Night Away With Boss

At age 22 Drew had done pretty well for himself, he had a nice car, nice house, and a job he loved. Drew was the director of retail systems for a chain of independent supermarkets across the state. The company’s latest purchase was to take him across the state to a small town that no one had heard of in his area. This small store was at least 4 hours away from the nearest store owned by the company.

Drew and his boss, Michael, had scheduled a trip to go out to the new store. Michael was the highest ranking member of the company that actually went out and worked on the site; He reported to the partnership of owners, so Drew was slightly nervous about the 4 hour trip with Michael across the state and the time that they would be spending outside work.

Drew was an average guy, he did not stand out in a crowd and preferred not to, he is about 6'1" with light brown wavy hair and green eyes. He had a slim body build with a flat chest and stomach but no definition, on the other hand, Michael was 27 and had played college football he had blondish hair, blue eyes, and a chiseled jaw line and had a great running backs build.

Michael met Drew at the store closest to the new one early on Sunday morning, Drew loaded his luggage and laptop case into Michaels Ford F-150 and climbed in, Michael was late as usual so he apologized for making Drew wait. The trip across the state took seemed like it took no time, while Michael drove, Drew scrutinized Michael’s perfect features. Michael and Drew made some small talk and discussed the profit and loss statements of one of the struggling stores, but other than that there was uncomfortable silence, at least for Drew.

When they arrived in the small town, they found the only decent looking motel in town and registered for a room. Michael asked "Would mind sharing a room, that way we can keep expenses down?" and of course Drew didn't mind at all. They went to their room, thankfully the front desk clerk allowed them to check in very early, and put their bags in. The room was small; it had two twin beds, a small table with two chairs in the corner and a 19" television. It was clean and decent and that was all that really mattered. Michael said, "Wait here a minute, I've gotta shit" and went into the small bathroom and closed the door. Drew looked around the room and then out the window at the never-ending field of corn that began just beyond the motel.

When Michael finished, they left the motel and headed to the store and, well, they worked.

At around 8:00pm that night Michael came and asked if Drew if he was ready to go back to the motel, and Drew was, it had been a long day. Before they went back to the motel they ate at a fast food restaurant and then went to their room. When back to the room, Drew went straight away and changed into a pair of comfortable pants and t-shirt and Michael had changed into a pair of shorts and a tank top while Drew was in the bathroom.

Michael said, "Well, what do you want to do now?"

Drew said, "I don't care."

Michael said, "If you don't have any objections, let’s fix these beds, I can't stand to sleep on that little twin. I'll feel like I'm going to roll out all night."

Drew asked, "What do you mean fix the beds? Put them together?"

"Yeah if you don't care to sleep with me," And laughed.

Drew laughed and added "I don't care to sleep with you if you promise not to spoon me tonight." The both laughed again.

Michael remarked "Well, if I do start to spoon you, you can grab me by the balls and roll me over."

This bantering had made Drew’s heart race and he could feel his cock stirring beneath his clothes so he excused himself to the bathroom. When he came back into the room, Michael had pushed the beds together and had moved the bed stand that was between the two into a corner. Drew hoped into his side of the bed and Michael got in his. Drew flipped Michael the remote saying that he didn't know what was on because he never watched TV much.

Michael flicked through the channels as Drew stole looks as Michael’s muscular legs and his beautiful looking chest and stomach that was hugged by the tight fitting tank top.

Michael startled Drew when he asked "What?"

Drew stuttered a second, before he said "You are in great shape. How do you have the time to get to the gym to keep your physique?"

"I have some weights at home, and my wife bought a bowflex about a year ago and I use it or I would never be able to exercise."

Drew turned back to the TV hoping that Michael too would put his attention back on the TV. As Michael channeled on through Drew breathed calmly trying to steady his heart rate, this trip was going to cause him to have a heart attack or stroke if his blood pressure didn't quit changing so quickly.

As Michael settled into the program he had selected Drew let his mind wonder, he wondered what Michael’s chest and abs would look like bear, he could tell that Michael was not very hairy from the exposed portions of his chest and back in the tank top. Then he wondered if Michael had a treasure trail of hair from his navel to his cock, then he wondered if Michael was circumcised or not, if Michael was thick when he was hard and how long his cock would be.

Michael pulled Drew out of his thoughts when he asked "What are you thinking so hard about?"

Drew said "Ah, nothing, just daydreaming I guess."

Michael retorted, "Must be a good one about your girlfriend then, look at your hard on."

