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Rated: 18+ · Interactive · Erotica · #2158877

A woman finds herself wedgied and humiliated by the people in her life.

This choice: Covert mission to Eastwood in the morning  •  Go Back...
Chapter #21

Covert mission to Eastwood in the morning

    by: Jess345 Author IconMail Icon
         Brielle awoke with a groan still having her undies lodged up her butt from her wedgie last night. Her groan only increased when she opened her eyes and was greeted by the poster of her in another embarrassing wedgie. "I'm surrounded by humiliation," sighed Brielle as she picked her wedgie and headed for the shower. Feeling refreshed after her show Brielle went to get dressed and was dismayed to find that all of her jeans were either in the wash or ruined or taken by Aelish. Unwilling to risk tempting fate with short-shorts or daisy dukes Brielle slipped on a pair of black leggings and a long-sleeved blue shirt. Brielle found herself picking the leggings out of her bubble-butt as they constantly rode up "Grrrr, stupid stretchy pants. Why can't things go back to normal. I wish...wait a minute...that bitch." Brielle remembered that after stripping her last night Jane had told her she could find her clothes on the Eastwood Collegiate flagpole. "I can't let her win, thought Brielle "Maybe Jazmin can give me a ride there before school starts. I'm sure she wouldn't mind missing a bit of school." Brielle chuckled to herself as she recalled Jazmin's current predicament, which may actually be worse than hers somehow.

         "Remind me why we are doing this again? Jazmin asked Brielle, who was currently in the passenger seat of her car. "Listen, Jefferson is full of landmines for both of us, but ESPECIALLY you. We go to Eastwood early we wedgie a few of the incoming nerds, we both get to relieve some stress. Pretty good, huh?" Brielle lied. Jazmin gave her a skeptical look "Have you seen how I am dressed?" Brielle, for the second time that morning, laughed at Jazmin's My Little Pony themed outfit "Just wedgie the first person laugh at you, bubble-butt." "Ease up on the bubble-butt comments when you are wearing leggings like those, princess." Jazmin pinched Brielle's booty and jiggled it making Brielle blush "Point taken," muttered Brielle. "Look, if you wanna do this I will drop you at the school, but I am going to wait in the car. I am not taking any risks." Said Jazmin. Brielle smiled and nodded.

         As the car pulled into the parking lot Brielle looked towards the entrance of Eastwood Collegiate and there she saw flying on the flagpole her shirt, hoodie and jeans. "Wait here bubble-butt, One of us has to maintain their wedgie skills," teased Brielle. Jazmin noticed something interesting about Brielle's leggings as she hopped out of the car. "Hey princess, your shoe is untied," said Jazmin. Brielle bent over and Jazmin laughed "Those leggings are totally see through, 'Cutie Pie'." Brielle looked over her shoulder and gasped. Clearly visible through the seat of her leggings were her pink frilled undies with 'Cutie Pie'. "Ouchie!" cried Brielle as Jazmin gave her butt a few hard smacks. "Why don't I help you stay in the car," growled Brielle.

         Brielle slammed the car door behind her and smiled back at Jazmin who was moaning with her pony panties stretched over her seat's headrest before heading off towards the flagpole. Luckily for Brielle there was seemingly no one at the flagpole, probably because school didn't start for half an hour. Brielle went up to the flagpole and half bent over as she began lowering her clothes down, but just as they were about to come within arms reach she heard the familiar voice of Jane "You made it, wide-load...or should I say 'Cutie Pie'?" Brielle spun around with a slight blush and instinctively covered her butt while Jane smirked at her. Brielle brought her arms out front and readied herself "You barely got me last time. Might not get lucky again," said Brielle. "That may just be true, bimbo and that is why I ain't taking any chances. Tiffany NOW!" Brielle looked behind her and saw her panties had been clipped onto the line of the flagpole. She also saw Tiffany give her a sarcastic salute just before she began to raise Brielle like she was a flag.

"No p-please do-OWOWOWOWO AIEEEEEE! Brielle screamed pathetically as she was rapidly pulled up the flagpole by her girly panties. "Hang on a sec, sis," said Jane said when Brielle's butt got to head height. Jane walked over and yanked Brielle's leggings off and spun her around so that her face was facing the flag pole and her big, shapely rear was facing out. "There now you get some privacy and the people get something worth looking at. Now, you are going to hang there for a while and a whole lotta people are gonna laugh at you, but if you hug that pole no one will get a good look at that pretty face of yours. Plus because you had the guts to show up, whenever you get down you can take your clothes with you," Jane said. Brielle just let out a whine in response "Thank me," demanded Jane. "T-thank you," grunted Brielle. "Good girl. I gotta say of all the butts I've wedgied I might like yours best. I'll keep an eye out for you in the neighbourhood so we can have some more fun together." Tiffany then yanked Brielle the rest of the way up the flagpole and Brielle's screams drowned out the laughter of the sisters.

