Pete was driving home from a long day of work. He was a little tired, but he knew this route like the back of his hand (having driven it every day for the past 3 years), so he wasn’t worried about it. At this point, he would almost be on autopilot while making the drive. That complacency is what led to what would be the biggest mistake of his life.
Pete’s eyes started to shut, and he drifted off into the oncoming lane. The honking of the car coming towards him, mixed with the screeching of its tires as the driver slammed on the brakes in an effort to avoid a fatal collision, jolted Pete awake. He managed to turn the wheel, and his car back on to his side of the road just in the nick of time, narrowly avoiding the other vehicle. He looked in his rear-view mirror and saw that the other car had pulled just slightly off the side of the road. Not looking like the other car had actually crashed, he sped along, not wanting the other driver to get his license plate and report him to the police.After a bit of worrying that night, Pete forgot all about the incident. Days went past and nothing had come of it anyways, he had no reason to think about it anymore, no reason to think that it would come back to haunt him… But it would.
Around a week after the incident, Pete was on his way home when a police car pulled up behind him and turned on it’s lights. “Oh come on, I’m barely speeding!” Pete exclaimed, and pulled off onto the side of the road. The lights flashed in his rear view mirror while Pete fumbled around in his glove box, muttering to himself angrily about how ridiculous this was, trying to find his registration.
A loud tap came from his window. Pete quickly turned and rolled it down “Sorry officer, I was just getting my…” “MMPHHH!”, a hand, holding a strong smelling cloth pushed its way in the window against Pete’s nose and mouth, pressing his head up against the driver seat’s headrest. His head was trapped, and Pete soon succumbed to sleep.
Pete woke up, still groggy from whatever had been used to knock him out. His vision was blurry, not that that would have mattered. The room he was in was too dark to see much of anything anyways.
“You’re awake”. A deep, booming, voice said from somewhere within the darkness. Pete struggled to focus his vision. An outline of a large individual, sitting in a chair in front of him began to appear.
It was at this point that Pete noticed just how uncomfortable he was, as feeling began to return throughout his body. His legs were spread apart, and he could feel a gentle rush of cold air brush directly against his skin, as the large figure in front of him stood up.
“So.. Pete… after you nearly ran that car off the road last week, did you feel bad? Did you feel guilty, for almost killing someone else because of your reckless actions?”
Pete was too shocked to even respond. He had forgotten all about the incident, and at the moment was too concerned about what was going on to be able to think of anything to say.
“Well? Have you honestly forgotten already?!” The voice boomed. An echo moved throughout the small dark room. In it, Pete could hear the anger in the powerful voice that created it.
“No…” Pete replied.
“Speak up!” The man yelled. Louder this time, even more angry than before. Pete could hear the man’s breathing get louder, and quicken. Clearly agitated at Pete’s meager response.
“No, I didn’t forget… I.. I didn’t mean to. I was just tired and…” “ENOUGH!” The voice exploded, once again filled with rage.
“You can make all of the excuses you want. Maybe you were tired, maybe it was just a stupid accident… But when it came down to it, did you own up to your mistake? Make sure that the person you k… could have killed… was alright? Did you even think about pulling over, or turning around?”
“I.. no.” Pete said, accepting the meaning behind the mysterious man’s words. He knew that what he had done was wrong, and he ran away. But the other driver was fine right? Nobody was hurt… why did it matter?
“Since that accident, I’ve been watching you. I did as much research on you as I possibly could. Went through all of your social media, found everything I could about you online. And all of it showed me one thing, that from your actions, I already knew… You’ve never had to experience consequences for your actions. Your family’s money and name has gotten you out of all of the trouble you’ve ever gotten yourself into. And you’ve gotten yourself into more than your share. I found out about your DUIs that were swept under the rug.. I’m sure you can thank your Daddy’s friend the Police Captain for that, and about the way you’ve treated women. You’ve gotten away with all of it for too long.” The man spoke, no longer sounding as angry or excited as he did before. Now, his voice had taken on a tone that seemed more matter of fact, not so much angry, but incredibly serious.
Pete couldn’t do anything but listen, terrified that this man had been able to dig so much up from his past. Sure, he’d had a couple of DUIs, but he was young. He didn’t know how much alcohol he could handle at the time. Why should his whole life have been ruined by a stupid mistake that didn’t end up hurting anyone? As for the girls, yeah, he’d gotten a little bit grabby at times, but it’s not like he did anything serious. It’s not like he was a rapist, he just grabbed a few tits and asses. So what? What guy hadn’t?
Before Pete had a chance to respond a bright light was clicked on. Shining directly at Pete, it blinded him for a moment before his eyes had a chance to adjust.
Once they did, Pete could finally see the predicament that he was really in. He was laying down on his back, with his legs splayed out in front of him. He was restrained with his head held back, just barely allowing him to see the clothing that he had been dressed in.. or more accurately, the lack thereof.
On his chest, was a bright pink bra, looking fairly empty of course, since he didn’t have the chest to fill it. Looking further down he saw a white, lace, garter belt adorning his hips, clipped to which were a pair of matching stockings going all the way down his now hairless, legs (Had he been shaved? What the hell?). Finally, what felt the most humiliating to him was the pair of bright pink panties, that matched the bra that was wrapped around his chest.
