Her Last Chance (Persona 5) (Patreon)

Ann's modeling career hasn't been doing so hot and she's under threat to be let go from the agency. However she's given the choice to do a special kind of shoot to keep her afloat.

After everything she had tried in the recent years to become a better model thanks to Joker’s help, Ann had found herself struggling at the agency to get calls and gigs that actually wanted to use her. There were a few small time shoots here and there, but there was nothing big enough to help her pay her bills. At least, there wasn’t until she had gotten an email from the agency and told that it would be her last shoot with them if she failed to deliver on what they wanted.

That email had landed Ann on a black couch in the middle of what seemed like was an office room. She had heard about a few models having to do risque shoots in order to keep their standing or even gain more, but she didn’t think that she was at that point yet. Not until the person who was going to be doing the shoot sat her down and briefed her on just what she was going to need to do. At that point, Ann’s heart fluttered in her chest, nervousness, embarrassment, and pride filling her all at once. “You want me to do what?! Just to keep my job with the agency?!”

“Ann, I’m not the one that makes the rules. In terms of modeling, you’re starting to get up there in years. You’re still very beautiful, but you’ve seen it yourself. In their mid-twenties, models get replaced all the time. Yours is just happening a little early unless you can do good here. If you can, then your agency has already lined up a spot for you in my agency. So you can keep working as a model if you choose to.”

Ann’s heart froze for a second. She was going to be replaced at her agency because her shoots were going poorly? All because she was growing older despite still looking young and beautiful? It caused a shudder to rush through her spine. Of course, she was against the idea of sucking a stranger’s dick and allowing him to fuck her ass afterward. But as she stayed silent and thought about it, Ann watched as the man who just briefed her on what was about to happen stood up from his seat and dropped his pants.

Before she could say anything to him, his cock flopped out of his pants. His semi-hard cock that looked like an absolute monster already. Her throat immediately went dry at the sight of it, making her question if she was actually against the idea or if she was just being a bit of a prude. However, she needed this job and needed to keep working. Modeling was her life and she didn’t want to give it up so easily.

A gentle smile came to her lips as the man approached her, his cock swaying between his legs with each step. Ann hesitated for only a moment before she started to undress herself, taking off the jacket that she was wearing and slipping out of the top she had on underneath. The moment her large breasts came into view, it brought her a small spark of joy to hear the man whistle at her, enjoying the sight of her body. “This is my last chance at this agency, huh…? I don’t want to give up modeling, but don’t think this means you’re anything special to me.”

“Whatever you need to tell yourself to go through with this, Miss Takamaki.”

Ann’s heart fluttered in her chest when he finally got close enough for his cock to be only inches from her face. She quickly dragged her tongue along her lips, opening her mouth just enough for the head of his shaft to fit in her mouth. And the moment it hit her tongue, she stayed still, allowing the flavor of his cock to fill her tastebuds. Right before she pushed her head forward, taking each and every inch of his shaft into her mouth. She moved slowly but surely, swirling her tongue around his shaft as she moved. She was told to suck his cock, but not to make him cum. And if he was going to fuck her ass when he was done with this, she wanted to be sure he was lubed up as much as he could with her saliva.

Luckily for her, he didn’t have a problem with this as he grabbed onto the back of her head, enjoying the way her tongue moved around his shaft. She closed her eyes when she felt his hand move from the back of her head to her cheek, caressing her face for a moment before drifting down to her full breasts, grabbing a firm hold of them. Ann couldn’t help but chuckle as he felt her up like this, surprised that she enjoyed the way his hands felt against her skin.

However, as she bobbed her head up and down the length of his member, making sure to coat it in as much of her saliva as she could, she didn’t think twice about it. The only thing on Ann’s mind was the flavor of this stranger’s cock and the way it felt every time she reached his base, stretching out her throat as it pushed deep into her. Combine that with the way he was leaning over her and trying to work her clothes off of her body and Ann knew where things would be going sooner rather than later.

