Jennifer

byWhiskeyIsGood©

Note: All characters in this story are over the age of 18-years old.

Hope you guys enjoy this one. I spent about a week working on it, trying to make it as good and hot as I could. I definitely found it hard to avoid getting turned on, just by writing it lol.

Whiskey


*

I woke with a start, startled by a loud banging sound from downstairs. The floor shook from the vibrations, causing me to sit upright in my bed and glance towards my bedroom door. What in the hell, was going on down there? My question was quickly answered, by another loud bang, followed by the yelling and shouting of my parents. I sighed, rolled my eyes and fell back against the mattress again. They were always fighting lately; it was no surprise to me, anymore.

I lay there for a few minutes, listening to the shouting match and piecing together the details, of what they were fighting about this time. The usual, from what I could tell.

Dad had been caught cheating on Jennifer again, for like the third time in the last year and a half; again, that was no surprise. I hated him for what he was doing to Jennifer...she didn't deserve it. Jennifer had been in my life for ten years, acting as my step-mother and she had always been a great person. She could be very strict and sometimes, a bit bossy.

I knew she had the best interests in mind, for me though.

Let me explain...

My real mother walked out on me and my father, when I was only a few years old. From that point, until I was about ten, my dad raised me all on his own. When he met Jennifer, they hit it off instantly and started dating. It was only a few short months before Jennifer had moved in with us and they were planning their wedding.

Dad was about twelve years older then she was, making him 35-years old and Jennifer 23-years old, when they first got together. Age wasn't the only thing against the two of them, though I wouldn't find out about Jennifer's other secrets until later.

I forced myself out of bed and stumbled out of my room, heading down the hallway and towards the bathroom. I could still hear dad and Jennifer arguing downstairs, and things seemed to be heating up and getting much more intense. I was use to it by now...but that didn't mean, that I wasn't concerned. Jennifer sounded really pissed off this time, not that I could blame her.

She had given up a lot in the ten years, that she had been with my father. For him to continuously run around behind her back and cheat on her, was completely fucked up. I couldn't help but feel bad for her.

I was just finishing up in the bathroom, when I heard the words that I had been dreading, yet hoping for at the same time.

"Get the fuck out of here, now!"

Oh shit, I thought to myself.

"Pack your fucking shit, and get the fuck out of my house!"

"Are you fucking kidding me, Jennifer?"

"Do I look like I'm joking? I've had enough of your shit, Jim. If you loved me the way you say you do, then we wouldn't be having the same old argument, every six months! It's over...I want a divorce and I want it, as soon as possible."

So that was it, I thought; it was finally over. Unless dad fought against it, anyway. It would be within his best interest, to just agree and sign the papers. Why would he do anything less? Jennifer was right, if he really gave a shit about her, then he wouldn't keep cheating and lying to her all the time. If Jennifer divorced my father, she would be giving him what he wanted. Still, it bummed me out to know that this was where things had gone between the two of them. I sat in my room and listened, as they continued to argue and my father packed his belongings.

It was around 11:30 in the morning, when a loud banging sound came at my bedroom door.

"Michael, open up!"

It was my father...

I opened the door and there he stood, rage burning in his eyes, a bag full of his clothes, slung over his shoulder.

"We're leaving," he said, in a harsh tone. "Get your shit together."

"Do I have a say in the matter? I am twenty years old now..."

"You'd actually want, to stay with this bitch?"

"Don't call her that!" I snapped, angrily.

"She loved you! She always has, and you just keep fucking everything up for some stupid reason. What's wrong with you?"

We just stood there in silence for a moment, staring at each other for a long time. Finally, my father scoffed and shook his head, turning and walking away. "Stay, I don't give a damn."

I leaned against the doorway and listened to the sound of his footsteps, as he walked back downstairs and slammed the door, on his way out. I sighed and stepped out of my room, making my way downstairs and finding Jennifer, sitting on the couch.

