7.23 When Harry met sally part 2, update 7/23

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.
















    

6.29 More fantasy....part I "When Harry met Sally"

They met in an internet chat room.

They started chatting, sharing their fantasies, and figured out how close together they live, in real life.

They met, for coffee, that led into lunch, then an early dinner, before going their separate ways.

In follow-up chats, she suggested he come over to her house for a quiet dinner.

He readily agreed.

On the appointed evening, he arrived, parked, and walked up the sidewalk to the front door of her house, and he knocked on the door.

She opened the door, wearing a black skin-tight stretch lace dress... mini-dress, really, as short as it was,  with modesty black-outs in the appropriate areas, yet the dress was tight enough to make it obvious, there was nothing underneath it, other than the tops of black stay-up stockings, not quite concealed by the bottom hem of the dress.

She invited him in.  He entered.

She closed the door, and said, "Stop, and get undressed."

He looked at her in some surprise.  "...and put your clothes in that basket."

He stripped down to black bikini briefs and black socks, and paused, looking at her.

She frowned at him, and said, "Keep going..."

He took a deep breath, and peeled off his briefs and socks, and stood, naked.  

She barely glanced at his nakedness, although the slightest of smiles appeared on her face, as she said, "Time for a shower.  I'm sure you took one before coming over, doesn't matter.  Come on."

She led, he followed her, to the bathroom.  She showed him how to turn the water on,  and said, "Clean towel here.  Don't be long, no need to make a major production of it. When you're done and dry, come out to the living room where you'll see me standing."

She stepped out of the room, and he stepped into the shower,  got wet, found body soap to use, lathered up, then rinsed off, turned off the water, and stepped out, grabbed the towel, and rubbed himself dry. 

He walked out of the bathroom, and into the living room, on up to where she stood, leaning against the back of the couch.

He approached her, and she reached out and up, and with her left hand at the back of his neck, and her right hand at the small of his back, urged him into bending over the back of the couch. 

"Hands flat on the cushions," she said.

He put 'em there, and saw to his left, a small wood paddle, with holes drilled in it, throughout the largest surface.

