Jessie gasped and looked up at him in shock when he pulled her close to him, her eyes wide with shock. Swallowing nervously, she nodded slightly. "O-okay." she whispered.
Jack heard her gasp and noticed the shock on her face, grinning into her eyes he moved slightly on the bed. Taking her captive hand he placed it on his hardening shaft. "Jessie even better idea, let me strip you..."
Jessie's face flushed a bright red when he placed her hand onto his hardening shaft and she looked away from him as he spoke about stripping her himself and she made a soft sound in the back of her throat. She just nodded slightly.
Jack noticed her cheeks turn a bright red as his shaft pulsated lightly under her hand, the nod from her was all he needed to move one hand up her body. Lifting her top up to expose her young but firm breasts he grinned and fully exposed her top half throwing it onto the floor. Fingers deftly making light work of her pants and underwear leaving her fully naked to his eyes as he caressed one side of her body. "Jessie stroke it for me..."
Jessie closed her eyes as he pulled her shirt up and exposed her breasts, covering her breasts with her arms as he stripped her of the last of her clothing, leaving her naked while he was still completely dressed. After he told her to stroke it for him, she looked up at him a little nervously. "H-how?" she asked him.
Jack heard her questioning words and grinned into her eyes, pulling her body even closer and sliding his hand between her legs. Taking one of hers he put it on the zipper of his trousers as he lightly spanked her ass. "Remove them and stroke it"
Jessie stumbled a little as she was pulled towards him and she squeaked when he slipped his hand between her soft thighs before yelping the moment he spanked her ass, making her jump. Swallowing softly, she slowly opened his pants with trembling hands and she tugged them down bit by bit until his cock sprung free. Unsure of how she was supposed to stroke him, she timidly wrapped her fingers around him before beginning to stroke him lightly.
Jack heard the squeak from her as his hand connected with her buttock, his hand gripped it tighter now as he felt her fumbling hands on first his trousers then his shaft. Lightly pulsating within the softness of her hands he knew her education started tonight. "Jessie long strokes all the way up and down"
Jessie stared into his eyes before slowly looking down at her hand which was wrapped around his cock. She listened to his instructions and slowly moved her hand all the way up and down his shaft in gentle strokes. The girl looked away a moment later and bit her bottom lip.
Jack felt her hand moving all the way up and down his shaft, noticing her looking away he reached forward and tweaked one of her nipples. Lifting her head up he spoke. "Jessie stroke it faster then use your mouth". To emphasise his words he spanked her ass once more.
Jessie jerked back when he tweaked her nipple and she looked up at him with wide eyes. "W-what?" she stammered after he told her to use her mouth. "M-my mouth?" She yelped again as he spanked her once more and she paused in what she was doing.
Jack heard her yelps, words and felt her body jerk back a little. His hand spanked each cheek once more as he moved on the bed, his eyes meeting hers and looking into her soul. "Jessie yes your mouth, now suck it or i will tie you up, rape you with a thick baton and leave you on the table all night"
Jessie stared at her brother in disbelief when he said he would rape her with a thick baton, her eyes widening a bit before she slowly crawled onto the bed. Her movements were a little shaky as she moved closer to him. Reaching out tenatively, she wrapped her fingers around his cock and began stroking him again before leaning down and hesitantly licking on the head of his cock and suckling on it.
Jack studied her body and face for any reaction, watching it move onto the bed. At the first lick from her tongue along his shaft he moaned, hand running up the back of one leg and in between them. His own fingers soon parted her labia feeling the moisture and heat within. "Jessie take it deeper in your mouth"
Jessies eyes snapped open when she felt his hand run up her leg then move between them, making a soft sound in the back of her throat when he parted her labia. A soft squeal escaped her when she felt the cool air of the room hit her heated flesh as she looked up at him as he told her to take him deeper into her mouth. Squirming a little, she took a deep breath then sighed before taking his cock deeper into her mouth but she didn't take too much of him deeper, perhaps two inches deeper but nothing more since she had never done it before.
Jack felt her mouth move from his shaft for a few seconds before returning, his finger delved deeper into the velvety inner folds of her pussy. Moaning hips thrust upwards trying to get her to take more as he twisted his finger around inside her pussy, hitting her g-spot as he spoke. "Jessie take it all deep..."
Jessiewhimpered softly and pulled back and she shook her head before gasping as he moved his finger within her and hit her g-spot, making her arch her back a little. "I-I can't." she whimpered. "I've never done this before."
Jack felt her body move slightly, her lips leaving his pulsating shaft as he heard her whimpered out words. Thrusting two more fingers into her pussy he twisted them around fully stretching the inner walls. "Jessie take it deep now.."
Jessie cried out as he thrust two more fingers into her, stretching out her slightly sore inner walls, and she closed her eyes. She rested her head against his hip as she panted softly and tightened around his fingers. "O-okay!" she stammered before wrapping her fingers around the base of his cock and wrapping her lips around his cock. Closing her eyes tightly, she began taking him deeper and she felt her brothers thick shaft moving deeper and deeper in her mouth before it hit the back of her throat and made her gag around him, pulling back several inches a moment later.
Jack groaned as he felt her mouth envelop his shaft taking it deep, the tip hitting her throat for a few brief seconds before she pulled away. His fingers thrust harder and faster in and out of her pussy, twisting and turning upon the inner walls stretching them wider as his free hand moved to push her head back down onto his shaft. "Jessie suck it hard , fast and deep.."
Jessie made a sound of protest as he pushed her head back down onto his shaft and she gagged again when his cock hit the back of her throat once more. She placed her hands onto his hips as she struggled to ajust to him while groaning as he thrust his fingers hard and fast into her pussy. The girl felt her face heating up as he continued fingering her and her pussy began getting wetter.
Jack heard her groans of protest but held her head tight against his groin, the tip of his shaft hitting the back of her throat repeatedly as hips thrust upwards. Fingers thrust in and twisted around deep inside her pussy, stretching the walls even wider as he spoke. "Jessie you love it rough and will love it later when i take your virgin ass.."
Jessie closed her eyes tightly as she struggled to breath when ever his cock was pulled back but she wasn't given much time between thrusts before the tip was in the back of her throat again. His fingers that kept penetrating deep inside of her pussy over and over were causing a mix of both pleasure and discomfort as she tightened around his fingers some more. But the mention of him taking her ass make her squeal and look up at him with wide eyes.
Jack's eyes met hers as he took in the look and scream, his fingers twisting harder and faster inside her pussy hitting her g-spot constantly now. Pleasure and pain were going to be her life as he rammed her head back down over his shaft. "Jessie suck and swallow it all.."
Jessie's eyes fluttered shut and she gave a ragged moan around him, her hips bucking a little as she felt her orgasm start to build up. Her moans started to come more often after that, the erotic sound punctuated by momentary pauses when ever the head of his shaft was buried in her throat again. She couldn't help the flexing of her throat muscles around him when ever he was buried deep in her mouth.