Adventures in House Sitting

By Kevin Sting

Published on Jan 23, 2020

Gay

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Jerry, Kyle and I all rinsed off in the outdoor shower and then spent some time skinny dipping in the pool well into the warm evening. We shared a naked, al fresco dinner on the patio, courtesy of one of the delicious frozen meals Daisy had left for me.

Kyle finally had to head home at around 9:00. He surprised us by gathering his clothes and heading out to his car still naked. He said he didn't see any reason to get dressed since he only had a short drive home and would be pulling directly into his garage. I just hoped he didn't get pulled over by a cop on the way home!

Jerry headed in to the guest house to get ready for bed, saying he had an early client appointment tomorrow morning. I remained outside, naked under the stars and sipping my last glass of wine until almost 10:30.

Reflecting back on all that had happened that day since I arrived to take Philip to the airport, my cock stiffened again thinking about watching Philip masturbate at his desk, my afternoon massage with Jerry, and then the fun we'd had with Kyle. As I looked up at the clear night sky, I stroked myself slowly until I brought on my third orgasm of the day. And then I just lay there, my cum puddled on my smooth stomach, and shut my eyes to enjoy the afterglow.

The sound of a helicopter flying overhead awakened me. I must have fallen asleep. I touched my stomach and realized that the cum had started to dry up a bit, but was still sticky. I would've loved to have showered off outside again, but I didn't want to disturb Jerry. So I grabbed my wine glass and headed back into the house. Depositing my glass next to the sink in the kitchen, I looked over at the clock on the microwave and saw that it was just after 2:00 am. Shit, I'd been asleep for over 3 hours outside!

I shut the doors to the den and then headed down the dark hall to the master bedroom, where the dogs were still asleep on the bed. I hadn't had a chance to wash the sheets yet, so I just lay down on Philip's side, and inhaled his lingering scent. As my cock began to stiffen again, I closed my eyes and quickly fell asleep, the sticky cum still present on my stomach.


The next day was relatively uneventful by comparison. I woke up around 7:00, let the dogs out into the yard, showered and threw the sheets and towels in the washing machine. I checked my email and Philip's, and then texted him to ensure he'd arrived in Paris without any issues. After coffee and a quick breakfast, I headed outside to chat with Jerry, who was setting up his table for his first client of the day.

Both of us were nude in the morning sunshine. He laid out his schedule for the day: 5 clients total -- 4 men and 1 woman. He'd be clothed for the woman and one of the men, but otherwise would be working nude throughout the day. I assured him I'd be mindful of his schedule and put some clothes on if I needed to come outside during his clothed massages.

I settled in to the den to review and respond to Philip's email. I kept the doors shut, but had the blinds partially open, so I was able to watch Jerry work throughout the day. His first client was a slightly overweight man in his early 60s. He stripped and rinsed off in the outdoor shower before climbing onto the massage table, which Jerry had moved to another spot on the patio to avoid the direct sun. Jerry worked on him for about an hour before he shifted his attention to the man's cock. The man came quickly, rinsed off again, got dressed and gave Jerry a hug before leaving.

About 45 mins later, a tall woman in her 50s arrived. Jerry had since donned a light blue t-shirt and a pair of athletic shorts. She went inside the guest house to undress and came out wrapped in a large towel. Jerry carefully draped her in a sheet and removed the towel without exposing her. For the next 90 minutes, he expertly exposed and recovered each area as he worked on her. Her massage complete, she pulled the sheet around herself and went back into the guest house to get dressed before leaving.

The next client was a guy in his early 40s. He looked vaguely familiar, and I eventually decided he was a probably someone I'd seen at the studio a few times. I was bummed that he also headed inside to get undressed, as he appeared to have a nice body. He emerged from the guest house with just a towel wrapped around his waist. He had a broad furry chest and just a bit of a belly, which was equally furry. He climbed onto the table, loosened the towel at his waist and lay face down. Jerry pulled the towel off, briefly exposing the man's furry ass, and then he promptly draped him with a fresh sheet. At the end of the massage, the man sat up on the edge of the table. The sheet was draped over his lap, but his butt was exposed again. He surprised me when he stood up, letting the sheet fall completely away, and took a towel from Jerry. I got quite a show when he walked over to the outdoor shower and spent about 10 minutes lathering and rinsing off in the sunshine. He had a nice sized cock hidden in a forest of dark pubic hair. He never got erect, but he did spend a lot of time washing his cock and balls. He dried himself off in the sun, laid the towel out on one of the patio chairs and then stood naked and casually chatted with Jerry for about 5 minutes before heading into the guest house to get dressed. He emerged again fully dressed, shook Jerry's hand and headed out the gate to the driveway.

Jerry headed towards the door to the den, still dressed in his t-shirt and shorts. He'd donned his sunglasses. I opened the door to let him in.

