It was then, as Justin sat kneading Jessie’s firm rear and chasing her soft tongue with his own, that he heard the muted thump of a door drawing closed. He knew from long experience that the only door in the apartment close enough to hear from his bed was… that of Lily’s room next door. So she had turned in for the night. In those brief moments before he and Jessie had retreated to his room, Justin had half-wondered if his sister might just flee, take his car and get as far from what was happening as those four wheels could take her. For a moment he felt a pang of guilt and wondered whether that would have been better. The walls in their home were not exactly soundproof and in a perfect world it would probably have been better for his sister not to witness what was rapidly approaching. But it was hard to stay guilty with a gorgeous woman in his arms, and Lily was old enough to make her own choices. One way or another, his sister would make her peace with what was happening. For now, all that mattered was him and Jessie, and he was beyond ready to push things to the next stage.
The shy blonde yelped as she suddenly found herself falling backwards, but she was in no danger. Justin had choreographed their tumble perfectly to leave her on back in the middle of his bed and himself looming over her. From his spot between her thighs he drank in the sight of his all-too-willing prey, making no effort at all to hide the way he appreciated her beauty. For the first time Jessie’s breasts lay bare before him and they were a truly glorious sight, a pair of perky little mountains each capped with an aerola the size of a quarter around a nipple which resembled nothing so much as the eraser atop an old pencil. Seeing them, there could be no doubt as to his next move.
Jessie was entirely unprepared for the fervor with which her first lover fell upon her breasts, grasping and kissing and squeezing and nibbling and doing all at once everything one might ever want to do in the face of such delicious targets. Entirely overwhelmed by Justin’s onslaught, the spasming teen closed her eyes and instinctively arched her back to present her bosom to his attentions. In doing so, her arms were sent flying wildly to each side where one hand ricocheted off the neighbouring wall while the other collided with the top of a nearby nightstand and sent several items tumbling off and to the ground.
The owner of that nightstand heard Jessie’s gasp a moment later, but with his face buried in her chest it wasn’t until he came up for air that he realized her attention was fixated on one of the few items not exiled to the floor. Curious, he followed her gaze and felt a wicked grin dawn on his face when he saw what had entranced her so. By chance, the innocent blonde’s hand had fallen upon a pair of fuzzy pink handcuffs, a relic of one of Gwen’s rare urges to experiment. Swiftly banishing the specter of his ex from his mind, Justin sat up a little and playfully cocked one eyebrow.
“See something you like, little girl?” he teased.
Snapped from her trance, Jessie’s face swung back up, cheeks blazing and golden locks flying all about. “I… uh… maybe…” she stuttered, her voice trembling.
“Oh? You want to try them on?” he asked playfully, then let his voice drop to a conspiratorial whisper. “Make your first time extra special?”
The blonde teenager’s blush deepened, her eyes flashing between the cuffs and their owner. Justin could almost see the cogs spinning in her mind, embarrassment sparring against forbidden desire against a backdrop of rampant arousal. Part of him wanted to tease her, to push her, but she just looked too adorable laying there chewing on her lip for him to ever interrupt.
At last, Jessie seemed to come to a decision, her eyes settling on Justin’s. “Um… alright…” she gave the tiniest of nods, her cheeks blazing brighter than ever before.
Justin did nothing to stop the wolfish grin that spread on his face, his cock throbbing against the quivering teen’s sodden panties. “Well, c’mere then,” he ordered, sitting straight up and reaching over towards the nightstand.
Jessie complied without speaking, sitting up and then shuffling around when prompted. She let Justin take hold of first one wrist and then the other, pulling them together behind her back. Two clicks later and the cuffs were on, not too tight, but enough that she wouldn’t be slipping out of them easily. When he let go of her wrists the teen tried an experimental tug, her breath catching just a little in her throat when they held and the reality of being restrained set in. Justin simply smiled and leaned in to whisper in her ear. “You’re mine now, cutie.”
Her only response was breathy and quiet, a simple “I know.”
“You’ll be a good prisoner?” Justin asked, wrapping one hand around the blonde’s belly and pulling her back against him. She let out a quiet gasp as the tug brought her body back in contact with his rampant cock.
“I will.”
“Good, good,” he whispered, suddenly so close he might as well have been kissing her ear. “I hope you like those, sweetie, cause I’ve got no idea where the key is.”
Justin could feel Jessie go rigid in his grasp at that news, her quiet whimper making him chuckle.
“Relax, I’m sure we’ll find it by Monday. In the meantime, though…” his voice trailed off as one of his hands came to rest against the small of Jessie’s back. A gentle push and the pretty teen was sent sprawling face first onto the bed, letting out a little yelp as she went.
Without the use of her hands to rely on, it took a few moments before Jessie had sufficiently extricated herself from the pile of pillows she landed on to peek back over her shoulder at her ‘captor’. By the time she did so his own hands had already found their way to her hips. Hooking one finger into each side of the blonde’s panties, Justin started to gradually tug the scrap of faded cotton down her body. Instinctively, she lifted her hips a few inches, presenting him a better view of her nubile ass and making his task a little easier in the process. She watched breathlessly as he stripped away the last shred of her modesty, the little pink undergarments drifting down past her thighs, then her knees, then her ankles, until finally Justin slipped them over each of her dainty feet in turn, snagging the socks waiting there as he went to render her entirely bare before him.
Once he had the teen’s underwear in hand, Justin simply couldn’t resist teasing her with it. Slowly and deliberately he slipped one finger through the hole which had so recently been occupied by her left thigh and let the the faded cotton drop to dangle in the air. From there it took only the slightest of motions to set her panties swinging side to side like the pendulum of an old clock. A wolfish grin spread across Justin’s face when he saw Jessie’s pale blue eyes fixate on the dancing fabric, tracing their path back and forth as if hypnotized. Her attention captured, he reached to the side and quietly slid open the drawer of his nightstand.