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Story Notes:
Set after the first episode of Season 4. What would've happened that night between Gretchen and Whistler if everything went as planned?

“If you do this right, come up to my hotel room later…the word no won’t be in my vocabulary.”

They were her words; she made that promise to him. She didn’t think he’d hold her to that though. Sure, she’d fuck him any day of the week, but she thought he’d screw up. He didn’t screw up, he actually did something right. Now she had to keep that promise…she wasn’t allowed to refuse.

“A promise is a promise, I’m here for the taking sweetheart,” Gretchen said as she pouted her fiery, red lips. She leaned forward and pushed her shoulders in, slowly revealing more and more of her bra.

“There’s only one thing I want,” James stated as he walked towards the bedroom.

“You have the chance to ask for anything…and that’s all you want?” Gretchen rolled her eyes as she stood up and walked towards the bedroom. She pulled off her shirt and got ready to lie down on the bed when she realized James wasn’t there.

“Where the hell are you?” she asked.

“This is what I want,” James smiled as he revealed what he was holding.

“Oh no no no! Absolutely not!”

“What was it you said earlier? Something about not saying no?” James smirked.

“How did you even know about that?”

“I have my ways…tell me, do you always carry this around?”

“You never know when you might need to use it,” Gretchen smiled.

“And I can’t think of a better time to use it than right now.”

“No, you can have anything else but not that.”

“Gretchen…” James looked her square in the eyes and flashed her a look she couldn’t resist.

“Fine, but this better be damn good sex,” Gretchen mumbled as she grabbed what James was holding and walked into the other room.


James stripped down to his boxers and laid on the bed, growing impatient he shut his eyes.

“James…” Gretchen said slowly as she leaned against the door frame. James opened his eyes and instantly sat up.

“I…” he tried to find words but he was absolutely speechless.

“Is this what you wanted?”

He nodded as he looked her up and down. He started at the bottom. Black shoes, white knee highs, short plaid skirt, and a blouse that was halfway unbuttoned, revelaing her black lace bra. He’d always fantasized about role playing with someone. Hell who was he kidding? He always fantasized about role playing with her. Now it was a reality, she was standing in front of him dressed as a school girl.

“James…I’ve been bad. I think you need to punish me,” Gretchen smiled as she twirled her hair around her finger.

“Come here,” James smiled as he pulled Gretchen onto the bed. James placed his hand on her cheek, he slowly slid it down to her neck, then to the top of her breast. He inched his lips closer until he was almost touching hers.

“Admit that you want me,” he whispered.

“No,” she said as she lunged towards him, he pulled away.

“Admit it.”

“You’re so fucking annoying, just kiss me.”

“Admit it,” he smiled. She was so frustrated; she just wanted to fuck him.

“I want you,” she said as she smashed her lips to his. He quickly unbuttoned the last few buttons on her blouse, knowing he had tortured her enough. Not to mention the fact that he could barely keep his cock from busting out of his boxers. He unlatched her bra and slid it off as he bit her bottom lip.

She took a deep breath and slowly lowered his boxers.

“Oh my-”

“Great, isn’t it?” James sighed.

“Don’t flatter yourself, I just wasn’t expecting it to be that…”

“Amazing?” James smirked.

“Wipe that stupid smile off your face and let’s get this over with.”

He finished undressing her and began sucking her neck. He went into her and she sighed loudly.


There was an array of clothing sprawled across the bed. Whistler was covered in red lipstick and sweat. Gretchen smelled of his cologne and was breathing heavily attempting to catch her breath. They stared at the ceiling, lying on their backs, trying to process what had just happened. They were both thinking the same thing-This is the best fucking night of my life-but those words didn’t need to be spoken, they were understood.

“Do I get anything I want now?” Gretchen asked.

“Guess that depends on what you want,” James stated carelessly.

“I want to do it again.”

“I think that can be arranged."

"You think?" Gretchen spat sarcastically.

"I promise," James smiled as he took a deep breath and straddled her.