"I forgot that I need to run an errand before my next client arrives, Tyler," he said, his brow damp with sweat. "I should be back before he arrives around 3:00. But if I'm not, will you tell him to enjoy the pool until I'm back?"

"Sure, no problem, Jerry," I replied. "Is everything okay?"

"Yes, sweetie. I have a gala event later this week. I bought a new suit last time I was here and had some alterations done. They close at 5:00, so this is the only time I'll have to pick it up."

"Ahh," I said. "Let me know if there's anything else I can do."

"Thank you, sweetie," he said placing a hand on my bare chest. "I'll be back shortly, I hope."

He headed back outside and then out the gate. My stomach growled, reminding me that I hadn't had lunch yet. So I padded into the kitchen to fix myself something to eat.

After lunch, I let the dogs outside to do their business and then secured them back in the air conditioned house. It was just after 2:30, so figured I could squeeze in a quick swim before Jerry's client arrived and he returned. I dove gracefully into the deep endl, feeling the water caress my naked skin as I swam along the bottom of the pool and emerged on the far end.

I heard the gate unlatch behind me and turned expecting to see Jerry, but instead I was greeted by a tall man in his late 40s who looked to be of Indian or Arab descent.

"Hi I'm Dev," he said giving me a smile and a small wave. "I'm here to see Jerry."

"Hi, I'm Tyler," I said standing up and realizing that the water in the shallowest end of the pool hit just below the point where the shaft of my penis joined my body. "Sorry, I didn't realize you'd be here so soon."

"No problem at all Tyler. Pleased to meet you," he smiled broadly and extended a hand.

"Nice to meet you, too," I said shaking his hand. "Jerry had to run an errand. He hoped to be back by now, but said you should enjoy the pool until he gets here."

"Ah, that sounds lovely. You don't mind if I rinse off and join you then," he asked.

"No, not at all. Would you like me to grab you a towel? Or would you like anything to drink?"

"No, thank you." He'd begun to unbutton his white dress shirt and then slipped it off and laid it over the back of the chaise. He was dark skinned with a mat of darker hair on his chest and belly. He sat down to remove his shoes and socks. "Are you a friend of Jerry? Or Philip and Daisy?"

"Both, actually. I work at the studio for Philip, and I'm taking care of the house while he and Daisy are on vacation."

"Of course," he smiled standing to remove his belt and unbutton his pants. "The romantic French getaway."

"I'd met Jerry a few times before. But we've become better acquainted over the last couple days."

He smiled again. "I can imagine." He slipped his pants off and stood by the pool in just a pair of white boxer briefs. "I play tennis with Philip at the club. And he referred me to Jerry a few months ago after a particularly brutal match. He's got magic hands."

"That he does," I smiled.

"Well, I won't need these in the shower, will I?" he said slipping the waistband of his underwear down and sliding them off. He exposed a nest of dark pubic hair with the uncircumcised cock head poking through. He turned to walk over to the shower and I could see a fine dusting of dark hair on his ass and lower back. He turned the water on, stepped under the spray and proceeded to lather up and wash himself. Like Jerry's last client, he took special attention soaping his cock and balls. He rinsed off and then walked back toward the pool. I could see that his cock had been "fluffed" a bit and now hung down in front of his balls.

I was sitting on the top step, the water just coming up over my hips and lapping at the thin wisps of pubic hair above my crotch. Dev sat down on the edge of the pool near me, dangling his dark legs in the water. He extended his arms behind him, leaned back slightly resting his weight on his palms, and spread his legs apart slightly. I had a nice view of his dark bush and his dick. He'd shoved his foreskin back during his shower, so the pink glans was exposed and contrasted against the dark skin and hair.

"This is lovely," Dev said running a hand through the hair on his chest and down his stomach.

"Yes," I replied. "I'm going to get spoiled here for the next few weeks. It's going to be hard going back to my apartment."

"And clothes," he smiled, and as he did, the head of his penis flared slightly.

"Yes, that's true." I could feel my cock beginning to firm up slightly.

"Does Philip know you're frolicking naked in his yard?" Dev asked.

"He more or less encouraged it," I laughed.

"He's so much more uninhibited than the other men at the club." Dev ran his fingers through his pubic hair and adjusted his penis. "He never wears a towel in the steam room or sauna. And we'll sit and chat nude in the lounges for an hour or more."

My cock stiffened further, the head beginning to rise above the water level.

"He's so much more comfortable being naked than the other straight men." Dev's cock began to stiffen as well.

"That's true," I smiled. My cock was reaching full erection and the foreskin slid back as the shaft extended.

"Could I trouble you for some water now, Tyler?" Dev smiled.