Drew was mortified, his face turned red then a tinge of purple from the embarrassment. Drew put his hand over his crotch and pushed his cock down between his legs to hide it.

Michael said, "Don't be embarrassed we all have those moments, we're both guys here, remember I played college football I've seen my share of dicks, and some of those were hard." He laughed.

Drew laughed and relaxed a little and said, "Well I didn't want to make you uncomfortable since we are in the same bed together, and that is what you would have to contend with if I spoon you." And they both laughed.

Michael said, "Well in that case maybe you should jerk off before we go to sleep, I don't feel like being raped tonight."

Drew laughed and pointed, "Well you had better wank too in that case, cause I see a tent forming in your shorts too, and I don't want that raping me."

"I told you to grab me by the balls and turn me over if I poke you didn't I?" asked Michael

Michael turned to his side and pressed his hard on into Drew’s hip, Drew reached down and grabbed Michael by the balls, but instead of turning him over, worked his hand up and down Michael's cock. Drew paused as Michael’s eyes met his and Michael launched himself at Drew, their lips smacked together and Drew’s arms wrapped up around Michaels head pulling him as close as possible. Michael’s hand went down to Drew's tent and began rubbing. Drew released Michaels head and began pulling at the bottom of Michael’s tank top. Michael moved so that Drew could remove the shirt and Michael whipped Drew's shirt off of him. Drew pushed Michael over onto his back and began kissing Michael’s neck, up behind his ears, and back down across his collarbone and began nibbling at Michael’s tit.

Michael moaned as Drew's teeth nipped at the hard nipple, and Michael reached out and started rubbing Drew's cock and balls through the pants. Drew kissed his way back of to Michaels Adam's Apple and up his chin and licked Michael's bottom lip, Michael opened his lips and let Drew push his tongue inside. After a few minutes to tongue action, Drew kissed each of Michael’s nipples, and the licked around the edge of Michael’s belly button before sliding down to bite at Michael’s cock through the fabric of the shorts and underwear. After some nibbling the cock and massaging the balls through the shorts Michael lifted his hips and Drew pulled down Michael’s shorts and underwear. Michael’s cut cock flipped up in a backward curve against his stomach. Drew gently licked around on Michael’s balls as he reached up and enveloped Michael’s beautiful cock in his hand and began stroking. Michael began taking deep breaths and whispering "Oh, yeah".

Drew licked up Michaels balls, then up the cock shaft to the tip. He flicked his tongue against the ridge under the cock head and the tickled the piss-slit. Michael then grabbed Drew by the upper arms and pulled him up on top of him so that their hips would grind together and Michael kissed Drew’s neck and jaw line. He worked his way up to Drew ear and whispered, "I want you to feel it too" and pushed Drew over onto his back. Michael was more direct. He went straight for the nipples biting them and tugging at them, Drew was in ecstasy. Michael then grabbed the waistband of Drew’s pants and pulled them off in one quick motion. Drew’s cock flipped out of his pants, his cock was straighter then Michaels with a slight upward curve to it but it mostly just stuck out into the air. Michael grabbed Drew’s cock with one hand and began stroking.

Michael bend down and put his lips to the foreskin at the tip of Drew’s cock and pushed the head of the cock into his mouth, he flicked his tongue around the mushroom cap hidden beneath, Drew jumped as his made his whole body spasm with an electric shock, Drew let out a rough moan and panted, "Oh, fuck keep going." And Michael pushed more of the cock into his mouth. Michael clamped his lips round the cock and began a hard suck as he pulled by up the shaft, the plunged back down onto it. As Michael sucked on Drew's cock he began massaging Drew's balls gently between his fingers. Drew just let his head fall back and continued his rough breathing. As Drew felt himself nearing the edge he pulled Michael up off of him and flipped him onto the bed again.

Drew kissed Michael and then bent down to take Michael’s cockhead into his mouth again. Drew pressed his tongue against the head and rolled it around, Michael's cock came back to its full rigidity and Drew pressed the cock on into his mouth sucking the whole way. Michael put his hands in Drew’s hair and began clawing at his scalp. This encouraged Drew, being that he loved it when a man did this and pushed Michaels cock even deeper into his mouth, when he felt the head reach his gag reflex he swallowed hard and Michaels cock slipped right into his throat. Michael moan loudly as the cock slid in. He roughly said "Damn, you are great." The encouraged Drew even more he pressed the cock in until his nose was buried in Michael’s pubes and then came all the way off then back in to the hilt. Michael was really getting into his he began bucking his hips and pressing Drew’s head down onto the cock. Drew just relaxed his jaw and throat and let Michael have at it. Drew couldn't wait for the sweet taste of Michael’s cream.

