Todd's Boss

Todd finishes packing up his small travel bag. He's been scouted by his boss for a promotion and while he's waiting for his boss to make a decision, he's been invited on a business trip. Todd figures he better go and impress the boss. He's been stuck in his office role for three years with no movement. He is ready to climb the corporate ladder and really build up his career. 

*Beep beep* Todd hears the honk of a car. He glances out his front window and sees a black toyota camry in the driveway. He and his boss would be driving across state together. He grabs his things and heads out the door. 

After locking the door behind him, he turns and walks towards the car. He gives his boss a wave and sees the trunk pop open. He lays his bag into the trunk next to his boss' bag and hops in the passenger seat. 

"Hey Rick!" Todd says as he buckles in. 

"Hey Todd, ready to hit the road?" 

Rick, his boss puts the car in reverse and gets on his way. Rick is a thicker, 45 year old man, slightly balding, brown hair, thick beard that he keeps trimmed nicely. His body is thick, he's got a little extra weight. His button down shirt is always open at the top. Todd always notices his chest hair that pops out over the open area of the collar. 

Small talk is made for the first couple hours of the drive, followed by some good tunes on the radio. They were making great time and hadn't stopped for anything. 

"There's a truck stop just ahead. I could stop to take a leak if you don't mind." Rick says.

"Sounds good to me" Todd responds. 

They get a mile further down the road where the exit to the truck stop appears. Rick pulls the camry into a parking spot and the two men exit the vehicle.

Todd is in his 30s. Slender build. 6ft tall and 160 lbs. His facial hair kept to a short stubble. 

They follow each other into the restroom. It's a small truck stop restroom. Two urinals and one stall. The men notice immediately that the stall is occupied; you could see two feet under the stall walls. Todd thought "well, so much for using the stall so as not to stand right next to my boss at the urinal"

The two stood right in front of each urinal in the restroom. Todd struggled with his belt. The metal clang of a belt buckle could be heard as Rick opened his pants. He exposed the top of a pair of black boxer briefs. With is left hand he pulled down the waistband and with his right he fished out his dick. Todd did the same. Silence surrounded the two men as they concentrated on relieving their urge to pee. 

Todd's stream began. He suddenly felt more relaxed. Then came the sound of the pee trickle of his boss. Todd got an urge to peak to his left. He carefully angled his gaze down and over, trying to catch a glimpse of his boss. He faked a stretch of his neck in order to make the most of it. There he saw his boss' dick. A good mushroom head exposed. His dick sat on top of a big, bull ball sack. It appeared only 3-4inches long. Todd wasn't sure because the soft shaft was buried partially by a thick bush of pubes. Out of the tip, Todd saw his boss' piss stream. He returned his gaze down to his own dick. 4 inches, slender penis. His dick head barely exposed as he had a long foreskin that covered the head. He only pulled it slightly back to expose his piss slit to avoid unwanted spray. 

Todd felt a sense of being watched. He instinctually glanced in the direction of Rick and he felt Rick's gaze shoot forward. Was Rick checking him out? 

The two men finished up, washed their hands and headed back to the car. Not a word was said until after they got back on the highway. 

Some time went by with small talk about the music playing on the radio, the weather, current events, etc. The conversation changed about Todd's life when Rick asked "How's the dating scene nowadays?"

"Oh, I don't really get out too much. Been too busy with working on these projects." Todd responded. 

"I can't believe you wouldn't be out playing the field, Todd. Aren't you out with the guys on weekends trying to land someone for a date? Or play with the idea of finding someone to settle down with?"

"Not really, man. I'm having a blast being on my own. No responsibilities, no nagging, I can do whatever I want." Todd says. "I'm not a relationship guy....I'm more of a no strings attached kind of fun, guy" 

The two chuckled. 

"How about you, Rick....how's married life?" Todd asks.

"It's not all it's cracked up to be." answers Rick. "We just celebrated 11 years and I love her dearly. I'd do anything to take care of her but there's just something missing. Don't get me wrong, I don't want to leave her or anything. I just can't seem to itch that one little scratch that seems to be missing." 

