AITA for demanding my coworker pay me for a ride to work after many months of giving her a free ride?

ChannelGreat2791 1657 comments

For over a year, a simple act of kindness quietly wove itself into the fabric of two coworkers’ daily routine.

Without a second thought, one offered rides without expecting anything in return, driven by empathy and an unspoken understanding of hardship, creating a fragile bond rooted in generosity and trust.

But when life’s unexpected hurdles surfaced, that bond was tested by a price tag—just twenty dollars—that shattered the unspoken contract of goodwill.

The sting of that demand unveiled a deeper emotional rift, leaving one to grapple with feelings of betrayal and the painful realization that sometimes, kindness isn’t always reciprocated in the way we hope.

AITA for demanding my coworker pay me for a ride to work after many months of giving her a free ride?
‘AITA for demanding my coworker pay me for a ride to work after many months of giving her a free ride?’

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Internet Users Didn’t Hold Back:

It didn’t take long before the comment section turned into a battleground of strong opinions and even stronger emotions.

The original poster (OP) initially acted out of generosity, providing a free ride to a coworker for over a year based on a belief in helping others, especially those facing greater financial strain.

The central conflict arose when this free service was monetized unexpectedly by the coworker's boyfriend, leading the OP to set a new financial boundary for future rides, which the coworker rejected, ending the arrangement.

Was the OP petty for demanding compensation after being asked to pay a fee for a ride themselves, or was the coworker's refusal to acknowledge the OP's past generosity and support a justification for es**blishing new, transactional terms?

The core question is whether the shift from voluntary favor to required payment justified the OP's decision to monetize their own transportation service.