That same car came around again, this time moving slowly. Terry looked over at it as it came closer and closer, heading down the road towards the entrance into the parking lot. Was it one of the mall owners? Was it a police officer? Or was it just some creep who couldn’t resist the opportunity to see a chick running around in lingerie? Whoever it was: Terry was in for a serious humiliation.
Then, a glimmer caught the corner of his eye. There on the ground was the key, right next to his phone. He grabbed both and started running back towards the loading bay door. He pressed the key into the hole quickly and then looked back just as that car was turning into the parking lot. Terry ran inside and slammed the door shut firmly behind him.
He slid down to the ground with his back against that cold steel door. He took a few deep breaths, and then he pulled open the baby monitor app on his phone. He watched as that car slowly perused the parking lot before leaving through the same entrance it came in from. He let out a long sigh of relief. It was a close call—but it was exactly the thrill he was hoping for.
CHAPTER VII
Terry got changed back into his proper clothes and he made his way back to his station. It took his heart a good twenty minutes to calm down. He couldn’t believe what he’d done—it was so naughty and taboo and exhilarating. He checked the clock and saw that he still had four hours left to kill. So what else could he do to pass the time?
Once again he found himself wandering the mall’s hallways, even though it wasn’t yet time for his hourly patrol. He looked into each different shop, hoping to spot something that would spark another exciting idea. But nothing seemed to do the trick—nothing except for the skimpy women’s clothing. But he’d already played that card enough. He wanted something different, something less potentially humiliating—though it was the potential humiliation that made the cross-dressing idea so enticing. There is no excitement without a good risk.
Terry came upon the mall’s makeup store. He looked inside and saw that there was a whole desk covered in opened makeup—the desk where they did demonstrations for potential customers. He opened up the gate and unlocked the store. There was a switch on the side of the counter that turned on a series of bright bulbs around a large mirror. Terry stared at himself in the mirror and noticed that he had a large grin on his face. He shook his head, trying to shake that grin away, but it wouldn’t go away. “You can’t be serious,” he said to himself. But the idea had already planted itself in his mind, and it was growing quickly.
He rushed over to the lingerie store to retrieve that blonde wig that looked so good on him. He grabbed a skimpy red clubbing dress off the rack and then he rushed back over to the makeup store. His heart was once again pounding the way he wanted it to. He looked at all of the different makeup supplies and had no idea where to start. So he just grabbed something at random: eyebrow filler. He’d always had thin eyebrows, so he figured it was a good place to start. He carefully drew the little marker over his eyebrows. He wasn’t sure what the point of filling in his eyebrows was, but he figured he had nothing better to do.
Then he picked up a tube of mascara. He opened it up and then brought it up to his eyelashes. He’d seen his mother applying mascara before, she he had the basic idea down in his head of what to do with it. He started to roll the dark product onto his lashes. Then came the eyeliner. This little pen was tricky. His hands were trembling, so getting thin straight lines was impossible. He still did his best, and his best wasn’t terrible. He was able to hide the imperfections with the eye shadow that came next.
Then came the lipstick. He picked a ruby red colour that matched the skimpy dress he snagged in the lingerie store. It went on glossy, making his lips look wet and plump—like the perfect set of blowjob lips. He rubbed his lips together and then made a kissy face at himself in the mirror.
Now it was time to get changed. He got out from his security outfit and into that little red dress. It tied up in the front, with a long slit down to show off the cleavage he didn’t have. But it didn’t look bad without a bust—it just looked like he was a flat-chested chick. He’d always had a bit of a thing for flat-chested chicks anyway.
He got his wig on and then he ruffled up the hair to make it look more natural.
His reflection was convincing—almost terrifyingly convincing, especially since it was his first attempt at doing his own makeup.
But he could see room for improvement: the slight stubble on his chin, for instance—or the hair on his armpits. And, of course, there was his leg hair, which made his lower half completely unconvincing. But all of those issues could be fixed with a razor and some shaving cream, which there was plenty of in the drug store just next to that makeup store. Terry got what he needed and took it over to the nearby public bathroom. It took him twenty minutes to get shaved up completely—and most of that time was spent shaving carefully around his cock and balls. He originally planned to leave his crotch hair where it was, but it just looked ridiculous without any accompanying body hair. So it all had to go.
Now he was looking frighteningly convincing. He even looked kind of hot, especially when his head was tilted down to hide his Adam’s apple. But he found a solution for that as well, back at the lingerie store. At the checkout counter was a stack of lace chokers. He got one fitted around his throat. Then he grabbed a pair of red panties to hold his bulge back. He wriggled his feet into that same pair of black heels, giving his outfit some contrast. The heels made his butt perky and girly.
He walked over to the mirror to see the final result. And he couldn’t believe his eyes. He was staring at a woman. From his head to his toes, he looked amazingly convincing, and sexy too. He did a little twirl, feeling the light skirt of his red dress lifting into the air. Then he walked out into the mall hallway, one foot in front of the other. He liked the feeling of the cool air teasing up his bare thighs. He liked the way his bum bounced with every step. And he liked the sound of his heeled feet echoing in the quiet hallways. He even liked looking down and seeing his long blonde hair cascading down his shoulders and chest. He felt sexy, and in a strange way he liked it.
