She was about to orgasm and announced it to Miles. “I going to… cum soon. Are you … close, too? I want … to feel … you cum inside … me, too.” He pulled almost all the way out and plunged forward with his most powerful thrust yet. She felt his cock pulse and jerk, she began to orgasm, then felt his cum filling her.
After moments for them both to recover, she eased herself to sitting. His cock was still buried inside her and as she kissed him, she felt it shrink a bit, then move the other way. She kissed him hard before looking him in the eyes.
“It feels like you might be able to do it, again. Can you, Miles?
“Uhmmm … I …”
She eased him out of her cum-filled pussy and quickly went to her knees and took his slick cock into her mouth. He had softened some but she knew what she had felt. Now, she was determined. And, she knew exactly what she would have him do next.
* * * *
This whole episode was blowing his mind. Had he been transported to another multi-verse where he was something much more than he really was? Looking down at the woman sucking his cock with greedy determination, he saw his body. No, he was definitely awkward Miles who was far more comfortable with his fingers on a computer keyboard than a woman’s body. Yes, he had somehow, beyond his dreams, found himself in this office. Only because his sexual obsession became manifest in a XXX-modified role-play game that hadn’t even seemed possible; and only because Tamara had somehow identified him. Of course, he’d been fucked since joining the office but that was exactly how it had always felt: he’d been fucked. The other guys in the office sought out women and fucked them. Sure, it was all about consensual sex but he hadn’t noticed anyone refuse an advance and everyone seemed sensitive to workload. Yes, he’d been fucked but just like right now, the women had approached him. Heaven forbid he might work up the courage to approach a woman, first.
Here he was, though. He watched this woman sucking his cock and it was like a vacuum. He had just cum and he was getting hard. Damn, she had walked through everyone seeking him. He thought he’d die before it could happen. This was an honest-to-goodness real mature woman fantasy attached to his cock. Not only that, she was beautiful and sexy. And … and damn, again … she was the big boss’s wife. And he was okay with it.
They had just fucked and she wanted more. She said how much she liked his cock. He replayed how she orgasmed, how she called out, and how much she called for him to fuck her. And he had fucked. He fucked her hard. And he remembered the other women, even Abby who everyone wants to fuck, how they enjoyed him fucking. Maybe he should remember that …
But, as he was giving himself a confidence talk, she pulled her mouth off his cock and stood in front of him. He was rock hard. She might want to fuck, again, but he did too. This time he pulled her into a tight hug and deep, passionate kiss. She was gasping when he broke the kiss. She looked at him differently, a look of new appreciation maybe.
Her mouth began to open to say something, but instead, he blurted out, “I want to fuck you, again.”
She smiled, turned around, and leaned her upper body on the tabletop. She reached behind and spread her ass cheeks. She looked over her shoulder at him. “I want you to fuck me in the ass, Miles. Use the cum in my pussy for lubrication. I want to experience you in all my holes, Miles. Please.”
Damn, he thought, she really wants him to fuck her. This isn’t a sympathy fuck but maybe the others weren’t, either. Maybe the others had really enjoyed it, too.
He nudged her feet a little wider with his feet, then pressed his cock into her used pussy, fucked her for several minutes, then pulled out abruptly. She moaned and groaned as if in protest of not having his cock. At least, that’s the way it sounded. Her hands were holding her ass cheeks apart and her asshole was staring at him. Her asshole. He’d never, ever, had an asshole. And it was his mature fantasy in the flesh.
He pressed at the puckered hole and there was the expected resistance but she was encouraging him. He remembered her saying Abby had led her into anal. He pressed harder and she moaned but she was also pushing back against him. He saw her hole begin to open, little by little until almost suddenly the head of his cock just popped inside. She panted and cried out but there were only ‘yes’s’ coming from her so he pressed harder and several more inches sunk into her tight opening. He pulled back slightly and pressed harder, over and over, more of his 9 inches sliding into her. This was amazing, crazy, insane. No fuck had felt anything like this. Her ass wasn’t just tight but constantly squeezed around his cock. Soon he was fully in her, his entire length, his hips smacked against her ass with each new thrust and each thrust brought grunts, gasps, and moans from her.
He was close to cumming, even after just climaxing in her pussy. He didn’t know what to expect from her, though. Did women orgasm during anal? Somehow, he didn’t think so. He leaned forward and slipped a hand between her legs and began stroking her pussy and clit.
“Oh god … yes … yes, Miles … I was already… about to cum. I was … hoping … you would, too.”