My Wife, My Boss And His Wife And Me - How It All Began

In the early 90s, I worked in a company as the sales and marketing director. I did well and got on well with the guy who owned the place called Alex. I was in my mid-20s, and Alex was in his early 50s. He was a larger-than-life character in every way. He lived lavishly, which affected his waistline; although not fat, he was on that train to obesity. His wife Mary was a lovely lady with a great body, however, not the best-looking lady. I was married to Caroline, a twenty-seven-year-old beautiful brunette that could turn heads, she was quite dark, and her breasts were a decent size at the time. She had a lovely plump ass and, due to the decade, sporting a full bush of black pubic hair. Her pussy was a thing of awe and beauty. Even before the kids, she had a large pussy with elongated lips and a huge clit; I loved doing her doggy style as I watched her large pussy lips stretch around and ripple as my cock pounded into her.

Neither of us were virgins when we met, and it always turned me on when we ran into an old boyfriend (which happened a couple of times) and I would later learn the guy had fucked my wife in the past. There was something magical when you know the man you’ve been talking to had his cock in your wife’s pussy. I always thought it strange I got turned on by it. Caroline would tell the truth. If she was in the mood or needed to get me in the mood, she would tell me about a sexual experience with another man. Some of the best were when she would wank me off whilst telling me about some stud who had fucked her hard and filled her pussy with his man fat!!


I lived about thirty miles away from work, so I didn’t socialize much with work colleagues. At one of the Christmas parties, we stayed over and got on really well with Alex and Mary. The two women just clicked with each other and my relationship with Alex had moved on from boss and employee to a close friendship. Alex was hyper-sexed, and I knew he had fucked a couple of his female employees; the rumour was Mary was cool with his antics. I wasn’t sure, but he did have a magnetic personality that women loved, coupled with being a wealthy man who held a powerful position probably helping a few women drop their knickers.

During the year after the Christmas Party, we met up with Al and Mary at least once a month and a little more over the summer. Caroline and Alex also got on well, and both have a great sense of fun. Very often they would end up having water fights during summer BBQs, cushion fights during dinner parties, they both would cheat trying to win on games nights, and occasionally (usually instigated by my wife) they would end up almost wrestling with each other. This started during a BBQ when Alex had sprayed some water at Caroline who then went and filled a bucket of water up to throw at Al only for both to end up wrestling over a said bucket which ended up with them both drenched. My wife is physically strong and very competitive.

At the next Christmas party, my boss offered us a bedroom at their house rather than us having to pay for a hotel. They lived in a massive house overlooking the sea, and we both loved it. Their twin boys were at university and not home until the following weekend. The Christmas party was fantastic, the company had had a brilliant year, and everything was paid for including a free bar for the whole night. We got back to Alex and Mary’s at about midnight. He would always leave early to give his younger employees a chance to let their hair down without the boss around.

We were all as pissed as farts, and In the Taxi, Caroline and Alex started messing about over a prize Alex had won from his Christmas cracker. No idea how much these crackers cost, but the g*fts were pretty stunning. I got a nice pair of cufflinks that I later wore, and Al had won a vanity pack and mirror. There were male and female crackers, and Caroline had been sat next to him and their crackers mixed up; I suspect he’d done it on purpose. My wife won a tyre pressure gauge which she wanted to exchange for the compact and mirror. When the wrestling started, they did get very physical with each other. I had over the months watched Alex ‘accidentally ‘grab my wife’s ass, and tits and during one meal at their house, Caroline had hidden Alex’s cigar lighter up her dress and down her tights. I watched as he put his hands up her skirt exposing her black knickers and at one point four hands were up my wife’s skirt, hers and his. He managed to retrieve the lighter and cop a feel of her thighs; I suspect he also grabbed a feel of her feminine delights; I got an erection at watching the scene. When we got home, I asked her what had happened when his hands were down her tights, and she did say that his hand did rest on top of her panty-covered pussy!!! I asked her if she was OK or if should I have a word with him, she regarded it as just fun and just Alex being Alex. Mary, during these sessions, would sometimes come and sit on my knee. Like I said, she was no beauty, but she had an amazing body, and I sometimes got an erection when she did this.

