πŸ“š john's twin intern Part 1 of 1
Part 1
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GAY SEX STORIES

John's Twin Intern

John's Twin Intern

by Texas_twin
19 min read
4.61 (13000 views)
twinsubmissivechastitydominatedowned
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Hey everyone! This is my first story attempt, and not fully edited. Please excuse any typos. Comments or suggested kinks/ideas for Chapter 2 are more than welcome. Hope you enjoy and thanks for reading!

John was a successful attorney in a small college town. He was a solo practitioner in his mid 30s who had gained a strong reputation since moving there several years ago. John was handsome, tall, well built, and had an air of authority that commanded respect. And while he was known as a fair and respectful boss, he was clearly dominant.

Tommy was in his mid 20s and finishing college when he started working as John's intern, and eager to make a name for himself. Tommy did well in school and knew that John's guidance would offer invaluable professional experience. However, unlike John, Tommy was more submissive with a slim build and shorter stature.

John quickly began to suspect that Tommy was attracted to him, but he knew the young intern wasn't out of the closet and may not have even experienced another man, yet. Tommy was shy and sheltered, and John knew he would never admit to being gay on his own. But secretly, John wanted nothing more than to conquer the boyish Twink.

The idea of it made John smirk. He had started intentionally dropping subtly lewd comments to test how far he could get his intern to go. Tommy always tried to make it seem like he was into girls, but John could tell these weren't his only urges, even if Tommy hadn't admitted it. It wasn't even hard for John to figure out. Tommy had no ability to hide the way he would often look at John with longing but confused sexual frustration.

It wasn't long before John knew he was going to succeed in Tommy's corruption, and he made it a personal goal to take advantage of every opportunity to seduce and push his intern into the deep-end of his secret fantasies.

Eventually John started becoming more aggressive with his efforts. He began caressing Tommy's arm and squeezing his shoulder or thigh whenever an effective opportunity presented itself. John loved the way it made Tommy tense up and start fumbling his words. But Tommy's reaction just reinforced what John had already figured out- Tommy wanted it. John even thought he noticed Tommy starting to get an erection the past several times he groped him. Tommy could try to hide it all he wanted, but that was never going to stop John from pushing his boundaries, and with some much needed man dominance, making him submit to John's every command. Whether Tommy realized it or not, that dominance was coming soon.

On one particular fall afternoon, John was doing research for a potential client. With holiday weekend, most of the locals and college students were gone and it was a ghost town. John had sent everyone else home early, but Tommy had decided to stay and help at the office to make some extra money. It was a perfect opportunity for John to focus on some pending tasks without distraction. However, fate had different plans.

After a few hours of work John took a break. He got a cup of coffee and sat at his desk to check the news and social media. However, when John got on Grindr he noticed a profile that caught his eye. It was a young twink who was seductively posing with his butt poking out at the camera. While the face was partially cropped out of frame, John recognized its features. They were unmistakably similar to Tommy's. When he clicked the profile, it's location showed less than 50 feet away and the description read "submissive college student interested in maybe seeing what it feels like to be a bottom."

Grinning slyly, John locked his phone and slid it into his pocket. He realized this was the perfect opportunity to make good on his intentions. John slowly marched down the hall to Tommy's office and right up to his desk to confront him with the evidence. Tommy looked up at his boss, who was standing over him with the profile waving in his face.

"Well, is this yours?" John asked seductively. Tommy tried to deny it, but he couldn't take his eyes off John's large bulge. "N-no, it's not," he stuttered, his voice shaking. "Looks pretty familiar to me," John said, stepping closer.

"I... I don't know what you're talking about," Tommy said, his voice barely above a whisper. John chuckled darkly, his eyes never leaving Tommy's. "Oh, come on, Tommy. You can't deny it. This is your profile," he said, tapping the screen. "Yeah see, I know that jawline, that's you sweetie. And those cheeks. You like flaunting them in this photo more than I've ever seen you try to in the office, but I would never mistake that plump little booty you have. It's definitely you Tommy, just admit it."

