The following morning, Jack awoke to a gentle knocking at his apartment door. He sat up and glowered at the wooden portal as if the noise would stop with his doing so. Jack groaned as he pulled himself off the couch, a blanket falling from his body as he let out a heavy yawn. He shuffled over to the door and unlocked it, throwing it open.
On his doorstep stood his petite 'landlady' Melissa. She was wearing that black collar again and smirked up at Jack with a finger to his bare chest.
"You finally going to let me in?" she asked slyly. Jack shook his head.
"No, Melissa, and you can go away now if that's what you're after. What time is it? The sky's still red," Jack said, trying to change the sensitive subject. Melissa looked at her watch and stepped in beneath Jack's arm, as it was clutching the doorway for support. The teen groaned as Melissa looked around.
With a long sigh, he rubbed the sleep from his eyes and shut the door behind her. He yawned again and sat down on his couch, splaying himself out upon it so that there was no room for her to join him. And much to his chagrin, she simply plopped herself down on his torso, curvaceous backside planted square on his stomach.
"So, I see you haven't changed this place since I was here last. You're still just clean enough to keep off my eviction list," she stated dryly, looking at her freshly-manicured nails without a single thought towards the person under her.
"It's been a week since you came to me for sex, Melissa. What are you trying to get me to do this time? Asphyxiation? You want me to kick you or something?"
"I want you to finger me today," she replied. Jack was surprised, quite frankly actually. Usually she had some kind of wild fantasy to enact upon him, or to have him enact upon her. Jack cleared his throat and she looked down at him, her eyes narrow slits.
"Well, because you asked so nicely, and because you've left me alone for a week..." As his words trailed off, Melissa's eyes went wide and she turned her head to face him directly. Jack felt a smug grin crawl across his features. "...No."
"What?!" Melissa yelled, grabbing his shoulders with both hands. She glared directly at him, eyes full of anger and surprise.
"No."
"Why? I've left you alone, and I've been extra nice to you this week! I even wore panties today!" she protested. Jack's face went slack.
"You don't wear panties when I find you in my apartment and coming on to me?"
"No, but I did today so you would finger me! Jack, this is the first time I've actually asked you for anything. Hinting doesn't work, and giving you a leash only gets you mad. Why won't you ever say yes?! Why do you always say no?" she whined, beating her hands against his chest now. Jack groaned and sat up. She fell onto his legs and looked up at him, teary-eyed.
"Because I don't like you. You may give me a place to live, but that doesn't mean that I owe you anything past rent, which I give you on time every month. Now get out of my apartment."
"If you don't comply today, then I'm going to evict you. You're going to finger me or I'm going to find a new tenant for this place," she rebuked, using her authority as his landlord as her shield. Jack stared at her, eyes filled with disbelief.
"Are you kidding me? You're going to kick me out?"
"I'm not joking. You're so mean to me, and I leave every time you ask me to. Finger me, or you're on the street by tonight," she threatened, sitting back up on his stomach again. Jack groaned and she turned so that her legs could intertwine with his. She leaned back and laid her head down on his chest. A black ponytail slid over Jack's shoulder as Melissa adjusted herself to lie flat out on his body.
Jack kept a growl low in his throat as he forced himself to comply with her wishes.
Meanwhile, Melissa pulled out a bottle of nail polish with one hand and set it on the nearby table, the other unzipping her shorts. Jack reached around her thigh and pulled down her panties, which proved to be more difficult than he had expected. Melissa helped him and her shorts were off in a few seconds, followed by her lacy black panties. Jack frowned when his hand returned to her dripping pussy.
"You gotta be kidding me," he grunted, removing a vibrator from her body. He dropped it to the floor and waited for her to finish with her fidgeting and moving. Jack could feel his hands trembling slightly, and his jeans had grown very tight in the few passing moments.
He had only a small idea of what to do. And though he had had a vivid dream about getting fucked last night by a demon, he still had very little experience with this sort of stuff. Melissa chuckled to herself briefly and then ground her smooth, bare skin against his rigid member.
