Stephen tries to relieve some tension when he stays late at the office. But it doesn’t end how he expected.









Stephen signed off on another insurance claim, tucking it back in the manila folder, and thought about chucking the pile of papers out of the window and following along after it. He managed to resist the urge as he typed up a copy of the report on his computer and sent it off to be archived. He paid attention to the contents anymore, he could fill them out in his sleep.

“You awake?” Matt asked, leaning around the edge of the cubicle wall. Stephen was about to make some snarky comment, but Matt had come with an offering of coffee. Stephen didn’t say anything and chugged the coffee as quickly as he could. Matt waited, leaning against the felt walls and sipping at his own drink.

“Awake is questionable.” Stephen muttered, holding the cardboard cup upside down to get the last few drops.

“I’d settle for alive. Mr. McGregor is gone, so everyone is clocking out. I figured you could use a quick pick me up, and in return, you can join me for a drink at that bar on 17th Street.” Matt walked over to Stephen and leaned down over the desk. Stephen smirked, but continued to work. Though Mr. McGregor expected everyone to work hard, when he had one of his corporate meetings, he never cared if his employees left early. He was a bit distant and kind of a hard ass, but Mr. McGregor had been nothing but professional to Stephen since his first day.

“Unlike some people, I actually want to get my work done.” Stephen began typing away with renewed energy, opening up another case and making sure everything was in order. “Besides, I’m staying late tonight.”

“What? Again?” Matt groaned, and threw his hand against his forehead. “You’re forcing me to go to the bar. Alone. Again!” Matt leaned into Stephen’s chair, nearly knocking both of them over. Stephen let out a chuckle, looking up at Matt.

“Dude, you know I hate going with you. You hate going to gay bars with me, but you expect me to be your wingman. That’s homophobia, right there. I’ll sue.” Matt let out a sigh and stood up.

“You’re a great wingman! I’m sure you would have better luck if you swung that way dude. Or tried to swing at all.” Matt grinned as he remembered their last incursion to a local gay bar. Stephen focused on his work and tried not to give Matt the satisfaction of being right. The bastard had to get some sick satisfaction of pointing out how Stephen had no luck with hook ups.

“I just don’t do well in those places. Few people are into the short, baby-faced guy standing in the corner. Plus, what if I get kidnapped or something. My body dragged out of the river, because you wanted to get laid. Do you want that guilt?” Stephen said, not looking up from his work. Matt frowned and picked up the empty cup off the desk.

“I’m heading out now. Text me later if you want to hang, but don’t work too late. A’ight?” Matt returned to his desk next to Stephen’s and threw his jacket and bag over his shoulder.

“All right. Later.” Stephen said, waving at his friend. Stephen tried to focus on his work, but as the footsteps receded he couldn’t help but glance over his shoulder at Matt. An ex-athlete, Matt was tall and held a lot of muscle, even if he hadn’t held a football since high school. And Stephen couldn’t help but let his eyes fall to Matt’s ass as it walked out the door, before returning to his work. His face was bright red, but Stephen felt the heat pooling lower than that. But instead of blood rushing, he felt moisture begin to build in his boxers.

Stephen had a different set of equipment than most men. Instead of a dick, Stephen had a pussy between his legs. And, if he was being fair, that had more to do with his lack of a love life than his height or personality. Stephen had lived most of his life like a normal guy, but any time he got too close to another man, his worries about his secret being found out reared their ugly head. In his college years, he had faced too much rejection. Anyone interested in sex hadn’t been able to get past his masculine, if soft, face and the contrast of his effeminate body. Every relationship had failed, because his partners ‘couldn’t handle it’. So, he had been single and celibate ever since he graduated, keeping this part of him a secret. Even Matt, who became his best friend within weeks of Stephen starting work at the firm, didn’t know.

But Stephen knew this couldn’t last forever, because Stephen had another secret. Stephen was absolutely starved for sex, and his cravings were getting worse. His sex drive was insatiable. With no release, he had begun masturbating no less than five times a day. And now that he was thinking about it, Stephen could feel his arousal rising up again.

Stephen had barely been paying attention to his work while his mind had drifted. When he snapped back into reality and checked the clock, almost an hour had passed. The office was empty now, for sure. Nobody but Stephen was pathetic enough to stay on a Friday night, surely. At least he could get time alone. His studio apartment barely counted as privacy with two thin walls and loud neighbors on either side.

