My boss has gotten himself a much younger girlfriend

r/

Seen her around his office a few times and just assumed it was his daughter because I know he has a daughter in college. But then I overheard a coworker refer to her as “his little friend” and I connected the dots – how she would always close his office door during her visits, how she would often show up in a tight (and slightly revealing) gym outfit, how extra chipper he’s been these days lol. Then I got to thinking: would I be a sugar baby if I were as attractive? Could I really date a dude for his money? My boss isn’t ugly but he very much looks his age. He’s fat. He has greying hair. You can count the wrinkles around his eyes. But I also hate the 40 hour work week. And work can be so soul crushing sometimes. Then I thought about the reverse: would I be a sugar daddy if I were rich? Could I be okay with a pretty little thing liking me for my assets and not, well, for me? I wanna say no, but I’m also not in my mid-50s or divorced. Who knows. But they both look like they’re having a good time so what does it matter in the end, I guess.

Comments

  1. Delli-paper Avatar

    “A man with a ‘why’can bear any ‘how’”

    In the right circumstances, you could do either.

  2. davidellis23 Avatar

    I don’t hate working enough to fake attraction to a rich person. It seems like a job in itself. Not to mention you’re giving up your chance for a normal relationship to someone you’re attracted to and genuinely love.

    I also have an ego. I’d rather make my own money, be independent, and maybe get wealthy on my own.

    Nothing against people that do it though. Unless there is manipulation involved. and large age gaps where one partner is very young seem to be more risky for manipulation and abuse. At least from the stories people share.

  3. Horrison2 Avatar

    Don’t think I could do it. Pretty sure I could resist a girl trying to throw herself at me for my money too

  4. nafraftoot Avatar

    >He’s fat. He has greying hair. You can count the wrinkles around his eyes

    I could never imagine talking about a woman that way, especially one that I work with

  5. pc9401 Avatar

    I had a boss that was a Vice President at a large company. He brought me in to be a bit of a disrupter to the status quo. Wanted me to challenge everything and I reported directly to him so I would be above some of the people in the normal process. As you can imagine, that doesn’t make you the most popular person to those that did things a certain way.

    Well, he ended up having an affair with his much younger secretary and getting her pregnant and getting a divorce from his wife. But once the wife was out of the way and it was in the open, the relationship with the young gal deteriorated too and with the pressure of it all, he stepped aside.

    I didn’t last too long after that.

    Where it matters is it will likely cause some instability somewhere and you should assess how it could effect you if things go south.

  6. happyhouse212 Avatar

    Nah girl. You don’t want a man that just values you for your looks. When you get older and don’t look young anymore, they will just drop you for the next girl.

  7. 9yr0ld Avatar

    You are an awful human being for assuming this person is only with your boss for their money.

  8. dankp3ngu1n69 Avatar

    For the right amount of money, you’d be surprised what you’d do

  9. Dry-Willow-3771 Avatar

    Best way to keep the woman from being the boss. Because it will happen naturally otherwise.

  10. 42pugg Avatar

    Let this have been a post about a younger guy insulting his female boss lmao

  11. CLR32 Avatar

    Sounds like you have a crush on your boss not gunna lie

  12. WasabiDoobie Avatar

    All relationships are transactional.

  13. Ecstatic_Alps_6054 Avatar

    To each their own…I’ve seen managers at big fortune 500 companies getting involved with janitors who clean their offices after hours…

  14. [deleted] Avatar

    He gets to rail a hot 20 something, so that’s a win for him. She gets nice things paid for and presumably doesn’t have to work, so that’s a win for her. If both are adults and consenting to the arrangement, then good for them.

  15. nap_fm Avatar

    The vast majority of women only like men for their assets or status, income, car, it’s almost never about us as a person. In sickness or on health doesn’t apply to men, never did. I wouldn’t date someone younger because it’s gross, but your perspective on how this woman is using this man is a little warped, are you not using a man yourself right now? Because you would if you could

  16. RonH17 Avatar

    I’m 60 and my sugar baby is 23 we have been together for four years this July. Best relationship I’ve ever had 👍