“Shit, shit, shit,” Terry muttered under his breath.
He rushed over to the back hallway, and then up the stairs to the security room. He grabbed his flashlight and then he turned his gaze to the monitors. He scanned the many screens carefully, looking for movement. He was just about to turn away when he saw a still figure in front of one of the stores. The person seemed to be fumbling with the lock on the gate. Were they picking the lock, or did they have a key?
Terry’s heart sunk deep down into his stomach. He had to stop the person, even if it would be terribly humiliating. He could catch the culprit and then let them go with a warning—as long as they promised not to say anything about what they saw: Terry all dolled up fucking a mannequin like a complete psychopath. He grabbed a pair of handcuffs off the desk before leaving the office.
He crept down the stairs and started towards the store that was being broken into. He stayed close to the wall as he made his way towards the main corridor. He poked his head out and saw that the gate was unlocked but closed, as if the culprit snuck inside, hoping not to be seen.
Terry quietly darted across the corridor and gently pressed his back against the wall. He sidled up to the gate and, as quietly as he could, pulled the gate open—just enough so that he could fit through. He kept his flashlight off as he ducked down and hurried towards a tall rack of clothing. He took a deep breath and scanned the room from behind his clothing barricade. He was about to move towards the next clothing rack when a pair of arms wrapped around him and tackled him to the ground.
“Get off of me!” he cried, squirming.
“I’m going to fuck you in the ass!” said a deep voice—but it was a strange deep voice, as if the person was straining to make their voice deep. The criminal tried to pin Terry’s arms, but Terry managed to overpower the person, tossing him over and then rolling on top of him. And that’s when he realized he was wrestling with Erin. “Erin?” he said with a heart that was on the verge of cardiac arrest. “What the hell are you doing here?”
“Surprise,” she said with a big smile.
“How did you get in here? Are you mad?”
She laughed. “The other day before I left I unlocked a window in the loading bay. I can’t believe no one came around and locked it. Though I scraped my arm pretty good while crawling through.”
Terry tried to get up but Erin held him down, wrapping her arms around him and grabbing his ass with both hands. “I like your outfit,” she said. “I had a feeling you were going to try on a few more dresses after I left. I could see in your eyes that you liked it.”
“I don’t like it,” Terry said as his cheeks became hot.
“So what’s this then? Are you punishing yourself for something?” She giggled, and Terry had no response. His whole face was hot now. He wriggled his body until he broke free from her grasp, and then he hopped up to his feet.
“You shouldn’t be in here. I can get in a lot of trouble,” he said.
“Oh, c’mon. I thought we were over this whole paranoid thing. I’m not stealing or breaking anything. We’re just having fun. You’re the one wearing a two thousand dollar dress. I have a feeling that’s against your little security boy rulebook.”
Terry bit down on his tongue. He straightened his dress and took a deep breath. “So I kind of like the feeling of it. So what?” he said.
She laughed. “So nothing. I already told you that I think you look good in a dress.”
“You think this is funny?” he asked. “It’s not a big deal.”
“You’re the one making it a big deal,” she said. “Now get over it and let’s try on some more stuff. Maybe we can go over to Sears and have a bit of fun on the beds again.” She winked, making Terry’s stomach turn. He’d already forgotten about that embarrassing incident. She must have seen everything: the mannequin, the strap-on, the bouncing, and probably the sucking too.
“I was just fooling around,” Terry said.
“With what?”
“You know what. I was just… bored. People do weird things when they’re bored.”
“I don’t know what you’re talking about, beautiful.” And she was keeping a surprisingly straight face.
“I know you were watching me up in the Sears.”
“I think you’re losing your mind with all these lonely nights,” she said. “Now c’mon, let’s go fool around. I’m feeling frisky and those pretty legs of yours aren’t helping.” She grabbed his hand, but he didn’t budge. His heart stuttered as he looked into her eyes, trying to figure out if she was telling the truth. “What is it?”
