Someone is Always Listening Ch. 01

Someone Is Always Listening.

Chapter 1

Jack was driving home from work on the expressway stuck in traffic, nothing new for him. He worked as an accountant. He didn't like his work but it paid well. His hours were perfect for hitting traffic in the morning and in the afternoon. Jack would often go into auto pilot when stuck in traffic and let his mind wander and it usually would make its way to sex, not always directly but inevitably it always did. Lost in a fantasy that he was really a girl, a slutty submissive house wife with strawberry blonde hair, big blue eyes a petite build with...... HONK!. The sound of the horn behind him roused him from his daydream and saw that the traffic had started to move but he hadn't. Jack pushed his foot on the gas and gave an apologetic hand gesture to the car behind him.

Pulling into his driveway the motion sensor lights blinked on from the garage overhead. He let out a sigh and turned off his car. It was already dark outside just past 6 pm. Jack grabbed his bag from the passenger seat took his coffee cup from that morning out of the cup holder in center console and opened the car door. He fumbled with his keys to the front door as it swung open. "daddy!' a little voice yelled as his waist was hugged by his five year old daughter Gwen.

"How is my little angel?" Jack asked scooping her up into his arms as he closed the door behind him with his foot.

"Your late," his wife Mia called out from the kitchen.

"Sorry love there was terrible traffic," he called back plopping his daughter on the floor as she continued to play. Jack put down his bag and tossed his keys onto a small table by the front door. He could smell food in the air, his stomach growled.

A few hours later, Jack was sitting on his couch halfway through a bottle of red wine. It was Friday night, and he needed to unwind and forget about work and all the stress in his life. His wife and his daughter both went to bed early, they had a flight to catch in the morning. They were going to Florida to visit Mia's mother. It was his daughter summer break from school. Jack's boss, Mr. Penski wouldn't let him take the time off, he was a jerk. Mia especially didn't like him after an incident at the Christmas party months back. My boss convinced my wife after a few minutes of persuading to give him a kiss under some mistletoe and when she reluctantly agreed, he shoved his tongue into her mouth and slid his hand up her dress. She was obviously pissed but kept her calm not wanting anything to happen to my job. Since that night Mr. Penski has been extra rude and abusive to me. Not letting me take time off was just the most recent example.

All the more reason to get a little drunk tonight Jack thought to himself as he poured another glass. Jack spent most of the evening flipping around on the TV when he finally finished the bottle of wine, he started to get a little horny so he turned off the TV and sat down in front of his computer. He browsed through a variety of different porn. When watching and stroking his below average cock he thought about what it would be like to be one of the girls he watched. His mind wandered back to where it always did..... what he would look like as a girl. It frustrated him and turned him on at the same time. He had told his wife about his fantasy she was very supportive and even told him if he wanted to transition, she would be there for him. The cost was outrages, lots of surgery and not always a success. If he could just take a pill he would do it in a heartbeat.

"fucking hell," he said out loud to himself.

"if any god's, goddesses or whatever is out there can hear me I wish, I wish I was a girl," Jack spoke into the open air half praying and half out of frustration. He felt a chill breeze across the back of his neck causing the hair on his arms to stand on end and sending a shiver sown his spine. A wave of feeling spread through him, nothing he had ever felt before. "must be the wine," he told himself as he stood up and rubbed his arms walking over to the window that was open just an inch or so to get some fresh air inside. He could hear the wind in the air as he closed the window. The wind whistled giving off a sound that almost sounded like yessssssss...... Jack stumbled through the house his vision blurry, feeling disoriented making his way to his bed. Falling onto the mattress, his eyes closed and he was asleep in seconds.

The sun poured through the bedroom window Saturday morning.

"aughgg" a yawn from under the covers as feet kicked out from the bottom of the sheets on the bed. Rubbing her tired eyes Jill stepped out of bed and stretched her arms high above her head. She smiled feeling the sun on her face. The house was quite as her husband and daughter had left early that morning for Florida. Something crept into the back of Jill's mind something was off maybe it was a dream? She thought to herself. Pieces of the dream were coming together as she thought and tried to remember. Then in an instant it was gone, she couldn't even remember what she was searching for in her mind. She shrugged her shoulders and padded across the wood floor of her bedroom. She stopped in front of the long mirror attached to the back of the closet door. She stood and admired her naked body for a moment.

At thirty she still looked just like she did when she was 20. Her perky C-cup breasts still were just as perky. She turned and looked at her butt from the side. Yep, still nice and firm she giggled bouncing on her toes causing her perfect little butt to jiggle. She smiled and skipped across the room to the bathroom.

The house had small sticky notes scattered about. Reminders and love notes from Mark, Jill's Husband. He had left early this morning to catch his flight with their daughter, Gwen. Some notes were simple, "I love you" others were "don't forget to do......" Jill had a terrible memory, was pretty gullible and also kind of naïve. So, Mark had woken up a few minutes extra early to write down some notes and stick them where he knew that Jill wouldn't miss them. He was going to be gone for a few weeks so he wanted to make sure that the simple things that she always forgets that he reminded her to do, were covered. Mark often called her, his little blonde bimbo, in a joking way of course. For one she wasn't blonde, strawberry blonde close enough. Two, she wasn't dumb she was just.... Just Jill.

