SIDE Jack and Dana

Day 72

Officer John "Jack" Donnelly entered the chief's office. The chief was busy typing at his computer and looked up for a moment and nodded for him to sit down. After a minute the chief stopped typing and sat back in his chair.

Before he could speak Jack said, "If you need me to train the new officer that's fine." he spoke gruffly with a slight Northeastern accent.

"No John it's not that, it's your vacation time. Ten years and not one vacation. Every year I have to pay your three weeks at triple pay since you didn't take any vacation hours. You have three years to take them but you never do so they stack up til I have to pay them out. I have had enough trouble with the budget this year already and now the town wants me to hire three new officers because of the terrorist threat. I can't pay for one much less pay you for vacation time you never take. So do me a favor, do the department a favor and take the three weeks owed you from two years ago so I don't have to pay it out in the next quarter's budget." The chief looked and sounded a bit frazzled.

"Ah, but Chief, what would I do? I got nothing but the ****. I..." Jack said.

"Look the new officer will be here on Monday, Owens can train her. She deserves the opportunity, after all, she has done a lot around here lately. Besides I still need to find the money to pay our new recruit. And part of that is you actually using those vacation days before I have to, by rule, pay them out to you." The chief was waving a finger as he talked now, that was never a good sign.

Jack wiped his brow and began to plead his case why he couldn't go on vacation right now. A million reasons flashed through his mind but before he could say anything the chief cut him off.

"Go back to Boston and visit some old friends. Go to a game, there must be something you want to do besides work. Hell, sit in your recliner and drink beer for three weeks. I don't care what you do, just get those vacation days off my books." The chief adjusted his thick glasses and turned his attention back to his computer screen. Jack knew that he had been dismissed and left the office dejected.

Day 75

Jack lifted the bottle of Kilian's to his lips and lifted it high in the air, draining the last few drops of the beer. "Go back to Boston" he laughed to himself. He had been a beat cop there until he was 35. That's how long it took for his marriage to his high school sweetheart to fall apart under the strain of being a city cop. He had an up and down career and had never made detective. With the divorce he decided to move far away and start over again, that is how he ended up in this quiet little town 20 years ago. He had thrown his all into being a good cop, at least a better one than he had been in Boston. He had had no time for relationships with women, nor had he sought them out. Things had ended badly with his ex but she was still the only one for him. Now as he sat in his beat-up old recliner and watched the Sox he wondered if he should have maybe done things differently. That's when the doorbell rang.

Jack peeked out the window, it was as far away from the door as he could get and still see who was at his front door. Old habits of wariness had never quite gone away from his days when he worked in a city where being a cop was dangerous. It was Officer Julie Owens, she was in civilian clothes and was looking around waiting for him to answer the door.

Jack opened the door and Julie opened the screen door, "Jack," she said and gave him an uncharacteristically friendly hug." It wasn't that Julie was unfriendly to him but they had always been colleagues and nothing more. Jack had trained Officer Owens when she joined the town police a decade ago and he knew her well. She was tall and solidly built and although Jack tried to avoid thinking about it had a body that many men would die for. Jack never asked but he had always suspected that Julie was a lesbian and as a result had for that and other reasons never made a pass at her. Today she stood before him wearing a top that was more provocative than anything he had ever seen her in before during routine get-togethers and she seemed to be straining to pop out of that top.

"I know you must be hating having time off Jack so I wanted to come over and invite you out." She said with a hopeful smile. "I thought we could go to Vic's, you've told me you like that place before. And we can talk about all the things you might do with your time off. Come on, dinners on me."

Jack was very surprised by this. Owens had always been a solid cop and very dependable in her duties. But he had never thought of her as a possible friend outside of work,. In fact, he thought, he didn't HAVE any friends, just work.

"Ah, ok," he said stepping back and letting Julie in. "Sit down and I'll get changed into something more presentable," he said as he went back to his bedroom to change.

Vic's Place was a little more crowded than usual for a Monday night, There was a definite influx of government people in the area since the bomb went off. They briefed the department weekly but didn't seem to be paying any special attention to Jack's little corner of the world.

Jack couldn't get over how Owens, no Julie, looked. She looked more like she was out on a hot date than trying to cheer up an old friend. Or maybe he just hadn't paid that much attention to her out of uniform before. They chatted about work while waiting for a waitress.

The waitress was new, Jack went to Vic's semi-regularly and had never seen her before. She looked like a college kid so this was probably a summer job. Her nametag said Dana and Jack had to blink as he looked at it. 'They didn't make 'em like this', when he was that age he thought to himself. She was no rival for Julie but Dana had large breasts right under that name tag and she wore a thin white top that allowed Jack to see the black bra she was wearing under it. "If only I was twenty years younger," he thought to himself, then corrected himself, more like thirty years.

Dana took their drink orders like it was her first day, which it probably was. Through her bumbling chatter, she seemed to be flirting not only with Jack but also with Julie. Was she nervous or just fishing for a tip? Either way, Jack felt more excited than he had in some time. He hadn't been with a woman in over ten years.