Tommy felt a wave of panic wash over him. He couldn't believe John had found out about his secret Grindr account. He'd been using it for months now, always careful to hide it from everyone at work. But here he was, busted by his boss. John could see the embarrassment rushing over Tommy's blushed face. He knew he had Tommy right where he wanted him.

John leaned forward even more, "tell me the truth Tommy, you little slut", he firmly commanded. "W-well, what if it is?" Tommy said shyly. John laughed and thought to himself, "he's mine now."

"Well, if it is that means that you probably need some punishment for making me wait for that sexy tight ass of yours and those beautiful plump wet lips", John said as he stroked Tommy's face.

Tommy was in shock. He was so uncomfortable that someone had found out he was gay, but his boss's comments also made him feel strange. John was clearly degrading him, and no one had ever done that to him before. But Tommy liked the way John seemed to also compliment his body, and the more he thought about the way John talked down to him, the more it started to turn Tommy on.

"Ok ok it's my profile" Tommy admitted. "But I'm not gay ok. I just was curious. I just made a profile. I haven't really talked with anyone and I haven't even sucked a dick ok, so I'm not gay."

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"Sure Tommy. You're not gay. But I don't believe you." John said cheekishly. "I've seen the way you stare at me when you think I'm not looking. You're gay Tommy, and based on your profile, you want to get that boy-pussy fucked by a real man."

"N-no I don't... p-please, I... I don't want... I don't think I want that at all, I like girls" Tommy stuttered, still unable to take his eyes off John's massive bulge. "Well if that's really true, then tell me you don't want to suck on this", John said as he unzipped his pants and pulled out his large throbbing cock.

John playfully slapped his cock across Tommy's face as he waved it back and forth. Then, he grabbed the shaft and slowly ran the head along Tommy's lips, leaving a trail of precum that started to drip onto Tommy's neck and shirt. "Come on Tommy, you're clearly not going anywhere, and I can tell how much you want this daddy dick."

Tommy's eyes widened. His boss's penis was way bigger than any he had seen before in the gym locker room. Tommy knew he wanted to suck on it, but his fear paralyzed him and he wasn't sure what to do. He started to stammer " l.. I don't kno-GAWK!"

After taking his cock out, John's patience was thinning. So when Tommy opened his mouth to keep voicing hesitation, John took advantage of the situation and shoved his girthy member several inches into the intern's quivering mouth.

Tommy's soft supple lips accepted John's cock immediately. But his gag reflex had not been trained away, and he struggled to accommodate the shaft that was fervently trying to invade his throat.

"That's it baby" John said encouragingly. "You're such a slut, aren't you?" John purred, his voice low and seductive. "Admit it, Tommy. You want this, don't you?" Tommy couldn't speak, could barely think. All he could do was nod his head in agreement, his heart racing in his chest.

John smirked triumphantly as he watched Tommy's reaction. He'd been teasing Tommy for months now, sensing the younger man's hidden desires. And now, he had the little bitch choking on his hard dick.

Without another word, John yanked down his pants, freeing his huge cock from his boxers. It was even bigger than Tommy had realized, thick and veiny, with a large, flushed head. Tommy swallowed hard, then reached out tentatively and wrapped his hand around John's thick shaft. He gasped as he felt the heat radiating from it, and a wave of desire washed over him.

"Now I'm going to make you deepthroat it so I can pump my first load all the way in your tummy" John stated confidently. Tommy was terrified. He could barely handle the few inches of John's cock that was already in his mouth without gagging. Tommy looked down at his shirt and bit his lip as he realized it was already covered in long frothy drops of his split mixed with John's precum.

"Come on baby, open up that mouth like the good little sub you are and let me use it" John said as he jerked Tommy's chin upward, retraining his gaze back on the throbbing shaft glistening in front of him. John placed his hand tenderly but firmly on Tommy's throat as he said "I'm not asking either, we're well past the time for requests."

Without further hesitation, Tommy leaned forward and took John's cock back into his mouth. He kissed the tip, tasting the salty precum, then began to bob his head up and down, sucking hungrily.

