Elizabeth here; this is part one of a two part story, and is my only story without speculative elements (apart from whatever magic is keeping Timothy's dick in his panties). This story might not be for everyone (see tags), but I hope you like it.

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There was only one laundry room in the entire apartment complex, and someone kept leaving their clothes in one of the dryers overnight. Timothy, having taken the bait every Friday night for the last month, wondered how bold he was going to be this time.

Timothy was short, cute, and too nervous to buy anything other than regular men's clothing. He had the money for it, since software development paid well, but paranoia of his coworkers seeing him buy a frilly dress kept him from doing it. The laundry room, however, always carried a temptation.

Until one month ago, he kept the urge to steal in check, but when he caved and stole that first pair of black panties, he kept coming back every Friday since. It was the same person who left their laundry there every time, and there was a lot of it, all in the same size.

It was just panties that he had taken until now, since he figured that they were a small enough article of clothing for them to miss it, but now, confident in his ability to steal and escape undetected, he contemplated taking the entire load of wonderful dresses and thigh high socks and all the other clothes he had craved for months. He stood there with a bag of his own clean laundry, staring at what he really craved.

"Screw it," Timothy thought, and he emptied the contents of the dryer into his own bag of clothes. Whoever it was that he was stealing from probably wasn't going to miss them, since from what he had seen in previous Friday deposits, this load was only a fraction of their massive stash of clothing. Still, it was enough to satisfy Timothy, so he shuffled the clothes in his bulging bag so that his own boring clothes were on top, then snuck out of the room and up the dark, creaky stairs to his own suite.

He darted into his own room and closed the door. He made sure his bedroom curtains were closed. Alone in the safety of his own home, he tossed his own clothes onto the closet floor and then carefully set the spoils of his adventure on his bed.

The haul was incredible, and there was nothing boring in there. Stunning dresses, cute shirts, long socks, and provocative underwear; all of it was the right size to fit him. Perfect. The moment he decided which ones to try first---the striped white and blue thigh-high socks and the teal, frilly dress, with a white lace thong to go with it---he knew he would look good.

Timothy, already excited, stripped out of his normal clothes. First the shirt, then the sweatpants, and then everything else. He was already hard with excitement and could not wait a second longer to dress in his new clothes. He stepped into the white panties. The familiar, silky lace ran over his shaved legs, just like the other stolen pairs. He was hard, but didn't want to stick his cock out the side, so he positioned his thankfully reasonably sized cock so that it rested against the fabric. There was a bulge, but he didn't mind; there was enough room in the panties to work with.

The thigh-high socks came next. First the left, then the right, and although they went on with ease, they were snug against his shaved legs. He pulled them all the way up to his thighs, and felt them wonderfully hugged by the soft, thick material. With the panties, he already felt even cuter than he was naked. Even if something other than a thong would have been more comfortable for him, he still loved this.

Next was the cyan dress. The dress itself had short sleeves and a skirt that Timothy already knew would be wonderfully tight against his thighs and butt, just like the socks. He pulled it over his bare chest, slid his arms through the tight sleeves, and pulled the rest of the fabric as far down as it would go. And, his outfit was complete. Although the dress was a little loose around the chest, it was delightfully tight everywhere else. A partly erotic, partly cute and playful feeling came over him, and he ran to the bathroom mirror to see how he looked.

He turned the bathroom lights on and looked at himself.

"God, I love this," he thought. He was in love with this outfit. With his ruffled brown hair, unblemished skin, and his lovely, round ass, he looked sexier than he ever thought possible. He could pass as a wonderfully cute girl if he hid his dick right.

It was getting late. Although tomorrow was a Saturday and he could sleep in, it was already midnight, and he was tired. But, it was the perfect opportunity to go to sleep in something new. He got everything ready for bed, and then plopped down in his bed.

Timothy knew that falling asleep was going to take a while due to the constant haze of arousal his outfit had put him in. It was getting hot under the blankets, and Timothy found it easier and more comfortable to sleep with them off. He soon drifted off into slumber with the cool fabric caressing his warm skin. The tight, comfortable grip of his clothes put him into a cuddly, sleepy relaxation. His mind drifted away, leaving him with happy thoughts as he relaxed and drifted off into sleep.

He awoke to a flash of white light and the sound of a camera shutter.

"Mmmm, cute," a young woman muttered from the other side of the room.

Timothy bolted upright and saw photography equipment all around him. Strobe lights on stands, boxes in a corner of the room, blackout curtains placed in front of his regular ones: and a digital camera on a tripod with a twenty-something woman behind it. And he was still wearing those stolen clothes; the camera could see right up his skirt. He panicked and threw the blanket over his body.

