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It’s a sad world because you never know what somebody’s true intentions are!

This waitress shares a cryptic experience with a regular at her pub.

Check out the full story.

Not sure what to make of this situation with a regular at my work

Hi guys so I’m (18f) not on Reddit at all (I’m not sure if it’s like the wrong subreddit please let me know if I should post somewhere else)

But I thought I’d try posting this since I feel really confused and frankly uncomfortable.

She explains the details of her story…

So basically I work at a pub as a waitress and there is this older customer 50 something-ish he comes quite a lot, likes to start conversations, and always tips very well.

I’m quite chatty and friendly with customers anyway so when he first started talking to me I thought nothing of it. We’ve got loads of regulars who come in for a drink and have a chat with the staff.

Some are a bit odd, some are quite nice. But nothing he said was particularly weird or sexual. And he also gets on well with another female bartender (20 something) and she’s never had any issues with him.

At some point he asked me if I had a boyfriend.

UH OH…

I don’t remember him saying it in a particularly dodgy way so I don’t want to make it sound like he definitely meant something by it.

Then the other night I was actually sitting there with a friend I wasn’t working.

I was also completely wasted (Not my finest moment).

He was there and said hi, then,

Me and my friend were sitting up at the bar and at some point I realized he slipped like £200 into my bag.

Like… £200??? And I wasn’t even working that night.

That’s INSANE!

I also vaguely remember him giving me a hug.

Then afterward my friend told me that he’d apparently been staring at me for the majority of the night.

Anyways I was feeling weird about the whole thing the next day so I spoke to the bartender since she’s friendly with him also.

She basically said he’s never been sexual with her or made any advances and that she thinks he’s just a nice guy who likes giving people money or feels like he has to tip loads for attention or something. She was very surprised when I told her about the £200 though, but ultimately said the same thing as she said before.

But I can’t help but feel icky about the whole thing. Between the £200, the hug, the boyfriend comment, and the alleged staring. Am I crazy? Is it not super weird and inappropriate?

She feels super confused about the whole thing…

I really don’t know what to do.

I still have the £200 in my bag and I haven’t touched it. I’m not going to use it, I don’t want it, but I feel weird about giving it back I don’t want to make a scene or anything.

He’s well liked there and I really don’t want to blow the whole thing out of proportion.

I’m worried that maybe I’m overreacting or that I somehow gave him the wrong impression by being friendly.

She’s worried she invited trouble upon herself.

Like I said I’m quite chatty and I’ve had situations before where I was accused of sending mixed signals. I also actually like this job but now I’m kinda dreading going back there.

Don’t know if I’m being completely daft about this or if I’ve got a reason to feel a bit weirded out.

Wow sorry this came out long but I would really really appreciate any advice. I don’t know what’s the right thing to do here.

Thanks a lot for reading❤️

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YIKES! That sounds like a stingy situation!

Who would have thought people could be this creepy?

Let’s find out what folks on Reddit think about this one.

This user suggests clearing out the situation without jumping to conclusions…

This user knows what to do next!

This user knows there’s no point of judging the guy like that.

This user knows the sad reality of people like that.

If you enjoyed this story, check out this post about a delivery driver who tried warning his boss the truck needed new brakes and tires, only to find his truck sidelined during their busiest season.

This user suggests this waitress to keep the money and move on.

Somebody needs to be slightly careful with the customers!

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Author

Sarrah Murtaza

Sarrah Murtaza | Contributing Writer, Life & Drama

Sarrah Murtaza is a contributing writer for TwistedSifter specializing in human interest stories, internet culture, and interpersonal drama. With nearly six years of experience in digital publishing, she excels at identifying compelling, community-driven conversations and elevating them into highly engaging narratives.

Sarrah brings a unique, narrative-focused approach to her journalism. Drawing on her professional background as a screenwriter and director, she has a sharp editorial eye for human conflict and motivation. This allows her to transform everyday online dilemmas and relationship dynamics into well-structured, empathetic stories that resonate deeply with readers.

As a dedicated remote professional, Sarrah uses her location independence to travel the world, bringing a diverse and exploratory perspective to her writing. When she isn't crafting stories, she can usually be found exploring a new city or working on her latest creative project.

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