Bill gets back in the game
written by:
bronco

Bill traveled some for work. This occasionally led to opportunities for him to meet women. Bill was a big man, 6'5 and 280 pounds, but he carried it pretty well with his broad shoulders and thick build. He was average in the looks department, no one would ever confuse him with George Clooney, but he was by no means ugly. He still had a full head of dark blonde hair, he had steel blue eyes and was quick witted and easy to talk to. Almost everyone he met liked him and quickly felt comfortable talking freely with him.

One night while on a business trip, he was having dinner with some clients, finishing up the deal as they had dinner at the restaurant at his hotel. The place was crowded and so they decided to have their meal in the bar. The meal went quickly and the deal got done and the clients headed home. It was still fairly early and Bill was not in the mood to return to his empty hotel room, so he moved to a seat at the bar and ordered a beer and began watching a football game on the TV. As he watched the game he noticed a woman sitting at the bar, her seat was a couple chairs away, but there was nobody sitting between them. She looked to be about 40, pretty but not stunning, average figure with medium size breast and a bit extra around the hips. She wore a dark red skirt and white blouse and a business jacket was draped on the back of her chair. She was alone nursing her drink and seemed to be engrossed in the same game showing on the TV. At one point early in the second quarter the ref made a controversial call and she immediately directed and expletive at the TV to show displeasure with the call. Bill looked at her with a bit of surprise, and she embarrassingly looked around to see if anyone had heard her. She caught Bill looking at her and began turn a little red as she stammered an apology. Bill just smiled and began to laugh a bit. He liked her passion about the game, and her embarrassment at swearing at a TV was cute. She relaxed when she saw him chuckle and they started to discuss the merits of the call on the field.

By the time the second quarter ended and half time began they had properly introduced themselves and Bill had moved to seat next to hers. Bill learned that Debra was staying at the hotel while on business, she had three teen age kids, and had been divorced for a couple of years. They talked easily and as the game went on both paid less and less attention to it. They shared their thoughts about work and soon the discussion turned to their personal lives. For some reason Bill felt comfortable sharing a lot of the details of his frustration at home. Maybe it was because he figured he would never see her again or maybe it was she seemed to genuinely care, he just knew it was doing him good to share with someone else the thoughts and feelings he had kept to himself all these years. Debra was also very open about the lack of intimacy in her marriage before it ended and the near impossibility to meet someone while juggling a full time job and three teenagers.

They became so engrossed in their conversation that they hardly noticed that the bar was pretty much empty when the bartender came by and told them it was last call. They both were a little surprised how late it was. They both settled up their tabs and made their way through the lobby towards the elevators. There was a bit of an awkward silence as they both tried to figure out how exactly to say goodnight. As the elevator door opened Bill stood to the side and let Debra enter first. As he followed her in he noticed just how nice her figure was. Her legs were toned and led to a plump ass and full thighs, her waist was slimmer than he would have thought and her breasts were the perfect size for her body. He was admiring her body as they both reached for the elevator buttons at the same time. As their hand touched they both stopped and looked at each other. Her hand dropped to her side and he asked her what floor she was on. She said seventh floor and then Bill punched the buttons for the seventh and ninth floors. As the elevator doors began to close, Debra placed her hand in Bill's and began to caress it. Bill was surprised but made no move to remove his hand as the elevator moved upward. The door opened at Debra's floor and she began to step out, but she did not release Bill's hand. He stepped out of the elevator with her, still holding hands and heading toward her room. They said nothing as they approached the room and Debra took the key card from her purse and unlocked the door. Bill pushed the door open and held it as Debra walked in and he followed.

Debra turned around and before the door closed they were in a tight embrace. Their lips came together and they kissed each other hungrily, their tongues probing each others mouth. Bill thought for a minute that he should be nervous or feel guilty, but he was surprisingly calm. Debra broke the embrace long enough to lead him into the room as she kicked off her shoes and unbuttoned her blouse. Bill removed his tie and unbuttoned enough of the buttons on his shirt to pull it over his head and toss it to the side. She turned to meet him, he could see the outline of her nipples through her lacy white bra as he pushed her blouse off her shoulders onto the floor. They embraced again and began to kiss as her fingernails ran up and down his bare back and he cupped her ass through her skirt in his hands. His hands found the zipper to her skirt and he managed to pull it down. He could feel her hands on his belt as she fumbled trying to undo it. He let her skirt fall to the floor as he took a step back and began to undo his belt, all the while staring at the slight crease under her sheer white panties. Her hands moved down and began to stroke and squeeze his cock through his pants. As soon as his belt was undone she pushed his hands away and quickly unbuttoned and unzipped his pants and let them fall to his ankles, pushing his boxers to the floor as she took his now hard cock in her hand.

