The Wingman - Part 3 - Sex Stories

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The Wingman - Part 3

Date: 8/29/2015, Categories: Masturbation, Author: grumpydesign, Rating: 1, Source: LushStories

each time she parted her lips. Alan watched in happiness to see the way Cassie reacted to his attention. He couldn't hide the smile on his face as he watched her face turn from worried to intently enjoying his touch. For as beautiful as he thought she was all evening, something about seeing her give in to wanting pleasure from him made her beauty magnify tenfold as he watched. For as hard as Alan was, it was still so much more of a turn on to see Cassie enjoying herself at his touching. "I love this," Cassie sighed, smiling up at Alan. "I do too." "Are you sure you're not upset I'm not ready to--" Before she could get out the rest of her question, Alan leaned down and took her right nipple into his mouth, sucking and licking it passionately as he slid the length of his middle finger fully into Cassie's pussy now that it was completely soaked between her legs. "OH GOD!" she groaned, holding him to her breast as her hips began to move against his hand harder. Cassie loved the way Alan wasn't forceful with her. He didn't try to just hammer away at her once he was inside of her. No, Alan was quite surprising in that way and it made butterflies fill Cassie's stomach with excitement. Instead of just thrusting his finger in and out of her, Alan held himself inside of Cassie up to his third knuckle, instead moving his finger in a "come here" wag that was stroking up and down the outer wall of her vagina, sending so many explosive tingles through her body that she could hardly ... believe Alan knew how to do this so well. He touched her tirelessly, his finger never letting up, never slowing down, just keeping a constant, coaxing as it stroked her, building an orgasm that Cassie knew was coming soon and incapable of trying to stop. She looked up at Alan in the dark and took in his details once more in this moment. Nothing on his face read he was being anything but thoughtful and caring with her. Happiness was on his face showing her it was okay to enjoy herself too. She never let herself do this before, her rules making sure she didn't regret too much in her life. It was still a bit scary to be in the moment like this with something so personal as her pleasure, but from everything Alan was doing right for her, that wall of worry was burning to the ground by the second. Alan worked his ring finger into Cassie, in hopes to add to the pleasure. Automatically her legs spread open a bit wider to say she wanted more of him to touch her. Now with two fingers inside her, she was not only tighter but wetter than before. Still, trying his best to be caring, he managed to keep his "come here" gesture going, but now having one finger after the other keep stroking that outer wall he focused so much on already. His fingers could touch the little mound along her outer wall where he'd focus his attentions on so many times before his ex broke up with him. He knew that was her sweet spot. Cassie's body began to tighten as his fingers kept up their pace inside. He could see the ...