Learning to cum [FM] [Age gap] [Masturbation] [Mild shaming] [Fsub]

She had followed the Becoming Orgasmic regimen to perfection. The perfectionism that dominated all aspects of her life, from school and work to her own appearance, seeped into her most recent sexual project. She did all the exercises, all the at-home practice, all the readings. Still, she was not seeing results.

It’s a good thing he was into troubleshooting.

She was living a cruel version of the slut’s paradox. For such a dirty-minded, desirable slut, she sure had an extraordinarily hard time reaching orgasm. She had let many men stimulate her tight holes, leave her leaking with the remnants of their pleasure, giving her little pleasure to show for it. The amount of orgasms her body had created, the amount of sperm in her insides, did not in any way reflect her few moments of ecstasy.

Her insatiable drive led her to look for pleasure in increasingly riskier settings. She became a regular in the bars frequented by older men, dressed in tight and short dresses that helped her end up in strangers’ beds, sometimes thrice per night, on the quest for orgasm. The bartenders that had frequently seen her actions had taken their turns inside her, the now famous bar slut. She responded to online ads from men offering cunnilingus, knowing more often than not that she’d have to fake an orgasm and swallow their cum when she wanted to rid herself of their presence.

But the strongest hope can be found only after deep hopelessness. They met the time she reached rock bottom at a clandestine sex club in her city, used and abused and dissatisfied. After having her holes plowed and her flesh manhandled, her beautiful face slapped and covered in spit and tears for hours, she moved off the free use table and onto a couch in a lonely corner. It was time to use her fingers to try and force herself to finally orgasm.

She did not realize that his gaze had been following her since the minute she sat on the free use table and spread her legs with a smile. He had not taken part in the feast of her young and docile body, but he had quietly watched from his seat as she took each dick, each rough hand. He enjoyed her loud gags around cock and the sound of balls hitting her ass. He smelled her frustration grow over the long span that she played with herself.

Used, abused, and still unable to quench her thirst, she broke into tears. She didn’t have it in her to resist the man who sat down next to her, placing a hand on her shoulder. She climbed on top of him, ready to ride him. His hands gently pushed her hips away from his.

“That’s not why I am here. You haven’t cum a single time tonight, have you?”

She sobbed in his lap, her tits jiggling and glistening with the fluids rubbed off on her skin.

“Have you ever had an orgasm before?”

“I have… I just haven’t been able to cum in weeks now.”

“Well, coming to places like this is only going to make it worse. You are overstimulated and you took so much cock that you’ve probably hurt yourself in ways that won’t let you cum good in days.”

“It’s just… I have tried everything and nothing is working. I don’t know what else to do.”

He held her chin as she cried, making her look into his eyes. He was handsome, older by a couple of decades. For a stranger, the sudden intimacy was not making her nervous. She did not feel the need to pull away.

“I think I can help you out. I’m not sure if I can help you tonight, but in the next few weeks I think we can get you to a good place.”

She looked at him, puzzled, suddenly second-guessing herself. She was a worthless slut, suddenly unaware of her beauty and her brains. She wondered where the *quid pro quo* lay; what was in this for him?

“I am going to help you become orgasmic. In return, you will follow every single one of my instructions. You will only play with yourself under my guidance.”

He looked down at her body — used but eager and gorgeous all the same.

“The only cock you will worship is mine, and I’m the only person who will get to enjoy your body. Now, I’m not one invested in giving second chances. The minute you break any of these rules, our agreement will be over, and you will be on your own. Do you understand?”

She nodded. She had run out of things to try on her quest to become orgasmic, and she knew the risk had become unsustainable. She had little to lose by giving his plan a try, whatever it was he had in mind.

He moved two fingers between her pussy lips, slow and sensual. His face, however, showed no signs of flirtation. His stare was the perfect balance between stern and calm.

“Does this hurt?”

The slight pleasure compounded with the soreness surprised her. Her hips switched slightly, and she took her time to process the sensation. On the face of her silence, he asked more questions, calm.

