So she kept sucking. She sucked harder and bobbed her head faster. She felt Katie’s cock becoming harder and harder, but she didn’t want to miss her golden opportunity. So she spat the cock out and climbed on top of Katie. Katie’s eyes lit up and her lips parted. She looked down and then back up at Quinn. “I’m going to sit on your cock,” Quinn said.
“Can I jerk you off while you do it?” Katie asked, her lips still parted and eyes still glowing.
“Sure.”
“Can you come on my chest for me?”
“Yeah. If you want.”
Quinn reached down and stood Katie’s cock upright. She pressed it against her quivering hole and then she took a deep breath. Here goes nothing, she thought. She sunk down, letting that cock penetrate her bum. It felt strange—like it didn’t belong. It didn’t hurt, but it didn’t feel right. And she’d never felt fuller before in her life—like she suddenly had to rush to the bathroom to relieve herself, but she knew that she didn’t actually have to go. She froze for a moment as her butt pressed against Katie’s pelvis. She took a series of deep breaths and then she rose up slightly. Maybe anal sex wasn’t for her. Maybe being penetrated really wasn’t all that everyone at Finn’s made it out to be. But she was still willing to give it a chance. So she sunk back down again, and then she rose up and sunk down another time, and then another time, and then another.
She could feel Katie’s cock throbbing inside of her body. She could feel her tip swelling and her veins pumping blood into her member. It was a terribly strange feeling, but she was getting used to it. And after ten penetrations or so, it was starting to feel kind of nice. Katie’s cock was curved just perfectly to hit a sweet spot that made Quinn’s legs tremble. Quinn noticed her whole body quivering as she rose up and looked down to see half of Katie’s cock exposed, while the other half she could only feel inside of her.
While Quinn was looking down, Katie reached forward and slipped her fingers around Quinn’s cock. She started jerking her off. And for some reason, her cock felt more sensitive than ever before. She perked up and felt jolts of warm euphoria surging inside of her body. Why did it feel so good? And why couldn’t Quinn stop herself from bouncing up and down on that cock?
She was bouncing faster now, coming down harder, making her soft bum slap against Katie’s hard pelvis. She heard herself moaning and she knew that she was about to feel an orgasm unlike anything she’d ever felt before. Maybe there was something to this whole anal sex thing. Maybe the gays at Finn’s really knew what they were on about…
Katie clenched Quinn’s cock with a firmer grip. She pumped harder, making Quinn’s whole body tremble. “Oh God,” Quinn blurted out without control of herself. She started groaning and squirming. Katie held her in place and even helped guide her as she bounced on the hard pillar of cock. And then Quinn groaned loud and felt a hot rush passing through her member. She looked down and saw streams of white coating Katie’s chest. And Katie couldn’t have been more pleased. She watched with glowing eyes for a moment until it was too much—then she came deep inside of Quinn’s tight body.
Quinn fell to the side, making Katie’s cock slap against her own abdomen (which was covered in Quinn’s warm load). She tried to catch her breath, but it was difficult. She was completely exhausted, almost wheezing, and still in a half-state of euphoric bliss. She managed to turn her head to look into Katie’s eyes. Katie was smiling. Quinn smiled back. And then Katie wiped a glob of Quinn’s cum with her finger and tasted it. Then she reached down and wiped up lots of that cum and spread it all over her cock, making her cock glisten with sticky jizz. Quinn found it strangely arousing. “We can fuck again in ten minutes, once I catch my breath,” she said.
“Deal,” Katie said with a big smile. There was a long silence in that small bedroom. And then Quinn spoke. “By the way—your lookalike is in one of my classes.”
Quinn looked over at Katie, her heart skipping a beat. “What?” Quinn said.
“This guy who looks just like you—he’s in one of my classes. I mean—he looks like you when you aren’t dolled up. I actually thought he was you. You guys must be twins separated at birth or something.”
“Which class?”
“My morning economics 301 class,” Katie said. “He even sounds just like you—when you aren’t like this, I mean.”
