Chapter 4

Hey Princess,

Our date this week will be on Friday. I'll pick you up after I get off of work at five. Wear your hair down, I like the curls, and wear a button-up shirt and a skirt. The skirt shouldn't be tight but should be short. And heels. I want to see those legs. No underwear at all. Don't worry about anything else, I'll have it all arranged.

Your Prince Charming.

P.S. Make sure you keep yourself nice and smooth. I was very disappointed in the library to find you hadn't kept up with the grooming I gave you.

Allison snorted when she read the email. Prince Charming. That asshole. And she was getting tired of being called Princess. It sounded mocking, not endearing. She emailed him back, she'd meet him at his apartment complex—after all, she couldn't risk her parents seeing a guy coming to pick her up. They'd ask too many questions.

Idly, she wondered where he worked. He hadn't mentioned a job. It didn't surprise her he was working, but she wondered where he found the time. Between a full-time schedule of classes, hanging out with his frat brothers, the fundraiser he was promoting, and working, how on earth did he have the time to blackmail her?

She had to admit the fact he hadn't been interested in the money she'd offered was even more confusing. Was she really that great a catch? Or was he getting off on the blackmailing thing as much as she was?

* * *

Fortunately,it was becoming easier to focus on her classes again. Waiting for Friday, wondering what was going to happen, was torturous, but concentrating on the things she was supposed to be learning helped pass the time. Sure, her mind would still drift back to Todd… a lot. Sometimes, she'd take a break from her homework to look at the pictures he'd emailed her or re-read his instructions for their ‘date.' Once, she'd even watched the video. The important thing was her life was back on track.

There was no need to go out of her way to pass by the gym anymore. In fact, there was every reason not to. Before, like when they went to the bar, Allison hadn't cared if anyone had seen her talking to Todd. She had felt more confident in her ability to reassure her father. He'd have been mad, but nothing had really been going on. Now, that wasn't true, and she felt as compelled to stay away from Todd in public as she used to be pulled to him. It was as if they were magnets, and now, their same poles were facing each other.

As a result, she didn't see Todd all week.

* * *

When Allison arrivedat Todd's apartment complex on Friday, she took a moment to remove her bra and panties and leave them in the car. After all, it's not like she could have left her parents' house without them, especially since they thought she was going out with some girls from classes. Since Chrissy had left for school, Alison hadn't really had any close friends, so her parents seemed happy she was being social again.

She'd followed Todd's instructions about her clothing, wearing a loose, white button-up shirt—buttoned all the way to the top—with a gray, pleated, short skirt and black two-inch heels. It gave her a bit of a Catholic school girl look, which she liked.

When she knocked on his door, he opened it almost immediately and perused her outfit, a slow smile spreading across his face.

"Unbutton the top two buttons."

Allison stared at him defiantly for a moment, then shrugged and undid them. The shirt didn't expose much, even with the two buttons undone. With a bra, there might've been some cleavage showing, but no one's tits were that perky naturally. She blushed and glanced around, worried someone might appear at the end of the hall or leave their apartment and see her standing outside of his door, dressed like a schoolgirl, slowly unbuttoning her shirt.

Todd leaned forward and used a finger to pull her shirt away from her chest, making sure she had on no bra—and not so incidentally, enjoying the sight of her bare breasts. She gritted her teeth as he smiled and nodded his approval. Couldn't he have let her into his apartment first? The wetness swelling between her legs said some part of her was enjoying the attention, even though anyone could step out and see them at any time.

"Now lift the skirt." Turning her head away, she lifted the hem of the skirt, so he could see her bare and shaved pussy—no underwear. Finally, he let her put her skirt down.

Walking to his car, he chatted amiably while she remained in stony silence, cheeks still flushed with embarrassment at having to expose herself to him in the hallway. Deciding to get a reaction out of her, he slid one hand up the back of her thigh and under her skirt, cupping her bare ass and almost exposing it to the neighborhood. Getting the hint, Allison began responding to his small talk.

