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DarknessEmbraced666 ~ Sisters new lover~ NightStalker73au

Jack felt and loved her mouth muscles as they worked his shaft over, holding her head even tighter against his groin he thrust harder and faster. His fingers twisted and massaged her g-spot more roughly now as he felt her juices slowly oozing out. The tip of his shaft pulsated, grunting his words out as he came down her throat. "Jessie swallow it all and cum baby"
 
Jessie felt his shaft move even deeper down her throat when he held her even tighter against his groin. Suddenly she felt something hot flowing down her throat and she choked for a moment before swallowing it. The abuse to her g-spot was too much for her and she whimpered and cried out as she trembled while cumming. Because she couldn't breath too well, she felt light headed and her legs trembled before her legs gave out and she collapsed onto the bed.
 
Jack felt her swallow the entire contents of his balls, her hips gyrating against his fingers as her juices flowed freely. Her whole body went limp on the bed as he caressed her ass, moving from the bed he returned a few minutes later with the thin black dildo already lubricated. It slipped easily into her pussy before he tried her ass, if she did not wake with this nothing would wake her.
 
Jessie laid there completely limp, softly coughing as she laid there in a daze with her eyes closed and her brows furrowed. She didn't notice him leave the bed nor return but she did stir when he pushed something into her pussy. Groaning softly, her eyes fluttered but didn't open until he tried her ass. Eyes snapping open, she scrambled away from him before he could actually get the dildo into her ass. Jessie stared at him with wide eyes while sitting against the headboard of the bed.
 
Jack felt her wake and move fast away from him, his shaft pulsating again lightly the cock ring keeping it nice and hard this time. His eyes meeting hers as he took two thin pieces of rope and advanced on her. "Jessie lay on your stomach and take it all"
 
Jessie slowly moved to the opposite side of the bed from where he was advancing from and she shook her head. "It's going to hurt." she whispered. "I don't want it to hurt." She was still a little dizzy from her recent release and her movements a little shaky.
 
Jack watched her shakily try to move away from him, his eyes staying locked with hers as he reached for one leg pulling it straight and flipping her body over. Moving quickly he pinned her down stretching legs wide and tying them to each side of the bed along with her hands. Fingers teased her puckered hole, dipping them into her pussy again to help the lubrication process.
 
Jessie cried out in shock when he grabbed her leg and pulled it out, forcing her over onto her belly. She tugged at her legs but because she was on her stomach it was harder to pull away, grunting as she struggled against him. It wasn't long before she found herself tied to the bed with her legs spread and she closed her eyes, burrying her face into her arm. A soft squeak escaped her lips when he dipped his fingers into her soaked pussy and teased her ass, wiggling a little while trying to get away from him.
 
Jack felt her still struggling to get away from him, his shaft hardening even more now as his balls filled with each passing second. Fingers slid in and out of her pussy lubricating them fiercely, twisting them in and out before trying her ass again with first one finger then a second. Pushing them in deeper he spoke. "Jessie you will not get free, save your energy"
 
Jessie's hands curled into fists as she tuggled roughly at the ropes holding her before whimpering as he pushed his fingers in and out of her still sensative pussy before moving back to her ass. As he pushed one finger into her, she cried out and her eyes snapped open as she tightened around his finger. The girl shook her head a little as she made a soft sound of protest but the sound was cut off by a groan as a second finger was pushed into her and both were pushed deeper into her, making her tighten even more.
 
Jack felt the resistance from her rectal muscles as his fingers invaded the depths, stretching the walls wider he knew if he did not do it right she would be screaming later. Glancing at the cloth ball gag he smiled and slid his fingers even deeper into her ass as his hand other worked on her pussy, pinching and lightly twisting her hardening bud of flesh. "Jessie more fun if you relax for me"
 
Jessie could fell his fingers stretching her wider and she trembled with a whimper. It was both uncomfortable and a mix of another feeling that she couldn't recognize. When he worked on her pussy, she gasped and squealed as he pinched and twisted her clit, before speaking after he told her to relax. "I-I can't. It's uncomfortable." she managed to say through her gasps and squeals.
 
Jack listened to all of her noises and words, his fingers sliding deeper into her rectum before pulling them out. Replaced soon after by a long but slightly thicker vibrator, turning it on to the lowest setting at the start he manipulated her hardened bud. "Jessie admit you love it"
 
Jessie let out a sigh of relief when his fingers were pulled out of her but her relief was short lived as something else was pushed into her. It was longer and thicker then his finger. It was also cold which surprised her as she tensed a little and whimpered before it was turned on. The mixture of the soft vibrations within her ass and his fingers upon her throbbing clit made her weakly moan and her eyes fluttered shut as some of her juices began dripping from her as she got wetter.
 
