TIFU by accidently sending my boss a thirst trap

r/

So yeah. I work for one of the big banks. Think suits, glass towers, five layers of management to sneeze.

My boss (F, late 30s) is everything you want in a leader, intimidating in that “she remembers everything you’ve ever said” way. Also, somehow manages to look like she walked off the set of a prestige legal drama every time she’s on Teams. Total pro.

We sometimes use WhatsApp for quick comms, mostly when we’re traveling or out of office. Anyway, She pings me for the Q1 financial update. I polish the report, convert it to PDF, and start composing the email.

Meanwhile, I’d also been texting a girl I’ve been seeing. It was one of those days- banter turned spicy, and she sent a pic that was… motivating. I figured I’d respond in kind. So I took a quick mirror shot… shirtless, definitely flexing a little, not explicit but very “trying to look hot.”

Then muscle memory betrayed me.

I tabbed back into WhatsApp, and just hit send.

No response for like five minutes.

Then:

“Assuming those aren’t the numbers from the quarterly report. Please resend.”

I stared at my phone, considering if I could fake my own death. Sent the actual update with a formal apology. She left it at that.

But now, every time I see her name pop up on WhatsApp, my soul leaves my body.

TL;DR: Tried to send a sexy pic to a hookup, accidentally sent it to my boss instead of a quarterly financial summary. She was chill. I was not.

Comments

  1. CapitalWrangler2982 Avatar
  2. LadaOndris Avatar

    That’s hilarious. Your boss took it very professionally.

  3. These_Toe_5539 Avatar

    this made my day less embarrassing, thanks op!

  4. kahpeleon Avatar

    Bro flexin’.

  5. Tuniar Avatar

    Surely as it stands she doesn’t know it was an accident? That’s much worse.

  6. Doublestack00 Avatar

    This is the reason I like the work profile setup on my Samsung. It keeps things like this from being able to happen.

  7. Key_Drawer_3581 Avatar

    Butt pucker at maximum 

  8. My_G_Alt Avatar

    A big bank sending unreleased quarterly financial figures via WhatsApp? Interesting

  9. florgblorgle Avatar

    And that’s why we shouldn’t use personal devices or consumer apps like WhatsApp for work.

  10. TH1NKTHRICE Avatar

    You can delete your message in WhatsApp. I think this is the moment that feature was made for.

  11. Infra-Oh Avatar

    Why r u guys using WhatsApp to send company financial data esp if you work at a bulge bracket? You use WhatsApp to send PDFs? What?

  12. disisfugginawesome Avatar

    Major data security violation. I’d be terminated for using WhatsApp for any work related matter, but even more so for financial docs or info!

  13. NotOppo Avatar

    And now HR has a shirtless pic of you

  14. alaricphoto Avatar

    That is a hilarious story she is retelling to friends at dinner parties. Hopefully in 30years she’ll tell this story at your retirement party. Lol

  15. DaDeceptive0ne Avatar

    One question that bugs me, how can anyone accidentally send something to another person? Especially via WhatsApp

  16. quasi102 Avatar

    This is the most chatgpt post of all time

  17. lvance2 Avatar

    This reads like ChatGPT to me

  18. IFC_Calneto Avatar

    “Nice” next time be more careful. Maybe put it in big capital letters BOSS in your contacts

  19. unculturedperl Avatar

    Never comingle work and personal devices.

  20. Marcoscondit Avatar

    Sounds like bs to me , “accidentally “ send it

  21. MiniPoodleLover Avatar

    Oh shoot, sorry wrong chat

  22. Raptorman_Mayho Avatar

    Luckily she needs to be chill about it because she’s sending business sensitive docs over WhatsApp 🤣

  23. jimhiggerson Avatar

    And then divulging that you’re using unapproved communication channels on Reddit? Double miss.

  24. smitteh Avatar

    nah baby that ain’t the financial report, that’s just a rough draft. You want the finished product you know where to get it WINK WINK

  25. travisfats Avatar

    You know you did that on purpose, come on lol

  26. Soft_Enthusiasm7584 Avatar

    You’re fine. Honestly, for a high- profile job, you’d think file sharing and convos would occur over a more secure application.

    So, if anything were to come of it, I’d argue it’s the risk taken for not using something more secure than WhatsApp. For all you know, information could be intercepted by a Nigerian Prince wanting to make you queen and needing money because his money is tied up until he comes to America to make you happy

  27. pfroo40 Avatar

    Why not use Teams or something intended for secure company communications?

  28. CatfreshWilly Avatar

    A bank using what’s app as communication for data seems like red flag for a bank lol

  29. Kink4202 Avatar

    Why are businesses using WhatsApp?

  30. wisyw Avatar

    Wtf is “to sneeze”? You send reports through WhatsApp? Lmao ok kid

  31. KrackSmellin Avatar

    Yah work related things should (for compliance reasons) only go over work comms. If you stupidly do use WhatsApp / I can assure you miss prim and proper will not keep her job long. A message about non-work things? Have at it.,, but the second work is involved keep it to the secured channels.

    Does anyone not see the stupidity of our government doing this exact stuff and it biting them in the ass?

  32. grasshoppa_80 Avatar

    “Assuming”

    😂😂

  33. Sinacias Avatar

    LOL, I’m glad she was understanding about it and you’re very lucky that she was.

  34. NoObstacle Avatar

    What a cool boss

  35. ItsSevii Avatar

    This reads made up

  36. SandWitchKing Avatar

    The world needs total separation between work and personal online groupings.

  37. RazorSharpNuts Avatar

    90% of this is written via chatgpt and slightly edited btw.

  38. extremedonkey Avatar

    Your boss literally Deedra Meero

  39. rafterman1976 Avatar

    I work in a bank and I’m prettyyyyyy sure any work related messages over WhatsApp is not meant to happen, quarterly financial reports lol via WhatsApp, come on….

  40. Niladnep Avatar

    Should have just said “those are in fact the numbers for the quarterly report” and doubled down. You don’t need figures, you just need your figure.

  41. shaanuja Avatar

    OP has never worked for a big bank lol

  42. OldCarWorshipper Avatar

    You know what they say about conservative, buttoned-down ladies- especially older ones. She might now have that pic saved in a hidden folder that you’ll never know about…

  43. Kud13 Avatar

    We’re gonna need some updates in the coming days.

  44. 4strings4ever Avatar

    Shit happens. Fortunately your boss is as professional as you thought she was

  45. poly_cherry Avatar

    Freudian mis-send!

  46. shadho Avatar

    Wow… she really is a total pro lol

  47. HorizonGaming Avatar

    U guys are dumbasses the dudes name is milk the algorithm