"Who are you?" Timothy said. His voice trembled, and although he meant to shout, it came out much quieter than he wanted. How she got in and installed all this equipment in his room was a mystery.

The photographer smiled. "You should know," she said. "You're the one who stole my laundry." It made sense that the clothes belonged to her. Timothy and the photographer were the same height and had perfect skin, and except for her short, black hair, her white outfit, and her decently sized breasts, she looked remarkably similar to Timothy. It was no miracle that the clothes fit him.

She continued talking. "But, it's Amber, by the way. So, ready for a photo shoot?"

"No," Timothy said. "Please leave, you can have it all back!"

"Oooh!" Amber said. Her smile turned into a smug grin. "In that case, I can see this turning into a full-page article for the Greencoast Times. The photography is just a hobby. I get paid for news articles. God, my coworkers will publish anything, won't they? So much for journalistic integrity. Working at a paper like this is fun."

"Hey, can you not—"

"—Yeah, I can see myself getting a raise for this. This ought to be controversial enough to drum up a few more readers. Cute software developer by day, slightly cuter pervert by night. I've been researching you for a little while. And I still have the hidden camera footage from the laundry room and a few photos of you here in bed, so I'll just have the tech guys slip these onto the web article that I'll be typing up this afternoon... god, did I tell you that you were cute already? I'm really loving this right now. Best morning I've had in years."

It wasn't just the threat that terrified Timothy; it was the dissonance. She was slipping compliments—very specific, arousing ones about how cute he was—in between descriptions of a scenario that he was not on board with at all. He could only shift his gaze around the room in silence.

Amber continued. "Not feeling up to talking? I get it. But don't worry, it'll turn out fine for you. After all, there must be something of yours that's worth more to me than a raise, right?"

"Um..."

"Yeah, there has to be something, right? Make me an offer. Whatever you have, cutie."

Timothy shuddered. He needed to make this go away. "I have money—"

"Nah, everyone has that. Next."

"I can make some—"

"We don't need any software, no thanks."

Timothy was hard-pressed to find anything else he could offer. "There's some soda in—"

"I already drank everything good in your fridge. Really? Nothing at all that a cute boy in a dress could give?"

Timothy shook. The implication was obvious. "You did ask if I was ready for a photo shoot earlier..."

"Ah, I thought you forgot I said that," she said. "See? You do have something I want. I need something for my private collection and you have a reputation to keep. Interested? It'll be fun."

Timothy imagined her gluing hundreds of pictures of him to her bedroom wall like an obsessed stalker. But, even this scenario was better than the alternative.

He groaned. "Fine."

"Great!" she said. "I knew you would agree. Now, stop hiding under that blanket, I need some shots." She began fiddling with the camera as Timothy threw the blankets to the side, exposing his wonderfully cute body. Amber grinned.

"Spread your legs for me," she said. "But not too much. I need some good upskirt photos." Timothy obeyed, and Amber stared up his skirt. He was nervous. Just how much could Amber see? She turned a knob on the camera's tripod and lowered it to groin level.

When it was arranged to her liking, the two white strobe lights flashed as the shutter clicked. Two more shots followed, and the lights flashed each time.

"Smile a little more, okay?" Amber said. "I want your face in these next ones. It just isn't the same if you don't look like a slut. Now, how about you flip over, point your ass up, and look back with a smile that says 'Ram something up my cute slutty asshole'?"

That word echoed in his head as he went into the next humiliating pose. Slut. He shivered with arousal. His smug, sexy smile, looking back at the camera, hid his discomfort well.

"Hold still," Amber said. "I need to adjust your dress. It's pulled up a little too high; if it covers a little more of your butt, then the photo will be a much nicer tease." Timothy hid his discomfort and kept up the lustful smile as Amber took a few steps closer and reached for the skirt portion of his dress. She tugged at the end, pulling it farther down his thighs. The cool, comfortable fabric moved against his skin as amber pulled it tight. When it was to her liking, she gently ran her hand across his covered, round butt. Timothy knew she was having fun, but didn't know whether he liked the gentle caress. The sensation was wonderful, but the circumstances were not. She gave it a little pat, and returned to the camera to take a few photos of him in the pose.

Three snaps and three flashes followed, then Amber gave her next command.

"Now, can you get out of the bed, face towards the camera, and pose on all fours like a cat? And, I liked the face, so do it again." As Timothy obeyed this next degrading command, Amber opened sifted through a small cardboard box at the foot of the bed. "Hmm. I must have left the tail buttplug upstairs. And all the other toys. Oh well."

Timothy tensed up. Amber didn't have this buttplug, but the fact that she was willing to cram toys into him sent a wave of arousing fear through him. He finished the pose, still a bit tense, and then Amber took three more photos. Timothy feared what would be next.