Michael’s breaths increased and he began to moan with each thrust and then Michaels cock exploded inside Drew’s mouth. Drew pulled up slightly on the cock just so that the cum would run onto his whole tongue. Drew nursed Michael’s cock until every drop was out. Michael lay back on the bed panting, both guys were all sweaty. They looked at each other and smiled.

Michael said, "Fuck man you give one awesome blowjob. I haven't had a decent one since I got married."

Drew replied, "I've had some practice."

Michael asked, "Do you do this a lot?"

Drew answered, "Not as much as I'd like too," And laughed.

Michael chuckled, "Well I'm intimidated now, after you gave me such an awesome blowjob, I can't return the favor."

Drew said, "Blowjobs is one of my favorite things to do, I love to see and feel the pleasures of the guy I'm blowing, it almost makes me blow my load just thinking about it."

Michael got up on his knees over Drew and took Drew's cock into his hands and began stroking it. He then pulled the foreskin all the way to the top and inserted his tongue beneath the hood and run it around. Drew said "Damn that feels good." and Michael plunged Drew's cock into his mouth. Michael sucked hard and rocked his head in fast successions and Drew's muscles tightened and then he blew his load into Michael's sucking mouth. Michael drank all of the major loads and then sucked the remaining cum from the cock and came up with his tongue out to Drew and Drew opened his mouth and they began kissing............

They continued to kiss for several minutes before Michael pulled away from the kiss and said, "We had better get some sleep, we need to be there when the opening manager gets there tomorrow morning."

Drew bend forward and pecked Michael on the lips and said, "Good Night".

The both go up and pulled down the bed sheets and each turned out the lights nearest their side of the bed. They climbed into bed and Drew turned on his side with his back toward Michael, and stared at the shapes the light the escaped the curtains made on the walls. Michael scooted closer and put his arm over Drew’s side and curled it up and rubbed his chest.

Michael whispered, "This okay?"

"It's great Drew replied."

The adrenaline was still pulsing through Drew, he wasn't one of those guys that fit the saying "After he lets the jizz fly, he must get some shut eye". Drew thought, "I had wanted this to happen forever, but now I feel, I don't know. He is married for shit's sake. He just had a child. It’s not like he would leave his wife for you. But damn he is hot, but being hot is not enough I want someone to stay with me, not just use me for a good fuck when he gets tired of the monotony of his wife. What the hell am I thinking, I'm thinking like a woman. Fuck it, he's hot, and I want more of him."

Drew let these thoughts linger for a while but he eventually drifted to sleep.

The alarm clock blaring made Drew jolt upright the next morning, Michael was still laying there either sleeping through the alarm or just ignoring it. He had kicked the blanket off of him and his rock hard cock was in plain view, this got Drew's semi morning wood rock hard. Drew reached over and stroked Michael's morning wood a few times and Michael smiled without opening his eyes. 
Drew rolled closer and snuggled up to Michael’s neck and whispered, "Good morning."

Michael bent his head down and kissed Drew. Then got up out of the bed and turned off the alarm. He picked up his shorts and swatted Drew's rear with them and said, "Come on let’s get a shower".

Drew was up in a second following Michael to the shower. The shower was almost too small for two guys to fit into together but the managed it. Drew put soap in his hand and began lathering up Michael’s body and Michael began lathering Drew. They rubbed each other all over and each paid special attention to each other's cocks. They finished their lathering with each shooting cum onto the shower floor and then rinsed and got out. They dressed for work, and left for the store.

On the short drive to the store Drew asked, "Have you fooled around with guys much?"

"My roommate during my last year of college, we just jerked together and gave each other blowjobs periodically. It was a casual thing, neither of us knew what we were doing really we just enjoyed each other."

Drew said, "I'm glad that it is not awkward this morning. I worried about that last night before going to sleep. I was afraid that you would regret what happened between us."

"No regrets, last night was great, I've wanted to be with a guy for a little while now, just a nagging in the back of my head."

"I was glad to spend this time with you."

"Was? We still have three more days together."

They then pulled into the parking lot of the store. They got out of the truck and unlocked the store. Again, they worked. They both acted as normal as possible, just occasionally making eye contact and smirking at one another. At around 7 pm Michael asked if Drew was ready to get out of there. They made their way to the fast food restaurant they ate at the previous night and then returned to their motel room.

