Summary:
Mike, a lawyer who left a high-pressure New York firm, is adjusting to a quieter life in suburban Atlanta. At work he notices Tyler, a colleague whose quiet confidence catches his attention. Their interactions stay professional until an evening at home with Jake, a man Mike has been seeing. Over drinks Mike shares his past struggles with burnout and feeling overlooked. The conversation turns intimate, and the two men spend the night together. Mike finds himself wanting more than casual encounters.
Here is your Story: My Boss Wanted Me to Ride Him in the Office
Mike’s hair was different. The thick jet-black mane had an actual style now. That was the first thing Tyler noticed when his colleague stood in his office again. This time the man skipped the uneasy authority and came in with a more conciliatory tone. Mike leaned back and studied the blue-purple shirt stretched tight across Tyler’s lean chest. The fabric hugged his tan skin and showed off an athletic build close to Mike’s own. At five-ten Tyler stood two inches shorter yet carried himself with quiet confidence that made Mike’s pulse tick faster.
“Do you have a second?” Tyler asked. His voice stayed low and easy. Mike kept his face neutral even though curiosity tugged at him. He still wasn’t sure about the guy’s intentions but it might be worth hearing him out. No point making unnecessary enemies at the firm.
“I guess,” Mike said. He checked the clock on the wall and felt the weight of the afternoon stretch ahead.
Office Invitation
“I was wondering if you might want to grab lunch sometime. Out of the office.” Tyler shifted his weight from one foot to the other. His eyes held steady. Mike thought for a moment. The offer sounded harmless enough. He nodded once.
“Ok.” Tyler’s mouth curved into a small smile and a little light showed in his eyes. Mike watched him turn and walk away. He stole a quick glance at the man’s backside before turning back to work. The day dragged after that. Files piled up. Emails kept coming. By the time five o’clock hit Mike was ready to escape.
“By the way,” Tyler said pausing at the door. “You were right to steer clear of that renegotiation. That guy doesn’t give an inch.” Mike gave a short nod. “Good to know.” The rest of the week flew by in a blur of meetings and calls. Suddenly it was Friday. Mike scrambled out of the office and headed home to shower. He still felt strange being home before seven after nearly a year at the new firm in the suburbs of Atlanta. The job was great yet some people from his old life would see it as a step down. Mike didn’t see it that way. His work ethic and experience had made him a star almost right away. The pay was solid though not New York money. The lower cost of living more than made up for it. He had never really worried about money anyway.
There were other costs. Big Law had taken a toll. Burnout had pushed him toward this boutique firm. His condo was perfect. His cases were good. He had several men he could call for a lazy summer night. He only wanted one. Jake. A man who could be frustratingly nonchalant. “I just like sleeping alone,” Jake would say when Mike asked about staying over. “I’m not looking for a relationship,” he would answer when pressed. “A few,” he had said when asked if he was seeing other men. All of it came out plain and honest without malice. Mike respected that but he figured it was mostly leftover freedom after Jake’s long marriage to a woman. Jake was enjoying himself. Mike could understand. Most of his own New York nights had been spent at the office. The slower pace here gave him room to date and think about what he actually wanted.
Now Jake stood in the clean condo sipping the Scotch Mike had bought to impress him. “What was it like living in New York?” Jake asked. Curiosity clear on his face. Mike considered the question. He wondered what details would interest Jake and what would just sound like boring lawyer talk. Jake’s boyish charm won out even though Jake was a year older at forty. Mike decided to open up. “Well I wouldn’t be having drinks with a handsome man this early on a Friday night. I would be at work.”
Jake nodded slowly. “Corporate law. I get it. There had to be more than just work though right?” Mike took a slow sip. The ice clinked against the glass. He thought about the endless nights and the way the city lights blurred past his office window. “For years I told myself that giving up any kind of personal life would be worth it to reach the top.” He understood now that his goal had been more about proving he could leave Chicago than anything else. His family of lawyers had all gone to the University of Chicago. If he had applied there they could have pulled strings to get him in. “My parents wanted me to stay in Chicago. They had everything planned out for me.”
