Jim Halpert meets the Senator, The Office fan fiction

Jim Halpert was working late on a Thursday night at the Office. Pam had left town for the weekend, and Jim was determined to take Friday off and get a long 3 day weekend alone. He loved Pam, of course, but time alone was rare. So, he stayed at the office late to take care of the handful of things that he would have done at the office on Friday.

He was the last one there at 8pm when he heard the front door open. Jim turned his head and saw Robert Lipton, also known as “the Senator,” Angela (the accountant)’s husband.

“Oh! Hey there. Is Angela still here? She said she’d be working late”, said Robert.

“Oh, she left a little while ago. Something about a cat emergency?” replied Jim.

“Aaah, OK. Of course. I’m Robert Lipton, the Senator. You’re Jim, right?”

“Yup, Jim. And you mean, STATE Senator, right?” Jim asked sarcastically.

Robert smiled and laughed. “Yes. OK, technically.” He paused and said, “You working late? Anybody else here?”

“Yes, working a bit late. Just me. I’m the last man standing. My wife’s out of town for the weekend, and I’m taking tomorrow off, so wrapping up some work. Something I can help you with?”

“No, no. Just not eager to run home. Angela and the cats can be… a lot sometimes.” Robert walked over and stood behind Jim. “What are you working on?”

“Oh, um…nothing interesting. Inputting invoices and purchase orders.”

Robert leaned in over Jim’s shoulder. “Well, looks important,” he said. He put his hands on Jim’s shoulders and gave a squeeze. Jim opened his eyes wide and looked forward as if there was a camera there… in a very Jim Halpern kind of way.

“Do you like selling paper?”, Robert asked.

“Uh, no,” Jim said and laughed. “But it pays the bills, and I get to work with my wife, so no complaints. Er, OK, lots of complaints, but there’s a good side too.”

“You know, I’ve got a lot of connections. Lots of work in the government….”

“STATE government,” Jim interrupted sarcastically.

“Yes, STATE government. And lots of businesses lobby me. I could even help connect you if you were ever looking for a change,” Robert explained and was starting to really rub Jim’s shoulders now.

Jim was feeling uncomfortable, but he was also very intrigued by the Senator’s offer, and actually the shoulder rub felt good. Awkward, but good.

“In my position, I get to offer up lots of opportunities and favors,” explained Robert.

“Uh, you mean, you rub my back and I’ll rub yours?” Jim said and laughed nervously.

“Ha! Yeah, I guess literally right now,” laughed Robert. Robert’s 8” cock was rock hard in his pants. Jim didn’t know, but he was pressing and rubbing it up against the back of Jim’s office chair right behind him.

“You know, I wasn’t kidding. I really could do things for you professionally… and, even personally.”

Jim was starting to have the feeling that he knew what the Senator was implying. He’d gotten that vibe the second he started rubbing his shoulders and hadn’t stopped. He was even rubbing his hand up Jim’s neck now and stroking the bottom of his hair and back of his head. Jim was a bit frozen, loving the idea of a new professional connection to get him out of paper sales and truly loving the feel of this tall man’s hands on his body, but very nervous about what was being suggested and what he might have to do to take advantage of these professional opportunities.

Robert let go of Jim’s shoulders and took a step back. Jim swiveled around in his chair and was now eye level with the tall Senator’s waist. Robert had his hands on his waist now, pushing his sport coat back. Robert was going commando and his cock was now clearly visible through his pants, snaking off to the side and creating a prominent tent in his dress pants.

Jim stared forward. He wasn’t sure if it was the powerful shoulder rub or the power dynamic, but he was frozen and felt willing to do whatever the Senator told him to do.

“So how about it, Jim? I rubbed your back, now how about you… rub me?”

The Senator looked down at his own crotch, then forward into Jim’s eyes. The implication was clear. “Go ahead Jim.”

“Go ahead?” Jim asked, and gulped.

“Yeah, go ahead. Rub it.”

“Umm…” Jim just stared up at Robert, frozen. He knew exactly what Robert was telling him to do, but he was too nervous to move, for fear that he was misinterpreting things.

