A Virgin's Playlist

Chapter 5

Amelia's POV:

I closed the door behind Jake, feeling a mix of emotions: excitement, guilt, and a hint of sadness.

My body still hummed from our encounter, but my mind was already racing with thoughts of what had just happened. As I walked back to my bedroom on still shaky legs, I caught a glimpse of myself in the mirror.

My hair was disheveled, my lips swollen, and I could see bruises marking my skin, painting it like an obscene canvas. I could barely recognize the person staring back at me.

I took a deep breath, trying to process everything. Had I really just lost my virginity to a stranger? And why did it feel so... liberating? I thought about Jake: his looks, his touch, and his words.

"You're beautiful, Amelia." He said. No one had ever made me feel that way before. I felt seen, desired, and appreciated. Most people often told me my red hair and shy personality was a turn-off, but he made me feel appreciated and loved.

But as the reality of the situation sank in, I couldn't shake off the feeling of guilt. I had paid a stranger to take my virginity. What did that say about me? I know people did it too, but still, I didn't want to go that far for a good f*ck.

I sighed, feeling a bit lost about my decision. I needed to talk to someone about this.

I picked up my phone and dialed Tammy's number. "Hey, girl! How's it going?" Tammy's cheerful voice was just what I needed.

"Hey, Tammy. Things are going.... well It's complicated," I said, trying to find the right words.

"What's wrong? Did something happen with Jake?" Tammy's tone turned serious, and I could almost see the way her eyebrows scrunched up when she sounded like this.

I took a deep breath and told her everything, from the moment Jake arrived to the moment he left. Tammy listened attentively, asking occasional questions. When I finished, Tammy let out a low whistle.

"Wow, Amelia. Seems like he really did a number on you, huh? Will he be willing to do me too?"

I laughed, feeling a bit better. "Shut up, Tammy."

"Seriously, though, how are you feeling?" Tammy asked, her tone softening.

I hesitated, trying to put my emotions into words. "I don't know, Tammy. It feels liberating, I guess. But I also kind of feel conflicted."

Tammy sighed, probably tired of me complaining. "Amelia, sometimes you're just too much. You did what you needed to do. Don't beat yourself up over it."

I nodded, even though she couldn't see me. "You're right. Thanks, Tammy."

We chatted for a bit longer before I hung up, feeling a bit more at peace. It was just 7:45, but losing your virginity took a lot of energy. I felt too tired to follow my usual night routine, so I closed my eyes and let the sweet relief of sleep take me.

Jake's POV:

I stepped out of Amelia's apartment, feeling a sense of satisfaction wash over me. That had been a great session – she was beautiful, eager, and responsive, everything a guy would want in a girl. It's a wonder how she remained a virgin until now.

As I walked to my car, I couldn't help but think about how much I enjoyed this side hustle. Convenient and stress-relieving, after all, being a CEO of a company could be stressful, but this... this was my haven.

I dialed a number on my phone, and my cousin, Amry, picked up. "Hey, cuz! How'd it go?"

I chuckled. "It went great. She was a really sweet."

Amry laughed at that. "I knew she would be. She sounded so shy and cute!"

I smiled, feeling grateful for my cousin's support. If it was one thing we had in common, it was our taste in women. I wasn't looking for someone to date right now, but damn, did Amelia fill up all the boxes.

"Thanks, Amry. You're the best agent a guy could ask for."

"Yeah, yeah, I know. No need to hype me up," even though she said that, I took notice that she sounded very proud of herself.

"Do I have any more clients for tomorrow?" I asked, scrolling through my email on my other phone to see if I'd get any information on possible clients she might have sent.

"Yeah, about that... a few people have contacted me, but you have a meeting tomorrow at 12 with a potential partner, so I didn't accept anyone."

That wouldn't do. I would obviously be stressed out after the meeting, so sleeping with a few people would obviously take away the stress.

"You can go ahead and accept a few for me."

"But your meeting-"

"I don't care about that," I said, cutting her off quickly. Even though I couldn't see her, I could tell she had that famous disapproving look on her face.

"Jake," she started, her voice turned serious. "I know this is an outlet for you, but you need to be careful. This isn't just about having fun; there are risks involved, your reputation could be damaged if anyone were to recognize you."

I nodded, even though she couldn't see me. "I know, Amry. I'm always careful, don't worry."

We chatted for a few more minutes before I hung up, feeling a sense of contentment wash over me. This was exactly what I needed – a break from the corporate world, and a chance to indulge in my more... primal desires.

As I drove home, I couldn't help but think about Amelia. She was different from my usual clients, more innocent, more vulnerable. I found myself wondering what she'd be like in a few weeks, after we'd had some more sessions together.

I smiled to myself, feeling a spark of excitement run through me. This was going to be fun.

When I arrived home at my penthouse, I went straight to my bar and poured myself a glass of scotch and laid on my bed, feeling the weight of the day lift off my shoulders. Being a CEO was stressful, but the side hustle as an escort was my escape.

And as I sat there, sipping my scotch, I couldn't help but feel thankful for this secret life of mine. It took away the stressful and boring life of a CEO; meetings, signing papers, interviews. I needed a break every once in a while, and this was the perfect escapade.

Plus, not many people recognized me, and if I did, I could just lie and say I just looked like the CEO and ask why was a rich CEO working as an escort?

As the night wore on, I found myself thinking about Amelia more and more. Even now, as I lay on my bed, I wondered what she was doing right now. Was she thinking about me in her bed? Her mind plagued with me, just as mine was with her?

I smiled to myself, hoping that was true. I felt a sense of connection to her. Maybe this was more than just a transactional encounter. Maybe there could be something more here.

But as quickly as the thought arose, I pushed it aside. I wasn't looking for anything serious. This was just about having fun. Nothing more, nothing less.

And yet, as I drifted off, she kept coming to my mind; her fiery red hair, pink soft lips, and beautiful brown eyes.

Was this girl going to haunt my dreams every night, just like this one? Maybe I should take on more clients from now on. It'll probably get my mind off her.

I reached to my bed stand and grabbed my sleep-aid medication and with a quick look at the expiry date, popped a couple of pills. I needed enough rest for tomorrow's schedule.