College Prep Ch. 03

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Holly fights a losing battle with her desires.
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Part 3 of the 4 part series

Updated 06/08/2023
Created 10/05/2016
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KegRoller
KegRoller
550 Followers

Author's note: Thanks for all the feedback, just when I was wondering why I had so little feedback on chapter 1. I hope you enjoy this latest chapter. I'll wrap up this story in chapter 4.

Keg

*****

Holly felt awkward the rest of the evening. Seemingly gone for good were the silly, immature late night antics she and her friend Crystal had once shared. Once Derek was gone and she realized she was naked in front of her friend she jumped up and searched for her clothes. Even though he was all she could think about, she didn't want to bring up the subject of Derek with her friend. And she really didn't want to think about how her girlfriend had sucked and bit her nipple just a few minutes before, or how good it had felt, or how she had orgasm after orgasm as her girlfriend watched. She also had to come to terms with the fact that she had just lost her virginity, actually had begged him to take it, and at the same time had experienced pleasure beyond what she thought was possible. The guilt of her actions, of having begged for it, of having enjoyed it so much, and now filled with thoughts of how soon she might be able to do it again all gnawed at her sense of morality. What she did was wrong, and she'd probably go to hell for her sins, but somehow that wasn't enough of a deterrent to stop from wondering when she could do it again. And what was is that Derek was talking about? A deal with the devil? He couldn't be serious. And that the first one was free? But despite having been fucked to multiple orgasms, her body craved more. She had to wash her panties and was waiting for them to dry, and now felt her pussy ache in need as juices seeped out and down her thigh.

The evening finally came to a close and the girls went to bed. Holly had thoughts of secretly touching herself once Crystal fell asleep, but in the end she was just too exhausted and quickly drifted off to sleep. Far from being restful sleep, however, her dreams were filled with big hard cocks that filled her pussy and sprayed their sticky white cum all over her tits. A couple of times she awoke in the middle of the night and was certain that she was moaning in her sleep. She hoped to god that Crystal hadn't heard her.

In the morning she got a text from Derek telling her to be ready at noon, he'd pick her up and take her to the mall. She texted her mommy that she'd be home later and then nervously showered and got ready. Crystal was overly attentive to Holly in the morning, even going as far as helping Holly her apply her makeup. Holly wasn't thrilled with this since the result was much more makeup than she normally wore.

"You need to learn how to look good to attract hot guys," Crystal argued.

"Still, it's too much makeup, isn't it?" Holly replied.

"Nonsense, you leave it to me," Crystal told her. Holly wasn't in the mood to argue with her, or tell her she wasn't interested in attracting guys. In reality there was part of her that did want to look good for Derek. She slumped in the chair as Crystal continued.

Derek arrived promptly at noon, and Holly secretly hoped he'd come into the house and take her again. She quickly admonished herself for such sinful thoughts. Still, when he honked the horn instead of coming up to the house she couldn't help but feel some disappointment.

"My, you are looking hot today, babe," Derek said as he gazed at her made up face before he slowly dropped his eyes to her exposed thighs. Holly squirmed and pulled her skirt down as much as she could to cover herself.

"Thank you," she replied meekly. He leaned over and kissed her, forcing his tongue past her lips while his hand slid up her thigh and exposed more of her leg once again. When he pulled back she again tried to cover her thighs with her skirt.

"No, leave it," he said firmly. Holly blushed slightly but complied. As he drove to the mall Derek periodically ran his fingers up the inside of her thigh. Holly squirmed as she realized she was already wet as his fingers came dangerously close to touching her sex.

It was Saturday and the mall parking lot was crowded. He found a parking spot but before she could get out of his truck he stopped her. He leaned over and kissed her and ran his fingers up the inside of her thigh again. This time his fingers didn't stop. Holly squealed and squeezed her legs together, which trapped his fingers against her panties. With his other hand he turned her face towards him and looked her in the eyes.

"Open your legs," he ordered. She wanted to resist, but something inside her wanted to obey him. She slowly inched her legs apart.

"Wider," he demanded. She again obeyed. He ran his fingers slowly but firmly up and down the front of her panties. She was already wet, and she knew that if this went on for very long her panties would once again be soaked with her cream. Derek looked down at Holly's chest.

