UMD Stories

Anna Part 6: The Fundraiser
Story by messyman88
Posted 3/30/20     1209 views
It was a few weeks after the beginning of the semester, and Anna was moving right along through her freshman year. She had brought almost all of her clothes from home and fully expected that most of them wouldn't make it back home. Included in that was her prom dresses from junior and senior year of high school, a collection of at least 30 running shoes, sandals, heels, flats, and boots, jackets, hoodies, and basically anything you could think of. Her closet was nearly full, and her roommate Katie seemed a bit suspicious to why she had so many clothes, but she didn't seem to press the reason why too much. The girls had continued their weekly internet shows, which continued to fund the clothes and supplies. One night during the week, Anna got a text from Hanna asking to meet up soon to talk about something. Details were arranged, and the two headed to a local restaurant to have a talk.

After a few drinks, Hanna didn't seem too concerned about being in public anymore, and she started to open up. "Ok so here's the deal. I need to come up with a fundraiser for the spring. I usually only do the pies thing in the fall, so we need something else. I'm totally out of ideas. Can you think of anything?" Anna thought for a minute, this wasn't exactly what she expected to do tonight but it was happening now. "I have an idea" Anna said, smiling a bit. "Lay it on me" Hanna said, taking another big drink. "Well, I have 2 of my old prom dresses. We host a dinner. At the end of the night, everyone can pay money and cover me in whatever food or whatever is left. I'll make myself look really pretty, do my hair, makeup, nails, everything, and we'll let everyone go crazy." Hanna smiled and squealed "I LOVE IT. You sure you want to ruin a dress though?" Anna nodded. She wasn't ever going to wear it again, so why not? She could feel herself getting wet just thinking about it. So it was decided, the date would be in about a month. Dinner would include chili, spaghetti, beans, and a few other things to make it not so obvious what was going on. Anna's prom dresses days were numbered! Hanna wanted to come over to see it, so they went back to Anna's dorm. Katie, as per usual, wasn't there. Anna pulled out the two dresses, one red with silver accents and one yellow, both going down to her ankles but leaving her feet exposed. Hanna picked the red dress and told Anna to put it on, which she did. Anna did a turn to make the dress spin around, and kicked her leg up behind her and smiled in a flirty way. She could tell Hanna loved it, and when Anna turned around she caught Hanna's hand going down between her legs on top of her leggings. "You look amazing. Take those socks off and let's pick your shoes." Anna sat down on the couch and pulled off her black ankle socks. Hanna began going over all the pairs of shoes in the closet, pulling out a few at a time. She selected 6 different pairs to test: a pair of Birkenstock sandals, black flip flops, black flats, silver flats, brown gladiator sandals, and a flat pair of T-bar style sandals. She tried on each pair and modeled them for Hanna, who was clearly loving every minute of it. Hanna narrowed things down to the black flats and both pairs of sandals (although she not so secretly took the Birkenstocks and slipped them into her bag), and after discussion the T-bar sandals won. Hanna took out her phone and took some pictures of Anna in the outfit, and gathered her things and headed out. "I've got some work to do!" she said as she walked out the door.

The next few weeks flew by. The dinner was to be on Saturday night. They rented out a small banquet hall in town, sold tickets, and quickly had reached their fundraising goal. There was no turning back now! The banquet hall luckily enough had a small employee locker room with a shower, so cleanup afterwards wouldn't be a problem. The dinner was supposed to be casual, so Anna wouldn't be wearing the dress all night. Right before the end of the night, she would sneak back to the locker room with Hanna who would do her hair and makeup. Plastic was laid down in the back hallway from the locker room to the banquet room the night before, and everything was ready. It was time.

