Charles Jelinek sat at his desk and looked at the e-mail messages on his computer. He had plenty of responses to his message from last night. He would now have to go through them all and reply. He also knew that each reply would lead to another message. He had plenty time, though, and it was not exactly work. Plus, he was feeling very relaxed after a morning of indulgence.
He thought about the naked girl lying in the other room, fast asleep. He was pleased that she accepted his offer to visit. He knew she needed to get away from home for a while. Every time they corresponded, she seemed more and more frustrated with her job and with the men in her life—or lack thereof. Small towns are both blessed and cursed.
He met her in an on-line forum years ago. Never expecting to meet, he corresponded with her occasionally and she shared her thoughts. He sat by as she dealt with a string of loser boyfriends and struggled to figure out what she wanted to do with herself. Even when she moved to his city to attend college, he didn't really expect to get together with her as they moved in different circles. He maintained contact because he appreciated that she was one of the few women he knew who was open about her sexuality. Sometimes, they exchanged stories of their experiences. Charles had to admit that those exchanges were particularly steamy. They did eventually get together, but it was brief fling. She found a steady boyfriend soon after and he saw her only a few times. She had gone through a few more relationships before returning to her small town home. Charles figured he'd seen the last of her.
In matters of sex, she was remarkably experienced, but also eager to try new things. Charles was one of the few men with whom she could trust with her darkest fantasies. They were the stuff of epic porn. He encouraged her to explore her sexuality, but she really didn't need encouragement as much as an audience. She tried her hand at writing erotic stories, loosely based on her own experiences or deep desires, but she eventually lost interest as studies and relationships took priority. Since moving home, however, she had become bored.
A few weeks earlier, Charles had suggested that she come into the city for a weekend visit. He knew she would appreciate the break. Unfortunately, the long train ride made a short visit an exercise in frustration. She couldn't afford to take a week off work for a longer visit. He mulled over various ideas for her to work while in town, including her old bar job and working as a model. She had posed for him a few times and was getting better at it as her confidence grew.
Charles quickly read through the messages on his computer then began his replies. He mentally kicked himself for not anticipating some of the questions, but he put together his initial message with a bit of haste. When Rhiannon Kelly agreed to visit, he was half convinced she'd back out at the last minute. It wasn't until she sent him a message from the train station last night that he quickly contacted his friends and acquaintances. Now he was answering obvious questions.
It took an hour to get through all the messages. He was pleased to see some responded to his replies right away. He made notes and replied to each in turn. He suddenly realized he was hungry. He'd not eaten since before Rhiannon arrived. She would probably be hungry soon, too. He ate one of the bagels while considering what to make for supper. Something light, for sure. An early supper and maybe something to snack on later. He tried to recall what she liked to eat.
He checked the e-mails again, replying and making notes. He glanced at the clock. She had been asleep for a couple of hours by now. Recalling the events of that morning, he stirred. He quietly walked into the bedroom and watched her sleeping form, half beneath the sheet. She lay mostly on her stomach, her head on one pillow, while leaning against the other. Part of her shoulder, one leg, and half her ass were uncovered. She was so pale, almost the same color as the beige sheets. Aroused at her half nakedness, he dropped his robe on the floor and crawled up beside her on the bed.
She stirred a bit as he moved on the mattress, but she did not wake. He ran his hand along her side and she lazily stretched out on her stomach. "Mmmm," she said, still mostly asleep. He kissed the small of her back then pressed his cheek against her ass. He thought about how he once used a girl's ass as a pillow. When they work from their nap, she had a distinct ear print on her ass cheek. Charles kissed both cheeks as he maneuvered his body between her legs.
Her legs were spread just enough to give him access. He wedged his face between her cheeks and applied a long wet stroke to her little pink asshole. Her legs parted more and she rolled her ass up to accommodate him. "Mmmmm," she murmured again. He knew how much she enjoyed this. He continued his long strokes on her sphincter, licking down across her pussy lips sometimes.
With a few rare exceptions, every girl to whom he introduced analingus literally melted in his mouth. His first experience with rimming was on the receiving end. One of his first girlfriends possessed far more enthusiasm than skill and she was always experimenting. This lead to some painful results, like when she bit down on his dick or tugged his balls, but when she first lashed her tongue across his asshole, he forgave her for all her injurious deeds. When he returned the favor, she swore that she would finally let him fuck her in the ass.
Rhiannon's ass had been fucked plenty of times. In fact, she was entertaining boyfriends there long before she lost her virginity. Between that and her skillful blow-jobs, she was one of the most popular girls in high school. When he first gave her a licking, she admitted that she had been rimmed before. He was disappointed not to have initiated her, but she did compliment him by saying he was the best. She was certainly enjoying his technique now.
