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Chapter 31 by fleekwoodmac fleekwoodmac

Does Lucy go through with it?

Lucy 2: Besides two very hard little road blocks, things go swimmingly for the first few windows

Lucy stood in front of the sliding glass door. Beyond her own reflection stood her three soon-to-be witnesses. She anxiously held both sides of her shirt slightly parted, allowing a vertical slice down the middle of her torso to be visible. Just before opening it, she remembered something critical and spun around to snatch her challenge card off the coffee table.

Lucy did one more reread of the card, then spun around again and cracked the backdoor. She told the others, “You guys can’t be ‘different witnesses in each cardinal direction’ if you’re all witnessing the first direction!” She used finger quotes around her paraphrasing.

Sophie’s eyebrows raised. Mia covered her mouth and giggled. Faith openly stared.

Lucy was so excited to let the other girls know that she wouldn’t have to show her boobies to all three of them at once, that she didn’t realize that she let go of her short-sleeved shirt, which hung completely open by her armpits. Her boobs were hanging out in front of all three of them at once, and she didn’t notice until the cool evening air of the shady backyard wafted over her. Lucy quickly crossed her arms over her chest and slammed the door shut.

Faith got the message and pushed the others further away into the yard and had them turn around. Faith said, muffled through the glass, “Alright girlfriend, gimme a show!” Faith wiggled her phone at Lucy with a stopwatch app opened.

Lucy giggled a little. She appreciated that Faith kept things light despite the nightmarish scenario they were quickly falling into. Lucy had already accidentally ripped the band-aid off by giving the girls a sneak preview, so it was a little easier than expected to actually start the challenge and unveil her chest. Lucy stepped forward, pushed her bodice down, opened her shirt all the way, and mashed her boobies into the glass.

Faith started the timer and playfully jiggled her own fully clothed chest at Lucy. She brazenly stared at the flattened titties, partially wanting to make sure it “counted” but mostly because staring at such a display is the only thing you can really do. The round globes looked like two pancakes with little nipple cherries in the middle.

Lucy had another big secret that was holding her back from doing this challenge. She was trying not to think about it before, but it was always nagging at her in the back of her mind. Lucy’s nipples were much more sensitive than the average person’s.

Lucy had a minor talent that she wouldn’t dare share with anyone else. She could, when she was completely alone in the dark in her room, work herself up almost all the way just by tugging and pinching her little pink nubs. If she got a little lifting and bouncing and gravity involved, she could easily get herself off through just self-boob-groping. Lucy considered herself pretty innocent when it came to bedroom matters, so this was her main way of pleasuring herself.

But she hadn’t done anything like this before. Lucy didn’t know how mashing her boobs into a cold surface would affect her. She suspected that it would be a big problem, and she was right.

As soon as Lucy’s chest touched the window, another shiver shot up her spine. This shiver was the feel-good kind, not the anxious kind. It was a nice sunny day, so the glass wasn’t as cold as she expected based on the challenge title, but these back windows had sat in the shade for a few hours so it was still pretty cool. The thought of the girls noticing how this was affecting her shot another shiver up her spine. This shiver was the anxious kind.

By the end of the thirty seconds, her nipples were rock hard. Lucy tried to pull away fast enough so Faith wouldn’t notice and felt fairly successful at that. She walked over to the kitchen with her boobs in a handbra. Her overly-sensitive hard nipples tingled into her palms.

Lucy looked at the window above the sink and realized this was going to be trickier than she thought.

Faith tiptoed into view, smiling and waving at Lucy in the kitchen. Lucy almost waved back, but closed her shirt and turned away from Faith instead.

Lucy pulled a waist-high two-step step stool out of their pantry. She placed it in front of the sink and climbed aboard, making sure to hold her shirt closed.

Lucy leaned forward and had to put her hands on the window frame as she bent over the sink. Her shirt opened, and the shirttails dangled onto some soaking dishes sitting in the sink. “Ew!” Lucy shrieked, then closed her shirt and climbed back down.