“Here. Give me your hand.” Robert held his hand out, palm up, toward Jim. Jim lifted his hand and placed it in Robert’s. He pulled Jim’s hand forward, placed it on his crotch, pressing it against his cock. Jim had never felt another man’s dick before. He was intrigued, loving the feel, and completely turned on himself. Robert let go, and Jim continued to press and rub the Senator’s dick through his dress pants.

Robert unbuckled his belt, and opened and unzipped his pants. “Go ahead,” he said to Jim. Jim lifted Robert’s shirt tails and reached in and finally touched another man’s cock for the first time in his life.

“Ohhh,” Robert moaned.

“Wow,” said Jim and pulled the full length of this tall man’s cock out of his pants. Jim had a lot of experience stroking cock but only his own. He held the gorgeous hard dick in his fist and started stroking it.

Robert put his hand under Jim’s chin and lifted his head to look at him. Staring into Jim’s eyes, he said, “Go ahead. Taste it. Go ahead.” Jim was entranced. He felt like somebody had taken over his body and would do anything Robert suggested. He leaned forwarded, parted his wet lips and tasted man cock for the first time in his life, tasting that sweet salty precum that was dribbling out of the tip of Robert’s cock. Robert put his hand on the back of Jim’s head and urged him forward. He was slowly taking that dick inch by inch until it filled his mouth. He started bobbing up and down, rubbing his tongue on the underside.

“Oh, Jim, that mouth feels so good.” Jim was enjoying it too. He couldn’t believe how much he enjoyed this, being told what to do, Robert’s hand on the back of his head pushing him onto his cock, letting go of control. His own 8” dick was rock hard and getting tight and uncomfortable in his constricting pants and underwear. While sucking on Robert’s rod, he reached down to loosen up the tightness he was feeling.

Robert noticed Jim’s hand touching himself and said, ”Why don’t we give you a hand now. Looks like you’re a bit too constrained down there.” Robert kicked off his shoes and dropped his pants, and took off his jacket, now just standing in front of Jim with only his dress shirt on, his huge dick standing straight out from the bottom of his shirt. Jim stood up and Robert unbuttoned Jim’s shirt and opened it up, exposing his broad and lightly hairy chest. Robert ran his hand over Jim’s chest.

“Jim, you are a beautiful man,” he said.

Jim blushed and said, “Thank you. You are… I mean, you are… wow.” Jim wasn’t sure how to tell another man how sexy and hot he was. He’d never done that before. Jim looked into Robert’s eyes.

Jim was shirtless, and Robert was pantless. Robert stepped forward and kissed Jim. Jim froze again, staying motionless. “Relax. Let go.” Robert kissed him again, pushing his tongue forward onto Jim’s lips. Jim finally relaxed, parted his lips, and was making out with a man, a hot man, for the first time. They were making out deep, tongues swirling, getting very wet, with saliva dripping from their chins. While they kissed, Robert reached down and felt Jim’s cock through is pants. Jim gasped from the feel of his hands on his hard dick.

Robert dropped down to his knees and quickly unbuckled Jim’s pants, unzipped, and pulled them and his underwear down in a fast motion. He’d had practice doing this before. Jim’s cock bounced up as his pants were lowered. Robert grasped it between his fingers, Jim gasping in ecstasy. Robert started stroking Jim’s uncut cock and said, “Damn boy. You are beautiful.”

Jim stared down at Robert and feeling the moment whispered, “Senator, please. I need it. Suck my dick. Take my cock in your mouth.” Robert grinned, pulled back Jim’s foreskin, and kissed the tip of his dick. Jim’s precum coating Robert’s lips as he slid it across them.

Jim moaned as Robert opened his mouth and engulfed Jim’s cock like a pro.

“Oh God!” Jim exclaimed. Robert sucked Jim’s cock like the cocksucking pro he was. Eating that dick, while stroking his own cock, still rock hard. Jim couldn’t believe how good this felt, and he couldn’t believe he was standing in the middle of his office buck naked, while his coworker’s hot husband was giving him the blowjob of his life.

