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After a quick shower, Alex got dressed in his freshly laundered clothes. "Mind if I leave my tools and stuff here," he said, gesturing towards the bedroom we'd painted earlier in the day.
"No problem," I replied. "You're gonna be back here permanently anyway."
"Assuming your landlord gives me the thumbs up," Alex grinned. "I do bear the 'Scarlet S' of having been with Shannon."
"I doubt that'll be an issue," I said. But he did have a point. My landlord Tony was wary enough of Shannon that he'd had the foresight to require her to sign a lease separate from mine. It ended up being a lifesaver for me in that it gave me an out to not renew her lease after a year -- what turned out to be the longest year of my life.
But Tony had always been a level-headed guy, and I hoped he would judge Alex for who he was and not by the company he'd kept.
"Well since it's not official until he gives the okay and I sign all the papers and stuff, maybe we can hang out sometime this week," Alex said.
"I'd like that," I said, honestly. "You're welcome to hang out here as much as you'd like."
"Cool," he said. "I appreciate that Robbie." Alex gave me a hug, slipping his hand under the back of my t-shirt and rubbing my back. After a minute he pulled away. "Now I should hit the road. I've got some work to do tomorrow for an early call on Monday morning."
"Drive safe," I said as he headed out the door.
"Thanks buddy," Alex said and gave me a big smile and a wave.
Locking the door behind him, I flipped the lights off in the living room and then went in to the kitchen. My laptop was still sitting there on the table. I flipped it open and looked at the rental form Alex had filled out. He'd be turning 27 in just a couple months, which made him almost 2 years older than me. His annual income was almost twice what I made at the store, but that wasn't saying much. He'd gotten his bachelor's in history. And had no arrests (whew!).
I typed up a quick email to Tony updating him on Shannon's departure, our DIY repairs and about Alex (hopefully) moving in. I attached Alex's rental application and sent the email off. Fingers crossed there'd be no issues.
My task complete, I flipped off the kitchen light and headed to my bedroom. It was only 8:30 pm yet, but I was exhausted. So I stripped out of my clothes and crawled into bed, the crisp sheets cool against my bare skin.
I'd just started to doze off when I heard the doorbell ring. I looked at the clock; it was 8:47. Figuring it must be Alex back to pick up something he'd forgotten, I didn't bother putting my clothes back on, but headed naked down the hall to the living room and flipped on one of the lamps next to the sofa.
I twisted the deadbolt and opened the door, expecting to see Alex grinning in the doorway. Instead, I was face to face with Tony. I was half right, as after his initial look of surprise, Tony was grinning.
"Hi Robbie," he said, quickly scanning me from head-to-toe. "I just finished up dealing with a plumbing issue over in 2D and was heading back to my place and saw your email. I figured I'd drop by to take a quick look at the work you'd done today."
Tony was clad in a pale blue, short sleeve button-down shirt and tan shorts. The light fabrics contrasted against his sun-darkened skin even in the dim light of the hallway. His shirt was unbuttoned halfway and damp with sweat at the pits and just under his pecs. He'd set his red tool chest down by the door.
Snapping me out of my momentary daze, he added, "If this is a bad time, I can come back tomorrow."
"No, it's fine," I said, flustered. "I think I just nodded off."
"Sorry if I woke you," Tony said. "Since you'd just sent the email, I didn't think you'd be asleep."
"No worries. It was just a long day," I said. "Come on in."
"Let me take these off," Tony said, kicking his shoes off and leaving them next to the door.
"Sorry, I should put some shorts on or something," I said, realizing that I was still naked as Tony stepped into the living room.
"Don't bother on my account," Tony said, smiling. "You're fine. I won't be here very long. Besides, we're all guys here." He winked at me.
I'd spent the better part of the day naked with Alex, so it didn't seem completely foreign to be standing buck naked with my landlord. I knew he was gay, too, and he clearly wasn't bothered by it. So what the heck.
I walked down the hallway and into the empty bedroom, flipping the lights on and stepping inside. Tony followed me in and looked around at the work we'd done. I explained how Alex had helped me with the work.
"This looks great, Robbie," he said, smiling. "It gave me a little pause when you explained that Alex had been dating Shannon. But if his application is as clean as the work he does, I think he'll make a good tenant."
"Getting to know him, he seems like a great guy," I said. "I think the Shannon thing was mostly physical."
"You're cool with rooming with a straight guy? And vice-versa?" Tony asked, absentmindedly rubbing stomach.
"Alex lived with his gay uncles when he first moved out here, so I don't think it's an issue." And I added, blushing, "I'm not sure he's 100% straight."
