Gina Bargains with Herself

The excuse of self-punishment stood tall and daunting in her mind, but Gina was not willing to accept that her sore crotch would have to take another, likely longer beating from Caleb’s menacing genitals. She interpreted and twisted his approach—and slow stripping of clothing—to mean that this was a kind of test: she would have to earn the comfort of not being fucked and filled with another fertile load, and that meant she needed to pleasure this enthralled beast some other way. As she bargained with herself, she went to her knees while looking up at her unwilling victim, her eyes pleading. “I-I know what I’ve got in mind for what happens next,” she stammered, eyes magnified in her glasses as she peered up at him, “but maybe I can make amends… another way?” She felt ridiculous negotiating with herself, but this was all she could: bargain with this almost mysterious masochist she had become.

Caleb paused only briefly before unzipping his pants, his shirt already off and revealing his hairy body. Silently, out sprung his erection, its moist tip gently tapping Gina on the bridge of her nose. He considered her for a moment, making her worry he had gained some measure of autonomy here… but no, he ultimately proved still under her power.

As luck would have it, she had finally seen reason. He spoke her ultimatum. “I’m at your mercy,” he sighed with a smirk, “so we’ll give you… let’s call it…” Caleb fiddled with his phone, tapping away until he declared, “five minutes. You’ve got five minutes to get me to come before I finish myself off... by fucking you in the shower.”

He showed her the phone, showed her the timer already ticking away at 4:58:024, and she swallowed hard in response.

She was… challenging herself? Why would she want to race to make him come so quickly?! But of course… she wanted him to feel good, and she didn't deserve mercy, did she? If she succeeded, she'd properly atone by serving him orally and efficiently.

Gina still struggled to define the sin that brought her here, but she could waste no time thinking about that now: she had less than five minutes to make her first blowjob the best this man had ever had, enough to make him ejaculate during a second wind, enough to not let him hold out for the prize she knew he would mercilessly take from between her thighs.

It was twisted enough to fit the narrative, and so she leapt to work.

Not waiting for his pants to come off, she desperately hugged his legs and shoved her face toward him, the lesser head of him menacing and bulbous until it slid out from view and into her mouth. Full of renewed vigor for her redemptive task, she opened wide and **** his meat down her throat… and then promptly gagged and reeled back. She had choked the moment he had touched the back of her throat, and only a few inches of his meat got in before she hit that limit. Desperately she suckled and pumped at him with both hands wrapped tightly on his fat shaft, her whole body rocking back and forth to try and make up for the limited capacity of her mouth.

Spittle drooled from her lips as she continued this effort in earnest, too afraid to run out of time to even try and swallow as her saliva slowly caked her face around her mouth in strands and droplets. Caleb, for his part, seemed oddly focused on the ceiling... almost as if he were trying to hold out against her. Gina was infuriated with her self-sabotage: was this just a ploy to humiliate herself before a punishing plowing of her pained pussy? What was even the point then of trying?

Slowly, a new truth began to manifest in her mind... but it was too absurd to accept, too without evidence. Why would she want him to… to savor this? Why would his enjoyment matter to her? She could not possibly love this unattractive, rapacious loser who lived with his parents and acted like her puppet, right? She recoiled at the conclusion that she just wanted to make him feel good before forcing him to mate with her... as a lover might, horrible pain notwithstanding.

“Please… look at me,” she whined before going to back to sucking harder, trying to **** herself to gag on his meat again, as if emphasize.

She is... phew, not making this easy.

Caleb already came that day, so five minutes seemed easy enough for him to hold out during a blowjob, especially when getting to fuck that impossibly tight mess was the reward. He had relented on his plan to look anywhere else when she so softly requested it, stunning him with her wish.

Watching her tiny face squint and struggle with the effort was a fine reward, but he did not expect such determination, nor for her to look such a mess so quickly. She tugged hard on his head with that tiny mouth, her gentle eyes peering over her glasses to look up at him, searching for any sign that she was doing well. Her hands didn’t dare wipe the spit dangling from her chin, each to busy trying to please him. She didn’t even take her clothes off, which was somehow hotter: the t-shirt and jeans she had put on before the move hid the little flaws and unshaved bits of her, leaving the alt nerd girl doing her best to Hoover cum out of him.

She finally released his increasingly sensitive head from her mouth with a pop, both hands working to massage his dick as she tipped her head back to stare at him in earnest. Her magnified eyes were pleading. “D-Do you like it when girls talk dirty?”

Jesus, I do. Caleb didn’t jump to admit it; he wasn’t sure he could handle that right now, looking into those scared, eager eyes, and he really wanted to hold out for the shower fuck. Even the high-pitched, almost scared question felt dirty enough to make his cock swell slightly in her fumbling grip.

While she awaited his answer, her automated hands found an effective grip: her two thumbs pressed against the base of his manhood and, with a firm double-grip slowly pumped up, thumbs firmly pressed, massaging him the entire length of-

Ffffuck. Caleb trembled as he felt the sensation of her handjob on his saliva-slick dick, and she took that as an invitation. Shit, if she starts talking like a slut outta nowhere, I don’t think I can handle it-!

“Your penis is uncomfortably large.” She stated it like a botanist noting rings in a tree stump.

It was at about this time Caleb was reminded of this girl’s apparent experience. He tried to chuckle, but she pumped him again with that slow, agonizing technique, and all that he managed was a warbling moan.

So her dirty talk was a great success, as far as Gina could tell. “It felt weird feeling it ejaculate inside me. Even through the pain, I felt it… filling me, like a weird enema.”

Caleb’s face twisted in confusion, but he couldn’t manage words quite yet.

“You also taste like me, still, erm, your penis I mean… I still taste it.” It was more a complaint than dirty talk, in tone. In fact, none of her tone seemed intentionally sexy, but rather shy and annoyed.

Fuck, how is she so terrible at this but… oh fuck, I need to not cum, Jesus, Caleb, DO NOT “pre-mature” to this shitshow pillow talk! He distracted himself with a glance at his phone: barely more than a minute left as he felt pressure building. He had to think of something, anything to-

“I hope you’re enjoying my… um, mouth?” The two made awkward eye contact anew… and, with a hesitant grimace, her mouth still slick with excess spit, she kissed him on his tip while continuing to pump. He did not slip again into her tiny mouth… she just audibly kissed it, pecking it lightly just under the tip, as she looked at him over her glasses again. Then, without warning or cause, with reference to some fantasy she must have had or heard of just to project now onto Caleb… she whispered up to him, her voice sylvan and sweet.

Fuck, how is it this fucking good-?

“I love you.”

Caleb flinched—her thumbs again came to that incredible zenith just under the rim of the head, but really more at the sudden, whispered declaration—and she clearly took that to mean she finally found the talk dirty enough for him.

She kissed him lightly again, mismatched with her vice-like handjob, and whispered it again, “I love you.” She popped another kiss on it, then another, repeatedly and cutely kissing his twitching cock while professing love in a pathetic voice, all while massaging another load out of his-

Oh fuck. Oh fuck, why is this working-?!

Caleb had no chance of survival. His balls surged with what fresh reinforcements they could muster before the man blasted Gina in the glasses, across her nose, and mostly onto her chin and mouth as she was coming in to plant another gentle smooch onto the hole now spewing white. Unsure of how to handle the mess and in a slight panic, she pushed the cock up and away, letting another blast fly up and land on Caleb’s belly as he trembled and uselessly impregnated the air.

“Yay,” she almost sobbed before her tongue slipped her a touch of his cum. She grimaced without remorse, and all the sweet, **** sexiness was gone, along with Caleb’s orgasm.