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She Paid For The Fair Trip, But Her “Friend” Expected Everything For Free

by Leona Pham
August 1, 2026
in Social Issues

The original poster (OP) thought she was reconnecting with an old friend, but quickly realized the friendship had become one-sided.

After becoming friends again following the birth of her son, OP noticed a pattern where she was always the one paying whenever they went out.

She didn’t mind helping occasionally, but things changed when her friend began expecting it.

During a family trip to a fair, OP paid upfront for tickets after her friend claimed she forgot her wallet and promised to send the money later.

The situation escalated when the friend added expensive food for herself and her children, bringing the total bill to over $100.

When OP asked to be reimbursed, her friend admitted she had no money and explained that she was struggling financially.

Instead of acknowledging that she should have been honest beforehand, she continued asking OP for more outings and even invited herself over.

After confronting her, OP was accused of being greedy and insensitive.

OP eventually blocked her after realizing she no longer wanted to continue a friendship where she felt taken advantage of.

Former friend reconnects after years, but the poster realizes their outings have become one-sided

She Paid For The Fair Trip, But Her “Friend” Expected Everything For Free
not the actual photo

'“Friend” expected me to pay for everything?'

I just had to cut off a old friend that I rekindled with after I had my son. She

has two boys her and her husband are separated but still married legally

and living together. Recently we went to a Fair where she expected me to

pay for everything. Every-time we’ve ever went anywhere I’d pay.

The last time we went out I suggested apple bees because it’s cheaper and I

don’t mind paying usually and she said she was expecting something more

fancy… as if it was a date. Mind you I am also married happily. I just laughed

it off we went to Apple bees anyways.

Well recently we go to the fair with our kids for a play date where never

once did I say I was paying because I am not a millionaire and I can’t afford

to take a family of 3 plus me and my son so really a family of 5 to the fair.

We get there and I’m buying the pass for my son and myself and she said

she left her wallet in her car no big deal I’ll pay and then she can just Venmo

me. I pay for all the passes, we go on rides we are having fun and it’s time to eat.

We get food at the fair which was extremely expensive and her kids are just

yelling out what they want this and she has absolutely no control of them

so I hurry to order everything and this girl has to nerve to add hella more

food to the order which comes out to $110.

After we eat it’s getting really hot our kids are tired so I ask her like hey

before we leave can you Venmo me she looks me dead in the eyes and said

she has no money and that she’s broke her husband cut her off basically and

I told her IF you knew that why tf did you suggest the fair and why did you

say you would Venmo me?????

She said because I don’t understand since me and my husband both have

good paying jobs and she’s a SAHM so it’s harder. I didn’t know what to say

and I just said okay, put my son in his stroller and got up to leave and she’s

follows with her kids.

As we are leaving she has the nerve to say she wishes they could go into this

escape room NOT included in the passes I bought everyone and keeps

looking at me like with these begging face. Honestly it made me like feel

disgust so I said no, we need to go back it’s getting late and my kid needs to

nap. We both say bye, same day she’s calling and texting asking for the next

hang out and inviting herself to my house saying she can come right now

with her boys I say I’ll get back to her.

Now it’s been 4 days and she calls and texts me everyday which I don’t

respond to. After I told my husband about everything and he told me to

absolutely cut her off and that it’s Triffling and she’s completely taking

advantage of me. Has anyone else ever experienced something like this?.

UPDATE:

I texted her and said exactly how I feel and that she needs to pay me back,

she got mad I ended up blocking her and not responding to her last text. It

won’t let me upload the screenshots so I’m going to just copy paste the messages.

Me: Hey ik you've been texting and calling to hang out and schedule but

honestly I'm not really interested unless you can pay me back for the other

day. I spent a lot of money and you lied to me and told me you Venmo. I feel

like you took advantage of me because we were in front of the kids when I

asked you to pay me back. I would never do ts to you. You're just assuming

that we are well off because we both work when in reality it's because we

budget. If you had been straight forward that you didn't have money I

would have brought snacks and we could have gone to the free splash pad

or the park or literally anything free.

Her response: What do you expect from me l'm depressed and going

through a divorce and have no money. I tell you the truth and then you use

it against me???? You're just holding everything you paid for over my head

when I never asked you to do that. SMH

Me: You literally DID ask me to do that wtf you said you were going to

Vemmo me and literally lied to my face. And made sure to wait until AFTER I

paid for everything. I get you're depressed and I'm sorry for what you're

going through but that has no correlation to you lying and waiting until

after I paid to guilt trip me.. Her response: I have enough going on right now

I really don't need to be dealing with this honestly. Me: So are you going to

pay me back or not???

