So yesterday I got a message from this guy saying he was looking for some no strings fun. We chatted for a while, he put me at ease and without going into much detail I feel confident I am safe doing this.
His name is David and I explained I was locked in chastity and couldn’t get the keys for a few days. I suggested meeting up after I was unlocked, but he had other ideas. For the next 3 days, my remaining time in chastity, each day at 3AM and at midnight (he works nights) I am to make sure I am awake. I am to drop my tracky bottoms to around my ankles and bend over something in my garage. I am to make sure I am facing the wall at all times and the lights are out. I am to wait like this for 30 minutes in case he needs to make use of my arse to get himself off. I am never to know exactly what he looks like and when I am out of chastity I will not see or hear from him again – not that I will know anyway
Last night was the first night. I set an alarm for 11:55 and 12:35 so I got the timings right and allowed for differences in clocks. I eagerly pulled down my bottoms, made sure my cap was on, bent over a small set of shelves I have, placed a condom and some lube on my back as agreed and waited. the 11:55 alarm went a few minutes later. I continued to wait… and wait… after an age the 12:35 alarm sounded. Disappointed and feeling I could be setting myself up for a major let down if this guy wasn’t genuine after all I pulled up my bottoms, set a similar alarm for 3AM and went back to bed.
I didn’t sleep much, but when the alarm for my 3AM shift went off I didn’t want to get up. I reluctantly did, pulling down my tracky bottoms and assumed the same position as before. Again I waited. I had just about given up hope when I thought I heard something. It was the garage door. It took all of my will power not to look round, but I remained facing the wall. I felt the lube and condom being removed from my back and a hand tugging strongly on the chastity cage between my legs. That was kind of unexpected and I let out a whimper to which David chuckled. I then felt a single finger circling then entering my arse. Then there were 2 fingers in there, then 3 and 4. He was fucking me faster with his fingers and applying lube. He took the cap off my head and whipped me with it a few times so my arse stung. Finally he grabbed my hair tightly, shoved his cock up me and fucked my brains out. It was really tempting to look round at him, but I didn’t want to ruin the experience for either of is. After he was done I heard him zip his jeans up, he placed his used condom on my back along with the lube. I heard the garage door open and close but I remained where I was for around 10 minutes, just in case he came back. Eventually I stood up, pulled up my bottoms and disposed of his condom, making sure I swallows his cum first. I have to admit that I smeared some of the cum it contained on my chest as well. I returned to bed and almost immediately fell asleep contented.
I am looking forward to spending some time tonight bent over those shelves. I hope he visits again tonight but if not I will wait eagerly at the times I am supposed to just in case he does.