"I was going to have you change outfits," Amber said, "but this one just looks too fucking good on you. And I know you love it, don't you?"

Timothy didn't say anything. The next pose was him in his kitchen on his knees, hands on top of his dress, clutching his flat chest, all while looking up at the camera like a curious kitten. Then he was forced to sit on a chair and spread his legs while the camera took pictures up his skirt. The unwelcome bulge of his hard cock poked at the material of his dress, straining to get free. Timothy hated it, but the worst part was that the sluttiest, horniest parts of him were also loving it. His panties were getting moist from precum.

Amber noticed the dark stain on the outside of his dress. She knew exactly what was going on. "Mmmm. I know you're not happy about the blackmail, but I just know that some part of you fucking loves this. It's my favorite part of you, to be honest. Just listen to that part, will you? It's more fun. Get into that slutty mindset, it's really nice, and makes better photos."

Timothy resisted, but couldn't help but be turned on by it all. It would be one thing if he was chained to a bed and being stroked against his will, but it was more than that; some depraved part of him absolutely loved this.

Ten more poses and a half hour passed. Timothy fell into a rhythm, and over the next half hour, accomplished fifteen. The stain on Timothy's dress grew as did his arousal. Amber took every opportunity to grope and rub his body when it was convenient. She was often fixated on his flat chest and round butt. With three photos a pose, he was coming closer and closer to a hundred total.

Amber clearly wasn't keeping count, too lost in her acts. "Has it been an hour already?" she said after a while of taking photos. Shit. Well, I think we can wrap up the photo shoot. I have to bribe the mayor at one today, and it's a shame to say it'll have none of the excitement that this shoot has. Still a little fun though."

"Thank God," Timothy said, and not about the corrupt mayor. He got through the morning without doing anything overly humiliating, and a sense of relief washed over him.

Amber shot a smug grin at him. "You're not off the hook yet. We still have time for the other thing I wanted to do. I have a video camera and a script for you to follow. I need some 4k footage for home use. You're an obedient slut, so you won't have any problems following commands on tape, right?" With those two sentences, the relief in him was crushed and replaced by more fear and arousal.

Amber chose to film in the bedroom. Timothy sat in the center of his bed in tense anticipation as Amber readied the video camera at the foot of the bed. She changed out the strobe lights for regular white lights and turned them on.

"I need your slutty face, not your sad face," Amber said. "Face towards the camera. I have a big stack of stage directions in big, three-inch-tall black letters. They're easy to follow, and your slutty half will love them. It'll all be done in one take, but you're such a good slut that I don't think we'll need a second take, will we?"

"No," Timothy replied.

Amber made one last adjustment to the camera, then spoke again. "Good. Rest your head on the pillow, and I'll start filming."

Timothy did as asked. He leaned back, and placed his head on his pillow as if he were going to sleep. But, there were no covers on him. He looked straight at the stack of stage directions Amber was holding, trying to ignore the white lights shining in his eyes.

Amber removed the blank front card and put it in the back of the stack she was holding. The one behind it read, Wave at the camera, then shift your legs around a little.

Timothy waved at the camera, and was horrified to find that his fake sexy smile felt real for a brief moment. He shifted his smooth legs, rubbing them together and causing his skirt to retreat a little up his thighs. A little gap formed between the top of his socks and the bottom of his skirt, showing just a little bit of smooth thigh. Amber flipped to the next card. Keep shifting your legs while you rub your chest and shoulders on top of your dress in a cute way.

Timothy traced his right fingers across the gentle fabric on his shoulders first, then around his chest. It felt good. Too good. He tilted his head a little and stared into the camera while keeping up his sexy smile. His skirt retreated a little more as he rubbed his legs together, then found a stable position where it wouldn't reveal any more of his thighs.

The next command. Sit up. Teasingly rub your thighs, then pull up your skirt enough for me to see your panties.

Timothy obeyed and sat up. He ran his hands across his thighs, first tracing the horizontal white and blue lines on his thigh-high socks, then running them over the gap. He lingered on this step for a little while, then curled his fingers under his skirt and pulled it up inch by inch until the bright light shone up his skirt.

When Timothy spread his legs a tiny bit to show off his bulging panties, he became aware of all the little details he was adding on his own. Amber didn't ask him to trace the lines on his socks, or tilt his head earlier, or spread his legs. The realization startled him, but the slutty camgirl part of him kept this emotion from spreading to his face.

Next card. Rub your cock through your panties. Just a little. Giggle once or twice while you do it."