Shared Pressures
“Been there,” Jake said with a knowing nod. “Is that how you ended up with a wife and two kids before the age of twenty-four? Yeah.” Jake sat across from him on the leather couch. His drink was nearly empty. As Mike refilled their glasses he understood more about the man he had become infatuated with. They had grown up under similar pressures. Mike had gotten away. Jake hadn’t. Their conversation continued as the alcohol flowed. Mike opened up more and Jake listened. Mike had applied to Columbia and didn’t get in but he was still happy when Cornell accepted him. He did well there landed the right internships and eventually landed at a big New York firm. For over a decade he worked insane hours giving up relationships and vacations and anything else that got in the way. Year after year real advancement never came.
He told Jake about the fifteen-hour days and eighty-to-ninety-hour weeks. After strong reviews but still no promotion he asked a senior partner what it would take. The man winced and told him the truth. Harvard Yale Columbia. That was who made partner. Not NYU not UVA and definitely not Cornell. It was ridiculous. Mike worked even harder brought in clients closed big deals. The bonuses were huge. It still wasn’t enough. He watched colleagues get promoted over him again and again. The extra work brought unhealthy coping mechanisms. There were certain bars where hooking up was allowed and even encouraged out in the open. Mike could pay a cover walk in and find plenty of guys willing to suck him off. The only hard part was finding someone he actually wanted. Some nights he left the office at ten took a cab to the bar as soon as it opened and nursed a strong drink while he waited. They opened the basement at eleven-thirty. That was where he took his new friend to a dark corner got a quick blowjob and left. It became routine. What never became routine was the constant disappointment of being passed over.
One evening an impromptu meeting was called. Everyone was pulled into the pit for an announcement. There were decorations and cake. All to celebrate a new partner. For a moment Mike let himself hope. Then he watched a younger associate he had trained accept the promotion. That was it. Mike had had enough. While the new partner gave his speech Mike turned around and walked out. That night he went to The Falcon with two goals. Get drunk and fuck around. By the time the lower floor opened at least five shots of tequila were working through him. He let a cute guy suck him on a couch in a dark alcove. He got a lap dance too. When the basement grew crowded the disappointed lawyer was just getting started. He wanted more. Wandering through the bodies with a vodka drink in hand Mike found his path blocked. The man was tall muscular broad shoulders under a tight black V-neck. The lights were low but Mike could see brown eyes sharp features and a five-o’clock shadow. The man looked him over moved in close and met no resistance. They kissed hard. Mike let himself be led to a dark corner of the dance floor. The man’s cock was already out of his unzipped jeans rock hard. A thumb brushed Mike’s lips. Mike knew exactly what he was going to do. He took the dick in his hands. It felt big. This was easily the hottest guy he’d seen in the place. Mike dropped to his knees. Bodies moved around them. The lights pulsed slowly. He took the cock into his mouth tasting salt and skin mixed with the alcohol he’d drunk. He lost himself in the rhythm. A hand pulled him up. His pants were loosened. He was turned around chest against the wall pants yanked down. He had enough sense to insist on a condom. After that he offered no more resistance. With only spit for lube the stranger pushed in slow at first then hard and deep. Mike grunted and moaned the music swallowing most of the sound. Letting go felt good. The tequila and the vodka and the simple act of surrender let him enjoy the thrusts without shame. The pace picked up. The man came with a groan grinding into him. Less than a minute later he pulled out said “That was hot” and walked away. Mike leaned against the wall feeling like he’d just let a stranger do what the firm had been doing to him for years. When another man tried to move in behind him Mike pushed him off pulled up his pants and left the bar.