Katie found herself forcing a smile. “Interesting,” she said. Her mind was back in that chaotic anxiety, once again worried that it was just a matter of time before news of Quinn’s transition reached her friends and family. If this Jeremy guy was determined enough to find Quinn, then there was a good chance he would reach out to Quinn’s family—they were all easily found on Facebook and other social networking platforms. So Quinn knew that she would have to reach out to him before he had the chance to unknowingly ruin everything.
CHAPTER VII
A few days had passed since Jeremy tried on that dress. He wanted to forget he’d ever done it, but the reminder was always there whenever he went to change or take a shower: his shaved legs. Apparently, leg hair takes a long time to grow back. He didn’t even have stubble yet. His legs still looked like they belonged on the cover of some women’s fashion magazine.
And in those few days, he’d tried his best to fight the temptation to try on any more women’s clothing. But those temptations became too strong when a shipment of new clothes came into the store. It was an edgier line of clothes that the store had just picked up: ripped jean shorts, fishnet stockings, and low cut tops. They were trying to appeal to a young market, and they ended up appealing strangely to Jeremy.
He spent the first few hours of his morning shift trying to fight the urge to try the fishnet stockings on—just to see how they looked on his long, smooth legs. It was around 10:00 AM when he finally caved. He took a pair of stockings and slipped into the changing room. He knew he could pull his jeans over the stockings if anyone came into the store—which is exactly what ended up happening.
He ended up helping a customer for thirty minutes while wearing skin-tight fishnet stockings under his jeans. As soon as the customer left, he went to get changed. But instead of taking the stockings off, he got another idea: why not wear more under his jeans? He ended up snatching a cute red thong and slipping it on under his jeans, while still wearing those fishnets. He helped another customer while wearing red thong and black fishnets. He felt naughty and excited—a feeling he’d never really felt before. Why was it so fun putting on women’s clothing? Why couldn’t he just hate it the way he was supposed to—the way he expected to when he first put on that stupid dress?
He filled a bigger bag full of borrowed clothes before leaving for the afternoon. He even nabbed a wig off of one of the storefront mannequins (the storefront mannequins had higher quality wigs than the ones inside the store). The wig was long and dark brown, just like the wig he saw Quinn wearing in those Ferris wheel photos. The second he got home, he locked himself in his room and started getting dolled up. He was quicker this time, and his makeup job was better. He had fun trying on different outfit combinations, but nothing could get him to take off those fishnets. He loved the way they made his legs look.
Six hours went by before he realized what he was doing, and he managed to stop himself (but not before jerking off while dressed up in a skirt and a tight-fitting cardigan.
He stuffed all of the clothes back into the bag and he stuffed that bag into the back corner of his closet. He didn’t plan on retrieving that back until his next shift, which wasn’t for a couple of days. He was already upset with himself for bringing the clothes home and allowing himself to indulge in what was becoming a dark habit. He knew he needed to come to his senses and realize that he wasn’t just like Quinn—he was a man and he was happy as a man.
But his defiance only lasted twenty-four hours. It was Friday night and Jeremy couldn’t think of anything to do—except for one thing.
He felt the strangest urge to get dolled up and head down to Finn’s. And that urge was only
encouraged when he navigated over to Quinn’s Facebook page and saw that she wasn’t planning on going out. ‘Family’s in town. Can’t make it out tonight. Have fun everyone!’ her post read. So it seemed perfect: a place where if didn’t matter if people could tell he wasn’t really a woman, and if anything went wrong, they would all think that he was Quinn.
And why not indulge? If Quinn was going out as a woman anyway, then what did Jeremy have to lose? There was already the risk that people would think that Jeremy went out at night dressed as a girl, so it’s not like he was making his odds of being found out any worse.
He resisted the idea, but only for an hour or so. Then he found himself fishing that bag out from his closet. He decided he would at least get dolled up to see if he could pull it off. He wasn’t committing by any means—at least that’s what he told himself.
He put on his fishnets and his red thong, and then he put on that little black dress that he first wore back in the clothing store. He liked the outfit, especially with the long brunette wig. He not only looked like a convincing woman—he also looked like Quinn.
