And there was a feeling - and it's hard to describe, but it felt like my finger had passed a threshold of some sort and it gave me an extremely fulfilled, satisfied feeling way up inside, where I hadn't gone before. Like I was filled up, and I really liked it. But of course I came right about then, so I didn't get to explore as much as I would have liked. Oh well next time. Maybe.Anal play wasn't a thing for me yet at that young age. Just once in a while, and then never very seriously - that initial uncomfortable feeling would turn me off every time. But a few days later I was reading and chilling and thought about masturbating, and the "fulfilled" feeling came to mind, so I decided to try again.This time I got some lube and the dildo and went into the bathroom where the shower seat was perfect for this sort of thing. After lubing my finger and making it slip up inside me all the way, I sat, knees spread, balanced on the soles of my feet, reaching up inside of myself, first with one. I really didn't think it was a possibility. He seemed like a big family man and I hesitated to even approach him. Then, out of the blue in the middle of some texting about school, he got a bit flirty. I returned with flirty and then he got very flirty and then suddenly said "I'm game. Are you?" After picking myself up off the floor, I said yes. Then things got hot. We texted all sorts of naughty things, fantasies, desires. We talked about all our kinks. We even talked on the phone one day but then nothing. For about two weeks I heard literally nothing out of him. I figured he had had second thoughts.I had second guessed it too. Was it really a good idea to be fucking one of my classmates? Probably not. On school weekends I usually travelled and checked into the hotel before going to class. I got there about an hour early. Good. There was time to take my bags up, grab a bottle of water, relax a little bit. He was sitting in the lobby. I actually didn't see him at first. I went.
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