The Bet Ann After The Divorce

ANN AFTER THE DIVORCE

PART 9 OF THE BET

CHAPTER 1

Ann and William Jarrett had divorced a little over 2 years ago when William found out that Ann had been fucking their own son as well as their son's best friend. William just wanted as far away from the whole mess as possible, so he had given up a lot just to get the divorce over as quickly as possible. He now lived in DC with his new girlfriend. Ann still lived in the house she had gotten in the divorce. Their son Billy was now a junior in college. Ann had finally realized how badly she had screwed up and stopped fucking both Billy and his friend Don. She had been going to a therapist to try and wrap her head around why she would do such a thing. Her and her friend Donna, Don's mother, had drifted apart also and were no longer friends, although they were cordial and spoke when they saw each other. So Ann really had no friends to speak of at the moment. She and Billy had talked and come to an understanding that she would be going back to being his mother and not his lover. He was also going to therapy.

Ann had never worked much. Just a few part time gigs when she was younger. Fast food, cashier, stock girl at Wal-mart, that type of thing. She had always relied on her looks to get men to take care of her. And she had the looks to do it. She had always been a very beautiful woman. And still is. But after the divorce it had become necessary for her to seek employment. She had gotten some money in the divorce as well as the house, but it was dwindling. She had no training for anything, no experience, and no skills. So she was getting worried. She applied at several places but none of them even called her in for an interview because she didn't have the qualifications. So she took a job waitressing at a local steakhouse. It didn't pay much but she got pretty good tips. She hated it. But one evening a man from the law firm where William used to work came into the restaurant with his wife. Ann had met him on a few occasions when she and William were still together. His name was Jack Armstrong. His wife is Georgia. Georgia was about Ann's age, which is 39, but Jack was a good bit older, probably around 50. Ann had always assumed Georgia had married him for his money. Jack said he had heard about the divorce and expressed his sorrow. As they talked a little while Ann was serving them she told him she hated this job but it was all she could find with no experience. He told her to come to his office, that perhaps they could find something for her there.

"Really!? That would be great! Like what?"

"I don't know. Bookkeeping, filing, secretary, I'm sure we can find something for you. Me being an old friend of William's and you being his ex-wife, I'd love to help out."

"Thank you so much. I'll do that."

"Call my secretary tomorrow and set up a time to come in."

"I will. Thanks again."

He left her a $50 tip when they finished their meal and said he was looking forward to talking to her.

CHAPTER 2

Ann called his office the next day. His secretary said he had told her to be expecting a call from her. After checking his schedule she told Ann that she could come in the next day at 2 PM if that suited. It did.

Ann dressed to look professional. She wore a conservative dark green dress that came to her knees, pantyhose, and black shoes with heels but not high heels. She pinned her hair up on her head. She put on a little make-up to enhance her looks, lipstick, and a light perfume. She wore fake diamond earrings and a fake pearl necklace that hung down in the open top of her blouse. All in all she looked very nice. Quite business-like and quite pretty.

When she got to Jack's office his secretary told her to have a seat and Mr. Armstrong would be right with her. She was an older lady, maybe 60, still attractive, and very professional. Ann sat and looked at a magazine while waiting. It wasn't a long wait. Mr. Armstrong called her in about 10 minutes later. She went in and extended her hand for a handshake. "Thank you for seeing me so quickly, Mr. Armstrong."

He clasped her hand and said, "Please, it's Jack. I feel like we're old friends. Have a seat." He spoke on the intercom to his secretary and told her to hold all calls and clear his schedule for the rest of the day. He pushed a button on a remote that closed the blinds on the front of his office.

Ann sat in a chair in front of his desk. They chatted a little about her ex husband, Ann's son, and his own son, who was also in college. Then he asked, "So. What is it exactly that you're looking for?"

"Well. I don't really know. I mean, I don't have any training for any one thing. But I'm a fast learner and I'm willing to do whatever is necessary. So I'll take whatever position you have available."

"I see. And what is that folder you have there?" Ann had come in carrying a folder.