It turned out he was working part-time as a paid intern at a marketing firm, which was also his focus for his major. That made sense, considering he did a lot of the promotion and marketing for his frat and their events. He hoped the internship would lead to a real job after he graduated. Allison thought that over. She was going to graduate next year and had no idea what she wanted to do after she left school. In fact, she'd hadn't even thought about it.

She'd never had to. Daddy would still take care of her until she got a job or someone else to support her—her mother preferred the latter. Todd didn't have that luxury. His ambition and determination were impressive, and she told him so. The look he gave her was somewhat mocking but mostly appreciative. She knew he saw her as a spoiled little rich girl, and she was, but that didn't mean she couldn't recognize the virtues of hard work.

The restaurant he took her to was forty-five minutes away, across the state line.

"Don't want anyone Daddy knows to see you with a low-class guy like me," he said, winking. "He might ask uncomfortable questions."

She blushed and turned away. A couple times on the car ride, he'd reached over into her shirt, toying with her breasts while they'd talked. It'd been an effort for her to keep up her side of the conversation. Her breasts were abnormally sensitive, and it hadn't helped that several cars had passed by each time, their occupants staring. Grimacing, she realized she'd left a slight wet spot on the seat when she got out of the car from the time he'd spent playing with her tits.

Todd obviously knew the employees at the restaurant, including the owner, and quickly secured them a table in the back corner of the restaurant—a half-circle booth where he pulled her in close next to him. The waiter was also obviously an old friend and just as obviously enjoying eying the gorgeous girl sitting next to Todd. Allison looked around the restaurant as Todd and the waiter chatted, noticing their booth was invisible to the rest of the patrons as no one else was seated anywhere near them. She winced internally, her excitement level rising as she realized Todd had probably planned it.

Eventually, the waiter left after Todd ordered for both of them, and she was alone and vulnerable with him again.

Trying to head off any possible public sex acts, she began questioning him on every topic she could think of—his life, his childhood, his interests—anything and everything she could think of. To her surprise, it turned out to be more interesting than she'd thought, and she managed to keep him occupied until their food arrived, even telling him some things about herself. The realization they could almost be out on a real date made her feel very strange.

Everything was pretty normal until they'd ordered dessert and were sitting without food to occupy them. Todd watched her with one of those burning looks that said he wanted her. She used to like to taunt men who looked at her like that, flaunting what they couldn't have. Seeing it in Todd's eyes was completely different. There wasn't anything he couldn't have at this point, and he'd already had far more than any other man.

The deal she'd made with him had really sunk in over the past week. She hadn't really established any limits before making it, other than denying him overnights. It had been stupid, and now, there wasn't really any going back. There was no way he'd be willing to re-negotiate. All she could do was deal with whatever came—which made it even more exciting.

He let his arm casually drop around her, pulling her in for a kiss. Hoping it wouldn't get more graphic in the restaurant, she let her mouth open under his lips. The kiss deepened, his tongue probing her mouth aggressively. Then his other hand unbuttoned the third and fourth button on her shirt and slid in, cupping her breast and squeezing it. She struggled for a moment, but his firm hold on her breast and mouth convinced her he wasn't going to be denied. He wasn't exposing her breast to the restaurant, so she stopped fighting him.

After a few moments of him squeezing and kneading her flesh, he began using his thumb on her nipple, gently rotating the little nub and rubbing it enticingly. Little shudders of pleasure raced up and down her body. The hand on her breast became more forceful, and his kiss changed, claiming her, pulling at her. He moved his fingers over her nipple, pinching it firmly and twisting it back and forth. She moaned into his mouth, and as she did so, she realized she was halfway onto his lap. Not only that, some instinct alerted her to the incoming presence of their waiter.

