They spent the evening, with her trying out different paddles across his buttocks, then falling into bed for more sex... until they fell asleep.
She got up first, to get ready for work, and made sure his bottom was quite red and sore before sending him home.
They made arrangements for another date, a few days' hence.
The morning of, she sent to him the following email:
Be here at 7, as we prearranged. I have a late meeting, so I might not be home yet. If my car is not in the driveway, then I'm not. I'll bring home dinner, you may bring a bottle of red wine. There'll be a key under the mat. Let yourself in, take a shower. You may open the bottle and pour yourself half a glass, no more, don't dilly dally with it, then bend over the back of the chair in the living room, on your tiptoes, hands on the seat of the chair. My hidden nanny cam will be on, so I will know if you got into position when you were supposed to, or waited til you heard me arrive. This evening will be all about 'the cane'. I have quite a few that I've been wanting to try out.
He was done with work earlier than her, and went home first... then headed out again, stopping at TJ's for wine, then went to her house, arriving at 6:55. She was not home yet, and he went up to the door, and let himself in. He undressed in the entryway, and put his clothes in the basket, took the two bottles of wine to the kitchen, opened one, and poured two thirds of a glass, passed through the living room on the way to the bathroom, where he took note of the solid armless chair, positioned in the center of the room, and in the bathroom, turned on the water, stepped in, got wet, soaped himself down with body wash, rinsed off, turned off the water, and stepped out as he grabbed a towel, and dried off. Still in the bathroom, he took a long swig from the glass, then another, and another, and it was empty. He went into the living room, placed the glass on the coffee table, went to the chair, bent over the back, put his hands on the seat, then lifted himself on his tiptoes, and waited.
While trying to get the image out of his head, of the neat group of canes, long and short, bamboo, hard wood, and Delrin, that he saw on the coffee table.
She was parked down the street, and had been for quite a few minutes, and was using her phone to watch the proceedings in the living room, via connection to the nanny-cam.
Satisfied that he was obeying instructions, She started the car, and headed home, arriving in about a minute, and pulled into her driveway, got out of her car, and walked up the sidewalk, and let herself in.
Without saying a word to him, she walked by, and on into the kitchen, where she put down the large bag of Chinese food she had picked up, found the wine bottles that he had brought, and poured herself a tall glass, then went on back through the living room to the bedroom.
She slowly and deliberately stripped down, trying not to hurry despite her growing sense of anticipation. She pulled a jet black slip over her naked body, then stepped into and pulled up a pair of fishnet stay-up stockings, checked herself out in the mirror, grinned at herself, picked up the wine glass, and headed for the living room.
She stopped, directly behind him, and said, "I hope I haven't kept you waiting too terribly long....."
"Not at all," he replied, quietly. "Once I became accustomed to all the blood in my head, this is kind of relaxing. I hope to remember this as a meditation position."
"Oh...I think this being a meditation position is going to become a very distant memory." She put her wine glass down on the table, and selected a long white hickory senior cane, and swished it around in the air. Then she slowly walked around, until she was behind him, to his left. She held the cane out so that it just touched his buttocks in a horizontal line across them.
"Count each stroke, followed by the word 'Miss'. After you say 'Miss', I will do a silent three-count, then deliver the next stroke. If either hand leaves the chair seat, I apply additional strokes. If either foot leaves the ground, I apply additional strokes. If your knees buckle, I will say 'UP!' and you must rise immediately, or I apply additional strokes. If you rise, putting either or both hands to your bottom, you'll get a moment to compose yourself, then we start ALL over. AND, if this simply becomes more than you can tolerate, you can simply stand up and walk away. Do you understand?"
"Yuh...ulp Yes, Muh..Miss."
She took her stance, aimed with the cane along his buttocks, pulled it back, and swung.
"Aaaach.... Wu..One..Miss." 1, 2, 3. "Aaaahhh...Tuh..Two..Miss." 1, 2, 3. "OWWWHhh... Thuh..Three...Miss..." 1, 2, 3..........
Ten strokes she delivered, and ten angry lines and welts appeared across his buttocks.
She put down the cane, and said, "Join me in the kitchen....bring your wineglass."
He joined her, and quickly filled his glass, drinking half of it in one long swig.
They opened the bags of Chinese food she brought home, and got out plates and silverware, then moving to the table.
He started to sit down, then looked at her cautiously, and she smiled slightly, and said, "Go ahead, sit down."
He did, slowly and carefully, with a grimace on his face.
A low whistle came out as air escaped between his clenched teeth as he sat.
He wiggled in his chair, then was able to keep still as he became accustomed to the stinging.
He was eating, and enjoying it, until she said, "After we get the table cleared, expect at least ten more strokes..."
He paused in mid bite, with his mouth open, fork in hand hovering near his mouth, then his hand continued, the fork and its contents reaching his mouth.
Not that he could taste anything, anymore.
He started eating markedly slower.
Which she observed, with the slightest of smiles.
And looked at the watch on her wrist, and said, "You have three minutes from my mark to finish eating whatever you're going to finish...starting NOW."
He realized ... he just wasn't all that hungry anyway, and pushed his plate away.
"Very well," she said, "Let's get the table cleared."
He stood up, as she did, and they had the table cleared and wiped down within minutes.
She turned and looked at him, steadily, and asked, "Are you ready willing and able to take more strokes of the cane?"
He gulped, and asked, quietly, "What if ...I say, no?"
She frowned. "This is not some kind of negotiation. I'm asking you to test yourself, find your own limits. Are you afraid of a little more hurting, or can you push through it?"
He smiled, very slightly, then let it drop, at the thought of a 'little more hurting', then said, "I am ready for more."
She stared at him, and a smile almost formed on her lips, "In the middle of the floor, spread your legs, bend over, hands at your ankles head up, look straight ahead."
She picked up the heavy senior cane, and stood behind him and to his left. Holding the cane in her right hand, she reached out with it, and tapped the middle of his buttocks with the tip.
She pulled the cane back, and swung SWEEEEEEESH WHAP! and he let out an agonized AHHHHHHHHCHchhhhh.
Space about four seconds apart, eleven more strokes landed across his buttocks, accompanied by his loud moans, and long welts appeared in horizontal red lines across his cheeks.
She put the cane down on the table with the others, and sat down, in the middle of the couch.
"Now, stand up...and come join me, here on the couch."
Very gingerly, he sat down, next to her.
She put her right arm around his shoulder, leaned in with her face close to his, while taking his penis in her left hand, and stroking it, from flaccidity to fullness.
Her head went down to his lap, and her mouth slid over his cock, as she sucked it in, and licked and slurped it, until he jerked and gasped, and shot his seed into her mouth, which she hungrily gulped down.
She sat upright, wiping her mouth, then flashed an evil grin, reached out onto the coffee table, picked up a short, skinny cane, and reached out, ad pulled him down, his torso over her lap, and positioned him with his chest stretched out on the couch to her left, his knees on the ground to her right., his bottom almost squarely over her lap.
Her left hand roamed over the cane welts on his bottom.
She stopped, and held the short cane in her right hand, and started landed quick, rapid strokes of it across his buttocks.
Stroke after stroke landed across his buttocks and upper thighs, as he wiggled and gasped...and began sobbing, softly at first, then loudly.
She stopped, and allowed his sobs to die down as she put down the cane and rubbed her right hand over his red and welt-covered buttocks.
Once his breathing was regular, she asked quietly, "So... ready to join me in the bedroom?"
He pushed himself upright, then extended a hand to help her up, and they walked off, into her bedroom.
She pulled up and off the black slip, and lay down on her back on the bed, with legs open wide.
"Start here..." she said.
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