only happened when she was drunk. The husband would just sit and smile, like kind of watching. Later in life I kind of saw this move from husbands in the swingers community.

So, one day they are texting with me and ask if I wanted to go with them to Santa Barbara for the weekend. They said I could do whatever I wanted from the morning up until like 5pm and then they wanted to go out and have a good time and I could watch the kiddo. So, I was totally down and they offered me a good chunk of cash to do it.

This was the height of summer and we were staying at a pretty fancy home they rented right on the beach. I ventured off before everyone else woke up and spent the day hanging out on the beach, swimming, and just being a beach bum in a cool town I’d never been to before. I got back to the house around 5 and helped the couple with making dinner. We all talked about their plans of wine tasting and meeting some of their friends.

Then, they took off for the night and the kiddo and I watched a movie and then I put him to bed and got out my laptop and spent a few hours writing and doing pretty much nothing. At around 1am they come home and I’m asleep on the couch. When they stroll in it’s pretty obvious they’re tipsy and have been having a good time. I had meant to change before they got home but I’d fallen asleep in my bikini bottoms and a baggy tshirt on the couch watching a movie.

I excused myself to take a shower and go to bed, but the wife asked if I wanted to join them for a glass of wine before hand. It wasn’t unusual for me to have a glass of wine with them, so I said sure thing and planned on drinking it then heading to bed.

The wife, Sarah, and I went to the huge patio that overlooked the beach, and Zack, went to get some wine from the cellar. We sat on chairs next to each other and she was telling me all about their night, how they were supposed to meet up with friends and they had to cancel at the last minute and so they went bar hopping, which they hadn’t done in years.

Zack came back and poured out three glasses of wine which emptied the bottle. We started sipping and they were sitting together being fun and giggly, a side of them I didn’t see a lot. So then out of the blue, Sarah tells me that her and Zack are actually swingers that were meeting another couple to swap and it was sad it didn’t work out, and I was just like, oh wow, bummer. At this point in my life I wasn’t innocent at all and had a bunch of threesomes and was pretty wild.

That conversation kind of falls flat and Sarah just says, let’s go swimming! The house has a good sized pool, and Sarah gets up and stands on the steps still in her tiny black dress, Zack stayed in his chair watching with that same grin. Sarah lifted the dress over her head revealing a tiny black thong and breasts that were bigger than I’d have guessed seeing her over the last year so often in tiny tops. After a few minutes of me stalling, she eventually walked over and took my hand and dragged me playfully towards the pool where she dove in, then took her undies off underwater.

I pulled my shirt off over my head, still wearing my bikini underneath, and joined her in the warm water. Zack stayed fully dressed, sipping wine from the chair while his wife told him not to be a spoilsport. We swam around a bit and she splashed water at me. After a few minutes of swimming I got out to get my wine glass and sat on the edge of the pool sipping it. Sarah swam up and asked for hers, so I got it and sat back down, she swam up to me and put her head playfully between my legs, smiling up at me, and said, “you should take these off, it’s so warm.”

I laughed and said I was ok. She called out to Zack and said I was shy, and if he got naked I would too! Which I hadn’t agreed on. But, Zack stood and right next to me stripped naked, down to his surprisingly large dick. He was probably a solid six inches soft, which I found pretty shocking. He sat down right next to me, his thigh pressed against mine, and his wife playfully holding onto my thighs kicking out in the water with her long, slim legs.

I tried really hard not to stare down at his penis while Sarah was making very casual conversation about my college plans. Then, while we were still chatting, she shifted over to Zack and started casually stroking his dick while staring right in my eyes and talking about how I was having issues fitting all of my stuff into my small car for the long trip. It was bizarre.

After about 30 seconds of that, Zack jumped in the water, and we continued to talk about moving logistics while he was very clearly getting an underwater handjob a foot away from me. Then, Sarah declared she had to pee, and climbed out of the side of the pool and walked totally naked past me and into the house, grabbing a towel on the way and wrapping it around her wet hair. Then, Zack and I looked blankly at each other and I tried not to stare at his hard dick under the water. He suddenly asked why I didn’t rent a uHaul and my mind blanked that it was the conversation we were having and I just asked why I would do that? He laughed and said, for all my stuff, then he offered to drive me in his big SUV if I needed, I just smiled and said thanks and we awkwardly stared at everything else around the pool except each other while I sipped my wine.

He asked me to pass him his, so I got up and got it for him, and as I was turning around, Sarah was coming back, naked except for the towel on her head and another bottle of wine in her hand. She had already uncorked it and sat down next to me, filling my glass to the top without even asking which made me laugh. Then she dumped the rest in her and Zack’s glasses and she leaned back seeming really comfortable with her nudity.