Rick seems to be fantasizing about something but Todd doesn't know what exactly. He can tell however how Rick adjusts in his seat. One hand on the steering wheel and the other slides across his inner thigh, lightly caressing his bulge. 

Conversation dies down and continues that way till they reach their destination. The two had planned to spend the night at a hotel near their conference center. They hopped out of the car and each grabbed their bags and headed into the lobby of the hotel. 

They were each greeted by a friendly smiling woman who asked for their name for the reservation. She keyed the information into the computer. A puzzled look comes over her face. She clicks faster and faster with the mouse and keys of the computer. Finally she looks up and says "there must be a mistake......I'm so terribly sorry." 

Rick looks troubled. He booked the reservation weeks ago. 

"The reservation is for two rooms but we somehow over booked. We only have one available." The woman says.

"Oh no." Rick said, rubbing his face in frustration. "We are coworkers here for a meeting and a conference. What are we supposed to do?" 

The woman looked apologetic. "Well, the room we have available does have two separate beds if you can manage that? We will gladly refund you the cost of the second room and discount the room for your inconvenience." 

Rick looked at Todd. Todd shrugged. He didn't want to cause a stink. He was trying to be as easy going and willing to make anything work in order to be considered further for his promotion. 

"It's ok with me. It's just one night." Todd says. 

Rick agrees. "Thanks for being so easy and understanding, Todd" 

The woman checked them into the room and handed them each a key. 

The men walked into the room and each set their things in front of a bed. 

"Well, before we decide on dinner, I want to take a shower." Rick said. Todd agrees but since they were sharing the room, they had to take turns using the bathroom. Rick grabbed his toiletries and headed to the bathroom and shut the door. Todd laid down on the bed and grabbed for his phone. He was in a new city and wanted to see who was around -- he opened a gay hook up app on his phone to browse which profiles were around the area. 

Before he knew it, Rick opened the door and walked out into the room. His thick, hairy chest exposed and a slight beer belly. He was wearing a towel around his waist and using a second towel to dry his hair. He stood at the edge of his bed and rifled through some new clothes. 

"Well, guess it's my turn for the shower" Todd said. He laid his phone on the night stand that separated the two beds and headed for the bathroom. Rick undid his towel and Todd saw his boss' exposed ass as he walked by him to the bathroom. It was a strange feeling to know his boss was naked just feet away from him. He always had a thing for guys who were a bit older. His boss, however, didn't even know he was gay. 

He closed the door to the bathroom and turned the shower on. He felt the warmth of the water pour over his body and he soaped up to rid himself of the stale BO smell that grew on him from sitting in a car most of the day. 

Once he finished his shower, he reached for a towel and began to dry himself. He opened the bathroom door and returned into the room to get himself some new clothes. As he rounded the corner into the room, he noticed Rick had placed a towel on the floor and was standing on it. He was still naked. His hands rubbed together and he was slathering on a thick lotion on to his chest, belly, and arms. Todd passed him, his towel covered waist nearly brushed up against his boss' bare ass as Rick lifted one leg to lotion up. 

"Hey, Todd. Do you think you could put some of this on my back?" Rick was holding a container of extra strength moisturizing lotion. "This dry air has been horrible on my skin lately"

Todd froze for a second. His boss was still stark naked. This thick, daddy bear glanced at him over his shoulder. Todd looked at his back and his eyes scanned all the way down his ass. The crack was slightly hairy and Todd could just barely see his bull ball sack underneath his fatty cheeks. 

"Uhh, sure." Todd agreed. He walked toward Rick and reached for the small container of lotion. He put a bit onto his hand and began to rub it in on Rick's shoulders. 

The two stayed silent for a minute. Todd continued to rub in some lotion into Rick's back. 

"You know what Todd, I studied massage therapy before landing this job. It was such a passion of mine. You know, healing people with my hands." 

"Oh, interesting." Todd replied "Why didn't you pursue it further?"

"Wife didn't like the idea of me massaging women clients. Plus, this corporate job was much higher paying." 