"I see," Tony said, smiling so that his big white teeth emerged from within the scruffy salt-and-pepper of his beard. "Have you put this theory to the test yet?"
"Um, sort of," I said, grinning. "Do you want a glass of wine?"
"Sure," he said, raising his eyebrows at the prospect of hearing some dirt.
We walked back into the kitchen and I grabbed an unopened bottle of red wine from the counter. "Have a seat," I said, gesturing toward the couch.
"Okay. Do you mind if I join you?" he said, gesturing towards his clothes as he walked toward the couch. "I'm a little sweaty and I can't vouch for how clean my clothes are after the plumbing job."
His question caught me a little off guard, but since I'd been nude since he arrived, I couldn't really play the Pollyanna. "Why not. Make yourself comfortable."
As I opened the wine and poured two glasses, I watched as Tony unbuttoned the few remaining buttons on his shirt and slipped it off. He had a nice body for a guy in his 50s, fit but not buffed. He spent a lot of time shirtless out by the pool, sweeping and cleaning, so his skin was really dark. And his chest and stomach were covered in a dark hair, with just a sprinkling of grays in the middle of his chest. As I set his wine down on the coffee table, he unbuttoned and unzipped his shorts and slid them off. Like Alex, he went commando. His ass was lighter than the rest of his body, but covered in the same dark hair. And when he turned around to sit down, I could see that the his pubic hair was even thicker. His cock and nice set of balls emerged from the forest of his pubes.
"Much better," he said, sitting down and taking a sip of wine. "I hadn't pegged you for much of a nudist, Robbie." He spread his arms wide on the back of the couch.
I sat down in the chair opposite him and drank from my glass. "I'm actually not," I said, honestly. And then I explained some of what had transpired over the last couple days with Alex.
"So Alex is the nudist," he said, smiling. "That's another check mark in his favor."
"I take it you are too?" I said, half stating, half asking.
"Yup. If it were legal, I'd make this complex men only and clothing optional," he replied. "But I have to be satisfied with being naked in my apartment and on my patio. And my midnight and early morning skinny dips in the pool."
"Really?" I said, grinning. "I thought the pool closed at 10:00 pm."
"It does -- for tenants," Tony said, winking. "But the landlord gets 24/7 access. That's why the pool is in the back by my unit -- and surrounded by that thick hedge."
"Wow, who knew the dark secrets hidden in this place," I laughed.
Tony smiled and took another sip of his wine, resting the glass against his hairy chest. "You -- and Alex -- are welcome to join me for a swim some time."
"Thanks, I know Alex would love that," I said. "I've actually never been skinny dipping before."
"Really?" he said. "Want to go for a swim tonight? I'm gonna lock up the pool in about 45 minutes."
"That actually sounds really nice. It's been so hot these last couple days," I said.
We chatted for another 20 minutes or so. Tony told me some of the building history and gossip, how he'd come to own the place, a few now-famous former tenants, and a couple horror stories that made Shannon seem like a Disney princess.
"Well I should go lock up my tools and start straightening up the deck chairs," Tony said, tossing back the last swig of his wine. "That usually gives anyone still in the pool the hint that I'm closing it up soon." He stood and pulled his shorts back on and swung his shirt over his shoulder. "The gate'll be locked, so just knock on my door after 10:15 or so."
"Sounds good," I said, and stood to see him out. "By the way, thanks for all your help and advice with the Shannon situation. I can't imagine what I'd have done if she didn't have a separate lease agreement."
"No problem, Robbie," Tony said, smiling and squeezing my bare shoulder before heading out the front door.
I finished my own wine and put our glasses in the sink, and then flipped on the TV to kill some time.
After an hour or so of mindless television, I looked over at the clock to see it was already 10:30. I turned the TV off and then headed to my bedroom to make myself decent for the short walk to Tony's apartment. I decided to forego a shirt and underwear, knowing that I'd be naked again anyway. I pulled on a pair of light blue mesh coaches shorts. Looking at myself in the mirror, I noticed that they didn't leave too much to the imagination. My shaft and the coronal ridge around the head of my cock were clearly visible against the fabric.
I slipped on a pair of flip flops, grabbed a towel from the bathroom, and snatched my keys off the dresser. I flipped the lights off in my apartment and headed out the front door, locking it behind me. Even this late at night, it was still really warm.
I walked down the stairs, across the courtyard and back to Tony's apartment. It was kind of a freestanding bungalow at the back of the complex. I gave a few gentle taps on the door and then could hear footsteps approaching it from inside. Tony greeted me naked and welcomed me in to the dimly lit apartment. I'd been in here a handful of times before, but only in the daytime. The soft lighting was really pleasant and welcoming.