The night was pleasant and Jack was soon glad that he had allowed Julie to take him out. When Dana returned he ordered his usual and looked past just her breasts. He noticed that she was a stunningly good-looking young woman all over. Almost as tall as Officer Owens, she had a supple body to go along with her large breasts. Dana's hair was long and blonde and her skin very fair. She was still flirting with both Julie and Jack as she took their orders.

As the meal was winding down Jack asked, "How's my replacement doing," his voice was half sarcastic half hurt.

"Don't be that way Jack, she is so green you'd lose her in an open field. Don't worry she isn't replacing you any time soon." Owens replied.

Jack raised an eyebrow, "Maybe she's replacing you and you're replacing me?"

"Are you kidding?" Julie replied. "The chief has me going over applications whenever I get ten minutes to myself and other departments are snatching them away before I can follow up. Right now every town within a hundred miles of Springfield is paranoid about when the feds are going to get bored and go home. The town council is talking about 'sleeper' agents like they really believe that a bunch of college girls nuked Springfield." Julie nodded to Dana who was bringing drinks to another table. "What do you think of her? Does she look like a dangerous terrorist to you?"

Jack cleared his throat, thinking about Dana made it suddenly dry, "I can think of a lot of things when I look at her but she's not dangerous." Julie quirked an eyebrow at how Jack had said 'a lot of things' and laughed.

Dana had dropped off the drinks and walked over to Jack's table, "Would you like dessert, coffee, the check?" She asked.

"Check please," Julie said to her. Then to Jack, she said, "I need to go to the ladies' room before we go." Julie walked off to the bathrooms and Dana went to the cash register.

A minute later Dana returned with the check. As she set it down she leaned in close to Jack and whispered into his ear. "You need to come back tomorrow and see me again. You really enjoy my company. And you think I deserve a nice big juicy tip. Don't forget to come back tomorrow." Then the new server left to attend to other customers.

Owens soon returned and after looking at the bill took out some cash. After she set down the money Jack laid a twenty-dollar bill on top and said, "I got the tip."

Julie looked at it and frowned, "That's too much Jack." she said.

Jack just replied, "Naw, she deserves it." and got up to leave.

Day 76

The next night Jack showed up in his uniform. It was the best thing he could think of wearing since he believed that women loved a man in uniform. When he sat down he was disappointed when another new waitress came up to the table and took his drink order. He had half hoped to see Dana again, he really enjoyed being around her.

He was looking out the big plate glass window he sat next to when a familiar voice said, "Here is your Gin and Tonic master." Jack looked up to see Dana, her bra was blue tonight. She set the drink down in front of him then put her hands together and made a heart shape as she gave a little curtsy. "Kids these days," Jack thought to himself. He was just happy to see Dana and ignored her odd behavior.

Dana then asked, "Do you know what you want?" and gave Jack a lascivious grin. "Or should I get you a menu?"

It took Jack a moment to regain focus on where he was as he thought about what Dana could give him if they weren't in the middle of a restaurant. "I'll have the prime rib," Jack said undressing Dana with his eyes.

Jack had shown up later in the dinner rush, as he usually did. His meal was fantastic and the company was even better. He was just wondering about what he might eat the next night when Dana returned.

Instead of asking if he wanted a check she lowered her body down so she could be eye to eye with Jack and said, "I get out in an hour, want to do something?"

Looking into her pretty blue eyes and seeing her juicy red lips Jack had to wonder if this was real or just his imagination. She gave him a big smile and put a hand on his leg, somewhere between his knee and crotch. "Get me another Gin and Tonic, and I'll wait for you," he said blinking in disbelief.

An hour later he was standing outside as Dana pulled up in her car. "I'll follow you home," was all she said before pulling up to the exit from the parking lot.

Jack got in his car and left the restaurant, Dana followed closely behind. Jack wondered what he had done to earn this karmic reward and after a few blocks decided to just stop thinking about it and accept it. If he had been twenty years younger he would have fucked the girl the first night he met her, that was one of the real reasons his wife had divorced him. Now after all this time in this sleepy town he was in a bad situation and found himself so hungry for this girl that he was willing to do the wrong thing.

Not long after that, he was in his living room on the couch with Dana. She had removed her white shirt the moment she walked through the door and was now kissing Jack passionately on the couch. His hands squeezed her breasts and he fumbled with her bra. Before long she was pulling his pants down and stroking and licking his cock.

She got on her knees and worked on it for about ten minutes but it never really got all that hard, one of the perils of being over 50. Still, he came in her mouth and she swallowed it up and gave him a big smile, squeezing his soft member between her velvety soft tits.

Dana got back onto the couch and gave him a loving hug, and sat there resting her head on his chest for a minute. Jack put a hand on her knee then slid a hand up to her black work skirt, moving it up her leg. Jack intended to please her too since it seemed that oral was all he could do for her.

Dana popped her head up off his chest and smiled. "It's ok, I had a great time," she said. And with that Dana gathered up her bra and swiftly put her shirt back on. She blew Jack a kiss as she walked out the door. Jack looked at the clock, he had left Vic's barely thirty minutes before.

