The time I [M] hooked up with a hot wife [F] while her husband watched

*This is absolutely a true story, but names have been changed to protect the slutty. *

This happened about ten years ago. My cousin, who was more like my sister growing up, was having the fairytale wedding of her dreams in Walt Disney World in Florida. Because it was a destination wedding, and because Disney is so pricey, it was a small affair, as far as most weddings go. Just close family and friends.

Me, being the giant kid that am (even though I was in my late-twenties at the time), decided to take advantage of the location and fly down a week early to live it up in the parks before the wedding itself.

It was supposed to be a surprise for my girlfriend at the time, but two weeks before we were set to go, we had a little disagreement. I preferred she not secretly be sleeping with her ex when she said she was working late. She disagreed.

I cared more about the lying than the cheating, to be honest, but either way, two weeks later I found myself alone on a bus full of families from the Orlando airport to a moderate-priced Disney hotel.
The only people on the bus without screaming, rambunctious kids was myself and the couple sitting across the aisle from me.

We got to talking, and they seemed like lovely people. They were in their late-forties, from North Carolina, celebrating an anniversary—I forget which one.

Greg was an investment banker of some sort, he told me exactly what he did but honestly it was in one ear and out the other. He liked golf, NASCAR, cigars, and was proud of his pontoon boat and his man cave. He sported a military-style crew cut, juuuust starting to gray, and had a noticeably strong jaw line.

His wife, Jill, was head of nursing at their local hospital. She was tall, thin, and blonde, with a typical “soccer mom” hairstyle. Being young and stupid, I thought she was way too old to be my type, but she was still attractive for her age. Like I said, young and stupid.

We chatted the whole ride to the resort, and then parted ways, none of us expecting to ever see each other again.

After I settled in to my room, it was late afternoon. I didn’t plan on visiting the parks until the next day. Besides, I was tired from traveling all day (why? I don’t know. It’s not like I had to do anything), so I took a nap. When I woke up I grabbed some dinner at the quick-service restaurant and walked around the property a bit, exploring.

I was delighted to come across an outdoor bar near the pool area and took a seat. I ordered a pina colada, because vacation, and for the first time since my break-up, felt the tenseness in my shoulders start to melt.

After a bit, I heard someone call out my name. I looked over to see Greg walking toward the bar. He was in a red swimsuit, and with his shirt off, I noticed how surprisingly fit he was compared to in his golf shirt on the bus.

He ordered two drinks, which I put on my tab, and we talked for a bit about our plans for the week.

Soon, we were joined by Jill, and I almost fell out of my seat. She was just coming from the pool, and wore a shiny silver one-piece that hugged all of her curves. Her breasts spilled out over the top, and the back barely covered her perfect ass. She would be considered absolutely slamming at any age.

My surprise did not go unnoticed. Greg laughed. “She cleans up nice, don’t she?” He asked.

“Stop it,” chided Jill slapping his arm. “He’s just trying to embarrass you.”

We moved to a table and spent a few hours chatting. About our hometowns, sports, families, jobs…all the while I kept stealing glances at Jill when I thought they weren’t looking. Her nipples were visibly straining hard against the fabric of her bathing suit.

Her foot brushed against my leg a few times, which sent my heart racing, but there was no indication that it was anything more than innocent.

Around nine, she caused me to almost spit out my drink when she exclaimed, “Well, I’m horny. Come on, Greg, let’s go fool around.”
Greg laughed and shot me a wink. She was a riot.

They headed back to their room and I to mine. I took a cold shower and jacked off to the thought of Jill peeling her swimsuit down and letting me fuck those gorgeous tits. Then, in stark contrast, I fell asleep thinking of all the fun I’d have the next two weeks in the happiest place on earth.

And I didn’t think of my ex at all.

The next morning was spent at the Magic Kingdom, with all the luxury being a single rider can afford. By noon, I had ridden almost every major ride, and was getting hungry for lunch.

