This is the sequel to I Make Believe I'm a Cuckold. You should read that first. This chapter is dedicated to David, whose female coworker treats him the way he deserves.
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Before our trip to Denver last week Nancy, with whom I frequently traveled, had always treated me with respect. On the road, things got very informal, and we talked at length about our lives. We treated each other more as friends than as co-workers. Back in the office, it reverted to the appropriate degree of formality, with no silliness or kidding around.
It helped keep everything where it belonged that Nancy and I had not ever been physically attracted to each other. I was a soft, older man who sat down all day, whereas she liked fitter, younger men. Nobody ever used my name and the word "ripped" in the same sentence. I carried a few extra pounds and my hairline was losing the battle with time.
For my part, I found Nancy's face pleasant enough without being "pretty", but she also could have lost a few pounds. Nancy was lucky that her extra meat was all in her chest and rear-end, so she was very curvy. Many men liked that, but she was far from my "ideal woman."
My perfect woman looked more like my elegant wife, Sally. She was quite thin with small breasts and no real buttocks at all. When I wasn't on the road Sally and I slept in separate rooms. She valued her privacy, and we had sexual relations infrequently.
When we did, Sally usually refused intercourse. I struggled with ED and premature ejaculation, so Sally preferred cunnilingus. She would come to my bedroom my first night home from a trip and strip my pajamas off. Her favored sexual activity involved me completely naked while she retained her nightgown. Once my pajama trousers were off Sally would kiss my stomach once, tenderly, and then climb into the bed. With no further contact, she would climb up over my chest, plant her crotch on my mouth with her back towards my feet, and force me to eat her pussy. Sally would never use the word "pussy." She said that was a vulgar, misogynist word and she told me to "take care of my hole."
Other times my wife might call me to her bedroom. On these nights Sally preferred to recline on her back, and I would lie face down on the bed between her legs with my head at her pelvis. As she fed me from her hairless, well-waxed crotch she would draw tight her arms and legs, firmly snugging my face against her vulva. I loved the feeling of being wrapped tightly in her long thin arms and legs. It was like being embraced by a spider.
She was very responsive, giving me lots of verbal encouragement. She wasn't comfortable with dirty words, so she used phrases like "clean me" instead of "lick me". "I feel better after you clean my hole, Donald," she'd say. I didn't mind; I don't know why she thought she was dirty down there.
I am even shyer and more reserved in bed than I am on my feet, so I would be mostly silent. Also, my mouth was always busy, and Sally's never was.
Because we rarely ever had penetrative sex, my wife would talk about imaginary lovers. She'd started relating these "naughty" sex fantasy stories ever since our honeymoon. That was, of course, the first night she and I ever had sexual congress, and even then she mumbled about an imaginary encounter with her ex-boyfriend. I was completely bored by these stories most of the time because they were so repetitive. If the sexual fantasies pleased her, I had no objection if she joked about making love to the guy who lived next door. Sally was so uptight about sex and so proper about her behavior that it was impossible to take seriously the idea of her behaving wantonly.
So my wife might say dreamily, as I ate her, "That's Mike you're tasting," if she fantasized having enjoyed real sex with a fictional man named Mike. I was lucky that she had vivid fantasies about imaginary lovers. I know she had to compensate with vivid sexual fantasies for our very infrequent penetrative successes. Her imaginary men gave her exciting things to talk about while I nibbled her delicate clitoris, or lapped with long strokes between her labia.
I was also lucky that we were so faithful to each other. She would never dishonor her marital vows, and until recently I wouldn't, either. Sally was so prim and proper, so uptight, that the thought of her with any other man was just inconceivable. In fact, she barely knew any men outside our home, so for the names of her many fantasy lovers she drew on the names of my male colleagues.
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I'd always enjoyed road trips with Nancy. Due to our work and travel schedules, we generally breakfasted together at the hotel, went our separate ways in the field office we were visiting during the day, then had a light supper together back at the hotel. She was a good conversationalist, which I needed because I tend to be quiet and reserved if unstimulated. A divorcee, she enjoyed even my tepid company more than a dinner alone.
The last several trips, however, had been different. On the road, Nancy was pretty much a slut, looking forward to hooking up with a man in each city we visited. Her husband had cheated on her before the divorce, and she told me "I've got some catching up to do, Don."
I was the stereotypical straight arrow, never misbehaving, and phoning Sally from the road almost every night. After supper, my idea of fun is to go back to my room to read, relax, call home, and watch a little Internet porn, which my wife forbids me at home. Nancy, meanwhile, would hit a club or bar and look for some stiff cock to help her make it through the night. She had been discreet about this in the beginning, and I'd barely noticed.
But about a year ago she began to involve me as her wingman. Well, that's not exactly the right word, but I can't think of a better one. I was more like a stage prop. Nancy wanted to attract men who wanted to bed married women. She had what I now know is called a cuckold fantasy. If I role-played the part of her oblivious husband, these guys would approach us and try to take her away from me. It required nothing improper from me, nothing to which my dear wife back home would object. And she got the "thrill" of pretending with the new man that she was a wanton wife humiliating her spineless husband.
Playing the role of an inattentive, disinterested husband was pretty easy; all I had to do was sit there paying attention to my phone, ignoring her. Sooner or later, usually sooner, a guy in the room would sense the horny neglected woman across the room and approach her. That Nancy was working hard to send out signals of her availability made it work even if the other guy wasn't very alert.
This was all working fine for her, and costing me nothing, until our last trip, to Denver. Nancy drew me into the room in which she was pretending to cuckold me, then involved me sexually in a manner that I'm deeply ashamed of. First of all, I never should have dishonored my wife by becoming undressed and performing a sex act with Nancy. But worse, she and the man who thought he was cuckolding me engaged me in a depraved act of homosexuality. I have felt unclean ever since and constantly question my masculinity.
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