“What the fuck!” He exclaimed, wondering what sick game his captor was playing. “Get me out of this sh..it and.. let me fucking go!” Pete screamed, his voice wavering during his outburst, showing his captor that despite trying to come across as brave, he was very, very afraid.
“You’re awake”. A deep, booming, voice said from somewhere within the darkness. Pete struggled to focus his vision. An outline of a large individual, sitting in a chair in front of him began to appear.
It was at this point that Pete noticed just how uncomfortable he was, as feeling began to return throughout his body. His legs were spread apart, and he could feel a gentle rush of cold air brush directly against his skin, as the large figure in front of him stood up.
“So.. Pete… after you nearly ran that car off the road last week, did you feel bad? Did you feel guilty, for almost killing someone else because of your reckless actions?”
Pete was too shocked to even respond. He had forgotten all about the incident, and at the moment was too concerned about what was going on to be able to think of anything to say.
“Well? Have you honestly forgotten already?!” The voice boomed. An echo moved throughout the small dark room. In it, Pete could hear the anger in the powerful voice that created it.
“No…” Pete replied.
“Speak up!” The man yelled. Louder this time, even more angry than before. Pete could hear the man’s breathing get louder, and quicken. Clearly agitated at Pete’s meager response.
“No, I didn’t forget… I.. I didn’t mean to. I was just tired and…” “ENOUGH!” The voice exploded, once again filled with rage.
“You can make all of the excuses you want. Maybe you were tired, maybe it was just a stupid accident… But when it came down to it, did you own up to your mistake? Make sure that the person you k… could have killed… was alright? Did you even think about pulling over, or turning around?”
“I.. no.” Pete said, accepting the meaning behind the mysterious man’s words. He knew that what he had done was wrong, and he ran away. But the other driver was fine right? Nobody was hurt… why did it matter?
“Since that accident, I’ve been watching you. I did as much research on you as I possibly could. Went through all of your social media, found everything I could about you online. And all of it showed me one thing, that from your actions, I already knew… You’ve never had to experience consequences for your actions. Your family’s money and name has gotten you out of all of the trouble you’ve ever gotten yourself into. And you’ve gotten yourself into more than your share. I found out about your DUIs that were swept under the rug.. I’m sure you can thank your Daddy’s friend the Police Captain for that, and about the way you’ve treated women. You’ve gotten away with all of it for too long.” The man spoke, no longer sounding as angry or excited as he did before. Now, his voice had taken on a tone that seemed more matter of fact, not so much angry, but incredibly serious.
Pete couldn’t do anything but listen, terrified that this man had been able to dig so much up from his past. Sure, he’d had a couple of DUIs, but he was young. He didn’t know how much alcohol he could handle at the time. Why should his whole life have been ruined by a stupid mistake that didn’t end up hurting anyone? As for the girls, yeah, he’d gotten a little bit grabby at times, but it’s not like he did anything serious. It’s not like he was a rapist, he just grabbed a few tits and asses. So what? What guy hadn’t?
Before Pete had a chance to respond a bright light was clicked on. Shining directly at Pete, it blinded him for a moment before his eyes had a chance to adjust.
Once they did, Pete could finally see the predicament that he was really in. He was laying down on his back, with his legs splayed out in front of him. He was restrained with his head held back, just barely allowing him to see the clothing that he had been dressed in.. or more accurately, the lack thereof.
On his chest, was a bright pink bra, looking fairly empty of course, since he didn’t have the chest to fill it. Looking further down he saw a white, lace, garter belt adorning his hips, clipped to which were a pair of matching stockings going all the way down his now hairless, legs (Had he been shaved? What the hell?). Finally, what felt the most humiliating to him was the pair of bright pink panties, that matched the bra that was wrapped around his chest.
“What the fuck!” He exclaimed, wondering what sick game his captor was playing. “Get me out of this sh..it and.. let me fucking go!” Pete screamed, his voice wavering during his outburst, showing his captor that despite trying to come across as brave, he was very, very afraid.
“I’m going to let that little outburst go. But just this once. Don’t you EVER speak to me like that again.” His captor said, an air of authority radiating from his every word. He gave Pete a chance to respond, but Pete stayed quiet.
“That’s better. Now, don’t worry. You will be going home soon. I won’t keep you long… In fact, I’m pretty well done with you… for now.” He said.
Pete began thinking that maybe he would get off easy. Sure, this was humiliating, but if being dressed up in women’s clothes and lectured was the “retribution” for all of the shitty things he’d done, then that’s getting off pretty lightly… all things considered. Until he heard the words “for now” that is. Then, the nervousness that had filled him returned in full force. But, if this guy thought for 1 second that he wouldn’t be calling his Dad’s friends in the police department the second he got out of here, he had another thing coming.
“You look confused, or maybe conflicted.” His captor said, the bright light shining towards Pete still helping to conceal the man’s face. “I may be just about done with you today, but I do have plans for you… big plans. I’m going to teach you a little something about humility. About following rules, about putting the needs of others above your own. Once I’ve determined that you are no longer the selfish little prick that you have been for your entire life, then, and only then, I’ll be done with you.”