Lucy thought it through and figured she had three options. Emptying the sink of dishes would take a while. Climbing all the way onto the sink seemed extra complicated and moderately dangerous. There was only one surefire way of keeping her shirt clean AND simplifying this whole process.

Before Lucy could hesitate, she pulled one arm out of her shirt and whipped it off onto the couch. She pulled her bodice up as high as it would go. It covered the bottom two thirds of her boobs, enough for Lucy to hold it in place between each new window and stay relatively decent.

Lucy climbed back up and leaned over the sink.

To actually get her boobs into contact with the glass at such an angle, Lucy had to uncomfortably mash her face into the glass.

Faith had watched this whole process from outside. With Lucy out of earshot, she catcalled and whistled to the other girls every time Lucy showed some more skin. Faith giggled and started the timer once Lucy was in position.

Lucy’s neck was craned and her head turned to make room for her bent spine, but she still saw through her one eye as Faith started having some fun with her.

Faith reached up and pinched the other side of the glass opposite Lucy’s tingly nipples. After a few pinches, she moved on to miming groping Lucy through the glass and making exaggerated sexy faces. She changed to an exaggerated sad face as the timer went off.

Lucy clamped her bodice over her chest and climbed down, somewhat successfully doing the switch from pancaked boobs to covered boobs quick enough to hide her hard nipples again.

Faith tiptoed around to her final back window in Lucy’s bedroom. Faith had used the “I’m on tiptoes so I’ll go first” excuse with the other girls, but really she just wanted the side with three windows. The left side yard only had Mia’s window and the right side yard only had the front corner window and the itty bitty shower window. Two whole windows and a sliding glass door was by far the best side of the house, besides maybe the front window, which Faith guessed would be the most fun.

With Faith out of sight, Lucy tried giving her nipples a few seconds to calm down. If anyone noticed Lucy getting turned on by this, she thought she might just melt into a puddle of embarrassment.

Lucy knew she wasn’t an exhibitionist and didn’t at all like the thought of showing off her body to other people. She even got dressed in the bathroom after a shower! Just walking across the living room in a towel felt too scary for Lucy. But Lucy knew it would be hard to convince everyone else that this was clearly just a physical reaction. She’d prefer to avoid having that conversation at any cost!

Her break was short-lived as Faith knocked on the kitchen window after only a couple moments of privacy.

Lucy walked over to her window and had a much easier time getting into position without anything in the way this time.

Lucy dropped the bodice and cooed as her erect nipples once again pushed into the glass. She had to do this quickly to avoid Faith noticing just how erect they were, so she couldn’t even ease herself into it. She blushed even harder knowing the noises she was making on just the third of eight windows.

Faith started the timer, and mischievously looked over toward where the other girls were. The air conditioning unit was right outside Lucy’s window, and blocked much of her view of the rest of the backyard.

Faith only had thirty seconds to do this, so she tiptoed up to the window, pulled up her shirt, and mashed her see-through purple bra into the glass, making a glass sandwich with boob bread.

Lucy blushed when she saw the direct comparison of her small titties with Faith’s. The sandwich was pretty lopsided with one piece of bread being smaller and naked, while the other was huge by comparison and “covered” with a half see-through bra. Faith’s face was uncomfortably close, so Lucy turned her head and looked away.

Faith was laughing and staring right into Lucy’s eyes. Then when Lucy looked away, Faith switched to rubbing her bra-covered boobies around in her face. Lucy was the shortest of the quartet, and Faith was on her tiptoes so this was a more natural height for her.

Suddenly Faith teetered back a few steps and her demeanor changed. She lowered her shirt back into place and bashfully tried to act natural.

Lucy looked at the pale redhead and Faith’s eyes were darting between Lucy’s chest and over Lucy’s shoulder.

Faith held up a finished timer as Mia cleared her throat behind Lucy.

Lucy simultaneously pulled away from the window, pulled her bodice into place, and turned to see Mia and Sophie standing in her doorway. She felt this was probably her best job of hiding her nipples from everyone, but they still throbbed while hidden behind her dress.

Sophie asked with a giggle, “Sorry, were we interrupting something?”

