Sort of

Heading out to the pool first, he opened the lid on the filter return and didn’t see his shorts. Going into the shed, he couldn’t find a way to access the interior of the system to pull out his trunks. He knew they were somewhere in there, but he had no way of getting them out. Going back inside, he went into the theater to get his shirt, only to find it missing from his chair. Thinking to himself, that meant Lily had found it and moved it somewhere. Finally, he made it to the bowling alley. Walking down to the machine at the end of the lane, he wrestled with his shorts to get them uncaught from the gears. After some ****, they eventually came loose. Looking at them he saw they were in good shape except for the button at the top of the fly had torn off.

Walking into the laundry room, he started messing with the system to get it started. After some time (and some button mashing) he heard the mechanism start up, so he was hopeful that his clothes stuck in the system would be washed and released soon. Going to his room, he laid out his remaining clothes. In addition to a handful of brightly colored thongs, and a jockstrap swimsuit, he had a single button-down shirt, a single tank-top, the pink pajama shorts, the shorts with a broken button, and the sweatpants he was currently wearing. Once the washing was done, he would have some more shirts and shorts to add to the mix.

Checking his phone, he saw that he had a text from Mary checking in to see if he was okay, and making sure that Satan was getting enough walks. Remembering that he hadn’t walked the dog in a few days, K-T got ready to take him out. Because it was still very hot outside, he switched to the shorts and threw his one tank top on over them. Without the button, the already big shorts sat even lower, exposing the top inch of his penis. Thankfully, the shirt was just long enough to cover all of his exposed skin. Pulling on his shoes and grabbing his sunglasses, he got Satan ready for the walk, getting a rope toy to play with him at the park.

After being cooped up in the house for days, Satan had a lot of energy, and most of the journey was him dragging K-T rather than an actual walk. K-T kept one hand on his waistband at all times to make sure the shorts stayed in place. Getting to the park, K-T received a text on his phone. Looking at it, he saw it was from his sister Emily saying, “I saw Lily’s new profile picture. Nice swimsuit!”. Frantically pulling up Lily’s social media, he saw that she had made their selfie from the pool her new photo. Zooming in at the bottom of the picture, if you looked closely through the water, you could just see a glimpse of K-T’s boner. “Oh, no” K-T thought, trying to come up with a way to get Lily to take down the picture before everyone saw it without letting her know the reason. Trying to think of an excuse, Satan came up to him, whining for the toy. K-T distractedly threw it, which Satan went tearing after. Seconds later, K-T heard Satan barking, and looked up from his phone to see the dog standing at the bottom of the tree and looking up. Following the dog’s eyeline, K-T saw the toy he had just thrown hanging from a branch. Cursing himself for not paying attention to where he threw it, K-T walked over to the tree.

Looking up, the toy was at least 12 feet up in the tree, forcing K-T to climb the tree to get it. Grabbing the first branch, pulling himself up while constantly reaching down to grab his shorts to keep them from falling. Reaching up for the last branch before getting to the toy, K-T started pulling himself up when his feet slipped off their branch, causing him to hang in the air, holding on with just his hands. Swinging his legs to get back to the branch, the movement caused his overly loose shorts to fall to his ankles. It was then that Satan jumped up, and grabbed the dangling shorts and ripped them right off K-T’s feet before running away with them in his mouth. Dragging himself onto the branch, K-T looked down in horror as Satan took the shorts to another dog in the park and they played tug-of-war with them until they tore in half.

Once the shorts were destroyed, Satan came running back to the tree followed by his new tug-of-war friend. As they sat down at the base of the trunk, staring up at him, a person emerged from the other side of the tree. Scrambling to make sure he was covered up, K-T looked at the new visitor to see a woman of about twenty-five wearing a low-cut shirt and some short jean shorts. Looking up at K-T, she apologized for her dog tearing apart Satan’s toy (thankfully she thought it was a toy and not his clothing). As they talked, all K-T could focus on was the fact that her breasts were nearly hanging out of the very low-cut top that she was wearing. His unobstructed view from above looking down at her caused blood to flow down south and lead to an erection. As their small talk continued, his boner got harder and harder until it was pointing straight up, thankfully hidden from her by his legs.

When she walked away with her dog, K-T was left sitting in a tree wearing shoes and a tank-top with a raging boner nearly a mile from where he was staying. Hoping to stay hidden in the tree until sunset so he could make his way home under the cover of darkness, this was dashed by Satan. The dog, insistent on getting home started barking at K-T. Not wanting to attract attention from others at the park, he grabbed the rope toy and jumped down from the branch. Unfortunately, the hem of his shirt was caught on the limb, and as he fell, it was pulled up and slid right over his head. Landing on the ground naked apart from shoes, K-T tried to cover up his erection. Looking up, the shirt was just within reach. Jumping up to get it, K-T’s penis and balls flopped around with each movement. Finally, he was able to grasp the edge and as he fell, the hem held tight to where it was caught on the branch, causing the shirt to rip in half. Landing, K-T was holding half of a shirt, with the other half fluttering from the tree.

Hooking Satan to his leash, K-T held the clump of fabric to his crotch and started for home. With each step, his rock-hard boner rubbed against the soft cotton, sending a bolt of pleasure through his body, and unlike their race to the park earlier in the day, Satan was taking his time going home. As they got closer to the house, K-T was struggling not to burst. They were crossing the street, almost back when Satan took off at a run, startling K-T and causing him to trip and lose his balance on the curb. As he quickly pulled his hand away from his crotch to keep from falling, the fabric rubbing against his sensitive erection caused him to lose control as jet after jet of cum shot out of his dick and landed in the middle of the street. Unable to stop himself, K-T just kept cumming as pleasure flooded through his body, keeping him from covering up.

As he came down from the high of his orgasm, he looked to see where Satan had run off to, and found Penny standing 20 feet away with Satan at her feet. His hands flew back to his dripping cock, trying to regain any shred of modesty he could. Unable to say anything or make eye contact, he grabbed Satan’s leash and ran toward the house, getting inside and locking the door behind him before slumping to the ground as he relived his horribly embarrassing evening in his mind.