“Maybe it’s a mix?”

“Yes, I do feel pain, but also… it does feel good. It’s not gonna make me cum but it feels good.”

He kept his fingers between her lips, moving slowly back and forth against her clit. She sighed, feeling the slowly building pleasure; however, she was also increasingly nervous that this wouldn’t work.

“I don’t think I’m going to make you cum tonight. You cumming tonight is off the table because you ruined your pussy. But I am trying to see what we are working with here.”

She nodded, blushing in both shame and pleasure. His fingers kept going and her breathing visibly changed. She felt she was definitely not going to cum, but it was not nothing either. Within their earshot, a woman moaned loudly as she got fucked in the club.

“Not all orgasms sound like that. I don’t care about you screaming wildly. What I’m after is the deep contraction your insides will have when my cock is in you and my fingers are on your clit. It’s going to be your way of milking my cum into you.”

His description really got her mind going. She imagined herself in his bed, his cock exercising perfect pressure against her walls, her cervix tightening in the strongest orgasm around him. She didn’t realize that her nipples were rock hard and her pussy was building moisture against his fingers. She only realized what was happening when she had trouble articulating her response.

“That’s… yeah… I want that.”

He looked at her with a sly smile, his fingers moving against her a touch faster. Her overstimulated clit was somehow still eager.

“What is it that you want exactly?”

“I want to cum hard around your cock.”

His free hand squeezed her breast before it wrapped around her neck.

“Be more specific.”

“I want… I want to cum so hard around you… That you feel my insides milking your cock.”

He held her neck as her legs spread further in her straddle, her hips begging for harder contact from his fingers. If orgasm was not a given yet, her bodily response had at least put it back on the table.

“Good girl. I can tell that you’re a filthy cumslut. I’ll make sure to reward each of your orgasms with a warm load against your cervix. Maybe I’ll show you around when you’re leaking so other men know that I pleased my little slut into letting me fill her up.”

She panted. He squeezed her neck lightly, the fingers on her clit firm and steady, moving marginally faster as her pleasure grew. He felt her juices run down onto his lap. She begged for what she knew to beg for.

“I want you to fuck me now. You’re making me so hungry for your cock…”

Her hands grasped his hard cock, thirsty for it. But he knew that any change in pace or position had the potential to give up the gained territory.

“You’re so used to having any man’s dick inside you, aren’t you? It’s almost as if you’re used to pacifying yourself with cocks. I told you no more fucking tonight. Are you going to be a good whore?”

She moaned for the first time, her inner thighs tensing up. She closed her eyes, unable to follow more of the conversation.

He indulged her as she built up the last leg of pleasure, knowing she was close. He remained silent and steady. But then he made a final gamble, he took a shot of the Russian roulette. He squeezed her neck and leaned in to whisper in her ear.

“Now be a good slut and open your eyes. This is more fun when I get to take a good look at my beautiful slut.”

His gamble succeeded. She opened her eyes and came against his hard, unleashing the energy pent up over weeks. His fingers moved from her clit into her pussy to verify the clench, the unmistakable tightness of her pleasure. Waves of pleasure and strong emotions washed over her, moving her to laughter and tears on his lap.

He held her through the aftershocks, kissing her head and neck gently.

“You did a great job on lesson one, babygirl. Let’s get out of here. We need to clean you up and get you some rest before we start lesson two.”

In her rock bottom, she had chased elusive pleasure through debauchery. It turns out all she needed was a caring hand of experience. After her first taste of success, in the midst of a hormonal rush of infatuation, she was eager to start a journey with him. A perfect win-win: he had found the ideal slut. It would be a pleasure to train her into pleasure after seeing her abilities. A gorgeous young girl who could deepthroat for hours, who could take it rough in all holes, was no longer just matter of dreams.

Source: reddit.com/r/eroticliterature/comments/vc7ecs/learning_to_cum_fm_age_gap_masturbation_mild