So this my first post after lurking for some time. I hope my English and writing isn’t too bad. As I am neither a writer with any practice, nor that good at English.
My life and my sex life used to be pretty vanilla, before I started a side-job. I had a few girlfriends and even a random one night stand once, but life got pretty interesting during my mid-twenties.
I worked as a security guard and bouncer in a couple of clubs, to help pay my way through university. One of the owners, Chris, liked me, so he got me a fixed position, as I was working on an on-demand basis before that.
This position was at a strip club. The money was good, so I was happy about it. I worked there for some time and then one day out of the blue Chris asked me, if I could maybe fill in at one of his other clubs. He was planning an event there, but didn’t have enough guys for security. I obliged as I was happy about the bonus I was offered, because my rent was due.
So what caught me off-guard was, it was a swingers club. I hadn’t known my boss owned such a place, let alone that he was into that life-style, as he told me, when he showed me around the place. This was when I first met his wife, Mary.
Well I got shown around and what I had to do exactly. The first rule for me was, I was the security, during business hours I had to work and no sexual stuff with the guests, even if I was approached. And I never once broke that rule. I ended up working quite a lot in the place at the end. Doesn’t mean I didn’t get involved with some of the guests outside of work later on.
Well the evening was a sort of tryout party, for those wanting to see how a swingers club worked. I had to calm down a few people who drank too much or were jerks because of nerves. It was all in all rather tame. Sure there were things going on, some in the open, some behind closed doors, But I knew to be professional.
So when the night wound down and the club closed up, the cleaning and tidying began and I went home. The next evening my boss welcomed me back at the swingers club. I was there to pick up my check.
So we got to talking in the back office. How I liked it working there, etc. Midway through the conversation Mary walked in. We had talked some the night before, but not extensively. There was some kind of commotion in the club. I was off-duty but I lent a hand to the security on duty. Some muscly guy was making a ruckus. He had punched the other security and I grabbed him and restrained him. I was rather well trained at the time too.
After that I let the on-duty guys take over. Chris was still talking to people and sent me back to the office. Mary was still there and we got to talking. She was a tall, slender redhead, in her mid-thirties. With a body hot enough to grill on. We talked a little and waited for husband to return. I sat down and some time passed in talking.
Then Chris returned. Mary went over to him and quietly whispered something in his ear. Chris just smiled and nodded. He asked, if I had time, because they had to call the police to take care of the loudmouth from before and was busy dealing with that. Maybe they’d need me too for testimony. I shrugged and agreed to wait.
Mary gave me a whiskey and we talked. I noticed she had undone some of the buttons on her blouse. Giving me a view of her cleavage, giving me the urge to kill my boss, for being married to this bombshell.
The company was pleasant and me being still tired from working late the night before made the whiskey go straight to my head. Mary caught me staring at her breasts. She smiled and sitting across from her I could see her black bra. The sight of her was so smoking hot. With the top of her blouse undone and her skirt hiked up enough to let me see the rim of her stockings a blind men could have spotted my arousal.
Mary smiled again grabbed my hand and put it on her breast. I protested, she was my bosses wife. She giggled and said both of them were into the swinger lifestyle. She had already told Chris, she was interested in me and he had given his ok. In fact that was what the whispering had been about.
Apparently Mary did like strong men, and me handling the guy, who had handily beaten the other security, was what made her interested in me. She told me I could of course say no and there were no hard feelings. But I was buzzed and my judgment was impaired from being horny and still a little sleep deprived. Where I would normally have come down with a case of nerves, I just decided to fuck the consequences and fuck her.
I started playing with her breasts more enthusiastically. I massaged them and could feel her nipples go hard under my hands. She told me to wait. She took my hand and we left the office going up the stairs into one of the private booths. On the way she waved to someone, though I couldn’t see whom.
She took of her blouse and I unhooked her bra greedily. I returned to massaging her breasts with one hand, kissing her and licking her ample breasts in the process. All the while my other hand moved under Mary’s skirt. Slowly moving up her thigh to her pussy, which was already slightly damp. She started moaning as my hand went into her panties and I started caressing her there too.
