avatarAverage Don Juan

Summarize

Cuckolding Her Husband

She made her husband watch while I pleasured her.

Image by: Stetsik on DepositPhotos

As part of my sexually explorative and adventurous nature, it goes without saying that I’ve ended up in some ridiculous situations that if I had thought them through more, I probably wouldn’t have gone through with them.

But, I like to live life by the motto that, “Life is for living.”

One situation that I found myself in where I would have wanted a “do-over” was when I met with Wendy and Steve.

We got to know each other in an online forum and they were interested in having a man join them. Most couples are looking for unicorns, so to have a couple looking for a guy was a bit unique.

After some email exchanges, it was agreed that I would meet Wendy privately (without Steve) for coffee and see if there was any chemistry before proceeding.

During the coffee chat, Wendy said that they were looking for a guy who would have sex with her while her husband watched and didn’t participate — he wouldn’t be allowed to talk, he would avoid eye contact with me, he would be fully clothed and he wouldn’t be allowed to touch himself.

I figured this was all part of some kink thing they had going on between them, so I was fine with that, we were all consenting adults.

Things Seemed “Normal” Enough

A week later we met at their house and as Wendy described, Steve was sitting in a chair in the bedroom fully clothed while she wore a nightgown with nothing on underneath.

Wendy and I started getting into it with a bit of kissing, some manual foreplay and then moved on to oral sex. Overall, the sex was good, but it was obvious that Wendy wasn’t hugely experienced as everything was a bit vanilla.

Before too long, Wendy got on all fours and positioned herself so that she was looking at Steve. She asked me to fuck her from behind in this position.

I understood what she was going for here, she wanted Steve to be staring at her face as another man fucked her. It was what some people in the cuckolding community refer to as “a power move”.

It was clear to me now that their fantasy was for Wendy to cuckold Steve and so I put on a bit of a show — I fought off my orgasm for as long as I could and when I couldn’t hold it anymore, I announced that I was cumming so that Steve could look at his wife’s face as another man filled her up.

As my orgasm subsided, I had a quick look at Steve and he looked… Uncomfortable.

Most cuckolds in this situation have a look of excitement, the idea of a more dominant alpha man breeding their wife was part of the turn-on for them.

But Steve looked like someone had punched him in the balls.

Things Take a Turn Towards Weird

I felt pretty weird and pulled away from Wendy unsure of what was going on in the room at that moment. There were some strange vibes that weren’t part of your normal cuckold play.

Wendy looked back at me, flashed me a quick smile and then said to Steve, “Ok, finish me off, slave.”

Steve took off the shirt he was wearing, came over to the edge of the bed and Wendy turned over onto her back and spread her legs for him. You could see my semen slowly leaking out of her and Steve got down on his knees and began eating her out.

I was familiar with cuckolds being forced to eat our their woman’s creampie, but something felt off about this situation — Steve was not an eager and willing participant.

While Steve was down there doing his thing, I started to put my clothes back on so that I could make my exit, this whole situation felt off.

Wendy noticed that I was putting my shoes back on and told Steve he was done. She thanked me for playing with them and gave Steve a sharp look prompting him to thank me for servicing his wife so well.

We exchange pleasantries and I left.

Revenge is Not a Dish Someone Should Have To Eat

The next day, I called Wendy on the phone and asked her what the hell was going on there last night because that wasn’t traditional cuck play or even some kink stuff, that just felt wrong.

She confessed that she was punishing Steve. She’d found out that he’d cheated on her with a much younger woman and she had decided to leave him. Steve begged her to reconsider and said he would do anything to change her mind.

Wendy decided that last night’s activities were what Steve would have to do.

I felt sick to my stomach.

There was silence on the phone for a few seconds before Wendy said, “I enjoyed that more than I thought I would. I think I’d like to do that again.”

From my perspective, there was no way I was going to do that again — it was wrong and crossed a whole bunch of lines that I wasn’t comfortable in crossing.

I asked her, “How did Steve feel about it?”

She just laughed for a few seconds before saying, “I don’t think he was too impressed, but after you left, I let him fuck me because I was still super horny. It was the first time he’s been allowed back in since I found out about the affair six months ago, so I imagine he has mixed feelings over it.”

Again, I had no words. He’d clearly hurt her and compromised their relationship, but she was behaving like a sociopath.

Look Wendy, I’m not really comfortable with how that all went down. If I had known what was going on last night, I wouldn’t have gotten involved. I feel pretty bad about what happened.”

Wendy tried to assure me that Steve was a willing, albeit begrudging participant in everything and that he had told her that he thought I’d behaved respectfully towards her and was willing to do it again.

I explained that there dynamic was really unhealthy and I didn’t want to be part of it, so I wished her and Steve well.

To this day, if I close my eyes, I can still recall the look on Steve’s face as I came inside his wife while he looked on. I’ve been involved in numerous threesomes and moresomes with married couples over the years, and most men have a look of almost delirious excitement or strangely, many times a proud look as you ejaculate into their wives.

But Steve looked like something broke inside him at that moment in time and as she ordered him to “clean her up”, he had a certain dead behind the eyes look. I often wonder how I would behave if I saw Steve on the street or in the shopping centre on a weekend.

Over the years, I’ve had some very average and even forgettable sexual experiences. That’s to be expected when you’re doing what I do, but this one with Steve and Wendy was entirely different…

This experience left me feeling regret and somewhat ashamed.

Author’s note: Names and places changed to protect everyone’s privacy.

Erotica
Sex
Sexuality
Relationships
Cuckold
Recommended from ReadMedium