It was a sunny Saturday morning, and Jill was very happy to be home and not working. Just thinking about having to go back to the office on Monday and deal with Mr. Penski filled her with anxiety. She took a deep breath and said out loud as she often did when thinking about work on the weekend.

"Jack live in the moment your not...." she stopped speaking halfway into her mantra. Jack? She giggled why did she say that name that isn't her name, its Jill. She shook her head and tried not to think more about that.

Continuing with her day Jill happily walked out of her bathroom and started to get dressed for her morning jog. She pulled on a white sports bra that was on the small size. She pulled open another drawer on her dresser knocking off one of the sticky notes as it glided to the floor. She didn't even notice it, the note landing sticky side down with the words "Don't forget underwear!". She did forget as she pulled up her matching white leggings that fit her like a second skin.

Jill stopped jogging and started to walk. Her cool down. She walked for a few minutes and could see her house from down the street. She took a sip of water from her bottle and put the cap back on. Her next-door neighbor Jim, was outside washing his car as she walked by his house.

"Hey Mr. Stone," Jill called out stopping at the end of his driveway. Jim looked up from what he was doing and a big smile came across his face. Now, a little bit about Jim Stone. He lived next door to Jill and Mark. Everyone on the block despised him, except for Jill. He was older in his late sixties. Retired no one knew or cared what he was retired from but he seemed to live comfortably. He was rude and grumpy to pretty much everyone, again except for Jill. But most of the time he was a huge jerk.

To Jim Stone, Jill was the perfect female specimen. She was pretty but didn't think she was gods gift to the world. She was petite just over five feet tall, had freckles that scattered across her nose and the top of her cheeks. Her long strawberry blonde hair, her big bright blue eyes. That perfect ass that begged to be squeezed. The cherry on top, she loved baseball. Jim didn't think there could be a bigger wet dream then his hot little neighbor.

"Good morning sunshine," he said standing up straight and stretching his back. Jill smiled and walked over.

"what are you doing up this early you dirty old man?" she said in a bubbly way.

"who you calling old?!" Jim whipped back. Jill laughed when he was grumpy unlike everyone else.

"I always wake up early, and have been for the past 45 years. Why I'm in such good shape," he said looking Jill up and down. Her clothes were stuck to her like a second skin. The sports bra she wore as well as her leggings, not to mention the fact that they were white and slightly wet so almost transparent. He could easily make out her nipples through the material of her top. Fuck she is so hot, he thought to himself as he rubbed his cock through his sweatpants.

"You're in good shape? What makes you say that? The six beers you drink every day?" she said joking and smiling.

"I did more push-ups this morning then you could do in a week sweet cheek's," he said giving a sly grin.

"Yea fucking right, look at that belly the only push up your doing is off the couch," Jill quipped back. She was very competitive and for some reason Mr. Stone always got her fired up. Mark had written a note saying as much and not to hang out with him. Mark really did not like Jim, he heard and saw the conversation they had. He knew that Jim lusted after his wife.

"How about a bet then young lady. I bet I can do more push-ups than you," he said pointing his finger at her.

"You're on old man," she said quickly without thinking. Jim smiled to himself; he had been doing pushups every day since he could remember. He was in the marines a long time ago and it stuck. He would wake up and do fifty pushups first thing each morning.

"Alright come on inside were doing this now," Jim said giving her ass a spank. Jill yelped and her face went flush.

"watch it," she said still smiling, quickly following him.

"oh I was darling," Jim said walking away

"So, what do I get if I win?" he said stopping in his kitchen and opening the fridge to take out a beer. He popped the tab on his beer, the can fizzed as he brought it to his lips to take a sip. Jill stood scratched her head trying to think of something.

"Ok if I win, I get to drive your convertible for the next week. Whenever I want," she said smiling. She knew he loved that car. He mumbled something under his breath.

"Fine. If you're going to be like that, I want to take a picture of your perfect little ass," he said grinning. Jill didn't seem to be even listening to what he requested if he had won. She was only thinking about beating him.

"You're on! I'll go first!" she said quickly getting into position.

"Ok count as you go," Jim said staring down at her and adjusting his crotch. He was thinking about what position he wanted her to be standing when he won.

"27.... 28 ughhh.... 29.... 30," but then she stopped and fell onto the floor under her.

"Alright honey not bad, thirty is respectable but you're still going to lose," he said slowly getting into position himself as Jill stood up.

He was like a machine. it seemed like doing a single pushup to him was just like taking a breath. It didn't take long for him to get to thirty. He smiled looking at the floor under him "this is a great day" he thought to himself as he did a dozen more before stopping and standing up brushing his hands together.

"Well looks like I won," Jim said with a big grin. His belly sticking out in front of him as he picked up his beer standing on the table next to him. Jill felt a strange sensation in her stomach, like butterflies. Then a warmth that spread from her belly down to her pussy. She bit her lip and squeezed her thighs together. "What is this feeling" she thought in her head.

