The night I [32 m] got turned into a wannabe [cuckold]

Context: I’ve never been actually cuckolded, my wife is hot but low sex drive and it’s really turned me into a sub. She is not into my sub side. She’s always been much more social than me and it’s pretty obvious she’s out of my league looks wise but I’m tall and nice and have a decent job. I’m 32 and she’s 29. We had a great sex life when we met in college and for the first several years of marriage.

In our mid twenties she was working a lot but we still had a pretty good sexual relationship. One week/weekend her boss was in town for meetings, etc. she had told me before that she thought he was attractive and that he was pretty rich. (Smaller company, he was part owner). Late in the week she informed me he wanted to take her out to dinner to discuss the company’s plan for the year. I asked if I would get to go, she said she’d ask.

Saturday rolls around, she said dinner was at like 7 or something but first we were all going out with or usual in town friends to watch college football and drink. She said she still didn’t know if I’d be able to go but she’d ask her boss at the bar. We get to the bar in the early afternoon, each with a change of clothes in the back seat. We drink and hangout like an average Saturday. Her boss gets there around 6, already dressed nice. She never explicitly told me I wasn’t going to dinner. But she left and came back, in a tight long sexy dress. (She has great curves, natural DDs). So it’s like 10 of us in normal Saturday bar clothes and my wife and her boss dressed up sexy. They leave, she says we will meet up later. I’m stuck there at the bar, mostly with her friends, vibes were pretty awkward, and I just get drunk out of jealousy.

A hour or two later she texts to meet them at another bar. We all walk over, my wife and her boss are there. She’s definitely tipsy. He buys everyone multiple rounds of shots and drinks, gets everyone’s tab. She told me how they went to a nice steakhouse and split a bottle of expensive wine. It was probably the most expensive meal she’d had up that point in her life. Eventually my wife says we should all go the club. Everyone else bails so it’s just me, my wife, and her boss waiting in line. I’m still way under dressed. After waiting for like 10 minutes he bails says he is going to sleep. My wife and I take an Uber home. She’s says she really tired and goes right to sleep. I really got the feeling he was hoping I’d bail first and be left alone with my wife late at night (it was probably like 1 am by that point).

I’m sure she was kind of flirty, overly social, as it was her boss but I have no proof anything improper/sexual happened. She’s not at that job anymore and hasn’t talked to the guy in years. But her sex drive has only gone down since then. But that’s the most like a cuck I have ever felt – sitting there getting drunk with her friends as everyone knows she’s dressed up getting dinner with her boss. I’ve jacked off a lot since then picturing her sucking his cock or fucking him while they were gone…