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I must've fallen asleep on the chaise again, exhausted by the milking I'd received. I was awoken by Dev's low moaning. I opened my eyes and propped myself up on my elbows and looked over at the action that was taking place in the shade of the patio.
Dev was on his back on the table. Jerry stood on his right side and was slowly stroking Dev's brown erection with both hands. Dev was pinching and tugging at his own nipples and squirmed in pleasure on the table.
Jerry looked over at me and winked, but kept quietly pumping Dev's cock. Within just a couple minutes, Dev released his load all over his stomach and Jerry's hands.
His task complete, Jerry wiped the cum from his hands onto the sheet and said,"We thought we'd lost you for good, Tyler."
Dev looked over at me and smiled. "Jerry wanted to wake you up, but I wouldn't let him disturb you."
Jerry playfully tweaked Dev's nipple and retorted, "Right. It was ME who wanted to wake Tyler up by orally assaulting him."
I laughed sleepily. "Sorry I crashed on you guys. Maybe next time."
"Not to worry," Dev replied. "Watching you gave me some pleasure during Jerry's rather pedestrian massage."
With that comment, Jerry twisted the Dev's other nipple -- this time hard -- and elicited a yowl from his victim.
"Sadly I need to get back to work," Dev sighed. He arose from the table and proceeded to the outdoor shower to rinse off.
"I should probably check my work email," I said rising from the chaise.
"I guess I'll just gather these semen-soaked sheets and get ready for my next client," Jerry sighed dramatically and then laughed.
I headed back into the den, sat down in Philip's chair and fired up my laptop to check my email and Philip's. There were a couple minor crises to attend to, so I was preoccupied for a bit.
I'd left the French doors open to the pool, so I saw Dev get dressed again and waved to him as he passed by to head out the gate to his car. And I watched Jerry make his preparations for his next client. About 45 minutes later, Jerry walked over to the gate to let the man in, and I could hear him explaining quietly who I was as they walked by the doors to the den. The man nodded and smiled as he passed, and I gave him an acknowledging wave.
This guy was enormous, probably 6'6" and built like a grizzly. He headed in to the guest house to get undressed, but emerged nude to shower outside. Light brown hair covered most of his body. It was thickest on his chest, stomach and above his cock and thinned out slightly on his legs, arms, back and butt. He had a disproportionately small penis and balls for his size. I'd guess I had a good inch on him.
After showering and toweling off, the man climbed onto the massage table and Jerry began his familiar routine.
I continued working at my computer for the duration of the massage, busy replying to emails and scheduling some meetings for after Philip's return from France in several weeks. I looked up occasionally to watch Jerry knead the man's hairy back, butt and legs. And then when the man flipped over, Jerry did the same on the front of his body.
When Jerry began tending to the man's growing erection, the man seemed to hesitate a bit and looked over towards me. But I could just make out the sound of Jerry quietly reassuring the man that I wasn't bothered by the direction the massage was going. Apparently my own nudity hadn't been enough to put the man at ease.
The man gave a shy smile and I smiled back, and then he dropped his head back onto the table and allowed Jerry to proceed with the inevitable happy ending. He came quickly, showered and dried himself off, and went back inside the guest house to get dressed. He came out, gave Jerry a hug and then walked towards the gate, giving me a pleasant smile and a nod as he passed by the open French doors to the den.
After cleaning up and folding up his massage table, Jerry crossed the yard and entered the den. "I'm meeting friends for dinner tonight. Mexican. Food, that is, not friends," he said laughing. You're welcome to join us, Tyler."
"Thanks so much, Jerry," I replied. "I have some work to catch up on, and I'm still pretty tired."
"Unrested. Never tired," he snapped back with a wink. "Very well. I'll leave you to it. Have a good night and maybe I'll see you in the morning before I leave."
"Absolutely," I smiled. "Enjoy your dinner!"
Jerry returned to the guest house and emerged about an hour later dressed, and then headed out for dinner.
I made myself a salad from some of the leftovers in the fridge and ate it while I finished up with emails. I pulled on a pair of shorts and a t-shirt and took the dogs on a 30-minute walk as the sun set. And then I returned to the house, stripped off my clothes, poured myself a glass of wine and filled the enormous tub in Philip and Daisy's bathroom. I lit a couple candles Daisy had on the edge of the tub, turned off the lights and opened the sliding door next to the tub. I sunk into the water, turned on the jets and sipped my wine for about an hour before I began to get sleepy again.
I dried myself off and began to close up the house for the night. And then crawled into bed. The dogs sauntered in sleepily and settled themselves at the foot of the bed. The wine and bath did their duty and I was quickly asleep. I heard Jerry come in around midnight, but fell back asleep.
I woke the next morning around 6:00, made myself an iced coffee, and sat outside for a bit enjoying the quiet of the morning. Jerry emerged at around 6:30, waved good morning, unrolled a yoga mat in the shade of the patio and did about 30 minutes of stretching and twisting. The morning light was really beautiful on his bare skin. I retrieved my camera from the den and walked back out to Jerry.