The crowd filled in and soon enough the food was served. They had hired a comedian and magician to entertain the crowd during and following dinner. The girls from the sorority served the food, and Anna was in charge of passing out spoons full of beans. Suddenly a voice cut through the air: "Hey you!" It was Katie, which caused a mini panic inside Anna. Katie's boyfriend had bought them tickets and they thought it would be fun. They chatted for a bit before Katie went back to her table. Anna could feel herself get red in the face. Katie was going to see her get messy. Was she going to put everything together and figure out why Anna had so many clothes? Oh well, too late now. After watching a bit of the comedian's act, Hanna came over and whispered "come on, it's time" in Anna's ear, and they headed back to the locker room. Anna put on her bikini (so nothing would accidentally become visible) and then put on the dress and the sandals. Hanna began doing her makeup and hair, and Anna looked absolutely beautiful. The night before Anna had painted her finger and toenails the same red color of the dress. "Wow" Hanna stammered, obviously amazed with the job she did. She pulled out her phone and took more pictures, with Anna turning and posing for each one. "You nervous?" Hanna asked. "Actually, yes. I wasn't earlier but my roommate is here." Hanna gave her a big surprised look. "Really? She won't know it's a fetish though. Maybe she won't think anything of it." Anna looked down, and at this point noticed that Hanna was wearing her Birkenstocks, and that she had painted her toes the same red as Anna. Hanna noticed her looking and began wiggling her big toes inside the loops, "You like? I did it for you." Anna smiled and nodded. Hanna could tell there were still some nerves there, and took her hands and held Anna's face up. "Alright, I'm gonna go make sure it's time. I'll text you when to come in the door. But relax first. You're going to be just fine. Here's something for the road." Hanna pulled Anna in and kissed her deep, instantly making Anna wet. "Maybe there'll be more than that afterwards" Hanna said, winking as she walked out, with Anna watching her every step. With every day that passed, Anna was becoming more and more comfortable with her newfound bisexuality, and moments like this only reaffirmed her feelings. She sat for a minute with her eyes closed to gather her thoughts. Her phone vibrated, and it was Hanna's text. "Come outside the door, listen and wait for my cue." Anna got up, took a quick picture in the mirror, took a deep breath, and walked through the hall to the door. Hanna had the room:

"Ladies and gentlemen, we have one more attraction for you. One of our girls has volunteered to entertain you all by letting you take some of your frustrations out on her! For $1 per bowl, you can pour any of the leftover food on her. For $10, you get the whole tray. Don't be shy, she's ready for you guys. Let's bring her out, Anna, come on out!" Anna opened the door and walked in to loud applause, and she waved to the crowd and walked over to the large kiddie pool, sitting down in the chair. "Isn't she beautiful?" Hanna boasted, which drew another round of applause. "Alright, let's get the fun started. We actually have a special guest to pour the first bowl. It's Anna's roommate!" Katie smiled and got up from her table, handing Hanna a bill, and Hanna returned with a tray of something. "Oh no! Did she pay $10??" Anna thought to herself. Hanna picked up the mic again and said "She's given $10 for a tray of beans. Let's count it down everyone!" Katie took her place next to Anna and whispered "I'm so sorry, but this is going to be fun!" to which Anna smiled and nodded back. The crowd began counting down from 10.

