How I Almost Caused Myself a World of Trouble Having an Affair with a Gangsters Wife - Sex Stories

How I Almost Caused Myself a World of Trouble Having an Affair with a Gangsters Wife

When I was with my ex, I started working with her dad Jim. It was the towns worst kept secret that the family was dodgy and her dads ever growing empire had a hand in just about every cash generating business in the district. Through family and business circumstances Jim and I became like best mates. With the help of a little bit of nepotism I worked my way into a C-level executive role overseeing the group of companies and became his right-hand man on all legitimate business affairs.

My relationship with Jim’s daughter Karly went downhill around the same time Jim’s marriage went sour. One of Jim’s companies owned a couple of adjacent flats in a trendy West End apartment block that were being used for short term lets like air-bnb. At the time it seemed like a great idea for us to make use of these flats and live like a couple of bachelors.

Corporate entertainment expenses went through the roof. We were out almost every night for “business meetings” eating at expensive restaurants and were in nightclubs and strip clubs multiple times a week. One time we even decided to throw a board meeting in Dubai, much to the joy of the other company directors. Suddenly physical attendance was back in favour as opposed to Zoom meetings. I wonder why?...

Our flats made brothels look like holy chapels with the amount of debauchery happening and the different women constantly coming and going. Quite simply, we were off the rails and fuelling each other’s delinquency. I would say I ...

... don’t know how our new neighbours put up with us, but I do. Jim had a reputation.

As well as the casual hook-ups, party girls and escorts flowing in and out of the building, Jim’s flat also had its fair share of shady characters making appearances. One such nefarious individual was Kenny Carson. Jim introduced Kenny as “Houdini”…

“He makes witnesses disappear and escapes a jail sentence every time.”

I needed no introduction to Kenny. His face was never out of gangland news articles. Kenny wasn’t tall or physically intimidating but he had a city-wide reputation for coke dealing and extreme violence. He was always tooled up and never went anywhere without his driver/minder. If that wasn’t enough, his nickname left you under no illusions as to the type of person he was.

I was getting ready for one of our midweek nights out. When I walked across the landing into Jim’s flat my mood plummeted. Jim and Kenny were sitting in the lounge bumping lines of powder. Them being high as kites at this stage of the evening meant either we wouldn’t make it out the door, or Kenny would be joining. That would ruin my evening. I didn’t want to be looking over my shoulder all night in case that crackpot started fighting with randoms.

The only reason I stayed was that there was a 10/10 sitting on the couch who I would soon find out was Layla. She piqued my interest. She was staring into her phone, being completely ignored by Jim and Kenny who were talking at each other like a couple of ...