I once a short story called Lady Emily, about a noblewoman who catches and punishes a trespasser. This was the follow-up. The first story was short, poorly written, and not worth uploading, but I considered this good enough to pass the threshold. This is also my last non-uploaded F/M story - until I run out of old stories to upload, there will only be M/F stories (and one or two F/F stories).
Brian stepped up to the door and rang the bell, more nervous than he ever could remember being. Earlier that week, he had taken a shortcut over the property of Lady Emily, the young, but authoritative owner of the mansion and most of the surrounding area. She had caught him, and decided with to deal with this trespassing young man by baring his bottom and giving him a good whipping with her riding crop. It had been all too clear that she had enjoyed this punishment.
The thing was, so had he. And since this had been obvious, the Lady had invited him over the following Friday for another dose of discipline. Friday, at seven, had arrived, and he was standing outside the mansion wondering how long he would have to wait.
The door opened, and a tall, redheaded maid looked him up and down.
"Eh... the Lady asked me to come here at seven to talk to her." He didn't say anything else; he didn't know what the staff knew, and he wasn't about to share any information they didn't have.
"Ah, you're the young gentleman here for his spanking then?" He blushed furiously. Apparently, they had been told quite a bit. "Just follow me, sir."
She led him to a small room at the back of the house. He realized that there were no other living quarters near it. She walked up to a door with a very intimidating "Private: Keep out" sign, and knocked on the door.
"Enter," came the reply from within. He shuddered a bit at the voice; in that single word, he could feel the authority that surrounded her like a cloud. The maid opened the door, indicating that he should enter first.
Lady Emily was sitting on a large bed in the far corner of the room. The riding clothes from last time had been replaced with a large, blue dress, that made her look even more sensual, and, at the same time, even more intimidating in a strange way.
"You showed up. Good." She smiled at him. "You know, in all the excitement, I'm afraid I didn't catch your name last time."
"It's Brian."
She indicated the tall redhead standing a few feet behind him. "That's Colleen. She's going to be here for your spanking, and, if I decide so, she will add a few slaps herself."
She leaned forward. "That's introductions out of the way, then. Stand with your hands out and your legs spread."
"Wh-what?"
"Stand with your hands out and your legs spread," she told him, clearly annoyed at having to repeat herself. "Do as you are told."
He did so, wondering what was about to happen. "Colleen, strip him. Off with everything."
Colleen eagerly stepped forward and began unbuttoning his shirt, clearly wanting to see what he had to offer. Brian almost wanted to pinch himself to make sure this was all real. It was so strange, it was so humiliating, and it was more exciting than anything he had ever experienced.
Slowly and methodically, every bit of clothing was carefully folded and placed on a small table nearby. When Colleen had removed everything above his waist, she moved downwards. As she was about to remove his underwear, she got down on one knee in front of him, making sure she had a very good view. Her eyes lingered for quite some time on what came into view, and it was clear she was enjoying what she saw.
He stood there, fully nude, still with his hands out. He wasn't sure it was still required, but she had told him to stand like that, and he wasn't about to move until she told him to.
"Good. You're obedient. I find that very attractive in a man." She turned to the maid. "Colleen, didn't I tell you he had a very cute bottom?"
"You did, madam," the maid told her.
"Well? Was I right?" She held her hand out towards the nude body in front of her.
Colleen stepped up behind him, rubbing his backside calmly, giving it a few good pinches. "You're right," she admitted at last, "It is a very cute bottom."
"I'm always right." She turned to Brian, beckoning him forward with a crooked finger. "You're going to lay across my knees, and you're going to remain over my knees until I say otherwise." Then, she raised the hem of her dress, revealing her very shapely legs. "I don't want any stains on this dress," she explained. "I like it."
Gently, Brian lowered his naked body over her knees, waiting for her to finish adjusting him to her comfort. Then, she started rubbing his bottom. "Last time we met, I believe I was quite rough with you. Today, I was thinking I would be gentler." He didn't respond; he had understood that unless he was asked a direct question, it would do well to stay silent.
The first smacks were light, and slow, with plenty of gentle rubbing between. But slowly, the frequency and strength of the slap increased, and the rubbing ceased. Soon, the smacks were hard and fast, and Brian had to let out a small groan. Partly because the pain was building up, but also because, as the smacks got harder, so did he.
The Lady kept smacking, getting into a rhythm, and moving like a metronome. She didn't restrain him in any way, trusting that he would not do anything to displease her. She was right, and she knew it.
After a while, the spanking stopped. The Lady told him to get up. "I'm tired right now. Colleen? You can spank him for a while."
The maid eagerly sat down in the nearby chair, waiting for him to come forward. Her eyes were transfixed by his erection, and when he stepped closer, she reached out a hand to touch it. It seemed like she wasn't overly experienced in these matters.
"Colleen, that can wait for later. For now, I want you to spank him." Again, the Lady made sure they all knew who was in charge.
Colleen patted her lap, giggling as Brian gently lowered himself over it. When she saw his pink bottom up close, she let out a small gasp. She rubbed it, transfixed by the feeling of the bare flesh under her palm, under her control, at her mercy. She kept rubbing his bottom for a while, and Brian let out a content sigh.
"Colleen? Now," Lady Emily told her, with a tinge of annoyance.
It was apparent to Brian that Colleen was not as experienced a spanker as her mistress was, not managing the orderly, even strokes that Lady Emily had perfected. Nonetheless, she was very enthusiastic, and Brian could soon feel tears at the corner of his eyes.
After a while, she was told to stop, and Brian was asked to come over to the mistress again. She told him to turn around so she could judge her maid's handiwork.
"If I'm to let you play here again, Colleen, you'll have to learn to do this property. Look at this." She turned Brian around, letting Colleen have a look at his spanked bottom. "Does this look even to you?" She turned to Brian. "Go to the dresser and pick up the brush from the top drawer. I'll have to show her how it's done."
With shaking feet, he moved over to the dresser and peered into the drawer. The brush was big, an old wooden implement that seemed to have been in the family for generations. At her command, he once again lowered himself over the Lady's knee.
As the cold wood began biting into his hot bottom, he could hear the Lady and Colleen discussing his discipline. "What do you think, Colleen? Was it everything you dreamed of?"
"Everything I dreamed of, and more!" Colleen admitted. "And he looks so cute with that colour in his cheeks!"
"He does," the Lady confirmed. "But wait until his bottom turns red, that is really a sight to behold."
"He's really enjoying it, isn't he?"
"So are you," the Lady pointed out, not for a second slowing down the spanking in progress.
When she was satisfied that his bottom was evenly red, she sent him to stand in the far corner with his hands on his head.
"Tell one of the girls to ready a room here. I have a feeling he might be staying here for some time." She rose to her feet, as authoritative as ever. "Now, help me out of this dress. I wish to bed him." She turned to her maid and smiled. "I'll let you know when I'm done with him. I have a feeling he can satisfy us both." She handed over the brush. "And if he proves less than satisfactory, try using this for a few minutes. I believe it will improve his performance."
Standing in the corner, Brian wondered what kind of saint he had been in a previous life to deserve this. He had a feeling he had been one of the major ones.
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