Anna Part 8: Spring BreakStory by messyman88Posted 12/3/20 1096 views
Anna looked at the clock and sighed. It wasn't nearly close enough to closing time for her. It was spring break, and she had decided to not go anywhere this year. Instead, she stayed at school to work, since the school rec center where she worked offered extra pay for student workers who wanted to work over break. The extra money was going to be nice, but since there were almost no students left on campus, the place wasn't exactly crowded. She worked in several positions, but tonight was working the floor, straightening things up wherever they needed it and every once in a while cleaning a piece of equipment. Normally, this was a great assignment, since you're not stuck behind a desk all night and you can walk around, and socialize with the patrons. With there being a grand total of 5 people in the building, 2 of them being employees, this was not one of those fun nights. "Still an hour to go" she thought to herself. Leaning up against a wall, she started playing with the collar of her blue uniform polo shirt. Of course, the rest of her outfit included black Nike leggings (her favorites!) and a relatively new pair of all white Adidas Ultraboost, and had her long hair up in a ponytail. She decided to take a walk up to the front desk to see if anything more interesting was going on up there.
She found the front desk attendant nearly half asleep, watching a football game on one of the adjacent TVs. She had never actually worked with this guy before, so she decided to strike up a conversation more than the casual "hi" they gave each other when he walked in. "Hey, I'm Anna!" she said, smiling brightly. The attendant looked annoyed at first, but as he turned and saw where the comment came from, he brightened up almost immediately. "Oh! H-hey, I'm Daniel. You can call me Dan. Sorry, I was kinda (he paused to let out a large yawn, then motioned towards the TV)...well, out of it I guess. Not too busy tonight." Anna laughed. "No, no it's not. The floor is dead. That's why I came up here, to find some way to stay awake." Dan seemed very nervous around Anna, and she caught him stealing looks at her a couple times. He seemed to not want to make eye contact, but she knew some people just feel awkward about it, so she didn't read too much into it. She grabbed a stool and sat down behind the desk, with the two talking for much of the remainder of the shift. Dan warmed up a bit, but still seemed very nervous. The two finished up their closing duties, turned off the lights, and locked the building as they walked out. Anna walked to work (or ran, depending if she got her run in earlier in the day or not), while Dan lived off campus so he drove. "Listen, Anna, I have to confess something" he said as they walked out. "I...I've seen you before." Anna gave him a puzzled look. "Well...I...I was a regular viewer of...you know, the streams..." Anna smiled. THAT'S why he was so nervous. "Oh cool! Was I your favorite?" Anna said, flirting more than she ever really did with anyone. He smiled and nodded, his body language clearly gaining more confidence with every word he got out. "I...I always thought you were beautiful, but I always loved watching you get destroyed in food or whatever. I mean that as a compliment...you know" he laughed. She knew exactly what he meant. They hadn't done a stream in months, as their sorority meetings had gone virtual due to the pandemic. She had a stockpile of clothing that really needed to go, she had gotten extra clothes to use for the streams and without them happening it had really started to pile up. "You know, I haven't ever done a private show for a guy before" she said, before stopping to ask herself since when she had gotten this brave around guys. He clearly didn't know what to say, but was VERY clearly interested in the idea. She pulled a piece of paper out of her bag and wrote down her phone number, handing it to him. "Text me when you get home and we'll talk about it. See ya!" she said, turning and starting her walk to her dorm. She felt his eyes watch her the whole way until she was out of sight. She pulled out her phone and texted Hanna that she wasn't going to believe what just happened.
She got back to her dorm, kicked off her Adidas to reveal her black Nike no show socks, removed her polo and replaced it with an oversized sweatshirt, and her phone activated with a message from Dan. The two spent the next few hours getting to know each other. Dan liked much of the same music as Anna, and they really seemed to hit it off. Anna felt herself get more excited as they talked, a feeling she hadn't ever gotten with a guy before. After a while, Anna got the courage to bring up WAM again. "So what are your favorite things about WAM?" she asked point blank. His response popped up: "Shoes, leggings, dresses, athletic wear, sweats are my favorite clothes, don't judge but I have a fetish for socks and sandals too, and I especially like slime, pies, chocolate, and mud, along with trashing the clothes." Anna smiled, they even had the same interests within WAM! "Adidas or Nike?" she responded, and he responded Adidas. She got up and took out one of her older pairs of Adidas sandals, put them on, and took a picture in her sweatshirt, leggings, socks, and sandals for him using her full length mirror. He very clearly enjoyed it, as she saw him start to type 3 or 4 times but stop, and he finally sent a smile face. She proceeded to send many pictures of her closet, including all her shoes, socks, running clothes, sweats, and anything else he asked for. He was very obviously masturbating, but for some reason it didn't bother her like it did with most guys. "We both work Tuesday afternoon by ourselves, why don't we hang out after?" She said, and he agreed. "I need to get supplies" she thought to herself.