He looked up and saw the cameras pointing down on him. He knew they weren’t recording and he knew there was no one watching in the control room, but that didn’t stop his heart from skipping a beat. In a few hours, that mall would be crawling with people—hundreds of people, including people he knew. In a weird way, that thought filled him with a taboo excitement—maybe the same taboo excitement that Erin was feeling when she asked him how many people had been on that bed.
Terry went into that Sears now. There was a little sofa section right next to the exterior entrance of the store. He sat down on the sofa, knowing anyone could look through those large glass doors. He knew no one was out there, but the thought alone was enough to make his heart skip another beat. He was quickly becoming obsessed with that naughty feeling tingling in his bones. The excitement was intense, even though he was just sitting. And there was a small part of him that wanted someone to peek in through the window, to see him sitting there, to lust over his perfect little body and his adorable face.
He wondered what Erin would think if she saw him all dolled up. Would she want to finger his asshole again, or would she laugh in his face? He held up his phone and snapped a selfie of himself. Then he went to send it to her. Now his heart was slamming absurdly quickly into his ribcage. He cancelled the message before he could press that send button. He needed to keep his sanity. He couldn’t let his excitement make a fool out of him.
Though he kept on sitting by that window, enjoying the excitement of knowing he could be outed at any moment. He stretched out his legs and then crossed them the way women do. He watched his pretty legs as he danced his foot from side to side.
Then he checked the time on his phone. He had one hour until his shift was over and he still had quite a bit to clean up. So he got to work, saving his change out outfit for last. He made it back to his seat in the security room five minutes before the morning gua
rd came to take over.
CHAPTER VIII
As soon as the mall was dark and empty the next night, Terry started to get himself dolled up. He didn’t entirely know why he was doing it—he just knew that he liked the thrill of it, and being dressed up like a slutty chick would make whatever he ended up doing that night even more exhilarating.
His heart fluttered as he pulled a tight pair of lacy panties up his legs. Was he becoming addicted to the thrill of cross-dressing? Would he be able to stop himself? He was playing a dangerous game—like a pharmacist experimenting with addictive drugs. He had a whole world of women’s clothing available to him, five nights a week. If he really was becoming addicted, it was going to be hard to stop. And if he ended up getting dolled up every night, it would only be a matter of time before he got caught.
But even though he knew that, he still found himself in that little makeup store, putting on some eyebrow filler, some eye shadow, some mascara, some eyeliner, a bit of glossy lipstick, and a touch of blush. He did a better job with the eyeliner, though there was still lots of room for improvement.
Instead of dressing up in the lingerie store, he found an adorable dress in Nordstrom. According to the price tag, the dress was worth fifteen hundred dollars—more than Terry’s entire wardrobe combined. He finished the outfit with a pair of eighteen hundred dollar heels, and some black satin gloves, which felt amazing on his hands. He loved the way the lightweight dress flowed as he walked down the long mall hallways. And once again, his heart was fluttering with excitement, just the way he liked.
He got a rush every time he walked past a window. He nearly fell onto his ass every time he turned to see a mannequin looking his way. And then when he wasn’t shocking his heart, he was revelling in a different sensation: the feeling of being pretty. He would stop every so often to admire his reflection in tall store windows. He would even occasionally slip into the stores, just to look in the mirror. He slipped into the lingerie store to grab a black lace choker, like the one he wore the night before. And that’s when he noticed the curtain separating the main part of the store from the ‘no kids allowed’ part of the store. Terry looked around before slipping through that curtain.
The smaller back room was mostly stocked with bachelorette party supplies: penis-shaped straws, a whistle shaped like a vagina, books about real sex positions, books about made up impossible sex positions, and other gag gifts. But there was one wall of sex toys: dildos, vibrators, blow-up sex dolls, and even a selection of Fleshlights. Terry’s heart started pounding as an idea came into his head. His gaze was fixed on a strap-on dildo. It was long and purple with black straps. He grabbed it off the shelf and gave it a little shake. He watched as the long purple shaft bounced and jiggled.
He slipped back out into the mall’s main hallway with the dildo in hand. Now his arms and legs were trembling as a sweat formed on the back of his neck. He looked around nervously as he made his way to the Sears. He went up the floor to where the beds were, and then he took one of the male mannequins and laid it down on its back. He got that strap-on fixed on the mannequin, as if the mannequin had a large erection. Then he looked around again: an impulse more than anything at this point. He took a deep breath and then he bent forward and start to fellate the tall cock. He gently curled his trembling fingers around the purple cock and began to stroke as he gently teased the tip with his tongue. His mind was racing with more thoughts than he could process, making it impossible to figure out why the hell he was giving a mannequin a blowjob.
But he didn’t stop. He got up on his knees and straddled the mannequin the same way Erin straddled him on that same bed. He pressed his ball sack down against the plastic humanoid’s face and gently started to grind as if he was rubbing his pussy against the fake plastic lips. And strangely, he started to get hard.