When they entered the room, the housekeeping staff had divided the beds and changed the sheets. Drew grabbed his comfort clothes and went to the bathroom. He took a shit, and used a douche to clean himself out. He was really hoping to be fucked tonight so he wanted to be as ready as possible for this semi-newbie.

When he came back into the main room, Michael had pushed the beds together again and had on just the pair of shorts from the night before. He didn't have his shirt on tonight and his defined chest and flat stomach were mesmerizing. Drew walked up to Michael and pulled him to him and began kissing him, while putting his hands on Michaels pecs then running his hands down to Michaels hips and then pulling the hips in to meet with his. The stood their grinding against one another tongues battling for dominance in each other’s mouths.

Drew then hooked his fingers under the waistband of Michaels shorts and began pulling them down. Michael’s hard 6.5" prick flipped up then hung out from his stomach a bit due to his standing position. Drew kissed each nipple, the navel, and then slid the head of Michael’s dick into his mouth. He began his magic on Michaels cock. Michael let his head fall back and knees bend as he enjoyed the pleasures Drew was giving him. Drew worked the cock in and out of his mouth then licked on the balls for a bit then started moving Michael to the bed. Michael lay back on the bed and Drew removed his pants and shirt exposing his rock hard cock. Michael reached up and gave it a few strokes before Drew pushed his hand away and said "Not Yet".

Drew sat across Michaels legs stoking Michael cock.

Drew asked, "You gonna fuck me?"

Michael got a hungry look in his eyes but asked, "Are you sure? I've never fucked a guy before"

"I've never been so sure. But there is one hitch; I don't have any condoms with me."

"Me either, I haven't carried one since I got married."

"Are you opposed to doing it without one? I've never done it bareback but I want you to fuck me." It was true that Drew had never barebacked before, but even if he had a condom he want Michael to fuck him skin to skin.

Michael thought for a minute, his hard on was softening so Drew began stroking him again. "Okay, we'll do it without one."

"Okay, let me lube you up."

Since Drew had not brought any lube either, he got as much saliva in his mouth as possible and used his tongue to lube up Michaels cock. Drew's ass was still wet inside from the douche he had used just a few minute prior, so that should suffice.

After Michael’s cock was slick Drew rose up onto his knees moved forward and put Michael’s cockhead at the entrance of his hole. He asked Michael to reach up and pull his ass cheeks apart as he guided Michaels cock to the sweet spot and then lowered his hips to push the head in. The head of Michaels cock slowly worked in then it "popped" past the anal sphincter and they were home. Drew slowly sat down onto Michael and let the cock glide in as far as possible, then sat there as he adjusted to the feeling. Michael's eyes were closed.

Michael whispered, "You feel so good and are so tight."

Drew began using his hips and knees to work Michaels cock around inside him. He started the slow rhythm and each time pulling farther up Michaels cock. He worked it up to bring the head of Michaels cock to the point that it almost popped out and then thrust back down. Drew began riding the cock as is rubbed over and over again across his sweet spot. Michael began moaning out and Drew was breathing roughly. Drew pumped up and down Michaels cock harder and harder, feeling his prostate swell and feel even more pleasure with each thrust.

Drew then sat completely down on Michaels cock and told him to roll to the right so that he was on top. As they made the transition of positions Drew pulled his legs up and Michael took control of the thrusting. Now that Drew had his legs opened and Michael was thrusting down into him he was getting full pleasure. Drew began moaning out then as Michael pounded into him. Michael leaned into Drew and then began kissing as Michael pounded deeper. Between kisses Drew said, "Drive it deeper, plough me." This encouraged Michael and he began slamming his hips again Drew’s ass and Drew was on cloud nine. After a few more minutes doing this, Michael slowed down, then pushed in as far as possible and lay against Drew.

"I've gotta stop for a minute, or I'm gonna blow." Michael explained.

"I was getting close too, but I didn't want to stop you." Drew said. "Pull out and let me get up on my knees and you get behind me, doggie style."

Michael pulled his cock out and Drew got up on his knees. Michael got behind Drew and pushed his cock back in. Michael began thrusting into Drew again, slowly at first but quickly picking up speed. Michael bent down and wrapped his arms around Drew and then began rubbing Drew chest. Drew rose up and Michael continued pounding away. Drew turned his head so that they could begin kissing again as they fucked.

