A Virgin's Playlist

{Pls enter your information} I stared at the computer screen, my heart racing. Was I really going to do this I asked myself but I took a deep breath steadying my nerves before creating an account. My name is Amelia Johnson. I'm 25 years old and I currently have a good paying job as a salary worker for a big company. My friend often told me my hair reminded them of a camp fire, bright and burning red while my eyes looked like the wood one would throw into said campfire and the countless freckles that adorned my skin reminded them of stars under the night sky but as a 25 year old redhead, I had an issue I was too ashamed to say out loud: I was still a virgin. My unique appearance made me hesitant to approach men, and my crippling anxiety about taking the first step didn't help. But that would all change for this was the day I was going to lose my virginity not only that but my secret list of desires that I've kept hidden ever since I was a teenager plus I needed something more than just toys or my fingers An online "friend" sent me an link for a website that allows people to hire escorts to release their s****l desire. It seemed interesting so I downloaded and set to finding my ideal man to help me the app was more than I expected it to be. Half clothed people left and right showing of their bosoms or abs to try and get potential customers I fought through the shame and went to the "popular" page and thousands of pictures of naked women and men made my face heat up with each scroll. It was even worse than the opening page I kept scrolling for a while as none of them seemed to catch my attention and I was about to give up then I saw him. He was voted the most popular male escort of the year and the reviews about him were good so I clicked on his profile to check him out. He didn't show his face, but his body looked magnificent, and the bulge in his trousers spoke of what he was packing. "Yes he's the one" I whispered under my breath, my face still red as I read through his bio The bio said I needed to call the agent in charge of Jake (An agent? Isn't this basically electronic pimping?) to book him since he was so popular he couldn't handle everything himself I quickly dialed her number on my phone but as the phone rang the shame I thought I had cast aside crept back up, but before I could do anything about it, the agent picked up the phone. "Hello, Amry here. How may I help you?" The agent's chirpy, sweet voice put me at ease for a little while, she sounded nice and seemed like she wouldn't be so judgemental about me "Um, hello. I would like to book... um, Jake," I stammered, nervously playing with a loose thread on my shirt The line went silent for a while, and I heard the clacking of keyboard keys on the other side of the phone. "Okay, honey. And how long would you like him for?" the agent asked. "I um I actually wanted him to help me fulfill a list of kinks I have!" I said the last part in a hurry, hoping the lady heard me and I wouldn't have to repeat that statement again. She let out a little laugh before clicking on her keyboard again, typing in who knows what. "Don't be embarrassed, honey. This is what the app is for, right?" I knew this, but it was still embarrassing. "Can you send that to me, the list of kinks?" She asked "there should be an email on Jake's page for you to send it to" I quickly went to my files to search for the list I had saved in my phone, hidden inside a locked file, looking it over to see if I had written everything down before sending it to her email. She let out a hum and typed a few more things into her laptop before speaking again. "Would you like the timed option or the freestyle option?" "C could you explain the options to me in detail?" I asked, feeling a bit uncertain "The timed option is when you're given a specific time to use while the freestyle option is that you'll get to complete your kinks but without a timer," she explained. I thought for a moment, weighing my options. "Okay, I think I understand. So, with the timed option, I would have a set amount of time with Jake, but with the freestyle option, I could take as much time as I need?" "That's right, honey," the agent replied. "And with your list, it would take about 6 and a half months to complete if you want to do it weekly, and about a month if you want to rush through it and do it daily" I took a deep breath, considering my options. I don't think I could handle the daily option "Can I have the freestyle option?" "Perfect and what time do you think will be best for you to see him?" I thought about my schedule. I usually leave for work in the morning and come back at 4. It's a 10 minute walk from my apartment to my office, so 4:30 would be the perfect time for us to meet. "Can he come by 4:30 every Wednesday?" I asked, my voice barely above a whisper, showing how embarrassed I was The agent chuckled, clearly amused by the way I was acting. "Sure thing, honey. He'll be at your doorstep first thing tomorrow evening. Have a nice day." "I'll send you the bill, and he'll be yours every Wednesday evening," she added before hanging up. A few minutes after making the call, my phone buzzed, I got a notification from my sss. It was the bill. It was expensive but it was nothing I couldn't afford. I quickly sent the money, taking a screenshot and sending it to her email to confirm I had paid the money. It was after that the reality of what I had done hit me, and I was left to stew in my own shame and embarrassment. I couldn't believe I spent almost 700 dollars to hire a glorified prostitute. Had I really just hired an expensive escort just because I was horny and lonely? I decided to sleep through it and maybe I'd feel better about the decision I made in the morning, but sleep evaded me that night as I couldn't help but think about what I had done. Before I knew it, it was 6:30, and I had to get ready for work. I went to work that morning with the thought of cancelling his services and saving myself the embarrassment. But just thinking about what would happen if I didn't made my cheeks flush and my heart dance, I didn't want to cancel it, but at the same time, what I did was too embarrassing for me to handle I didn't want to go home, hoping he would cancel if I didn't show up. But I knew that wasn't an option; leaving him there would just be downright rude and disrespectful. As I sat at my desk, trying to focus on my work, my mind kept wandering back to Jake. What would he be like? I was so lost in thought that I didn't even notice when my best friend, Tammy, came up to me. "Hey, what's up? You've been spacing out all day," she said, concern etched on her face. I sighed, knowing I had to confide in someone eventually and she was the best person for it"I did something, Tammy. Something really crazy." Tammy's eyes widened with curiosity. "What is it? You're starting to scare me." I took a deep breath before blurting out the truth. "I hired an escort and I'm going to lose my virginity to him." Tammy's expression changed from concern to surprise, and then finally, to amusement. "Well, then, just do it," she said, shrugging. "It's not that big of a deal." I looked at her with a shocked expression on my face; she sighed as if I was a child who needed a stern talking to. "I mean, you always complained that you didn't want to die a virgin, right?" She said, waiting for me to nod my head before continuing. "And you don't want to get married as one, so why not just do it and get it over with?" "Anyways, I came to drop off your lunch since I know you didn't bring one in, I'll see you later have fun losing your virginity" she dropped a Tupperware full of her homemade food before going back to her department. I thought about my friend's words for the remainder of my work hours. Maybe I was overreacting. It was just s*x, right? Everyone does it eventually. Men hire prostitutes all the time; this doesn't make any difference. I pushed the thoughts to the back of my mind to focus on my work; these spreadsheets weren't going to organize themselves and before I knew it, it was 4 o'clock already. Time to clock out. As I rushed home, my mind replayed the events of the day. I knew I didn't have to be so shy about it and I needed to do this if I ever wanted to lose my virginity. As I walked into my apartment, I noticed the clock on the wall; it was already 4:20. Jake would be arriving soon. I quickly changed out of my work clothes and cleaned up as best as I could, it didn't take long though my apartment was never truly messy, just a few dishes in the sink and a half-full bin. I finished at exactly 4:30, and I just stood in my living room wondering if my living room was clean enough or not when a knock on the door broke me out of my thoughts. It was him – Jake.