"You can take your shorts off and leave them in here on the couch if you want," he said, gesturing at the modern leather sectional. "Do you want another glass of wine?"
"Sure, that'd be great," I said, slipping my shorts off and leaving them on the couch.
Tony flipped the lights on in the kitchen, pulled two plastic stemless wine glasses from the cabinet, and then filled them from a bottle sitting on the counter. It gave me a good opportunity to survey his naked body in the bright lights of the kitchen. He handed me a glass, turned off the light, and then motioned toward the sliding glass door to his patio. "Let's head out to the pool."
I grabbed my towel and followed him out onto the private patio and then through a high gate that connected it to the pool. I could see how the setup would allow Tony to be nude in his apartment or on the patio without anyone seeing him from outside.
"This is quite a setup you've got here," I said, admiring the pool area that I'd only used a few times in the almost two years I'd lived here. The area around the pool was dark except for the light coming from the pool itself. I noted that dense hedge did indeed block from view of the apartments -- even the second story ones like mine.
"Thanks! It taken some planning and maintenance to make sure the landscaping keeps it private," he said, taking a sip from his glass and then setting it down on the deck next to the pool. "Welcome to the wonderful world of skinny dipping."
He walked towards the shallow end of the pool and then down the steps into the water. He gave himself a push off the last step and flipped on his back and was propelled toward the deep end.
"If you want to flip that switch over there to the left, it's even nicer back here with all the lights off," he said, pointing towards the switch on the wall.
I took a sip of my wine and set it down next to his. Then I walked over to the switch and flipped it off. The pool was plunged in darkness. But there was still enough ambient light from the streetlights and the moon that I could still see Tony's naked body floating in the water.
I followed Tony's lead and walked down the pool steps and into the water. The water was warm, but still refreshing. As I descended further into the pool, the water enveloped my balls, the head of my cock, slipped between my butt cheeks, then covered my shaft and pubes. It was so different than the typical sensation when the water hit my swim suit.
Stepping off the last step, the water was still only just above waist deep. I folded my legs under me and submerged myself to the neck, and then fell backwards into the water for a few seconds before bobbing to the surface.
"Feels great. Doesn't it?" Tony said, smiling.
"It really does," I said, smiling back. "Can't believe I've never done this before."
"Well, consider this an open invitation," he said. "Just text or call me if you ever want to swim after hours. Alex, too."
"Thanks, Tony," I replied.
We swam and floated around the pool for half an hour or so, chatting and occasionally sipping our wine.
"Like a refill?" Tony asked, gesturing at my nearly empty glass.
I pondered for a moment and said, "Maybe half?"
Tony hauled himself out of the pool and wiped himself down with the towel he'd brought outside. He set the towel down and grabbed our glasses. "I've learned the hard way to abide by my tenants' rules about no glass around the pool. Be right back."
He walked back through the gate and into his apartment. When he flipped the kitchen light on, I could see that his window above the sink overlooked the pool. I could just make out his head and bare shoulders.
I walked back to the shallow end and up the steps and grabbed my own towel. I lightly blotted at my bare skin and then spread my towel out on the nearest chaise lounge. I lay back on it, put my hands behind my head and closed my eyes, taking in the sensation of being outside completely naked.
The gate creaked open and I looked up to see Tony emerging in the darkness with the refilled tumblers.
"Here you go," he said, handing me mine.
I took a sip and set the tumbler down on the middle of my bare stomach. Tony spread out his towel on the chaise next to me and lay down on it.
We began chatting again. Tony regaled me with a few more carefully anonymized tenant stories, as well as a couple about his ex-boyfriends. "Forgive me. I've been hogging the conversation," he said. What about you, Robbie? An attractive guy like you must be fighting off the Grindr suitors."
I laughed. "Thanks. But there's not been a whole lot of that going on." I told him how I'd stayed firmly in the closet through college and only came out once I'd moved out to LA. I'd had one boyfriend for about 5 months a couple of years ago, and casually dated here and there. But the Shannon situation had really put a damper on that for quite a while. "Alex is the first action I've had in quite awhile."
Tony smiled. "So tell me again. You've jerked off together a couple times, and he let you blow him?"
"Yup," I replied, and gave Tony the highlights of the last couple days. I took a sip of my wine and looked over at him. His cock has hardened and was laying against his bush of pubic hair pointing toward his stomach. The moonlight caught the droplet of precum perched at the head.
Tony caught me looking at his cock. "I'm sorry, Robbie. You must thing I'm a perverted old man. I guess... I suppose your story is... well it's rather titillating."
