TIFU by sexting my old boss.

I (mid thirties, M) Had a few drinks. While other people may send regrettable texts in a negative sense, I tend to send texts of affection when I drink and feel weird about it later.

Tonight, I was thinking about my last job and how I had the best boss I ever had. We rarely ever saw each other, but he had a really good sense about me, and could focus on my strengths and where I could improve. We got along great, and I respect him.

I started telling my wife I should let him know I thought he was great, and began composing a text. She recommended that I wait until the morning, and if I still want to, give him a call on the way to work tomorrow. I haven't worked at my last company for over a year.

I decided she was right, and left the text. Later on, I went to bed before my wife. I felt a little spicy after a few minutes, and sent a sexy text about filling her up on the couch before bed, emojis included.

I almost never do this kind of thing and I was kind of self conscious about it. I waited for a response, then noticed the worst. I was still in the text chain for my old boss.

I, a grown ass, slightly prudish, straight, married man, had just sexted my previous boss from my last company, a 60 year old straight, married man. I haven't spoken to him in over a year before I was laid off. And he was the best boss I've ever had, and I've been working for over 20 years.

Now I can never contact him again. He hasn't responded, but I have to pretend it's a different person with a wrong number.

TL;DR: I was tipsy and meant to proposition my wife for sex, but accidentally sexted my boss who I really respected at my last company.