I figured I’d eat and spend the rest of the day at Epcot, which has the best collection of food (and drink) anywhere, so a quick monorail ride later I was in the Morocco pavilion, chowing down on a sampler plate.

When who should walk by, but my new friends. It was Jill that saw me first, and came running over to my table. While not dressed as revealing as her swim attire, she was still stunning. She had on tight denim short-shorts, a tight spaghetti-strap tank top, and Minnie Mouse ears with a bow.

Her breasts bounced hypnotically as she ran. I wanted to move further away so she’d keep running.

They greeted me as if I were an old life-long friend. They told me they were “drinking around the world,” which meant working their way around the 11 country pavilions in the World Showcase, and having a drink in each one.

They invited me to join them, and I figured why the hell not, and agreed. As we walked through the park, I tried to hang back so I could check out Jill’s gorgeous ass, but she was very talkative and kept matching my pace.

Because I’m a fast drinker, and because I felt I had to catch up to them, there were several stops where I would have two drinks to their one, so it wasn’t long before I was feeling pretty damn good.

Both Greg and Jill were loosening up as well. Over time, the laughs got louder, the jokes got raunchier, and Jill became more affectionate…to both Greg and myself.

While enjoying drinks at the France pavilion, Jill dropped her wristlet and bent down to pick it up. She was directly in front of me and it gave me a clear view down her shirt and those beautiful breasts, lightly freckled from the Florida sun.

I looked up and was embarrassed to find Greg’s eyes meet mine. Caught. Rather to my surprise, he smiled and nodded. He knew what he had, I figured, and didn’t mind showing it off.

By that point, the park was getting pretty crowded. There were no places to sit, and my feet were starting to ache. Jill must have been feeling the same way; she suggested we buy a couple of bottles of wine and head back to the hotel where it was more comfortable.

I tried to make up an excuse to go back to my own room, but Greg insisted I join them in theirs for at least one more drink.

The bus to the hotel was packed. Greg and Jill found two seats at the back, and I stood up about halfway down. During the ride, I kept glancing back at them, and every time I did, Jill was looking back at me, smiling warmly, while Greg was whispering in her ear.

When we finally arrived back at the hotel, Greg went to the gift shop to buy a corkscrew, and Jill and I walked together to their room. Once we were away from Greg, Jill wrapped her arm around mine as we walked.

“So we have something to ask you,” she said.

“Oh yeah?”

“Yeah…you know, we’ve seen to really hit it off.”

“I know,” I said. “I’m glad we ran into each other.”

“So my question is,” she said, “would you be interested in fucking me?”

I snorted a laugh, but I immediately realized she was serious.

“Uhhh…” I stammered. “I mean…what about Greg?”

“He’d be there.”

“I’m sorry…he’d be there?”

“Don’t worry,” she said. “Just watching. Taking care of himself.”

“He’s…okay with that? Watching a near stranger fuck his wife?”

“Oh, sweetie,” she said. “More than okay. He wants this. I want this. I want you.”

She stopped and kissed me. It was a hungry, passionate, no-holds-barred kiss, that left me little choice as to what to say next, other than, “Let’s do it.”

When we got to the room, Jill wasted no time. She said we should get started without Greg—this was the way they wanted it. I was not in any mindset to object.

We practically tore each other’s clothes off, until we were in just our underwear. I unfastened her bra and eagerly took her tits in my hands and my mouth, going from one to the other. Kissing, nibbling, groping, pulling, squeezing…she started moaning louder and louder.

She kept on, I noticed, her Minnie Mouse ears. A bit weird, but I didn’t hate it.

She laid out on the bed. I climbed on and pulled her panties down…they were already soaked. She spread her legs wide and started kissing the inside of her thigh. I moved up, gentle and slow, but she was having none of that. She grabbed my head and pushed me face-first into her glistening pussy.

“Fucking eat me,” she said. I hungrily obliged.

I licked her hard and fast as she squirmed beneath me, paying extra attention to her clit, which was swelling up by the second.

