Disclaimer: This story is fictional. All characters are fictional and are adults. Please do not confuse rape in real life versus rape in stories. Although this story seems pretty well how I like it to be, I'm open to the possibility of adding new chapters. Please constructively add ideas in the feedback, plus tell me if you liked it or not. Thank you!
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My name is Amelia. I was 33 years old and a relatively new teacher at a wonderful elementary school. I'd always enjoyed working with kids, so I chose teaching as my career. I met my husband, Aidan, along the way and we shared a little boy together. All of this was turned upside down because of my past.
Before getting married, I was foolish with my money, just like my parents were. I attended raves, sleepovers, and countless private parties with my friends. Credit cards gave me the illusion that it was like free money. We spent it on things like concert tickets, drinks, dresses and purses. We'd also pamper ourselves with salons and nail bars. Little did I realize that I was the only one racking up debt, while my friends were not. I found out that a couple of them had sugar daddies. Some others did some escorting. I didn't do any of that. I worked two part-time regular jobs while attending university. But it was painfully obvious that I wasn't going to be able to come up with the kind of money to pay off the principal amount, as well as the interest. That's when I begrudgingly considered doing some of the things that my friends did.
There were two things that they did that I couldn't do. One of them was masturbating on webcam with my face showing. It was hard enough for me to perform in front of a huge audience, let alone having people look at my face and possibly recognizing me. So I only masturbated when the camera was permanently pointed downwards. It was fun and safe, though it didn't help me much financially. The other thing I didn't want to do was sleeping with random strangers. Therefore, the only option that remained was picking up a sugar daddy. It was ideal for making money, while limiting the amount of people that could see me.
I came across an intimidating number of ads. It really highlighted the imbalance of male and female wealth distribution, but I had no time to worry about that. I had to find one man that could help me pay my bills and then I can start fresh again. That's when I came across a guy that was in his early 40s that bragged about how well he was doing in life and how great of a body he has for his age. He noted that I wouldn't be disappointed if I saw him. After a brief conversation, which included an exchange of pictures, we met up and he was exactly as described -- and undeniably more attractive in person. His name was Oliver and he was well-dressed. We talked about my situation and what kind of relationship we were going to have. He was very cool about paying towards my debt and giving me a little spending money too, so I agreed to follow him to his mansion, where we spent our first night together.
He warmed me up with his foreplay. His techniques were spot-on when it came to making me wet and keeping me horny, even though I was very nervous to start. For my part, I worked up his penis with my hands and mouth before he fucked me hard in various positions that hadn't yet included the cowgirl. In the cowgirl position, I could control the penetration, as well as the number of times I was gonna cum! Each time that I did, I chased for more of that glorious euphoria! At the end of the night, I let him cover my face and breasts with his hot and sticky jizz!
Fast forward a couple of months into these arrangements, we had a lot of sex, far more than I was used to. It was amazing how many orgasms he gave me. Meanwhile, he took good care of me financially. Sometimes he'd buy me gifts for special days, like jewellery or designer handbags. We eventually reached a point in our relationship that he could talk me into going bareback, since I was already on birth control, or doing anal without any issues. Despite that, there were still things I'd say no to. One of those things was him inviting his friends over. No matter how many times I'd said no, he'd pester me everytime to give it a try. Finally, I relented.
Contrary to how I would've expected, the gang-bang made such an impression on me that I agreed to do more of it on a regular basis and with more guys! In these gang-bangs, cocaine use was commonplace. Though I hadn't ever used drugs, I was persuaded into snorting lines on their dicks! The sex was enhanced as a result of the men lasting longer and that there was a slight euphoria. There were even some days that my friends participated! We had some great bonding time together, cheering each other as we watched ourselves do the wildest things. We'd pretend to be the biggest sluts on camera too. It was incredible.
Regardless of how fun those partying days were, it had to end upon graduation. I was going to be a teacher and I had to demonstrate to myself some semblance of discipline, if I were to hope to be a positive role model for the younger people. Furthermore, the employers may or may not undergo drug tests. Since I couldn't afford to fail a drug test, I called it quits with Oliver and moved away without telling him. I owed him no explanation; it was strictly business between us and our past would've likely been a liability to my career. A few years later, I had gotten married, had a kid and and was teaching a great school in a different city. When he arrived out of the blue in the morning just before class, I knew trouble had come my way.
"Hello, Ms. Amelia Petrillo. Long time no see." he smirked.
My eyes widened up.
"W-w-what... are you doing here? H-h-how did you find me?" I stammered.
"Don't worry about the details. My friends and I have been missing you, so I'm here to pick you up."
"No, I don't do those things anymore. Those days are long gone. I have a family and a job!"
"What happens if I release these goodies that I have on you?"
"What?!"
He showed me his phone where I could see a library of videos we made over the years. He proceeded to play one of them from his phone on full blast. The humming sounds were coming from me as I was happily sucking him off!
I panicked, "Turn that off! Turn that off!"
"I wonder what your family and your colleagues will think about this good stuff. They probably don't know, do they?"
"No! No! Please no! Don't show them anything!"
"Then you know what you gotta do to keep me silent -- come back to me."
"Nooo... I told you...I can't... I'm married! I have a new life now!"
"Listen, he doesn't have to know about us, as long as you cooperate. Don't test me. I bet I can track your husband easier than how I found you."
I finally saw the extent of Oliver's ways. The signs of him being manipulative and controlling were always there, yet I never figured that he'd go this far. That was my mistake.
"Alright!" I paused to exhale "I'll cooperate."
"Prove it. Can you get on your knees and re-acquaint your mouth to me?"
"What?! Now? Are you serious? I have a class coming soon!"
"Are you saying you can't do it?"
"No... I... please... I'll do it... not here though. Anywhere but here!" I stuttered.
"Fine, we'll use one of the washrooms. I'll be nice and let you pick it."
I reluctantly nodded.
As we walked together into one of the staff washrooms, I did a quick survey to see that it was actually empty before locking it. I cringed at the thought of what I was about to do, but knew that I was in a position of weakness. I couldn't afford to have my life ruined by him. After choosing one of the open booths, I sat on the closed toilet lid, undid his pants and stroked his semi-erect cock hurriedly, mindful of the fact that I only had a few minutes at most before the bell was going to ring. I absolutely had to make him cum prior to then, or else the kids would probably wander around in the hallways and cause trouble, which would ultimately draw attention to the other staff members to look for me. As humiliating and wrong as this was, I forced myself to suck him as fast as I could.