Elaine Hates Me
Copyright© 2025 by BigTime
Chapter 1
Erotica Sex Story: Chapter 1 - A man encouraged his wife to engage in a sexual encounter with his assistant and she did a great job...
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Mult Reluctant Workplace Cuckold Wife Watching Humiliation Sadistic Interracial Black Male White Female Exhibitionism Oral Sex
My name is John. I am 37 years old, and my wife Elaine is twenty-two. When I married her three years ago, she was a naive 19-year-old with long, flame-red hair, large breasts, and long, shapely legs. I was delighted when she agreed to marry me despite the age difference, and I have been very happy with her. Up until recently, that is.
After the initial sexual excitement settled down to a routine, I began to look around on the Internet for interesting things of a sexual nature. I became particularly intrigued with stories about men who liked the idea of other better-endowed men fucking their wives while they watched them doing it.
I began to imagine Elaine in that position, and this got me very excited. Soon, it became an obsession. Finally, when I tentatively broached the subject with Elaine, she dismissed the idea with disgust, saying that I should be grateful she didn’t try to find a bigger, younger man. If she did, she went on, I would undoubtedly regret having started the whole thing. I should have heeded that warning but felt confident enough in myself that our marriage could stand it.
Elaine and I both work for a small stationery supply house run by Mrs. Andrews, a 45-year-old Jamaican lady. Most of her staff are black, Elaine and I being the only white employees in the company. I worked as Sales Manager, with my secretary Sharon and Lenny, and Mrs. Andrews’s son, who had been brought in recently as my assistant, in order to learn the business.
Ever since Mrs. Andrews’s son started working at the company, I felt that he didn’t show me sufficient respect. I didn’t know whether that was because I was white or because he considered me some sort of wuss. I was later to find out.
My wife worked in the Accounts department, with two 18-year-old black girls whose names were Amy and Karen.
Each day, Elaine would come to my office to collect me, and we would go to lunch together. Since Lenny arrived, she began to chat with him more and more, and they became very friendly. I am sure you have worked out by now what was to come. Sadly, I did not.
One evening, we were sitting watching TV, when out of the blue Elaine said, “All right John, if you still want me to go out and get fucked by another man, I will do it. However, I will not let you watch, just give you details afterwards. I still believe though, that if I do you will regret it.” At the time, I didn’t care, I was just over the moon that she had agreed to make my fantasy a reality. She told me she had met a suitable man, and provisionally agreed to meet him the following evening.
“This is your last chance to back out, John” she told me. “Things may never be the same between us afterwards.” I declined to back out, and begged her to go for it.
I could hardly contain myself the next day at the thought of my pretty young wife in the arms of another man. I wondered what he looked like, whether he would be bigger than me and if she would enjoy herself.
When we got home from work, Elaine went straight upstairs to have a bath and get ready for her new man. She came downstairs three quarters of an hour later looking absolutely stunning. She had on my favorite blue dress, which accentuated her ample bust, and was short enough to show a fair amount of thigh. Her hair and make-up had been done beautifully, and at that moment I really wanted to fuck her myself. I felt my first pang of jealousy at what was about to happen.
“I may be late” she said imperiously, “I wouldn’t wait up if I were you.” With that she swept out of the door.
I went to bed fairly early, but lay there in a state of high excitement, my imagination working overtime. Finally, at about 1 a.m., I heard Elaine’s key in the door. She came straight upstairs and breezed into the bedroom. Her hair and makeup were messed up, and she had a flushed look and a sparkle in her eyes. Just what you would expect from a woman who had spent the evening being expertly fucked.
“Did you have a nice time?” I asked excitedly.
“The best time of my life,” she responded happily. “I never believed sex could be so good. He made me feel more of a woman tonight than you have in all of our marriage. I was right, John. You are going to regret starting this. Tonight is not going to be a one-off. I am going back for more and more. My new lover is younger, bigger, better in bed, and much better looking than you. You will be lucky if you ever get to have me after him!” Her words had me extremely aroused, but apprehension began to set in.
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