Mistress Twilight’s Fetish Blog Goddess of Pleasure (575)770-4575

Virgin Slut Hole
by Mistress Twilight

Bill rode the subway home. It was a late night and a chill was in the air. He, however, felt very warm inside. Holding the hand bar as the subway rode along, he remembered the events that led him to tonight, returning home after a session with his Mistress.

He had always had submissive tendencies, but had never found a woman who desired that in a man. Finally, he worked up the courage to go to a support group. The people were friendly and supportive and while he remained hopeful, he had yet to find someone. There was a holiday play party at Christmas and he went, dressing up for the occasion. He wore black spandex and a leather harness he had bought himself as a present.

At the party he felt shy and couldn’t work up the courage to strike up a conversation. He kept to himself, quietly sipping his punch. He watched as a woman flogged a man across the room, wishing that it were he.

Then a sultry voice whispered into his ear, “I can see you’re looking for something. Guidance perhaps? Instruction?”

He turned and saw a beautiful woman, the sight taking his breath away. She was tall and voluptuous, wearing a black leather corset and short leather skirt. Her long black hair framed an enchanting face. Her lips moved sensuously as she spoke with intense eyes focused upon his.

He stayed by her side the rest of the night. He confessed his submissiveness to her and his newness to the lifestyle, but he could tell she had already guessed these things. After that night she began to train him as her slave. Over the winter he went to her condo across town at the end of every week.

He was to wear a leather cock ring during these visits. He put it on before work and wore it all day. After work he rode the subway to his Mistress. One Friday he woke up late and forgot the cock ring. The day was hectic and he didn’t remember until he was walking to the subway station. He didn’t have time to run home and get it; that would make him late for her and she did not tolerate lateness.

He arrived and duly apologized. She punished him anyway. She placed him over her knee and gave him a thorough hairbrush spanking. After she had finished she began stroking his ass cheeks.

“And what do we have here slave?”

“Nothing Mistress,” Bill replied nervously.

“Nothing? Why it looks like a slut hole to me.” Mistress ran her finger over his opening, causing him to shiver.

“Mistress, I’ve never been touched there before.”

“A virgin slut. Mmmm, I like that.”

And that was all she said. She rubbed his tender ass and soon dismissed him. He wondered about her actions. She had been pleased to learn of his innocence but had done nothing beyond questioning him. All week anxiety and expectation plagued him.

Another Friday came and he went to his Mistress as usual. She opened the door with a devilish gleam in her eye. As was expected he began to undress and knelt on the floor when fully disrobed.

Mistress began to pace back and forth in front of him.

“Now you promised to do anything for me. Is that true?”

“Yes, Mistress.”

“You promised to give anything to me. Is that true?”

“Yes, Mistress.”

“You swore to hide nothing from me. Every part of your essence belongs to me. Is that true?”

“Yes, Mistress.”

Her heels made clicking noises as she walked slowly in front of him.

“Today I will test these promises. I want you to prove your obedience to me. Do you understand”?

“Yes, Mistress.” Bill was shivering now. Not knowing what to expect but eager to prove himself, he waited patiently.

She sat upon the sofa and beckoned him silently with one finger. Bill crawled across the floor and kneeled before her.

She pulled him over her knees and began to spank him with a studded leather paddle that lie beside her. The spanking was long and sensual. The intensity slowly built until his ass was stinging and he writhed against her thighs.

Mistress set aside the paddle and began to fondle his behind, scratching her fingers against the skin and squeezing his asscheeks.

“You will deny me no part of yourself will you slave?”

“No Mistress.” Bill felt her part his asscheeks and run a finger over his asshole.

“Even this little slut hole, this most private part of yourself is mine isn’t it?”

“Yes Mistress.”

Her finger withdrew for an instant and then returned to rubbing the rim of his asshole. It was now wet and cool and slid into his tightness easily.

“Yes this is embarrassing,” Bill thought. It even hurt a bit. But the pleasure of being entered was intoxicating.

Mistress stroked him with her finger. This made him lift up to met her and moan, with each curve of the finger.

“You will take whatever I give won’ t you?”

Bill could barely utter the words “Yes Mistress” between moans of pleasure.

“Good. Relax slave and you will take more.”

