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After giving the women ten minutes to freshen up, the men all headed to their next pairing. Jared let himself into Sandy's room and signed in. He remembered that in round one Sandy had given George a blowjob. As round two was 'ladies' choice' she had picked George as she wanted to experience his huge cock in her pussy. For his part, Arlene had fucked him cowgirl in the first round and Terry had given him a blowjob in round two.
Jared had always been attracted to mild BDSM porn. He'd introduced Heather to spanking games. Nothing extreme but he always made her ass bright red and loved looking back at the pics he took of that. A few times she complained of being sore the next day but she was never upset about it. He decided he'd see if Sandy liked a little spanking.
Sandy was on the bed, back propped up on pillows against the headboard, patiently waiting. Suddenly she felt hands on her ankles and she was dragged down until she laid flat on her back. Then she was roughly rolled over onto her stomach. She was curious about what might happen next but not worried as she trusted all the men in the extended family.
Smack! Sandy cried out "Owwww!" as she both felt and heard a hand spank her ass. A second later the other cheek received the same treatment and she cried out again. Jared paused, waiting to see if she was going to object or stop him, but she just laid there, waiting.
Jared knelt on the bed next to Sandy. Grabbing her wrist, he moved her hand until it was on her cock. Sandy gripped his shaft in her fingers and began to slowly stroke up and down. Jared continued spanking her, first on one cheek, then on the other. Sandy's cries morphed into groans and her hand never stumbled on its' stroking journey. So Jared increased the force with which he hit her.
A few minutes later, Sandy's ass was bright red. Jared wished he had his phone to snap some pics but they had all agreed to leave their phones in the kitchen. He did the next best thing he could think of - he took her other hand and placed it palm down on her ass, letting Sandy feel the heat that the spanking had caused.
While Sandy caressed her own ass and stroked Jared's cock, he slipped his hand between her thighs. He smiled when he felt how wet she was. The sheets beneath her pussy had a significant wet spot from her leakage. He rubbed her slit and then inserted two fingers into her opening, causing her to moan in pleasure. As he fucked her with his fingers he rolled the ball of his thumb around her asshole, which brought forth more moans. Slipping his thumb into her pussy, he lubed it up with her own juices before returning to her ass.
Jared pushed his thumb on her hole, checking to see if she would object or move his hand. When she didn't he pushed harder and the tip of his thumb started to enter her back door. Leaving it there he pulled his fingers almost all the way out and then plunged fingers and thumb into her two holes as fast and rough as he could.
"AHHHHHHH!!!!" Sandy screamed. Jared fingerfucked both holes, first in unison then alternately. Between the spanking and rough play he'd obviously hit on a style of sex games Sandy enjoyed. When this was over he'd have to find out if it was something she already did or if this was new to her. A few more thrusts brought her to the edge. Her pussy clenched his fingers and her ass squeezed his thumb as she came, crying out loudly and bucking her hips up and down. Jared never stopped stroking as she came in wave after wave until, totally spent, she reached back and pulled his hand out of her body.
Jared let her rest and catch her breath until it slowed to a near-normal rate. Deciding to test her limits further he laid between her legs and started rimming her asshole with his tongue. The moans that escaped Sandy's mouth were definitely those of pleasure. Was she into anal, Jared thought to himself? Might as well find out, especially since his wife had given her anal virginity to her brother the week before. Although she promised he could have it now they hadn't had an opportunity, so he was still an anal virgin.
Jared moved up and rubbed his cock up and down Sandy's ass crack. She moved with him, enhancing the feeling. Then Jared stopped and pressed the head of his cock right on her hole. Sandy pressed back. Jared stopped and grabbed the lube bottle from the nightstand, squirting a generous amount on her hole and his cock. Sandy grabbed an extra pillow and lifted her hips to put it under them.
Jared moved back into position and again pressed his head against her rear opening. Sandy pressed back harder as she relaxed her sphincter. In a moment his cockhead had breached the muscle. Jared stopped pushing but Sandy did not. "Push it all the way in," Sandy said, knowing that it was really only the men who could not speak so they wouldn't give away their identity to the blindfolded women. Obviously whoever this was knew he was with her and about to violate her ass.
Jared pushed slowly in until his entire cock was inside her ass. The sensation, new to him, was incredible. Her sphincter was like the strongest pair of lips giving him a blowjob while the shaft of his cock felt surrounded by softness, not unlike being in a pussy. He was confident Sandy was experienced at this and so began fucking her, slowly at first but speeding up as he heard her moans and mewls.