Jane came home this weekend.
I’d had a crush on her for as long as I could remember. Back in grade six, when erotic thoughts first started to cross my mind, she was my first sexual fantasy. I used to sit in class and dream that I was on top of her, my penis buried deep inside her, pumping madly at her waiting vagina. Of course, at the time I didn’t realize that women had pubic hair, and I didn’t realize what sex built up to.
In grade seven, I was lying awake in bed and I became aroused at the thought of Jane’s growing breasts. I pulled off my pyjama bottoms and rolled over on my front. I pressed my penis against the mattress and started rolling side to side. It must have been instinctual, because at the time I had no idea what an orgasm was. The pleasure built up in my shaft until I climaxed for the first time. Since it was the first time, I dry came. So without any clean up to do, I pulled on my pyjama bottoms and went to sleep.
The following day I woke up (it was a Saturday) with an urge to try out my new discovery of the previous night. So I removed all my clothes and started rolling side to side on my penis. Nothing happened. The thought of Jane beneath me was not causing any stimulation. So I tried something different. I started bouncing up and down on the bed, hitting the tip of my penis on the top of the mattress. Now I was getting somewhere. The pressure built until I blew the first load of my life. I didn’t know this was going to happen. I lay there naked, enjoying the sensations I just experienced, oblivious to the fact that my cock was full. When I got up to dress, the cum ran out of my penis and it scared the hell out of me.
I eventually figured the whole thing out.
Enough of this little digression. I have to get to the story of Jane.
The next part of the story, I suppose, doesn’t really deal with her directly either, though.
The night I lost my virginity, it was not with Jane. It was with a very slim redhead named Carrie. She was a very sweet girl. I still remember the night. It was about a week before the high school prom. We were at her house just talking about the approaching event when we got a little too excited. The thought about losing our virginity together after the prom pushed us over the top and we ended up doing it on the living room floor. I was on top of her, pushing my penis deep into her, past the tuft of red pubic hair that grew over her womanhood. When I shot into her, she had not yet cum. I had to finger her until she began to arch her back and moan with the climax.
We also made love on prom night. I felt terrible afterwards, though. Here I was with a beautiful girl underneath me and all I could think about was Jane. When I came into Carrie, in my mind I was cumming into Jane. When I was being ridden, it was Jane I was dreaming about.
The dream of losing my virginity to my dream girl was gone. I thought the chance of making love to her at all was also gone, but in the years to come, I was proven wrong.
Four years after high school graduation I was back in town. I had just completed my undergraduate degree in university and I was back to give my head a little time to clear. I did a lot of reading for a couple of weeks. Crime novels mostly. Then, on a trip out to pick up a newspaper, I had the chance encounter of a lifetime.
At the pharmacy that carries the paper I wanted, I was standing in line when I felt a tap on my shoulder. I turned around and saw nobody, so then I turned the other way. It was Jane. She smiled at me and held out her arms. My lips parted in a smile and we hugged each other.
“Mark! I didn’t realize you were home.”
“I’ve only been here a couple of weeks. Just got back. I was away and got a degree in Political Science.”
“That’s fantastic. I’ve actually got one more year to go on my undergraduate.”
Jane was a really smart girl. She was getting a degree in Physics and she was enrolled in the honors program. Just like in high school. She was always the one to reach the highest.
“Do you know what you’re gonna do now?” she asked me.
“Not really. I’m just letting myself think for the next little while. I don’t know if more school is in the works or if I’m just going to look for work.”
“I’m sure you’ll make the right decision.”
We both paid for our purchases and walked toward the door.
“Are you walking?” I asked her.
“Yeah. Dad’s at work now with the car.”
“I can give you a ride if you want.”
“Are you sure it’s not too far out of the way?”
“Of course not. Come on.”
“Okay.”
We both walked over to the minivan. We both got in and I started driving her home.
“So are you still with Carrie?” she asked me.
“We split shortly after we finished high school.”
“That’s too bad.”
“Yeah. She just chose a different path that’s all. We still keep in touch.”
“You know, that’s a lot like what happened between me and John.”
John was the guy she took to the prom. I learned later that it was also John who had taken her virginity. In fact, her cherry popped at about the time I was blowing my load into Carrie the night of the prom.
“I still like him very much,” she said, “but we just have two completely different ideas of where we’ll be in ten years.”
I put my hand on her shoulder.
“I’m sure we’ll do better in the future. Find people who are actually running on the same path.”
She put her hand over mine and held it there.
When we came to her street she said, “Keep on going.”
“Where?”
“How about Monte St.?”
“What’s on Monte St.?”
“A dead end that’s about half a mile from the nearest house.” She smiled at me.
It took about half a second before my cock was rock hard. I couldn’t believe it. Jane was taking me out to what amounted to a lover’s lane. At the time I tried not to get my hopes up. I didn’t realize how far she wanted to go, but however far that was, whether it was a bout of kissing, to full blown intercourse, I’d go with her.
At the end of the paved road, the asphalt gives way to a dirt road. When we hit the dirt road, Jane started to take off her top. I forced myself to keep my eyes on the road until I got to the very end. Before I could put the van in park, she got out of her seat and moved to the back of the vehicle. When I turned the van off, I turned around to see her taking off her bra. Her breasts, very small and peach shaped, bounced slightly when she freed them. They were beautiful. Perky and tipped with tiny pink nipples.
As I took off my seatbelt and started back, she was taking off her jeans. Oh, how many times had I jerked off while dreaming I could see those hips naked? They were milky white and perfectly round. When she had her panties off, I could see that her ass was perky. Usually, girls with hips that wide have butt cheeks that just sit there, if not hang a little. Jane’s backside was perfect as she sat there on her knees, beckoning me to her.