John groaned loudly, his hands finding their way into Tommy's hair, holding him in place. Tommy felt a rush of power as John pushed his head down, forcing the shaft deeper into his mouth, feeling it hit the back of his throat. He couldn't believe he was doing this, but he loved the feeling of being so completely dominated by his boss.

Tommy gagged as spit and precum were forced from the sides of his moth. But the sensation wasn't as strong this time. Tommy could feel each time his boss pounded the back of his mouth it was getting easier and easier to take it. John could sense the same thing, so he placed both hands on either side of Tommy's head before he forced his entire cock down the slim bottom's throat until John's balls were resting off his chin. This was too much for Tommy, who immediately started choking and trying to pull his head back. Tommy's feeble protests only fed John's animalistic desire to breed the helpless college student. He held Tommy's head in place as he struggled to accept the massive cock that was now penetrating his throat.

Soon, Tommy felt the gagging sensation subside. He was surprised because John was still holding his head in place like a vice. He could feel his full testicles resting on his chin as his mouth was fully stretched around John's girthy shaft. But his body no longer protested. John smiled as he saw Tommy's realization that he was fully deepthroating a cock for the first time.

"That's it Tommy, see how talented you are. I knew this was exactly what you needed... now that you can suck my cock like a good little slut, the fun really begins"

Tommy's eyes rolled back uncontrollably as John began pounding his face. Quickly at times, then slowing his strokes so that he could enjoy watching each inch slide past Tommy's wet lips. Then, John would start vigorously face fucking him again. This went on repeatedly until Tommy felt John's pulsating cock tense up. John held Tommy's mouth all the way down again as a huge stream of thick cum erupted into Tommy's throat. It was so much cum that it started bursting out of Tommy's lips and splattered all over his face.

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John looked down at his intern with approval. "I knew I made the right choice hiring you. But your training is just getting started. Take those fucking clothes off and show me your body now."

Tommy had already become comfortable taking John's commands. He stripped out of his pants and shirt but before he could get to his underwear, John grabbed him and ripped his briefs off. Tommy felt the fabric tear as the undergarments unraveled off his hips. John let out a long and low grunt as he stroked up and down Tommy's body. He then pulled the intern in as he sat down and bent him over his lap. Tommy looked back at John with apprehension as he felt John's fingers move closer to his pink hole.

"Don't worry Tommy" John said, "I know exactly what a little submissive slut like you needs." Tommy moaned has Johns fingers moved over his hole and started pressing. The lips of Tommy's sphincter gripped tightly around John's finger as it penetrated him. John started moving his finger and massaging Tommy's prostate before inserting a second finger as deep as possible.

Tommy gasped as the initial sensation of pain, but before he could let out any protest, he realized a wave of paralyzing ecstasy enveloping him. As the pressure on his prostate increased from John's massaging fingers, the uncontrollable anal orgasm made Tommy seize and he shot cum all over the office floor. John giggled as he picked Tommy up and led him into the adjoining room.

Tommy's mind was swimming all he could think about was the hot cum that John just busted inside of him and plastered his face with. When Tommy pulled himself from the daze, he realized John had taken him to the conference room and was picking him up to place him on the table. He made no attempt to argue when John had him get on his hands and knees. John pressed Tommy's chest onto the table while hiking up his hips. He then pushed Tommy's legs open, which forced his pale, smooth cheeks to spread and present his pink hole for all of John's sexual fantasies.

John started fingering Tommy's boy pussy again but then positioned himself at Tommy's entrance after successfully getting a third finger fully inserted. Tommy gasped as he felt John start to push the tip of his penis past the tight ring. The fullness of John's cock was almost too much to handle as it began stretching him open. Tommy was about to hold his breath for the next few inches when John suddenly grabbed his hips and slammed the full length of his cock all the way into Tommy's naive little hole.

Tommy could feel John's balls firmly against his anus as he cried out. However John quickly slapped a hand over Tommy's mouth and pulled him back as he growled into his ear "Just take it baby, take the whole thing. I know you can do it. You need it. Just let it stretch you out. That tight pussy was made to take daddy's big dick." Tommy shook uncontrollably as John's massive cock rearranged his guts and stretched out his virgin hole. Just like John had done with Tommy's mouth and throat, he held Tommy in place as he struggled to accept his cock fully invading him.