A gentle chuckle rumbled in her throat when she felt him pulling on her panties underneath her skirt, trying to pull them down over her plump rear end despite the way she was sitting. Ann pulled herself back toward the tip of his shaft, playfully popping her lips off from around his member before looking him in the eyes. “Someone’s a bit eager, aren’t they? Are you just excited to fuck a single woman in her twenties? Or are you just impatient?~”

As she spoke, Ann adjusted her position on the couch to be on her knees, reaching behind herself and pulling down her underwear, pulling them down until they reached her knees. “Leave the skirt on. I’m sure it’ll be more of a show for those that get to see this shoot.~” She playfully dragged her tongue along her lips as she leaned herself forward and placed her arms against the couch, pointing her rear end toward the edge of the furniture and toward the man that was about to fuck her. “Just be gentle with me, okay?”

“I’ll be as gentle as I can be.”

When she felt him grab onto her hips, the feeling of his fingers roughly grabbing at her skin, Ann knew that she would just have to accept that he might not be too gentle with her. She had dabbled in anal sex in the past, finding that she enjoyed occasionally having something in her ass. But it was usually just a few fingers or a plug, never a full, throbbing dick. A faint and nervous smile came to her lips as she thought about just how this would either feel wonderful or hurt more than it should.

It only took a moment for the man to use his grip on her hips to pull her to the edge of the couch. And that moment was all Ann had before feeling each and every inch of his thick and throbbing member plunge inside of her, stretching her inner walls and making her scream out in a mixture of bliss and pain. Fortunately for her, the pain that she felt started to be washed away rather quickly with the pleasure of having something thick rubbing against her anal walls. Hot and heavy breaths started to spill out of her immediately as the man started to fuck her for the camera, not bothering to try being gentle with her. Instead, it seemed that he was just here to enjoy himself with her body. Not that she minded right at this moment.

Bliss and pleasure rushed through Ann’s body as she was fucked from behind, the throbbing cock she sucked on only moments ago filling her asshole and making her wonder why she was hesitant at the start of this. Sure, getting fucked by a stranger wasn’t something she wanted to do, but as the pleasure that filled her started to cloud her mind, she couldn’t think of a reason that made it a bad thing to do just that. She bit down on her lower lip to try and keep herself quiet as moans threatened to erupt from her and fill the room around them, hoping to play up a bit of a needy angle for the camera. She had to do good for the shoot, after all.

However, when she tried to silence herself, it seemed that her had a problem with that. It didn’t take more than a moment for him to start thrusting even harder and faster into her, causing her to let go of her lower lip and scream out in pure bliss. His grip on her hips grew even tighter as well. At least, it did with one of his hands, the other letting go of her entirely in order to flip her skirt up and reveal the entirety of her plump rear end.

A moment later, Ann felt him spank her rear end, the sound of the impact echoing through the room for a moment. Quickly followed by a moan that spilled from her lips as a result. Her inner and anal walls both clenched down in bliss from the feeling of being spanked. So much so that the man fucking her had to slow his thrusts in order to avoid being hurt from how tight she became. But that was only a good thing as she heard him mention how much of a turn on it was for her to be into being spanked like this.

When his hand landed against her plump rear end again, causing her ass cheek to jiggle and her asshole to tighten once again, Ann found herself reaching the peak of her pleasure much faster than she expected. Maybe it was because this man was fucking her better than she expected he would. Maybe it was because she was actually into being recorded in some sense. Or maybe it was the fact that she just simply enjoyed anal more than she thought. Whatever the reason was, Ann’s body tensed up and her cunt and asshole tightened in orgasm when she felt him spank her once again.

A loud scream of pure and utter bliss ripped itself from Ann’s throat as she came around the cock that was buried inside of her ass, gasping when her arms gave out and the man pushed her face down into the couch cushion. A sharp breath left her when she felt him fuck her through her orgasm, enhancing how good it felt and prolonging the end of it. Her lips curled into a bright smile a moment later when she felt him erupt inside of her.

Rope after rope of this man’s seed pumped directly into Ann’s asshole, painting her anal walls a thick shade of white with him cum while he groaned above her. But she loved the way it felt to have him throb and pulse against her anal walls, reminding her of the postion that she was in and how good she needed to do in order to keep her job. However, as he slowly pulled out of her a moment later, some of his cum leaking out of her asshole, a thought came to he rmind. Why fight for a job at an agency that was looking to replace her when she could join one that already had a spot open for her? “Say… If you fuck my pussy during this shoot, what do you say to just giving me a job at your agency?~”

“You know what? You’ve got a deal.”