Jeremy’s roommate was out, so Jeremy felt free to try out his best female voice. He recorded himself on his phone to see if he sounded any good, and he was pleasantly surprised to hear that he sounded great. He wondered if Quinn had the same female voice, or if hers was different. Why would it be different if they regular voices were the same? The heels Jeremy nabbed from the store fit perfectly, but they weren’t easy to walk in at first. He had to do a few stretches up and down the hallway before he had his balance figured out. Then he found himself painting his nails with the little jar of nail polish that was in that little makeup kit he also nabbed from the store. He was starting to wonder if he should pay the store back, seeing as he currently had no plans of returning anything.
He didn’t have a purse or even a clutch, so he had nothing to carry his makeup kit in. So he was going to have to hope nothing would get smudged or ruined during his night out. Though surely there would be a woman in the club willing to lend a hand if something happened.
Jeremy was halfway to Third Avenue when he realized he’d left his apartment and passed dozens of people on the street. The whole thing happened in a quick blur, as if he was drunk, but he hadn’t had a sip of alcohol in days. He was high on the nervous excitement of doing something new and naughty. He didn’t know what to expect—maybe he would have the time of his life. Strangely, he didn’t feel the least bit shy. He wasn’t afraid of people staring right into his face, because he knew that no one would recognize him. And even if they did, they would assume he was Quinn and not Jeremy. So for the first time in his life, he felt invincible and guarded, even though he was wearing a short dress, fishnet stockings, and makeup.
He stopped at a little bodega to buy a pack of gum. The young man working didn’t feed him any strange looks, and neither did any of the patrons in the store. Even when Jeremy got on the bus, he didn’t receive any strange looks—except for one, from a man on his way home from the gym. The man looked at Jeremy and then his gaze drifted down to Jeremy’s tush. He grinned and gently licked his lips, which made Jeremy slightly uncomfortable but somehow flattered at the same time. Jeremy received a similar look from another man two bus stops later, and he realized no one could tell that he wasn’t actually a woman. He just couldn’t decide if that was a victory or a defeat.
He decided to count it as a victory—at least in the moment, while he was indulging and letting go of his inhibitions.
A familiar group of men greeted him at the entrance of Finn’s. This time, he played along, pretending to be friends with them, kissing them on the cheeks, but never explicitly pretending to be Quinn. His plan wasn’t to impersonate Quinn. He didn’t have a plan. He just wanted to indulge in a place where he was free to indulge. The fact that Quinn hung out there frequently was just a minor inconvenience. But once inside, it didn’t matter. The music was too loud to mingle. Jeremy made a point of waving back at everyone who waved at him. He made a point of dancing with everyone who wanted to dance. And he made a point of drinking with every guy and trap that bought him a drink.
The night quickly slipped away from him as each shot of liquor seeped into his brain. But he was on cloud nine. Every time someone leaned over and yelled a compliment into his ear, he blushed and smiled. He knew that every one of those compliments was, in a way, an insult, but he decided he would worry about that in the morning, once he’d had his fun. He knew that his indulging would only make his newfound gender confusion more confusing, but he decided he would worry about that in the morning as well. For now, he only cared about having a good time—and he was having one of the best times of his life.
Though the night took a sharp turn when he came to his senses and realized he was in a bathroom stall with a strange man. The man had his hands all over Jeremy’s body, and Jeremy had his hands on the man’s solid, packed chest. He froze as reality caught up to him: the man bought him a few drinks, danced with him for a bit, and then bought him a few more drinks. He introduced himself as Tony, but that was the only piece of conversation Jeremy could remember.
The man took Jeremy’s hand and pulled it down between his legs. He had a big bulge, which was already throbbing and erect. Jeremy’s heart hopped up into his throat. He tried to breathe but he was only able to wheeze. “You okay?” the man asked. He had a deep, jazzy voice.
