author's note: all characters in this purely fictional story are over 18
"You sure?" he asked, gently sweeping my hair out of my eyes
"Uh huh," I mouthed back, breathlessly. I wasn't ready. I felt weak in the knees, my heart sounded like it was playing a drum solo on my chest, and my whole body felt like it might explode. I was worried I might faint, but at the same time, I knew there was a smile playing at the corners of my trembling lips. It was my idea after all, and I had dreamed about this for months.
We'd been friends as long as I remember. My house was right next to his, and as kids we played hide-and-go-seek in his garden and tag in the alley. For a while in grade school, his friends convinced him that it was dumb to play with a girl so much, but he quickly decided they weren't very good friends anyway. I was glad- we were always close. I had secretly been imagining our wedding since I was little, but never told anyone because they'd make fun of me. It wasn't that we were romantic together or anything, its just that I didn't have many other close friends, and I always felt safe with Tim. Now that we were older, we didn't talk as much but sometimes we spent summer evenings on the porch thinking about the future and watching for falling stars. One year he got a girlfriend and they went to a dance together. I thought it would bother me, but it didn't. I was happy for him and besides, I wanted to ask him what it was like. Did he fall in love? How did it feel? But he confided in me that he liked her okay, but sometimes he wished they weren't together. I was surprised when Tim complained about how much she talked- he was always such a patient listener I thought. And then one day they broke up. I was worried at first that he'd be hurt, but when I asked, he smiled reassuringly and said it was for the best. I tried to sympathize but secretly I was relieved to have my friend back. I never thought of myself as jealous, but I missed the long nights we spent together, just hanging out.
I had a pool out back and in the summer we would go there in the evening sometimes. We swam until my parents went to bed and then tell dirty jokes and try to laugh quietly so we wouldn't wake anyone up. One night we were toweling off to go to bed when Tim hinted in a joke that he had sex before. I raised an eyebrow and shot him a smirk.
"I thought you were a virgin! You didn't give it to Vicky did you? That little slut..." I was joking as usual, but the look on his face showed I had struck a chord.
"I don't kiss and tell..." He looked nervous actually, and I was afraid I hurt his feelings. Maybe he thought I was jealous, I decided to put his mind at ease. Besides, I had an agenda of my own.
"Aww c'mon Timmmmm," I pouted, throwing my arms around his shoulders and jumping into his lap, "You can tell me! I won't tell anyone in the wholeee world. Promise." I saw him crack a smile at my dramatic gesture and knew I had won.
"Yeah, we were messing around one time and she told me put it in her. I didn't have a condom though, so I had to pull out before I came." My eyes got wide and felt a familiar tingle imagining Tim pushing sliding his cock, inch by inch into my body.