Midnight Run

I woke up from a nap and looked at the clock and it was 9:30 pm, I wouldn’t normally nap so late in the evening, but I was so tired after doing my homework, and I knew I planned to be up pretty late. I felt refreshed from the nap, so I decided to do my workout routine, which was push-ups, sit-ups, and arm and leg exercises with weights.

Now it was about 10:15, and I started to have butterflies in my stomach. I went ahead and showered, I so wanted to jerk off in the shower, but I knew I shouldn’t, so I didn’t. I dried off, and was looking at myself in the mirror, wishing I was more muscular, I’m 5’10” and weigh 135, I do have some muscle tone, but overall just a skinny guy.

I put on my running shorts and a t-shirt and decided to review some of my school work even though I couldn’t concentrate on it, but I’d have time in the morning too since my first class at the community college wasn’t until 11 am.

I went ahead and got online to see who else was on to chat with, and I had plans to chat with this one guy I’ve been chatting with for the last couple of weeks. Ryan messaged hello and we chatted a bit, he asked me if I went for a run tonight, and I said not yet but that I was going to in a bit.

He was surprised I was going so late, but I often did, it’s nice to have the high school right near my house so I could run the track even if it was late at night. Ryan said he was getting ready to go to bed since he had to be up early, so we said goodnight to each other.

Alan popped online at 11:30 just as he said he would, so I sent him a message saying hello Sir. Alan said, hello boy, are you ready for your midnight run tonight? I said yes Sir, I have my running shorts on, a t-shirt, and my socks and running shoes are right here to put on.

Alan then went over my instructions for my midnight run, and he asked me when I jerked off last, and I told him yesterday as he told me I couldn’t at all today. It was 11:45, and Alan said he was logging off, and that he would see me in a little bit.

I put my socks and running shoes on, drank a little bit of water, and took off jogging for the high school, it was only ½ mile away. I got to the tennis court gate, took my shirt off, and hung it on the gate as Alan told me. I went down the steps to the track and started my midnight jog.

I was on my 4th lap, and my t-shirt was still on the gate, but then when I rounded the 5th lap, I saw that my t-shirt was gone, so I went up the steps to the gate, and took my running shorts off and put them on the gate like I had been instructed.

I went back down to the track, running with just my running shoes on. I rounded the first lap and my shorts were still on the gate, I was just hoping no one else would have the idea to run the track since I was naked, but I’ve only ever seen one other person run the track late at night before.

I rounded my second lap, and I saw that my shorts were gone, so I went up the steps, and went to the gate, then went back to the tennis courts as instructed. I was at the back of the courts, facing the fence that faced the woods, I was standing there for what seemed like 10 minutes.

I heard footsteps, but I didn’t turn around as instructed, the footsteps were getting louder as they were getting closer, and at this point, I was feeling pretty nervous. The footsteps stopped, I’m still standing there facing the fence and he tells me to put my hands behind my back, so I do as he said.

He ties my hands behind my back, then I felt something go over my head, it smelled like my soap and deodorant, so I figured it was my t-shirt. My t-shirt was tied around my head to blindfold me, he had it secured on my head so I couldn’t see anything, and he told me to turn around so that my back was against the fence.

I turned around as he said, and then he told me to get on my knees, so I did. I’m there on my knees, naked, just wearing my running shoes, hands tied behind my back. He then tells me that I will have to earn my shorts and shirt back, otherwise, I’d have to jog back home naked.

I hear him undo his belt, and pull his zipper down, and then I hear him lower his pants. The next thing I know I feel his dick on my lips, so I open my mouth and feel his dick go into my mouth. I start to suck on his cock, but he tells me to stop, so I stop, but his dick is still in my mouth.

He tells me to close my mouth but to not suck on his cock. He told me he had to piss, and that he wanted me to drink his piss. I felt just a little piss come out, and it was warm, then all of the sudden his piss really starts to flow, and I swallow it as fast as I can, surprisingly it was not that bad, pretty much tasted like warm water with bitterness to it.

I manage to swallow most of his piss, what I couldn’t get down leaked down my neck and smooth chest. His piss had stopped, so now he told me to start sucking his cock. I sucked his cock, and it was getting bigger and bigger, I could taste some precum too, his dick wasn’t huge but it wasn’t small either, a couple of times his cock touched the back of my throat and made me gag a little.

I was sucking on him for just a couple of minutes, but then I felt his cum exploding in my mouth, I swallowed some but then he pulled his cock out and shot the rest all over my smooth chest. I’m still on my knees, hands cuffed behind my back and still blindfolded, he tells me to stand up. I told him I was going to have to piss soon, and he told me not to yet.

He told me to stand with my back against the fence, and then he tied my cuffed hands to the fence. He told me that I did good and that I earned my shorts and shirt back, but that he wasn’t done with me yet. He then tied my ankles to the fence, I told him again I really had to piss, but he told me not to.

He started fondling my cock, and it started to get a little hard, but I had to piss so bad now, I was a little embarrassed because even though I was getting hard, I was still pretty small since I had a smaller cock.

I asked him if I could please piss, and he said not yet, he then untied my t-shirt from my head, so this is the first time I’ve seen Alan even though we have been chatting for almost a month. For an older guy, 48, he was in pretty good shape, I’d say he was about 6’ tall and 185 pounds.

He put my t-shirt on the ground in front of me, and then put my running shorts with my t-shirt, then he told me I could piss, and I really couldn’t hold it any longer so I let it start streaming out, and since I was still bound to the fence I couldn’t keep my piss from soaking my shirt and shorts. So I earned my clothes back, but they were soaked in my piss.

He then started stroking my cock again, and I got hard quickly, and I tend to cum very quickly too, to the point that it embarrasses me. He’s stroking my cock like crazy, and I’m breathing hard and trying to hold off cumming, but my cum shoots out, I cum a huge load and I’m so sensitive after cumming, but he keeps on stroking my cock I can hardly catch my breath.

He finally stops, and my cock is oozing cum. He unties my hands, and without a word walks away. I untie my ankles from the fence, and I wring the piss out of my shorts, luckily my running shorts are nylon, so they aren’t too gross to wear home for my jog home, I chose to leave my t-shirt behind. I’m so tired from the night that I just walk home instead of jogging.