The girl had spread her legs wider and was now fully on her stomach. She bent her knees slightly to open her self up more to his explorations. This enabled him to get a thumb on her clitoris. Now every breath she took was a cross between a moan and a sigh. He stuck his tongue ridged and probed deep into her ass. Her sphincter muscle relaxed to let him in and he proceeded to tongue fuck her. This, he knew, no other guy had done to her before.
Tongues don't have the same endurance as erect cocks and Charles had an erect cock that needed attention. He left Rhiannon's ass and slid up above her. She obediently presented herself and he glided into her sopping pussy in a single stroke. She let out a deep moan of appreciation.
This was one of his favorite positions. Laying on top of her this way made him feel powerful, she was all but helpless. He could spread her legs apart with his feet or push them together so his balls rested on her thighs. He was also able to control her hands, stretching them over her head or pinning them at her side. He could reach beneath and play with her pussy or breasts. Most of all, he liked that he could rock his hips while resting his weight on his elbows. This position gave him the greatest endurance.
He fucked her hard for a few minutes then leaned in close. "How would you like that cock in your ass?" She nodded. "What's that?" He asked again.
"Yes ... I want your cock in my ass."
"What?"
"I want you to fuck my ass," she replied, raising her voice a bit more.
"How do you want me to fuck your ass?" He was moving in and out of her very slowly.
"I want you to fuck me in the ass hard. I want your cock inside my ass."
He leaned up and withdrew from her pussy. His erection was plenty wet from her juices, but he applied a good bit of saliva on the tip. He then applied some more to his fingers and rubbed them around her asshole. He could feel her muscles loosening up again as he probed first with one finger than another. She was ready.
He added some more saliva to the tip of his penis and wished he had thought to have some lube handy. He put the head against her sphincter and pushed gently. She opened for him and slowly swallowed his cock. He loved watching it go in as much as he enjoyed the sensation of penetrating her there. It didn't take long before he was all the way in. He eased out and eased back in. How different a girl's ass felt from her pussy. He tried to describe it a girl once, but was unable to do so. The best he could say was that it was a different type of pressure.
He pushed all the way in and most of the way out. Her eyes were screwed shut but her mouth was open in pleasure. As she got used to him, he picked up the pace, not quite as fast as he had fucked her pussy, but he planned to work up to that. She squirmed underneath him. "God, I needed a good ass fuck," she moaned. He closed his eyes and fucked her all the harder.
"I'm gunna cum," she cried. "Ohhhhh!" She shook beneath him but he did not let up. Her role today was to receive his cock in whatever orifice he wanted and right now he wanted that tight little asshole. Rhiannon cried out again. Did she have another orgasm? Charles reached beneath her pelvis and wrapped his hand over her pussy. He half expected her to be fingering herself, but her orgasm was pure anal. Amazing.
Holding her soaking wet pussy heightened the sensation for him. When fucking a girl really hard, it's nearly impossible to distinguish between her pussy and her ass. Thrusting into her while holding her vacant pussy confirmed that it was her asshole he was violating. It was more pleasurable for her, too, because he could rub her clit at the same time. He slipped his middle finger into her pussy and could feel his cock right next door. When he pulled most of the way out, he could feel the head push back in. He had a hard time holding back when he met Rhiannon at the door. He wanted to fuck her all day but he couldn't resist cumming in her later that morning. He found himself in the same position now. Feeling his cock pounding in and out of her ass, listening to her moan, feeling her squirm beneath him ... it was perfect. He moaned loudly and erupted inside her, his balls delivering the second load that day.
"Oh, I can feel that," she said. They alternated between squeezing and pumping but his erection eventually subsided. He would have gladly spent the rest of the afternoon lodged inside her and he doubted she would have complained. He rolled off her and lay on his back. She snuggled in and put her head on his shoulder, enjoying the afterglow.
They lay there for several minutes, not talking, just being in the moment. He had things to do, though. "I have to take care of some stuff," he said, giving her a kiss on the forehead. "You can relax for a while." He gave her a gentle slap on the ass and got up to put on his robe. She stretched out on the comfortable bed and pulled the sheet around her. She certainly didn't look in any hurry to leave.
Charles put on his robe and returned to his office. There was a fresh list of e-mail messages. Not as many as this morning, but these were the serious inquiries, or at least the ones who were home to receive the messages. He got his phone ready and opened the first e-mail.
Go to Working Holiday Part Five: Supper
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