Back at their house Caroline had managed to get the compact from Alex but had refused to give him the tyre pressure gauge. Once again, she had put the gauge down her tights
But was refusing to let Alex get his hands up her black cocktail dress; it was a tight fit, and he couldn’t get up her dress. Alex then manhandles her quite roughly at which Caroline starts to cry claiming he had hurt her. Alex immediately stopped and started to apologize profusely. My minx of a wife then burst out laughing!!; she had been faking hurt and injury!!

With renewed vigour, Alex had both his hands up her dress and the wrestling took on a whole new physicality. Caroline was now pinned to the settee with Alex on the carpet with both his hands pulling her pantyhose down. She then starts shouting but laughing “help I’ve got a dirty old man on me” and trying to pull her tights back up. I saw the prize they were fighting for fall from under her dress and onto the carpet beneath unnoticed.

The next thirty seconds were magical and extremely erotic. I had an erection which Mary started to squeeze with her hand over my trousers. I was a little stunned by this, but just as I was about to say something I saw that Alex had somehow managed to get Caroline’s dress up to her waist and her pantyhose down to her knees!!! I then saw the most wonderful sight, she was fighting to pull up not only her pantyhose but her black knickers that were also being pulled down as well. She was still laughing and fighting, but I could see her jet-black pubic hair between her legs. Alex was laughing and fighting, but from his lowered vantage point could, I’m sure he could see my wife’s most secret feminine place.

Caroline is still laughing and both pulling at her pantyhose in opposite directions. She then fully notices that her knickers have come down too and starts to scold him and hit him at the same time. She is still laughing, though, so I knew she wasn’t under any real threat. Mary then looks at me and, with a glint in her eyes, says, “Shall we go and help him.”

In a moment of alcohol-fueled sexual madness, I leapt onto the other settee, with Mary not far behind. We pined my wife’s arms down, and both reached into the low-cut top of her dress and grabbed a tit each. My wife is now scolding Alex who unhindered is pulling her knickers and pantyhose down as well as telling Mary and me off for helping him. Both her tits are then out, and Mary starts sucking on one!! Now, my wife loves having her large nipples sucked. I then follow suit and suck the other tit. Alex buries his head between her legs and starts eating my young wife’s pussy. It’s fair to say she started to enjoy herself as she was bucking her hips in rhythm to Alex’s oral and Mary and me sucking her breasts.

I’m in heaven; this is all my dream comes true; this is even better than hearing stories about what my wife got up to with past lovers; she’s here in front of me letting my boss lick her hairy slit. My wife is both still trying to fight our collective actions and moaning with pleasure. She rarely swears and speaks like one of the ladies from Downton Abbey but then comes out with, “You fucking lot will get it when I get up, oh you fuckers”

I then notice that Alex had lowered his trouser and had his rather fat cock out and was aiming it at my wife’s pussy. Caroline also noticed and, still swearing and laughing at the same time, tells him to “get the fucking thing away from me, don’t you fucking dare Alex“ I then did the second crazy thing and, still pinning her arm, let my other hand go to her pussy, and I start playing with her clit, she moaned and arched her back at my touch. Alex then started to rub the end of his cock through her pussy lips. It was odd to feel the end of his cock occasionally contact my fingers as I diddled her clit. Caroline was getting close to orgasm.

I knew she was close, and the time was right. I might never have another opportunity like this again, so I looked at Alex and then down to my wife’s hairy c**t, and I opened her pussy lips up, revealing the opening to her honey pot. He needed no further encouragement and aimed his cock at the opening of her vagina. I watched as his bell end disappeared into my wife. She must have been very aroused as he slid in up to the hilt of his cock in one smooth action. Alex then starts fucking Caroline with real gusto, she is moaning and loving the feeling of a new cock.