“Now,” He continued. “If you’re thinking that once you get out of here, you can just run off and hide until I give up, or maybe that you can call some of your Daddy’s powerful friends… I’d suggest you think again. I’m sure that what I’m about to show you will change your mind.”
A screen flickered on in front of Pete, just in front of where the man was standing. A slideshow began to play. Pete was horrified at the pictures on the screen… they were pictures of him, being dressed in the clothes that he now wore. Pictures of him posing seductively… it even looked like his captor had used to photoshop to make it look like he was awake… like he was enjoying it. The pictures that now flashed across the screen made him sick to his stomach, he had to hold himself from throwing up… The pictures showed him, with a massive cock in his hands, then on his made-up face, and finally, in his lipsticked mouth. Tears started to roll down Pete’s face as he watched those final images flash across the screen.
His captor hadn’t bothered to photoshop those last pictures. Somehow, him being asleep almost added to their authenticity. With his eyes closed, as he dreamed peacefully, completely unaware of what was being done to him… his face showed an expression of bliss that made it seem as though he truly enjoyed what he was doing. No.. more than that… it looked like he LOVED what he was doing. What was being done to him. And it was those final pictures that scared him the most. If anyone saw them… there would be no way for him to come back from that. He would be some kind of pansy faggot to everyone that knew about them. And if they were ever released, EVERYONE would know about them. He was sure of that.
“If you thought those ones were bad, just wait until you see the final set.” His captor said, not trying to disguise the joy that he had felt from Pete’s reaction to the images.
His captor pressed a button and a picture of the cock pressed right up against Pete’s tight, virgin asshole.
NO… HE DIDN’T…. Pete thought to himself, terrified of the pictures that could come next.
The next picture appeared, showing the massive cock spurting cum all over Pete’s own, much smaller, soft penis. But in this picture, the pink panties that he had been dressed in had been pulled to the side, exposing the bright pink metal contraption that encased his “manhood”.
“Did you think that I’d fuck you while you were passed out? Well don’t worry about that. I wouldn’t do that without your permission. And if everything goes to plan, you’ll be begging me to fuck you soon enough… especially with that chastity cage locked on your, frankly little, dick.”
At this point, Pete was in a panic. He couldn’t believe that this was happening… it felt like some sort of sick, twisted, nightmare.
“UNTIE ME, GET ME OUT OF THAT FUCKING METAL CAGE, AND LET ME GO OR I WILL MAKE SURE THAT YOUR LIFE IS OVER!!! DO YOU FUCKING GET IT?!?!? YOU KNOW WHO I AM, WHO MY FAMILY IS, I WILL FUCKING END YOU!” Pete screamed, louder than he thought he had ever screamed before.
*SMACK*. His captors massive hand came down across his face. Pete was a little bit dazed, not knowing that someone could possibly put so much force behind a slap. His captor grabbed his face, and moving forward out of the shadows, forced Pete to look directly into his, now clearly enraged, eyes. He was not much older than Pete. A large man, more masculine than Pete had ever been. A short brown beard covered his face, with a professional looking haircut on the top of his head. He was incredibly well groomed, and wore an expensive looking dress shirt with the top few buttons undone, showing off his powerful looking hairy chest. That was about all Pete could take in before his captor started up again.
“What did I say to you about your last little outburst??? This time… you’re going to have to be punished.”
The man began taking the restraints off of Pete’s legs, one at a time. Pete started trying to kick with all his might, but it wasn’t enough. He was nowhere near as strong as his captor, but he knew that he had to at least try.
His captor placed a hand around Pete’s throat.
“ENOUGH.” His voice boomed, echoing throughout the small dark room.
Pete was scared, and could barely breathe. He couldn’t help but to obey.
His captor undid Pete’s binds while keeping his one hand tightly wrapped around Pete’s throat. He then flipped Pete over, positioning him on his hands and knees, and began doing his restraints up once again.
With his restraints done up once more, Pete realized what a vulnerable position he was now in. His backside exposed to his captor. Thinking back to what his captor had said, he had a good idea of what the “punishment” would be.
*SMACK*. His captor’s hand came down, hard, on his exposed bottom. Pete let out a whimper, again, not expecting the power that his captor possessed.
*SMACK*. This time Pete cried out in pain. His captor had hit him again, in the same spot, causing even more pain than the first hit. The hits continued to rain down for some time, after a few more Pete began to cry, loudly.
“I think at this point, you’ve probably learnt your lesson… But I really, really, want it to stick this time.” His captor said.
Pete began to whimper between sniffles “Please… p.. please .. I’m sorry. I won’t… I won’t yell at.. You. Ever again.” But despite his cries, he could hear his captor moving around the room, clearly looking for something.
“Ah, there it is. I wasn’t planning on getting to this so early, but it actually might be a good idea.”
Pete heard the pop of a plastic bottle being opened. His bright, pink panties were pulled to the side, and he felt a cold liquid squirt directly on to his virgin asshole.
