Sophie's Cherry



I remember so well when I lost my virginity. It was the spring of 1980. I was 17. I'd been seeing this chick for the past 2 years. Seeing was a big word. 

I'd met her at the park near the pool, where my buddies and I used to hang out, about 20 of us. Half of us had noticed her and she often spoke to us. I wanted her all to myself, so I'd often wait till the guys would start leaving for dinner to talk to her. 

I remember our first adventure together. I'd hidden in a wooden area near the park, where I knew she'd pass by to go home. As she came by I whistled softly to get just her attention. She looked my way and I signalled for her to come with me. So she did and I took her in the middle of the wooden area. I leaned my bike against a tree and she put hers on its stand. Then I remember awkwardly kissing her. Worried that she'd push me away, but no, she kissed back and she was a good kisser. My hands were around her waist and I started to put them down towards her ass, and she didn't say anything. 

We kissed about 15-20 minutes on and off, and she said she had to leave, otherwise she'd be grounded. So I told her to leave alone, that we couldn't be seen leaving together. I told her that no one must know about us. 

And so this clandestine relationship developed. I fooled around with a few other girls in that time frame, but I always went back to Sophie. I liked her a lot, but we were from opposite sides of the tracks. She was from a wealthy and educated family, and went to a private school for brainy girls. I was from the poor section of town, and I was finishing high school in a vocational program. I was sure she would forget me when she'd go to college.

A few weeks after our first kiss, I rode my bike to the park near her house, in hopes I'd bump into her. I hung around for a while, but she just wasn't around. As I started to go home, I decided to take the path that leads to the creek. Right after crossing the bridge, I run into Sophie.  She follows me to the old broken bridge that dates back to the early years of Montreal. We put our bikes down near the tree and I walk through the dry creek bed up to the other side, on a grassy part and sit down. She sits besides me. It's a gorgeous sunny summer afternoon, and she lies back to feel the sun's heat. I pulled down her short shorts and her bikini undies and started to lick her clit. She half sat up to look at me, and I glanced back with one of my mischievous looks while devouring her. She lay back down and enjoyed the moment. Then I realised how late it was, and biked home, promising to meet her again.

The next time I ran into her, she told me I was her first and that she really liked it, and hinted we should meet again. 

And so it went for the next two years. Typically I wouldn't see her much during the school year, but then she went to college, and I kept running into her, but it was winter and I had nowhere to take her. Then came the spring. We had done just about everything but had sex. We were both still virgins, and I wanted to be the first.

One spring day, I gathered up the courage to go ring her doorbell. Her dad answered, and he's a big man, at least 6'3". I asked for her, and he said something I was too nervous to hear, and closed the door. I figured it was too late, so I went to my bike and as I was just about to leave, I heard the door open, and Sophie telling me to wait. So I waited and a few minutes later, she had a jacket on and had taken her bike out of the garage. We went to the park, near the pool. My friends had broken the lock of the door to enter the pool chalet, so I took her there. We put our bikes inside and I jammed the door shut from inside with a chair leaning against the door handle.

Once inside I took her to the infirmary, the perfect place to make out. There is a bed there. Although it was about 50 degrees, I figured it wouldn't take long for us to warm up. 

As she lay there having pulled off her pants and underwear, I sat between her legs, and before diving in, I reached into my jeans pocket and pulled out a condom. I put it on her forehead, and then dived in. As after she came for the third time, I put on my best puppy dog eyes, and asked her if I could penetrate her. She said, "please do." Good thing I'd been practising putting on a condom because I wanted it on fast before she changed her mind. I wanted her cherry so badly, just as badly as I wanted to be able to truthfully say, that I'd fucked a girl. 

I put it in very slowly and gently, watching her face the entire time. I could see her grimace. I could tell she was in pain. I got it in the whole way, and I felt bad. I pulled it out. I wanted this girl for the two years we'd been fooling around, but I didn't want to hurt her. So I pulled out. She gave me a puzzled look. I looked down on the condom and saw her blood on the condom. I pulled it off and put it in the garbage.

She opened her arms, and I held her for a while, and told her I didn't mean to hurt her. She said it was ok. 

I was afraid I'd never see her again, or worse that I'd be dragged to court on accusations of raping her. But no, a few weeks later, I bumped into her at the same park. She looked at me with smile and winked at me. So we went for a walk together, until we found a nice secluded spot near the Prairie River. That's when she told me she'd be hoping to run into me. Ever since that Sunday in April where I took her cherry, she'd wanted to have sex with me again, in a bad way. She said that every time she thought about it, she wanted to feel me inside of her again.

This time I had a lubricated condom. It was one of those rare times where she was wearing a dress, one that was buttons on the front all the way down. I had always loved her natural scent, but this time she wore some musk perfume. I unbuttoned her dress getting inebriated by the smell of the musk. 

I start by kissing her on the mouth, playfully. We French-kissed for a while, me, hard as a rock, lying on top of her. Then I kiss her neck and watch her squirm. I unfasten her bra, and kiss her small very white breasts. Sophie was very fair, and it was hard to believe her breasts and ass were even paler then the rest of her. Then I started kissing my way down to her pussy, kissing two particular spots on her tummy. She squirmed some more. I wondered if it was because my moustache tickled her or because it was turning her on from the way she moved. 

I could feel her hands starting to push my head between her legs. She always loved it when I ate her, and I figured if I wanted to do her completely this time, I would have to do it better then usual. 

After about 15 minutes of me licking and sucking and kissing her clit and blood gorged lips, she said "Fuck me Rock, Pleeeeeeeaaaaaase".

It was the moment I'd been waiting to hear. While I continued licking her clit, I put a rubber on my throbbing erection. Without warning, I went from licking her to ramming her with my cock. She screeched. I wasn't sure if it was pain or delight, so I pulled out and in slowly. I did that for a while, and she seemed ok this time. No pain in her face. But I could tell she wasn't as turned on as before. That's when she rolled on top of me, and started to ride me. I cupped both breasts with my hands while she bounced on top of me. Now she was turned on and I could see the ecstasy on her face. I wanted to come, but kept thinking about other things, to give her the chance to really come. It was like her first real time and I wanted her to remember me always, not only as her first but as having been good. 

She started to moan and I put my hand over her mouth. It was after all mid afternoon on a Sunday in a public area. She came, hard. I couldn't mistake it. She was shaking all over. She was contracting internally on his dick, massaging it. I couldn't stand it anymore, and came hard. My first time coming while in a woman. It felt grand.

It was the last time I had sex with Sophie. A few weeks later I met the woman that he married a few years later. 

The next time I ran into Sophie, she was working as an cashier at a self-service gas station. She whispered to me, as she gave me my change back, "I will never forget that twinkle in your honey brown eyes when you eat me". 

That was in 1983, and it was the last time I saw her. Until 1999,that is.

But that's another story. 

August 22, 1999
Jessica Lovecraft
Lovecraft Productions (c) 1999
jessicalovecraft@hotmail.com