Ty and Charlie: Part 3 - Sex Stories

Ty and Charlie: Part 3

... better, he didn't seem to mind that I have like zero knowledge of what to do. I let my mind wander on that for a while, like what would it feel like to put my fingers in myself, how do i make myself relax for it, etc. Then I turned over and looked at my clock. Ever have one of those "oh shit" moments? I had like 30 minutes to shower and get to work. I rather reluctantly jumped out of bed and ran to the shower. After talking to Charlie and thinking about fingering myself, I had made my morning wood more like morning steel, if possible. "Damn I wanna fix that but I don't have time.....fuck it" , I thought to myself as I turned the water to freezing-ass cold and jumped under the water. I've never found a better cure for getting rid of a boner than that, but it's also the most unpleasant. Definitely does the trick though, I shrunk to the size of a press stud in about 2 seconds. "OK THAT'S ENOUGH" , I yelled in my mind turning the temperature back up. I swear I was built to live in the tropics, I cannot manage anything cold for a even a small about of time. So that night I grabbed some lube and tried to stick my finger in my ass. Got to be completely honest right now, it was not at all pleasant at first. I was immediately glad that Charlie had told me to try on myself before we did anything, I couldn't imagine the pain I would have felt if he had just tried to put his dick up there without attempting to loosen me up first. I probably spent a good half an hour trying and I barely ...

... made it to my knuckle before I gave up and stopped. I wasn't expecting it to hurt so much honestly. After I told Charlie about it he offered that we didn't have to try, but I still wanted to so I told him I would just try again the next day and see how far I could get. I figured if I got one finger in, although slowly and painfully, I would be able to get a second in. And I did manage to get a second one in the next night, but I swore to myself there was surely no way I could handle more than that. Fortunately and unfortunately, after I told Charlie I managed two fingers, he let me know that he couldn't stay out all night. I was relieved at first that I wouldn't be trying to put his dick up my ass, but then I was sort of disappointed because I wanted to try with him. We resigned ourselves to just having dinner again that Monday night. This time we ended up going for chinese. I hadn't been to P.F. Changs in a while because it's expensive to go, but damn the mongolian beef is so good. That night he was a little stressed since he was leaving at the end of the week, but he relaxed pretty quickly and we enjoyed ourselves. He did throw a twist at me for dinner though. I have tried and failed to use chopsticks many times, I can hold them in my hand easy enough but short of using them to stab the food, I can't pick up anything with them. "What?? You don't know how to use them?" , he said kind of surprised. "Yeah I just end up dropping whatever I try to pick up and it takes so much ...