Todd finished up rubbing the last bit of lotion into Rick's skin. 

"Have you ever gotten a massage?" Rick asked Todd.

"Not really." He replied. 

"Lay down, I'll show you a couple tricks." Rick said. He pulled away and picked up his towel from the floor and laid it out on his bed. He tapped his hand on the towel signaling for Todd to lay down there. So Todd climbed up awkwardly onto the bed with his towel still around his waist and laid face down. 

"You can take the towel off for best access" Rick said to Todd. Todd lifted himself a bit from the bed and undid the towel. He slid it out from under himself, exposing his backside completely now. 

Rick grabbed some lotion and began massaging Todd's back, shoulders, arms. Todd felt a sense of relaxation come over him. This was very nice feeling. Rick's hands glided down the small of his back and down his legs. Soon, they returned up the back of the thighs and Todd felt Rick's hands over his glutes. Rick's fingers seemed to just barely enter Todd's ass crack as his glutes were massaged and the tip of Rick's finger ran against the back of Todd's ball sack. The touch startled Todd, he wasn't expecting it. 

Rick got up onto the bed and sat in front of Todd's head. He bent down and put his weight into massaging down Todd's back. His belly just inches away from landing on Todd's head. 

"Flip over." Said Rick. "I can do your chest." 

Todd flipped over. His head was between Rick's thighs. Rick's hands placed onto Todd's chest and began to massage. 

"You know when we were talking about that something missing, earlier?" Rick said. 

Todd was confused. He was trying to remember what all they talked about. Meanwhile, Rick was putting more weight into his massage, leaning further over Todd. Todd looked up and saw his boss' chest coming over his head as his hands slid down his chest. 

"Missing?" Todd asked. 

"Yea, when you asked about how the wife was doing and I said there was just some itch that I couldn't get scratched." 

Todd had forgotten that while he was completely naked and exposed on the bed, that his boss was also. Rick leaned further over Todd as he massaged lower down his body. Rick's groin came up over Todd's face. Todd opened his eyes and saw a thick bull sack of daddy balls. The thick mushroom head of a short and stout dad cock. Hanging just inches from his face. 

"Well," said Rick "You left your phone open when you went to the shower and I noticed that app you're on." 

Todd got nervous. Did this ruin his job chances? What would his boss think? But he was too distracted by the thick package hanging above his face. 

"I think you might be able to scratch the itch I'm feeling." Rick said to Todd. Rick held his body still over Todd's. Rick's cock head just millimeters from Todd's face now. Todd looked up. Made eye contact with the piss slit of his boss' dick. He looked beyond it and saw Rick looking down at him. Rick winked. 

Todd got the hint. Rick wanted something his wife wouldn't give him. Todd knew what he was good at. He raised his head up and lightly licked at Rick's dick head. Immediately a drip of sweet precum leaked out of Rick's dick. His ball sack pulled upwards toward his body as his package shifted in excitement. 

Todd pulled himself out from under his naked boss. He sat up and said "I think I do know how to help. Have a seat on the edge of the bed." 

His boss sat himself at the edge of the bed. Todd got to his knees and his face came up directly to Rick's thick package. Todd took the 3inch soft shaft in his hand and put his cock head up to his lips. He took in the thick mushroom head and began to massage it with his tongue. 

"mmmmm" groaned Rick. His penis beginning to throb and grow inside of Todd's mouth. Todd bobbed up and down over Rick's soft cock and soon he felt his mouth getting wider and wider as the cock grew. 

Todd's dick began to grow as well. This was so hot. 

His head continued to bob up and down his boss' thick dick. It was finally fully hard. 6 inches of cut, hairy dad cock. His balls began to slap againt Todd's chin as his boss thrusted deeper into his throat. His boss moaned with pleasure. 

"Fuck, this is exactly what I haven't been getting." His boss gasps and says between thrusts. 

"Oh, I know a thing or two about what us men like." Todd says. He takes his boss' cock in his hand and slaps himself on the cheek with the thick rod. "Want me to show you how you can make me feel just as good with that powerful rod?" Todd asks his boss as he jerks his cock lightly against his tongue, milking out precum. 