"Uh, of course," I said. I rose out of the water and my cock extended perpendicular to my body. Dev watched me, my erection bobbing as I walked to the kitchen. I brought back a bottle of water for him and one for myself.

I stood next to him, my cock basically extending towards him at eye level, and handed him one of the bottles. He took it, thanking me. Then he removed the cap and placed the top in his mouth and took a long drink while he stared at my cock.

I heard the gate open and turned to see Jerry return with a garment back in hand.

"I see you two are getting acquainted," Jerry said leering at our erections.

"Yes, Tyler and I have been having a very scintillating chat," Dev purred.

"Well don't scintillate in in the pool," Jerry laughed. "Let me go put these clothes away and I'll get the table set up for you."

"Take your time," Dev said, now openly stroking his erection and eyeing my erection. "May I have a taste before my massage?"

"Sure," taking a step forward so my cock was within mouth's reach for him. He leaned his head forward and enveloped my cock head in his mouth. His tongue glided over the head following the line of my piss slit. I moaned lowly.

Dev reached a hand up and grabbed my ass, pulling my pelvis closer to his face. As he did, he opened wide and took nearly to the root. He must not have much of a gag reflex.

His hand squeezed my left butt cheek and I could feel his fingers working into my crack. He lifted my left leg over his shoulder and then returned his hand to my ass crack. His index finger found my hole and he began to rub clockwise around my anus. Then he pushed against the sphincter until it gave way and he slipped inside me.

I moaned again and grabbed the back of his head to steady myself. "You're going to get more than a taste if you keep doing that," I whispered to him.

He just growled and sucked harder on my cock and buried his finger deeper in my ass. He rooted around until he found my prostate and then rubbed it gently. I moaned again and threw my head back. I felt the warmth of bare skin behind me and then Jerry's hands grabbed my pecs and pinched at my nipples.

Dev bobbed up and down on my cock, slurping and sucking as he fingered my asshole. Jerry kneaded my chest with his left hand and then used his right to hold up my right leg. I was now suspended in the air between Dev and Jerry.

As Dev's index finger massaged my prostate, he used his other fingers to tickle around the opening of my hole. I leaned back, Jerry's now bare chest against my back, his erection pressing against the base of my spine. Dev worked my ass harder and began to work his middle finger into my hole.

"Fuck, you guys are gonna make me cum soon," I moaned.

"Let him have it, Tyler," Jerry whispered, his breath in my ear. "Pump that load into his mouth."

Dev was moaning as he sucked my cock. His fingers ravaged my asshole and pressed against my prostate. I could feel the sensation of fullness in my balls and the tingling up my shaft. I was about to shoot my load down this near-stranger's throat.

Jerry threw my other leg over Dev's other shoulder, so I my lower half was now supported by him. I was now completely drenched in sweat. Jerry massaged my chest with one hand and ran the other down my stomach to the base of my cock, his fingers running through my wispy copper pubes and grazing Dev's hungry lips.

I could feel the oncoming eruption. "Here it cums!"

My whole body tensed, I pressed my head back against Jerry's neck and my shoulders against his chest. My asshole clamped down on Dev's fingers uncontrollably and my legs wrapped around his neck and down his back. I felt my seed beginning to shoot against the back of Dev's throat. He pushed his head back slightly against my legs so that he could take the remaining pulses of my semen in his warm mouth.

I pumped and pumped and pumped, until my balls felt satisfactorily empty. Jerry and Dev eased me into a standing position and Dev stood up. He was dripping with sweat himself.

He had a huge closed-mouth grin on his face. And then he opened his mouth to reveal the sticky white fluid I'd deposited there. I don't know what came over me, but I leaned in and planted my lips on the mouth of this man I'd met less than half an hour earlier. My tongue roamed around his mouth, tasting the sweetness of my cum load and gently caressing his own tongue.

I pulled back and then Jerry stepped in to get in on the action. He placed his mouth against Dev's and pushed his tongue in for a taste of my load. When he finally pulled away, his mustache was covered in sticky, white fluid. Dev inhaled deeply and swallowed what remained of my load. He let out a laugh that shook his whole sweaty, naked body.

"That was amazing!" he said smiling and stroking his cock.

"Thank you!" I said, smiling myself.

"No, thank you, Tyler! I haven't had a sweet load like that in a long, long time."

"I beg your pardon!" Jerry intoned swatting at Dev's erection.

"Your dusty old spunk doesn't count!" Dev laughed, and then he kissed Jerry and licked at the dribbles of my cum that remained in his mustache.

Jerry tugged Dev's hand away from his cock. "Let's save that for after your massage." And then he tugged on Dev's erection and towed him over to the waiting massage table.

I lay on the umbrella-shaded chaise, looked down as my erection slowly subsided, and closed my eyes.

Next: Chapter 5


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