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Without warning she came again and grunted loudly.My cock was pointing skywards and straining. I got behind Carol and pushed it into her pussy. I began fucking her energetically. I could feel the dildo in her arse.“Put a little more lube in me and then try moving it,” Carol told me.I did as she requested and began to extract the dildo before pushing it back in again.Carol was comfortable with what I did. So I repeated it. I drizzled even more lube into her arse and tentatively began fucking her with the dildo, while also fucking her pussy with my cock. I felt my balls tighten, I sensed I was going to cum and it was going to be a big one.I pulled out of her pussy and sprayed her round bum cheeks with fresh cum.“Take it out of me and thank you. You have no idea how long I have wanted to try that.” Carol turned over and wrapped her arms around me. She kissed me deeply.“And next time, if you want, you can fuck me in my arse.” Carol kissed me again and we collapsed into her pillows.. I’ll do anything if you let me!” it read.My mind instantly slipped a notch when I read it. I was pretty sure I was dealing with a teen or just someone playing around.I decided to play along a little and see where this was going.“You should be careful saying things like that. You could get yourself in a lot of trouble” I replied.The reply was a simple smiley face with a wink.The next chime showed, “So does that mean I can go?”I sat in front of my computer knowing I should just say no. But my gut told me I could say anything and this person wouldn’t show up.I figured it was probably some 40 year old guy getting his jollies or something.I decided I would let fate decide.“Well, I am planning on casting off lines at 11am” I wrote.“Cool, I’ll be there at 10:45” was the response.“I’m Amy btw” followed.“Bill” was my reply.What had I just done? Did I really just invite a total stranger to go sailing; most likely a teenage?Oh, my wife would kill me if she found out!Then a thought.
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