Lesson Learned - Volume 1 - Part 5

This time Katy was prepared for the rush of sexual energy running through her when she returned. Practically about to orgasm, Katy felt herself hold back, just enough to keep her from going over the edge. Normally Katy would have just ridden it until it ended, but now she knew holding it back could extend her session and make the finale so much more worth it.

Her eyes refocusing on her current moment, Katy grabbed the box of toys she had dropped and began to sneak outside the closet. Glancing back in the mirror to check on her mother, she had to do a double take to make sure her mother was alright.

...

Rebecca’s hand was moving up and down her wet body, her other stuffing the shower head right up against her most sensitive region, the pulsing water making the heat inside her build with each pulse. The massaging effect would normally numb her after a moment, but she kept the shower head expertly moving to keep it new and exciting with each adjustment. Grasping her breasts with her free hand she looked down at herself, admiring her own full tits, letting them cascade over her forearm and wrist. The moisturizing soap she applied earlier allowed her arm to slide over her lathered tits easily, rubbing her hand into her hardening nipples. In the warm shower her large areolas invited Rebecca to continue to rub and pinch herself. The weight of her chest turned her on even more, pushing her back up against the wall she felt her orgasm building, right up to the edge. Her hips started to shake and it was here she mentally told herself, “No, just a bit longer! I... I can hold on!” She turned her head, writhing in ecstasy up against the cold tiled wall. Her free hand now finding its way between her legs to join the shower head, the water about just about finishing up ravishing her.

“Ohh ---!, Ah... Ah, yes! Just a bit ... a bit more.. More!” Rebecca whispered to herself, just about to reach her orgasm.

Rebecca’s eyes widened a bit and instead of a wave of pleasure she felt a sudden shock, or loss, inside herself. She looked down at her hands and the shower head, letting the water now aim freely to the sides. Blinking at a loss, she couldn’t explain the moment. She felt… excited, tired, exhausted, and frustrated. Like someone just built up a big surprise and then stole it away from her. Still breathing heavy Rebecca looked more at herself, she placed the shower head up back to where it belonged, not sure what she was doing with it in her hand, and grabbed her breasts to try to rinse the lather off. “Oh!” she said jumping back a bit. “That felt... good?! Really good!” She thought to herself in shock. Confused, she continued to just recklessly slip her open palms across her nipples over and over.

...

Katy stared at her mother’s actions, it looked like she was hypnotized by her own nipples, just repeatedly open palming her breasts over and over. Katy could tell her mother was getting frustrated, aggravated even, as the orgasm she had built up so carefully before was now fading as the immature breast play was getting her nowhere. Katy felt this was her best chance to escape back to her own bedroom while her mother focused on what desperately trying to keep what she was losing.


Setting down the box into her room, Katy threw her top off, leaving her standing in her dark room with only her soaked panties on. Katy immediately grabbed a set of her favorite toys, Grunt and Pebbles, she called them. Grunt was a large purple dildo that vibrated and even had a fake cum with lubricant button she could press to really finish things off. Pebbles was actually a set of miniature vibrators that she would strap to her chest across her nipples. The two combined had brought Katy to many orgasms per night in the past, so she figured she would start with these two. While strapping Pebbles on for what seemed like the hundredth time Katy realized she was doing it again: reliving the stolen memories as if they were her own, using the knowledge she took from her mother to do things herself.

Katy sat down on her bed, setting Grunt in her lap, looking down at her now strapped in B cup chest, she realized something. She was enjoying this. Knowing just how to use each toy, understanding how her body would react to each movement of her hands and fingers, having years of nightly experience to bring pleasure to herself, all in an instant. It wasn’t like Katy hadn’t does this herself, but she didn’t prioritize it like her mother obviously did. She had spent years experimenting, practicing, perfecting how a woman’s body would react.

Katy couldn’t take it anymore, she jumped back onto her bed face up and began to slide the purple 12 inch dildo into herself. “Mhmm!” she moaned, “just like Kevin’s cock!” she compared to herself. Her eyes closing, she began to turn the vibration level up as the passion built up inside her. Katy flipped on Pebbles and in the sudden shock thought that she might have cum a bit, catching herself before she got too far into the moment. “I guess I’m a bit more sensitive than you mom” Katy shrewdly remarked as she continued to visualize Kevin and her having sex last weekend. He pinned her against the wall, holding up with pressure of his hips thrusting into her - Katy emulating each plunge with Grunt. “Harder…! I need you deeper!” Katy lifted both her knees to her chest, allowing her to take more and more with each insertion. “It’s coming!” Katy repeated over and over, each time getting louder, “It’s com... ming, comminnng!”