"Oh. This. Well. it's a resume I typed up. But I'm afraid it's not a very good one. It just lists where I went to school, previous jobs, and such. I'm embarrassed to say I haven't done much. Or had any schooling beyond high school."

He got up and stood behind Ann's chair. "Okay. Well, let's have a look."

Ann opened her folder and showed him the resume she had typed up. It listed the grade school, middle school, and high school she had attended. It listed her previous employers, McDonald's, Food Lion, and Wal-Mart. As for strengths it said, kind, courteous, loyal, and honest. For weaknesses it said math, and budgeting. There were other things in it but nothing of significance. Jack looked at it, handed it back to her, and said, "Well, there's certainly not much there that would be helpful in a law firm." He put his hands on her shoulders, "Ann, I like you. Always have. When you came around with William I always thought you were a lovely, polite, delightful woman. And I still do. And for that reason I'm willing to make a place for you. If you still think you might want the job."

"Yes. Definitely."

"Good." He massaged her shoulders as he spoke. "Ann, I need a personal assistant. Would you be interested in a position like that?"

"Yeah. I'll do about anything. What would that involve?"

He pulled a chair over in front of her and sat down. "Well. You wouldn't be working here at the office. Doing other stuff for me. Maybe at my home sometimes. It may involve some travel when I go out of town. All kinds of stuff."

"I have nothing holding me at home now. Billy's away at college and, well, you know William's gone. What would that position pay?"

"Well. That's negotiable. But I guarantee you it will be worth your while. We'll discuss that more after we see how it goes."

"Oh. Okay. When can I start?"

"I think right away would be appropriate. If you're available."

"I'm all yours."

"Wonderful. I think the first thing we need to do is let your hair down. After all, this is an informal position, being my personal assistant rather than an employee of the firm." He stood behind her once again and undid the clasp holding her hair up on her head, letting it tumble down around her shoulders. "You can dress much more casually."

"Oh. Okay." Ann was a little puzzled at him letting her hair loose like that, but was glad she could dress casually.

"Now. Let's discuss what your duties would be. You'd be doing things for me personally. Not the firm. He was still standing behind her and put his hands on her shoulders again. "Are you alright with that?"

"Sure."

"Good." She wondered why he was rubbing her shoulders. His hands slid down from her shoulders onto her arms, and back up, then down onto her chest a little ways. "You may be doing things here at the office sometimes, or maybe at my home sometimes. Different places and different things. Does that sound suitable?"

"I don't know. What kind of things are we talking about?"

He sat down on the chair in front of her again. He slid his chair up closer. "Ann, do you want this job or not? I told you it was as my personal assistant."

"Yeah. I mean, I guess. I need the money."

"Okay. It's yours if you want it." He put a hand on her knee. "But you have to be willing to do whatever I need done. Okay?"

"Okay. But what....

"Shhh. No questions. I'll tell you what I need when I need it."

"Okay."

"Good. So. Are you ready to get started?"

"Yeah. I guess."

"Wonderful. Can you take dictation?" He stood and got a pad and a pen from his desk and handed them to her.

"No. I've never done that."

"That's okay. Nothing to it. I talk, you write. You can just make notes and type the whole thing up later."

"Okay." He stepped behind her and put his hands on her shoulders again. He massaged them as he talked. Just write down what I say. Some of it will be just reminders to myself, parts of it will be what I would use in court. His hands started sliding downwards as they had done before. Ann was uncomfortable with that but didn't stop him as she needed this job really badly. She figured if she had to let a dirty old man cop a feel occasionally to get a paycheck, she could live with it. She continued writing as he talked. His hands were near her breasts and still descending slowly. He took the necklace hanging on her chest in his fingers. "That's a pretty little necklace." As he said this his other hand brushed lightly over her breast. She didn't like it, but tolerated it.

He went around and sat at his desk, which relieved her. But he said, "Ann, come around and stand by me as I dictate." She went and stood by his chair.