He relaxed his muscles and waited. Her finger withdrew halfway and stopped. Another cool, wet finger slid inside and he shuddered in ecstasy. All embarrassment had melted away and he gave himself to the intoxicating sensations. He was hard and rubbed against Mistress’s lap.

“You are such a slut. This little hole is sucking up my fingers.” She plunged deeper inside of him. “You want more don’t you?”

“Yes Mistress, please.”

“Beg for it. Tell me what you crave.”

With this prompt, Bill began to beg in earnest. “Please Mistress. Please fuck my slut hole. I long to be filled. Please fuck me like the slut I am.”

She withdrew her fingers as he pleaded. At once he stifled a cry, the empty feeling surprising him.

“Go to my dresser and bring me back the cock that’s in the top drawer.”

Bill crawled to her dresser and stood before it. His hands were shaking so badly with anticipation he could barely open the drawer. Inside nestled among her lacy panties sat a dildo and leather harness.

Instinctively he knew he was to crawl back to her. The humiliation of what would follow was overwhelming. He couldn’t relax while she put it in his…

But it wasn’t his anymore. It was her slut hole now, hers to do with as she pleased. With this in mind he placed the dildo in the harness and the head in his mouth. He crawled back and waited for her to begin.

“Very good. But you took too long. You were wavering weren’t you?”

Bill nodded a yes.

“You will take twenty for doubting. Present.”

He instantly laid the dildo on the coffee table and bent over, spreading himself for her. Clicking heels told him she had left the room. She had returned with her slapper. It was made of thick leather and wielded a nasty sting. As promised, she delivered twenty strokes, each one giving him a sharp sting and rocking him on his feet. Bill thankfully kissed the slapper and apologized earnestly for his doubting.

“Lean over the back of the sofa.” Nervousness returned as he followed her instructions. She came up behind him and firmly grabbed his rear. It was sensitive from the beating, causing him to wince slightly.

The coolness of her finger slid inside him again. Anxiety melted and he arched his ass into the air.

“You want this don’t you?”

“Yes Mistress, please. I’m such a slut. Please fuck me like a cheap whore.”

During his pleadings she had slipped another finger inside his tight hole causing him to moan these words. Fingers withdrew and the cold wet head of Mistress’s cock pressed against his puckered slut hole.

“I want you to relax your entire body. Open yourself up completely. Breath slowly now…”

“Yes, Mistress.”

The head slid inside of him and his body stretched to receive it.

“Take a deep breath.” As he inhaled she slipped the cock deeper within and his well-lubricated hole widened, sucking her in eagerly. She worked the cock in and out until she could easily slide all of it inside.

Mistress pulled almost out of him then and shoved back in, filling him completely. Bill whimpered from the pleasure and the pain. Ecstasy rippled through his body.

“You like this don’t you slut?”

“Yes, Mistress. Thank you… Thank you.”

She fucked him long and hard. Sensations began to build and his cock strained for release. Unable to stroke himself because his hands were pinned behind his back, Bill softly moaned into the upholstery.

Her thrusts intensified and he groaned loudly in response.

“You can come from me fucking you, can’t you little slut.”

“Yes, Mistress. Please may I cum while you’re inside me?”

“Let me hear how much you want it.”

Bill begged and his cock began to throb. Pleading always brought him to the brink of orgasm.

Reaching around his thigh, she grabbed his balls and squeezed them hard, digging in her nails.

“Cum now slave.”

The orgasm overtook him and he spurted in rhythm as she thrust into him, pounding him against the upholstery. The only sound to be heard was his exhausted panting as she slowly pulled out of him.

“Thank you, oh thank you Mistress.” Bill’s voice was just a whisper now.

“You made a mess all over my sofa. Clean it up.” Her nails scraped his scalp as she grabbed a fistful of hair and pushed his face into the cum soaked spot. He licked up his cum gratefully, so eager to please her.

She excused him shortly afterwards. Bill went to his pile of clothes, dressed and thanked her once more. Then he caught the subway and rode it across town.

Riding home, swaying slightly as the subway rumbled along, he smiled at these memories. His ass tingled, his hole still throbbing from her cock. He cherished these sensations and knew he’d never be the same again.