“You’re absolutely gorgeous,” she said to me, locking eyes and making me blush, a lot. Then she reached for the tie of my suit on my back and asked, “may I?” Zack turned and started lazily swimming laps, leaving us alone. I wasn’t sure how to answer and smiled, and she took that as a yes and untied the loose knot on my neck. Because I was leaning forward the front of the suit just fell over across my lap and I leaned back, gathering it in my hands. But I was feeling a bit brazen and balled it up, pulling it the rest of the way off my chest. Sarah smiled and wow’d at my non-existent tits. Hers were probably a solid C, and I had yet to break an A-cup in my life and already had a small savings account for an enhancement which I never got.

She reached out and touched my chest, tweaking my puffy nipples which I was really uncomfortable of, but she made me feel relaxed. I leaned back, mimicking her pose, and we sat side by side, she put her thin leg over mine and we drank wine and she changed the subject to if I had a boyfriend, which I didn’t. She took it as I hadn’t ever and I explained he was just a piece of shit.

We sat and talked about shitty ex’s and she turned it to how shitty ex’s were often amazing in bed, and with no transition we were casually talking about getting and giving head, then sex and dick sizes. At this point Zack had come back over and was leaning his head against Sarah’s leg while floating in the pool. She then started explaining how amazing Zack was at giving head and was talking about how he found her clit the first time he went down on her which no guy had ever done before. Zack just turned and smiled at me and gave himself a little golf clap and Sarah was playing with his short hair, and I almost laughed because it was pretty obvious where this was going, and within ten seconds it did.

Sarah scooted forward a bit and Zack buried his face between her legs with zero hesitation or concern I was standing there. He had one hand supporting him in the water, and the other was resting casually on my thigh, squeezing each time Sarah moaned a little. It was a huge fucking turn on since I’d never been this close to people having sex this blatantly. I realized it had been like three minutes of me just watching him go down on her while Sarah was rubbing my back with her free hand, and I had found myself spreading my legs wide open and feeling extremely turned on.

Sarah’s hand had drifted to my hip and she had two fingertips under the band of my bikini bottoms and was doing the notorious guy thing of resting them, then sliding closer, and resting – like sneaking up on a deer or something. I set my hand on top of hers, and felt her tense up, but then I slid it fully in my bikini and she didn’t slow down at all as she slid her finger down my already soaking wet pussy lips. She slid right between my lips and instantly found my clit, which was already swollen and ready from watching – probably my favorite thing ever.

As Zack was still going to town, she leaned over and untied my shorts, pulling them back and exposing my, much hairer than hers, pussy. She was sliding her fingers around my clit and making me arch my back, when I saw her push Zack’s head to the side, and without even looking up, he moved his head from between her legs to between my own. His tongue was even more relentless than his wife’s fingers. He found my clit and was bringing me down the road faster than I’d ever experienced, he was goddamn good at it.

Sarah had moved over and was kissing my neck and playing with my nipples from behind me, pressing her body against my own in the heat next to the pool. Zack had slid two fingers inside me while licking and I was about to explode. Sarah turned and straddled my lap, making out with me. I wrapped my hands around her back and felt Zack’s head, it was buried in her ass cheeks and he was loving it.

She slowly slid off me into the pool with Zack standing behind her and she buried her own mouth between my legs. She started jolting and it was clear he was fucking her from behind as she brought me to a massive orgasm. After I came I lounged down on my side, and she came close and kissed me as Zack continued thrusting inside of her. She had both hands on the side of the pool and made the tiniest little squeak sound each time he pushed hard inside of her. Her tongue was desperate in my mouth. She pulled away and began gasping as she started to cum and pushed her forehead against my cheek and shook.

Zack smiled at me and I put out a fist and he burst out laughing as he fistbumped me. Sarah joined us in laughing and climbed up on the side of the pool and laid in my arms. We sat there for about five minutes before we went back to talking and wine.

Source: reddit.com/r/gonewildstories/comments/i78cne/went_from_sitting_to_participating_with_an_older

9 comments

  1. What hotel has a wine cellar, and you kept referencing “back to the house”. Should be one or the other for continuity

  2. >Sarah’s hand had drifted to my hip and she had two fingertips under the band of my bikini bottoms and was doing the notorious guy thing of resting them, then sliding closer, and resting – like sneaking up on a deer or something.

    I nominate this for gonewildstories quote of the year. Seriously, I saw your comment on the other, similar story and am so glad you wrote this up. Crazy hot!

  3. Another really hot story, please keep writing. I’m enjoying all your stories and themes

  4. Wow, this was so hot and I’m so glad you decided to write it and share! You totally skipped over all this earlier today :)
    You’re a great writer too, I felt like I was you here.

  5. Came here from the other GW story and this was as good as I was hoping it would be. Sharing with my wife ?

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