By the time Gail was in her last year of high school, she had a boyfriend called Pete, who was in the same year as she was at school. Ashley had a boyfriend as well, and his name was Matty. He was an apprentice electrician, so he had a job and an income, which made him pretty popular. Lisa was a bit of a party girl, and she didn't seem to have any particular boyfriend, so she seemed to be with a different guy every week. I overheard a few conversations between Gail and Ashley that made it clear that Lisa had screwed most of the guys she got around with.

Like most guys at that age, I had sex on my mind a lot of the time, and after I heard about Lisa's taste for variety in her men, I fantasized about Lisa coming to our place looking for Gail, but finding me alone there, and being so horny that she fucked me in one of the many rooms you could go to if you wanted privacy, but it was only idle fantasy, I can assure you.

I knew that Gail was having sex with Pete, because one night when they were out together, I lived up to the bratty kid brother thing by sneaking her diary out of her room, and reading a few entries, including one about the night she lost her virginity to him in the back seat of his old Fairmont, and a couple of others where she wrote about sex with him. That diary fueled a few masturbation fantasies, too.

One day, Gail came home from school and told me that Matty had dumped Ashley, and this was a major talking point among her friends for a couple of weeks. Naturally, Ashley was devastated, and Gail did her best to stand by her friend, and help her get over it, so I saw a bit more of Ashley at our place. Her parents seemed to think it was a good idea for her to spend more time with Gail, to help her get through the breakup of her "first relationship," so she had a few extra sleepovers during the next two weeks, although she had slept over at our place quite a few times over the years. As usual, when she stayed over, I found myself getting an eyeful of her in her little silk nighties and pyjamas, as she and Gail sat around in the evenings, or at breakfast in the mornings before school.

With Ashley staying over for those few extra nights, and none of Gail's other friends around, I was allowed to hang out a little more with the two of them, and I had a few longer conversations than usual with Ashley. One night, the three of us were sitting around talking and laughing, and Ashley made a comment that she never knew I had such a funny sense of humor. I was pretty pleased to hear this, because I simply thought she was the sexiest thing around, but I knew there was no question of anything happening between us, because I was just her friend's little brother, but it still made me feel good.