Horrified, she pulled back, pulling her body out of his grasp just as the waiter stopped in front of their table with their desserts. Her shirt gaped open, her curves clearly visible although she wasn't completely exposed. Before she could move to cover herself, the voice of doom toned.

"Leave it." Todd was looking at her, no relenting in his expression, and the waiter's eyebrows shot up as she slowly lowered her hands at his order. As both men's eyes roamed over the visible curve of her breast, she was aware her chest was heaving as she breathed deeply, trying to calm herself. Pressing her legs together to relieve the burning ache centered there, she closed her eyes to the waiter's surprised and speculative look. Not wanting to admit Todd's control over her, especially with an audience, turned her on even more. Finally, she heard him walk away.

"Very good, Princess."

Opening her eyes, she glared at Todd. "Stop calling me that."

"I'll call you whatever I want, Princess." His smile hadn't diminished in the slightest. "Now, come here and enjoy dessert."

It was a brownie fudge sundae but with a strawberry rather than a cherry on top. Todd removed the strawberry and held it while she got a couple mouthfuls of the admittedly yummy dessert. Watching her expression, he smiled as she either forgot or became used to the increased airflow through her opened shirt as he sucked all the chocolate syrup and whipped cream off the strawberry.

"Spread your legs, Princess."

Caught with a mouth full of ice cream and brownie, she stared at him as he grinned wickedly. Composing herself, she swallowed and held her chin high as she obediently spread her legs. Todd chuckled at her snobbish expression as he slid the strawberry under her skirt and along her slit, wetting the fat, nubby berry with her juices. The cold fruit made Allison shiver as its rough edges pushed against her lips, and she prayed he wouldn't actually push it into her.

He didn't. He did much worse.

"Eat it, Princess," he ordered, holding it to her lips. Hazel eyes pleaded with him, but when he continued to hold the sopping fruit in front of her, she reluctantly opened her mouth. Biting down, the sweetness of her favorite fruit intermingled with the musky sweetness of her pussy juices. The taste wasn't that bad, it just disgusted her to know her own juices were in her mouth. She couldn't say why, except there was something very wrong about it. Todd seemed to get a lot of pleasure out of feeding her a strawberry covered in her pussy juice. He watched avidly as she ate the entire thing, then he had her clean his fingers of the wet residue.

After they finished their dessert, the waiter came back with the check. Todd paid with a credit card, and when the waiter returned with the receipt for his signature, he hesitated a moment before leaving their table.

"Would you mind…" The waiter's voice trailed off, but his eyes were riveted to the almost exposed curves of Allison's chest. She glared at him, wishing she could shoot daggers from her eyes.

"Sure, she really enjoyed you looking at them the last time." Of course, he'd noticed, Todd noticed everything. Before she could even begin to form a protest, he was pulling the sides of her shirt back. Cool air brushed her nipples, and combined with the men's appreciative gazes, they puckered with arousal as her face slowly heated to a fiery red. "Aren't they pretty?"

"Very nice," the waiter said, his eyes roaming over her.

Todd's hand pressed between her legs as the waiter stared at her breasts, and she automatically spread her thighs, allowing his fingers to wiggle in between her pussy lips and touch her wetness. Her breasts heaved, nipples puckering, and she knew the waiter was getting aroused by looking at her. She was aroused knowing he was.

"You're enjoying this," Todd murmured in her ear. Allison moaned, humiliated and horny. She had told Todd she wanted to go wild.

"Thanks, man, she's hot." The waiter left, grinning ear to ear, and Todd's hand slid away from her pussy, leaving her dripping and needy.

Confused and shaky, she pulled her shirt back over her breasts and started to rebutton it until Todd's hand over hers stopped her.

"I think it looks good like that. Leave it."