“No, p... “ Pete began to protest, but quickly stopped himself, the pain of his beaten, bright red, ass, reminding him to keep quiet.
“You’re learning.” His captor said, before using a finger to rub the liquid around Pete’s tight little hole. “Don’t worry, like I said before, I won’t fuck you until you’ve given me permission. But, I do want you to be ready when that day does finally come.” With that, he began pressing something cold and hard up against Pete’s hole. He slowly began to push it in, moving it around a little bit as he did, easing it inside. Finally, with a small pop, it was almost sucked in. Leaving Pete with an odd, full feeling. Pete’s ass felt like it was being stretched from the inside, but he had expected it to hurt. Instead, it was just… uncomfortable.
“How does that feel?” His captor asked, giving the object that now filled Pete’s tight ass a small tug, causing Pete to let out a small, high pitched sound in response.
Before Pete had a chance to respond properly (not that he had come up with a good answer to the question anyways), his captor spoke again “Judging by that sound you’re liking it already. I wasn’t expecting that, but it’s a nice surprise. I can’t wait to see the little butt-slut that you’ll become.”
Pete again kept quiet. Inside he was fuming, but he didn’t want to risk another “punishment”. Who knows what this sick, twisted, man would come up with for the next one. If he could just keep quiet, he could get out of here and figure out some way to have this bastard thrown in jail.
The man pulled the panties back over Pete’s now very sore (and full) ass, giving him a solid smack on his sore cheeks.
“Nothing to say? This might end up being even easier than I thought... Anyways, it’s about time for you to get going, it’s getting late and we wouldn’t want your father wondering where you are.” His captor began wiping the makeup from Pete’s face, then started to undo his binds. He stopped just before undoing the binds on his arms and looked at Pete.
“Now, you’ve seen those pictures… and you know that they would completely destroy you if they were ever released. I assure you, I don’t just have one copy of them, and they aren’t just on one device.. So if you plan on trying to get rid of them you’d have some trouble to say the least. I also recorded our little session while you’ve been awake. And… at times anyways… you’ve looked very obedient. With some clever editing, one might even think you were enjoying yourself.
If you do everything that I ask of you, if you’re able to prove to me that you fully understand that your actions have consequences, and once I feel that your punishment has been fair… everything will be deleted.
And, just in case you still have any ideas… I think you should remember that pink, metal contraption that’s locked around your little cock. I’ll be keeping the key to that until I decide otherwise.”
He kept his gaze directly on Pete, looking him right in the eyes, as if daring him to test him. As if saying “Try me, sissy”.
He stayed like that for a sold 15 seconds. Just staring. But Pete didn’t say a word. He had to break eye contact after around 5 seconds. The thought of what this man had done to him, what this man planned to do to him… it made him feel weak… it made him feel scared, exposed, used… Seeing the power that radiated with his captor’s gaze.. He just couldn’t bring himself to look him in the eye.
“You just keep surprising me… Alright then. I’m going to take you to your car, and you can be on your way.”
He undid the binds around Pete’s wrists. Pulling him up to his feet. Pete just stood there for a second, not sure exactly what he was expected to do. His captor gave him a little push and pointed to the ground in front of him, where his clothes lay in a heap.
“Unless you want to go home dressed in your lingerie, I’d probably put those on.”
Pete started to pull his panties down when a hand smacked his own away.
His captor placed a hand around Pete’s throat.
“ENOUGH.” His voice boomed, echoing throughout the small dark room.
Pete was scared, and could barely breathe. He couldn’t help but to obey.
His captor undid Pete’s binds while keeping his one hand tightly wrapped around Pete’s throat. He then flipped Pete over, positioning him on his hands and knees, and began doing his restraints up once again.
With his restraints done up once more, Pete realized what a vulnerable position he was now in. His backside exposed to his captor. Thinking back to what his captor had said, he had a good idea of what the “punishment” would be.
*SMACK*. His captor’s hand came down, hard, on his exposed bottom. Pete let out a whimper, again, not expecting the power that his captor possessed.
*SMACK*. This time Pete cried out in pain. His captor had hit him again, in the same spot, causing even more pain than the first hit. The hits continued to rain down for some time, after a few more Pete began to cry, loudly.
“I think at this point, you’ve probably learnt your lesson… But I really, really, want it to stick this time.” His captor said.
Pete began to whimper between sniffles “Please… p.. please .. I’m sorry. I won’t… I won’t yell at.. You. Ever again.” But despite his cries, he could hear his captor moving around the room, clearly looking for something.
“Ah, there it is. I wasn’t planning on getting to this so early, but it actually might be a good idea.”
Pete heard the pop of a plastic bottle being opened. His bright, pink panties were pulled to the side, and he felt a cold liquid squirt directly on to his virgin asshole.
“No, p... “ Pete began to protest, but quickly stopped himself, the pain of his beaten, bright red, ass, reminding him to keep quiet.
“You’re learning.” His captor said, before using a finger to rub the liquid around Pete’s tight little hole. “Don’t worry, like I said before, I won’t fuck you until you’ve given me permission. But, I do want you to be ready when that day does finally come.” With that, he began pressing something cold and hard up against Pete’s hole. He slowly began to push it in, moving it around a little bit as he did, easing it inside. Finally, with a small pop, it was almost sucked in. Leaving Pete with an odd, full feeling. Pete’s ass felt like it was being stretched from the inside, but he had expected it to hurt. Instead, it was just… uncomfortable.