“You really weren’t watching me up there?”
She stared back with narrowed eyes. “Now you’re starting to freak me out. Up where? What are you talking about?”
Terry’s legs began to tremble. He knew that someone had been up in that Sears with him, and if it wasn’t Erin, then who was it? Could it have just been a breeze, with a little help from his imagination? Maybe he heard the distant echo of Erin slipping in through the loading bay window—but that was nearly half a kilometer away, on the opposite end of the mall. How could that be true? And how could a draft make a pan sway, but just one single pan?
“Terry? You okay?” she said.
“I’m fine. I just—I think we should just fool around down here. Let’s not go up to those beds.” He didn’t want her to see the mannequin if it was true that she hadn’t already seen it.
She smiled and put her hands on his shoulders. “But the floor is so hard, and it’s probably dirty. Let’s at least go find a couch. I think I saw a display downstairs at Sears—or is Sears just off limits for you tonight?”
Terry forced a smile. “The couches are fine.” So they started towards that couch display. Terry took out his flashlight and carefully scanned each store along the way.
“Looking for something?” she asked with a chuckle.
“Just looking,” he said.
“You know, it would turn me on if you talking with a proper lady voice. Your manly voice keeps taking me out of my headspace.”
Terry cleared his throat. He looked around again to make sure no one was watching, and then he used his best female voice to say, “How does this sound?” He felt his face turning red. He didn’t know why he was playing along, and he definitely didn’t know why he was enjoying it. At least Erin seemed to like it. Maybe she was secretly a lesbian or a bisexual. Or maybe she just had an unusual idea of fun.
They arrived at the couches. Erin threw herself down on her back and said, “Undress me and then fuck me. I would give you a handy, but now I know that you’re a premature ejaculator.” She laughed. “I’m just kidding—but seriously. Undress me and then fuck me—and leave the dress on. I want to feel it rubbing against my naked skin.” Now her cheeks were red as she bit her bottom lip.
Terry yanked off her skirt and then he pulled down her panties, revealing that shaved pussy. He ran his fingers up her plump lips, eliciting a soft moan, and then he took her sweater and pulled it up and over her head, revealing those bra-free titties that looked so perfect on her chest. He grabbed her nipples and gently squeezed them, pulling them slightly to make them especially erect. “I’m already wet,” she said. Her voice was hardly more than a whimper. Her whole face was red now. The sight of Terry in drag really aroused her.
Terry sunk down and licked the length of her slit, eliciting another soft moan from her lips. Using his hands, he spread her open and took a good look inside of her. A dribble of clear fluid ran out, as if to invite him inside. He bent forward and licked it up, tasting her sweet nectar. “Please just fuck me. I’m so fucking horny,” she said.
So he hiked up his skirt and slipped his erection out from his panties. He gave it a few strokes, making sure it was as hard as it could be, and then he pressed it against that damp hole. She groaned and rolled her head from side to side. Terry had never made a woman so horny before. Usually girls closed their eyes, and Terry assumed they were imagining better men: men with bigger mu
scles and handsome faces—but Erin was staring right into Terry’s eyes, looking down his body occasionally, and she was more aroused than any girl Terry had ever seen. It felt good. He felt sexy.
He pushed his cock into her warm pussy. She clenched tight and then she released, letting him sink in completely, stuffing her little hole. “Oh God,” she groaned as her fingernails dug into the couch’s upholstery.
Terry couldn’t keep his eyes off of her. And she couldn’t keep her eyes off of him. She reached up and sunk her fingers into his blonde hair. Then she had an orgasm. She ran her fingers down to where his breasts should have been. She had another small orgasm. Then she brought her hands around to his ass. She stuck one of her fingers into his asshole and then she said, “You’re so beautiful.” Then she had another orgasm.