Robert loved the taste of cock and was sucking hard and fast. He could feel Jim’s dick starting to pulse as Jim was thrusting his hips forward and his cock in and out of Robert’s mouth. “Oh… “ Jim moaned. “I’m gonna cum. I’m gonna cum…”

Jim started thrusting hard. Robert was loving every minute of it. Jim grabbed the back of Robert’s head and pushed him down on his cock. Thrusting hard, as he started to cum… shooting hot thick loads into the senator’s mouth and throat. He shot such a big load that Robert couldn’t swallow it all. Jim’s cum was dripping off his lips and chin. Jim finally stopped bucking his hips, took a deep breath, and slid his slick cock out of Robert’s mouth. He looked down at Robert, whose lips and chin were slick with Jim’s jizz.

Jim laughed, looking down at Robert’s wet face. “Man, sorry. I made a mess.”

“Don’t apologize,” Robert said, and stood up. He leaned in and kissed Jim. Jim now tasting his own cum off of Robert’s lips.

“Wow,” Jim said. “Just wow. You taste good… for a STATE senator,” Jim teased.

“Ha, ha! You like that taste? Once you get a taste for man jizz it’s hard to stop,” Robert warned and teased.

Jim smiled, his eyes glowing.

“Here, get down. I’m on the edge myself,” said Robert. He pushed Jim down onto his knees. Jim started sucking Robert’s cock again, taking it even deeper this time.

“Oh, I’m about to cum,” Robert warned. Robert pushed Jim’s head back, and grabbed his cock in his hand, jerking himself off. Robert, with his hand on Jim’s head, tilted Jim’s head back. “Open those pretty lips, baby. I’m gonna give you a big load.”

Robert was stroking furiously. Jim entranced by the huge dick in front of him. His lips were parted ready to take this hot daddy’s load. Robert started moaning and thrusting. “I’m cumming. I’m cummmming..” Robert grimaced and shot the first of many huge thick ropes of cum onto Jim’s mouth, chin, and face.

“Oh fuck, oh fuck,” Robert exclaimed as he shot load after load onto Jim.

“Yeah, fuck, so fucking hot. Shoot that load on me.” Jim loved the feel of Robert’s warm sticky cum soaking his face.

After finishing and catching his breath, Robert pulled Jim up and kissed him hard on the mouth. Saliva and cum mixed and dripped down their chins.

“You’re amazing,” Robert said as he stepped back and just stared at Jim’s tall, lanky, but muscular, body. “So beautiful.”

“Thanks. You are amazing. Wow. That was maybe the best I’ve ever had. Wow. You really know what you’re doing.”

“Well, for your first time, you really are a natural. You know we could do this again soon. I really meant it when I said I could help you out… in lots of ways.”

Reality started to set in for Jim though as he picked up his clothes and started to dress. “I don’t think we can do this again. I’ve got a wife and a life. This can’t happen.”

“Hey,” said Robert, as he touched Jim’s face. “I’ll make room for you whenever you want me…. at your pace. You did say your wife was out of town?”

“Yeah, away for the weekend.”

“Well, even STATE senators get very busy and can make lots of excuses to step out of the house whenever they want. I mean, if you ever wanted company… even this weekend.”

“I’m not sure,” said Jim.

“Here’s my card. You can text that number on the back any time. It’s my… other.. phone number … just for special people.”

“I’ll think about it,” said Jim.

Robert winked and smiled. “I know you will.” Robert picked up his jacket and walked toward the door. He stopped as he reached the door, turned back to Jim, and said, “Have you ever had your ass eaten?”

Jim’s eyes bugged out as he took in what Robert asked him. “Um… no.. what?”

“You liked everything we did tonight, right? And you trust me? So… trust me. I can make you feel better than you’ve ever felt. Even better than tonight. Ok, Jim. Good night.” He then turned and left the office. Jim stood there, staring at the door, jaw agape. He looked down at the card and placed it carefully in his wallet, fully intending to learn what the Senator still had in store for him.