My first year out of college I was dating this guy, Jackson, who I was pretty convinced was going to be my husband at the time. We had amazing chemistry and he was just a genuine guy and we had the same life goals in a lot of ways – it was all of that stupid right after college love. I could tell it was stupid because we were dating for like a month and he kept telling me he wanted to propose to me. I was also his first real girlfriend.
He sold classic cars at this custom dealership and made decent money, he also flipped cars and motorcycles which in LA is pretty lucrative. His boss was this mid-50s dude with long hair and always wore a leather jacket and rode an old Harley. He was always a nice enough guy, but anytime I hung out there, he’d hit on me in a gross way and I’d never say anything because it would probably piss Jackson off to no end – probably enough he’d quit. He was super possessive in weird ways like he wouldn’t mind me wearing a sexy outfit to a club and get ogled, but if a guy said something to me he’d freak out.
During that summer the boss makes some business deal and winds up owning a boat briefly. And because the dude is a bit of a dick, he has no friends to take it out with, so he invites us. Jackson is so into it, I say sure let’s go and we make plans for the weekend to drive to the place up north where it’s at and take the boat out.
I only own two bathing suits then, my lifeguard one-piece and a tiny tanga bikini I bought for our trip to Vegas knowing we’d spend a ton of time at the pool and Jackson liked looking at my ass. The debate raged on in my mind whether I wanted to spend the entire day getting made fun of for wearing a lifeguard one or just show my ass off and let the guy look.
Settling on the least confrontational thing, I put the tanga on and pulled a pair of running shorts and a tank top over the whole thing. We shoved snacks and towels in a bag. Eddie, the boss, said he made sandwiches and he picked us up in his old caddy and we drove to the Santa Barbara docks. The drive was pretty uneventful and when we got there, the guys who watched the boat normally already had it in the water and ready to go.
It was a blazing hot July day, but it was awesome on the water with a cool breeze. I don’t know shit about boats, but this one was nice. It was like a really nice RV inside. It had a huge deck in the front with the steering wheel at the back next to a table and a bunch of seating. I don’t know how much boats cost, but I am guessing this one cost a bit of money since it had full built in stereo and all kinds of cool little toys.
We get out on the water and Eddie’s wife, Nancy, who is super nice and looks like a porn star who can’t find work anymore, strips down to her bikini right away. Her body, for someone who is probably 50, is amazing. She has tight abs, and an ass thick from squats, but not fat at all. But she had massive fake tits stuffed into a tiny string bikini and the surgery scars were pretty prominent. She also had a large c-section scar across her belly that was stretched from a billion crunches and situps. Eddie looked like he spent more time lifting beers than weights. He took off his shirt and was covered in faded blue tattoos and had a bit of a gut.
Jackson was in great shape, he played football all through college, and I felt comfortable having been a constant runner since I was like 11. Jackson took his shirt off and I stripped down to my bikini and we put lotion on each other. The whole time, Eddie is pretty openly staring at me.
Nance, her friends call her, and she told me I was now a friend, took my hand and led me to the front of the boat and was like, let’s let the boys talk about toys. Walking in front of me, I was pretty impressed by her ass behind the tiny g-string. I wanted to grab it to see how firm it was.
We lay out on the front of the boat and we’re talking about what we do and she tells me about how she used to be a soft-core porn star and music video girl in the 90s. And we start talking about all that, and I tell her I’m a photographer and I do graphic design for a magazine. She’s more impressed with my work and we talk a ton. Eddie comes up and hands us cold beers, smiling like a demon – he asks me if I need a lotion top off. I’m good.
Every time I look back, he’s staring at my ass. Eventually it gets more annoying than gross, and I blow it off. We go back to eat some lunch and he’s handing out sandwiches, and I didn’t realize he and Jackson were back there pounding beers and they were a bit tipsy. I bent over to grab a beer, and Jackson grabbed a handful of my ass and smiled at me. I looked back and Eddie was wide eyed.
After lunch, Nance and I were sitting at the front of the boat talking more and Jackson joined us, he laid down. He was getting a bit too much sun, so I wiped suntan lotion on his chest and legs. He asked if I wanted some, and I said my back needed more. I laid down flat and he starts giving me a full on massage with the lotion. He was kneading my ass and thighs and it was really really nice, but I knew Eddie was staring at me.