"Unbutton the top button," he said. She whimpered. He couldn't be asking her to do this, not here. She glanced up to see a couple teenagers walk past their car. She hesitated.

"Now!" he said, more firmly. She jumped and then raised her hands to her top. With the top button undone, her abundant cleavage was now on display. Derek smiled as his gaze moved down to this erotic sight. He rubbed her panties more firmly and Holly groaned. He arousal quickly rose and she spread her legs farther.

"Yes, you are one horny slut, aren't you? Look how you hump my fingers. Tell me, what do you want right now?"

Holly groaned again. His fingers felt so good, she didn't want him to stop. The pleasure she felt from his fingers was also a reminder of how good his cock felt inside of her the previous day. Derek drew his fingers back, but then pulled her panties to the side and pushed a finger inside her pussy.

"Tell me, slut, what do you want?"

"I..." Holly started. "I want you... to..." She choked on the words.

"Say it!" Derek demanded. "What do you want?"

"I want you to... to fuck me again," she whispered, her face red with embarrassment that somehow seemed to increase her arousal. His finger was slick with her juices. He alternately slid it inside of her and rubbed her sensitive nub. Holly thrust her hips out as she neared orgasm.

"Good girl," he said. "I know you want it. You crave my cock, and I just love to hear you say it. But good god, girl! We're in the parking lot of the mall! You really want me to fuck you right here?" Holly blushed as she realized that anyone that walked by too closely would be able to see what he was doing to her. Before she had time to consider his words or respond, however, he pulled his fingers away and held them to her lips.

"Clean them," he ordered. As her lust neared the peak and her pussy throbbed from his fingers ministrations, she didn't resist and quickly licked her own juices off of his fingers. The taste was once again foreign to her, but in her current state she found it oddly erotic. When he was satisfied, he pulled his fingers away. "Ok, let's go." Holly started to button her top.

"No. Leave it," he ordered. Holly reluctantly took her hands away from the buttons and opened the door.

"What do you want to do here?" Holly asked as they entered the mall.

"Shopping, of course, babe! I think you need a new dress."

"Oh," she replied as she nervously wondered about his intentions, especially given the things he'd put her through already. She did like to shop, though, so hoped it wouldn't be all bad. They wandered through a couple stores. Each time that Holly saw things that she thought were cute Derek said that they weren't what he had in mind. Holly couldn't really enjoy shopping. She was thinking about what happened in the truck and how she admitted to him that she wanted him to fuck her again. She couldn't deny that Derek's cock was constantly on her mind, but she realized that so was every other man's cock that she passed. As she walked through the mall she was checking out guy's packages, looking to see if they had a sizable bulge in their pants and wondering what their cocks looked like. As much as she tried to deny these feelings, they consumed her thoughts more and more.

They ended up at SexyChic, a store that Holly never went to. Most of their clothes were way too revealing and would never have passed her high school dress code. She hesitated as they entered the store, but Derek dragged her in.

They wandered the aisles for a while. Holly didn't even search the clothes racks as she was sure she wouldn't find anything she wanted to wear. She got more nervous as Derek pulled out various items and held them up. "Oooh, I like this one!" he said as he pulled out a cotton knit one-piece dress. It was brightly rainbow colored with wide horizontal stripes. It was also way too short, Holly noticed.

"Go try it on," Derek told her.

"No! I can't wear that! It's way too... too... revealing," she stuttered.

"Nonsense. Do you plan on wearing your school uniform to college every day? You need some new clothes. Now do it."

"Please, not that one. We can pick something else."

Derek moved up close to her and boldly reached his hand up between her legs. Holly gasped as his fingers pressed against her panties. He rubbed her slowly as Holly's eyes darted around the store to see if anyone was watching. "Please, not here," she begged. He ignored her and moved his fingers more quickly over her sex as her arousal quickly rose. The feeling was electric and her knees began to buckle. Derek put his other hand around her waist.

"Now, are you going to try on the dress? Or perhaps you want to have an orgasm in the middle of the store?" he asked.

Holly squirmed. "What is wrong with me?" she thought. Before yesterday she didn't even know what an orgasm felt like. And now, here she was in the middle of the mall hoping to have another orgasm. She could just let him continue, she was getting so close. If yesterday was any indication, though, she knew she wouldn't be able to stay quiet. Rational thought finally won over.