Timothy reached up his dress and gently stroked the straining fabric of his thong. His cock twitched under it as a little ripple of pleasure spread through his groin. It was barely held in, and he was unsure how much of it the camera could see. Maybe it could see a little on the sides? He glanced up at Amber, and saw her smiling, so he figured that he was showing the right amount.

The rational part of his brain wondered why he was so concerned about the "right amount". It concluded that satisfying Amber would keep him out of trouble, even as the other parts of his mind had other motives, as his genuine arousal crept up higher and higher.

He remembered to giggle. It was cute and girly; indistinguishable from a real girl's voice. It felt good. He didn't know his voice could do that. He did it again as he gave his rock-hard cock another strong stroke through his panties. It felt so cute. So arousing. His panties were getting wetter. And then a third giggle. He knew amber would like a third giggle.

Stop rubbing your panties. Pull your skirt up all the way. Turn over and show me your ass.

Timothy kept up the sexy smile, now more genuine than not, and revealed every last inch of skin on his cute thighs. He gave his soft, smooth skin a little rub before turning over in his bed. He got on his knees and bent over, resting on his elbows. His hard cock pointed downward, still held in by his wet panties. The camera could see every inch of his cute butt, save for what the tiny strip of fabric covered. He turned his face back at the camera and waved his butt, showing off his cute stockings and rock-hard cock in the process. Amber gave him a thumbs up.

Make more cute noises. Use your hands to keep showing off your ass.

Timothy knew what she meant. He giggled a little and kept up his smile as he reached back with his right hand---he needed the other to support himself---and grabbed his soft, smooth butt, gently rubbing it in his grip. Then he released his grip, and slowly ran a finger over the panties covering his exposed underside. He shivered as he pushed the soft fabric against his body, and then let out a cute, girly gasp when his finger passed over his sensitive perineum. The gentle pressure felt so good. His panties were almost soaking.

Masturbate however you want, but cum in your panties. Make lots of loud, cute sounds.

When Timothy read the final command, he shivered. And he was determined to make it cute. He turned over again and settled in a comfortable position. He clutched his flat chest with his left hand while reaching down with his right. He let out a soothing, girly moan as he wrapped his fingers around his wet, throbbing cock. He gripped tightly and began to pump the lubricated shaft. First up, forcing another drop of precum out of his shaft, then down. He giggled, shifting his legs around and rubbing his chest as he pumped his cock again. And again. And again, keeping it in his panties.
Timothy gasped. He was getting close to orgasm. Even the buildup was mind-shattering. Hot anticipation shot through his body. He craved orgasm. He needed it. He gasped and moaned as he began the uncontrollable hurtle towards climax. The pleasure built and built, and his motions grew stronger and faster as he closed the final gap to orgasm.

Then he came. He almost screamed, but the rampaging pleasure stifled his voice. Powerful erotic tingles tinged with cute bliss shot through his body. His cock erupted, spurting wave after wave of cum through the tight fabric of his panties and all over his groin. His mind went blank for a moment, and he was unaware of anything except the raw pleasure. He bathed in the sensation. And then the orgasm began to fade. His cock's twitching slowed. Relaxation kicked in. He closed his eyes and rested for a moment before remembering that he was on camera.

Timothy heard a click from the camera, followed by footsteps. He opened his eyes and saw Amber walking closer. She went to the right side of his bed and leaned over him.

"And that," she said, "is how cute guys like you get turned into sluts." She reached towards his head and gave it a series of gentle pats.

Timothy's rational mind was coming back and was horrified at how much the rest of him had liked it. He said nothing, but just stared up blankly.

Amber looked down with a smug grin. "So, best morning you've ever had?" she asked.

Timothy said nothing.

"Mine too," she said. "That cock of yours looks a little spent, so I think we're done for today." She leaned in and kissed Timothy on the forehead. He didn't resist. Amber began to pack up the camera equipment in the room. "I might not look like it, but I'm really craving going home tonight, staying up late, and having a good time with the footage. Journalism is already tiring without having to do bribery and blackmail on top of it."

Amber finished packing up the camera equipment a few minutes later, and Timothy spoke for the first time in minutes as she began to head towards the front door, lugging her huge boxes of equipment behind her.

"Can you promise me that you won't show those to anyone?" he asked.

"You're just way too cute to share," she said. "But, I really need to get ready for my one-o'clock meeting. See you later." Amber opened the front door of his apartment, peeked to the left and right, and then left with her equipment.

The door closed behind her, leaving Timothy alone, covered in cum, and dressed in women's clothing.

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Hope you liked it: there is a part two if you're interested! I have a few other stories on my profile of different genres that may interest you; check them out! I'm always open to feedback; let me know if you have any suggestions.