Overstimmed E10 | The CEO has to destress and I know how

Everyone is over the age of 18

Okay it's been a minute for this series! Little recap: our feisty bottom Leon has a kink for controlling CEO Jonathan... who might like it just as much. Jonathan brings them out to Phoenix for a work trip, and it looks like the power and class difference is getting more and more obvious with time. Can it work for them?

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I took a lot of naps while Jonathan was at the expo. There wasn’t a lot more for me to do than that. Jonathan had room service or delivery sent up to me around lunchtime, so I’d eat that and then I’d laze around until I fell asleep again. I hate to say it, but I think a lot of boys dream of this life. Have sex, eat, and sleep. Rinse and repeat. 

I loved it and hated it at the same time. While I could get used to this lifestyle, I also felt like a dog waiting for my owner to come home. I got excited whenever I heard noise near the door and I kept a careful eye on the clock to see if 5:00 would come sooner. A part of me is sickened by that thought. I’m no houseboy. 

Still, I was excited for Jonathan to come back. However, the energy didn’t seem right when he stepped through the door with his head down. 

Uh oh.

“Hey,” I say as I sit up on the couch. 

“Hey Leon.” Jonathan loosens his tie. “Did you have a good day?”

“Same as yesterday,” I replied. I watched him as he sighed silently and took off his shoes. “Tough day at the office?”

“It’s fine. Work is work.” He unbuttons his button-up shirt and takes it off. He’s wearing a gray tank top underneath that hugged his abdomen tightly. “Do you mind if we stay in tonight? I’ve got no energy left.”

“Yeah, no worries.” The silence in between our sentences is fairly tense. “What happened?”

Jonathan slides off his work pants and sits next to me on the couch in his boxers. “Just work. Shareholders aren’t happy with this quarter’s performance. I won’t bore you with it.”

“You can if you want.” I study his face. He looks more drained than the time I made him have a dry orgasm. The worry is strewn all over his forehead. 

“Don’t worry about it. With great power comes –”

“No,” I interrupted him with a chuckle. “We’re not going there.”

“Let’s stay in and watch all the Spiderman movies,” he extends his arm around my shoulder. “Tell me about your day.”

“I slept. I ate the food you sent. I thought about you. I slept.” His cologne is so strong when we’re this close. 

“Sounds like a good day,” Jonathan says quietly. I could see from his eyes that he’s far away in his thoughts. It does make me feel guilty. Here I am having almost a resort experience on his dime and I don’t even know enough about his job to help him. 

Well, there’s one thing I can do.

I place my hand on his tanned thigh and inch up under the leg hole of his briefs. I saw the light come back into his eyes as he turned his head towards me.

“Not tonight I think, Leon. I don’t have the energy to make you happy.”

“And if I want to make you happy tonight?” I lean in closer and wait. He kisses me softly and I advance my fingers under his briefs.

“You do make me happy. You’re the best part of my day,” Jonathan whispers between kisses. “I just don’t think I’m going to perform very well…okay…” He cuts his sentence short when I hold his cock delicately. 

Being very gentle, I massage the middle of his shaft with my fingers. He rests his head on the back of the couch and sighs deeply. 

“I saw some oil in the bathroom. Take off your clothes,” I say as I get up from the couch. I had seen some massage oil amongst a variety of colognes and perfumes in the large toiletries cabinet. By the time I got back, Jonathan was sitting butt-naked and spread eagle on the couch. 

His hard cock stood straight in the air like a flag. The muscular man looked so delicious sitting there like that I wanted to get on my knees and suck him off right away.

No. Let him enjoy it before he cums.

I take off my pants and straddle him, making sure to avoid the contact between my boner and his. Then I pour some oil onto my hands and start with his meaty chest. 

“Oh…” Another deep sigh from Jonathan. I work on the top of his pecs first, pushing outwards and loosening the muscles before working the outside of the circular muscle. His hard cock twitched, tapping the front of my underwear lighter as I massaged him. 

I took care to not stimulate his nipples as I moved to his abs. Needing more oil, I pour it down the middle of his chest so that the liquid would cascade down the crease of his abs. I love the way his Adam’s apple wavers as he lets out slow and deep breaths. 

“I’m going to touch your dick,” I warned him before I very carefully closed my oily hand around his shaft.

So hard.

Judging from the way his chest tensed up, I switched to a two-finger grip and watched him relax back into the couch. My fingers are so slick with oil that it travels easily up and down his shaft.

“Oh fuck Leon…oh fuck…”

“I’m going to play with your left nipple. Tell me if you’re too close.”

“Oh FUCK!” The strain in his voice was so hot and I switched to just one finger on his undershaft while I flicked his nipple. “OhHhhhH!”

He dribbled precum from his tip and it rolled down his shaft. Wanting to stop it from dribbling to his balls and I closed my hand around him.

“I’m close!” His cock twitched in my hand. I stopped stimulating his nipple but kept my firm grip on my shaft. “MmmmMMMMM,” he whined. 

It’s still too much. I let him go. Switching to his other nipple, I circled it with my slick fingers while waiting for him to come back down from his high. 

“Oh….Oh…” Jonathan’s jaw clenched and unclenched.

“Breathe. Big deep breaths,” I ordered.

“Mmmm!....Oooh…” Jonathan purses his lips and breathes from his mouth. It seems to be working. His face starts to relax and his shoulders come down.

I put my other hand’s thumb on his undershaft and stroked him from the base to the tip.

“Oh geez…”

“Breathe.”

“Oh god…” Jonathan takes in another inhale. “This feels so good. Oh yes….keep doing that…”

Finally.

Seeing that he’s settled into a good rhythm, I worry less about stroking his slippery cock with my thumb, giving him variations of how much I’m touching him.

“Yes…. yes… keep doing that… just like that…”

I let him enjoy this, not changing anything except going from nipple to nipple with my other hand. His dick stayed fully hard from the minimal stimulation. 

“Oh yes…oh yes…oh fuck yes…”

Well, he’s certainly not thinking about work anymore. 

I added my index finger on the top side of his shaft as I stroked.

“OH!!”

“Breathe.”

“OHHH!!! OHHH!!!”

“Breathe!”

“MMM!” He takes shallow breaths in between his whines. “MMMmm!”

Just a little longer… I limit my movements to just the middle and top of his incredibly hard dick. 

“I want to cum…” His right leg jerks on me, making me bounce on his knee. “Oh my god!” I place my finger back on his left nipple. “Ah..AH…AHHH!”

Cum comes spraying out of him, quickly painting his abs with translucent watery jizz. I resist the urge to close my fist around his member and instead focus on massaging the middle of the cock with my two fingers. 

“AH!”

Spurt!

“AhhH”

Spurt!

“AHH!”

No more cum came out but he continued writhing in pleasure. I added the rest of my fingertips on him as I massaged his slick twitching cock without truly stroking. 

“Yes!...OH…..Oh….oh…oh…” I let go of his cock fully at his last moan. Using both hands to massage the cum into his muscles, I bypass the nipples until the last possible moment. Jonathan lifts his head at me, with the look of a man reborn. 

“Was that good?”

“That was incredible.” He uses my back as leverage to get up and kiss me. “You are incredible.”

“No thinking about work anymore right?”

“Who’s work?” Jonathan chuckles.