As Drew neared climax, from only being fucked, he told Michael to go harder and faster. Michael started pounding with all he had. Drew's muscles clinched and then he exploded all over the bed. Volley after volley of cum splattered the bed in front of him. The site and feel of Drew's load leaving his body made Michael's body tense; he pushed his cock in as far as possible and unloaded 6 volleys of cum into Drew. Drew just flattened out onto the cum soaked bed and Michael fell on top of him. They were both drenched with sweat and breathing hard. Michael began kissing the back of Drew’s neck.

Drew said, "That was great. You really throw those hips into it."

"You are one great fuck." Michael said.

Michael got up off of Drew and Drew rolled over. Michael lay down on top of Drew. They lay there face to face. Drew winked at Michael and Michael started kissing Drew again.......

Drew awoke the next morning laying flat of his back and the alarm clock was going off. Michael was lying on Drew's arm with a hand across Drew's chest. Drew reached over and stroked Michaels jaw line and Michael opened his eyes. Drew smiled down at the beautiful man lying with him. Michael smiled back then rose up to kiss Drew gently. Drew grabbed Michael and flipped himself up so set on the middle of Michael and then reached further to turn the alarm clock off. Drew then bent down and started kissing Michaels forehead, down his nose and then opened his mouth for a long kiss.

Michael put his arms up around Drew's neck pulling him in closer. Drew began flattening his body out and was lying hip to hip with Michael as they began humping into one another grinding their bodies together. When they separated their faces for a quick breath, Michael said, "We don't have to go in so early today, why don't we stay in bed a bit longer."

Drew said, "Let's."

Drew bent back in and they continued grinding and kissing. Now that they both had rocks between their legs again, Drew began sliding back up into the sitting position, then he positioned himself over Michaels cock. The put it to his hole and let it slide in. Drew was still completely lubed from Michael's cum from last night. Drew started rocking his hips letting Michael’s rod move up and down inside him.

Michael pushed Drew back so that he was lying back on his elbows while impaled by his dick and raised up and bent forward so that he could suck at the tip of Drew’s cock. Drew began working his hips again so that his dick would slide in and out of Michael’s mouth and Michael's cock would slide up and down in him. They worked themselves into frenzy until finally Drew exploded into Michael’s mouth. The contracting muscles in Drew's canal cause Michael too to begin pumping load after load into Drew. Drew collapsed onto his back, lying on Michael's legs and Michael fell back onto the pillows. Both breathing hard.

Michael said, "You taste so sweet."

Drew replied, "You feel fantastic inside me."

Drew raised up and slid off of Michaels softening cock then lay down beside Michael, and put his head on Michael's shoulder. He reached across Michael and snuggled up close to him. They lay here like that for a bit. Drew began rubbing Michael’s chest, pinching at his nipples.

Michael said, "You'd better stop doing that or I'll be ready to go again."

Drew reached down and shook Michaels cock, "That's what I was counting on; let's go get a shower."

The both made their way into the small shower stall. Michael turned on the water and got it warm then stepped in. Drew came in shortly. Michael grabbed Drew’s arm and pulled him in to him and began kissing up behind Drew's ear, then down to his jaw line. He turned Drew and began kissing the nape of his neck and out along his shoulders. Drew reached out and put his hands against the wall bent his body slightly and offered his ass to Michael. Michael put his newly raging cock up into Drew’s hole and began pumping. Michael looped his arms up around Drew’s shoulder and began kissing his neck again as he pounded his ass. Drew began thrusting his hips back into Michaels cock, meeting the thrusts. It didn't take long and Michael's breathing became ragged and he start thrusting harder and deeper, he then grabbed Drew around the waist and pulled him into him, thrusting his cock as deep as possible and blew load after load in Drew.

Michaels cock quickly softened and slipped out. Michael kept kissing Drew’s neck and turned him around. He began kissing down Drew's torso until he reached Drew’s cock. He pulled the foreskin back and began licking around the bottom of the mushroom top. Drew's knees weakened. He then closed his lips around the head and started sucking and bobbing up and down on Drew's cock until Drew's muscles tensed and be began shooting volley after volley into Michael’s eager mouth. After Michael milked out every last drop, he stood. Drew grabbed the soap and they began washing....

On their way to the store, Michael said, "We won't be able to stay another night. I got a call last night before we left the store, and I have to be back tomorrow morning."

Drew said, "Damnit. I was looking forward to spending a few more nights here; I just love this little town."

Michael smiled and said, "Maybe we'll have to leave late tonight and need to stop and get a room before we get all the way home."

Drew said, "I'm already too tired to go on, let’s get a room now."

Michael winked and smirked......