My dad was always an attractive man. He was a quarterback in high school and went to college on a scholarship. He was a stud and married my real mom just because she had wealthy parents and because he got her pregnant by accident. She was popular in college, mainly because she hosted the wildest parties and wore the most expensive clothes. But she was lacking in personality. And as the years passed, she started lacking in looks too. My dad went on to build a fantastic construction company and made a lot of money by the time I was 18. As soon as I was no longer a minor, he handed her divorce papers. He just wanted to know that his kid grew up all right. He took one for the team there.
I wasn’t shocked, and I wasn’t even sad. My old pop is my hero, and he taught me a crucial lesson through his 18 years of marriage with mom. He taught me never to depend on others. So, I started making money ever since I was little. I would sell anything for a good price. One day, when I was doing laundry, I had a guy friend help me clean up the place before my dad and his new wife arrived from their honeymoon. I didn’t know how to sort clothes, and all I could do was throw them all into the washer. But my friend showed me how it’s done. Whites to whites, dark to darks, and he gathered a special load of only undies. And he was also my first client. He told me he’d pay me $5 to let him steal a pair of my new stepmom’s thongs.
One year passed, and I was running a pretty popular account on a used underwear marketplace where horny men thought I was my stepmom. And they weren’t just blindly trusting me. Since I was handling all the computer and phone repairs in the house, I also hacked my stepmom’s phone and stole all her nudes. She and dad were sexting all the time. Whenever she would send him an upskirt or thongs picture while working on construction sites across the state, I would just steal it, upload it on the site, and put her panties up for auction. More than that, I would buy her entire sets of exact matches so that I could replace them in the washing machine.
But I got careless one day and fucked up the whole operation. I forgot to remove the tag on a pair of red thongs. Doing your laundry and finding a brand new pair of panties that you know you’ve worn for several months with a price tag and no trace of pussy juice on them would make anyone suspicious. But what gave me away was a delivery for one of my clients that wasn’t picked up and returned to our house. Guess what was in the package? The exact pair of red thongs she found with the tag still on in the laundry basket. She knew my dad couldn’t think of something like that, and she figured out my business model right away since I was financially independent and was not holding a job of any sort.
My stepmom might be 45, but she’s undoubtedly not a boomer. She googled my client’s name, emailed him from a fake account about some issues with his hast order, and asked him to confirm by emailing back the link of the item. The client fell right into her trap and sent the link to a picture uploaded on my account that she originally sent to my dad, in which she was pulling down her panties to show him how wet her pussy was and what mess she made in her panties.
But then, I guess she was either impressed by how popular she was with the massive fanbase I formed around her panties and hot leaked nudes or by how much money my account was made. When I came back from the club that day, she was wearing nothing but those red panties and casually walking around the house topless.
“You know I used to be a model, right?” I knew something was up.
“Can you take some photos of me? I need them for a new business idea. I heard that red thongs worn by MILFs are selling like crazy nowadays. I want to start selling my panties online and I could use some help from someone who knows all about it.”
I was completely blindsided. Not only I thought my plan was bulletproof, but to have such a reaction from my stepmom after busting me was unimaginable.
“I’m so sorry, please don’t tell dad! I’ll do anything.”
“Half the profits!” she said
I would have given her 100% of the profits. If I had any of them left. I spent the money like it was a gold mine. I explained that I had no profits and my only asset was the account itself. When I told her how much money it makes she couldn’t believe it. And when I told her that’s only with minimal interaction because there wasn’t enough content and the items were limited, she was more excited about the whole deal than I was.
“When can we start? Can we start right now? My life got so boring, and I wanted to make money and be famous. I miss being a model.”
So we started that night. She brought out her entire underwear drawer. She had everything her fans could wish for, from g-strings to boxers, lace panties, leather ones, latex ones, nylons, and so on. She made me take pics of her wearing every single pair of panties. I was already tired, but she was still excited, and she drank an entire bottle of wine through the night. When morning came, she made me upload all photos to her account. I needed a break and told her I’ll do it after waking up. But that’s when her mischieving came into play. She made it very clear that I have no say in it. She took over the business and blackmailed me into working for her. It was that, or she would tell my dad everything.
As I was uploading over 100 pics and coming up with descriptions for them each, she discovered that she could interact with her fans. She spent hours in the comment sections of her uploads and responded to everyone in her DMs. Some fucker told her about the custom content feature of her account. And before I even realized it, she created an open poll on her phone where she asked fans what they wanted to see and what they want to buy.
The most popular request of her fans was cumshot panties. She didn’t even know what it was. But they explained to her that she needed to jerk off a cock inside her panties while still wearing them. She was drunk, and I didn’t see the content request thread she opened. She started bossing me around like I was her assistant.
We were both standing up and facing each other. She had me filmed from my eyes level in a way that would capture both her tits and her toes in the shot. Then she pulled her panties with one hand and ordered me to take out my cock. I was in shock. First of all, I was filming, and second, she was my stepmom. Because I was frozen, she did it herself. We were facing each other, and I was filming as she was jerking me off into her panties until I came. To be honest, it wasn’t that bad. I could see why my father fancied her so much. Even drunk and with one hand, she knew how to handle a dick, and she made me cum in under 3 minutes. Then she wore her panties filled with jizz for a while as she was looking for shipping supplies. She made the package, slapped the name of the man who offered most on the video, took off her panties, closed the package, and told me.
“Easiest $150 I’ve ever made.”
They all wanted to see her making a cock cum in her panties. That morning alone, she got 14 orders of cumshot panties alone. And I was going to supply the cum for all of them. I wasn’t minding. I just knew that if she were bossing me around like that from then on, I couldn’t resist. I needed to assert some dominance. So I went on the account and created a new poll. The poll asked:
“Would you like to see me ball-gagged with a pair of panties stuffed in my mouth while getting a cumshot?”
The fans were thrilled with this idea. They started bidding, and the price for such panties went to $500. When my stepmom saw that thread, she felt like a movie star. She wanted to do it right there on the spot. Because I didn’t want to ruin what she had with my dad, I made her wear a piece of nylon legging as a mask over her head down to her nose. I then grabbed my camera and we started filming. She was still giving me a bossy attitude. I made her take off her panties and kneel in front of me with her mouth opened. I stuffed her panties in her mouth. She was so drunk she didn’t realize what was going on. She kept trying to call me by my father’s name through her mouthful of panties. She was even masturbating as I was jerking off on her face. I came only on her panties, and she had an orgasm simultaneously. She then lay on the floor and fell asleep right there.
The following day, when she woke up and realized what had happened, she woke me up crying. People from the panties marketplace website couldn’t recognize her. She had mascara tears, messed up hair, a face covered in spit and cum, and the nylon mask made her look like an Asian whore. But there was no way my dad wouldn’t recognize her. He undoubtedly saw her messed up when it was his turn to treat her like a cumrag. And that’s how I gained leverage once again. We leveled the battlefield, and from then on, we collaborated like equal partners in the business of whoring her out and selling her panties online. It was our little secret. And our dirty activities were strictly business.