Pushing the back end of the vibrator just as in her mind Kevin was making his final thrusts, “I’m cumming!”, she synched up the feeling of being filled up with warm cum with the large purple penis now ejaculating it’s lubricant in pulses, slowly filling her up in large galoshes. “Ah – Ugh, ah… ah!” Katy squeaked and squirmed while enjoying what she had brought upon herself. Riding the waves, Katy flicked her clit over and over with expertize and she continued to pound herself with the dildo, the lube now spilling out when she pulled back for each stroke. During the final rushes Katy raised her hips up and pushed Grunt into her as far as she could take, “Oh! My! Godd-!” Shaking uncontrollably, she held everything for as long as she could, the fulfillment of being completely stuffed overwhelming her. As the spasms in her pussy began to slow, her legs giving in to the fatigue, Katy slowly lowered herself back onto the bed, letting the dildo slide out of her, now drenched in her own juices along with the lube. Curling up with her hands to her chest, letting the two nipple vibrators extend what was left of her orgasm, Katy couldn’t help but giggle exhaustively at each aftershock.

Breathing heavy, Katy smiled in the dark, “That was…. absolutely… insane… No wonder she wanted to do that every night!” Rolling to the side of the bed, Katy wasn’t done yet. “That was the biggest orgasm of my life! But I can do better, I know I can.” Looking at the box of goods, she realized what she wanted wasn’t in the box, but in her closet.


Years ago Katy had attended a private school for a semester until she and her mother decided it wasn’t worth the extra money. Sure it probably didn’t fit anymore, but that was going to make it, “oh so much more enticing” Katy thought while sliding the hangers over to make an opening.

Grabbing the outfit, she looked it over: a cute flannel dress, which if Katy wore now would be more like a skirt, a plain white long sleeve dress shirt with a coat to go over. Katy used to have 5 days of outfits like this, but when she cleaned out her closet each year she couldn’t help but keep one of them. Now she applauded her past self for knowing this moment would come.

She slid on the skirt, barely fitting it around her now more shapely hips. It was a bit too tight so Katy had to slide it up a bit higher than normal, which practically revealed her still wet pussy. The thought of being this revealing really started to get Katy nervous at how much it was turning her on. Trying to slip into the shirt, the sleeves only came to her forearms and she couldn’t button the top. She grabbed the bottom of the shirt and began to twist and pull the corners together to tie them just under her breasts.

Katy looked at herself in the mirror and laughed a bit at her appearance, but she couldn’t help but be excited at how it made her feel. Putting her finger to her lips and pouting, she bend forward a bit, “Oops” she said, making it so she could look right down her own cleavage in the mirror, though her erect nipples clearly showed through the thin shirt. Turning around, she bent over with her hands onto the bed, looking at the mirror over her shoulder, “I’ve been a very naughty girl... I need to be punished” Katy whined with her sexiest voice. With each moment she slowly bent over more, the skirt rising more and more, and revealing her tight lips. “Please... punish me!” She pushed her face sideways onto her bed and began to reach between her legs, her ass still waving out. Masterfully bringing herself right to the edge, Katy stopped after a few moments to realize in order to top her last one, she needed something more. She didn’t want a quickie, she wanted an earth shattering night of passion.

Katy let her emotions dictate what she desired, closing her eyes, one hand still in the seam of her skirt rubbing herself. “Mhmm... What could make this better? Mhm… yes, Mm...!” She opened her eyes at the closed window across from her bed. Her heart began to race more and more as she stood up and went to the window. With the lights off in her room, she couldn’t be seen until she was right at the window. Looking out into the neighborhood from the second story, she could see that very few of the homes still had their lights on. The street lights illuminated a bit their driveway, but nothing more than that. Katy slid her desk over so that it was just under her window and pushed all of objects from the surface of the desk onto the floor. Katy took a moment, her eyes fluttering a bit, when the corner of her desk rubbed up against her snatch. She repeated the grinding motion a few times before regaining her determination. Setting herself up on the desk, she opened the window and leaned up against the edge of the opening. She was getting more and more excited. The thought of masturbating in view of anyone coming down the street was practically enough to get her off right then. It was so late though she didn’t think anyone would pass.

She sat in the window, rubbing herself gently with hand, the other pressing the nipple vibrators through her shirt even further into her breasts. Katy kept a close eye on the homes, watching a few movements of shadows here and there while she pleasured herself. Her first moment of shock came when she could see a car coming down the street. Although she wasn’t in good light, if the person in the car looked up and her window they would definitely see her with her hand in her skirt rubbing between her legs. Katy began to panic, and that made it so much more exciting! Feeling the worry build up in her, it seemed to multiply the pleasure. The car was getting closer and closer, the headlights almost reaching her house from down the road.

“Pleas-se. Look at me!” Katy mumbled, holding in the moaning and squeaks of passion as she intently watched the car get just in front of her house. The driver had the window down and his arm hanging outside the car, listening to music the man had no idea what he could see if he just looked up and to the left.

The car was about to be right in front of her window, maybe 25 feet from where Katy was keeping herself perched, when Katy couldn’t keep it in anymore. The anticipation of this stranger seeing her jilling herself off in her bedroom while wearing a school girl uniform was too much. Katy had to release what she was trying to build up, finally sliding 3 fingers deep into herself and using her thumb to circulate around her clit, she came just as the man drove past. Letting out a cry, “AaaaUhhh!” Trembling against the windowsill.

The man quickly glanced to his left at the sound, but had already missed his chance to see where it came from as a tree blocked his view of Katy’s window.

