A Helping Hand 35

Isla was frustrated, that much she could tell you for sure. She had spent the last two weeks visiting family and didn't feel comfortable getting herself off in her family home—so she was two weeks sex free, and she was ready to get laid. Her newest fuck buddy was supposed to meet up with her, but had cancelled, so Isla was bound and determined to find someone to suit up and fill the role.

In her shared apartment it was just her, and her brother. Dean was twenty, a year older than Isla and had sexual partners around frequently—one of which was currently in his bed judging by the noises that could be heard through the small hallway separating the rooms. Dean was athletic, he worked out every morning, and kept his personal hygiene up as well—always showering daily, and keeping his facial hair trimmed. Isla on the other hand was small, she was short, with a thin waist and full b-cup breasts—not the biggest, but they complemented Isla's small frame perfectly. Her ass was round, and well-toned from the occasional workouts Dean conned her into joining.

Isla felt her body grow hot as she keyed in on the sound of loud, delirious moans echoing throughout the hallway. The sound of the bed squeaking made her wet as she imagined the pounding the female down the hall must be taking—and Isla wished she was in her shoes. She imagined it, hard and fast, thrusting non-stop until the two were covered in a slick coat of sweat, and shaking from a long awaited orgasm. She imagined the rough hands kneading her breasts, teeth nipping at the skin of her neck, lips, and chest until it caused her to cum around the thick, long cock thrusting in and out of her bare pussy.

Isla slipped a greedy hand down her body, until she reached the end of her top, pulling it up over her head and tossing it aside, running her fingers down her smooth, toned stomach. Once her hands reached the waist band of her jean shorts, she hurriedly unbuttoned the denim, pushing it down until it fell around her ankles, and finished kicking it off flinging it in the same direction her top had disappeared to. Her hand circled the front of the lace underwear she was wearing, feeling the expensive underwear becoming damp as the echoes amplified driving Isla mad.

One hand pushed the underwear aside as her fingers found her little bud, making a circling motion with the speed quickly building—she didn't care about how long she lasted, she just wanted to cum. With two fingers circling her clit, she ran her other hand down her body, tweaking her nipples until she could barely contain the moans that were threatening to break out—that's when she drove two fingers inside her needy pussy. The minute the fingers made contact with her most intimate area she couldn't contain the moans that were passing through her lips. She didn't care if her brother and his partner heard her, she didn't care if the perverted fifty-eight-year-old across the hall heard her—she just needed to cum.

With two fingers inside her greedy pussy, she quickened the pace she was using to circle her clitoris. Her breaths were now pants, and moans were flowing out her mouth unstoppable. She couldn't stop and quite frankly, she didn't want to. She didn't care who heard her, she just desperately needed release, release she couldn't reach alone.

Isla had always been able to build herself up to a great orgasm, but she never able to actually set herself off—which is where she was stuck now. No matter what she did, it didn't make a difference, she couldn't get herself to cum. Isla let out a cry of frustration as she felt herself fall into the same groove she did every time she tried to finger herself to orgasm—it was beyond frustrating and with a frustrated cry she withdrew her fingers, the slick fingers making a familiar sound as they slid out of her cunt.

Isla reached for her phone eagerly, hoping she could reach someone who could help her. She tried old flings, ex-boyfriends, everything, no one was answering and Isla was beyond frustrated. With a groan she sluggishly got off the bed, and slipped into her satin robe, tying the sash just under her bust while displaying an eyeful of succulent cleavage. Isla listened to see if she could hear anyone in the hallway, and when the coast seemed to be clear she stepped out, ready to grab a toy from the other room. She had forgotten her bag in the other room earlier when she was reorganizing, and planned on making a quick dash to grab a dildo and then return to her room, desperately hoping she could get herself off with it although she was never able to before.

Isla stumbled down the hallway into the spare room, heading straight for the untouched box in the very back that was set aside on the floor. She reached the box in record time, flipping open the lid, and bending over to sort through the miscellaneous items she'd packed on top in case her brother every opened the box thinking it was his. Isla was so concentrated on looking for a specific dildo she had purchased not long ago, that she didn't notice the footsteps until it was too late.

"Isla, what are you doing?" Her brother asked, his eyes narrowing in on his scantily dressed sister, who was displaying her barely covered ass and pussy.

Isla jumped as she whirled around, her robe catching on the lid of the box and pulling the loosely formed tie loose, causing it to expose more of her breasts. "You fucking scared me!" She cussed, crossing her arms over her partially-exposed breasts.

"What are you doing?" Dean repeated, slowly moving forward until he came to a complete stop a few steps away from Isla.

"Just looking for something," Isla replied, keeping her eyes downcast as his gaze flitted to the box she was digging through, were laid numerous dildos, vibrators, and other sexual devices she had used to please herself throughout the years.

Dean's eyes widened as they focused in on the items packaged in the box. His gaze passed from the box resting at shin length on his sister, up over her pussy, briefly resting on her breasts before they settled on her own eyes. Dean always found Isla sexy, but he had ignored it up until this moment. With her light brown hair, chocolaty brown eyes, and curvy figure she had often been on his mind when he was going through puberty, getting those awkward hard-ons, and masturbating on a daily basis. His sexy sister, who was trying to find a toy to stuff inside her pussy.

Isla's gaze flitted from the ground, to her brother's muscular build, over his calves, the obvious bulge in the sweats he had pulled on, and up over his taut chest that turned Isla on like no one else's. Isla didn't care at that moment that they were related, she just wanted a good, hard riding, and found the perfect candidate.

"It could be a onetime thing," Isla felt herself mutter, knowing full well that she was lying.

"It's wrong," Dean supplied, trying to break his gaze from his sister's perky tits.