The two agreed that they were going to go get a late dinner before going back to Dan's. His roommates were out of town on break and they had a large walk in shower that would be perfect for whatever happened. Before leaving for work, she packed a large gym bag with 4 or 5 changes of clothes, 6 pairs of shoes and sandals, and a box of condoms - she didn't expect to need them, but Hanna insisted that she didn't know what would happen and so they would be a good idea just in case - and a GoPro camera which Anna had used to record videos for Hanna previously. Dan had requested that Anna wear her most trashed and worn pair of Nikes to work that night, so she did: a black and white pair of Nike Flex Supreme TR 3s, which she wasn't overly fond of anymore and so she didn't mind if they didn't make the return trip. As the night went on, she made sure to make frequent trips to the front desk to tease him, and he clearly was excited for what was to follow. The end of their shift arrived, she retrieved her bag from the employee locker room, and they headed to Dan's car.
Being spring break in a college town, many things were closed already, so they settled on cheeseburgers and milkshakes from a local place. Anna got 2 large chocolate milkshakes, and Dan knew one of them was not going to get drank, and Anna giggled at the slight bulge in Dan's pants that he unsuccessfully tried to hide. They were both very obviously into each other, and Anna knew tonight was going to be wild. They finished their food and drove off to the 24 hour grocery store. "Alright, now, we're going to go in and you're going to pick out what we use. No spending limit, I'm paying, the only rule is we HAVE to use everything we get tonight, no leftovers!" He smiled and they got out, holding hands as they walked towards the door (Anna's first time doing this with a guy, she noted in her head). Dan had good taste: he picked out 4 boxes of custard, 7 or 8 boxes of chocolate pudding, a large can of evaporated milk, one big chocolate cream pie, baked beans, a couple cans of whipped cream, a large bottle of strawberry syrup, and a large bottle of caramel. She paid, and they headed to his apartment.
The bathroom in his apartment was enormous. He lived there with two of his friends plus one of their girlfriends, so the whole apartment had some size to it. After having a couple drinks (she was legally not allowed to, but that didn't stop her, and he was 21), their nerves had calmed to the point where the two shared a passionate kiss that sent shivers down Anna's spine. They knew it was time to make their way to the bathroom, so they picked up their bags and headed in. Anna began spreading her clothes out on top of the washer and dryer, while Dan took the supplies out of the bag and spread them out, then took a screwdriver and removed the grate on the shower drain. "What first?" she said, finishing lining her clothes up so Dan could see them. "Is that your prom dress??" he said, amazed that she would risk such an expensive piece of clothing in this setting. "Mhm! Would you like to see it first?" she asked, and he nodded. "Ok, why don't you go make the pudding while I change. But first, here." She kicked her old almost holey Nikes off, revealing her white no show socks, making Dan's growing bulge visibly twitch a bit. "They're yours now, enjoy them however you want!" He smiled and picked them up, giving them a quick smell and coming dangerously close to letting out an audible moan, before exiting and closing the door. Anna stripped off her work clothes and underwear, then put on a bikini to have underneath her dress. The dress was a beautiful black and silver color, it was her dress from junior prom but still fit her perfectly. She slipped on a pair of shiny silver flats and called him back in. He came in carrying a stool for her to sit on as well as one for him to stand on in order to pour the substances onto his subject: he would stand outside the shower and pour over the top of the all glass walls. "Hold on" she said suddenly "why don't we make this more interesting? Do you have a deck of cards?" He ran to the other room and returned with one. "How about this. I'll guess higher or lower. For every correct guess, you have to take a piece of clothing off. If I guess wrong, you dump something else on my head. If it's a joker or ace, I change outfits" He agreed. Anna took her place on the stool inside the shower and closed the door, her long dress settling on the ground, but she made sure her flats and feet stuck out from underneath. "First up, this big pie" he said, placing the pie on the counter next to him. He pulled a card from the deck, it was a 5. "Higher!" Anna squealed, and he pulled a 4. He smiled and picked up the pie as she faked a pouty face. He opened the door to the shower, and plopped the pie in Anna's face, dripping down and coating her dress in black and white semi-liquid. He closed the door again as she wiped her eyes clean, and he picked up the deck of cards. "Higher" she said, and he pulled a 9. Anna smiled under her chocolate and cream face mask, as he took off one of his shoes and threw it aside - they had agreed that one shoe and one sock counted for one loss. "Lower" she said before he pulled a queen. "Hmmmm. How about custard?" he said, opening one of the boxes and pouring it on her head. The yellowish liquid streamed down her face, mixing with the chocolate and cream to further coat the poor dress. "Lower!" she said, confident, until Dan pulled a king. "Take your shoes off" he instructed, leaving the room to retrieve a bowl of chocolate pudding that was ready to use. He filled each flat until it overflowed with chocolate, and ordered her to put them back on. The extremely cold pudding took Anna's breath away as it soaked into her feet and poured over the sides of the silver flats. "Lower!" she said, trying to hide how turned on she was. It was a 3, so Dan remained standing there in his work shirt, Adidas track pants, and black ankle socks. "Higher!" she said, getting more into this with every card - the added game made this even more fun. It was a 2, and so another box of custard was opened and emptied over the dress, covering what little fabric remained clean. "Higher!" It was an ace. Anna turned the shower on, washing off everything from the dress and washing out her shoes, and took them off, remaining in her bikini. She threw all the clothes in a garbage bag: they would be washed later, but with the washer covered in her outfits it was inaccessible for now. "What's next?" She said, standing in a wet and slightly chocolate stained bikini front of a man who was very obviously trying not to cream his pants at the moment.