“How does that feel?” His captor asked, giving the object that now filled Pete’s tight ass a small tug, causing Pete to let out a small, high pitched sound in response.
Before Pete had a chance to respond properly (not that he had come up with a good answer to the question anyways), his captor spoke again “Judging by that sound you’re liking it already. I wasn’t expecting that, but it’s a nice surprise. I can’t wait to see the little butt-slut that you’ll become.”
Pete again kept quiet. Inside he was fuming, but he didn’t want to risk another “punishment”. Who knows what this sick, twisted, man would come up with for the next one. If he could just keep quiet, he could get out of here and figure out some way to have this bastard thrown in jail.
The man pulled the panties back over Pete’s now very sore (and full) ass, giving him a solid smack on his sore cheeks.
“Nothing to say? This might end up being even easier than I thought... Anyways, it’s about time for you to get going, it’s getting late and we wouldn’t want your father wondering where you are.” His captor began wiping the makeup from Pete’s face, then started to undo his binds. He stopped just before undoing the binds on his arms and looked at Pete.
“Now, you’ve seen those pictures… and you know that they would completely destroy you if they were ever released. I assure you, I don’t just have one copy of them, and they aren’t just on one device.. So if you plan on trying to get rid of them you’d have some trouble to say the least. I also recorded our little session while you’ve been awake. And… at times anyways… you’ve looked very obedient. With some clever editing, one might even think you were enjoying yourself.
If you do everything that I ask of you, if you’re able to prove to me that you fully understand that your actions have consequences, and once I feel that your punishment has been fair… everything will be deleted.
And, just in case you still have any ideas… I think you should remember that pink, metal contraption that’s locked around your little cock. I’ll be keeping the key to that until I decide otherwise.”
He kept his gaze directly on Pete, looking him right in the eyes, as if daring him to test him. As if saying “Try me, sissy”.
He stayed like that for a sold 15 seconds. Just staring. But Pete didn’t say a word. He had to break eye contact after around 5 seconds. The thought of what this man had done to him, what this man planned to do to him… it made him feel weak… it made him feel scared, exposed, used… Seeing the power that radiated with his captor’s gaze.. He just couldn’t bring himself to look him in the eye.
“You just keep surprising me… Alright then. I’m going to take you to your car, and you can be on your way.”
He undid the binds around Pete’s wrists. Pulling him up to his feet. Pete just stood there for a second, not sure exactly what he was expected to do. His captor gave him a little push and pointed to the ground in front of him, where his clothes lay in a heap.
“Unless you want to go home dressed in your lingerie, I’d probably put those on.”
Pete started to pull his panties down when a hand smacked his own away.
“Did I say you could take anything off? You’re keeping all of that on. Just put your old clothes on overtop.”
It was at that point that Pete noticed the only things that were there in the pile of clothes were his pants and shirt. The underwear and socks that he had been wearing were nowhere to be found. He put his clothes on and looked back at his captor.
“Good, now put this on and I’ll take you to your car.” he said, as he handed Pete a thick, dark, blindfold. “I wouldn’t want you knowing where I live.. That might give you some ideas.” He said.
Pete begrudgingly did as he was asked and was guided up a flight of stairs and into the back of a car. The drive was short and uneventful. When they arrived, his captor ordered Pete to leave the blindfold on until he had driven away. Pete tried to take the blindfold off in time to see the license plate of his captor’s car, but the man must have thought of that, driving off into the dark night with his lights off.
Pete stood there, keys in hand just staring off at the road as the dark outline of his captor’s car became smaller and smaller. Eventually the car was out of sight and Pete got into his own. As he sat in the driver’s seat, he felt a sting come from his still sore ass cheeks, and felt the plug move inside of him, moving directly against his prostate.
The jolt of the plug pressing against his prostate brought the reality of everything that happened crashing down at once. He broke down, wondering what he was going to do.
Had he really done anything to deserve this? He hadn’t been the best person, he had made some mistakes… but this… this was sick! He would have far rathered gone to jail for his actions than have had to go through this! And the man said that there would be more to come? Wasn’t this sexual torture enough!?
He sat in his car crying for 15 minutes before starting the car, and beginning the drive home. He mostly recognized where he had been dropped off, as it was just off the main road that the man had abducted him on.
Pete pulled into the parking lot of his apartment complex. He looked at himself in his rearview mirror before getting out of his car. It was obvious that he had been crying, his eyes were swollen and red. “Pull yourself together!” Pete said out loud to himself. He was sure he would figure a way out of this. He always did.
He sat in his car for a few more minutes to collect himself before going inside. As he walked through the entrance, he could feel the panties riding up between his buttcheeks, and the plug jostling around inside of him with every step. Two constant reminders of the humiliation that he had just experienced. With every pair of eyes that looked at him on his way to the elevator, Pete became more and more paranoid.
