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Chapter 19
by
Leer99
How does wager go for Mackenzie?
Mackenzie loses the bet somehow...and she ends losing the dress too!
Mackenzie gulped nervously as she approached the hotdog salesman. Her hands nervously clutched at her dress as she began to mentally prepare herself for her next action.
Okay...you just have to give him a quick flash. It doesn't even have to be your boobs, Willow never specified So give the guy a brief glimpse of your panties and fail, and then you can be on your way and eventually get some fresh underwear.
With her plan in mind, Mackenzie finished her small trek back, and she flashed the man a friendly smile. "Hello, I'd like three hotdogs please."
The man smiled back, his eyes clearly giving her the once over. "Sure thing! That'll be $4.50."
Luckily his eyes didn't linger for long, which made Mackenzie's blush only a fairly minor one. Though her heart began to only beat more rapidly as she gripped her dress even tighter. "Oh...I don't really have any money..."
Alright...show time...
With that, her hand timidly rose the front of her dress up, baring more of her thighs until the smallest hint of red came into view. Mackenzie held it there, and she smiled gently while giving him the puppy dog eyes.
"Will this be a sufficient payment?" She impishly asked, her other hand reaching up to cup her breast. Her cheeks matched the same shade of her panties, but sure it couldn't get any worse, right?
As if fate was out to get her, a strong gust of wind began to blow, and hard too. With her hands being occupied, this left the back of her dress free to blow up, treating Willow and a young couple to her red thong and round ass.
The hotdog salesmen's eyes widened, and a his shocked expression turned into a playful grin. He nodded and went to to go fix her food. "Lady, I'll throw in a fourth one after that nice sight you just treated me to!"
It was Mackenzie's turned to be shocked, and she quickly held the front of her dress down, and her hand went from her breast to hide her panties from the world. She couldn't help but pout a bit, she had barely attempted to get the food. Despite her efforts, it seemed even the tiniest peek of her underwear was enough to get free food. Which meant that for the rest of this trip, Mackenzie would be sleeping in her panties, or even less.
I really wanted some new underwear too...
With Mackenzie sulking over her loss of the bet, she was unaware that with her recent effort to keep her dress in place, she had tugged it down hard enough that her right nipple slipped out. The cute pink areola on her left breast also began to peek into sight now as well, sticking out amongst the pale flesh and the bright yellow fabric of her dress.
Just as the redhead had finished "fixing" her outfit, a gentle tap came to her shoulder. Mackenzie jumped in place and quickly turned around to see who it was, causing her dress to descend even further. Now both of her nipples were on display
There Mackenzie saw a couple of girl around her age. One was rather short with her hair dyed silver that was stylized as a pixie cut, while the other a tall brunette with long hair. She soon flashed them a small smile. "Oh, umm. Hello, can I help you?"
The one with silver hair nodded holding out her smartphone. "Yeah, we were wondering if you could take our picture. Do you have a sec'?"
Mackenzie nodded, her smile widening a bit before she grabbed the phone from the girl. She then help it up as she before zoom in on the girls, meanwhile the girls themselves wrapped an arm around eachother. They also used the moment to look at Mackenzie's breasts, not that the redhead was aware of it due to her focusing on getting a good picture.
"So, you're with the blonde girl over there right? Are you two a couple?" The brunette asked with smile.
Mackenzie blinked, and her attention was immediately shifted from her task. Now she was just trying to comprehend what she had heard. "U-I'm...e-excuse me?"
"You and the skinny blonde girl. Are you a couple? You both seem pretty close. Also, you both were clearly flirting and spanking eachother." The tall brunette folllwed up.
Mackenzie blushed, not realizing they were being watched during their conversation. Did she and her old roommate really come off like a couple? It certainly didn't feel that way to the redhead. Maybe she was just to used to the way Willow was. The petite blonde had always been rather handsy, and she also would take any opportunity to praise the redhead about her voluptuous figure.
Meanwhile the breeze began to blow once more, once again giving the couple and the vendor another intimate sight of her red panties. To add icing on the cake, Mackenzie was far too lost in her thoughts to cover up.
Her mind drifted back to the morning, and how their bare skin felt while pressed together. Or the incredibly realistic dream she had the previous night about Willow massaging her body. The soft, teasing hands as they played with her breasts and ass.
Her blush deepened, and she quickly shook her head to **** the sapphic thiughts out. No, that couldn't be real...Willow wasn't interested in her like that...right?
The wind died down, ending yet another free panty show for everyone.
"No, we aren't. We're just old roommates catching up with a road trip." Mackenzie said with a nervous giggle before taking a handful of pictures. She couldn't help but smile as the couple began to do different poses for each photo.
"Oh, well I think you two would be cute. But sorry for the mixup, and thanks for taking some photos of us." The silver haired girl said as they walked back to Mackenzie.
Mackenzie's smiled widened, and her blush came back as she held out the phone for the girl to take it back. Meanwhile the hotdog man approached Mackenzie from behind, and tapped her on the shoulder.
As the silver haired girl took her phone back, Mackenzie's dress reached the point of no return, and it plummeted down her body!
In less than a second, Mackenzie now stood in the middle of Washington D.C. Wearing nothing except her bright red thongs and a pair of sandals. Her yellow dress pooled around her ankles, as she turned to face the hotdog man with a bright smile. Her large, round breasts swaying with her movements, and her pink nipples now standing erect from the cool air.
"Oh! Thank you so much, sir!" She graciously thanked. She then took the container with her hands. She then looked over her shoulder at the couple. "Oh hope you two have fun with your own trip!"
She then turned around once again and headed back toward Willow, giving the gobsmacked adults a lovely parting imagine of her ass and naked back. The wind began to pick up again, and Mackenzie's forgotten sundress rolled away like a tumbleweed and into the Reflection Pool.
Willow's eyes widened as she watched Mackenzie return in just her panties. She had expected the dress to fall off. But she certainly wasn't anticipating the redhead being oblivious to her own exposure! It was much more common for Mackenzie to quickly catch on right away! But there were a handful of times through their college years that Mackenzie wasn't about just how much of her body was on display.
Mackenzie's smile faded, and she blushed as she thrusted one the hotdog holder towards Willow. "Well, I guess I'm sleeping in my panties for the rest of this trip."
Willow giggled, and gently patted Mackenzie on the shoulder, doing her very best to not draw attention to her state of undress. But deep down she was excited over the fact she had won. "Hey cheer up, Mack. We got some free food, and besides, it'll be comfy!"
Sorry Mackenzie, but I still have one more wager to win.
Mackenzie rolled her eyes, but she did eventually smile. "Well...that is kind of true."
She then grabbed one of thebhotdogs and took a large bite out of it as they continued their walk. "By the way, those girls back there thought we were a couple! Can you imagine?"
Does Mackenzie catch on to lack of clothes?
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Mackenzie's Misadventures
A Redhead's ENF Nightmare
26-year-old Mackenzie, an alluring redhead, experiences a nightmarish series of events that leave her exposed and humiliated.
Updated on Jun 10, 2026
by Nman
Created on Jan 5, 2016
by Phantompen
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