Emily 3:
Finding Her Person
by Mecca
Years of dating had worn Emily down. Men were no longer bringing their best, nor had they ever, if she really thought about it. Why men great until they gotta be great? she often considered. With this philosophy, she cautiously dated Miles, a 27 year-old, like her.
Miles was a young promising boy, who was really hot, but also seemed like a genuinely good guy. Not a “nice guy,” but a good dude. He made her feel safe, desired, and feminine. And so she desperately wanted to feel his hard cock all the way up her ass.
But she had been a good girl and properly resisted such temptations. She had been burned before and now knew how men thought. Emily doled out pussy in proper doses so that she would not be considered a freak. First date, nothing but a kiss. After a few weeks, she let Miles finger her. The last two weekends, she had let Miles properly fuck her. Well, not properly; she still smacked away his hand when his fingers grazed her asshole. She was anxious but finally felt comfortable showing more of her her true colors to Miles. Not everything, just a peek into her kinks.
So as she sucked on Miles’s thick lips that night, she knew that she would give him her asshole. Maybe more. No, too soon. Just her ass. That would be more than enough for any man.
It was a lovely date. Salsa lessons on the beach. She felt energized, sexy, and horny from the tequila still coursing in her veins. The moon glowed brightly in Miles’s car. All signs were pointing to yes. She wondered how he would react if she pulled down her pants and started finger-fucking her anus right here in this car.
“So, cool to head to my place for a snack?” he asked. “I make a fantastic shrimp taco.”
Emily nodded eagerly, her grin touching both of her ears.
***
Emily didn’t continue the charade of wanting to snack and talk. As soon as the door to his apartment closed shut, she was on him and they were kissing sloppily like a couple of teenagers. His strong hands pulled tight at her waist, so she grabbed his hands and pulled them down to her ass. That would be strong enough of a hint. If that didn’t work, she would have to turn around and rub her ass on his hard-on like a feral cat.
It worked and he felt on her tight ass through her jeans until they collapsed onto the couch. Everything was going well until Miles stood up.
“No really, I better go get started on the tacos,” he said candidly.
Emily just stared at him.
“Just kidding, c’mere.” Miles swooped in for more kisses.
Emily laughed and pulled him close. “You’re my snack,” she said, devouring him. She had wondered all night how she was going to get him to fuck her ass. This wasn’t her strangest kink, and found that most men were at least open to sticking their dicks up her bottom. There were a select few that resisted or flat out refused. Those were the guys she ghosted or broke up with promptly.
What if she simply told him to put it anywhere? Then he would probably still think she preferred vaginal and she was simply being nice or that the tequila was making her kinky. She could whisper “fuck my ass,” but that was so direct. And what if he shot it down? She didn’t think her heart could take the disappointment. Or worse, maybe he would get overly excited and stick it in with no preparation. Emily’s pooper could handle a pounding, but even Emily preferred a little prep or it would hurt at first. Would he explore her cheeks on his own? She had previously pushed him away from her ass during sex, so he probably thought she detested anal sex. He would definitely need direction if she was to get her derriere deep-dicked.
Emily knew she had him on the right path when he began kissing her nude body on her chest, between her tits. He was about to go down on her, and she could easily slide her body so that her asshole was in his mouth. If he was reluctant to rim, she knew she could dump him in the morning. She had tidied up already, so there was no legitimate reason for him to turn down eating her ass.
He was fantastic at giving head. Her pussy was very wet for him and he was gentle but attentive to her clit. Emily took a breath, lifted her legs up, and scooted down so her asshole was staring directly at his chin. Miles looked up at her once, quizzically, then apprehensively gave her brown rim a lick. Emily moaned extra with effort and Miles received the signal. He began to kiss and lick her peach pit. He tossed her salad something fierce.
It wasn’t the best feeling in the world. Emily actually preferred her pussy eaten to her ass eaten. But as it was often a precursor to anal sex, having her asshole licked always turned Emily on. Her pussy got wetter, drooling like one of Pavlov’s dogs.
Her work wasn’t done. Sure, she had let him know that she loved getting rimmed, but it was important to let him know she also wanted dick back there. The best way, she surmised, was to hint at how kinky she was.