         Brielle clung to the pole trying to bury her face in it, which left her butt exposed to the world. After 15 painful minutes students began streaming in and noticed Brielle immediately. For the next 15 minutes Brielle endured nonstop laughter and taunts from hundreds of students. "Her ass is as big as the flag!" "I'd salute that flag any day." "We should bring her down and make her our wedgie bitch!" "No way, there's a note right there from Jane. It says if anyone gets her down then they answer to her." "I pledge allegiance to the fat-ass..." "I don't think she goes here..I'd recognize a butt like that." The only blessing throughout this ordeal was that no one at this school knew who she was.

         Eventually the crowd cleared out and for a few moments Brielle was left in peace in her painful flagpole wedgie before she heard laughter below her. "Nice wedgies you gave out, princess," mocked Jazmin. "Get me down please," Brielle said tersely. "Apologize for the chair wedgie." "Sorry." Jazmin then lowered her down and unhooked her panties, which Brielle had to hold up as they had been stretched past the point of return. After Jazmin recovered from breathlessly laughing at Brielle she said "Why is there a different outfit of yours hanging above you..." Brielle groaned and told Jazmin the whole story while she got dressed.

"Wow, you got owned, sissy. Only the biggest nerds get flagpole wedgies," taunted Jazmin. Brielle adjusted her jeans trying to get used to going commando, which was especially difficult given the wedgie walk she was forced to adopt due to the pain in her butt. "Yeah, all the cool kids wear my little pony gear and get wedgies because their little sisters force them to," snarked Brielle. Both girls looked at each other and laughed. "What went wrong, princess?" "Beats me, bubble-butt, beats me..."

         Jazmin made a stop at Brielle's so that she could get a pair of underpants. Brielle chose comfort at the expense of her dignity and chose a purple pair with "Sweet Sissy" on the back. On her way back to the car Brielle got a text from Aelish that read: "Nerd, there's been a snag and you don't need to meet my at the auditorium after school today." Brielle smiled before receiving another text "Instead you can meet me in the 200 hallway bathroom after lunch :)" Brielle huffed and replied in the affirmative.When Brielle got back in the car Jazmin was texting on her phone. Brielle poked fun at Jazmin while they were in the car in response to Jazmin continuing to tease her about the flagpole incident.

"At least I get to give wedgies! The only person you get to wedgie is Kayla." "I wedgie you too, princess." "Only because I let you! I could totally own you if I wanted plus I give better wedgies now that your skills have atrophied." Jazmin raised an eyebrow "Really, want to test that theory?" "Naaah, wouldn't want to have to call your Mommy!" Brielle said jokingly give Jazmin a playful pat on the shoulder. "What if I gave you a great wedgie that you didn't let me give you, Brielle?" "Well, I would actually be thrilled to see my friend isn't totally diminished, but it won't happen and if it did I would let you give me a wedgie of your choice...in private." Brielle said confidently. "Obviously in private, okay you're on," said Jazmin. "BUT if you don't pull it off by the end of Sunday I get to wedgie you." "Sounds good, princess." Jazmin texted on her phone, then she turned to Brielle and smiled. "I win, I just agreed to help Aelish run a wedgie rodeo after lunch." Brielle paled "J-jazmin..." "She is going to do it anyway. This way I can protect you...Also you didn't show me any mercy during my rodeo." "Fair," said Brielle miserably who was already clenching her butt in anticipation.

         After they got to school Jazmin had found herself in a bind and despite being a bit grumpy with her friend Brielle knew what she had to do. Brielle had found Sheriden wedgieing Jazmin and Brielle had made her pay for this allowing Jazmin to escape. Later on during lunch when Brielle realized Jazmin was getting punished by Cindy she decided to bring Kayla to her as a gift, unfortunately she arrived a little too late.

"Thanks for helping me out today, princess." Jazmin said as they left Kayla's bubble-butt sticking out of a garbage can. "No problem. Any chance you wanna call off this rodeo, pony girl?" Brielle replied. "I don't have that kind of sway with Aelish, sissy. C'mon be a big girl. It'll be over before you know it." Brielle shuddered as Jazmin led her into the bathroom.
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