My fiancé (Matt, 24M) works in sales, and since starting at a new company he hadn’t been meeting his targets. His boss (Jason, 46M) pulled him in for a meeting and told him he was probably not going to pass his probationary period and was therefore at risk of being fired unless something turned it around.
Matt was really anxious about this and told me everything. I work at a bar and make good tips but it wouldn’t be enough to pay for our upcoming wedding and pay all the bills. I asked more about Jason, and turns out he recently got divorced after having an affair with a younger coworker.
I was willing to do anything to get my fiancé to keep his job, so I asked him straight up if he thought Jason would help him out if I had sex with him. Matt was upset, but admitted he had no chance of being able to hit the targets and it may be the only way to keep his job.
I’m a 5’2″ slim Latina girl and at work I often have guys hitting on me and telling me I’m hot. Knowing what I knew about Jason I thought it worth a try. So Matt invited him over for a dinner.
That night I wore a lacy lingerie-style bodysuit, red mini skirt and black court high-heeled shoes. As soon as Jason arrived I knew he was checking me out, looking down at my tits. I kissed him on the cheeks and showed him through to the living room. Matt made dinner while I kept his boss company. I started flirting gently with him, complimenting him on his muscles (he works out a lot) and laughing at his jokes while I placed my hand on his knee. I could see he was getting hard.
We had dinner, exchanging more small talk. I was sitting opposite Jason, and from time to time gently touched his leg with my shoe. When his glass ran empty I filled it up for him, standing close and leaning over so he got a good view of my tits.
Once dinner was done, I told Matt to clean up and make coffees while I entertained his boss. I took Jason to the sitting room and asked about Matt’s performance at work. Jason told me that Matt wasn’t hitting his targets and could end up being fired the next month. I told Jason about the wedding and how we needed the money, and he replied that he was sorry but Matt just needs to hit his targets.
At this point I got down on my knees in front of Jason and told him I was begging him not to fire Matt. I pleaded with him that maybe there was something I could do to make it worth his while helping Matt out.
I could tell by this point that Jason was really horny. I looked him in the eyes and asked him if he wanted me to suck his dick. Jason paused and told me he thought I was really hot but it would take more than a blow job to save Matt. I replied that I would do anything for him.
Jason called Matt in, who arrived to see me on my knees in front of his boss. Jason asked Matt if it was his plan to pimp his fiancee out, and Matt replied that he just really needed the job. Jason told Matt to sit down, and told me to show him what I’ve got.
I got up and faced Jason. My skirt had a zip running down the front, and I asked him to unzip me. He did, my skirt falling away to leave me in my bodysuit and heels. I then gave him a lap dance, grinding on his dick and then sat on his lap facing him while kissing him passionately.
I then went down on my knees, unzipped his pants and took out his dick. I realized I was still wearing my engagement ring as I was stroking his shaft, but that made it even hotter. I then gave Jason a really sloppy blow job, deep throating his thick dick. Eventually Jason came in my mouth and I swallowed it.
I looked over and saw Matt looking quite broken. I gave him a quick kiss on the cheek before I took Jason by the hand and led him to the bedroom. Matt followed us, but I closed the bedroom door so he could hear but not watch.
Jason was already looking around the bedroom, and had found a pair of metal handcuffs Matt and I sometimes use for sex. He told me that I was a naughty girl and had to be taught a lesson.
He then started undressing me, while I undressed him too. He had a muscular body and great abs. I was there just wearing my heels, watch and ring while he was totally naked. I pushed him onto the bed, straddled him and started rubbing my pussy on his dick. After both enjoying this, I put his dick inside me and started riding him. I was bouncing up and down on him for quite some time, resting my hand on his pecs for stability, pausing occasionally to kiss him.
After a while I climbed off him. He then told me to open the door and bring Matt in. I did as I was told. Matt entered awkwardly, and Jason picked up the handcuffs and tossed them at Matt, telling him to chain himself to the radiator opposite our bed. Matt complied, getting down on his knees and shackling himself to the wall.
Jason then guided me onto my hands and knees, so I was facing Matt. He then entered me and started fucking me doggy style. I knelt there, moaning from Jason’s thrusting and bowing my head. Jason pulled my hair, forcing me to look up at Matt who I could see was utterly humiliated. Jason then pulled my arms up so I was kneeling upright, and I could feel his breath on my neck as he fucked me, his hands grasping my tits. Eventually I felt him cum again and I returned to my hands and knees.
Jason sat on the end of the bed facing Matt, and guided me to kneel in front of him. I knelt there, softly sucking Jason’s dick while he gave us a proposal.
Thanks to me, Matt would be given another chance. Jason would give him everything he needed to meet his targets and not get fired. In return I was to be available to Jason upon request for anything he needed – he called it “free use”.
Matt and I accepted the deal. Ever since then Jason has been a great boss to Matt. To help with the wedding, Jason has given Matt a lot of paid overtime, which Jason has used so he can fuck me while Matt works. I’m usually sleeping at Jason’s place three or four nights a week now. We fuck in the evening, before I give him another blow job in the morning before work. Matt has gotten used to being cucked, and barely ever even asks for sex anymore, usually just jerking off while I tell him what has happened with Jason.
Source: reddit.com/r/gonewildstories/comments/z4ljyr/f23_i_fucked_my_fiances_boss_to_save_his_job
Updateme
Yeah I’d probably just kill myself tbh
This is depressing
Poor Matt. This story is really sad, honestly got depressed reading it.
Damn Matt that’s ruff homie.
Poor Mat needs to find another job, kick jason in the bollocks and get rid of the girlfriend!!!
God damn this is fucking sad. Poor Matt. Imagine being fucked by your boss every day and then your boss also fucks your fiance.
Poor bastard
I don’t know if this is true but if it is your the biggest slut