My boss was a cuckold (he cries) Part 5 [Str8] [MF] [cuck] [humiliation] [oral] [sex]

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.

To recap: For several months I had been serving as the bull to a hot wife/cuckold couple. The cuckold was my boss Derek, his hot wife was Janet. Our practice, initially, was that I would fuck her Friday nights after their monthly cookouts in their marital bed while Derek slept in a guest bedroom at the other end of the second story hallway. But after three sessions I started to visit them every two weeks.

Janet: mid-30s, 5′ 6″, brown eyes, maybe 130 lbs, short light brown hair dyed blonde. Janet had an athletic build.

Derek: mid-30s, about 150 lbs, 5′ 8″, blue eyes with blonde wavy hair.

I was 25 years old, 5′ 11″, 235 lbs. blue eyes, brown hair. I was working in Derek’s office, assigned there for one year, to do some software development.

If you want to skip my palaver, skip to the —— line where I get to the sex part.

Just before Christmas of 1976 I got a surprise evening visit from Janet at my apartment. She was in a business outfit: knee length skirt, dark hose, frilly blouse, fitted jacket and high heels. I loved that look on her as I knew underneath that cool, business attire was a hot sexy married woman who wanted to fuck. I took her coat and led her to my bedroom.

We kissed as we stripped each other and hopped into my bed. We had a nice roll in the hay. Nothing special. I ate her to climax, fucked her, did her with a dildo while she sucked my cock and then fucked her a second time. When we finished Janet called Derek and told him she was at my place and would be home in due time. I could hear his voice and he seemed to be shouting. Janet told him to act like a man and then hung up the phone.

Janet told me Derek was getting jealous and wanted to end our bull/hot wife/cuckold relationship. I asked her if that is what she wanted and she said no. She and I agreed we were going to continue to see each other. If Derek became a nuisance we would to see each other behind Derek’s back. Sounded good to me. I wanted more of her pussy goodness and Derek was not going to stop me from getting it.

In January Janet and I went on another date, this time a dinner and a movie. As usual, Janet was dressed very nicely (and expensively) in a tight wrap around dress. She was showing a lot of leg. Very sexy. Her dress showed some nice cleavage. I noticed the waiter was looking down her dress top every time he came to our table. I loved that.

At the movie we cuddled under her coat. She lightly stroked my cock; I had my right hand inside her dress playing with a nipple. We kissed a few times; she whispered how much she enjoyed being with me. I really like being with her.

——

When we returned to her home we found Derek drunk in the living room. We got him up to the guest bedroom and then retired to the master bedroom. We undressed each other and got in bed. We and began kissing and touching each other. Janet kissed her way down to my cock and said “I have been thinking of this all night. Mmm”. Janet started to give me a slow and sensuous blowjob.

After a few minutes I told her to climb on top of my cock. She was soon bouncing up and down as I worked on her nipples. She started moaning and put her hands over mine as pinched and twisted and pulled on her nipples. When I would pinch extra hard she would throw her head back and say my name. Fuck that was sexy; she was my play thing. I loved using her.

Things were heating up between us when we heard Derek’s voice from the hallway. He was calling “Janet” over and over. What the fuck! Janet stopped and got off of me. She went down the hall to him and I heard her talking to him sternly, telling him to go back to bed. She returned soon, turned out the hall lights, closed the door and locked it.

Janet kissed me and climbed right back on my dick. In a flash, we regained our rhythm and Janet was sliding her tight cunt up and down my shaft. She was moaning and saying “Uh, yes”. She was close.

Bang, bang, bang. Derek was knocking on the bedroom door saying “I want to talk” over and over. Janet climbed off of me again and went to the door. She asked what he wanted to talk about. He asked her to come out and talk to him. She told him to go back to bed and she would talk to him later. Derek started to cry and kept sobbing. He kept saying “I want to talk”.

Hearing Derek cry like that made my cock get as hard as steel. I had made a grown man cry because I was fucking his wife! I felt a wave of lust go over me. I wanted Janet; I wanted her right then.

I got out of bed and went to Janet. I spun her around and kissed her hard. I said “Fuck him, suck my cock” as I pushed her to her knees. She went for my cock and I held her head to my crotch. “Derek, Janet can’t talk to you any more. She’s sucking my cock”. Derek started sobbing “No Janet. Please no”.

I told Janet to show me how much she loved my cock. She backed off my cock and began to lick my shaft, cup and fondle my balls. She even lifted my balls so she could lick my taint. As she continued I kept Derek apprised of his wife’s actions on my dick. I told Derek my cock was in Janet’s mouth and throat. And, when she was licking and sucking my balls, I told him how good it felt.

After several minutes of her excellent oral efforts, I pulled Janet off my dick and positioned her so her head was toward the door. I pushed her down on all fours and got behind her. I pushed my cock into her wet pussy. I started to fuck her like a man possessed, saying “Derek I’m fucking your wife”.

I felt like a sexual Superman. I was fucking Janet like a stud, holding her hips and just pounding her! I couldn’t hold back, I didn’t care if she is ready to come or not, I just let go inside of her. She screamed and told Derek I was shooting my jizz into her. He was outside moaning and pounding the floor.

I pulled out and spun her around and told her to clean my cock. Janet was a great cock cleaner; she enjoyed cum and cleaned me like a champ. When she finished I told her to get him back to his room.

I went back to their bed and stretched out. I felt like I have never felt before. Satisfied. Happy to have taken that hot married woman while her husband cried. I fell asleep a satisfied man.

Janet took him back to the guest bedroom and was gone for a while. She woke me when she returned and was laughing and kissing me. She said he ate all of my cum out of her. When she told him she was going back to me Derek started crying again. She told me she just laughed at him and walked out the door. Damn, I found her disdain to him sexy.

We slept until early light when we made gentle love; Janet had a powerful orgasm. She kissed me for minutes and thanked me for the great time on our date. We fell asleep again, holding each other.

Source: reddit.com/r/sexystories/comments/rtewod/my_boss_was_a_cuckold_he_cries_part_5_str8_mf