The look he gave her clearly said he didn't think she was going to obey him, and he was ready with something even worse if she didn't. Defiantly, she got to her feet and walked firmly but quickly, head held high, ignoring the occasional shocked—and appreciative—stares of those guests who noticed her. Although nothing was blatantly visible, the shirt was unbuttoned past the underside of her breasts, and if there had been a wind, everyone would have seen everything. The owner of the restaurant looked her over brazenly as she walked out a few steps ahead of Todd, wishing them a "nice night" in a very suggestive tone. Her face burned, but she didn't stop walking until she'd reached his car.

Once inside, he started it up before turning to her.

"I think you enjoyed that, Princess. Do you like being exposed?"

Allison pursed her lips and looked away from him, her heart pounding madly. Why didn't she just lie and say no?

"I think that means yes." Todd laughed.

On the ride home, his strong hand kept squeezing her thigh, massaging the muscle, and slowly moving higher until it slid under her skirt, then he stopped. Allison thought she might scream from the need to cum. On the other hand, she was also understandable anxious. Was this the night she would lose her virginity?

Todd walked her to his door like a gentleman, one arm around her waist as if it was a real date. Once they were inside, he shocked her, immediately stepping forward and pulling her into his arms, kissing her harshly and deeply. She responded to his passionate kiss, opening her mouth and allowing him to plunder. He pushed her up against the wall, grinding his hips into hers. One hand reached into her shirt and latched onto her breast like a suction cup. His almost violent advance startled her until she realized he'd been toying with her all evening with no gratification for himself, either.

The obvious desire he showed for her and the skill and passion in his kiss made it hard for her not to be swept away in the moment. Part of her felt like she should make him work harder for her responses, but most of her just wanted to surrender.

Moment to moment, she would respond to his kiss, push back against his groin with her own, arch her back to press her breast even more into his firm grip, then recall herself and pull away, still the impulse, and desperately try to get back control of her body. When he finally released her mouth, her knees were weak, and her lips felt swollen and bruised. He swept her up in his arms, walking quickly toward the bedroom as she gasped for breath. They were barely inside before he set her down, and his mouth found hers again.

The occasional responses he received from her were thrilling for him—knowing she wanted him but was fighting those feelings made him all the more determined to win her. His tongue practically raped her mouth as he tore his clothes off with one hand, the other arm securely around her slender waist so she couldn't get away. Once his clothes were scattered on the floor and the thick cock, she was fast becoming familiar with, was free of its confines, he pulled her shirt off as he moved her backward, then pushed her onto his bed.

With one quick movement, her skirt was on the floor, and he pounced on top of her, dragging her to the center of his bed, his domain. She automatically raised her hands, completely taken aback by his forcefulness even as she was excited. Ignoring her hands, his mouth latched onto her nipple, sucking it ferociously and nibbling with his teeth. It had become pretty obvious how sensitive her large breasts were, and he wanted her wet and wanting when he finally entered her. He began moving his mouth over the large globe, sucking to leave hickeys—lots of them—marking her as his own.

There was no way she'd be going on a date with anyone else with his love bites on her skin. He left hickeys all over her breasts, her collarbone, then he moved to her stomach, leaving his hands on her tits and rolling her nipples between his fingers as he sucked at her soft flesh.

Allison was barely aware of the marks he was leaving, too caught up in his animalistic passion. The heavy attention her breasts received left her panting and whimpering. Each tug on her nipples sent urgent and needy signals straight to her pussy and clit.

After leaving a trail of hickeys from the base of her neck, all over her breasts, and down to her stomach, Todd began nibbling on her inner thighs. She spread her legs without realizing what she was doing. His mouth dove into her pussy, devouring her juices as one of her hands clutched at his wavy hair, pulling him closer into her. The sight of his head bobbing between her spread legs was as erotic as she'd imagined it would be.

Licking, nibbling, sucking… he attacked her pussy with the same focus he had the rest of her body while pinching and twisting her nipples. Allison was completely out of control, intent on reaching a much-needed orgasm. She trembled on the brink as Todd's face suddenly moved away from her swollen folds and was replaced with his cock.