"Why don't you turn around and peel off those leggings nice and slow for me," Jim said leaning back against the fridge door. Jill just nodded and turned around. She wasn't thinking, it was as if she was on autopilot. She grabbed the top of her leggings and slowly dragged them down over her ass then stopped about halfway down her thighs she put her hands on the table in front of her and looked back over her shoulder at Jim.

"T... this is just between us right?" she said looking at him. His eyes were glued on her perfect ass, now on display in his kitchen. It was better than he imagined all those times. She had a small tattoo, right above her ass. Looked like a flower maybe. Her cheeks on her face were flush. "What was she doing?" she thought to herself but still didn't move.

"Holy shit. You have such a sweet ass," Jim said taking a few steps closer to get a better look. He crouched down behind her and put his right hand on one of her cheeks. Spreading out his fingers and cupping the entire cheek.

"Nice tattoo.... I didn't know you had one," he said sliding his hand up her ass to run his fingers over that small tattoo.

"i... i got it a long time ago," she said still feeling that tingle and heat in her pussy and her belly. Jim smiled and stood up taking out his phone. "God damn I can't believe she didn't say anything when I touched her ass.... I don't want to get carried away and lose this opportunity," he said in his head.

"No panties Jill? What are you trying to do to this old man? Fuck.... Your ass is perfect," he said opening his phone and turning the camera on.

"I forgot to put them on. I'm sorry. Is... is my ass really that nice?" she asked biting her lip and squeezing her thighs together again.

"Oh yes baby. It is," He said taking a picture of her just like that. Her ass on display and her looking back over her shoulder. It looked like a playboy picture.

"Now bend over onto the table and spread your legs a little for me baby," he said pushing his luck as he snapped a couple more pictures. Seeing what he could get away with.

"Ok... I don't know if Mark would like me doing this?" she said, Pushing her chest against the wooden table and spreading her legs slightly. Jim moaned and grabbed his cock through his sweatpants which was now rock hard.

"Fuck yes that is perfect stay just like that," ignoring her question and taking a few more pictures. He could see her pussy just poking out a little between her legs like this. Her ass looked amazing. He had to stop himself from taking his cock out and walking up behind her. If she was this gullible, he had to be patient.

Jill wanted to reach down between her legs and feel her pussy. She was so turned on and she didn't understand why. She wasn't attracted to Mr. Stone; she was married to a handsome, intelligent man. But her pussy was on fire she couldn't help but reach under her body and feel her smooth pussy. She ran her hand down her silky-smooth skin till she cupped her sex and let out a small moan. Jim was busy taking pictures and playing with his hard cock though his pants.

Jill could hear what sounded like laughter in her head. She shook her head and cleared her mind. Realizing what she was doing. She quickly pulled her hand away and stood up. Pulling her leggings back up over her butt. She turned around to see Mr. Stone rubbing his crotch staring at her. Her face turned bright red.

"Ok you got your picture," she said watching as he smiled and tuned off his phone nodding. Not caring or trying to hide his erect cock straining against his pants.

"I want to make another bet!" Jill said suddenly. Jim was taken back.

"Ok sweet cheeks, what's the bet?" he said tilting his head to the side.

"I bet the Yankees win tonight against the Dodgers," she said, wanting, needing to win at something.

"You're on. What do you want if you win?" he asked, curious.

"First, I want to still drive that convertible, whenever I want for the next month! And you have to buy me Yankees tickets. Good seats!" she said pointing in the air like an exclamation point.

"Fine fine fine but if I win. Since you're kicking it up a notch. I want a photo shoot and a blow job," He said smiling and letting out a little laugh. Jill stood and dropped her jaw. You could see the gears turning in her head.

"A... a blow job and a photo shoot?" she said thinking and speaking at the same time. She didn't think Mark would like any of this. She was about to say something but then her mind went blank. Wait what was she just about to say it was important right?

"Yes, that right little lady," Jim spoke interrupting her thoughts.

"So? Do we have a bet?" He said smiling to himself.

The bet that's what I was thinking about. You're the worst Jill. She said in her head remembering that she was going to agree to the bet obviously. Her Yankees would never let her down.

"Yea we have a bet!" Jill said confidently.

An hour or so later Jill was in the shower thinking about this morning. The hot water cascaded down her body and ran across the tile floor of the shower and into the drain in the center of it. Her hands slowly rubbed her breasts as she thought about showing her ass to Jim. What was wrong with her? Why did she let him take pictures? And he groped her ass too? Oh god did he get a picture of her hand on her pussy? Thinking about all of this turned her on so much. She couldn't understand why. She found herself leaning against the shower wall two fingers pushing in and out of her tight and now very wet pussy. Moaning as she thought about Jim jerking off looking at the pictures. Was he going to show his friends? Tell them what a dumb slut she was?

"fuck!" she yelled cumming. Pushing her fingers deep. She slowly slid down the wall till she was sitting on the floor the shower, water streaming down her face. Why am I thinking like this? This should not turn me on. She stood up and turned off the shower on shaky legs. Grabbed a towel and stepped out of the shower. Even after masturbating in the shower and knowing that she shouldn't have these feelings..... she was still horny.