Justin couldn’t hold himself back for long, though, not when there was so much more to try with his nubile bedmate. Given how well she was taking her first attempt at anal, to say nothing of the predispositions she had already shown, there was no doubt in his mind about what he wanted to try next. Out of nowhere the soft clap of flesh on flesh suddenly rang out through the bedroom, the noise overshadowed by Jessie’s startled yip which followed it a split second later. The teen nearly jumped out of her skin when Justin’s hand collided with her rump, that response to being spanked helping to drag his shaft a little farther into her body. She was still in the process of twisting her head around to to peer back over her shoulder when he delivered another playful swat, providing him the perfect vantage to watch a renewed blush blossom on one cheek.
“What are AH!” the blonde’s voice spiked when she was interrupted by a third spank, her big blue eyes going wide. Justin would have given anything to be able to freeze that moment in time, to capture the perfection made manifest which was his lover’s bewildered face. Her lithe body trembling, her pretty features flushed, in that moment Jessie was a work of art worthy of being put on display for all the world to see. But she wasn’t the world’s, she was his, all his and no one else’s. It was in that moment that any lingering doubts he had held about the wisdom of what they were doing fled from his mind. There would be no backpeddling, no broken hearts, he meant to play for keeps.
“Aww,” Justin cooed, punctuating the sound with another playful smack. “Does the prisoner not like her sentence?” he asked, adopting his best mock scowl. “I thought a hundred spankings was a perfectly reasonable punishment.”
Jessie let out a breathy little gasp at that, her body flinching slightly as her ‘captor’ delivered the next installment of the promised sentence. “Punishment?” The teen’s brow furrowed above her corn flower eyes, looking as if she believed she’d actually upset him. “What OH!… What did I do?”
“What did you do?” Justin leaned back and rolled his eyes up towards the ceiling. “Oh yes, there is supposed to be a reason for punishment, isn’t there?” he mused, absently patting her butt again as he feigned contemplation. “Hmm… how about… oh yes,” he let his eyes fall back to lock onto Jessie’s, a mischievous grin spreading across his face as he pronounced her ‘crime’, punctuating each word with a playful swat to her rear. “Being.” smack. “Unspeakably.” smack. “criminally.” smack. “Gorgeous.” smack.
All the anxiety that had risen up in the blonde seemed to drain away in a rush as she realized her lover was only teasing, leaving her to gaze adoringly up at him while she bit her lip in embarrassment. Every last glamour model, pop idol, and actress in the world could have paraded herself naked through Justin’s room in that moment and still he would have had eyes for none but Jessie. Instead of spanking her again, he reached forward to tousle her hair reassuringly and raised one eyebrow. “Does the prisoner wish to appeal her sentence?”
Mollified, the teen just demurely shook her head in response, arching her back as seductively as she knew how to offer up her taut behind for further punishment. When the next blow landed a moment later she gasped softly, then bit her lip and nodded in encouragement.
For the next few minutes Justin kept up a steady stream of firm swats to Jessie’s reddening cheeks as he got back to sawing his way in and out of her ass. He watched her reactions closely as he gradually put more force into both efforts, taking great care to push her right up to her limits and no farther. The freshly deflowered girl proved tougher than her partner had expected, though, displaying plenty of the same nervousness she had all night as he tested her but giving no indication that she wanted him to stop. Soon enough he was pounding into her at full force and delivering spankings hard enough to have left a fuzzy, glowing outline of his hand on each cheek.
In time, the sensory overload of her new lover having his way with her ass while he spanked her silly proved too much for Jessie to handle. Head down and eyes clenched tighter than they would have been were she riding the world’s most terrifying roller coaster, she yipped at every blow, pleasure and pain alike coursing through her body in a relentless competition. From the way the tremors wracking her body body were rapidly rising Justin could tell the blonde was racing towards another ferocious climax, so he steeled himself, grit his teeth, and fought to stave off his own orgasm until the time was right.
Nothing he tried, though, was enough to keep Justin from reaching the finish line first. With a groan like thunder he toppled over the edge, his throbbing cock delivering shot after shot of sperm directly into Jessie’s bowels as his strength gave out and his full weight came crashing down on top of the teen. Fortunately, the display was enough to bring his lover over the precipice with him. Trapped beneath Justin, her body trembled helplessly, ass grinding against his hips and clenching furiously around his shaft. Together their voices rose in harmony, her squealing soprano layered atop his steadily grunting bass until they both trailed off into silence.
***
Never in her short life had Lily’s cheeks been so red as they were while she lay panting in the aftermath of her climax. That rush of ecstasy had caught her entirely unprepared. Had she known Jessie’s orgasm would elicit so fierce a reaction from her own body she would have buried her face in the pile of pillows that rested at the head of her bed sooner. As things stood, though, that move had come far too late to salvage her dignity. With the way she had thrashed and howled out her passions there was no chance the couple next door could have failed to hear her. Justin knew what she had been doing, Jessie… Jessie knew… In that moment Lily wasn’t sure if she’d ever be able to face the two people closest to her again.
The shame of having been caught pleasuring herself to the soundtrack of her brother and best friend making love only added fuel to the inferno already blazing within her. As she lay there, eyes squeezed shut and face buried in pillows, she slowly realized that her hand was still idly toying with her sex. The lithe brunette groaned softly, hips grinding aimlessly against the mattress beneath her as she tried to restrain herself. But then, what was the point? She was far from satisfied, and could rubbing a second one out really sink her any lower in their estimation than she must already have fallen?
The two warring halves of Lily’s mind were still locked in furious battle when a feeble feminine moan fought its way through the thin wall separating her from the lovers next door and wormed its way into her ears. As soon as she heard Jessie’s cry and felt the way her own cunt clenched furiously around the stubborn fingers still lingering at its entrance she knew she couldn’t stop herself. Groaning quietly into her pillows, the teen gave up all pretense of restraint and let her fingers slide back into her sex.