"I don't give a fuck," Isla snapped, stepping closer to Dean.

"I don't fucking, give a fuck," she cursed, seeing the obvious reaction it had on Dean.

"Fuck, Isla we can't," Dean reasoned, biting down on his bottom lip as he prepared himself to turn away.

"But we can," Isla argued, "who would know? Just you, and me." She persuaded, pulling at the tie holding her robe up, until it came loose, sending the robe to the floor.

Dean couldn't help but look at his sister's bare breasts, they were exposed and Isla knew she had leverage over Dean at this point. While maintaining eye contact with Dean, Isla slid her fingers down her body, stopping to briefly caress her tits, before continuing down, and shimmying her underwear over her hips, down to her ankles, before kicking them off. Her hand immediately went between her legs, pushing her pussy lips apart as she resumed circling her clit. A moan tore through her lungs, sounding vaguely animalistic. She couldn't help it, she needed him.

Isla stepped closer to Dean, keeping one hand between her legs while the other curled around his shoulder, bringing him closer to her naked body. She quickly withdrew her fingers bringing them up to Dean's face, tapping his lip softly until she coaxed his mouth open, and he sucked her juices from them, sending the heat pooling in her lower stomach. Isla ran one hand down over Dean's abs, tracing different muscles briefly until she felt him shutter—knowing she was influencing him. Her hands stopped at his waist band, slowly loosening the strings until she could work the pants downward, her face eye level with Dean's hard cock.

She licked her lips as her vision clouded over with lust. She leant forwards, giving his cock an inviting open mouthed kiss, before sliding up his body—pressing her chest into his, and her pussy against his cock. She locked her arms behind his head before giving him a swift kiss—breaking his final feat as he snapped, and wound his arms around her body, cupping her ass with one hand, while the other slipped into her hair, pulling her to him. He greedily kissed her, lifting her up with ease, and carrying her back to her room, which was closer than his. As he sat her on the bed, he reconnected their lips, running his hands over her small frame, feeling her shutter from underneath him when he began playing with her pussy.

Dean pulled away from Isla's lips, running his down her neck, and chest until he reached her firm tits—and teased the hardening buds, sucking one into his mouth, while his hands were holding her hips into place. Dean was a breast man, he preferred smaller tits, such as Isla's. Isla let out a frustrated cry as she tried to buck her hips, but couldn't—they were being held in place. Dean took his time with each breast, ravashing them until he felt satisfied, then moved on, kissing down her flat stomach, until he reached her pussy. He blew against it softly, listening to Isla's breathy moan. Without giving Isla any time to ponder it, he dove straight in—lapping at her clit while easing a single finger into her sopping pussy. Isla moaned the second Dean's tongue hit her bud, and felt her climax start to build.

Dean sped up his rhythm, pumping his fingers faster, and sucking on her clit enough to earn a moan—one that sounded damn sexy coming from his sister's mouth. He withdrew at once, making his way back up her body before stopping at her lips. Her eyes were livid as the feeling stopped all at once.

"Can I?" Dean asked, thrusting the head of his cock between her open legs.

"Do it," Isla moaned, hooking her feet around Dean's hips as she pulled him forward, pressing more firmly against her.

In one swift move, Dean buried himself inside Isla, moaning at the tightness of the little cunt. He gave Isla a few minutes to adjust before he withdrew his length, and thrust it in quickly, hearing the moans spilling out of Isla's mouth as he continued his assault, fast and hard. Dean worked one finger in between their bodies, circling Isla's clit with remarkable speed as he continued slamming in and out, building a heavy pace.

"Ohhh!" Isla moaned, lifting her hips to match Dean's rhythm the best she could.

Dean's pace was building fast, and at this point, his only concern was Isla. He didn't want to be too rough, but he couldn't help but thrust faster and harder each time, his orgasm was approaching as was hers. Dean lowered his face back down to Isla's tits while pounding her pussy, and circling her clit. He took one nipple into his mouth, licking and sucking it—knowing it would only help set her off. Another moan rippled throughout Isla's body as her toes started to curl, she knew it was approaching.

"Mmm, I'm almost...there," Isla moaned, using her hands to hold his head to her breast.

Dean moaned in response, biting down on the sensitive nipple, and slamming into her harder—knowing it was going to set her over the edge in just a couple thrusts. Isla threw her head back in ecstasy, feeling the familiar heat build at a quick pace, knowing her orgasm was approaching fast.

"Oh, Dean!" Isla moaned. "I'm going to cum, fuck, oh, fuck," she cussed, little moans breaking through her clenched teeth as her orgasm was quickly reaching its peak.

Dean moaned around her tit, reaching his non occupied hand under her ass, kneading the tight skin that shaped her perfect ass.

"Fuck, I'm cumming!" Isla groaned, throwing her head back, her body spasming on its own accord.

Dean let out a guttural groan, as he pumped fast and hard, effectively making himself cum.

"Holy fuck, Isla," Dean gasped, his salty load being shot inside her hot cunt, "you're so tight," he groaned, feeling her pussy clench around his length, "oh fuck," he moaned, sending a spark right to Isla's pussy.

Isla realized in that moment that hearing Dean moan was one of the sexiest things she had ever heard, but when he moaned her name...fuck.

"This was definitely not a onetime thing," Isla moaned, feeling herself getting hot just thinking about another round. "You are definitely mine now," she winked, clenching her soaked pussy around his length again, this time with purpose.

"Fuck woman, you can't do that if you want to rest," Dean groaned, gritting his teeth as a shiver ran throughout his body.

"Who ever said I wanted to rest?" Isla winked, turning him over to straddle his lap, lining her sopping wet cunt up with his hard length, plunging downwards on his lap until she had taken his entire length, feeling her eyes roll backwards from the feeling.