“I love having my asshole played with,” she whispered. “I used to let guys eat it on a first date.”
Miles frowned. She was attempting to let him know how much she liked anal stimulation. Perhaps her attempt had turned him off, since she had just revealed her previous sluttiness. Guys liked good girls and she had just let him know she was an ex-slut.
“I wish I had dated you back then,” he mentioned, going back to eating her ass.
Ah, he was mad that she made him work for it. Well, that couldn’t be helped. But she was back at square one. How would she get him to fuck her butthole?
“Do you like a finger?” he asked quietly. She smiled knowingly. He was into it. She was gonna get her ass ridden tonight.
Emily nodded and felt Miles’s index finger push against her rim.
“Yeah, finger my bootyhole,” she whispered. She caught herself. She wasn’t going to say all the dirty words for her butthole. That would undoubtedly lead to scatological talk, and she was still weeks or months away from talking about her shits.
Maybe she would never mention them. Her kink was so rare and shameful, maybe she shouldn’t share it with anyone. Could she live with just the anal sex without sharing her poop time? And just take all her masturbation shits alone? Would that really be okay?
But finger her bootyhole he did. It felt good, but she still put extra effort into moaning and moving so that Miles would know she could handle more.
But he didn’t do more. He fingered her ass well, using different fingers and while eating her pussy. Sometimes he would do the reverse, giving her a rusty trombone, or whatever the female equivalent was. Rusty trumpet? But his delicious dick was nowhere in sight.
Emily stopped him and got in position, on all fours, relaxing her ass so it would hopefully open in a natural gape. But Miles went back to fingering it. So she grabbed his arm and aggressively said “Fuck my ass.”
The direct methods work best. “You’re fuckin’ perfect,” he whispered, and began to prep. Before long, Miles’s long, hard dick was pressing against her wrinkled hole. No lube was necessary. After all that foreplay, she was more than ready. The only prep he needed was a condom.
Being the honorable gentleman that he was, he stopped himself and asked if she wanted lube. She told him, “Not right now.” And so her ass gobbled up his cock easily. Would he think she was a slut because of how easy it was to go balls deep in her dumper? These are questions she could answer later, when she wasn’t drunk on sodomy.
Miles clearly had experience fucking a girl in the ass before. He bottomed out quickly, slapping his thighs against her young booty meat. His dick was fucking marvelous, hitting all the hot spots in her heinie-hole. His hands—his sexy hands!—pulled her onto delicious brown cock. She fucked him back, matching his rhythm. It was much more fun a dance than the salsa.
“Fuck my brown eye, Miles!” she screamed. Whoops. That one was getting pretty close to scat territory. But the color of her asshole literally was brownish. There was plausible deniability.
“All this cake for me,” huffed Miles, “And it’s not even my birthday.”
Emily chortled at his joke between gasps and grunts. Funny guys were so hot. Finally, she had found a good guy and not just an asshole who liked her asshole. Later, she would have to see if Miles would watch her take a fat shit. As for now, she was content getting her shitpipe stuffed by his wonderful dick.
After a few minutes, Miles stopped and whispered, “Are you still good? Need any lube?”
She smiled. She was noticing the friction more, but was so close to cumming. “I’m good, keep going. Please.” He was so thoughtful. Miles resumed his fucking until she came, squealing about her horny “asshole” but really thinking the word “shithole.” Afterwards, Miles pulled out, exhausted. He pulled off the condom and looked at it, chuckling. Emily, half-drunk from her orgasm, looked to see what was funny. She noticed there were light brown streaks on it. Hot.
“You know, there’s more where that came from,” she said sleepily.
Fuck! Why did she say that?! It was way too early to talk about her own poop. “That is, if you wanna see,” she quickly added, so that Miles would know he could turn down watching her poo.
Wait. That was worse. She had tried to make it better, but nothing about the first sentence implied she was inviting him to see. No normal person in the world would’ve thought she was inviting him to watch her shit; they would have naturally assumed she was just making a gross joke about condom skidmarks. She could have laughed it off. Now her statement attempting to disabuse him of the notion that he was going to watch her defecate, sounded like a firm but polite invitation to watch her defecate! Emily wracked her brain, trying to find a way out of this situation. She was only digging her grave further so far, so her only option was to shut up and hope he hadn’t heard her.