They know something he thought to himself. They can tell I’ve been crying… is the bra leaving an outline?
He quickened his pace, trying to reach the elevator before he had a nervous breakdown.
“Hey Pete, wait up!” A cheery voice cried out from behind him. Pete kept on walking towards the elevator, pretending not to have heard anything.
A hand grabbed Pete’s shoulder from behind, gently turning him around. “Have you gone deaf? Didn’t you hear me?”
This couldn’t get any worse! Pete thought to himself. He was now standing in front of his incredibly attractive neighbour Taylor. Taylor was essentially Pete’s dream girl. Scratch that, Taylor was LITERALLY Pete’s dream girl, with him having dreamt of her once a night since she moved in beside him.
Pete thought that she could easily be a model if she wanted to, but instead she was a waitress at some high end restaurant in the city. She was around 5’8” (about the same height as Pete), and always wore something that showed off her gorgeous, toned, legs. She had long, natural blonde hair and beautiful bright blue eyes. She had just a slight hint of a tan that never seemed to go away, even in the winter. Her boobs weren’t particularly massive (like Pete usually liked them) but were a respectable C cup, and Pete could tell they were incredibly perky from the sports bras that Taylor liked to wear when she would go out for her morning run. Her ass.. Her ass was Pete’s favourite part of her. He would spend time in the workout facility pretending to workout, just to stare at Taylor’s ass while she ran on the treadmill, or used the squat rack.
Pete had been trying to get her to warm up to him enough for a date from the first day she moved in. He had felt like his plan had been working, but right now, wasn’t exactly in the most confident of moods.
“Hi Taylor!” Pete tried to come across as cheery as she had with her initial hello, judging by the look on Taylor’s face though, he hadn’t succeeded.
“Did I catch you at a bad time? It kind of seems like something’s up?” Taylor asked, clearly noticing that he was acting a little off.
“Yeah, sorry Taylor.. I’m just in a little bit of a rush, that’s all.” Pete replied, his heart still beating out of his chest.
“Oh, alright. I’ll let you go then. But before I do, I was just wondering if you wanted to maybe hang out tonight? If you’re not busy?” Taylor asked, at first looking a little dejected, but her cheerful self coming through in the end.
She wants to hang out!?? Oh God, why now??? But if I say no, I’ll probably regret it for the rest of my life… this is my shot! Pete thought to himself, clearly conflicted.
“Sure Taylor! I’d love to!” Pete blurted out, unable to stop himself. If this was his one shot he sure as hell wasn’t going to let that creep ruin it for him… he’d done enough damage as is.
“Awesome! I’ll come by your place at around 8? I just heard about this really cool bar a few blocks away, we could go there and get a drink!” Taylor said, a sparkle in her eye.
Pete couldn’t believe this. This was simultaneously the luckiest, and unluckiest, day of his life. He was literally kidnapped, sexually humiliated, and was then asked out on a date by the hottest woman he had ever met! At least that would give him a few hours to figure this all out. And at the very least, to change out of the lingerie that he still wore underneath his clothes.
“Great, see you then!” He hastily replied as he made his escape into the open elevator, pressing the button for his floor, and taking the trip up alone, in silence.
The jolt of the plug pressing against his prostate brought the reality of everything that happened crashing down at once. He broke down, wondering what he was going to do.
Had he really done anything to deserve this? He hadn’t been the best person, he had made some mistakes… but this… this was sick! He would have far rathered gone to jail for his actions than have had to go through this! And the man said that there would be more to come? Wasn’t this sexual torture enough!?
He sat in his car crying for 15 minutes before starting the car, and beginning the drive home. He mostly recognized where he had been dropped off, as it was just off the main road that the man had abducted him on.
Pete pulled into the parking lot of his apartment complex. He looked at himself in his rearview mirror before getting out of his car. It was obvious that he had been crying, his eyes were swollen and red. “Pull yourself together!” Pete said out loud to himself. He was sure he would figure a way out of this. He always did.
He sat in his car for a few more minutes to collect himself before going inside. As he walked through the entrance, he could feel the panties riding up between his buttcheeks, and the plug jostling around inside of him with every step. Two constant reminders of the humiliation that he had just experienced. With every pair of eyes that looked at him on his way to the elevator, Pete became more and more paranoid.
They know something he thought to himself. They can tell I’ve been crying… is the bra leaving an outline?
He quickened his pace, trying to reach the elevator before he had a nervous breakdown.
“Hey Pete, wait up!” A cheery voice cried out from behind him. Pete kept on walking towards the elevator, pretending not to have heard anything.
A hand grabbed Pete’s shoulder from behind, gently turning him around. “Have you gone deaf? Didn’t you hear me?”
This couldn’t get any worse! Pete thought to himself. He was now standing in front of his incredibly attractive neighbour Taylor. Taylor was essentially Pete’s dream girl. Scratch that, Taylor was LITERALLY Pete’s dream girl, with him having dreamt of her once a night since she moved in beside him.