Her response: Not you don't need me to pay you back you're doing just fine

you're just a greedy person. You literally have your husband paying for

everything you have no idea what it's like to struggle and I am struggling so

bad rn. We are staying together for the kids but he doesn't help me with

anything and I never have money. Me: You literally showed up with

Starbucks tho???

Her response: You're going to be like that and watch all my expenses? Why

are you even texting me l don't want to be friends with someone that's

going to hold everything over my head. You're just a greedy person you

think you're better than me and you're not. You always look down on

people I never should have told you s__t about my marriage because you

clearly don't even care.. I never responded to her last text and just blocked her.

Many people have experienced the uncomfortable moment when helping someone slowly turns into feeling responsible for them.

At first, generosity can feel natural, especially when it involves an old friend, shared memories, and a desire to reconnect.

But when kindness becomes expected rather than appreciated, the relationship can begin to feel less like friendship and more like an obligation.

In this situation, OP was not upset simply because of the money. The deeper issue was trust.

OP had repeatedly paid during outings because she wanted to be supportive, but the fair situation changed the dynamic.

The friend did not communicate honestly about her financial situation before making plans.

Instead, she allowed OP to assume she would be reimbursed and only revealed she could not pay after the expenses had already accumulated.

That left OP feeling trapped between compassion for a struggling friend and frustration over being placed in that position.

There is also a complicated emotional layer here.

The friend appears to be dealing with genuine hardship, including separation, financial stress, and possible emotional struggles.

Those circumstances can explain why someone behaves poorly, but they do not automatically excuse it.

A person can be struggling and still be responsible for communicating clearly, respecting another person’s boundaries, and not treating someone else’s generosity as an unlimited resource.

A different perspective is that OP’s friend may have started viewing OP’s financial stability as a form of safety.

When someone feels powerless, they may unconsciously look toward people who seem more secure and begin minimizing the sacrifices those people make.

From the friend’s perspective, OP may have looked like someone who “could afford it.”

But what she missed was that financial stability often comes from planning, budgeting, and making choices, not from having endless money available.

This applies strongly to OP’s situation.

Setting a limit was not the same as abandoning a friend. OP even explained that if her friend had been honest, they could have chosen a cheaper activity.

The problem was not that the friend was broke; it was that OP was denied the chance to make an informed choice.

Friendships can survive financial differences, but they usually cannot survive repeated guilt, entitlement, and blame.

Compassion does not require someone to ignore their own needs.

Sometimes the healthiest thing a person can do is step away from a relationship where generosity has become expected instead of valued.

The difficult question is not whether OP should have helped a struggling friend.

She clearly did. The question is how long someone should continue helping when the other person no longer treats that help with honesty and respect.

See what others had to share with OP:

These commenters strongly felt the friend was taking advantage of OP financially

PhoenixFlare1 − She’s a taker. The only way she’ll stop doing this is if: 1. You

stop paying for her 2. You run out of money

SpecialProfile2697 − You aren't her friend, you're her ATM. Dump her.

These commenters suggested practical ways to recover the money owed

CarlosFer2201 − Just send her venmo requests for the money she owes you

and she won't contact your anymore. Or I guess keep asking her what her

venmo id is if you still don't have it.

NYC-WhWmn-ov50 − You need to flat out say 'Your are not a friend: you are

a mooch using me to do stuff without paying. If your husband isnt paying

child suppirt, take him to court, but I am no longer funding your lifestyle.

Wspecially when you are so rude as to act like I OWE it to your entitled ass.

' Make sure she clearly understands that her actions have had

consequences. The send her an itemized receipt for everything she owes

you for and copy her husband.

Sure-Influence-3141 − Send her that Venmo request for the full amount.

Then after she ignores it, send that same request to her ex-husband.

They’re his kids too.

These commenters focused on OP’s role in enabling the situation

Luxodad − If she said she left her wallet in the car, your reaction should

have been, "Go get it. I and my son will be inside. Catch up when you get in.

" Same for the meal. Should have asked the server for separate checks right

at the outset.

Melodic-Advice9930 − Why did you pay for the passes in the first place

instead of telling her that you could wait while she got her wallet out of the car?

These commenters described the friend’s behavior as intentional exploitation rather than simple financial hardship

YeOldeGit − Simply just block her , she's a user and used you big time. She

knew she had no money so lied and cajoled you into paying saying she'll pay

later knowing she couldn’t do it. You don't need friends like her and as for

coming to your house don't even dare you'll never get rid of her she will

leech you dry.

