A single mum says she is facing threats from bailiffs and £231 in fines over a £2.50 bridge toll that she tried to pay "25 times".
Georgina Mcquone was hit with the penalties after twice using the Dartford Crossing while visiting her mum in Herne Bay, Kent, during the April Bank Holiday weekend.
The 26-year-old, from Leicester, claims she tried to pay the Dart Charge online - totalling £5 for the return journey - but received error messages.
Georgina said she rang the call centre the next day but it was closed due to the holiday, and when she called again after the long weekend she was told she would "have to wait for the fine to come through".
The mum-of-one claims she made an honest attempt to pay the crossing fee before and after the six-hour round trip between Leicester and Herne Bay.
Her appeal was rejected.
Georgina said: "I have tried to pay about 25 times since – I have even tried to show them the O2 phone records.
"I am a single mother with a young child I do not need this."
She added: "I was happy to pay the £5 for both crossings on the day I went south-bound, yet every single time I attempt to pay through the automated systems my payments fail.
"If the calls were recorded as they say they are, then they'd of heard me try and seek assistance with the system numerous times.
"Still to this day, the system is faulty, hence, I've now had to make an account to take money automatically so I don't have to fight my own corner and lose continuously."
Georgina, who was fined different amounts for the two separate journeys, claims the Dart Charge operators were rude and unsympathetic during their phone conversations.
She claims she wasn't given a full opportunity to reply because the notices were sent to her 76-year-old father's house, the registered address of the car.
She also alleges she was taken to court without her knowledge.
Bailiffs turned up demanding payment at her father's home, adding more stress for him as he recovers from a stroke.
They demanded £385 and threatened to seize Georgina's car.
The bailiffs have been called off by Dart Charge, which is still demanding she pay the fines.
Georgina's mum Sue Sanderson said the ordeal has caused stress to her daughter and hopes it can be resolved soon.
She said: "She is trying to look forward to her 18-month-old son's first real Christmas."
Nina Young, Dart Charge operations manager, said Georgina's statements were rejected because the company was unable to find any system issues.
She said: "I can advise Ms Mcquone submitted a representation against the penalty charge citing the grounds as there being a website issue while attempting to make a payment.
"This was reviewed by the appropriate team who were unable to find any system errors on the specified date. A rejection letter was therefore issued to Ms Mcquone's address.
"On this occasion, I have taken the decision to cease enforcement action against Ms Mcquone and reissue the outstanding penalty under new cover to her address."
Dart Charge marked its fifth anniversary last month, during which time it has generated more than £700million.
A Highways England spokesperson said: "We work hard to strike the right balance between being absolutely clear that drivers using the Dartford Crossing need to pay their Dart Charge, while giving people maximum opportunity to avoid a penalty.
“Neither we or an independent adjudicator could verify Ms Mcquone's claims about difficulties with our payment systems, which is why her appeals were unsuccessful.
"However, as a gesture of goodwill, we have stopped enforcement activity and given Ms Mcquone another opportunity to pay the penalty charges at a lower rate."