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Katie turned the tray upside down over Anna's head, and the mess quickly covered the majority of the dress, to a cheering crowd. Anna could barely see anymore, with BBQ bean sauce dripping down and covering her face. She saw someone walk up with a bowl of chili, and it soon began pouring down her head and dress. Someone walked over with a tray, Anna couldn't see what, and they told her to lift her feet up. The tray was put inside the pool, and Anna lowered her feet and sandals into what felt like a nearly full tray of chili. Next up was a tray of spaghetti, covering what little of the dress remained clean. Anna sat there for what felt like hours, with person after person emptying what food was left over her. It was very clear that Hanna intentionally bought too much food. The dress got heavier and heavier with each load of food poured onto it, and Anna kept having to pull it up. "Alright everyone, let's hear it for Anna! Thank you for coming tonight!" The crowd cheered, Anna waved again, and got up. All sorts of food poured off the dress and into the pool, and Hanna walked over and gave Anna a towel to wipe her eyes off. Katie walked over before she left and said "I'd give you a hug but I don't want to right now, no offense!" Anna giggled "No worries, I'll catch you later back in the room, yeah?" Katie smiled, nodded, and walked off. "See? I told you that you'd do great" Hanna smiled. "Head on back, I'll be there in a minute to help you." Anna walked carefully back to the locker room. She picked up her phone and took a picture, to complete the before and after set. The door opened, and Hanna walked in. Anna smiled and said "so, we did pretty good tonight, didn't we?" Hanna smiled and slowly started walking towards Anna "Oh baby. You have no idea. And you lookwow." Hanna started licking her lips, and Anna felt herself getting wet again. Hanna rushed up and grabbed Anna's arms, pushing her up against the wall in the shower, kissing her even deeper than before and messing up her blue t shirt, gray leggings, and Anna's Birkenstocks in the process. After furiously exploring Anna's mouth with her tongue, Hanna came up for air. "I wanted you so bad tonight. I need you. Right here, right now. None of these clothes we're wearing make it out of here tonight." She pulled out a pair of scissors from her bag and made a small cut in Anna's ruined dress, to which Anna moaned a bit. Hanna grabbed the dress and ripped it wide open with her hands. She cut both shoulder straps and the bikini top, revealing Anna's perfect breasts, which Hanna licked and sucked on. Anna grabbed the scissors and cut Hanna's shirt off (she wasn't wearing a bra, which surprised Anna a bit) and she cut a small slit into Hanna's leggings. Hanna continued ripping the dress, finally making it to the bottom and finishing the job. She focused on Anna's sandals, kissing Anna's feet and exploring her toes with her tongue. With 3 cuts, the sandal fell to the floor, and Hanna began cleaning all the different substances off the newly exposed foot. Anna began moaning more and more as Hanna's tongue danced over her toes and soles. Anna picked up the scissors, and turned her attention to Hanna's feet and her Birkenstocks. She slipped the scissors into the toe loop and cut it, followed by each strap above it, after which she began worshipping Hanna's foot just like she was doing. Anna's other sandal was cut, followed by the last Birkenstock. Hanna positioned herself in the 69 position, and the girls went to work on each other's soaking wet pussies, with both girls squirting multiple times on the other girl's face. After a bit of a recovery period, the two began gathering all the ruined clothes together and threw them into a garbage bag, with both girls showering off. Hanna threw on some sweats and Uggs and said goodbye, taking the garbage bag with her. Anna dried off, put on a sweatshirt and leggings and a pair of black flip flops, and headed out to the car, driving back to her dorm.

Opening the door, she found Katie sitting at her desk watching a video, and when the door closed Katie turned around. "Well look who's here!" Katie said, getting up and hugging Anna. "So how was it? Was it as fun as it looked?" Anna smiled and said "Oh yeah. It's so much fun. And to be wearing something that expensive that can't be replaced made it so much more fun than the other times."

"Uh oh" Anna thought to herself, her heart dropping. She made a huge mistake and she knew it. Katie looked confused: "Other times? You've done this before?" Anna swallowed and decided it was time to come clean. "Yeyes. Me and some of the girls do it every week after our meetings. Katie was beginning to put the pieces together, "so that's why you brought so many clothes back with you!" and Anna nodded. "Is ita sexual thing?" Katie asked, and Anna nodded yes, telling the story of how she discovered it in the fall semester with the pie fundraiser. Katie looked a bit overwhelmed with the newly revealed secrets of her roommate, and she sat back in her desk chair and said "huh." Anna just sat there, not knowing what to say or do. After a minute, Katie said "So, what would it take for you to show me what it's like?" Anna smiled and asked if she was sure, Katie nodded yes and smiled, and Anna turned towards Katie's closet.

"When would you like to start?"
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