Luckily she was shaven as pubic hair, at least if it isn’t neatly trimmed, is a huge turnoff for me. I caressed her clit and slid my finger along her entrance, which was getting wetter by the second. She started breathing heavy, which I took as sign to insert to continue and so I put two fingers inside her. After some time of this treatment she started moaning louder and louder.
Mary pushed me back onto the bed. She gestured to my pants, which I lost in record time. Sitting there in my shirt and nothing else, Mary knelt in front of me and slowly began stroking me. When she was satisfied with my boner, she started rubbing along the shaft with her tits and licking it. I died and was in heaven. The feeling of her soft boobs and massaging of her tongue were incredible This went on for a while, until I realized I was about to finish, from the shear pleasure. I made Mary aware of this and she just smiled and told me, we were not done yet.
She removed her skirt and panties, leaving her only black heels and stockings. She retrieved a condom from one of the wardrobes and put it on me. Then Mary sat on my lap facing me, while I sat on the bed. She positioned herself over my rock hard boner. We started kissing each other and my cock slowly but surely entered her.
The moment I was fully inside we both started moaning. It felt like I was going deeper with every repetitive motion of back and forth. We both got louder and louder moaning out our pleasure. We held each other and I closed my eyes, while my mouth sporadically wandered from her mouth to her tits.
She said something under heavy breathing though it didn’t register with me what it had been. I just enjoyed the up and down, in and out of our combined movements. I could feel her oncoming orgasm It built and her moans grew in intensity and volume until she climaxed. She trembled and shivered in my grip.
I gave Mary a moment, to catch her breath while holding her. But she surprised me and eagerly staring rocking back and forth again. She was more eager now, moving with more speed and gusto. I continued to tease her breasts, kissing her mouth and licking her nipples, which she seemed to like very much.
I couldn’t say how long she was riding me, but I felt the pressure in my loins building. I strained to control myself a little longer, as I could feel Mary’s own climax building again. It was the same feeling as the first time around. I could barely hold on, but somehow I managed to prolong the experience somehow.
Mary came on my cock the second time. She moaned and huffed glowing in her post orgasm. She smiled and a little shakily climbed of my lap. She removed the condom off of my dick and told me I had deserved a little reward.
She took my cock in her mouth and started blowing me fervently. Licking uo and down my shaft, and making the whole thing disappear into her. I would have liked to hold out longer, but it was too much at this point and I came under her ministrations. I unloaded into her mouth and couldn’t help but moan aloud in pure ecstasy. I breathed heavily and Mary smiled and went to the bathroom.
That is when from the corner of the room the entrance was at, I could hear clapping. It was Chris, my boss. Suddenly I was flustered again. It shot into my head, I had just nailed my bosses wife. And the although she had said it was ok with him, I had no proof for it.
My horror must have shown on my face because he alleviated my dread immediately. Indeed Mary had asked about a little fun time with me. And Chris, who did like me, had nothing against it, as long as he was asked before hand. Chris told me he had fun with other swingers too.
He told me he had come in part way through. Probably when Mary had said something I had not been able to interpret. And I was really distracted, by the bombshell on my lap at the time.
I asked what the applause had been for. Chris told me that most newcomers had a case of nerves, when married people, let alone the bosses’ wife approached them. But I had acquitted myself very well. I stared a little dumbfounded. That was when Chris dropped the envelope with my bonus on the bed. Said I was welcome to the club any time and left, after checking in on his wife.
After that exhausted as I was, I waited for Mary to finish in the bathroom. We had a little chat. I kissed her again and thanked. And went into the bathroom to clean up myself. I picked up my money and went home. Trying to sort out the very surreal experience in my head.
—-
This is just the first story from that part of my life.
Source: reddit.com/r/gonewildstories/comments/6yxxy9/my_bosses_swinger_wife_mf
Excellent story.
Agreed. I enjoyed this peek into a world I was always curious about. Thank you for sharing.
Nice story. Did you get to hook up with other swingers? Would love to hear more.
Very good story and excellently written. And don’t worry about spelling, your spelling is better than most native English speakers I know :P