My boss was a cuckold (background and the players) Part 1 [Str8] [MF] [cuck]

[This a repost of a story I put up several months ago. It was removed as Reddit thought is was spam.]

This is a true story. I changed the names of all and many details to further disguise the identities of those in this story. The dialogues are to the best of my memory. It has been more than 45 years since this happened so I hope you will cut me some slack.

There is no sex or depravity in this post, readers. It will give you the background on the players going forward.

In 1976 I became the bull to a hot wife/cuckold couple. I was 25 years old, 5′ 11″, 235 lbs, blue eyes, brown hair. I was working in an office, assigned there for one year, to do some software development.

Derek was my boss, in his mid-30s, about 150 lbs, 5′ 8″, blue eyes with blonde wavy hair. He was a very good dresser and had a very engaging personality. Several women I dated thought Derek was very good looking.

Derek’s wife was Janet, also mid-30s, 5′ 6″, brown eyes, maybe 130 lbs, short light brown hair dyed blonde. Janet had an athletic build and was active in several adult sports leagues. Janet and her sister ran a very successful business founded by their late father. I concluded Janet had some money from the looks of their home. Janet was ‘cute’ with a big smile and an upturned nose.

Derek and Janet hosted Friday night cookouts at their big home on the second Friday of each month from May through September. Attending were a mix of Derek’s co-workers their families; her sister Alice and Alice’s two children; Derek and Janet’s two children; Janet’s long time friend Connie and her husband Carl.

I met Janet at the May cookout, a cool, breezy day. She was cordial with me and my date Sally (I have posted about Sally before) but did not pay an special attention to either of us. Near the end of the evening I was in the kitchen with Janet and Derek while Sally was outside playing with the kids at the cookout. Derek was a little bit drunk, swaying a little as he stood.

Janet turned to Derek and scolded him for not telling her about me. She said you didn’t tell me he was good looking. (Note well: I am not good looking. Not then, not now.) She walked to me and wrapped her arms around one of my arms, pressing her boobs into my upper arm. She continued saying I had such a nice body. Derek stood silent, a little glassy eyed, grinning from ear to ear. I was embarrassed and went red faced. This was the wife of my boss. Yikes.

She noticed my red face and remarked how cute it was. Derek was laughed and told her to stop and let go of me. She gripped me tighter and asked me if I minded her holding my arm. I thought she seemed to be the one in control so I said “No, it feels nice”. She laughed and told Derek “See, he likes it Derry” and started to rub a hand over my chest. Derek was still grinning and I noticed he had a hand over his crotch. We heard someone coming in from the patio and Janet let go of my arm and turned to the sink.

Nothing more happened that evening.

In June, I took Lydia, another woman I have written about, to the cookout. Janet was again cordial to both of us and again did not seem to pay any special attention to me. After a few beers I went into the house to a bathroom on the second floor. When I came out Janet was standing across the hall. She asked “What happened to that girl you brought last month”? I pondered for a few seconds and told her “She moved back home, she is getting married next Saturday”.

Janet said nothing for a few seconds and then smiled. “She was engaged when you brought her here last month”? I said “Yes”. She smiled and said “Mmm, you two seemed very friendly”. Janet stepped forward and kissed me lightly on the lips. And then kissed me harder putting her arms around my neck. I am a sucker for married women; I put my arms around her body and kissed back. She felt very good pressing her tight body against me. She pulled away and just looked at me for a few seconds. She asked if I like that. I said I did.

She said “When you come her next month, don’t bring a date. OK”? I asked her why. She said “So we can spend some time together. Got it? Don’t bring a date”! I was incredulous. I asked “What about Derek”? She smiled and said “He won’t be a problem. Trust me”. She turned and went into the bathroom.

That was most unexpected. I went down and rejoined the crowd outside. Later, Lydia and I helped clean up. Janet asked me to help put the remaining beer in a refrigerator in the basement. I carried the beer tub downstairs and she followed closing the door behind her.

We stowed the beer and I dumped the ice in the laundry sink. Janet was waiting for me on the second step of the stairs. I walked up to her, she pulled me to her and kissed me. She said “No date next month”, turned and up she went.

Lydia and I said goodbye and we drove back to my apartment. All the way home Lydia was chattering about how beautiful Derek and Janet’s house was. And what a great couple they were. I was thinking about Janet. And how she had kissed me.

Source: reddit.com/r/sexystories/comments/rl2kwh/my_boss_was_a_cuckold_background_and_the_players

1 comment

  1. Why are you reposting the same story that isn’t even very far down in your post history?

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