Kelly's Diary 045 - Shopping in a Short Skirt - Cover

Kelly's Diary 045 - Shopping in a Short Skirt

Copyright© 2024 by Kelly85

Chapter 3: Getting Myself Ready

Eventually I knew I had to get going although thoughts of another round of masturbation briefly flashed through my head. Sometimes I could go most of the morning this way, driving myself hard to an orgasm and then enjoying the aftermath for a while before going for it again. Today, even though I was still horny, I decided to get up and see what the day could offer so I rose from my bed and took a peek outside. The summer sun was out and it looked like a great July day was just beginning. Of all the seasons I love summer the best, not the least because usually it meant I didn’t have to wear very much outside.

As I went to the bathroom to take a shower and clean myself up, I thought about what I wanted to do today. Since I was still horny as hell a couple of options quickly came to mind. Of course, Chuck was my first choice. I suppose I don’t need to say that he was always willing to fuck me whenever I asked for it. I mean, what teenage boy would turn down a request from his girlfriend to come over and fuck her? Unfortunately, Chuck was away for the week for some sports camp thing so that killed that idea.

I briefly considered dropping in on my dad at his downtown office. That was a little more risky, especially if my goal was to have sex with him. Of course it was the element of risk that made it even better for both of us. To have my dad fucking me while he was on a conference call was SOOOOO hot. Thanks goodness he didn’t do video conference thing very often!

It was all a moot point though as once again fate intervened. Last night at supper he’d mentioned something about important clients coming in today from overseas. Even though I knew he would do anything he could to make me happy, I didn’t like to interrupt his work if I could avoid it.

Well, that left another option - head to the mall and tease some boys. Such a trip usually meant no sex, but it was the next best thing and as I mentioned earlier, was typically a lot of fun. After I got out of the bathroom I jumped back on my bed feeling the cool soft sheets against my warm naked body and called my cousin Kristen to see if she was available. As luck would finally have it, it turned out she was feeling much the same way I was and it made me hot as she described how she had masturbated this morning as well.

Like me, Kristen’s thoughts had revolved about some new boy that she’d recently met and it made me start to feel warm between my legs again as I listened to her describe her latest fantasy. When she was finished, I mentioned my idea and we both agreed that a mall trip was just the thing for us today. We agreed for me to pick her up sometime after noon and spend most of the afternoon seeing what trouble we could cause.

Most guys probably have no idea how much work actually goes into preparing for a day like this at the mall. It’s not like you just throw on some clothes and drive over - which I would say is the scenario for most guys judging by how they look once they’re there. There are all sorts of factors to take into consideration such as what age group is being targeting? Options included teenage boys, young men, or in some cases even older guys and especially husbands. It wasn’t any different than getting ready to go fishing - you had to choose your bait depending on what you wanted to catch.

The teen boys are the easiest. They aren’t looking for anything subtle and would have undoubtedly been satisfied if we simply strolled in nude. It’s sort of like when I have sex with them - they want everything fast and quick with no foreplay other than what they thought they were obligated to provide.

It seems that the older guys get, the less blatant they want me to dress. Unlike the young guys, older men, especially the married ones, seem to prefer fantasizing more about what they could do with me rather than seeing it all outright. It’s sort of like where I’ve read that strippers claim that it’s what they DON?T show that makes them erotic rather than what they reveal up front. In the state of mind I was in today, being subtle was not my list of options which led me to think of the day as a good day to simply ‘troll” for teenage boys.

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