Katy rolled back onto the desk, still gyrating into her hand. She continued to touch herself, adding to the count of waves that crashed into her over and over. She pinned her legs on either side of the window, showing off everything that was happening between her thighs to the neighborhood, as she continued to fall deeper and deeper into ecstasy. Katy no longer held in the moans of pleasure, she wanted to be seen, to be looked at, to be desired by anyone who would watch. “Watch me! Watch this school girl punish herself!” Thankfully she was yelling into her own room and not directly out the window.

As the orgasm wound down, she rolled off the desk with what little muscle control she had. A bit dizzy, she got up and started to close the window when she looked across the street under the street light. There was an elderly man standing there, looking right at her, with an obvious erection in his sweatpants. Katy blushed, then with a bit of courage leaned out the window, winked, and blew a kiss to the man just before closing the window. The thought of not knowing how long he’d been there or how much he saw was a mystery Katy wanted to keep for later sessions.

Although not as large as the first orgasm, Katy was still satisfied with her new power of self-pleasure. She sat on the floor, putting the toys back into their box, a little sad play time was over. She left the strap with the nipple vibrators on, liking the way it felt on her still sensitive breasts. Putting them on the lowest setting, “I need to get some sleep, though” Katy reasoned with herself, looking at the clock that now read practically 2am. “Wow... that’s like 3 hours of masturbating!” Katy now fully understood why her mother liked having the whole evening to herself and not just the night.

She sat back after undressing, resting on her bed, looking at herself in the mirror. Her pussy still swollen from the excitement and continued use, she started to dream about doing this again and again each night. Letting her mind drift while looking at her own body’s reflection, she felt a familiar shutter go off inside her.


The plane was just as white as before, but this time the library was already present, no flashy entrance. Katy looked at the building confused. The name of above the library, “KATY”, put her at ease as to where she went. “I’m in my own library?”

She crept into entrance, sliding between the doors to find the librarian. Right behind the counter she found a very similar version of herself barely awake at the counter. The librarian yawned, “Welcommmme” she stated through the yawn.

“Hi... self librarian” Katy replied back. “So, why am I here?” Katy asked her librarian. “You entered your own library, simple as that.” The librarian responded.

“Why would I do that? It’s not like I can check out things and bring them back here, that doesn’t make any sense, why would I steal something of my own?” Katy asked.

“Firstly, you do not steal things from a library, you rent them. Secondly, a library is built on a give and take relationship. You may choose to give your own knowledge and experience to others if you - ”

“Woah, woah, why would I give what I know? Unless… I can give out things I don’t like?” Katy interrupted.

Clearly annoyed with her real self, “The library’s contents do not distinguish between good or bad, right or wrong, or happy or sad. We deal in just keeping the content. ”

Looking around Katy found a bookcase against the wall that she hadn’t seen in anyone else’s library. Walking away from the desk, she looked at the books on the shelves. “Relationship nudes”, “Selfies”, “Fetish Vol1” were a few of the titles.

“These are the books I’ve taken from others!” Katy exclaimed. “Yes,” the librarian said in her tired state.

Grabbing her mother’s first fetish book off the shelf, she began to sort through it. “So that’s why I wanted my school girl outfit on… and why I felt the need to do it in public.” Her mother, it turns out, also masturbated at work quite frequently with vibrators inside her while working at her desk. She absolutely adored leading meetings while wearing Pebbles on her nipples and with another hidden vibrator hidden in her panties. She even went as far as giving out a remote to a coworker to control her while giving a presentation in front of 50 fellow employees. It was one of her hottest memories according the books.

“This could be a bit dangerous though, I don’t want to have to feel myself up in public when I go to school or travel around.” Katy reasoned out to her librarian. “Is there somewhere I can put this so it doesn’t affect me?” Katy asked.

The librarian gestured to bin next to the shelf and said, “That is the outgoing bin. Put it in there and the next time you visit the appropriate library it will be available for you to return. It won’t count as part of your collection while in that bin, but it is still rented in your name.”

Katy put her mother’s fetish novels into the bin, but still wanted to keep her experience and knowledge on how to pleasure herself.

“Hey, librarian.” Katy said while still looking at the shelf, “what happens if I fill the shelf?” turning to look for an answer.

The librarian plainly retorted, “Then you cannot rent the books.”

“Hmm... well there’s 4 rows and I’ve filled about one, so I’ve got plenty of space.” Katy put her hands on her hips and happily nodded her head at her budding collection. “Alright, I’m out of here. Bye!!” Katy said waving to herself.

“Yeah, yeah, thank youuu...” The librarian trailed off, putting her head back down on the desk to sleep.


Returning back to her room, Katy instantly noticed the room’s heavy scent of sex. The musky smell brought back the memories of the evening and the exhaustion of the events. Katy crawled into bed, still nude except for the still slowly vibrating pebbles strapped to her nipples, pleased with her new abilities she fell fast asleep to the low hum of the vibrators.

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2 comments:

  1. This is great. I don't usually comment on these sorts of things, but I thought I'd let you know that I'll definitely be checking back here for new installments.

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    1. Thanks so much! I'm having a bit more fun writing than I thought I would, so I'm glad you enjoy it!

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