DAY 77

The next afternoon Jack was in his living room on the phone with his doctor's office. "I have a regular appointment in two months but was wondering if I could see him before that," Jack said when someone finally picked up. He was on hold when he heard a knock at the door. Jack peeked out of the usual window and saw Dana and another girl outside his door.

At that moment the person on the other end of the phone said, "We have an opening next month, or we could call you if someone cancels."

Jack was walking to the door and had lost interest in the phone conversation, "Yeah, call me if there is an opening." he hit the red button to hang up.

Jack opened the door with a bit of trepidation. "My friend's dad has some of the same... issues, you do," Dana said the moment he opened the door. "And she got a few of these from him," Dana held up a plastic baggie with three little blue pills in it.

Jack had originally thought that Dana looked to be in her mid-twenties, somewhere between 23-26. The girl she was with looked like she was in high school which made Jack hesitate. Dana's friend looked to Jack like a typical young girl, she was pretty but looking at her didn't make him want to break any laws like he did when he looked at Dana.

"Are you going to let us in?" Dana asked pointedly. It was then that Jack notice that she was wearing tight short jean shorts today with her usual white top, and Dana was not wearing a bra today.

Jack took a step back as his gaze fixed on the hard nipples he had fondled the night before. Dana walked right through the living room and into the kitchen, "Where do you keep your glasses?" he heard a cabinet open and close and another open, "nevermind." Jack now heard the faucet running as the new girl sat in his recliner.

Dana walked into the living room with the baggie and a glass of water and handed them to Jack. He took them and Dana walked over to the couch and sat down.

Dana said to the other girl," How long do those things take to work?"

She replied, "About an hour."

"Shit, seriously?" Dana replied.

"Yep," the young woman said.

Dana looked at Jack and said, "You heard her, what are you waiting for?"

Jack fished a pill out of the plastic bag, popped it into his mouth, and chased it with some water.

"There you go, problem solved," Dana said as she patted a couch cushion for Jack to sit on and stretched out on the couch.

Jack sat down and Dana laid her head in his lap like it was a pillow and said, "There might be ways of speeding things up."

The other girl looked at Dana and just said, "I suppose."

Dana flipped over and got into a regular sitting position and then kissed Jack. Her breath was sweet and her mouth was wet and hot but Jack was so nervous that he didn't really respond to her.

Dana stopped and looked at her friend, "Maybe a threesome would be better?"

She replied, "Actually I think I am making him nervous, maybe you two should take this to the bedroom."

Dana got up and took Jack's hand. She led him into his bedroom. He took off his clothes and got on the bed. Dana did a short little strip tease featuring her shirt and shorts since she wasn't wearing a bra or panties. In the light of day, her body was amazing. It couldn't have been sculpted better by the best artist. Dana had fat only where she needed it and muscle to make everything fill out perfectly. Dana climbed onto the bed and began kissing and stroking him.

Less than an hour later Dana was on all fours, panting and calling out, "Yes daddy pound me, harder... yes like that, like that!"

Jack hadn't been this hard in years and hadn't felt the insides of a woman in much longer. His whole world was focused on the hot wet hole his cock was hammering away at. His usual wariness and alertness washed away in the feeling as this woman half his age bucked against him. So it was that he never realized that her friend had entered the room, naked and carrying a Master.

Although Jack felt like he could fuck this girl for hours thanks to the pharmaceutical aid he came the moment that the Master pierced the skin on his lower back. Every drop emptied from his balls into Dana and he stopped moving altogether. Dana pulled herself off of his still stiff member and helped her friend roll him onto his back.

"So why did I have to be here again?" the friend asked.

"Because I can't fit a second Master, even a small spawn like that one," Dana said with disdain. "Also I don't want to have to subdue him alone, he's still hard, mount him."

The younger-looking girl climbed onto the bed and straddled Jack then began to ride his cock slowly. As he entered her Jack regained his focus and was confused since the last thing he remembered was cumming inside Dana. He felt a feeling like pins and needles but rather than being in a leg or arm it was in his head. He felt like it was wrong to be having sex with a possibly underage girl and he tried to say stop but couldn't. He then tried to grab her arm and push her off but wasn't able to move his arm either. His hips did however begin to move under the girl, seemingly on their own.

As the girl slowly undulated on his cock Jack could see Dana out of the corner of his eye. She had her phone in her hand and was doing something with it. She put it to her head and began speaking. "Owens? It's Lana we have got things under control here. How are things going for you?" Owens? Julie? Lana? Jack began to feel a headache coming on, what was happening.

Dana, or perhaps her name was Lana, turned away from Jack and said, "Well can you send the backup team over here then? Emma is fucking him now, and I already did it once. I don't want to have to again, I did my part." Lana sounded like a completely different person from the sweet college coed that had seduced him. Like she was all hard edges and even tougher than Officer Owens. "Fine as long as they don't take all night, we'll keep him medicated. The old fucker couldn't keep it up, hopefully, his Master can do something about that."

Lana hung up and turned, she scowled at Jack, "I hope you enjoyed my pussy old man, you'll never have it again. Although there will be plenty of chances to fuck young girls where you are going, dirty old man." With that, Lana stomped out of Jack's bedroom and left Emma to continue riding him through two more orgasms before another four young women arrived to assist her.