Red Marks The Spot "Ever seen Last Tango in Paris, Cass?" He asked. Will's voice got even lower. She shook her head no and began to lick his fingers. They tasted like butter and something else, something sharper. She knew that was what her asshole tasted like to Will. "Suck them clean Cass," Will said. She cradled his fingers in her tongue and sucked. He moaned. "Hold on Cass." He took back his fingers and moved away from her. She heard his glass tinkle. He was drinking. Then she felt something cold and wet at her asshole. "Oh my… ugh.. ahh." Cassie cried out. Will pressed an ice cube up into her ass. "Hold it there Cassie baby," Will said. "Let it melt inside you. Squeeze your ass around it while it melts. You'll like it." The sensation and ice melting in her ass was like having to pee and not having to all at the same time. She felt like she did the moment before every orgasm when she never quite knew what to do with herself. The ice was tightening her loose muscles and making her desperate for him to put his tongue or his fingers right back in there. She knew he was going to push his cock up into her. And now that she could really feel the spot where his cock would be, she wanted him to hurry. "Will, fuck my ass. Please," Cassie said. She arched her back and moved her butt a little as if beckoning to him, while still trying to hold onto the ice cube. Now that she was asking him to do it, Will could barely make up his mind how he wanted to proceed. He thought long and hard about what position he wanted her in when first entered her virgin ass. He knew he was going to start from behind, but he couldn't decide if he wanted her flat on her stomach or kneeling with her legs and ass all spread for him. He knew that it would hurt more the first way. She had been such a pain in his ass for such a long time. When he took aim at that target on her ass and fucked her little asshole, wanted to hurt her a little. Will straddled her upper legs. He took his cock in his hand and coated it with butter. He would find some other lubricant for the rest of the weekend. He never dreamed she would let him do this and was caught completely unprepared. Ever since he had seen Last Tango when he was a teenager, he had wanted to do this to a woman. He led his cock to the red spot on her cheeks. He split them with the rounded head of his cock and started to breach her ass. Cassie cried out as he moved into her tight passage. He did not pause but kept a long straight path up her canal, right on target. As he got deeper inside her, he settled himself on her back and slid between her legs. When his cock was buried as much as the position allowed, he started to talk to her. "Do you like it Cass?" Will said trying to keep control. "Um, no.. yes… Ow. No." Cassie moaned. "Aww. Baby. But you feel so good," Will said. "Will, it hurts…." She whined. "Give it a minute," Will said. "You'll get used to it, baby." "Oh,… ahh," Cassie whined and whimpered. Her ass felt full of his cock. He had completely replaced the itchy sensation of the ice cube. She gripped at him with her muscles, squeezing and releasing, trying to get comfortable with him lodged in her ass. The action was like an erotic tuning fork that resonated through her. And those sounds poured out of Cassie's mouth. The constriction and her moaning drove Will to start pumping in and out. "Ahhhh." She whined. "That's it baby," Will said. "Relax and fuck me back sugar." She cried out more and moved with him. "That's it baby, fuck me with that ass. Let me hear you Cassie," Will groaned. "Ah ah ahh.,.. Will… Fuckkk.. ahhh," she moaned. "You like it baby. Admit it," Will's own voice was strained. Will's strokes quickened and he started to pick up the rhythm. "Ugh.. ugh.. ugh…" Cassie grunted as she tried to meet him. Will spread her legs wider. "Pull your knees up a little baby," Will said. "I'll help you." He walked both of them up onto their knees while remaining deeply imbedded in her ass. Cassie got up on her elbows and Will pushed her knees up and apart so her ass was high and spread. This position allowed him deeper access and he sunk into his cock into her to the hilt. "Ahhh…" Cassie said. "Is that it? Are you all the way in?" "Oh yeah, Cass." Will said. Will started to fuck her again. His rhythm was hard and fast. Both of them were concentrating on the sensations and the sounds in the room dwindled down to the slapping thud of his balls and thighs against her thighs and pussy. When Cassie started to whine and cry out, Will egged her on. "That's it baby. I knew you would like this." Will said. As his fucked her ass harder, she had to brace herself and gave over to grunting. Will grasped her hips and stopped occasionally to see how red her ass was. "It's almost as red as the hickies, Cass." Will told her as one point. He would pull out of her and then enter her again. He wanted to keep doing it over and over again but the tight rim of her ass gripping the head of his cock almost made him cum. He had to hold back a couple times. At one point, Will withdrew and pulled Cassie down in front of him and pulled off the mask. Spooning on their sides, he coached her to bend one leg at the knee. He pulled her hand back and together they guided his cock back into her ass. He fucked her slowly and deeply, his finger on her clit, and her ass back up tight against his cock. She grasped backward to his hips to pull him in closer. His thrusts were slow, deep and determined and Cassie found his rhythm and met him. "Are you close?" Will asked, his words tight. "Yeah. Oh yeah," Cassie said. "Cum now baby," Will said. "Cum for me." When Will's cock finally twitched in her backside and he cried out, Cassie's own cries nearly drowned him out. Her head was thrown back on his shoulder when she came. Her focus was scattered between the instantaneous tightening of the muscles in her ass around his cock and the sensation of Will's cock shooting cum in her ass. Will had wanted her to cum as close to him as possible. He wanted her to associate a mind-blowing orgasm with his cock buried deep in her ass. And that was exactly what Cassie thought of the next day after a half hour on the stair-master when she stood looking over her shoulder at her ass in the bathroom mirror. Her finger circled the hickies for all of three seconds before she was through the door looking for Will and another stick of butter.