Lucy wondered how long ago the girls had snuck in, and how long they had been staring at Lucy’s bare back and Faith’s mischief sandwich. “Three down, almost halfway!” she faux-fearlessly announced as she marched past them while looking at the floor. Lucy waltzed down the hall and cool-ly asked, “So who’s up?”

“I’ll go, and you better not touch any of my stuff!” said Mia as she and Faith crossed paths going through the backdoor.

“Are you ready to feast your eyes on the spectacle of the century!?” Faith asked as she did a flourish toward the door.

Mia just smirked and chuckled at her goofball friend, took the timer from her, and then exited into the backyard.

Faith joined Sophie at the end of tha hall and said, “Man, you don’t know what you’re missing…” She fixed her hair as if she just got done getting steamy in the bedroom. “Lucy makes the best sandwiches, you’ll want to just eat them up!” Faith added with a joking tone.

Sophie’s freckled cheeks flushed red and she said, “Oh, reeeeeally?” to Lucy who hightailed it into another soon-to-be-steamier bedroom to escape their antics.

Lucy slammed the door shut behind her, but it bounced back and didn’t quite latch. Faith and Sophie peeked through the crack as Lucy approached Mia in the window.

Mia’s window had a short bookcase in front of it, with all sorts of little knickknacks and bottles of lotion. The bookcase ended well above Lucy’s waist, and various loose objects littered the top of it, reaching even higher than that.

Lucy looked concerned and grinned nervously at Mia as she pulled her bodice down a little bit and leaned over the objects. She got all the way up on her tiptoes, and touched her sensitive chest to the glass with a whimper.

Just as she did this, her bodice knocked over a bottle of lotion, which knocked over a small piggy statue, and before she knew it a full-on domino effect had knocked over a dozen objects.

Lucy pulled away and Mia looked more annoyed than usual. Lucy stood all the bottles and knickknacks back up. She mouthed the word “sorry” to her then did the only thing she could do to get her bodice out of the way. Lucy shimmied the waist of her dress down far enough so that the torso section of her dress would droop below the bookcase instead of into the objects themselves.

Lucy held one arm over her breasts and gulped with her dress now around her knees. Her butt, covered in Faith’s see-through purple lingerie panties, stuck out into what she thought was an empty unpopulated room.

Unbeknownst to her, the two hallway peepers had already stealthily pushed the door open and were now spying on her raised behind as she leaned forward to complete her task. Faith had whispered to Sophie that “It’s okay we’ll just be looking at her bare back.” They were both surprised when Lucy’s dress lowered enough to show them her butt. Above Lucy’s knees, the only thing she was wearing were Faith’s panties and a handbra.

All day now Mia had been stewing more and more internally, all because of Lucy. Lucy was clearly trying to charm her friends by acting all cute and friendly and innocent. Mia knew that innocent facade was bound to fall away at some point and reveal the evil judgmental nuggety center that is her roommate. Mia knew Lucy’s true colors would soon be revealed!

Mia wasn’t actually too concerned with her stuff getting knocked over. She had told Lucy to not touch her stuff as a precaution, but Mia had so much crap all over her room that Mia accidentally knocked her own stuff over all the time, even without her added magical clumsiness.

So, when Lucy ‘accidentally’ knocked Mia’s stuff over and looked like a deer in the headlights, Mia actually felt a little bad. Mia thought for a second that maybe this wasn’t an act. Lucy could actually be earnestly attempting to help her and her friends escape this game. When Lucy started lowering her dress to avoid knocking over her stuff, Mia empathized with her for a second and started to feel guilty for making her worry about the unimportant knickknacks.

Then Mia saw it over Lucy’s shoulder. Sophie and Faith standing in the doorway looking at Lucy like she was the holy grail of friendship and courageousness. Mia knew at that moment that this was all still part of the act! Clearly this was just another ploy of Lucy’s to impress Mia’s friends! ‘Oh guys I did such a hard challenge where Mia made me take my dress off. Oh woe is me!’ Mia mockingly predicted in her head what Lucy would say later.