"Please stop... I'll put on the dress," she panted.

"Aww, too bad. I was hoping to watch you try not to scream out and embarrass yourself in the store." Derek pulled his hand away and handed her the dress. Holly took it and walked shakily to the dressing room.

Once inside she put on the dress and stared at herself in the mirror. The dress stretched tightly over every curve of her body. Holly barely recognized herself. Her now hourglass figure, big tits, skinny waist, and wide hips and butt, as well as the makeup on her face and the lipstick that accentuated her lips reflected the image of all the slutty women that Holly looked down upon as beneath her. But now it was her that looked like one of them. She tugged at the dress to try to show less skin, but her every movement only resulted in the dress sliding back up. Her butt was barely covered, and she knew if she bent over too far her panties would be on display.

"Hurry up in there! I want to see it!" Derek shouted from outside the dressing room.

Holly was afraid to leave the dressing room. What if she saw someone she knew? What if one of her teachers saw her? She would die of embarrassment. Still, there seemed to be no way around it. She found that it was getting harder and harder to resist Derek's demands. Her pussy was still wet from his treatment a few moments ago. She took a deep breath and stepped out.

"Woo babe! Look at you! You look absolutely stunning! Give me a turn," he said as he twirled his finger.

"Red with embarrassment, Holly turned around for him. A couple other shoppers took notice at Derek's outburst and looked over at Holly. She nearly bolted back to the dressing room, but Derek took her hand and lifted it over her head. "Give me another spin, babe," he said as he twirled her around. As he lifted her arm the dress inched a little higher on her hips. Then he put his hands on her waist and ran them down over her hips. "So hot, babe, you have no idea. But one little problem. You're still wearing your panties so you've got a panty line showing on the dress. Give them to me," he ordered.

"What? My panties? Please, I can't!" she pleaded.

"Sure you can, and you will. You behave and maybe I'll give you a big reward later, if you get my meaning," he said as he grinned at her smugly.

She stared up at him and knew exactly what he meant. His words the prior day about the first one being free were becoming more clear to her. Still, she resisted. It wasn't worth it; he couldn't make her do these things.

"I can't go around not wearing them like... like..." she hesitated.

"Like what? Like a hot chick that everyone lusts after? Like a bitch in heat? Like a slut? Let me show you what a real slut looks like," he said as he pulled out his phone. He pulled up the video that Crystal had taken yesterday as she was being fucked by Derek. He hit play. Holly paled as she watched the video and listened to her own voice on the video as she shouted.

'Oh fuck oh fuck oh fuck! Please don't stop! Fuck me! Fuck me hard!'

The images of Holly as Derek fucked her flashed across the screen of his phone. She watched her body as it writhed in pleasure and heard herself beg him to fuck her. She looked away. "Please, turn it off," she croaked.

Derek's voice softened. "Now give me your panties, my sexy babe."

She relented and moved to go back into the dressing room.

"No," he commanded. "Here."

She couldn't believe what he was saying. There were other people in the store! She darted her eyes around and saw several other customers browsing the racks. After waiting a few seconds for one customer to move a little farther away, as quick as she could she reached up under her dress, hooked her panties, and dragged them down to her ankles. She bent down to grab them, and quickly realized that her ass was completely on display to whomever wanted to watch. She stood back up as fast as she could, panties wadded in her hand.

"Give them to me," he demanded. She handed them over, unable to look up at him.

"Ok, let's go." Derek stuffed the panties in his back pocket but with part of them hanging out for anyone to see. He grabbed her old clothes and started walking towards the front.

"But I can't just wear this out of the store," she whispered when she had caught up to him. "And I don't have much money."

"Sure you can wear it." He pulled out a small knife and cut off the tags. "There, now you're presentable. And don't worry about paying, it's my treat."

Holly couldn't look at the cashier as they bought the dress, she was certain that the cashier pegged her as some sort of tramp. She just wanted to get out of there as quickly as possible. However, once they left the store she realized that inside the store was way better than being exposed like this in the middle of the mall.

"Please Derek, can we go home now?" she begged.