He started talking about what sounded like a case he was working on. Ann had the sneaking suspicion this was not normal. She knew from William that lawyers these days used dictaphones and electronic recording devices instead of secretaries taking dictation. But she knew Jack had created a position especially for her so she did it gratefully. Jack continued talking and she continued writing. The case he was talking about was about a mother who had sex with her son. He was saying the penalty in this state for incest can be anywhere from 5 to 20 years. He said, "I don't really want to prosecute this case but I'm bound by law to report what I know. I first learned of this criminal act from a former colleague. Ann felt a hand on her leg. She stepped away. Jack continued rattling off statute numbers, and penalties. Ann was starting to realize that he was talking about her. William had told him!

He got up and walked around as he was talking. Then he came up behind her. She felt his breath on her neck. Then she felt his hands on the back of her neck. His hands came around and cupped her breasts. She stepped away quickly and turned. "Jack! What the hell are you doing?"

"I told you that as my personal assistant you would have to do personal things for me. Right now one of those things is to let me see that gorgeous body of yours. That's all. I just want to see you. I've admired you for quite some time. I always felt that William was an extremely lucky man to have such a beautiful wife. A trophy wife, if you will. So all I want to do is look at you."

He was blackmailing her. And she was powerless against him. She felt trapped. She didn't want to go to jail. But she didn't want to be mauled by Jack Armstrong either. She froze.

"I just want to see what I'm working with. Resume your dictation." He started talking and she started writing. He took the zipper tab on the back of her dress and started sliding it down. When it got down to her waist the back of her dress gapped open. As he continued giving dictation his hands roamed up and down the bare skin of her back.

She stepped forward and tried to get away. "Please. Don't do this."

He stepped behind her again and continued, "In all but a very few cases the perpetrator of these incestuous acts have been sentenced to time in prison." Shortly she felt his hands at her shoulders pushing the sides of her dress downwards. She reluctantly let him slide the sides over her shoulders.

"Jack."

"Shhh. Just keep writing." He slid the dress down her arms and it stopped at her elbows, but that was enough to uncover her breasts in a white bra. Ann has pretty large breasts so she never goes braless. He reached around and cupped her breasts in his hands.

She stepped away. "You said you just wanted to look."

"Yes. You are right. I did say that. Sorry. Now, let's resume. Write. As I was saying, The perpetrators of these incestuous acts almost always serve prison time."

He stood behind her again and started where they left off. As he talked and she wrote he took her left hand and took the pad from it so he could pull her arm and hand free from the dress. He handed her the pad back and took her right hand and did the same. Her dress was now at her waist. He ran his hands up down her bare arms. He ran his fingertips over the bare skin of her back. He walked all around her and admired her from the front and the back. He then stepped up to her back again and put his hands on her hips. He continued talking and to Ann it sounded like he was just making up stuff to say. And she thought he probably was. Just to keep up this charade. But she had decided she would let him see her in her lingerie to stay out of jail. So when he started pushing her dress over her hips she let him. Her dress fell at her feet and she stood there in a slip, a bra, and panties, a matching set. Nothing sexy, just ordinary, everyday underwear. She heard Jack mutter "Wow!!" She didn't write that down. They continued. Jack's hands went to her waist again and pushed the slip down over her hips. It was elasticized at the waist so he had to lean over and push it all the way down her legs. When he stood upright again he said, "Holy shit!" She didn't write that down either. He talked and walked around her. She blushed and avoided looking at him. As he walked and talked he reached out and touched her back, her belly, her arms, her waist. He stopped behind her again and put his hands on her shoulders. They slid down to her bra and very quickly unhooked it. She raised her hands to her chest to hold the bra on.

"Whoa!!" She stepped away and turned towards him again. "You didn't say anything about that!"

"I said I want to see you. To look at you."

"I didn't know you meant completely naked! I thought you meant in my underwear."

"I never said that."

Ann stood there silent. She realized he was right. He never said in her underwear. Besides, what choice did she have? She stood still again.

