Highschool Highlights

Highschool Highlights Chapter 1 - Kaitlin

Author's Note: All characters are at least 18 years old and the stories are my personal fantasies.

Kaitlin was a sporty little blonde, with tiny tits, a tight ass, brown eyes, a great smile and perfect teeth. I'm not sure what really even made me interested in her, other than her smile. It was always there and kind of infectious. She was different from most of the girls, because she would take time to talk to anyone. It didn't matter who you were, what you did or what you looked like, she would still talk to you.

I did not think that I had a chance in hell with her, but I didn't think that I had a chance in hell with any girl right about then. She was right in front of me one day leaving class and I had a question about an assignment, but the teacher was busy, so I asked Kaitlin. She turned, looked up at me and said "Come over to my house after school and I will help you with it." Thà was not the answer that I was expecting, but I was not going to turn down her invitation.

We both had our own cars, so I met her in the parking lot after school. I followed her home and she invited me into her empty house. We sat down at her kitchen table and she wanted to get right to work. I was having a hard time doing anything. I was really just staring at her and wondering where this might go. She noticed that I was not paying attention, looked up and asked me what was going on. All I could say was that I usually took a bit of a break when I got home from school before I started my homework.

She asked me if I wanted something to drink, I said yes and then watched her walk away. She told me to come to the fridge and pick what I wanted. I was looking over her shoulder and all I really wanted was her. I said that I would like a Mt Dew so she handed one to me. I started back towards the table and she said why don't we go into the living room.

I sat down on the couch and she sat down right next to me. I really was not expecting that, so I turned to look at her and she just smiled. I took that as a good sign and put my arm around her. She just snuggled in and put her head in my chest.

I really didn't know what I was doing, but I lifted her chin with my hand and leaned down to kiss her. She didn't say a word and kissed me back. I scooped her up into my lap and slid my hand up her shirt as I continued to kiss her. Again she didn't try to stop me. I squeezed her breasts and tweaked her nipples for a few minutes while I kept kissing her. When I tried to move my hand from under her shirt to the waistband of her pants, she pulled away and said that's enough, we are done.

I must have looked disappointed, because she said it's not your fault, this is only as far as I am willing to go. I ask so what now? She said that we could go back to our homework or I could take matters into my own hands. I asked what that was supposed to mean and she said that she wouldn't help me, but if I wanted to finish myself, she would take off her shirt, sit in the chair across from me and watch.

I was hard as a rock and she could tell. I asked her to get me a towel. She came back with the towel in one hand and her shirt and bra in the other. I stood up, peeled off my shirt and dropped my pants.

Her eyes lit up, so I dropped my boxers and sat back down. She took her seat and started to play with her own nipples. When I started in on myself, she licked her lips and slid one hand down her pants. I really got going watching her do her own thing. When I was getting close, I spread the towel over my stomach and chest. She gave me a funny look and I just said wait.

When I finally came, I shot three big ropes up onto my chest, almost to my face. She must have really enjoyed watching me, because just as I finished, she shuddered and came. I folded up the towel, but then asked her if she wanted a taste. She nodded her head and said yes. I stood up, walked over to her and jerked the last few drops into her mouth. She played with it for a few seconds and then swallowed it.

We both got dressed and she asked me if I still wanted to do that homework. I told her that I thought I would be able to concentrate now. She laughed and said let's go do it. I had not performed for a girl before, but she must have been impressed and told her friends about it, because the next day in class she told me that Meredith would be interested in helping me with my homework tomorrow night.

Kaitlin and I never got together again, but she would always give me the sweetest smile and occasionally direct me to another girl that she thought would like me.