The thickness of his meat caused her pussy to stretch wide, and she let out a cry of surprise and discomfort as he slid home. Arching her hips in pain, she actually helped his entry more than anything else. Tears sprang to her eyes, partially from the sharp pain of being stretched so quickly and so wide, and partially for the last innocence that was now gone, and she hadn't had time to prepare herself.

Todd was totally lost in his own little haven of pleasure, kissing the skin on her neck, and struggling not to suck it into his mouth and leave visible marks where they could be seen. Allison's pussy hugged him, tighter than any woman he'd ever been with, and he was fighting a losing battle to maintain his control. Most girls were pretty snug around his thick girth, but Allison beat them all. It felt like his cock was being crushed in the warmest, wettest, most wonderful place he'd ever experienced. The many moments he took just holding his cock inside of her, re-establishing his control over himself, allowed her body to adjust to its new proportions.

He began to move, slowly, sawing his cock in and out of her tight pussy. Her mouth opened in an O shape, although no sound emerged. It hurt in the most delightful way, her sopping pussy still hungry and needy, the pain almost adding to the pleasure. Friction and heat built between her legs as the unaccustomed sensations rippled through her. Todd began moving faster and more roughly as he moaned in her ear about how tight and wet she was.

Hearing Todd's exclamations over her body, his enjoyment as he wallowed in her, turned her on even more.

"Oh…" She could hear her voice, loud and echoing in the room even though she didn't think she'd said it that loudly. "Oh… Ohhh my… Todd…!"

He pumped harder and faster, grinding his groin on her clit every time he buried himself in her sweet softness. The combination of the intense foreplay, the fullness of her pussy, and the constant contact on her clit finally drove Allison over the edge.

"Oh! Oh, God… TODD! Ohhhh, TODD!" she wailed, her sweet and impassioned voice filling the room as she climaxed, wave after wave of pleasure crashing over her.

The fact she was calling out his name while creaming herself all over his cock, not to mention the incredible clenching and pulsing in her pussy as she climaxed, was making it very hard for Todd not to blow his load, but he persevered, wanting to draw out the pleasure for her for as long as possible. Pumping roughly in and out of her pussy, he drove her higher and higher on the crest of orgasm. It was better and more intense than any other she'd ever given herself, and it seemed like it would go on forever.

Finally, Todd couldn't handle her cries of pleasure and the way she writhed beneath him anymore, thrusting one last time. They rocked together as he emptied himself into her, moaning and shuddering in tandem on a roiling wave of pleasure that filled them up and gently lowered them back to earth.

They slowly relaxed, and he murmured her name into her hair, enjoying the feel of finally being between her legs, her soft and silky body completely open to his. Her surrender had been so sweet. Todd didn't move away from her until his dick was flaccid and had slipped from her. He kissed her deeply, stroking his fingers through her hair as she kissed him back, her own fingers making slow circles on his muscled back.

He didn't ask her if she enjoyed it. They laid there as her breathing slowed, and he reluctantly rolled off to her side, letting his fingers drift over her body and tracing a route between the hickeys.

They exchanged a few more long, lingering kisses before he let her get out of bed and get dressed. He gave her the DVD, walked her to her car, but neither of them seemed to know what to say after the intense interlude. He kissed her goodbye and opened her car door.

Once inside the car, she pulled on her panties to keep cum from leaking out all over the car seat—even though she'd cleaned herself off inside with a tissue, she was still leaking. When she looked up again, he was already heading back into his apartment building. On the drive home, she stopped at a public trashcan, broke the DVD he'd given her into several pieces, and threw them away.

As soon as she got home, she ran to the bathroom and lifted up her skirt and removed her panties in front of the full-length mirror, watching cum slide out of her red, swollen pussy. She masturbated furiously in front of the mirror, sliding her fingers in and out of his cum, lifting them to her mouth every so often to taste their combined juices until she exploded in orgasm.

But it wasn't as good as the one she'd had with him.