October 19, 2025 at 7:35 pm

Cashier Dealt With A Stubborn Customer Trying To Haggle Over Shoes, But The Situation Took A Weird Turn When She Got A Creepy Compliment

by Benjamin Cottrell

scowling woman looking confused

Pexels/Reddit

Some customers treat haggling like a sport, determined to win even when there’s no prize worth chasing.

One woman’s attempt to sweet-talk her way into a discount turned bizarre the moment she brought up the cashier’s hair.

The customer’s “compliment” ended up sounding way more creepy than charming.

You’ll want to read on for this one.

You have nice hair, I wish it was lining these boots.

I work in an outlet mall shoe store, and this time of year we happen to sell slippers (the bedroom kind), but we are low in stock now and they’re being cleared out.

I was walking past a group, and I heard the matriarch of the group talking about a $30 pair of fur-lined slippers.

From the start, it was clear this woman was up to no good.

She said, “I like them, but watch this, I’ll get a discount.” I kept doing my thing, and eventually they were ready to check out.

Matriarch: Are you the owner of this store?

Me: No, I’m the assistant manager, but the owner would be in the home office.

Matriarch: Well, can you discount product?

Me: With due cause, I have the authority to make that call.

The customer tries to come up with a flimsy excuse to get her way.

Matriarch: These don’t fit right, but I can’t find any like them anywhere else, and I want them. What can you do for me?

Me: They’re $30, I don’t see any reason to bring them lower…

Matriarch: You’re not very easy to work with.

The cashier tries to fight back with reason.

Me: They were previously $80. The discount is very generous as it stands (these are really nice boots).

Matriarch: Well, what do they come out to?

Me: INSERT PRICE PLUS TAX HERE.

So the customer tries another way.

Matriarch: Well, can I get a 10% old person discount?

Me: …Unfortunately, we do not offer a senior citizen discount…

Matriarch: Well, can I trade in these shoes?

The cashier knows this isn’t going to work out.

Me *examines the shoes she came in with*: These are very worn, and not even our brand, so I would have to say no.

Matriarch: This is the only place I buy shoes!

Me: *shrugs*

Left with no other choice, the customer utters the single oddest remark this cashier has ever heard.

Matriarch *looks at my head*: You have nice hair, I wish my shoes were lined with your hair.

Me: (freaked out, but not going to let her know that) Thanks! Well, if we did that then my ears would get cold!

She did eventually buy the shoes… and I had to step into the back room and laugh for a few seconds.

Freakin’ weird transaction either way.

No doubt, this customer probably wasn’t self aware enough to realize just how strange her “compliment” sounded.

What did Reddit have to say about this surreal interaction?

This commenter would wager to bet that this isn’t exactly what the customer set out to say.

Screenshot 2025 09 29 at 2.28.43 PM Cashier Dealt With A Stubborn Customer Trying To Haggle Over Shoes, But The Situation Took A Weird Turn When She Got A Creepy Compliment

The conversation really went off the rails from its original purpose.

Screenshot 2025 09 29 at 2.29.24 PM Cashier Dealt With A Stubborn Customer Trying To Haggle Over Shoes, But The Situation Took A Weird Turn When She Got A Creepy Compliment

It all seemed like a big game for the customer.

Screenshot 2025 09 29 at 2.29.56 PM Cashier Dealt With A Stubborn Customer Trying To Haggle Over Shoes, But The Situation Took A Weird Turn When She Got A Creepy Compliment

It’s time for this cashier to get their guard UP!

Screenshot 2025 09 29 at 2.30.46 PM Cashier Dealt With A Stubborn Customer Trying To Haggle Over Shoes, But The Situation Took A Weird Turn When She Got A Creepy Compliment

The strange woman didn’t get her discount, but she did manage to make the cashier question everything about working retail.

Nothing can prepare you for some customers.

If you liked that story, check out this post about an oblivious CEO who tells a web developer to “act his wage”… and it results in 30% of the workforce being laid off.