Mary then comes onto my side of the settee, hitches her dress up to reveal black stockings and suspenders, gets my cock out and slides her panties to the side, revealing a perfectly smooth hairless pussy; the first I’d ever seen. She then lowers herself onto my very erect cock. She then starts bouncing on my cock like a Jack Hammer on heat. I could just see through her arm to witness Alex pounding into Caroline whilst now sucking on her tits. My lovely wife then wraps her legs around Alex and has very loud orgasm. Mary then had a very quick orgasm which was followed by yours truly. Alex lasted a minute or two more and then tenses up as he filled my wife’s pussy with spunk. I wasn’t worried, though as she was on the pill, and later I learned Alex had had a vasectomy.

It's fair to say that everybody was very hungover the next morning, and Caroline was coy with everyone. She later confessed that although she had enjoyed being fucked by Alex, she felt ashamed that she had broken her wedding vows; I was a little stunned to hear that breaking our vows was her biggest concern.

After Christmas, everything returned to normal. Alex told me he and Mary had wife swapped several times, but Caroline was by far the most beautiful sexist woman he’d ever had sex with. He later told me that this was the first time anything had happened between him and the wife of an employee; he also emphasized it wouldn’t change anything between the two of us. I told him about Caroline and her wedding vows and told him it probably wouldn’t happen again; he said that although disappointed, he totally respected her decision.

The next time we were together was four weeks later. Alex and Mary came over to us for dinner. The atmosphere was a little tense at the start of the night, but as the alcohol flowed, everything returned to normal. Alex was life and soul of the party; he did make one or two lewd remarks as we approached the fourth bottle of wine. I can’t remember the exact comments as it was some time ago, but they were along the lines of asking Caroline if I “opened everything for her”, we all know he was referring to me opening her pussy for him! Then there was the “Caroline, will you be cumming over to us again next Christmas” In the end, his comments were so crude we all started to laugh. Caroline and Mary were both telling him off. Again, I can’t remember to order of the conversation, but Caroline did say to Alex, “You did OK for an old man” Mary then entered with “, he’s not very good at sex, but at least he’s fast” there were loads of other comments, and we ended up crying laughing. Alex did say that except for Mary, Caroline was the best fuck he’d ever had, and I was a lucky son of bitch to have such quality pussy on tap.”

Caroline was affronted by the” on tap” comment and hits Alex. They ended up on the carpet with my lovely wife pinning my boss to the ground and, in doing so pretty much sitting on his face. Alex then, in a muffled voice, comes out with a comment, “something smells familiar under here,” lots more laughing. My wife then goes to the kitchen to get cheeses, gr**es and coffees etc. Alex follows her in, carrying the dirty plates. Mary and I then talked, and she asked me if I had enjoyed our fuck. I said she had the prettiest pussy I’d ever seen and the first shaven haven, and I’d loved fucking her or rather, I’d enjoyed being fucked by her. We spoke for a little while about the events of Christmas. It occurred to us both that Caroline and Alex had been gone a while.

We left the dining room and went into the kitchen. The sight that greeted us was both unexpected and fucking hot. Caroline is bent over the kitchen table with her jeans and knickers around one ankle, rigorously fucked doggy style by my boss!! I can see my wife’s fleshy hairy pussy lips stretching Alex’s thick cock. I immediately grab Mary and lower her black trousers and bend her over the same table my wife’s being fucked on. After lowering her black lacy knickers, I dived in tongue first. She had the sweetest bald pussy, and from my vantage point on my knees, I could see Alex’s cock hammering into my wife’s hairy pussy. Ultimately, we had both our wives bent over our kitchen table, hammering into their respective pussies. If memory serves, Alex came first, then Mary, followed by me. As Caroline hadn’t cum, we all dived in Mary licking her clit, with me and Alex playing with her tits until she too came.

Over the next two years, our relationship with Alex and Mary was close and very sexual. I will write down a few of my memories in another confession, as this one is already too long.