Oprah Winfrey Show

[Jack W]

When Oprah Winfrey started her show in the late 1980s, it wasn't the "high-minded" show that people have come to associate with the billionaire, before she started doing celebrity interviews, promoting all sorts of quacks and frauds, and manipulating the book market.

Rather, her show was more like Jerry Springer or Maury Povich at the beginning.

Does anyone remember this one show that she did where she had WIVES WHO FUCKED THEIR HUSBAND'S BOSSES?

Does anyone have this episode on video?

That show really turned me on, and its memory sticks with me to this day.

A couple of wives said that they fucked their husband's boss either to convince the boss not to fire her husband, or to get her husband a raise/promotion.

One woman, who was wearing sunglasses to hide her identity said that she gave her husband's boss a blowjob in the front seat of his car, but that he came so fast that she doesn't consider it cheating. The audience booed her.

Have any of your wives fucked or sucked YOUR boss?

 

[stubbyhubby]

I don't have the videos, but the only one I can find that might be it is Season 3 Ep 12 - My Husband is Not My ......'s Father

 

[JMNBABE]

I have had affairs with 2 of my 3 Bosses. The first one was just a whenever he was in the mood and could work me in I was available kind of thing. LOT of fun tho.
Second one was more serious and emotional. We were together 10 years, and it really only ended because he got REALLY weird during the pandemic. Still work rogether fine, but no affair.......REALLY miss that. And we all work off site now, mostly from home, so there are no real business travel options for fun any longer. J (the wife)

 

[Stevens4fun]

When Oprah Winfrey started her show in the late 1980s, it wasn't the "high-minded" show that people have come to associate with the billionaire, before she started doing celebrity interviews, promoting all sorts of quacks and frauds, and manipulating the book market.

Rather, her show was more like Jerry Springer or Maury Povich at the beginning.

Does anyone remember this one show that she did where she had WIVES WHO FUCKED THEIR HUSBAND'S BOSSES?

Does anyone have this episode on video?

That show really turned me on, and its memory sticks with me to this day.

A couple of wives said that they fucked their husband's boss either to convince the boss not to fire her husband, or to get her husband a raise/promotion.

One woman, who was wearing sunglasses to hide her identity said that she gave her husband's boss a blowjob in the front seat of his car, but that he came so fast that she doesn't consider it cheating. The audience booed her.

Have any of your wives fucked or sucked YOUR boss?

Many of the folks participating here view workplace lovers to be off limits, and with good reason. Especially nowadays when men can be accused of sexual harassment and we are more or less vulnerable if we work with women. That said, when my wife was approached by her boss after a management meeting 20 years ago she encouraged his advances as she'd lusted after him for some time. Her coworkers knew and so did his wife ( who had her own lover, we found out later), only her lover was a true "cheating scenario," much to her husband's surprise. My wife and I still laugh about that, although the exposure to risk on that side of things was disconcerting.

With my support, my wife had frequent sex with her boss and traveled with him to various business functions, even sneaking in a few days with him in a well known beach resort where for the first and only time she had sex on the beach (behind the dunes). The relationship was somewhat easier to conduct because they both worked for the same company and everyone knew. We gave him some space in our bedroom closet so he could keep a change of clothes handy and by agreement when he was in our home my wife was his wife. She tearfully told me she was in love with him but early on she came to understand that I was good with it and I was really enjoying my new role in our marriage. Once my wife internalized that I loved all that was happening we had some of the sexiest times one could ever imagine. This wasn't about her cuckolding me (although by definition we might say she did), huge penises, or bbc and all of the other stereotypes (don't worry guys, he wasn't small....). It was about love, lust, and good sex and my wife enjoyed the power she had over both of the men in her marriage. We were enjoying all of this without have to meet guys, go to bars and hotels and so on. Yes, there was some embarrassment for me at her company functions, and I imagined him telling his friends what it felt like to be inside her, but that didn't happen (I just imagined it - a fantasy that I liked). Her boss was very discreet as he wanted the relationship to continue, and he played things very cool (even though everyone knew - he didn't flaunt it). When her boss was promoted to VP, it meant moving to another state and my wife was depressed for weeks. Often when I'm between her legs these days, or when she's using her Hitachi, she's dreaming it's really him. I don't mind it at all as she's so erotic and beautiful in orgasm.

 

[GrovelingCuck]

It sounds like a great episode and im sorry to say i never saw it. I would have to think some/all of those couples were hotwife/cuckold couples where hubby pretended to be upset but was actually totally turned on by being humiliated on national TV.

 

[Jack W]

It sounds like a great episode and im sorry to say i never saw it. I would have to think some/all of those couples were hotwife/cuckold couples where hubby pretended to be upset but was actually totally turned on by being humiliated on national TV.

I don't recall if any of the husbands were on the show, but the audience UNLEASHED their anger on these women.

 

[GrovelingCuck]

I don't recall if any of the husbands were on the show, but the audience UNLEASHED their anger on these women.

I wonder how many people on these kinds of shows came out about being hotwives, cuckolds and swingers, and how badly the audience unleashed their anger on them.