He walked over to the collection, and selected her high school track uniform: a tight spandex dark green shirt, black Nike Pro shorts, white ankle socks, and a red pair of Brooks Launch 2 running shoes. She threw on the outfit while he tried very hard to hide that he was touching himself. She took her place in the shower, and he drew a card: a 2. "Higher!" and it was a 3, removing one of Dan's socks. "Higher!" and a 9 removed the other. "Lower!" and a 4 removed Dan's shirt, and Anna really began to admire Dan's physique, getting very turned on in the process. "Higher!" she said, and a 3 appeared. Another box of custard was emptied over her head, covering the shirt and dripping down her legs to her loosely laced and not even tied shoes and socks. "Higher!" and he pulled an 8. Dan remained standing only in his boxers which were not doing much to hide his enormous erection. "Lower!" she said, driven by a desire to remove those boxers. She had never been this taken by sexual desire, but she was going to let it drive by now. The alcohol probably wasn't helping. He pulled a 10, and instructed her to take her shoes off again, returning with 2 more bowls of pudding. He stooped down and kissed the bottom of her socked feet before filling each running shoe with a bowl of pudding each. She moaned a bit as she put the shoes back on, the chocolate pouring out the tops of the shoes, through the mesh, and soaking her now ruined socks. The cold sent another shiver up her spine, and she couldn't help herself anymore: her hand made its way down her shorts. "Lower" she half moaned, and it was a 5. Dan lowered his boxers to reveal a beautiful 9 inch erection. Anna had never seen an erect cock in person before, and all she knew right then was that she wanted it. "Lower" she said, and it was a 6. He picked up the large bottle of chocolate and emptied it over Anna's head while she furiously fingered herself inside her shorts, reaching her first orgasm of the night. Dan made sure some of the chocolate made its way down her shorts, and she sat covered from head to toe in chocolate and custard. She couldn't take it anymore. "Get that can of whipped cream and get in here."
He followed directions, and she pulled him in close to kiss him deeply, his cock poking through between her legs. She got on her knees and sprayed cream on him, taking it deep in his mouth and cleaning him off. She had never sucked dick before, but apparently he was doing something right, because he grabbed the back of her head and told her to keep going. He tasted so good, and not just because of the chocolate and cream. Dan could hardly contain the sight of a messy sorority girl in his apartment sucking his cock and almost came immediately. Anna had seen enough porn to know how to edge him, despite the fact she had never done it to anyone before. As she flicked the end of his cock with her tongue, he pulled out a box of custard and emptied it over her head. She ate up his precum which had been leaking steadily from his cock. She knew he wouldn't last much longer. She looked up at him and saw his eyes were starting to roll back in his head and his breathing getting faster. She started sucking faster and faster, and with one movement of her head managed to get his entire cock into her mouth and throat. "Ohhhhhhhhhhhhhhh" he moaned as he grabbed the back of her head and filled her throat with a huge load, making her cough a bit. She smiled as she swallowed it down, seeing the satisfaction on his face. Her hand went back down into her chocolate soaked shorts and unleashed a massive squirting orgasm that soaked her shorts even more. She sat down on the stool and looked at Dan, who was still basking in the afterglow of Anna's first blowjob.
"We still have a lot of stuff to use tonight" she said, giving him a devilish look that told him she was ready for round 2.
Part 2 coming soon...