Pete thought that she could easily be a model if she wanted to, but instead she was a waitress at some high end restaurant in the city. She was around 5’8” (about the same height as Pete), and always wore something that showed off her gorgeous, toned, legs. She had long, natural blonde hair and beautiful bright blue eyes. She had just a slight hint of a tan that never seemed to go away, even in the winter. Her boobs weren’t particularly massive (like Pete usually liked them) but were a respectable C cup, and Pete could tell they were incredibly perky from the sports bras that Taylor liked to wear when she would go out for her morning run. Her ass.. Her ass was Pete’s favourite part of her. He would spend time in the workout facility pretending to workout, just to stare at Taylor’s ass while she ran on the treadmill, or used the squat rack.
Pete had been trying to get her to warm up to him enough for a date from the first day she moved in. He had felt like his plan had been working, but right now, wasn’t exactly in the most confident of moods.
“Hi Taylor!” Pete tried to come across as cheery as she had with her initial hello, judging by the look on Taylor’s face though, he hadn’t succeeded.
“Did I catch you at a bad time? It kind of seems like something’s up?” Taylor asked, clearly noticing that he was acting a little off.
“Yeah, sorry Taylor.. I’m just in a little bit of a rush, that’s all.” Pete replied, his heart still beating out of his chest.
“Oh, alright. I’ll let you go then. But before I do, I was just wondering if you wanted to maybe hang out tonight? If you’re not busy?” Taylor asked, at first looking a little dejected, but her cheerful self coming through in the end.
She wants to hang out!?? Oh God, why now??? But if I say no, I’ll probably regret it for the rest of my life… this is my shot! Pete thought to himself, clearly conflicted.
“Sure Taylor! I’d love to!” Pete blurted out, unable to stop himself. If this was his one shot he sure as hell wasn’t going to let that creep ruin it for him… he’d done enough damage as is.
“Awesome! I’ll come by your place at around 8? I just heard about this really cool bar a few blocks away, we could go there and get a drink!” Taylor said, a sparkle in her eye.
Pete couldn’t believe this. This was simultaneously the luckiest, and unluckiest, day of his life. He was literally kidnapped, sexually humiliated, and was then asked out on a date by the hottest woman he had ever met! At least that would give him a few hours to figure this all out. And at the very least, to change out of the lingerie that he still wore underneath his clothes.
“Great, see you then!” He hastily replied as he made his escape into the open elevator, pressing the button for his floor, and taking the trip up alone, in silence.
*Ding*
The elevator let out a chime, letting Pete know that he had reached his floor. He stepped out of the elevator, pulling at the wedgie that his tight pink panties were giving him. He made his way into his apartment, speed walking through the hall like a man on a mission, the plug rubbing up against his prostate a little bit more with every step.
Pete opened the door and slipped inside, collapsing into a heap on his bed. Falling onto his bed once again caused the plug to shift, but this time Pete had to admit to himself… it felt good. Really good.
It doesn’t matter how it feels! Pete thought to himself. This is humiliating! He got up off of his bed and made his way to the washroom. He began to remove his clothing, starting with his own, male outerwear. When he had that off, he looked forward, into the full length mirror that sat on the wall in front of him. He couldn’t believe that he was thinking it… but his body actually looked really feminine. If he couldn’t see his face, he might reasonably be looking at a girl. Just, one lacking the curves that he really liked in a woman. His curiosity piqued, Pete couldn’t help himself from turning around and taking a look at what his now hairless ass looked like, with his tight pink panties riding up in between his cheeks. Pete had always had a fairly big butt for a guy, but in the panties… his ass looked genuinely amazing… Exactly the type of butt that he had always loved on a girl.
Pete started to experience a strange, uncomfortable feeling coming from his crotch. He pulled the panties to the side and noticed that his dick was trying to get hard, but couldn’t break free of the confines of its metal cage. There was also a noticeable amount of precum dripping from his straining member. Did I seriously just get turned on from looking at myself in lingerie???? What the fuck!!!
Disgusted with his body’s reaction to his own feminine ass, Pete began to rip the lingerie from his body as quickly as he could. Once he was naked, he, gingerly, began to pull at the base of the plug that still filled his tight ass. Taking more effort than he expected, the plug was pulled free, coming out with a loud *pop*.
Pete looked at the plug in disbelief. His captor had put it inside of him without allowing him to have so much as a glimpse of it, and now, seeing what had been inside of him this entire time caused Pete’s face to turn beet red.
On the plug’s base was a bright pink, shimmering crystal. As if that wasn’t bad enough, the plug itself, after a much smaller stem, formed into a veiny, realistic, 4” long cock. At its largest point, it was thicker than Pete’s own… at somewhere around 2” thick.
The elevator let out a chime, letting Pete know that he had reached his floor. He stepped out of the elevator, pulling at the wedgie that his tight pink panties were giving him. He made his way into his apartment, speed walking through the hall like a man on a mission, the plug rubbing up against his prostate a little bit more with every step.
Pete opened the door and slipped inside, collapsing into a heap on his bed. Falling onto his bed once again caused the plug to shift, but this time Pete had to admit to himself… it felt good. Really good.
