Author's Note: This is the second in the series about Allison. Canoe Trip is the first in the series.
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Allison and I are off on another adventure, not too long after the last one. As happens so often on these trips, we are paired up as the only adults on the trip. She loves this stuff, but does not get a chance to do much of it, so having her son in the group was a really cool thing to feed her need for the wild outdoors. Today we are going to do some sea kayaking. I have never done this before, nor has Allison, so this should be rather comical. We have a guide that knows the area and the youth are spread out in four sea kayaks. Our guide gives us some basic instruction and then it is time to hit the water.
Our guide leads us around the island to a cove where we are going to follow a secluded path through the middle of the island and the Mangroves back to the other side. The guide is in the lead and Allison and I take up the last position. This is your typical Florida day, hot and sunny and we are again dressed in typical Florida wear, swimsuits, flip flops and not much else. As we are kayaking around the island, my thoughts return to our last trip, a canoe trip, where Allison caught me masturbating in my tent late at night and watched me to completion. I don't believe she knew that I saw her, nor that I heard her finishing herself off back in her tent shortly thereafter. Since that time I have masturbated several times while fantasizing that Allison would catch me or skip the pretense and just outright watch me. The canoe trip was a fluke. I would love to try it for real, with both of us knowing what was going on and being OK with it. I want to know if the real life experience of having someone you are not sexually involved with, but good friends with, watching you was as exciting as I imagined it to be. Little did I know, but that experience was about to happen, in the open, complete with Allison blushing and stammering, but that did not keep her from watching.
At the cove where the path leads through the Mangroves, we decide to go swimming and jump out of the kayak to enjoy the warm ocean water. Allison is wearing a modest one piece suit, the kind that is appropriate for a trip of this nature. Even so, a fair amount of cleavage is showing and when she jumps in her top slid down a bit. She was adjusting it as she resurfaced. She noticed me watching and blushed slightly. "Hey Allison, you know I like to watch...just wish I hadn't missed the good parts!" She stammered a bit, and then rather brazenly stated "I like to watch too, but you have not given me any opportunity!" Although this talk was fairly standard talk between us on these trips, out of earshot of the youth of course, after the canoe trip, it sort of took on a whole new meaning in my mind. Was this her usual teasing that meant nothing, or was she trying to tell me something? Maybe I will get that chance to have her catch me.
After cooling off in the water some, we got back into the kayak and started traveling down the path through the Mangroves. The channel was fairly narrow with a lot of curves and the Mangroves quite overgrown so you could only see a little way down the channel. It was at that point we realized we were way behind and didn't see anyone anywhere. This was not a concern as the path only went one way and our guide certainly had faith in our abilities. I am sitting in the back of the kayak and as the path narrows I use one side of my paddle to keep us from getting stuck. I was not paying too close attention and the blade of my paddle got stuck in the roots of the Mangrove and with our forward momentum the other end ended up jamming me right in the crotch. Damn that hurts.