Megan's POV
Today has to be the day that I'll tell Herbie I like him. I've been prepping myself for weeks, but every time I go into shop rite I chicken out. You could say that my biggest fear is being rejected which it is. When I started liking Herbie I was at a party. Of course I was with Kristie and Lolita at the time. We were drinking having a ball and all that good stuff. out of the corner of my eye I saw someone looking at me. I turned to see if it was my imagination or if he was actually staring at me. He was. Lolita and Kristie knew what was going on right away.
"Am I going crazy guys?". I asked my two best friends.
" No he is staring at you. go talk to him.". Said Krisite in her encouraging voice. But I didnt even have to worry because he started walking towards me.
"Hey.". He said.
"Umm well leave you two alone." Said Lolita while Kristie is pulling on her arm. I took a deep breath and tried to talk like a normal person.
"Hey." I said smoothly. So far.
"So I don't know if you noticed but I couldn't keep my eyes off of you tonight. What's you're name?" He asked with pleading eyes. I smiled.
"Megan. Yours?" I asked, trying to play cool.
"Herbie." He said giving me a beautiful smile.
"Want to go upstairs?"
"Sure. What exactly is it that well be doing up there?" I asked feeling butterflies in my stomach.
"Why don't you be daring and find out yourself."
"Okay then. Lead me away." Herbie smiled and took my hand taking me upstairs into a empty bed room.
"So my penis is killing me I was wondering if you'd help me out here. I'd really appreciate it. You're the only girl I want to do this with."
"Oh yeah?" I asked wanting him back.
"Yes. First time?"
"Yeah." I said shyly.
"It'll hurt so I will do my best to go slow on you. Can I please?" He asked pointing to his crouch.
"Please." I said, sounding desperate which I was. I never felt this way before. I saw him unzip his pants and he threw them on the floor. Holy crap. I can see his penis trying to poke out through his boxers and it looks huge. Hmmm if only this wasn't my first time then I bet it would feel amazing. I gasped at how thick and big it was as he stripped his boxers off. Oh damn.
"What's wrong?" He asked.
"Nothing! Nothing, it's just so...."
"Big?" I nodded my head.
"Get ready for the time of you're life." I took my pants off wanting him inside me. He put his penis in me slowly.
"Oh my God." I moaned. It hurt but it also felt kinda good. I was expecting just pain but maybe it was the way he pushed in and out that made me feel so good. I heard him moan right back.
"So tight." He gasped. I knew I shouldn't have had sex with him but I wanted to get my first time over with and I was a little bit drunk too. I closed my eyes enjoying every minute I had with him cause I know he's just doing this for fun and I want to be that kind of person too but unfortunately my stupid feelings took over. After about a hour I felt the warm cum into my vagina. He took his penis out and he lay next to me on the bed.
"Damn girl." I laughed at that one.
"What?"
"Friends with benefits is that okay?" He didn't answer my question but I figured whatever. I thought about it for a moment and said how I was truly feeling. As much as it killed me to not do friends with benefits with this beautiful guy but I knew that wasn't who I was.