Lucy furrowed her brow and shook her head questioningly through the glass. Mia tilted her head in confusion for a second then realized that Lucy had already started! Lucy’s flattened boob pancakes were right there, so Mia promptly started the timer and nodded an apology. She then remembered this was her mortal enemy and wished she hadn’t apologized. Mia giggled knowing that she delayed Lucy’s **** a few extra moments, even if it was by accident.

Lucy’s spine was craned and feet extended to get the height she needed over the bookcase knicknacks. All this cold hard rubbing was making her chest really tingly. She hummed to try and ignore it and avoid making any other noises that Mia might hear through the window. The juxtaposition of the aching in her legs and back with the pleasurable tingles in her chest made Lucy shut her eyes and look away. She waited for Mia to signal her that it was over while humming to herself and screaming in her head.

Sophie hadn’t expected their innocent little spying prank to result in a full on show. In the last room, Mia and her hadn’t seen anything they weren’t supposed to, just Lucy’s back and Faith’s antics. Now they were spying on Lucy with 90% of her clothes off, and Sophie felt a little guilty.

Sophie tried to reveal their presence AND prank Faith by gently shoving her forward into range of her spanking punishment.

All this accomplished was Faith wobbling forward a couple steps on her toes. They heard Lucy humming for some reason, so she didn’t hear them. Faith was less than halfway through the room and well out of spanking range.

Faith swiftly tiptoed back and, unfortunately for Sophie, came into punching range. Faith socked Sophie in the arm and whispered several curse words because Sophie almost made her lose the tiptoe challenge.

Mia’s timer ran out but she didn’t tell Lucy. She just smirked, held up the timer, and watched Lucy stand there with her eyes closed.

Faith was still whisper-shouting at Sophie, who was still apologetically looking at Lucy’s ass. Eventually Sophie pried her eyes away from the butt and her attention away from the hushed verbal **** to see what Mia was doing.

Sophie cleared her throat loudly, and elbowed Faith. Faith turned, saw what was going on, and promptly wolf-whistled.

Lucy opened her eyes and saw Mia’s stopwatch counting up above 50 seconds. She jumped back from the window in surprise, not at all realizing that the time had gone on that long. Lucy expected Mia to get her attention, but Mia expertly played it off like she couldn’t reach over the bush between them. According to Lucy, it clearly seemed Mia didn’t actually mean to extend the timer.

Lucy then flipped her attention to the two spies in the doorway. Lucy whipped around to hide her butt and simultaneously pull up her dress. Thankfully the bodice covered the front side of her panties, but she needed both hands to shimmy back into her tight dress. This caused her uncovered breasts, complete with two extremely hard nipples, to wobble and dance as she wiggled her way back into her dress. Lucy whimpered at how poorly she had handled the last minute or so.

Lucy realized that she didn’t need to face them as she (literally) re-dressed, so she turned around and was met with Mia still watching through the window. Lucy settled on standing at ninety degrees from both audiences, ultimately letting them watch her profile as she squirmed back into her dress.

Faith cupped her mouth and whispered something in Sophie’s ear. Sophie’s mouth opened wide in surprise, and her cheeks turned almost as red as Lucy’s.

“A little privacy, maybe?” Lucy asked, trying to sound stern.

“Oh yes, of course of course,” said Faith. She turned away to give Lucy modesty, but immediately comically faked a peek without actually peeking.

Sophie followed suit and sincerely apologized. She felt bad that they had sneakily spied so much, and even worse that she didn’t notice Mia’s extra time stunt sooner. But maybe she shouldn’t feel too bad if what Faith said is true.

Mia disappeared from the window once Lucy’s show was over.

Lucy clenched the bodice over her chest and tried to just move on from what was going on. “S-Sophie, you’re on deck,” she said as she speed-walked past them, across the living room, and into the bathroom.

“I told you so. And have fun out there,” Faith said to Sophie. She emphasized the last sentence by spanking Sophie on her denim-encased butt. Sophie correctly guessed that she did that on purpose, unrelated to her magic punishment.

As Sophie exited the back door, Lucy called out to her, “It might take me a bit to get in position…” Lucy scratched her chin in contemplation of how she was going to do this.

How do things go in the bathroom?

More fun
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