"The light is amazing this morning," I said to him. "Would you mind if I took a few photos of you doing your yoga poses? I think they'd make for some great paintings."
"I'd be flattered," Jerry smiled.
I spent the next 20 minutes capturing a variety of poses. He'd begun to sweat, and the morning sunlight caught the rivulets that dripped down his back and chest. I noticed that his cock began to firm up, and by the time we'd finished, it was fully erect and pointing skyward.
"I'd better take care of this before I hit the road," he said grabbing his erection and walking toward the outdoor shower.
"Do you mind if I keep photographing?" I asked.
"Not at all." He turned the water on and rubbed the water over his body, while I kept snapping shots of him. He pumped a bit of body wash in his hands and then began stroking his erection. I zoomed in to capture the lather on his firm cock. And then I panned back out to photograph his whole body, pelted by the water, against the white stucco wall of the shower.
I could see his pecs tense up as he pumped his cock with both hands. He turned around, squatted slightly, widening his legs and pushing his ass towards me. He reached back with one soapy hand and let his middle finger slip between his cheeks and into his hole. I kept snapping shots.
My own cock was now fully erect. I looked down briefly to see that I was beginning to leak precum.
I quickly returned my gaze to Jerry as sat down on the deck, leaning back against the wall under the shower head. He reached between his legs and resumed fingering his asshole with one hand and pumping his cock with the other. I couldn't believe how many amazing shots I was getting.
Jerry closed his eyes and opened his mouth as his body began to tense up. He jammed his finger in and out of his hole, as rope after rope of cum shot out of his cock and onto his chest and stomach. I kept snapping until he pulled his finger out and relaxed under the water.
"Did you get what you needed?" he smiled up at me.
"And then some!" I replied smiling back. "Thank you!"
"My pleasure.... And it looks like your pleasure, too," he said eyeing my erection. "Would you do me the honor of shooting your load all over me?"
"Absolutely!" I said. "Let me just set my camera down."
"Wait," he said reaching up and turning off the water. "Turnabout's fair play. Let me capture some shots of you from my perspective."
"Uh, okay," I said reluctantly. I'd taken a few nude shots of myself before, but never had someone else photograph me. I handed Jerry the camera and showed him how to adjust the focus and press the shutter.
Still seated against the wall, covered in his own cum and wet from the shower, he aimed the camera at my naked body and began to take photos. "Now jerk that big Canadian cock for me, Tyler," he growled.
I did as instructed. It didn't take me long to reach the point of no return. As he snapped photo after photo, I began shooting my own load all over him. I made sure I didn't hit my camera, but shot a good load of cum all over his chest and stomach.
"That was lovely. Now you'll have to send me a copy of one of those," Jerry smiled up at me and handed me the camera.
"I will," I said as he stood up. His chest and stomach were covered in our commingling loads. I snapped a few more photos of him and then set the camera down on a nearby table.
Jerry stretched out his arms and brought me in for a cum-covered hug. I could feel the warm, sticky fluid on my own chest and stomach as our bodies connected. As he tightened his embrace, he squeezed my butt and kissed me on the cheek.
"Now we should shower off," he said turning on the water. "I need to hit the road soon. I've got a late morning appointment in the desert."
We shared the shower, soaping and scrubbing each other's backs and butts. Then we rinsed off. I laid down in one of the chaise's to dry off and Jerry went inside to dress and pack. About 30 minutes later, he emerged in just a pair of shorts and flip flops. "Can you help me load up the car?"
"Sure," I replied. Still naked, I grabbed his duffel and garment bag as he picked up his folded massage table. We walked out through the gate and to the driveway to load the gear in his car.
"It's been a lovely couple of days getting to know you," Jerry said hugging me. His close cropped chest hair tickled my chest. "And I look forward to seeing you next week."
"Likewise, Jerry," I said, running my hands down his bare back and then squeezing his ass cheeks through his shorts. "Drive safe."
As he did a 3-point turn and then headed down the long driveway, I noticed a newspaper partway down the drive. The newspaper was still in a portion of the driveway concealed from the street, so I walked naked to retrieve it. Just as I picked it up, a blue pickup turned into the driveway.
The driver, Ernesto, rolled down his window and looked at me amused. "Good morning."
"Good morning, Ernesto," I blushed. "Sorry, I didn't realize you were doing the yard today."
"No problem," he said smiling as he parked and hopped out of the truck. "I'm used to it with Mr. Caine. Anyway, it's going to be a hot one today. It's good to stay cool." He winked and then retreated to the back of his truck to get the mower and other equipment.
"I'll leave you to it," I said as we walked through the gate and into the back yard. "Let me know if you want something to drink."
"Thanks amigo," he said. "I will."