Bill stood there for a moment, immersed in the feeling of a woman's hand on his cock. He then reached around and unhooked her bra, letting it fall forward a bit off her shoulders and exposing the top of her pink nipples. Debra stepped back a bit and released his cock, and allowed her bra to fall to the floor. She then looked up into Bill's eyes as she dropped to her knees in front of him. Her hands reached down and untied his shoes, while her cheek nuzzled his cock. He stepped out of his shoes, leaving them in the pile with his boxers and pants and Debra pulled the socks off his feet. He now stood in front of her, completely nude, his hard cock brushing against her face. Her hands trailed up his legs and she raised her head to look in his eyes as she put her tongue on the base of his cock and began to lick up towards the head. Her eyes never left his as she wrapped her lips around the head of his cock and began to slide it deep inside her mouth. Her hand was now cupping his balls and as she slowly moved her head back and forth, taking him deeper with each stroke until she had worked his cock deep in her throat. She increased the pace, swirling her tongue on the head as she pulled back before plunging it deep back into her throat. Bill tilted his head back and closed his eye, immersed in the pleasure of her mouth on his cock.

Bill opened his eyes, looking down to see Debra running her tongue from the base of his cock to the tip, taking time to slowly circle the mushroom head. He reached down and helped her up and took her in his arms and kissed her hard. His hand moved down the front of her abdomen to the top of her panties, slipping his hand under the band pushing the wet fabric away from her pussy. She was soaking wet and let out a moan as his fingers began to explore her swollen lips. He guided her back to the bed and laid her down, then reached down and grasped the sides of her panties. She lifted her hips and he slid the panties down her legs and tossed them on the heap of clothes. Her pussy was swollen and wet, completely shaved save for the tuft of hair right above the slit. Bill could not take his eye off of her as he dropped to his knees at the end of the bed and used his hands to spread her legs. He started kissing her thighs just below the knees, working his way up to her pussy. Debra would moan and squirm as he got close to her lips, but Bill pulled away and repeated the running his tongue from the her knee to her pussy on the other leg. As his lips approached her pussy this time Debra was not to be denied. She reached down and grabbed his head, guiding his mouth to her waiting pussy. Bill used his tongue to part her swollen lips, tasting her wetness and inhaling her scent. Debra quivered as Bill's tongue made contact with her clit. She pushed her hips up, encouraging him to lick her in earnest. Bill ran his tongue up and down her slit, forcing into the opening of her pussy before returning to her clit. He turned his focus to her sensitive nub, licking, sucking as she withered under his mouth. Debra's breath started to become ragged and her hips thrust against his face as she felt the orgasm build inside her. Just as she was on the verge of cumming, Bill put his finger inside her wet pussy. This sent her over the edge, her hips bucked, her moans turned into screams of pleasure mixed with profanity. Bill could feel the walls of her pussy grip his finger and the moisture from her coat his hand as she came.

As the waves of pleasure subsided, Debra pulled Bill's head from between her legs and toward her on the bed. She kissed his face, tasting the sweetness of her own cum on his lips. She rolled him over and in one motion straddled him guiding his rock hard cock into her pussy. Bill felt the head of his cock begin to enter her, so hot and wet. She rocked up and down a couple of times before finally working Bill's cock completely inside her. Once she had it deep inside her she leaned forward and kissed him while rocking her hips back and forth, grinding her pussy on his pelvis. Debra then placed her hands on Bill's chest and pushed herself up, bracing her arms on his chest and as she began to move her hips up and down. She started slowly but soon the pace quickened. She could feel his cock twitch with pleasure inside her and Bill reached between them and began to rub her clit. The frenzy increased and Bill could feel the pressure building in his balls. Debra could feel his cock swell inside her as her walls gripped him. The combination of his stiffening cock and the rubbing of her clit brought her to a massive climax. Her pussy clenched down on Bill's cock as she came. Bill could hold it no longer, and the feeling of her orgasm pushed him past the point of no return as his cock began spewing spurt after spurt of his cum deep inside her pussy. They both moaned and grunted as they came, grinding and pressing to prolong their ecstasy as long as possible.

Debra collapsed on Bill's chest, her breathing hard. She could feel his heart racing as she lay on his chest. Bill's cock was still deep inside her, twitching. Bill could feel the mixture of their juices running out of her as his cock began to shrink, coating his balls and legs. He rolled Debra to the side as his drained cock escaped the wall of her pussy. He kissed her softly, holding her close to him as they both drifted off to sleep.

Bill awoke and was momentarily confused, but then it all came flooding back. The bar, the football game, the conversation, her mouth swallowing his cock, the taste of her pussy, their moans as he pumped his cum deep inside her all flashed through his mind. He looked at her lying next to him and waited for the flood of guilt that he thought would surely overwhelm him, but it never came. He felt good, alive and young again.

He continued to look at her face, the outline of her nude body under the sheets. Her eyes fluttered open, as if on cue, as he gazed upon her. A small smile appeared on her lips as she lifted herself up on her elbow and faced him, leaning in to place a long lingering kiss on his lips as her hand reached down and began to slowly stroke his cock.....