[MFM] My boss liked to watch me at 19 with his wife (45)

True story.

I worked at a restaurant in college. My boss (male) was mid 40s, balding and 50 lbs overweight. He had a great personality and all the staff liked him. I was 19. Thin yet well built with a cocky personality (this has mellowed with time).

I often closed down the restaurant with him at night and we were the last ones out. After he would finish counting cash and checking everything, he would chat with me. Over time, he kept turning the conversation to his wife, asking me things like: “Have you seen my wife? She’s really hot – You would like her…And she would love you.” And so she was… She would stop in the restaurant. She was 45, tall blonde w/ long hair that really took care of herself. Great smile. He shared that when they were dating in college, they had been to a sex party at a frat house where she had sex with several guys. Anyway – She was much better looking than him.

At the time, I didn’t realize that there was any kind of a plan there on his part. I thought he just like to brag about his wife. Even when he invited me over to their place for a cookout on a Thursday night, I didn’t know that there was any ulterior motive. Even after I showed up and my boss suggested that we start doing shots – I didn’t realize there was any plan afoot.

It began to dawn on me that some plan was unfolding after dinner. We had been watching TV and talking – My boss left the room to go the bathroom – Everyone was tipsy. She came over to the couch, threw herself down beside me, pressed her chest against my right arm, started squeezing my left arm and told me I had a nice body. This was happening as she leaned in and gave me a small kiss. After that, it was on. We were in full make-out mode.

My boss returned to the room as his wife was straddling me on their living room couch. I pulled away from kissing her – My first thought was “he’s going to kill me.” They sensed what I was thinking – She said something like “Don’t worry – He’s OK” and at the same time he said something to the effect of: “I love watching. Don’t stop.”

So we continued. We went multiple rounds on the couch. He walked round the room watching us have sex while he jacked off. Never once did he get very close. That night, I couldn’t drive home so slept in their guest bed and left early in the morning without saying anything. At that point, I still felt I may be in trouble in some way.

I continued to see them for about 2 years until he lost his job and they moved away. His wife and I saw each other regularly. Most of the time he would join for beers and then sit back and watch. Sometimes I would swing by on my way to work, arriving a work with a big grin – My boss would love that. Sometimes I’d come over to their house while he was working. She and I would hang out naked for the day.

Looking back – That relationship affected my life in identifiable ways:
1. It gave me a life-long confidence in interacting with others – No matter who;
2. I learned a ton about how to please someone else and to listen for cues about what makes someone feel good;
3. I about the lines that can occur between like, love and sex;
4. The entire experience was a lifelong cure for any type of jealousy;
5. I personally can’t think of any negatives though, several of my girlfriends in my 20s freaked out when they heard about this and ended things with me….I guess knowing about this relationship was something they couldn’t handle. Not a big loss in retrospect, though, at the time I wondered if I needed to bury this part of me in order to have a normal relationship (I found this wasn’t true as I learned that I was a poor match with someone who was a devout church person and stayed away from them as partners).

Overall, that time is frozen in amber. I have great memories and consider it a net positive. Regret that we don’t have photos – But, maybe it is for the best. They would be well into their 60s by now.

Source: reddit.com/r/gonewildstories/comments/izkm76/mfm_my_boss_liked_to_watch_me_at_19_with_his_wife

2 comments

  1. Thanks for sharing. I appreciate your evaluation at the end. Especially how when this story freaked out people you were dating, they weren’t a good match. I think there should be more stories and discussions like this. There shouldn’t be shame about sexual experiences especially in the past.

Comments are closed.