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Chapter 55 by Kindred Kindred

Does Riley make a dare?

The end of the game

“How often do you masturbate?” Claire chirped in before John had chance to say anything. The game resumed. John realised his uncertainty had cost him his biggest chance to get laid that night. He longingly stared at Riley, imagining laying her down in front of her friends and ploughing into her while she screamed his name. “Well John?” Claire’s voice broke him from his fantasy. She had twisted her ear towards him wearing a sly smile. John realised what she had asked. Claire wasn’t going easy on him anymore. The question was aimed to embarrass him.

“Eight times a day.”

“Eight a day? Fuck! You need to get laid, sugar.” Jody exclaimed. He couldn’t tell them his therapist was making him do it, then he’d have to explain his whole situation. It wasn’t worth it. If they were thinking of him as a super horny virgin, that wasn’t that far from the truth. The other girls gave their answers, all doing it around three to four times a week, even Riley to John’s surprise. He supposed masturbation was pretty universal to people their age.

“I dare Jody to give John a handjob.” John’s eyes widened at Claire’s dare. It was the first sexually explicit dare of the night and it involved him. Not only that but it was Claire herself giving him the blessing to be part of it. His dick twitched against her back to express it’s gratitude. Jody scooted over towards him and Claire shakily got up to allow her access.

“Who said you can leave his lap?” Jody pursed her lips as Claire tried to move aside. Claire looked at her with surprise, then down to John as her smile faded. It dawned on John she had made the dare as an excuse to move, but it had backfired on her. Once again John felt his cock slide brush against her ass as she returned to position, and once she settled, Jody reached her hand in behind him to grip his cock.

John’s cock twitched as Jody’s cold fingers gently curled around his cock before they firmly squeezed to apply just the right pressure to his shaft. “So big and firm” Jody cooed in approval as she began her work. The motion was awkward for the angle Jody had to position her arm to reach behind Claire, but it still felt good to John. Jody obviously was a lot more talented than his ex even if this wasn’t the easiest situation to demonstrate it. John could feel how awkward Claire must have felt in front of him, having her brother’s cock jerking into her back. He tried to focus on controlling himself, not wanting to shoot a load onto her. He needn’t have worried, however. Jody was apparently intent on edging him, and keeping him going for as long as possible.

“Your turn John.”

“Oh, uh…” He hadn’t realised the game would keep going while Jody was still performing. He fumbled to think of something to ask but his mind had grown murky, and he just wanted to sink into the pleasure.

“Forget the question. Just make a dare” Beth said. She was clearly eager to make the game more exciting.

Riley was still breathing heavily and flush with arousal. John wanted so badly to touch her and get his hands on those big, full udders that had been taunting him this whole game, especially now as she seemed to be flaunting them to him. Every time he caught sight of her he was enraptured by her curves.

A whiff of Claire’s perfume drew him back in front of him. As Jody brought him closer and closer to the edge, he was growing increasingly aware of Claire’s body. Though unlike Riley she was still clothed, it was impossible not to notice such an incredible figure. Having such a body servicing him would be beyond his wildest dreams.

‘Why not?’ something inside him said. ‘She’s so far gone she won’t object. She’s been teasing you for far longer. This is your chance.’ John shook his head to banish the intrusive thoughts, making his vision swim. That she was so far gone was exactly why he needed to maintain control while he still could. He couldn’t let himself cross a line with his sister just because of a little drink. It was so tempting though. Maybe he could make her do something with Riley. It was okay just to enjoy watching, right?

Noticing John glancing between Riley and his sister, Jody leaned into his ear and whispered so only he would hear.

“Dare them to play with each other’s tits.”

“But-”

“They won’t say no. I promise. It’ll warm them up.” Would Claire really accept such a dare from him, to put on a show for his pleasure and drag Riley into it? ‘She’s blind drunk. She won’t remember’ But surely Jody will tell her of what happens tonight. ‘Just blame it on the drink. She’ll forgive you.’ He couldn’t deny that. She wouldn’t hold a grudge over something like this. ‘She loves Riley’s tits just as much as you do. She said so herself.’

“I dare Claire and Riley to play with each other’s boobs.”

John was expecting something of a commotion over his dare, but just like Jody said the girls complied without any objections. Claire didn’t even comment on her brother telling her to do something sexual. She was clearly beyond the point of caring. Riley knelt in front of Claire, her chest heaving with arousal. Without a moment’s hesitation, their hands rose to touch the other. John couldn’t see the full action from his position, but when he craned his neck, he could see his sister’s fingers crawling over Riley’s chest. As the show continued, her hands seemed to grow a hunger, eagerly rolling them around in her hands and teasing the nipples.

“Your sister can orgasm just from nipple play.”

John didn’t know that was possible, but the evidence was right before him. Claire’s whole body was heating up as Riley went at it and the heat engulfed his dick. The idea of it was so hot. Huge, full breasts that were **** to be touched all the time. Driving a woman to the edge just by giving her rack the attention he so desperately wanted to give them. A woman that never tired of having her tits squeezed and fondled every moment they spent together. The fantasy drew him every closer to the edge Jody wouldn’t let him cross. He was losing control of himself. He wanted to touch his sister. His hands rose to grab the magnificent rack that was hanging just out of sight in front of him, but as his hands crept forward, Jody held them back and leaned in.

“Are you ready to heat things up” she cooed in his ears. He’d been ready since the game even started. He was desperately horny. There was not a doubt in his mind, he wanted to fuck every girl in this room. He nodded his head.

“I dare Claire and Riley to join an orgy with me, Beth and John.” A wave of pleasure shot through John at those words. This was what the game was building towards. He was going to fuck every girl in the room. He was finally going to get the release he craved. He was finally going to become a real man. This was going to be the best night of his life. He didn’t care if he’d regret this come the morning. He was going to fuck his sister and her frien-.

“Fuck this. I’m done with this game.” Suddenly Claire’s voice cut through his fantasy. She rose to her feet, allowing a cold draft to hit John’s crotch. Jody also let go, leaving him hopelessly close to release. “I am not fucking my brother alright?” Claire slurred at Jody. “Not for your twisted fantasy.” She took a step for the door, stumbling over her own feet. “If you all want to be my brother’s bitches then that’s on you, but I am leaving.” John’s mind snapped out of the comfortable fog it had drifted into. He ignored his dick’s **** ache for attention and rose to try and catch up to her, but she was already out the door, and he had to pull back. He couldn’t go streaking after a girl through the party with a boner.

He turned back to find his clothes. Riley had also been snapped back to reality by Claire’s outburst. Her arms once again crossed over her body attempting to cover her nudity as she stood wide-eyed and blushing at how she’s let herself get lost in arousal.

“I’m gonna… gonna take care of… um…” Her voice was still oozing lust but now gravelly with anxiety. She seemed almost teary-eyed as she spoke. Without finishing her sentence, she ducked down and rushed through into the bathroom, avoiding John’s eye. He watched her ass as it disappeared behind the door.

“I’ll make sure she’s okay” Beth said before following her through, leaving John alone with Jody.

What happens next?

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