"Hell yea, bud." His boss responds. Sweat begins to build on his brow. 

Todd places a hand on his boss' hairy chest and guides him to lay back on the bed. His boss' boner stands straight up as he lays back. Todd climbs up and over his boss and spits onto his hand. His hand strokes Rick's cock and lubes it with thick spit. Slowly, Todd lowers his ass down toward Rick's cock. The thick head pushes lightly against Todd's hole. 

"Holy shit, I'm gonna go in you." Rick gasps as he feels Todd's hole against his cock. Suddenly he feels the hole open slightly and envelope his dick head. Todd breathes deeply and lowers himself down his boss' shaft. 

Once Todd sits on his his boss' cock all the way, his own ball sack and cock flop onto Rick's stomach. Todd pulls back his foreskin on his semi hard cock and leaks a stream of precum onto Rick's hairy belly. Todd begins to ride up and down Rick's thick cock. The in and out motion he's creating makes Todd harder. His boner slapping against Rick's belly as he rides up and down. 

"I'm gonna lean back a bit and let you go at your pace" Todd says. He leans back on his hands and lifts his hips off Rick's dick slightly, allowing him to take control and thrust up. 

Rick begins to push his dick deep into Todd. He moves at a faster pace fucking his hole and Todd holds himself steady above Rick. The force of Rick's thrusts make Todd's cock and balls bounce against him. 

"aaahhhh you're hitting it good" Todd exclaims as his hole gets stretched and pounded. Precum leaks steadily out of his cock as Rick gets faster. 

"oh yea? you like that? That make you feel good?" Rick pushes harder and harder. His hairy body sweating and forcefully slamming into Todd's ass. 

Todd supports himself with one hand and his other meets his cock. He begins stroking. 

"You're gonna make me cum, keep hitting that spot, don't stop" Todd aches in pleasure as he strokes his cock and feels Rick's thick head sliding in and out. 

"Harder, harder HARDER!" Todd moans loudly. He reaches his point of no return. Rick slams his hips up into Todd's ass, his thick daddy cock as deep as he can get it. Todd shutters and a thick stream of cum shoots from his cock. 

"FUUUUCKKK!!" Todd yells. The thick stream of cum blasts Rick in the chin, a second shot covers his chest, a third and a fourth pulse of cum pools around Rick's belly button. 

"Holy shit, that's got me going too man" Rick says breathless. He forces himself deeper and deeper. He feels his cock unleash. 

Todd can feel the pulse of Rick's dick. "UUUGHHHHH" Rick's thrusts become irregular as he orgasms. His load blasting into Todd's ass. 

Todd sits back, his weight being supported by both hands. Rick's cock is still inside him. They look at each other both breathless. 

"fuck. I was not planning on that happening." Rick said. 

"Me either....but, you know...this is what I'm good at."

"fuck you are." rick says, trying to catch his breath still. 

"We don't have to talk about it....but if you ever feel the itch, I can lend a scratch" Todd says to Rick. Todd winks and slowly raises himself off his boss' cock. 

Rick's cock has gone soft and the mushroom head of his daddy cock slips out of Todd's used hole. Todd's hole, stretched and opened from Rick's thick cock spasms as his cock head comes out. A glob of cum slips out of his hole and onto Rick. He gets up and heads to the bathroom. His cummy hole dripping as he makes his way to the shower. 

Todd steps under the stream of the shower and begins to wash himself off. The shower curtain pulls away, and Todd notices Rick opening the shower curtain. They look at each other, both still naked and covered in the remnants of cum and man on man pleasure. 

"Think I can hop in and get some of this cleaned up too?" Rick asks. They stand naked against one another washing off under the warm water. 

Rick turns his back to Todd, he pulls his cheeks apart and sticks his ass out revealing his hole toward Todd. 

"Maybe I can learn to return the favor some time...you could teach me." Rick says. 

Todd teasingly slaps his boss' ass. They continue to wash up. 

Todd thinks to himself, this is going to be one hell of a story at the end of the business trip.