Extreme Debt Payoff: Cassandra Turns To Prostitution to Pay for Mom's Mounting Medical Bills

Extreme Debt Payoff: Cassandra* Turns to Prostitution To Pay Mom’s Medical Bills

•  4 minute read

How one woman turned to prostitution to pay her mother's mounting medical bills.

How one woman turned to prostitution to pay her mother’s mounting medical bills. Is it really possible?



That was the total cost of Cassandra’s mother’s heart bypass surgery. It was her second heart attack at the age of 45 with her first causing her to lose her job as a secretary for a real estate company.

How one woman turned to prostitution to pay her mother's mounting medical bills. Extreme Debt Payoff: Cassandra* Turns to Prostitution To Pay Mom's Medical Bills

With no job, no insurance, no husband, and nowhere to turn, Cassandra’s mother had no choice but to ask her 20-year-old daughter, a recent grad working as a marketing analyst, for help. But Cassandra didn’t have that kind of money. She didn’t even have money to pay her student loans or to afford to live in her own apartment.


Still, Cassandra wanted to help. Her mom had raised her without any financial support, and struggled to ensure that Cassandra could pursue her dream of getting into one of the top universities in the country. She couldn’t sit idly by while bill collectors hounded her mother during such a critical time.


“What kind of daughter would I be?” Cassandra asked herself. “What kind of human would I be? I had to do something. If she knew what I had to do to pay off those bills, I think she would never forgive me.”


 For Cassandra, paying down $104k meant starting her own business as a call girl — a job that could have landed her in prison—or gotten her killed.

No Other Way


Cassandra shared her worries with a few friends. One mentioned knowing someone who worked as an escort in New York, who claimed that she made around $40,000 in three months. The escort graciously explained how the business was run, how clients were found, and how security and health issues were addressed.


Cassandra tentatively began developing the business end. Over the course of a month, she bought a domain and paid for web hosting, and then she uploaded tasteful pictures of herself, along with a bio about how she enjoyed art museums, trips overseas, and shopping at Tiffany’s. “It all felt normal,” she recalls. “It was like putting up an online dating profile.”


Two weeks later, she got her first call. “It was a thrill,” she says. “I emailed him a copy of a contract I found online, and then I had him PayPal me a $1,000 deposit. He sent everything back in within minutes, including an additional $500 for an extra hour. That night, we went to one of the top restaurants in NYC and saw a Broadway show. It was so exciting! I felt like a princess — until we got back to the hotel and the real ‘job’ began.”


When she went home to her mother’s place, she counted her money: a total of $6,500 for six hours. Cassandra called a collector and paid off the first chunk of what was owed to the hospital’s collection services, and then she went out and filled her mother’s pantry with healthy foods. “Making that payment was the only thing I could do to keep myself from running out of my skin,” she explains.


“I didn’t sleep well for months after that. But I constantly reminded myself that it was temporary, a means to an end for both my mother and me.”

The Payoff


In her first year, Cassandra picked up six regular clients, which allowed her to pay off nearly $75,000 of her mom’s debt. Part of her income also went to keeping herself healthy and safe. After a close call one night with a potentially dangerous new client, she began running comprehensive background checks and hired a security guard to join her at the start and end of each date. She also paid for weekly visits to the doctor and an independent health insurance plan for her and her mother. All of those business expenses accounted for nearly $25,000 annually.


“I really loved the idea that I was running my own business,” she continues. “I started to learn things I never knew how to do in college, like accounting and payroll… But I still wanted nothing more than to close it down.”


However, Cassandra’s mom, who took about nine months to fully recover, never really questioned what was happening to the bills. When the phone calls stopped coming, Cassandra told her mother that she had decided to go back to school and use the student loans to pay the monthly payments. She also disguised her nights out as part of a new job she got working with a start-up marketing company.


But on the other side, she confided in her regulars about the situation – and was surprised at their reaction.


They stopped buying me designer clothes,” she remembers, “and instead gave me gift cards to grocery stores for food and gas stations so I could get my mom to a doctor.”


One of her clients even offered to pay off all the debt in exchange for a weeklong overseas trip. She accepted, and after nearly 20 months, Cassandra’s call girl service ended with one trip to Japan.

The Worth of Selling Yourself


The year after she stopped her call girl business, Cassandra enrolled in an MBA program where she studied nonprofits, and found a job as a marketing analyst for a major nonprofit. Her mother made a full recovery and currently lives with Cassandra and her new husband.


When asked if she has any regrets, Cassandra, today 29 and a mom-to-be, says that she has many. “Every day was a regret,” she says. “I don’t like what I did, even if it was for the right reasons. Now, I wish I had taken over the debt sooner, gotten a payment plan set up, or maybe even worked with a financial advisor on how I could have solved this without becoming a call girl. I was young and stupid. But it worked out in the end, and I can’t pretend like my life wouldn’t be this great or debt free if I hadn’t done what I did.”


*Name has been changed to protect privacy