And for the second time in an hour, Terry came. He filled her pussy with his hot load before falling on top of her. He took a deep breath, feeling her soft breasts pressed against his chest. Erin nestled her face against his neck. She took a deep breath in. “I think we need to find you a nice perfume.”
“That sounds good to me,” he said.
“Don’t move,” a male voice said.
Terry looked over at the same time as Erin. He could feel her heart suddenly pounding against his. About twenty feet away, Phil was standing with a gun in one hand and a cellphone in the other. The cellphone was pointed right at Terry and his date, as if he had just finished recording their whole romp. “Phil?” Terry said.
“I said don’t move,” he said, “or I will shoot—believe me! I’ll do it!” He took a step forward. It was hard to make out his face in that dark room, but Terry could see that his hands were trembling. “I’m serious! I’ll shoot! I should shoot anyway. I should just end your life after what you did to me.”
“Terry—who is that?” Erin said. Her voice was quiet and trembling.
“Shut up!” said Phil, thrusting his gun forward in a threatening motion. “I’m trying to think of a reason not to shoot. This isn’t my gun. I can wipe the prints off and then just leave it here. No one could possibly know that it was me. And you really do deserve it for ruining my life. You know that I’m a sex offender now? I’m on a list with all of the paedophiles. I’ll never be able to get a job again in my life. I had to pay a massive fine, and the mall is suing me for everything I’ve got. I’m as good as dead. Hell, maybe after I kill you, I’ll go ahead and kill myself.” His hands were seriously trembling now. He was trying to control his breathing, but he was doing a terrible job.
“I didn’t mean to get you fired, Phil. I just didn’t know what to do,” said Terry. “I saw that girl taking all of that stuff, and I couldn’t think of any other way to stop her. I thought you would play along with it—pretend like you were trying to apprehend her. Why didn’t you play along?”
“The cops came in and saw me holding all that stuff. What could I say? That I was trying to put it away? You really are a stupid, little idiot. And look at you—now you’re the one stealing. You think you’re better than me? Look at you, all dolled up. You look good—I have to admit. I would hire you if you put yourself up for hire.” He licked his lips, making a cold tingle travel quickly down Terry’s spine. “You look good, but it will still be embarrassing when the cops find you dressed up. What will your family think? What will your parents think when they find out their son was just a cross-dressing criminal?”
“Please don’t shoot that gun, Phil. You’re better than this,” said Terry.
“I had a feeling you were up to no good. And then I drive by and see you running around in lingerie like a little slut. I tried to get a video—I could have had you fired already. But it doesn’t matter. I’ve got you now. Now the only question is, do I get you fired and slapped on the same paedophile list as me, or do I kill you for ruining my life?”
“Please don’t kill us,” Erin said.
“Shut up, slut,” Phil said.
Terry took a deep breath. He closed his eyes and waited for his life to end. He could tell that Phil wasn’t just threatening—he was there on a mission, and that mission was to end Terry’s life. So why wasn’t he doing it? Did he not want to kill Erin as well? Was he trying to figure out how to deal with both of them? Or was there another reason he wasn’t pulling that trigger?
Terry opened one of his eyes and saw that Phil was still standing with that gun drawn, still trembling with his finger over the trigger. “Just do it!” Terry said.
“I’m going to!” Phil yelled. But he still wasn’t pressing that trigger.
“Do it then!”
Phil closed his eyes. His face became red. Then suddenly, he started crying. He lowered the gun and then he stumbled back onto one of the nearby sofa chairs. He planted his face into his hands while Erin slipped out from underneath Terry. She carefully ran off to call for help, leaving Terry to deal with Phil.
Terry stood up slowly. “It’s okay, buddy. Just tell me what’s going on.”
“I can’t kill you,” he said. “I know you didn’t mean to get me fired. It’s not your fault that I screwed up. Now my life is ruined.”
“Your life isn’t ruined, Phil. It will be harder to get a job, but you’ll manage to find something. People on those lists find work all the time. It’s just going to be harder—that’s all.”