"Move the hands, then." She reluctantly and slowly took her hands away from her breasts. The bra hung loose but stayed there covering her breasts as it had straps over her shoulders. Jack stepped forward and reached up to slide the straps down. As it came down her arms she again brought her hands up to cover her nakedness. "No, no," Jack said. "Move the hands." Ann reluctantly and slowly lowered her hands. She felt her face burning with embarrassment. When her breasts were in plain sight Jack said, "Jesus. They're enormous." Ann was proud of her breasts. She thought they were her best asset. They were 36 C's. But as proud of them as she was, she was also ashamed and embarrassed to be standing there in front of Jack Armstrong practically naked. All she had on now was her panties. Thankfully she had worn very conservative ones today instead of her 'naughty' ones, as she called them.

"Continue your work," Jack said. He resumed rattling off a bunch of horseshit for her to write down. He walked around and around her, gawking. She felt so degraded. So dirty. Almost like a prostitute. Here she stood, practically naked, letting a man ogle her and touch her to avoid getting in trouble. She summoned up all her courage and decided to see this thing through. She could let him look at her, then go home. He walked around, he reached out and let his fingers touch her. Her back, an arm, a breast, her butt. He cupped a breast in his hand and fondled it. He rolled her nipple between his finger and she was ashamed when it hardened.

She stepped away again. "You said you wanted to look. You didn't say anything about touching."

"Changed my mind." He stopped behind her again. She tensed up when she felt his hands at her waist, as she knew what was coming. She wanted so badly to put a stop to this. But she knew she couldn't. So when he put his fingers in the waistband of her panties and started pushing them down she let him. He stopped when they were just below her butt cheeks. He ran his hands over her butt and cupped her cheeks in his hands.

She stood there, mortified. Letting this man, this pervert, fondle her. She felt so degraded and so dirty that she wondered how she would be able to even look at herself in the mirror. Jack had now dropped to his knees and was kissing her ass cheeks as he pushed her panties to her ankles. He stood and reached around her to fondle her breasts. He felt her tits with one hand and let the other wander down her belly to the patch of hair between her legs. He inserted a finger into her vagina and started working it in and out. Ann felt her body responding against her wishes. She wasn't enjoying it but her vagina was starting to get wet. Jack took her hand and pulled her around his desk. He sat down and told her to stand in front of him. He leaned forward and kissed her belly. He reached around and cupped her ass in his hands, He slid his mouth lower and lower towards her cunt. He kissed her pussy lips. He ran his tongue up and down her slit, making her start to leak. She stood stock still, rigid. He kissed and licked at her pussy for a minute. Then he sat back, unbuckled his pants, and slid them and his underwear to the floor. His cock was hard. He looked up at her and said, "Suck it."

Ann was horrified. She didn't want to do that, but what was the alternative? She slowly got on her knees between his legs. "Well? What are you waiting for?" he asked. When she started leaning forward he said, "Wait. Titty fuck it first. I want to feel them big ole titties wrapped around my cock." Ann hesitated. "Do it!" he said. She leaned in and took her breasts in her hands and squeezed them together around his cock. She started moving up and down. After a minute he said, "Okay. That's enough. Now suck it." Ann did as she was told. She leaned forward and put her lips around his cock. She thought to herself, 'At least I can tell everybody that he's got a pencil dick.' Almost as soon as her lips touched his cock he started cumming. She pulled her mouth away and he shot all over her face and in her hair.

"Well," he said, "That was a pretty good start to your new job, don't you think? "Maybe tomorrow I'll fuck that pretty ass."

'Tomorrow?' she thought.

"Why don't you wear something sexy tomorrow? Maybe a miniskirt?"

She was about to say something. Then it hit her. She had thought that at least she could tell everybody that he had a pencil dick. But telling everybody was not really an option. But something else was. "I think maybe tomorrow before I come in I'll visit your wife. After all, I have been to your house before, so I know where it is. I'll check with your wife and find out what kind of things you like to do. What do you think? You think she'll tell me, or will she take everything you have in the divorce? Which I suspect is quite a tidy sum, considering that mansion you live in."

"Go ahead. She'd never believe you. And what about the incest? I know everything."

"I think she would believe me. The look she gave you in the restaurant when you told me to come in for an interview tells me this wasn't the first time." She reached up and indicated some of his sperm in her hair. "And I have DNA to prove it. All you have is hearsay. So. What's the old saying? 'I won't tell if you don't'? I guess we've both got a secret."