Daddy's little princess

Virgin gets a sex lesson

I was in my senior year of high school and had never gone out with anyone before. Or had sex with anyone. I did have my first kiss, but that was in 8th grade. I wasn't a total loser or a nerd, but I just never thought of it or had time for any of it. My parents weren't strict, but they wanted me to focus on my education and not get distracted. I agreed with them until I got to my senior year, and all of my friends started going out with people or hooking up with people left and right. I slowly started to feel left out of the group because I didn't have anything to share with them regarding that aspect of my life. Especially with my childhood best friend, Miles. Our mothers have known each other since their college days, and that's how we knew each other. We got closer in middle school, and ever since then, we have been inseparable.

You see, Miles was the typical fuckboy; he wasn't into relationships. All he did was one-night stands and casual hookups. He became that way ever since our sophomore year of high school, when instead of being the same height as me, 5'4, he now stood at 6'0. He lost all his baby fat and started going to the gym and joining our basketball team. I noticed all the changes, but I didn't see him differently. That didn't mean other girls didn't see him differently. They practically all ran to him. Every chance they got.

But nothing changed between us; all the teasing and our little arguments stayed the same. Except he complained here and there about all the girls who were on his roster, and for me, here and there, I listened to him. It wasn't all that bad until senior year, when every night it was a different girl, and he had all these stories and experiences to tell me, but all I could do was just sit there and listen. Not having anything relatable to comment back on.

People at school always thought there was something between us but nope, there never was. I just couldn't see myself with a fuckboy. I wanted an old Hollywood romance, or at least I thought. Until my older brother came home from college and brought one of his friends to stay with us for the weekend, Robert. He was beyond dreamy; he didn't tease me but was instead nice and helpful with everything. He fixed my chair and told me I was 'pretty' and invited me to his football game and said we would hang back at his place later. You cannot imagine how excited and nervous I was. But I agreed because I wanted to have something relatable to tell my friends.

So, when the weekend came, I invited Miles over for an old-fashioned sleepover to ask for advice. I only had a few days to prepare, so I wanted to know as much as I could.

"What did you just ask me?" Miles asked me shockingly. It was about 10:30 PM; we had just finished watching a movie, and now we were in my room. My mom was already in bed, and I thought this was the perfect time to ask him, to tell me about sex that is.

"You heard me, Miles, please," I begged.

"You know you could just porn; I am no sex expert." He said rolling his eyes.

"Firstly, ew, and yes, you are. Do you want me to remind you of your roster?" I said, folding my arms and raising an eyebrow.

He looked at me and didn't say anything. Challenging me so, I started to list out just the past week of girls. "Well, let's see, there was Jessica Monday night, and don't forget Tiffany her best friend-"

"Hey, hey," he said, coming closer and putting his hands on my mouth to stop me from talking. "Shush, I get it. Now keep your voice low. I don't want Ms. Jones to think I am some kind of man whore."

I rolled my eyes, took his hands off me, and whispered, "As if you care about anyone, let alone what my mom thinks of your little reputation."

"Fine, I will teach you," he said mimicking me rolling my eyes.

"Teach?" I said questioning him.

"Yeahhh, how else did you want to do this?" he said questioning me.