At this point in life John had decided to be completely honest with himself. He was a bit lonely. The three-bedroom home that he'd purchased shortly after his divorce was meant to house his two sons on weekends or whenever they felt like visiting. It was also going to provide guest rooms to imagined friends or family members that may have wanted to visit. Neither scenario had actually materialized. Many of John's so-called friends had cut ties after his embarrassing outing and the subsequent end of his marriage. So when his newest sexual partner had humbly asked to stay at his place for a few days, John agreed. Despite his brawny 6-foot 3-inch frame and initially gruff demeanor, Dylan was actually a very nice man. Maybe not the sharpest - John felt guilty for thinking this - but he was a nice guy. In addition to being honest with himself he also had to be honest with Dylan. More to clear the air and set boundaries than anything. John had informed his guest that he may or may not be hooking up with other guys and that Dylan was more than welcome to do the same and sleep in the guest room.
Shortly after moving in, Dylan reluctantly told the story of how he ended up evicted. After years of working as a martial arts instructor, trainer, and sometimes gym manager, Dylan had wanted to start a business of his own. He tried opening a small gym but his partner ripped him off and he ended up bankrupt. John felt terrible for him and, while hesitant at first, eventually offered to let him stay as long as he needed.
Dylan had been a gracious house guest. Clean, quiet, and scarcely around. He'd often make John breakfast and when they had sex, Dylan wasted no time getting back to the guest room. John's house guest was also an interesting guy. As former marine, he had numerous stories of escapades in parts of the world John had never even thought about. He was also quite oral. Dylan described himself as "mostly a top" but shamelessly admitted that he "loved sucking dick". He also greatly enjoyed rimming and over the past few weeks John had reaped all the benefits.
Having a sex partner in house had only mildly lessened John's infatuation with Leo. John felt he had the best of both worlds. Age, experience, and rugged looks with Dylan. Youth, stamina, and beauty with Leo. They were both tall but that was where the similarities ended. Dylan was forty years old and white like John. Leo was black and had turned 25 a few months after meeting John. Now he had just six months left until a several years long stint overseas. The fact that there was a clock on their time together had made John much more adventurous and loose with his young friend. They both had desires and fantasies that they were eager to share with each other. Once, Leo had obliged John's fantasy by coming over and getting completely naked while John sucked his cock fully clothed. John greeted Leo at the door barefoot in jeans and a tight t-shirt, watched as Leo stripped and left his clothes at the door, and got on his knees as Leo sat naked on the couch. That encounter ended as many of did: with a hot load all over John's face. John for his part had let things go a bit farther than he might have wanted.
Photography was Leo's hobby. When John had mentioned that he might start using dating apps, Leo had offered to take some hot pics for him. John agreed and Leo brought over his camera and modest amateur equipment. The intent was to have flattering pictures that did not reveal too much. For naughtier pics, John would simply not show his face. However, the alcohol that John consumed had other ideas and as his clothes came off the pics went far beyond naughty. He consented to video. As he lay fully nude on his bed with the camera filming, Leo got him to spread his legs. Then to put his fingers into to his mouth to get them nice and wet. John was so drunk and horned up that Leo barely had to tell him where to put them. John looked submissively up at Leo and by extension the camera as he slowly slid his fingers into himself. From there it had snowballed and now there were several clips of him performing sex acts on his laptop and also likely Leo's. Watching those clips made John so horny he couldn't stand it. But if they got out, he wasn't sure if he'd be humiliated or feel nothing at all.
It had been a few weeks since then and John, tired of watching clips, wanted the real thing. It was a Friday night and after a long week at work John decided to wind down with a strong drink. By the time that drink was finished there had been a text to Leo who would be free later. John took a moment to explain that he had a friend staying with him and asked if Leo was still ok with coming over. He'd said yes of course but John was now a bit worried. Dylan had no plans for the night and the two of them had never been there at the same time as far as John knew. Leo often left while John was in the shower and had only been there once in the three weeks that Dylan had been staying there so he couldn't be sure that they had never run into each other. Coming downstairs after a quick shower, John saw Dylan watching TV on the couch wearing his usual athletic shorts and t-shirt.
"Any plans for the night?" John asked nonchalantly.
Dylan sighed. "Not really. Do you need me out?"
Even though the question was asked in a helpful manner, John still felt guilty.
"Of course not. Just wondering." He stood awkwardly for a moment. "But I do have someone coming over," he explained. "Didn't want it to be weird."
"Oh," Dylan said with a laugh. "Trust me, I'm cool as a cucumber. Is he hot?"
John laughed shyly. "Yeah, he is. Really hot."
"Nice. By the way I had an interview today. I think it went pretty well. I should be able to get my own place again soon."
"Oh, there's no rush." John meant it. He liked the company. "I've just never had a guest over while he was here. He says it's fine but he's kind of young. Hopefully he won't be too nervous."
"Yeah," Dylan said picking up on John's hesitation. "Hopefully, HE won't be too nervous."
John laughed. "You got me. I'm the nervous one. I don't know why. Maybe I'm worried that he'll get spooked."
"Well, how about this," Dylan offered pragmatically. "What if we all have a drink together before you go upstairs. That way he'll know that I'm a cool guy." Dylan wasn't the sharpest when it came to money but he was generally good with people. It would really be John who would benefit from seeing how free and easy he was about things like this.
"Now that I think about it, that would be kind of nice. We haven't had a drink together since the first night we met and I'm honestly curious about all the things going on with him. I'll text him and see if he might want that. But then, he's 25 and we might not be cool enough."