Jack heard the moan and glanced down to see some of her juices oozing out, grinning he turned the vibrator up to its third setting watching it moving in and out of her ass harder and faster. Fingers parted her labia and slid into the slickness of her pussy, twisting and turning gently upon the inner walls.
 
Jessie began softly panting as she moaned again, her body tightening around the vibrator that was moving within her. She cried out as it moved harder and faster inside of her ass and she bit her bottom lip. The feeling of him parting her labia made her flush bright red and she looked back at him, a look of embarassment on her face. She was about to speak when his fingers entered her and began twisting and turning with her, causing the teen to mewl.
 
Jack was going to tempt her young nubile body and twist it each and every way he knew of, his fingers thrust even deeper into her pussy as he turned the vibrator up to full speed. It whirred even more and rammed deeper into her ass as he rubbed her hardened bud of flesh. He wanted her to beg for it.
 
Jessie's moans were getting louder the longer he rubbed her clit and she softly screamed in pleasure and pain as the vibrator was turned up to full speed. The toys ramming caused a slight burning pain in her backside but because of how sensative she was, it felt good as well. She arched her back as she tightened around his fingers as another orgasm crept forward, her hips lifting off the bed and trying to push towards him, as if trying to get more of either his fingers or the vibrator into her body or it could of been both. "A-ahh, Jack." she whimpered.
 
Jack grinned as he watched and felt her body lifting off the bed and trying to move back towards his, her whimpered words made his fingers move even faster in and out her almost soaken pussy.

"Jessie beg for it, i know you want it.."
 
Jessie's pussy was quivering and clenching around his fingers as she got closer to cumming, her eyes closing tightly as she panted heavily and moaned. "P-please!" she stammered. "Please Jack. Fuck me. Make me cum." She looked over her shoulders with hooded pleading eyes while she begged for him to fuck her.
 
Jack felt her muscles contracting even sharper around his fingers, her pleaded out words made him grin wider into her eyes. Moving only slightly his fingers were replaced by his hard and rampant shaft penetrating the softness of her pussy stretching the muscles wider again. Pushing the vibrator deeper into her ass he bent down,words softly whispered. "Jessie beg for your ass to be stretched, you want and need it"
 
Jessie thought that her brother would remove the vibrator and then fuck her but when he pushed into her pussy while keeping the toy buried deep in her ass, her eyes widened as the vibrator was pushed deeper. "Ngh. J-Jack!" she cried out. She felt so full and her body trembled as he gasped, her cheeks dark red and her lips parted. Her pussy tightened around him and caressed his shaft as she bit her bottom lip. "Stretch my ass Jack." she whimpered. "Please, I want you to stretch it wide." The teen was on the edge of her orgasm and she tried to move her hips in order to get more stimulation and make herself cum but she couldn't.
 
Jack felt her body moving even more now, the throes of passion and lust deep within her took over. Her pleaded out words this time were the sweetest music he had ever heard, pulling the vibrator out slowly he rubbed it against her clitoris. His shaft slipped from her soaked pussy and slid slowly into her ass. Walls stretched as he thrust his rampant shaft even harder and faster into her anus, tearing the hymen within it making her fully his now.
 
Jessie groaned as he pulled the vibrator out of her ass and her body jerked slightly when he rubbed it against her clitoris. Her mind was fuzzy and she couldn't think of anything but getting fucked, a sound of protest slipping past her lips when his cock left her body but as it slid into her ass, she trembled gently. She could feel him pushing deeper into her and his cock stretch her walls wider. When he started thrusting hard and fast into her rear, she threw her head back with a scream of pleasure. Even though there was nothing in her pussy, she could still feel him and she wanted to feel both her holes filled again. "Please Jack. Put the toy in my pussy." she pleaded between her moans and grunts.
 
Jack heard her pleaded out words as his rampant shaft penetrated even deeper inside her rectum, walls stretched and muscles clenching around it. Fingers thrust the vibrator in to her pussy on full speed and manipulated her swollen clitoris in perfect unison with his hip movements. The tip of his shaft penetrated even deeper feeling even more resistance last for but a few seconds.
 
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