"What? Does my baby want her big treat already? No, we've got a lot more to do!" He took her hand and walked past several stores. Holly could feel every eye bore into her and she knew they all saw her as a slut. How could she have let Derek make her wear this dress and parade her around like this? And that horrible video! Crystal must have taken it, damn her. What if anyone else saw it? She had to get him to delete it somehow. She looked over and saw her reflection in one of the store windows. She cringed at the sight. Her body had changed so much in the last week and the dress she wore accentuated these changes incredibly well. Even her walk seemed different, as she appeared to be swaying her hips seductively with each step. What the hell had happened to her? And even worse, why was she both repulsed and turned on by watching her reflection?

She was so caught up in her thoughts and fears that she didn't realize they had walked into a shoe store. "You need some nice heels to go with that dress, babe," he said.

Once again Derek walked the aisles as he searched for the perfect pair for her. Holly just tried to hide behind anything that shielded her from all the stares she was getting. "Here, size 7, right?" Derek said as he jolted her back to reality.

"Umm, yeah," Holly replied, not questioning how he knew that.

"Sit here, let me put them on you," he said.

Holly sat on the low bench, which put her knees higher than her hips. She pressed her legs together to avoid exposing herself more than she already was. Unfortunately, Derek lifted her foot to remove her shoe, which caused her dress to slide up even higher on her thighs. She leaned forward in another attempt to cover herself, which resulted in showing off her ample cleavage to anyone within eyesight. Derek looked up and smiled, his face less than a foot from her tits. "You are so hot, babe," he commented as he slipped the new shoe onto her foot. He repeated the process with her other foot, all the while Holly desperately tried to keep herself covered.

"Sit up straight," Derek told her. Holly assumed he wanted her to stand to try the shoes, but when she sat up Derek ran his hand up the inside of her thigh and his fingers brushed against her naked sex. Holly gasped and tried to back away, but Derek held her in place with his other hand.

"Stop! Not here!" she objected.

"Aww, but this is getting me so turned on, babe. You have no idea. And I know this turns you on too," he said boldly as he slid a finger inside her sex. Holly couldn't contain the yelp that escaped her lips, but also couldn't help but thrust her hips forward towards his invading finger.

"Yes, I know you love it," he said as he grinned at her. He withdrew his finger and pressed it to her lips. "Suck," he ordered. Holly opened her mouth and wrapped her lips around his finger. Red with embarrassment, she was afraid to look around her and see if anyone was watching this erotic display or had heard her squeal.

"Ok, stand up and try them out," Derek said as he pointed down at her shoes. She looked at them for the first time. They were gold open toe with a four-inch spike heel and a narrow ankle strap. In another setting they might even be considered elegant. But on her feet while wearing this dress they completed her slutty look that was sure to draw the attention of everyone in the vicinity. She also knew that she never wore heels, so was very unsure of her ability to walk in them.

"I don't know if I..." she started to say, but Derek grabbed her hands and pulled her up onto her feet before she finished her sentence.

"There you go, now give them a little spin down to the end of the aisle and back. Let me see my babe's sexy walk," Derek told her. Holly stood there on wobbly ankles until she finally took her first tentative step.

'SLAP!' Derek spanked her ass. "Go on, we don't have all day."

Holly glared back at him as she began to walk. She took short steps, trying to stay on her toes as much as possible so she didn't fall off the spiked heels and twist an ankle. When she got down to the end of the aisle Derek whistled and called out to her.

"Oh yeah babe! Those shoes make you look hot!" Holly blushed as several people in the store turned to see who Derek was referring to. The few men in the store openly stared at the erotic sight as she made her way back to him and sat back on the bench. She started to take the shoes off but Derek stopped her.

"No need for that, babe. I want you to wear these today. It looks like you need some practice wearing heels," he told her.

"Please! I just can't! They are too hard to walk in!" Holly pleaded. As Derek stood in front of her, Holly lowered her eyes. Directly in front of her was his crotch, and clearly outlined underneath his pants was the bulge of his cock. She felt an ache of desire between her legs and slowly licked her lips. She resisted the urge to reach out and touch it. Derek noticed what she was looking at.

"Mmhmm, I know what you want. And you just might get more of it if you are a good girl. And a good girl wears her high heels when I ask her to. Now you do want a treat later, don't you?"

KegRoller
KegRoller
550 Followers