Boss Man

Dan is my boss.  We had a new system to build and had to travel to San Francisco.  "It'll mean staying away for a couple of nights," Dan said. “I will book a couple of rooms, be ready to travel tomorrow morning.”

Dan, my 43-year-old manager, is a good looking masculine guy.  We had been working together for a couple of years now.  I had an admiration for him as a boss, but also, though living with a lady, had a sexual attraction to him as well.  I was 33, and at the time I knew I wanted to be with a man, but had only done so in an ABS where I had stroked a couple of strangers to orgasm, and sucked a couple of guys I met through a local swinger’s magazine.

Now in San Francisco, after working all day, we were checking in to the hotel.  At the front desk the clerk was telling us, "Sorry guys, I thought you were a couple and booked you in a single room." Continuing, he added, "We're full tonight as well, but I'll give you a king bed."

I was excited, I would get to share a bed with Dan.  There at the desk my cock started getting hard; I would be in the same bed with him, I trembled at the thought.  Dan just shrugged his shoulders and said, "I just need a shower and a beer, we’ll take it!"

In the room, Dan stripped down to his boxers, paraded around the room a bit, and then stepped into the bathroom for a shower. I stripped down to my briefs and waited until he came out about 20 minutes later.  With a towel around his waist and his body glistening with the remaining drops of water, I again started getting hard. I quickly headed to the bathroom for my shower and when I came out Dan was already dressed to go out. I quickly finished and we hit a local bar for some food and a few drinks. When it came to drinking, I was a lightweight. I usually drank a couple of beers in a night.

At around 11 pm when we returned, Dan was staggering a little having drunk beer on a 4 to 1 ratio to my 2 beers, plus 3 shots of tequila. He went into the bathroom, leaving the door open, and stripped. I hovered near the bathroom and watched him, hoping he was too drunk to notice.  I could see his muscular ass as he stood over the bowl, pissing. He then turned to the sink, wet a face cloth and rubbed it over his face, chest, and then his cock and balls, quickly drying when he had finished. I watched him in the mirror, once again excited to see him, but now seeing him completely naked.  He walked back into the room; I tried hard to avoid looking at his swinging cock, but failed and watched his cock as he stumbled around the room. He wasn’t huge, but I could tell that it would grow to at least my comparable 6-inch cock. He was cut, with a pink cock head, and a thick bush of blondish-brown pubic hair. The hair spread up to his stomach and onwards to meet his light chest hair.

All he said was, "I'm wasted," and climbed into bed.  Turning his back to me, I looked at his nude body, white ass, and muscular shoulders.  As I went to the bathroom I glanced at him again; his eyes were closed so I could see his cock and balls hanging.  Again, my cock started to harden.  Soon he was breathing heavily, asleep before I finished in the bathroom.

After washing up in the bathroom I decided to follow by not wearing anything to bed. I found it erotic being in bed naked with Dan. I could easily pretend I was drunk too if he said anything in the morning.

 I lay there for about 15 minutes listening to him breathing. There was enough light through the split in the curtain to see his ass; my cock had once again grown just looking at his tight ass cheeks, but this time I was fully hard. I just couldn't help it as I lay on my back relishing the excitement of just being naked in bed with him, slowly stroking my cock to the images I had captured in my glances at Dan’s nude body. Dan suddenly turned over and when he did, one of his legs straddled mine and his head nestled onto my chest. I froze. His arm wrapped around me and brushed my erection. He seemed unaware and I assumed in his drunken state, he thought the warm body was his wife. 

 My right hand had been laying at my side and when he rolled over his flaccid cock landed on my hand.  I gently moved my hand, palm down still, and caressed his cock.  I could feel his cock growing as I caressed him, and soon he was fully erect.  I lay there listening to his breathing.  Turning my hand to grasp him, I slowly stroked his 6-inch cock in my hand.  In a few minutes, I could feel his precum building up at the slit, and using my thumb I slid it around the head to stimulate the sensitive tip.  Now I was jacking him off as he slept, his intoxication keeping him in a deep sleep though his body was responding to my sexual manipulation. I ran my hand up and down his hard shaft, stroked the pubes surrounding his hard shaft, and gently rolled his balls.

I decided to roll him off me; I gently lifted his arm up and pushed him back. He rolled on to his back and his legs flopped open. His erect cock hovered over his belly, I could see the tip, there was string of precum hanging, lit by the light streaming through the curtain split. I leaned over to my phone and took a couple of shots thinking I may never see this again. Getting on my knees at his side, I gently lowered my head until I was leaning over his stomach, looking down at his cock, I reached out and lifted the hard flesh with my right hand, stroking as I rubbed the sensitive tip with my thumb. I put my head further down and took his cock head in my mouth, rolling my tongue around the hard flesh as I caressed his heavy balls, licking up the precum that dripped from the slit. I dropped down to suck each of his testicles, taking each in my mouth one at a time, nuzzling his crotch and sniffing his masculine musky smell.  Moving up I ran my tongue along the vein running the length before my tongue licked up the precum dripping from his piss slit, the sweet juice elevated my excitement level.  My lips wrapped tightly around his cock head as I sucked with more determination trying to pull more precum into my mouth. My own cock was stiff and I lightly jerked myself as I savored his man meat.

