A Virgin's Playlist

Chapter 4

"Please take me already!" I whined, wiggling my hips a bit, trying my best to entice him.

"Damn, for a virgin, you sure are expressive, huh?" He groaned, massaging my hip with his thumb.

There was no response behind me for a while, and I couldn't help but whine in impatience.

"Relax, I'm just putting on a condom," he said, laughing, while my face turned redder.

"Are you ready?" he asked, his voice dripping with lust.

I took a deep breath before nodding my head as much as I could with my face pressed into the pillow. And without another word, he slid inside me.

It felt a lot different than I expected it to; it didn't hurt or feel uncomfortable. It just made me feel full, and my p***y throbbed with arousal.

"Does it hurt? I could take it out if it hurts that much," his voice sounded worried and caring. I couldn't help but wonder what it would be like to hear it every morning.

"No, it's perfect," I said, quickly banishing those thoughts away. This was just a paid transaction, nothing more, nothing less.

It wasn't going to do me any good if I fell in love with an escort whose job was to please and satisfy women. He waited for a bit; I could see the impatience in him. I told him I was fine, but it seemed he wanted to go easy on me since this was my first time with a man.

So I wrapped my hands around his shoulders, leaning into him. "Move, please me, Jake," I whispered into his ears, and like a switch, he began to move his hips vigorously, quickly making my mind go muddled, and moans spilled out of my mouth.

He chuckled, picking up speed; his hips moved at an obscene pace, like it was trying to bury itself in the deepest parts of me.

My mind was going blank; this felt good, way too good. Slick pooled out of me as I came again, making my insides squeeze the d**k inside my core.

"F*ck, virgins are the best, so tight and wet. Can't wait to loosen you out, baby." He kept thrusting inside me, hips stuttering, then becoming still as he spilled his seed into the condom. He let out a low groan as he org*smed, teeth clenched, and eyes squeezed shut.

It was silent for a while; the only sound was our combined pants. We stayed like that for a while before he pulled out, disposing of the empty condom to the side. And as I lay on the bed, I couldn't help but wonder if this was it and if we were out of time already.

I couldn't help the feeling of disappointment that welled up in me. The s£x was amazing, but something in me needed more. As if Jake knew what I was thinking about, he threw his legs over me, trapping me between his thighs, and straddling my face, his d**k poised right on the tip of my lips.

"Why are you looking confused? Didn't I say I was going to deflower you completely?" he said in a teasing voice, rubbing the head of his d**k on my lips, spreading his prec*m on them. "Open that mouth, baby."

I couldn't stop the whimper I let out before opening my mouth as he slid his d**k deep into my mouth, the tip just teasing the entrance of my throat. "That's it, good girl." I squeezed my eyelids shut as he kept using my mouth as a toy for his d**k.

"Come on, baby, use that tongue of yours."

I let out a groan before rubbing the underside of his d**k with my tongue as he pulled out and placed the tip of his d**k on my lips, painting it with his prec*m and my saliva.

"Look at you; don't you look so perfectly ruined?" he asked, a smirk adorning his lips. I gave him a small smile before I took the d**k into my mouth, twirling my tongue on the head before sinking to the base, ignoring my gag reflex.

"Woah, are you alright!?" His voice had switched from smug and seductive to a more concerned tone. He was clearly worried, but I just gave him a thumbs up and began to move my head back and forth, his d**k popping out of my throat before I slid it back in.

"Damn, you didn't have these techniques a minute ago, but f*ck," he said, grabbing me by the hair to drive his d**k deep into my mouth like a piston, making my eyes roll back as my air supply was cut off completely.

Jake watched as my eyes rolled back, licking his lips and taking in how I looked like a mess when I was just a blushing virgin an hour ago. "Gonna c*m, take it all, you wh*re!" With a final thrust, his hips stilled, and his c*m was dumped down my throat, forcing me to swallow.

"Damn it!" He quickly pulled out and sprayed the remaining c*m on my face, his spend spilling on my lips. "Hey, are you okay? Sorry for making you swallow it."

I wiped a line of c*m that landed on my cheek with my finger before popping it into my mouth, licking it off my fingers while gazing seductively at the man in front of me.

He had a surprised expression on his face, and I could see the way his face flushed even more.

"Damn, you were a blushing virgin earlier today, and now you've become a full-blown wh*re; how cute."

I just laughed a bit at that, but he was right - this wasn't my usual self, and it felt great.

Now that the heat of the moment had died down, I noticed how sticky and damp I felt between my legs, plus the c*m was starting to dry on my hair. I really needed a shower.

I tried to get up to go to the bathroom, but he pushed me back on the bed, positioning himself between my legs again, his c*ck hard and ready to ruin me all over again.

"And where do you think you're going? I never said I was done, did I?" The rest of what happened was a blur to me; he ravaged me all over again, but the pleasure was too much for me, and I blacked out during all this.

I could still remember faint scenes of him taking my anal virginity, thrusting like a mad man before he pulled out and spilled his seed all over my back, before everything became muddled again.

And by the time I came back to reality, I was lying on my stomach while Jake ran a damp rag between my legs, cleaning me up to the best he could.

"Sorry if I pushed you too hard," he said, looking a bit guilty; he did push a virgin to the brink, after all. "My body feels sore but pleasurably sore; thank you for making this memorable for me."

He gave me a soft smile before lying next to me on the bed. We stayed like this for a while, but it was already late, and Jake needed to get home.

He wanted me to rest up and claimed he could see himself out, but I didn't want that, plus I also needed to lock the door after he left, so he agreed.

My legs were shaking like a newborn fawn as I walked him to the door, but I was still determined to see him off.

"Thanks for this, Jake," I said, tucking a stray strand behind my ears, but he just waved it off.

"It's nothing; I'm just doing my job."

Even if it was just a job, it was still my first time, and he made it perfect. We stayed like that for a bit, neither of us saying anything else, just looking into each other's eyes before he bent down to my level and placed a quick kiss on my lips making my face flush for the 100th time this night

"Congratulations on losing your virginity Amelia, see you soon"