She picked up the paddle, stood at his left side, wrapped her left arm around his waist, and began whacking his buttocks with the paddle, hitting alternate cheeks with each whack, and whacking on down to the sit spots and back up again, landing some fifty smacks on each side, as he moaned, and grunted, and danced a bit. 
"Don't move..." she said, as she walked around to the front of the couch, kicked off her shoes, stepped up onto the couch, and moved her crotch in, close to his face, and pulled up her skirt, exposing the bare flesh above the stocking tops, and clean-shaven mound.  She spread her legs some, and crouched, then put her hands to the back of his head, and pulled his head, his mouth in, close to her open lips, and he began licking, like a thirsty dog on a hot day, pushing his tongue in, and out, darting like a hummingbird, dabbing at the bud of her clitoris, as she moaned aloud.  
She uttered one long, loud OHHHHHHHHHh and carefully stepped back and off the couch. She stood with her eyes closed, catching her breath,  coyly put the hem of her dress down, and said, "Okay...so, follow me to the kitchen."
In the kitchen, she checked on the pork ribs in the oven, and the rice in one pan on the range top, the mixed vegetables in another pan, the garlic bread in the toaster oven,  while telling him to get plates and silverware out of the cupboards and put them on the table. 
She produced a bottle of red wine, and handed it to him to open, which he did, while she found wine glasses, to put on the table.
As they became ready, she started putting the items into serving dishes, and he put them on the table, until everything was set.
"Come on," she said, and she led him to the chair at which he would be sitting.  "Bend over the back, hands on the chair."
He did, and she used the same paddle to apply another fifty smacks to each buttock.
She stopped, and said, "Okay, sit down," and she went to her chair and sat down.
They helped themselves to food and wine, and once settled, she asked, "So...enjoying yourself so far?"
He blushed, and wiggled, and said carefully, "Immensely."
"Good...so am I.  So, how did you become a spanko?"
That question created enough conversation to take them all the way through dinner. 
Together, they cleared the table, and filled up the dishwasher, and activated it.
She said to him, with a grin starting on her face, "So, join me on the couch, the sitting side of it."
They went to the couch and sat closely together, with him on her right side.
She leaned in with her face to his, and kissed him on the mouth.
While doing so, her left hand went to his crotch, stroking his penis, bringing it to nearly immediate attention.
She broke the long kiss, and he leaned back, with eyes closed, gasping for breath.
"Oh   OHHHH ohhh ohhhh ohhh...."
She went down with her head, and her mouth went onto his penis, and sucked it all in, and she bobbed in and out on it, while her left hand stroked his balls, and pushed on his taint...
And he moaned, "I'm soooo close... do you want me to........."
"Mmm hmmm," she said, her mouth still on his penis.
He groaned loud, and started shuddering, and his ejaculation started, into her mouth, and she continued sucking as his penis spurt.  
He groaned softly once he was spent, and she stopped, and sat up, wiping her lips with the back of her forearm and wrist. 
She reached under a couch cushion and pulled out a bamboo-handle hair brush, and held it in her right hand.
She patted her lap with her left hand, and said, "Get down here."
His mouth opened, as if to protest, then it closed, and he bent over, extending his torso over her lap, such that his head was on the couch on her left side, his legs were extended out on her right side.
She started with slow, hard, deliberate slaps of the hair brush to his buttocks, alternating cheeks, twenty on each, as he moaned and grunted, then she switched to fast slaps, two on one cheek, two on the other, forty slaps on each side, and stopped to catch her breath, while he panted and moaned softly, and then she said softly but firmly, "Now then...."  and she began slowly landing HARD smacks of the brush to alternating cheeks, sit spots, and upper thighs,  and he began sobbing, softly at first, then louder, while sniffling, "Oh pleease...ohh owchhhh please...oh...oh...."  
A..n..d  she stopped.  
He sobbed, a few minutes more, while her right hand roamed the mass of reddened flesh that was his bottom.  
"Stand up...in front of me," she said quietly.
Slowly, he did.  His crotch was level with her face, and she sucked his limp penis into her mouth, licking it gently while still inside.
Some blood flow was evidently coming to the organ.
She pulled her mouth away, and said, "Waddya say, we go in the bedroom, and you lick my pussy until this thing is ready to fuck me?"
"Uhhhh YEAH."
She stood up, and led him into the bedroom, and pulled her dress up and over her head and off, as she walked.   Wearing only black stay-ups, she flopped on the bed, on her back, and spread her legs, and nodded at him with a come-hither.
He got on the bed, kneeling between her spread legs, and mouth went to her crotch, and he licked her innermost thighs, onto the labia major, the labia minor, and closer to the clitoris, and directly on the clitoris, as she shuddered and moaned, and gasped aloud, "PLeeeeease tell me you're ready...."
"Mmm...' he said,  moving up, and onto her, weight on knees and elbows and hands, and she reached down to guide his hard penis into her wet cunt, and with a single thrust, it was all the way in, and she groaned again.
He pulled out, and pushed in, out and in,  as she gasped, "Oh  oh ohhh oh... so wet ... so hard....oh OHHH  pleeeeese...  go deep...oh....fuck me hard, so hard...OHHHH.... gaaaaahhh...  "
He stopped, and held her still,  just to look into her eyes for a moment, and look at her smile...  and, remembering what she said earlier, on the couch, he said, "Now then..." and he began thrusting, and withdrawing, long hard strokes, increasing speed, as she moaned, louder,  until  he started moaning, and shaking,  and then stopped, just holding onto her tightly, as he felt his own orgasm and the contractions of his penis, spurting within her.
And he caught his breath, and asked, "Shall I continue...?"
She smiled broadly, and said, "Nooooo, I'm good, really...."
He rolled off of her, and stayed on his right side, up against her as she lay flat.
"MMM...how's your bottom?"
"Hurts."
"Is that a good thing or a bad thing?"
"A very good thing."
"Mmm... there's peanut butter-and-chocolate pie in the refrigerator. 
And quite a few paddles and straps in my toy box that I'd love to use. How about coffee and pie, and then.... "
"Yeahhhhhhh...."