Stephen continued to work, and put a cap on another case file, sending it off and pausing for a moment before he started up. He considered how long it would take for him to finish up so he could go home and take care of himself. His arousal never subsided once it started up, only faded into the background until he could find some relief. He’d be here for another hour at least, plus forty more on the bus. He’d be lucky to be home before the sun set.

That’s when an idea popped into Stephen’s head. He’d never been the adventurous type, but if he couldn’t wait until he got home…maybe he could take care of his problems at the office? Stephen began to turn bright red as he thought about the possibility of masturbating in the office. He’d read and watched plenty of porn of all sorts, with a libido like his he wasn’t picky about his turn ons. But he’d never come close to something like this before. He thought about going into the bathroom and locking himself in a stall. Peeling off his slacks and shirt, being exposed in the same place that dozens of his coworkers passed through every day.

The thought alone was enough to get his heart beating hard. He could feel blood begin to rush beneath his skin, and his body was becoming hot. Stephen’s brain was now torn between the work he still had to do, and the intrusive thoughts of pleasure that refused to leave him be. He couldn’t stop squirming in his chair as the seam of his pants were riding up just enough to distract him. Without thinking he reached down to readjust his slacks, but the brush of his fingers over his most private area sent a visible shiver up his spine. Every nerve in his body was singing out, and he couldn’t find the strength to pull his hand away.

He pressed his middle finger up into the seam, hearing the slick sounds of his pussy as he rubbed himself through his clothes. This was absolutely wrong, and that just made the feelings even more intense. He wasn’t out in the open, but his cubicle wasn’t hidden in some corner. If he wasn’t careful, there was a chance someone could see him. But doesn’t that just make it better? He thought to himself. No one’s around…no one would have to know. Everyone was gone. What would be the harm?

Stephen gave up fighting against his urges, and only had to fight against his belt as he made enough room in his pants for his hand to slide down the front. His fingers went immediately for his hole as he pushed two fingers inside. He pressed his head against his desk, trying to curl around his body as he imagined what he wanted done to him.

Most of the other transmen he met, the men who were born with pussy’s like him, wanted to be dominant. Or at least wanted to be treated like a man. But any time Stephen got horny, it was like a switch was flipped. The shy, anxious guy who couldn’t get a date absolutely melted away. It wasn’t a stretch to imagine someone like him being more on the submissive side, but his brain would take that to a whole new level.

Instead, he imagined he was being used. His thoughts went to huge men, muscular and hairy, holding him down and having their way with him. Degradation and humiliation. His brain fired at a hundred miles an hour. Imagining as many twisted scenes he could that all centered around him being a slave to ‘real men’. And that’s what it was more than anything. Stephen felt like less of a man when he was horny. His fingers continued to pump away, opening up his feminine opening and pulling more quiet moans from his throat.

As he continued to pleasure himself, his mind settled on a fantasy of his. Him walking around in an alley, drunk and tired, and him being accosted by some men. He’d try to fight them off, but of course he couldn’t. He was tiny, and the men were always so much bigger than him. They’d push him up against a wall, and they were shocked but pleased to find a smooth mound and a gushing pussy instead of a hard dick. They would rip off his pants and have their way with him. They would roughly enter him, with no concern for his own safety or comfort. The thought of being ravaged, treated like nothing but an object to have cocks shoved inside, sent Stephen’s blood into a boil. His legs were shaking uncontrollably, he could feel himself approaching the edge of climax. He let out another moan, and his free hand went from clutching his stomach to one of his nipples. He twisted the flesh and let out a hiss, but the pain only spurred on his other hand. The men in his mind were whispering the most depraved things to him, calling him a dirty whore who only thought with her cunt. God, imagining being called a girl, the greatest humiliation for a man like him, sent him into a frenzy like nothing else.

And that’s when he heard a single, mechanical beep. Stephen’s body jerked up, trying to cover himself before he could register anything. His hand flew out of his pants, but not quick enough before he heard the tell-tale snap of a camera taking a picture. Stephen’s heart began to pound as fear flooded his stomach. Standing just outside his cubicle door, holding up a phone pointed right at Stephen, was Mr. Amery McGregor.