First Anal Training (MF, BDSM, Anal, submissive training)

She was wearing a thin sundress just as she had been instructed when she heard the sound of his keys turning the lock on the door that currently kept them apart. She was kneeling in the entry way, just as she had been since he had texted her saying that he was on his way home from work. Sometimes it took hours for him to come home, and sometimes only 15 minutes, but today wasn’t a day that she wanted to play with fire and wait until she heard the keys to dive into position. No, today was the day that he was going to start training her ass. Today, he’d announced that morning that it was a red day, a service and training day, a day in which all rules were to be followed to the absolute letter.

Red days were somewhat rare, usually happening only once or twice a week due to the level of restriction placed on her during them, but whenever they happened, there was a goal in mind. The night before, they’d re-evaluated her hard and soft limits, and she’d finally moved anal training from soft into allowed training. His reaction had been calm, as it was an adult discussion that was meant to be separated from carrying out the roles, but his care and sweetness for the rest of the night showed her just how happy he was.

That was why she’d waited there for nearly 30 minutes, from the moment that she’d gotten his text, not wanting to mess up any part of it. This was important to both of them, and was a new level of trust that she was giving up. A new level of control. He valued those greatly, and she loved pleasing him, so the moments when new aspects of their relationship was opened were things that they both looked forward to.

As the door swung open, she quickly moved her gaze to the ground, not looking him in the eyes without his permission. That wasn’t always a rule, as when she was allowed to be silly and goofy he expected some taunting from her, but today none of that took place.

A gently caress of her face was all he gave before he walked further into their apartment and set his bag down on the desk. He didn’t acknowledge her beyond that and she didn’t move, knowing that it would all come with time. That knowledge, however, failed to stop her stomach from tightening slightly. She knew what was coming soon, and she wasn’t sure if she was dreading it or excited for the new experience.

“Here,” was the first word he uttered, but she instantly moved to please him, crawling on her hands and knees to the spot at his feet that he was pointing to with his finger. He sat down on the couch and gently ran his fingers through her hair, checking for any knots and tangles that she might’ve missed. Finding none, he kissed her forehead and said, “Are you ready?”

“Yes Master.”

“Good girl.” He lightly smacked her ass and said, “Bedroom. Waiting position.”

That was one she knew. She quickly got to her feet and scurried across the apartment, thankful that he wasn’t going to do it in front of the big, floor to ceiling glass windows of the living room. The moment she was in the bedroom she removed her clothes, placing the dress by the door and kneeling with her legs spread wide at the foot of the bed. She could her his footsteps following behind her, followed by a rustling sound, but she didn’t dare look to see what was going on. She knew better by now than to do that on a red day.

A quick touch on her shoulder and she got to her feet, looking at the bed before her with aprehension. He had laid out an assortment of plugs, all different shapes and sizes, along with the soft cuffs they used for training, and a great deal of lube. In the center of the bed was a pillow, which he instructed her to place her hips on when she lay down on her stomach.

He took his time securing her arms and legs, letting the anticipation run through her as he slowly immobilized her more and more. He adjusted the pillow slightly so that her perfect ass was fully on display, and gently ran a finger down her thighs to the steadily growing pool of wetness at the base of them. He ran a finger gently over her clit, and slowly dipped a finger into her soaking cunt. He chuckled and said, “Well, if you’re this wet, we might be able to substitute all of this for lube.” Her face went red at his words, and she was more than thankful that he couldn’t see it.

The cold of the lube made her jump at first, but not as much as the first gentle touches to her virgin asshole. He’d never touched her there before, and neither had the few doms before him. It was a foreign feeling, and she didn’t know how to interpret it.

Before she had time to process more, he had begun. He slowly and steadily eased his finger into her. One knuckle in…then two…then the entire finger was enveloped in her ass. She whimpered for a moment, not sure how to interpret the new feeling, and he soothingly began to rub her back as he moved the finger around. He didn’t go fast, but it was enough to make her bite her lip. It didn’t hurt as much as she thought it would. The feeling was strange, yes, but she could begin to slowly see some appeal in it.

He removed his finger slowly, feeling himself harden at the sight of her puckered asshole clenched tightly around him. As he grabbed the first plug, he praised her quietly, and positioned it in front of her hole. “Deep breath, pet,” he commanded, before slowly easing the object in.

It was a lot larger than his finger, and a lot colder too. She let out a whimper and tugged lightly on her restraints as the object was eased further it. It was not a large plug by any means, and there were larger ones that he would insert into her tonight, but this was her first, and the feeling would be foreign no matter what the size. Once the plug was snug inside of her, he gently tugged on the base. Not to pull it out, but to move it, make her feel the presence that was now inside of her. This drew whimpers from her with each move, but as those subsided, he dealt out more praise. The small jewel appearing from between her cheeks made her ass look even more wonderful, and he realized just how much he couldn’t wait until she could be used like this regularly.

The second plug went in after a few more minutes. This time, she gripped the sheets and gritted her teeth as a larger object was pushed in. She let out a sigh as her ass closed around it to leave only the jeweled end visible, and her master gently praised her more as she relaxed into it.

Then, to her shock, he smacked her ass, stood up, and said, “Get dressed. We’re going out.”

“I…what?”

The hand around her throat appeared so swiftly that she wondered if he’d known that she wouldn’t understand what he was saying quite yet. Her submissive side quickly embraced his reaction and she quietly said, “I don’t understand, Master.”

“We’re going to keep that snug in your little hole, there, bunny. Understand?”

“I…but…yes sir.”

His face softened, and he released her throat to pull her close to him and gently caress her back. “Don’t worry, love,” he said. “After dinner, we’ll try out the even larger ones.”

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*A fantasy of mine I’ve kinda had for a while, the concept of anal training with plugs and stuff is one that I reaaaaally enjoy. Hope you like this short story!*

Source: reddit.com/r/eroticliterature/comments/h7dbiq/first_anal_training_mf_bdsm_anal_submissive

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