Page 8 of Calling Her Bluff

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 arrived at 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.