Tom's anger had not subsided, but he wanted to get his big hard-on taken care of. He would not be able to get home for another night. That would give him a great chance to get a piece of ass before then. "I need to tear somebody's ass up," he thought to himself.
He showered, shaved and got into his best looking clothes for the evening and took the hotel elevator down to the lobby. Though determined to fuck an unsuspecting young woman very hard, he had the ability to smooth out the anger when he was on the prowl. He thought about leaving the hotel when he decided to go into the hotel bar and see if the young waitress, whom he had been flirting with the past few nights, was working.
He grinned when he saw the beautiful brunette wave at him enthusiastically.
"So, Tom, you decided to stay one more night?" she asked sweetly.
"Yeah, you'll have to put up with me one more shift, Ashley," he said. He looked into her deep, blue eyes and smiled.
She smiled back, revealing her perfect white teeth.
Tom imagined what it would be like to have his cock in her pretty mouth. I'd love to face-fuck this little bitch, he thought.
Not imagining for a moment what he was thinking, Ashley turned and led him to an isolated booth. The past few nights he had been with men he introduced as his clients. The clients had acted quite inappropriately, but Tom had not, so she was glad to see him alone. Plus, he had tipped her very well over the past two nights and she did not want any of the other waitresses to be trolling to get him. If she put him in a booth like this, she could keep his tab pretty much to herself.
Tom walked behind her watching her firm ass sway sensuously in the black hot pants that she wore. "God damn, she's got a nice ass on her," he thought. The buttocks filled the short shorts worn by this college girl very tightly. The man felt his groin tighten. "They fucking spray painted those shorts on her ass," he grinned as he thought.
Her midsection was flat and bare and her breasts were large, firm and still high on her chest. They were enclosed in a small, tight shirt that tied at the front bottom, allowing for a lot of cleavage to be exposed. Below the blouse, Ashley's abdomen was exposed to a couple inches below her belly button, displaying a stomach so flat that her hip bones were outlined. "Big tits and a stomach with no fat - fuck me!" he thought. Her legs were very well defined and her smooth thighs were actually quite defined. The outfit was completed with a pair of innocent looking sneakers. It was definitely a hot outfit on a very well-built gal. All the waitresses wore the same outfit, but Ashley made hers look like a million dollars.
"Hell, what do you expect, the bar and grill is called The Bordello?"
As a traveling salesman, Tom was all too familiar with places that gave a guy a boner and lifted their wallets as they did. He spent a lot of money on clients at places like this. But he had had his share of good luck, too, occasionally getting a waitress to go back to his room with him.
"Nothing going on here except some beautiful waitresses showing off some skin for a better tip. A great marketing idea," Tom reflected, "to draw us guys in, but probably nothing more." Yet, he had gotten a vibe from Ashley the past two evenings that there may be some better possibilities. He wanted to explore that before he telephoned an escort to fuck that night.
During the next hour, as he nursed several drinks, he found out that Ashley was a student at the major university in town. Tom pried several interesting facts out about her. She was an athlete in high school and still a very avid volleyball player and gym rat. She told him that she loved swimming, running and biking and keeping her body fit. "Biking, huh? That's where she gets those damned tight thighs!" he thought.
She explained that she struggled to pay her tuition and rent and was coming up against a deadline two days away that worried her very much. If she missed this deadline, she'd have to withdraw for the semester.
She told the man that she was not ready to move back home or leave school. Little by little, Tom got her to open up about her financial situation. They discussed how dire it was and how there weren't many options left. All the while, he maintained an air of detachment so as not to raise her suspicions about his ideas. He knew that his plan had to be raised very gently. If he overstated it, she would be spooked and think he was a creep.
"Go easy, Tom. Keep that fine pussy on the line, but don't try to reel her in too quickly."
Tom kept a somewhat disinterested look about him. He watched a game on the big-screen television and acted gentlemanly when she came by. As he surveyed the bar, he knew he was lucky that it was not busy at all. "She not going to be making any money tonight," he knew. It also gave her the opportunity to linger around her best customer and talk.
Ashley had stopped by Tom's booth several times to see if he needed anything before he found out how much money she needed in two days.
"$1,500!" he repeated after she said it. He purposefully made it sound as if she needed a million. Then he drove his point home.
"Ashley, I've been very successful in my business," he lied, "and one of the things that has made me successful is my ability to view situations clearly and act accordingly. It seems to me that you have to admit this setback and make plans not to attend school this semester."
The beautiful brunette's eyes welled up with tears.
"I... I know," she said.
"Hey, hey, now. I didn't mean to upset you. There are always better ways to make money than waitressing," he said.
"I'm in college," she said, wiping away a tear, as if by way of explanation for her low paying job. "I just don't know what to do. I can't believe this is happening to me."
Tom felt his penis stiffen in his pants. "So, little miss prissy doesn't know that she's got a gold mine between her legs, huh? I've got to play this right," he thought.
"Ashley, I'm sure that you can borrow the money from your family. You need to do that. Don't be too proud to admit you need help."
"No. I can't. There isn't anyone to help me." Her long brown hair hung down to her breasts and she held the waitress tray at her side. Her toned legs seemed to go on forever. Tom glanced at the young woman's well-formed thighs and wondered what they'd feel like wrapped around his hips.
"She sure looks like she could take a good fucking," he thought to himself.
"Do you have anything that you can sell?" he asked.
She nodded negatively.
Tom exhaled audibly. He needed to make this sound very difficult.
Ashley looked around the bar and saw another table that she needed to go to.
"I didn't mean to talk to you so much about my problems. I need to go."
"No worries, Ashley. I'll try to think of something. I'm here by myself and kind of lonely, so it will give me something productive to do."
She smiled warmly at him and turned to walk away. Tom's eyes lingered on her swaying ass as she gracefully moved to the other table.
"Fuck me! If I don't get a piece of that little bitch's ass, I think I'll tear up Jill's pussy when I get home!" Tom laughed at his own thoughts. He had always said that he was doing a favor for his wife when he fucked a young, hot girl. "I'm gonna tear up the wifey's ass anyway."
He watched her glide from table to table, smiling and generating wide smiles in return from the men at the tables. Tom noticed that the women sitting with the men were not so friendly to the waitress.
She finally headed towards Tom's booth. Her movements seemed so cat-like and smooth that Tom's cock rose as he watched her.
Smiling as she approached, she said, "I didn't mean to bring you down with my troubles."
"No, please don't apologize. I've been in a bit of a funk since my wife died a couple of years ago and it feels good to concentrate on someone else's problems."
"Oh," she gasped, "I'm so sorry! Here I was just thinking about myself! I'm so ashamed!"
"Don't. Being lonely is a drag. I am a problem solver and love to help people, so this is good for me."
Ashley touched his arm gently.
"How could a man like you not be scooped up right away?" she asked.
Tom feigned sorrow by looking at his drink as he turned the glass in his hand.
"It's me. I just need to get back in the game."
"And here I am worried about my problems," she said. She let her hand linger on his arm for just a moment. Tom's cock began to push against his pants beneath the table. "She's got me so damned horny that if she touches my arm again, I'm liable to cum."