Just then, Greg walked in. My gut instinct was to jump up, but Jill held my head in place.

“Look at this, Greg,” said Jill. “Look at what this real man is doing to your wife.”

Ohhhh, I thought. That’s how this is going to be.

Greg remained silent. He sat down in a chair, facing the bed.

“Oh, he feels so good,” Jill moaned. “So much better than you. If he keeps this up, I’m going to cum.”

I never thought this kind of thing would be a turn on for me, but I found myself getting harder as I ramped up my tongue-work, devouring her pussy even more intensely.

“And then,” Jill went on between gasps and moans, “I’m going to let him fuck me. Harder than I’ve ever let you. And you’re going to watch it happen. Okay?”

“Yes,” said Greg softly. It was strange to see this boisterous, alpha-male type I had gotten to know suddenly become so submissive.

True to her word, Jill was soon writhing in an orgasm, her fingers clutching fistfuls of my hair. She caught her breath, and then said in a commanding tone, “Lie down. I’m going to ride you.”

I did as I was told. She kissed me, passionately, sucking her own juices off of my lip. She grabbed my hair and whispered in my ear, in a surprisingly sweeter tone, “I’m clean and on birth control, but if you’d prefer we can use a condom.”

At least one of us was thinking rationally. But I shook my head. “Good,” she smiled. She then tore off my boxers, my dick springing straight up, the tip glistening with pre-cum.

“Oh,” she gasped. “Look, Greg. He’s so much more impressive than you. Isn’t that cock gorgeous!”

She kissed the tip, but then climbed up and lowered herself onto me. She rode me, slow at first, but getting wilder as she went. She felt amazing…warm, tight, and unbelievably wet.

She talked a lot…almost always to Greg and not to me, about how much better i was than him. I almost felt bad, but it was clear he was getting off on it. He ended up removing his clothes, but stayed in the chair, stroking himself.

The way Jill had been berating him, I expected him to be on the smaller side, but was surprised to notice he was roughly the same size as me.

We switched positions, with Jill on all fours, facing her husband, and me pounding into her from the back.

“Oh, Greg,” she cried out. “He’s fucking me so good. His cock feels so good deep inside me. He’s so deep. Oh I need him to cum in me. I need him to fill your wife up. Oh…”

The last bit drove me over the top. I grabbed her hips and railed away. Greg stood up, with his dick inches from Jill’s face and stroked furiously. He let out a moan as he shot a stream of cum at her, covering her face and hair. She moaned loudly, and I could feel her pussy tighten. The sight of her covered in cum, even someone else’s was too much for me.

As much as she was begging me to cum inside her, I pulled out. I was going to finish on her ass and back, but as soon as I pulled out she whirled around to catch it on her face. She held her mouth open to get what she could, and let the rest splatter across her already-plastered face.

I collapsed onto the bed. Holy fuck, that was hot.

Jill went over to Greg and kissed him, until his face was covered in our cum also. That was when the absurdity of the situation hit me, and I busted out laughing.

They were a bit confused, but laughed along as well.

As I walked back to my room a bit later, I shook my head in disbelief. This was turning into a very interesting vacation.

Little did I know, it was about to get even more interesting, when I would meet who would turn out to be my first wife…but that’s another story for another time.

Thank you so much for reading.

Source: reddit.com/r/gonewildstories/comments/n2viub/the_time_i_m_hooked_up_with_a_hot_wife_f_while

5 comments

  1. ??? Great story bud and extremely well written. Can’t wait to hear more.

  2. This is a great story and I enjoyed reading it, but I’d hardly consider consensual cuckolding cheating. ?

  3. >It was supposed to be a surprise for my girlfriend at the time, but two weeks before we were set to go, we had a little disagreement. I preferred she not secretly be sleeping with her ex when she said she was working late. She disagreed.

    Excellent. So nonchalantly explained.

  4. Absolutely amazing and so well written. Can’t wait to read on…

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