As Emily’s face was surely showing abject terror, Miles’s face only showed confusion. Then he raised his eyebrows and smiled weakly. What was he thinking? She couldn’t get a good read on him.
“Sure,” he responded. No way. Was he actually…? “Wait, you want me to watch you shit, right? That’s what you said?”
She did not like the way he said that. She didn’t believe he wanted to watch her go. Surely he was just being nice at best, and was making fun of her at worst.
“Ha ha, no,” she lied. “Of course not.”
He looked confused again. “Are you sure? ‘Cuz it kinda seemed-”
“Nooooo,” she said, “Ha, that would be gross! So gross.” Why was she lying? She hated lying! And she would have to tell him someday, probably.
“...Because if you did, you know, want to... do that,” he continued, “Someday, then… I would be into... that.” She studied his face. It didn’t seem like he was messing with her. “Like a lot.” He was being truthful. And he had seen through her lies.
He wasn’t just being nice, like Sal had been. He seemed like he actually wanted to see it. He actually was okay with watching her poop! But it was too early! But what if… God, what if he was nice and liked anal and loved watching girls shit? Like without even convincing? Despite the humiliation she had experienced at showing a boy too early, that was a boy who wasn’t into it. Miles had just directly said to her face that he was into it.
“Come with me,” she said.
In the bathroom, Emily sat with her legs wide so Miles could get a good look at her genitals. Miles sat patiently, resting his chin on his fist. She was nervous and excited. She felt something inside, but it didn’t want to come out.
“I don’t know if I can go right now,” Emily nervously said. It was so stupid. She went in front of Sal countless times, and a few times in front of other guys. None of them cared to see her shit. Some of them downright hated it. Now, more than ever before in her life, she wanted to shit; and she couldn’t go.
“Take your time,” he said.
She supposed that’s why she had stage fright. This would be the first time in front of someone who liked this. He’d probably had girlfriends shit for him before. Hers might be worse somehow. He might have expectations. Maybe her shit was stinkier than he was expecting?
She ignored these thoughts. When she was constipated, she would sometimes dig out the stool. She wasn’t going to fully dig out her shit—she didn’t know how Miles would act if she actually got dirty—but she could finger her ass a little.
“Hold on,” she said, wetting her middle finger, and then pushing it up her asshole. There was a hard turd not far up her ass, she just needed to push it out. She swirled her finger around her rim and pumped it in and out a little. This anal masturbation turned her on, calming her nerves, and making her squeeze her bowels. “Mmmh,” she moaned with the lovely stimulation. She realized she had been closing her eyes but had great masturbation material right in front of her. She looked at the naked Miles, his dick flaccid but still thick. Her pussy moistened and she felt the turd approach her rim.
Emily withdrew her finger out of her now-gaping anus and pushed again. This was a big one and hard. It had clearly been compacted by Miles’s dick. She closed her eyes again and pictured taking a shit in front of a group of men, one of them Miles. The men were all watching and clapping and cheering her on. Before she knew it, the turd was at her rim. There was only one problem: this turd was huge and her poo hole was still small. She opened her eyes to see Miles stroking himself. Fuck, this was hot. She was the star of her sexy scat show.
Emily bore down hard, grunting with a “Hnnnnnghh!” The mass moved forward and finally breached her anus. The hard work was done. But even though it would come eventually, she was impatient and wanted to stop the anus-teasing this turd was doing. So she used one hand to spread her ass, widening her hole just enough for the hard log to stick halfway out of her anus. She let go with her hands and pushed only with her ass muscles, sending a compact cylinder of feces into the toilet with a “sploosh.” It had felt amazing as it tickled the nerve endings in her swollen rim. She was already aroused, so she stroked her pussy while pushing out the rest of her turds, cumming right after the last one passed out of her. It stank, but she didn’t care.
Miles was hard again. “That was hot,” he said. “I think I want to fuck you again.”
Horny from her second orgasm of the night, Emily spun around on the toilet, showing her wide-open shitty asshole. No one had ever fucked her bum while it was still shitty. The idea of satisfying both of her kinks at the same time made her weak. Miles grabbed another condom and fucked her up the ass once more.
She had found her person.