It doesn’t matter how it feels! Pete thought to himself. This is humiliating! He got up off of his bed and made his way to the washroom. He began to remove his clothing, starting with his own, male outerwear. When he had that off, he looked forward, into the full length mirror that sat on the wall in front of him. He couldn’t believe that he was thinking it… but his body actually looked really feminine. If he couldn’t see his face, he might reasonably be looking at a girl. Just, one lacking the curves that he really liked in a woman. His curiosity piqued, Pete couldn’t help himself from turning around and taking a look at what his now hairless ass looked like, with his tight pink panties riding up in between his cheeks. Pete had always had a fairly big butt for a guy, but in the panties… his ass looked genuinely amazing… Exactly the type of butt that he had always loved on a girl.
Pete started to experience a strange, uncomfortable feeling coming from his crotch. He pulled the panties to the side and noticed that his dick was trying to get hard, but couldn’t break free of the confines of its metal cage. There was also a noticeable amount of precum dripping from his straining member. Did I seriously just get turned on from looking at myself in lingerie???? What the fuck!!!
Disgusted with his body’s reaction to his own feminine ass, Pete began to rip the lingerie from his body as quickly as he could. Once he was naked, he, gingerly, began to pull at the base of the plug that still filled his tight ass. Taking more effort than he expected, the plug was pulled free, coming out with a loud *pop*.
Pete looked at the plug in disbelief. His captor had put it inside of him without allowing him to have so much as a glimpse of it, and now, seeing what had been inside of him this entire time caused Pete’s face to turn beet red.
On the plug’s base was a bright pink, shimmering crystal. As if that wasn’t bad enough, the plug itself, after a much smaller stem, formed into a veiny, realistic, 4” long cock. At its largest point, it was thicker than Pete’s own… at somewhere around 2” thick.
Pete was utterly humiliated. He wanted to just throw the lingerie and the plug in the garbage, but knew that probably wasn’t a good idea. He composed himself, then went out into his bedroom and got changed.
He made his way to his living room and sat down on the couch. Taking the plug out had left him with an empty feeling. It felt strange, almost making him want to put it back in. At least when it was in he got some pleasure out of it… now he just felt uncomfortable. He also noticed the chastity cage far more now that it didn’t have the support from the panties keeping it up. The weight from the metal cage was now pulling down on his penis and balls, inside of his loose boxers. I need to get some boxer briefs or something. Pete thought to himself. Wait, no! What the fuck am I thinking???? I need to find some way out of this fucking thing, not figure out how to deal with it!
*bzzzztttt* Pete’s phone buzzed. He had a text from Taylor.
“Hey! I know I said 8 but I’m really bored! Want to go out now instead? Pleeeease??”
Damnit… Pete hadn’t had time to figure anything out. But he had at least had some time to calm down. He wanted more time, but also didn’t want to ruin his chance with Taylor.
“Yeah sure, I’m bored too. See you in a few?” He replied.
He quickly got up and threw on some deodorant, since he hadn’t had a chance to shower. He was about to brush his teeth when he heard Taylor knocking at the door.
Pete answered the door. Taylor stood there with a smile on her face, looking absolutely stunning. She was wearing a tight pair of jeans, that clung to her legs like a second skin. Pete could only imagine what her ass would look like in them once she turned around... She wore a low cut blouse, that showed just a hint of her bra at the top of the neckline, and plenty of cleavage. Her makeup was immaculate. Very lightly done, but enough to bring out the very best parts of her beautiful face. Her long blonde hair had been curled to give it a slightly wavy look that Pete had never seen on her before.
He could tell that Taylor had put a lot of effort into getting ready, and felt a little bit bad that all he had done is slapped some deodorant on and called it a day. I have A LOT going on right now. He thought to himself.
I think I can let this one slide. Next time (if there is a next time) I’ll go all out!
“Hey! You ready?” Taylor asked, flashing her beautiful smile.
“Hey, yeah I’m ready. You look great.” Pete responded, a little bit quietly. He second guessed himself mentioning her looks, but he could see by her reaction that she had enjoyed the compliment.
“Oh, thanks! Let’s get going.” She replied, as her smile got a little bit wider.
They made their way outside and towards the bar that Taylor had mentioned earlier, making small talk along the way.
So far, things seemed to be going really well. Taylor was laughing at all of his jokes, and coming back with some good ones of her own. She always led the conversation too, so Pete never had to worry about any awkward silence.
After walking a little way, they arrived at the bar. It had a large, pink, neon sign directly above the entrance. “The Rabbit Hole” was written clearly in the center.
“Hey! You ready?” Taylor asked, flashing her beautiful smile.
“Hey, yeah I’m ready. You look great.” Pete responded, a little bit quietly. He second guessed himself mentioning her looks, but he could see by her reaction that she had enjoyed the compliment.
“Oh, thanks! Let’s get going.” She replied, as her smile got a little bit wider.
They made their way outside and towards the bar that Taylor had mentioned earlier, making small talk along the way.
So far, things seemed to be going really well. Taylor was laughing at all of his jokes, and coming back with some good ones of her own. She always led the conversation too, so Pete never had to worry about any awkward silence.
After walking a little way, they arrived at the bar. It had a large, pink, neon sign directly above the entrance. “The Rabbit Hole” was written clearly in the center.
Comments
Post a Comment