My mouth was full of his cock and could feel him swelling even more. His organ was standing 6 inches long with only the head in my mouth. I took a picture.  I gently stroked it while I sucked and then dropped down taking him completely in my mouth until the head of his cock slid along the back of my throat. My phone was used again as I took a picture of my face with his cock filling my mouth.  I was aware his cock was harder than it had been before, swelling in my hot mouth, I felt I was getting him near. His dick started to spasm slightly so I put my mouth down over it, bobbed quickly in and out, tonguing him profusely; I grabbed my own cock with my left hand and stroked harder. The familiar thrusting in my mouth meant he was on his way; I had the head of his cock in my mouth when I felt the head swell and a jet of cum spurted out of the tip landing on my tongue. My mouth quickly wrapped around the shaft and dropped down as I felt 4 or 5 more spurts coat the back of my mouth and throat. Dan grunted as he shot his cum deep in my mouth.  Wrapping my lips tightly around the shaft, I kept pulling his juices out until he started to soften in my mouth.

I stopped sucking him; kneeling next to him I watched as he went back into a deep sleep, his nude body glowing in the stream of light, his cock glistening from the remnants of my spit and his cum. 

I wanted more.  After about 10 minutes, I leaned over and took him back into my mouth.  I was surprised when he started growing in my mouth.  Soon he was fully erect, as hard as he had been before the first orgasm.  Straddling his legs, I pulled myself up to face Dan, gently kissing his lips, his mustache tickling my lips, my fingers rubbing his hard nipples. Moving up some, my thighs were straddling his hips. Leaning back on my knees I wet my finger and worked it into my hole, fingering my ass as I imagined the pleasure he could be giving me if he hadn't been unconscious. My hole was wet and willing, but sadly my partner was out cold.

Suddenly he grunted and arched his hips, my legs still straddling him so that his legs were between mine; his hard cock pushed into my balls. Even in his drunken sleep his body was thrusting up, ready to fuck.  I imagined he was dreaming of his wife.  Could I substitute for her?  I lifted my ass further until I was in position to let his erection rub against my puckered asshole.  The wetness from my blowjob I had just given him, along with the final drips of cum, lubricated my ass.

His cock was still humping, rubbing against my asshole, causing me to gasp in pleasure.  I decided to try and let him fuck me. I gripped his erection and aimed it at my slick asshole. At first his cock tried to enter in one hard push; I held his cock and aimed it at my tight, wet hole. With me holding his cock he pushed up against my tight hole; focusing, I relaxed and let the big head slip in, first just the tip, but then I pushed back and felt the head pop in, my tight hole encircling his fat cock head. Releasing his cock, his humping continued as I tried hard to control the depth that he quickly sought. Soon I had about half of him inside me; by then I had adapted to his thick cock being in me, relaxing I leaned back and took the remainder of his cock until I felt his thighs bouncing off my ass.

In his drunken, subconscious state, all he knew was to pump.  I hovered over his pumping cock and let him fuck me, as hard or soft as he wanted.  He was a bit erratic in his drunken state; when he paused, I pumped up and down taking him completely, then back up to the fat head.   My thighs gripped him as his hips pumped again; he was gathering momentum and was close to cumming.  His movement became more erratic; I felt his cock swell, he pushed in deeply, and I felt him pumping cum in my hole. I gripped him with my ass, squeezing as he dumped his load, he gave me a few more thrusts.  That did it; I gasped and released my own huge load, 2, 3 4 large streams shot out onto his stomach, I hadn’t even been touching myself yet experienced the best orgasm of my life.  He thrust a few more times and I felt him swell again as he dumped another 2 shots of hot cum inside me. 

He finally dropped his hips leaving only the head in my ass.  I didn’t move, I let him come down from the release his body just experienced so I could be sure he was still in a sleep state.  Within a minute, I heard him back into a deep sleep, his breathing no longer erratic from the intense pleasure he had just felt. I leaned forward and let his cock slip from my ass.  Climbing off him, I got off the bed and went to the bathroom.  Grabbing a wash cloth, I warmed it up under the faucet, went back to the bed, and cleaned his shrinking cock.  Now, clean, I leaned in and took him back into my mouth, knowing I may never get the chance to suck him again.

As I sucked him I grabbed my hard cock and jerked off, treasuring an experience with my boss that I still could not believe just happened.  He was nearly erect again in my mouth when I finally shot off again, coating the side of the bed with my load.  I leaned back looking at his cock as I stroked and came, squirt after squirt, until finally, I had no more to offer.

In the morning, Dan was up and showering when I woke up.  He was in great spirits and made no mention of the night before; I had gotten away with it!