"Don't worry about it," I laughed. After my experiences with Alex, seeing my gay landlord's erection didn't seem like such a big deal. "Yes, I agree. What's happened to me these past few days is a bit like a teenage JO fantasy."
Tony laughed out loud and then stifled it with a snort. "But for you, those teenage masturbatory fantasies were not that long ago. For me, it's been decades!" He gave his erection a playful squeeze and rubbed the precum into the head.
My own cock was beginning to plump up with our playful banter.
"I see it's having a similar effect on you," Tony said, nodding towards my crotch.
"Yes, it is," I said, blushing in the darkness. My dick, now fully erect, lay against my stomach.
"Please forgive me if I'm crossing a line here," Tony whispered. "But have you ever jerked off under the stars."
"Not until tonight," I said quietly, and I began to stroke my erection.
"Excellent," Tony said. He began stroking his cock in earnest. While we jerked off by the pool, Tony shared a story of camping trip he'd taken in his 20s. He and his buddies were camping on a beach in Northern California. After sufficient pot and beer drinking, they all went skinny-dipping in the chilly surf at night. They huddled naked around the fire to dry off and warm up afterwards, and all ended up jerking off by the light of the campfire.
We watched each other openly as our stroking gained momentum. I could tell Tony was getting as close as I was.
"Robbie, do you think you could fulfill one of my teenage JO fantasies?" he asked quietly.
I wasn't sure where this was going exactly. "That depends on the fantasy," I said, trying not to sound too freaked out.
He chuckled in the darkness. "Nothing too perverted, I promise. I was just wondering if you'd be willing to shoot your load all over me?" He rubbed his hairy chest and stomach to punctuate the request.
A silent sigh of relief. "That I can definitely do!" I whispered, enthusiastically. "I'm pretty close. Are you ready?"
"Yes!" he said.
I stood up, spit a healthy mouthful of saliva into my hand, and stroked my cock rapidly. I lifted one leg over Tony's chaise and planted it on the other side of him so I was straddling him and the chair.
"Anyplace you want me to avoid?" I asked, feeling the torrent of semen building in my balls.
"No. But thank you for asking," he said, smiling up at me. He was pumping his hard cock with one hand and kneading a hairy pec with the other. "Whenever you're ready... give it to me."
I tugged at one nipple and then the other with my free hand, while I worked my spit-slicked cock with the other. I was getting very close. I stepped slightly forward until I was hovering over Tony's thighs. A few more tugs and strokes.
"I'm gonna cum," I whispered.
"Oh yeah, let me have it," Tony cooed.
As if by command, my cock began to erupt, sending streams of cum forward into the darkness. The splatters landed on his chest, his stomach, his chin and his cheek. I could see my own cum glistening amidst his body hair in the moonlight as I continued to shoot more.
"Oh yes!" Tony hissed. "Yes!" And with that, his own ejaculation began. His cum joined mine in covering his stomach, chest and pubic hair. After his eruption subsided, he let his softening dick fall into the sticky mass of his pubic hair. He smiled up at me. "Thank you. That was wonderful!"
"Thank you!" I said, in return.
Tony's gaze lowered to my dick as a couple droplets of cum dribbled out. He raised a hand toward my softening cock. "May I?"
I nodded, and he reached forward and brought his index finger across the head of my cock, gathering the droplet of cum oozing from the slit. He waited a second and gathered a second droplet, before bringing his finger to his mouth and licking it off. "Delightful!"
I sat down on my chaise and smiled at him. Tony just smiled back and ran his fingers gently through the cum puddles on his chest, massaging the liquid into one nipple and then the other.
"It's probably almost 1:00 by now. I should get back to my apartment and get some sleep," I said, breaking the silence. "This has been quite an evening, Tony. Thank you!"
"My pleasure, Robbie," he said.
We both rose from our respective chaises. As we made our way back through the gate and into Tony's apartment, I dabbed at the head of my penis with my towel to ensure I wasn't leaving a trail along the way. I gave my cock one more dab before pulling my shorts back on.
Tony just stood there in the dim light of his living room. The cum was still fully visible on his face and torso.
I offered my towel to him. "Do you want to clean up?"
"Thank you, no. I am planning to go straight to bed just like this," he said, giving me a Cheshire cat grin.
I slipped on my shoes and headed for the door. "Thanks again, Tony," I said, turning to face him. "Enjoy!"
"Oh I will," he said, with a raised eyebrow. He smiled and rubbed one hand firmly through the wet mass on his chest. "I will."
Making my way quietly back to my apartment, I was certain that he would.