She says she was a sahm well she needs to sort her life get a job etc and

stop relying on other people paying to make her feel happy. Her marriage is

over so she says she's got to learn to move on without squandering

friendships like she did yours.

YouSayWotNow − Given that you knew she likes to use you as her personal

magical money tree, I'd say it was more than a little naive buying the passes

and food and actually thinking she'd cough up and pay you back. That aside,

obviously she's treating you as a free bank and she's not even remotely

grateful, she's just rude, entitled and using you.

That isn't a friend, it's a leech. NTA but stop being a doormat and learn how

to say No early enough for it to make a difference.

Phoenix_Mae98 − This isn’t a friend. It’s a scam artist… and probably the

reason for her divorce/cut off.

These commenters shared personal experiences with similar relationships

Lingonberry_Born − Yeah I had someone like this. She was the wife of the

church pastor, always expected me to pay for everything. I would usually

only keep it to simple outings like coffee but one time she messaged me

late at night saying she was having a breakdown and had been walking for hours.

I asked her where she was and she said quite far away, I call a taxi and head

in the direction, turns out she had only been walking a bit over an hour but

anyway I felt sorry for her so said let’s get dinner and you can chat.

She orders food and wine and I’m fine with that and after we walk around

the neighborhood. She wants to eat these fancy nitrogen ice creams, I’m a

bit reluctant at this stage, having already paid for the taxi, a nice dinner and

now a $20 ice cream.

Then we go to a bookstore, she hands me a book she wants me to buy and I

ask her why and she says “ you paid for everything else I assumed you’d pay

for this as well,” I said no and refused to pay for anything after that.   Just

cut her off, she’s not a friend.

Big-Monk2317 − Just know that she may never appreciate all the things

you’ve done for her and that’s ok. I had a friend like this who was recently

divorced and I did so much for her because it was such a bad situation and I

felt for her and her children. But she would do the same thing, demanding

more and more money and time.

Inviting herself over constantly. I finally just had to distance myself and then

she just deleted me from Facebook and trashed me around town. I bought

them a vacation to a waterpark, would send them meals, take care of her

children…. I did so much. It was hurtful when she deleted me but really I

needed to get away from that.

This girl needs to find her way without being dependent and demanding on

others. Your heart and your wallet will thank you.

EloquentlyMellow − A few years back I became fast “friends” with a girl a

few years younger than me. I was in my late 20s and she was in her early

20s, in wildly different financial situations.

One time we went shopping together, and there was this $15 bracelet she

really liked, didn’t have extra $, so I thought it would be a nice gesture to

buy it for her. A couple weeks later we’re back at the mall, and now this girl

is picking up clothes, jewelry, etc and asking my opinion.

I say something to her like, well it depends on your budget, how much of

that can you afford to buy today? And she just goes oh 😞 and puts

everything back. I made one nice gesture with one bracelet and she

somehow thought I was her sugar mama taking her on a shopping spree.

She then switched to convincing me to buy clothes for myself, immediately

asking to borrow them, and hoping I won’t ask for them back. And she

swiped one or two clothing items, too. Turns out she was never a real

friend, just an opportunist.

A friendship that was rebuilt after years ended up falling apart over something much bigger than a single fair trip: trust.

The OP wanted to spend time together, but instead found herself repeatedly covering expenses while her friend avoided being honest about her situation.

Many people can sympathize with struggling financially, but others felt the biggest issue was promising repayment and shifting the blame afterward.

Do you think the OP was too harsh, or was cutting ties the right choice?

Can a friendship survive when money and accountability become the breaking point? Share your thoughts below!

WHAT DO YOU THINK OF THIS STORY?

WHAT DO YOU THINK OF THIS STORY?

OP Is Not The AH (NTA) 31/31 votes | 100%
OP Is Definitely The AH (YTA) 0/31 votes | 0%
No One Is The AH Here (NAH) 0/31 votes | 0%
Everybody Sucks Here (ESH) 0/31 votes | 0%
Need More INFO (INFO) 0/31 votes | 0%

Leona Pham

Leona Pham

Hi, I'm Leona. I'm a writer for Daily Highlight and have had my work published in a variety of other media outlets. I'm also a New York-based author, and am always interested in new opportunities to share my work with the world. When I'm not writing, I enjoy spending time with my family and friends. Thanks for reading!

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