John could feel the lips of Tommy boy pussy gripping hard around his pulsing cock. He pushed even father against the twinks vulnerable opening. But as Tommy was held there, helpless to do anything but accept his boss's thick cock as it ruined his ass, his groans and cries soon turned into moans. He could feel John flex his member as he started gyrating his hips against Tommy's butt cheeks. Tommy's eyes started rolling back again as John pulled his cock back, slowly, before pounding the full length in again and holding it in place. John did this several times before arching his new sluts back again and picking up the speed of his thrusts.

"Fuck yeah baby", John whispered as he began working Tommy's creamy pink hole. "I knew you'd make the perfect little boy slut for me. Look at that pussy stretch around my cock". The verbal top continued to dominate Tommy and pound out his hole until Tommy felt the same tensing from John's cock that he felt when John was shoving it down his throat. John groaned as his second load squirted into Tommy, officially breading the Twink for the first time.

As John recovered his breath, he looked down hungrily at the spent twink. "I'm far from done with you" John stated. Tommy wrapped his arms around John has he picked him up and set him down on his already throbbing cock. Tommy gasped loudly again, still not fully used to the full girth or length of his boss. But that did not slow John down. He quickly spun Tommy around so his back was facing John's chest. He then slid his arms under Tommy's arms and through his thighs before grabbing both ankles and pressing Tommy's legs against his chest. Tommy felt like he had been folded into a yoga pose as he sat pinned on John's lap with his cock balls deep inside of him. But he realized John had positioned him like this for control. There was nothing Tommy could do but take his huge cock. Not that there was anything else he could have done before, or wanted to, but in this position, Tommy was fully at John's mercy.

And John had little mercy for the twink's hungry hole. He began bouncing Tommy up and down as he gripped his ankles tight and held his legs against his chest. John could feel Tommy quivering as he fucked him without remorse. Soon the slim bottom began squirming uncontrollably as his boss's bareback cock made Tommy cum hands free. The young intern squirted all over the table before collapsing against the pinning of John's arms as he continued to plow his used hole.

As John continued to fuck his new conquest, he was already laying out more plans. The thought brought him to orgasm and he began to pump his cock faster into Tommy's gripping boy hole. As the second load began fulling him, Tommy could feel John's warm cum bursting up to the brim. Even after being stretched out for so long, his boss's loads were so big that Tommy could only fit part of the second before it spilled over and onto his chest.

Tommy was exhausted, covered in cum, and had never felt more fulfilled in his life. John dropped Tommy off at his apartment after the two got dressed. As Tommy got out of the car, John leaned over and told him "Make sure you're on time tomorrow. I have assignments for you." John drove off leaving his intern full of cum and with his head spinning.

That night, Tommy continued to finger his pussy thinking about the encounter he had experienced. He came three more times and eagerly arose the next day before his alarm went off. As Tommy got to work, John called him into his office. Tommy was excited at the prospect of what John may have had in mind. But when he got there, John told Tommy, without looking up from his work, that there was something on Tommy's desk that was part of his new work requirements and to go review it.

Tommy felt slightly confused as he started towards his office. He figured he still would need to fulfill his duties as an intern, but he expected John would have at least mentioned something about last night. As Tommy walked into his office, he saw an unlabeled white box on his desk. When he opened it, he saw that it was a tiny pink chastity cage with a note. It read "Tommy, wear this immediately. It is part of your official work uniform moving forward. I expect you to wear this at all times in connection with any of your responsibilities as an intern for this firm."

Tommy looked down at the small chastity device with confusion and apprehension. He had heard of these before, but had never even dreamed he would be putting one on. However, before Tommy could process what he was being commanded to do, his desk phone rang. Tommy was startled out of his thoughts and saw that it was John. He answered and John said "Come to my office and I'll show you one time how to put it on. After that, don't come to work without wearing it." Tommy clenched the chastity cage in his pocket as he slowly approached John's office. When he touched the doorknob, he heard John say "come on in Tommy, I'm ready for you"...

... to be continued.

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