Once the purple dildo was coated with a nice layer of warm saliva, he repositioned himself, lining the tip of that cock up with his tiny hole. He pressed his hands down on the mannequin’s surprisingly stacked chest. “Not too rough. I’m a virgin down there,” he said in a girly voice. And then he caught himself grinning. He reached back and pulled his panties to the side. Then he started to slowly sit himself down. Nothing happened at first. The dildo bent and refused to push through that tiny hole. Terry found himself sitting up and trying various angles before the bulbous tip finally and suddenly pierced through. Terry froze for a moment. Now the cock was sinking in with relative ease. He could feel that plastic cock rubbing against his anal walls as it travelled deeper and deeper. He took a sharp breath in and looked down, watching as the purple shaft disappeared into his body.
He could feel himself stretching out, but it felt kind of nice, especially once he got the angle just perfect, with his back straight and his bum perked out. He had to wriggle his hips to get the last couple of inches inside of his body. And once it was in completely, he stopped. He looked around the quiet department store. There was nothing normal about what he was doing. Everything about it was beyond strange—perverted and crazed even. But he still couldn’t stop himself. The thrill was too great and the euphoria that was now pulsing between his legs was too strong. He let a long sigh out and then he said, “You fucking cock feels so nice in my little asshole.” He started to bounce up and down, slowly at first. He kept his palms planted on the plastic man’s strong chest.
His heart stuttered as the memory of Phil and Candy suddenly entered into his mind. He could still see Phil bent over, taking Candy’s impressive cock in his ass. And how did that start? Was that something Phil did all the time? Was that a fetish that was born from bored night shifts at that quiet mall? Was Terry seeing his own future when he looked into that storage room and saw that tranny prostitute fucking his old boss?
And did this mean that Terry was gay—or maybe just bisexual? He didn’t grab a female mannequin—he made a point of grabbing one with chiselled muscles and a rugged face—and not to mention, he currently had an entire plastic cock in his ass. Straight men don’t stick plastic cocks in their asses, do they?
Terry pushed those thoughts away. He was just having fun, just indulging in a bit of a thrill. There was no deeper meaning behind any of it. It was just the naughtiest activity he could think of. So he kept bouncing. He closed his eyes and clenched his butthole. The cock was pressing right into his sweet spot, making his legs tremble. He let a long moan out from his lips and then he started bouncing faster. He opened his eyes and looked down to see that his cock was erect and throbbing hard. He was tempted to grab it and jerk it off, but he resisted the urge. He wanted to see if he could come without touching himself, like he did when Erin fingered his asshole with three whole fingers. He bounced even faster. The bed shook and creaked. Terry’s legs were trembling hard now. His heart was fluttering between his gut and his throat. He couldn’t stop himself from moaning. He couldn’t stop himself from squirming.
“Oh fuck!” he groaned, and then he opened his eyes to watch as his erection spewed warm cum all over the mannequin’s ripped chest. He clenched and squirmed and moaned and trembled as blast after blast coated the mannequin’s torso. Then he stood up. The dildo left his ass with an unflattering slurp noise. Terry stumbled off of the bed.
Then he heard a pattering and a sudden clank behind him. He spun around. One of the pans in the kitchen section was swaying gently in the darkness. “Who’s there?” Terry called out, his voice cracking slightly. He looked around with a pounding heart. He didn’t have his flashlight on him, but he did have his phone. He quickly opened up that baby monitor app and then he looked carefully at the monitors showing the Sears. He could see himself, standing in that dress and wig, but he couldn’t see anyone else on any camera. He carefully approached the kitchen section. He looked at that pan, which was no longer swaying, and he wondered if the swaying was just in his head. Maybe it was—but the noise definitely wasn’t. He heard something, and it wasn’t something small like a mouse.
He looked around again. “If someone is here, sho
w yourself now, or I’m calling the cops,” he called out. Then he heard another clank coming from the other end of the store, where the powered down escalator was. He ran over, hoping to catch the culprit. He got to the top of the escalator and looked down. Maybe it was his eyes playing tricks on him, but he thought he saw a shadow fleeing towards the store exit. “Fuck!” Terry muttered under his breath.
He had a decision to make: chase the potential invader or get that bed and himself cleaned up, in case he needed to call the police. He definitely couldn’t call the police with a full face of makeup, and an erect mannequin laying on a bed. But he couldn’t face a criminal in his current state either. He didn’t have his pepper spray or even his flashlight. He took a deep breath.
He decided to follow the intruder. Maybe he wouldn’t be able to do anything if there was a confrontation, but maybe his presence would be enough to scare the person away before they could steal anything of significance—if there was even a person sneaking around in that mall, and not just a figment of Terry’s nervous imagination.
CHAPTER IX
Terry stumbled out into the mall. The wide, dark corridor was dark and quiet. “Hello?” Terry called out. His voice echoed back at him as a cool draft crept up his exposed thighs. “The cops are on their way!” he shouted again. And the mall became silent again—but only for a moment. Then, he heard the sound of a snicker. It came from far down the hall, but he could hear it with crystal clarity. When those hallways were empty, sound could travel effortlessly from one end of the mall to the other.
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