NOT Your Grandma's Book of Progressive Erotica: Vol 6

Bestfriend

Losing your virginity was a big deal. Being an attractive woman was an even bigger deal since every man wanted you to give it to them. Men were such pigs when it came to sex that I found myself holding out for an extremely long time. There were no suitable men in my life that I wanted to give myself to, except one.

We had been friends since kindergarten and he knew me better than anyone. Even my female friends didn't know me as well as he did, but that's because I rarely had any due to the drama they would cause. Telling my boyfriends that I cheated on them after one week, or saying that I was a slut and that I lied about being a virgin were among the top rumours they spread about me. It wasn't worth it to me to date anyone, so I concentrated on school and was deemed a slut or lesbian for the rest of highschool until I left for college.

Starting fresh gave me a chance to meet new people and see if any were more mature than what I had experienced already. I dated a few guys, but it never felt right with them. We never dated long enough for me to feel comfortable giving myself to them and when they brought up sex I would tell them the truth and it would make things awkward. They would either think it's hot and want to have sex with me on the spot, or would act weird for the few days after and then break up with me.

I knew that the guys hadn't changed. They still wanted to have sex with me because I was untouched, but some also found it strange that I had waited so long as if there was something wrong with me. I had yet to find a guy who respected me and didn't want to pressure me at all. Even though I met some guys who seemed to want to wait, they would always end up pressuring me into other sexual acts instead. I didn't mind some of them since I was curious, but I still felt like they were hoping for that one chance to slip it in when I wasn't looking, or drank a bit too much.

One day I decided that I was going to give my bestfriend a call and see if he wanted to go for a drink. He agreed and we met at a bar in our hometown. We had several drinks that night and then took a cab back to his apartment; it was very typical for a single, nerdy guy, but it was kept very clean.

I wanted to watch a movie, so we curled up on the couch and I snuggled into him. Being with him felt good. Being with him felt safe and comfortable. I never thought about having sex with him before, but since we had been drinking, my mind was wandering a bit. I found myself thinking about how I'd be giving myself to my bestfriend, the person who respected me the most in the world. He wouldn't go around bragging about it, or break my heart. It would be his first time as well and we could share in that first moment together. I guess the idea came across to me as being romantic.

When the movie ended, I went for it – I kissed him on the lips. To my surprise, he didn't stop, and neither did I. We continued to kiss as if we had always been in love and then made our way to his bedroom where we slowly got undressed facing opposite of each other. Neither of us had seen the other naked before, so we were quite shy at first.

We quickly hopped onto his bed and under the sheets, laying there in silence before we decided what to do next.

"So," I said, looking straight at the ceiling.

"Are we?" he asked, not wanting to finish the full question.

"Yes," I replied. "We are. But I think you should grab a towel to cover your bed."

As per my suggestion, he ran to the hall closet and returned with a dark purple towel for me to lay on. Again we started kissing and he started rubbing my whole vagina. I moved his fingers to where they felt best on me and guided him.

After a while he got the hang of it and I found myself rather aroused and wet. I reached down for his dick and found it was already quite erect, but not fully. As I jerked it, it became fully erect and so I began to rub it on my vagina. He moved his fingers out of the way as I guided him in. It hurt at first, but then slid most of the way in. He was gentle and moved slowly as if I was a delicate flower. I knew I had made the right decision to give myself to my bestfriend, for he was the most amazing, sweetest and nicest guy in the world.