For some people that kind of night was normal. Mike didn’t judge them. He just didn’t like how little control he had felt. The next day he called in sick. That day turned into a leave of absence. He reached out to old connections and ended up with a new city a new job and a new kind of dating life. As Mike told the story Jake’s face moved from attentive to warm and sympathetic. He didn’t look appalled or entertained. This wouldn’t become gossip. That reaction was exactly what Mike had needed. Now he needed something else. He waited for Jake to finish his drink. “Well” Mike said letting his eyes move over Jake’s body before meeting his eyes “I’m guessing you didn’t just come here to listen to me complain about my past.” “I’m happy to listen if you want to talk more” Jake replied. Instead Mike watched the way Jake’s shorts hugged his thighs and the way his nipples showed through the thin white shirt. “I think I’m done talking” Mike said. He leaned forward and put a hand on Jake’s groin. He squeezed and rubbed until the bulge grew. A smile spread across Jake’s face as Mike unbuttoned and unzipped the shorts freeing Jake’s hard cock. Mike cupped Jake’s balls and took him into his mouth. Jake stroked the back of Mike’s neck while Mike worked. Mike took Jake to the back of his throat and gagged. He came up for air. “Do you want to fuck me?” he asked. Jake shook his head. “I’m not much of a top.” “Alright” Mike said setting that aside for later. He took Jake’s hand and led him to the bedroom clothes falling along the way. They fell onto the bed Mike on his back. Jake moved down and took Mike’s cock into his mouth. Up and down steady and wet taking the full length with ease. Jake was good. The best Mike had ever had. Mike wanted more. “Stick your finger in me” he said breath short. A finger replaced the cock in Jake’s mouth. Once it was wet Mike felt it slide down and press against his hole before sliding inside. “Uhh” Mike moaned. Jake kept sucking while the finger moved. It had been a while since Mike felt comfortable enough to ask for this. It felt good. Before he lost control he pulled Jake’s head up. “I want you to ride me” he said. Jake agreed. He straddled Mike grabbed the base of Mike’s cock and sank down onto it. He bit his lip and moaned as he opened up. Mike slid deeper until Jake sat still ass resting on Mike’s thighs. Jake started to rock slow at first. Then he lifted and lowered himself. The tight ring loosened around Mike’s shaft. Something shifted. Jake’s eyes turned hot. He planted one foot on the mattress rose higher and rode faster. Mike watched Jake’s fit body move and saw the pure lust in his face. He loved seeing this side of him. “Jerk off” Mike grunted. Jake spat in his hand and grabbed his own cock. His moans grew louder as he stroked. “I want you to cum” Mike said watching Jake use him. “Cum all over me.” Jake looked down still bouncing. Mike reached up and cupped Jake’s balls pressing behind them. “Oh fuck” Jake moaned. His riding turned frantic. With a loud groan he came thick ropes landing across Mike’s stomach. Mike ran a finger through the mess and licked it clean. As Jake lifted off Mike rasped “Suck me off.” Jake’s mouth was on him immediately sucking hard and steady. Mike spread his legs. “Stick your fingers back in me” he begged. Two fingers slid inside. “Deeper. Faster.” Jake gave him exactly what he asked for. The pressure on his prostate pushed him over. “Oh god” Mike moaned. His body tensed legs pulling up hands clenched. He came hard flooding Jake’s mouth. Jake swallowed every pulse. It went on until Mike finally relaxed and went soft. Jake let him slip free. “That was incredible” Mike said when he could speak. “Yeah it was really fun. I’ve never really been into riding but I think I kind of like it now” Jake answered smiling a little shyly. “Who knows maybe you’ll actually want to top eventually” Mike said. “Well I don’t know about that” Jake said. The afterglow faded. Jake started to get up. Mike wanted to ask him to stay but respected that Jake liked sleeping alone. “Looks like you need to get cleaned up” Jake said nodding at the mess on Mike’s stomach. He kissed Mike’s thigh stood and pulled on his black briefs. Mike watched him dress and head for the door. Then he was gone. As the feeling of Jake’s presence faded a new reality settled in. Mike wanted Jake more than he had ever wanted any promotion.