“And then there’s the lawsuit. They’re going to take all of my money,” he said.
“So you’ll have to start fresh. Think of it as an opportunity. You spent the last twenty years here—now you’re free to do something completely different. You can become a whole different person.”
Then Phil looked up. His eyes were glowing. His lips parted but no words came out.
“What is it?” Terry asked.
“I—I want to be like you,” he said.
“Like me?” Terry asked.
“I want to be a girl. I want to be pretty. I always wanted to put on dresses, but I was always too afraid someone would see me.”
Terry nodded his head slowly. “Who cares if anyone sees you? It’s none of their business.”
He stared at Terry for a moment before cracking a smile. “You’re right,” he said. He slowly stood up. Then he reached for the gun. He lifted it up, making Terry flinch. He slipped it into the waistband of his jeans.
“You should get out of here before the cops come,” Terry said.
“You won’t have time to get changed,” Phil said.
Terry laughed. “That’s fine,” he said. “So they might think that I’m a girl, or they’ll think that I’m a tranny—it doesn’t make a difference. They’ll go on with their day and I’ll go on with mine.”
Phil nodded his head slowly. “In just a few weeks, you managed to do what I couldn’t in twenty years,” he said with his glowing eyes. Then he turned and ran off. Instead of using the few minutes he had to get changed, Terry started cleaning up, making it look like there was never any scuffle.
The cops pulled up to the Sears door. Terry took a deep breath and then he walked out, in his wig and makeup and dress. “False alarm, officers,” he said, holding up his security badge. “Just a really big rat.”
The officers stared at him with blank looks. They looked at one another then back at Terry. “You sure everything’s fine, miss?” one of them asked.
“It’s all good. Thank you for coming so quickly.”
“Alright. Be careful now. A pretty girl like you shouldn’t be running around at night in a pretty dress like that. There are some real creeps around here.”
Terry smiled. He felt his cheeks turning red as he bit his bottom lip. One of the officers was checking him out. He turned to go back into the mall, and then he looked back quickly before stepping through the door. He watched as the officers quickly darted their gazes away from Terry’s bum. He was flattered, with a giant smile on his face.
Erin was waiting for him inside. She was holding the purple strap-on, with a big grin on her face. “I found this on a mannequin upstairs. You feeling up for
another round?” She waved the plastic cock, making it sway.
“Okay, but let’s be quick,” Terry said. His cock was already getting hard at the thought of being stuffed. He realized in that moment that he had the best job in the entire world, and the best girlfriend he could ever wish for.
THE END
LAST RESORT
Boone has been spending more and more time at work. He’s been making more money than ever, but his wife, Lacy, isn’t thrilled—especially after Boone forgets about their wedding anniversary.
Now, she’s ready to split up, but Boone is willing to try anything to save the marriage, though he isn’t thrilled when Lacy suggests couples counselling. She’s even got a place picked out: one week of counselling at a resort called The Last Resort, on the California coast. It’s a private resort with a radical treatment style, which involves a clean shave, some makeup, and lots of women’s clothing.
CHAPTER I
Boone Parker was in his boss’ office enjoying a nice whiskey when his phone started buzzing in his pocket. He was mid-sentence and didn’t want his phone to kill his momentum. Sadly, his boss went ahead and killed the momentum for him by saying, “Do you need to answer that?”
Boone pressed his lips thin and made a frustrated smile. “It’s okay. It’s not important,” he said. He already knew it was his wife calling, and he already knew exactly why she was calling: to give him shit for being at work late yet again. Over the past couple of months, they’d had the same boring argument over and over. “You’re always coming home too late,” she would say. “You’re always missing Danny’s dinnertime.” Danny was their four-year-old son. But Lacy, Boone’s wife, didn’t seem to care when Boone said, “I’m at work making the money we need to buy Danny’s dinner—and your dinner and my dinner.”
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