When he finished and I sat back up, Nance had taken her top off and was laying on her back – she had zero tan lines. It was impressive. We were a few miles off shore, so Jackson said I should feel free to take mine off too, we’re all friends. I laughed, said I was good. Then, I looked back at Eddie, and there he was, totally naked, beer in hand, holding on to the steering wheel. He had a floppy, long uncircumcised dick. Jackson took his trunks off and tossed them aside. I went with my tried and true – fuck it – and took my bikini top off.
Nance followed up with pulling her bottoms off, revealing a shaved pussy that probably had some sort of surgery on it because it looked like a cartoon vagina with just a slit. I didn’t have beef curtains but I had some lips, but I wasn’t really self conscious about it, so being three beers in, I took mine off too and got some sun on my ass.
We floated for a while and drank and got some sun. Jackson asked me to get him a beer, so I went to the back, where naked Eddie was smoking a cigarette. He leered at me as I bent over to grab two beers, then he told me I have a beautiful asshole. Not beautiful ass, beautiful asshole. I rolled my eyes and went back up front.
My response must have pissed him off because he announced we were heading back to land and pulled his suit on. We all got dressed and he was moping and upset and snapped at his wife a bunch. Jackson asked me what happened, I shrugged.
I liked that I pissed him off and for the rest of the trip back, I laid on my stomach with my ass thrust right at his face. He seemed pissed about it. I spent the next hour strutting around in front of him and showing off my butt. He was fuming.
When we got to land, I didn’t put my shorts on and helped dock the boat in my tanga, brushing my ass against him every time I walked past. When we got in the car, I had worked myself up. Nance was drunk and fell asleep, and Eddie was driving the couple miles carefully to the air bnb. Jackson was leaning his head back and I grabbed his dick through his shorts. He looked at me and smiled. I pulled them down enough to get his cock out, caught Eddie’s eyes in the mirror, and leaned down, taking him in my mouth.
I shifted and pushed my ass in the air, bobbing wildly on Jackson’s dick. After a few minutes of him wiggling and grabbing my hair, he finally came in my mouth. I sat up and looked at Eddie, who was staring at me in the mirror, and wiped my lips, pushing cum inside of them. Jackson pulled his shorts up and Eddie looked shocked but didn’t say anything.
As soon as we got to the air bnb I announced I had to shower. It was a tiny place with a queen bed and a pull out couch and a big tub in the room and a shower behind a curtain. The toilet was in a little closet in the corner. It was a very odd setup, but it was the top floor of a pool house behind a mansion.
I had been in the shower for about a couple minutes soaping off the lotion when Jackson stepped in. He said they got in the tup and he felt awkward and had no where to go. Failing at my sexiness, I told him, “I have a place you can go,” and I grabbed his already hard dick. He laughed and peaked out the curtain.
“We shouldn’t.”
“We are,” I told him.
We started kissing and I was not even making an attempt to be quiet. We had half-drunk, sloppy sex up against the wall and I was more vocal than ever, which I think Jackson was loving also.
He fucked me hard, the wet slaps filled the room. I said loudly, “cum inside me, please!”
He moaned and followed orders. I slumped against the wall and felt his cock slide out of me.
Eddie and Nance were in the tub drinking beers, she was smiling and he looked a bit mad. We toweled off, kind of immune to feeling naked in front of them now. We laid on the couch and looked at our phones, wiped from the day. Eddie and Nance toweled off and laid in the bed.
I passed out hard after that, but the next morning Jackson told me he heard them fucking and it kept him up. I was bummed I didn’t hear it.
Source: reddit.com/r/gonewildstories/comments/agk26c/we_fucked_in_front_of_my_boyfriends_boss_the
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I must have missed the part where you fucked your boyfriend in front of his boss…
Excellent again!
I feel like it might be interesting for *you* to actually read one of your stories instead of having the bot botch it with its monotone rendition.
This is fiction, right? I mean, that’s quite a reaction from just rolling your eyes at someone.