Jilly, Her Boss And His Son Too!

A few years ago, my wife told me about an experience before we married that blew my fucking mind away. Jilly is a lovely brunette who, if I had to liken her to a famous person, looks a little like Helena Bonham Carter, especially when she was younger.

I knew that Jilly had been with multiple partners before we met, including a twelve-month fling with a previous boss! He owned the company she worked for, and by the sounds of him, was a handsome guy who could charm the birds from the trees and Jilly’s knickers down her legs. She did tell me about some of her adventures as these turned me on. One evening though, she delivered the most fantastic story I’d ever heard, resulting in several wild nights of sex. She was a little sheepish went she told me not sure how I would take it. I loved it big time!

Jilly was totally under her boss’s spell and would pretty much do anything for him. She had previously described all the usual stuff, anal, spanked, all three holes in a night, and a bizarre fetish he had of insisting she took off her underwear when in his car and exposing her to any passing lorry drivers. He owned a logistics company, including numerous lorries!

Her boss was fifteen years older than Jilly and had a teenaged son from a previous relationship, maybe even marriage. One weekend the son was staying at his father's house with Jilly. During a drunken meal with the three of them, her boss asked Jilly to take his son’s virginity. The son was infatuated with Jilly and was always asking his father about her.

Jilly said NO, she liked to be fucked and was not in any way moral. However, this crossed the line. In the end, the father and son were begging Jilly to fuck the son and take his virginity. They were all quite merry, aka pissed, when the boss started wrestling with Jilly. Her boss tried to expose her to his son; she eventually gave in to his efforts and lost her panties, thus revealing her pussy to the seventeen-year-old lad. In front of the son, her boss then fucked her on the settee. Halfway through the fucking, before either of them came, he told his son to take over from him. Jilly said she was so into being fucked and drunk that she let him.

The son had a bigger cock than his dad, but it slid into her with no problem. He then rapidly fucked her for a couple of minutes and actually thanked her as he fucked her!! Jilly said she had never felt anybody cum as much or for as long in her. Her boss then took over and complained that her pussy was like a ‘bill poster’s bucket's as It had that much spunk in it. The boss then came in her, and she came too.

Both the son and father fucked her several times that night; she actually couldn’t remember how many fucks. She slept with the father; however, the son joined them a couple of times during the night. She said that she would drift off to sleep only to be woken by either her boss, although more often, the son fucking her.

The relationship with her boss only lasted a couple of months after that; then, he found his next conquest and Jilly was forced to move jobs. The son fucked Jilly a few more times during those two months and became a lot better lover than the father; a fact she told her boss the day she resigned.

I fucked her so hard for over a month when she told me all this. Even now, the thought of her being fucked by two men on the same night gets me right in the mood. I’m a very lucky man!!