"You're an ass man, huh? You're throbbing to hard right now, Jackie boy."
"Go fuck yourself Melissa. And quit rubbing me; I haven't even started yet."
"Whatever you command...master," she purred seductively. Melissa began to paint her fingernails, coating them with pale purple liquid, each deliberate stroke somehow forcing Jack's mind to run about and think of dirty things. For Christ's sake, he was about to finger her! How had it come to this?
"Don't call me that."
"What? Why not?"
"Because I don't like it," snorted Jack in return, dipping two fingers into her pussy.
"Oh, that's the stuff. Get deeper, just like that vibrator," she whispered, flexing her intertwined legs. Jack tried to resist the urge to return the gentle rhythm of her moving hips. He briefly wondered whether or not last night had been a dream conjured up by his imagination. He supposed it could be, and that he was still a virgin. Melissa's irritated voice brought him out of the slight reverie.
"What?"
"Hey, move your fingers more. I'm not here for the easy ride. Get me hot and bothered like normal. Make me feel abused," she demanded, blowing lightly on her freshly painted finger to help dry it.
"Whatever your wish is, oh mistress of my torment," Jack replied sarcastically, deepening each penetrating stroke into her body. Melissa bit her lower lip and closed her eyes, a low hum rising from her mouth.
"Oh yeah, that's the stuff. Keep going Jack, c'mon. Faster baby..." she whispered to no one in particular.
"Fine."
"Oh, oh God yes. Mmm, that feels so good. This is way better than a vibrator."
"That purple thing was bigger though," Jack deadpanned, hoping that he could maybe get her to use it again in place of his fingers. He unconsciously quickened the pace of his fingers. He could feel the heat of her body, her raw animal desires sticky on his fingers.
"Nothing compares to the bare flesh. That's why nobody likes condoms."
"I thought women like them because there's nothing to forget, no mistakes?" He raked his fingers across a line of nerves and Melissa's back arched. She opened her eyes and began painting her nails again.
"It may make a woman feel...ah!...more comfortable with sex. But it doesn't make her...feel the same pleasure." She admired her handiwork before blowing on the second nail.
"I thought it was just men that lost pleasure."
"Baby, everyone likes bareback more. Oh, there again Jack, please," she begged, arching her back. He rubbed a spot that his fingertips barely reached. Melissa arched her back even more.
"Did I find it?"
"Oh yes you did baby! Keep it up! Fuck me! Fuck me now!" she barked as his fingers delved a tiny bit deeper with every passing motion. Jack made no move to do anything further than what he was doing.
"After you reach your limit, you're leaving," Jack stated.
"You're fucking me or you're out of here before night," panted Melissa.
"I'm doing what you asked, and that's enough."
"Ah! No, I'm asking something new. Give me that dick, or you're leaving!" The tone in Melissa's voice was entirely serious. And even though Jack was throbbing at the chance to get past her simply grinding his cock, he didn't want to fuck her.
"You can't be serious..."
"I'm entirely serious. I've even got a condom," explained the woman as she grabbed her discarded shorts and pulled said item out of one of the pockets. She ripped the package open and unzipped Jack's pants. She slid the waistband of his boxers down beneath his swollen cock and pushed the condom down to its base.
"Damn it," grumbled Jack as Melissa slid her hips back and put the head of his cock against her hot core.
"Oh God, Jack, you're about to graduate from virginity baby. Don't act so cold," she scolded, pushing herself forward. He pushed into her pussy and gritted his teeth. It didn't feel like last night, whether than was a dream or not.
"You're so tight. The hell, did that thing not stretch you out?"
"Keep going, baby. Deeper," she said in scarcely more than a whisper. Jack pushed her down on his member and she let out a long, pleased sigh. She finished painting the fingernails on her left hand and stared at them idly. Jack felt a bit put-off by this. Was she bored already.
"You wanted deeper?" Jack asked, pushing her further down on his cock. Melissa's eyes went wide and her back arched greatly.