“Yeah,” Jeremy said. He was terrified of offending the man, and terrified of letting him down. So when the man leaned in for a kiss, Jeremy just closed his eyes and kissed back. He surrendered and allowed the blur of the liquor to take him away again. The next thing he knew, he was on his knees, sucking a long, hard cock, his nose nestled in the man’s trimmed pubic hair, the sweet warmth of the man’s pre-cum on Jeremy’s lips.
The man was holding Jeremy’s head in place as reality once again caught up with Jeremy. They had only kissed for a few minutes before Jeremy had his hand down the front of the man’s jeans, his fingers around the warm girth of his cock. He jerked him off a bit until the man pushed Jeremy against the stall wall and sunk to his knees. Jeremy thought it was strange looking down and seeing a man sucking his cock, and even stranger seeing his legs clad in fishnet stockings. The man got Jeremy rock hard and on the verge of coming, but Jeremy didn’t want the fun to end, so he pulled the man to his feet and dropped to his knees to switch positions.
And now, the man was squirming, his cock throbbing powerfully. He was about to cum—Jeremy could tell, but he wasn’t sure how he could tell. He kept sucking, kept bobbing his head, kept tickling the man’s tip with the tip of his tongue. And it only took another minute before the man bellowed out a battle cry and unloaded a huge, warm load in Jeremy’s mouth. Jeremy coughed and gagged and spat the cum out, all over his perfect white dress. He tried to use toilet paper to get the white stains out, but there were set, at least until he found a laundry machine. So it was an awkward, long walk home with his check covered in another man’s cum, still with the taste of bitter pancake batter on his tongue. But despite the unfortunate mess and questionable taste, the memory of the night remained fond in his head. He was excited and grinning the whole way home. He fell asleep with that smile on his face.
And then he woke up without a smile to be seen as the whole night remained vivid in his mind without the alcohol to hold back his inhibitions. He’s gone out dressed like a woman and sucked a man off in the bathroom stall of a gay bar. It was a new low if he’d ever had one…
CHAPTER VIII
It wasn’t even 10:00 AM and Quinn’s phone was buzzing with new messages. Her friends from the club were all asking her how she was feeling. “You drank so much last night, but at least you had fun,” one message read. It didn’t take long before she realized her doppelganger had been at work once again. Quinn quickly replied, “What exactly did I do last night?”
“You partied hard. And then I saw you and that hunk run off to the bathroom. Nice catch,” read the reply. Quinn’s gut
turned.
It wasn’t what she’d expected: her doppelganger was now impersonating her at her local hangout, gambling with all of the friendships she’d spent the past few years developing. Her reputation was now a mystery—what did this Jeremy guy do last night? What did everybody think that Quinn did last night?
She quickly pulled open her Facebook account and found herself staring at that message from Jeremy—the one that had been sitting untouched for over a week now. She knew she had to respond to him, tell him to back off and find his own life, but she was afraid of how he might react. If she offended him, he might just block her and leave her with so many unanswered questions. And not to mention, she was terrified of talking to the guy.
For so many years, she didn’t even think of him as a person. He’d always been a sort of supernatural entity: a ghost that only existed in her friends stories—a version of herself had she gone and made all of the wrong choices. She didn’t know much about Jeremy, but she didn’t like what she knew: he was a college dropout (although he was apparently back in school now), he worked at some clothing store in the mall, and he rode some rusty bicycle around town. Quinn had worked hard her whole life, avoiding the pitfalls that many of her friends had fallen into: drugs, excessive alcohol, video games, and so on. During college, while her roommates stayed up drinking and playing online games, she studied, even though there was always a controller waiting for her. During her fourth year of college, she was studying almost ten hours every day, trying to make sure she got into med school. Sometimes she would look back on all of that hard work and wonder how she managed to even stay awake.
And now there was some lowlife trying to hijack her life—some guy who thought he could bum around for years and then just take everything she worked hard for. No, he wasn’t a guy—he was a ghost, a daemon, some sort of evil spirit. Reaching out to him was too scary. She couldn’t do it—not until she saw that Jeremy was a real person and not just some malevolent entity.
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