Her blonde hair was hanging loose, disheveled and messy. Her eyes were red, clearly showing that she had been crying. She looked up at me and smiled weakly, as I stepped closer and sat down on the couch. We were both quiet; I felt the need to say something, anything. I didn't really know what though.

"I'm sorry..."

Jennifer looked up at me, with confusion in her eyes. "For what?"

"Him," I replied, motioning towards the front door. "He's an asshole. You've always been there for the both of us and he's never done anything, except fuck around."

"That's because, he only ever wanted me for my money."

Somehow, I didn't doubt her on that one. It was no secret, that Jennifer was very wealthy; she always had been. A lot of people had speculated early on, that my father was only interested in her for the money. Jennifer's parents were rich; literally, rich. When they died in a car accident on Jennifer's 22nd birthday, she inherited every dime they had in their bank account. That was exactly one year, before she met my father and hooked up with him.

Jennifer looked back at me and sighed, shaking her head and brushing her blonde hair out of her face. "It's not your fault," she said finally. "You don't need to apologize for your fathers actions, Michael. You can't control what he does."

"It's still fucked up," I said, anger rising up in my voice.

"I knew it was coming," Jennifer continued.

I stared at her, watching her eyes well up with tears; making me feel even worse. She was beautiful and I had always felt that way, though I never mentioned to anyone, that I had a crush on my step-mother. Jennifer was about 6'3" with blonde hair, that came down just over her shoulders. Those beautiful blue eyes were the eyes of an angel, and her lucious double D breasts were perfect. Everything about her was so sexy, right down to that gorgeous ass of hers, too.

You might be asking, why would anyone want to cheat on someone as attractive as Jennifer? Why would they only be interested in her, for her money? Well, a lot of people suspected it was because Jennifer was actually a transsexual woman; she was born a man.

That didn't concern me, of course. I hadn't even known, until about midway through my teen years and I had found out by accident. I had come home from a date with my girlfriend one night, in junior year and it was late at night. I went upstairs to let my dad know that I was home. He had left the door to their room open, just a crack and when I peeked into the room, I was completely shocked at what I saw. It's usually pretty traumatizing, when you walk in on your parents having sex. That's not what shocked me the most that night though.

The biggest shock, was the fact that my father was on his knees in front of Jennifer. He was bobbing his head, as though he were sucking on something and when Jennifer pushed him away, I realized what he was sucking on; her massive cock.

Not only did Jennifer have a cock but, it was huge. Easily ten inches! And my father seemed like he really knew how to work it, too.

The funny thing is, I wasn't nearly as grossed out as you might think. Sure, it had made my stomach turn, to see my father naked and doing what he had been doing. It had no impact on how I felt about Jennifer though. I stood there frozen for a few moments, watching as she shoved my father onto the bed and proceeded to get behind him...and fuck his ass. I watched her ass, as she thrust in and out of him; she was gorgeous.

I had been massively interested in transsexual women, ever since that night; especially my step-mother.

So you can see now, why people assumed that my father was only with Jennifer, for her money. All the people that he had cheated on her with, had been genetic women. He never slept with any men or any other transsexual women, when he would cheat. It made it pretty obvious, that he wasn't actually attracted to transsexuals at all.

"Why didn't you go with him?"

I looked up at Jennifer, breaking out of my train of thought. I had completely spaced out until that moment. I cleared my throat and shrugged my shoulders. "I uh...didn't want to, I guess. He's an asshole, like I said."

"So, where are you going then?"

I hesitated for a moment; I wanted to stay there.

"I was thinking...I could stay here, with you?"

Jennifer looked away for a moment, staring straight ahead, as thought she were deep in thought. "I don't know. Why would you want to stay here, after all this shit? You should really stick with your father, even if he is an asshole."

"That might be what you think but, it's not what I want. Seriously, you're the better person in this situation. He's been a miserable, cranky old man lately; I don't want to be near that."

Jennifer chuckled, "Yeah, you're not wrong."

"So? Can I stay with you?"

"There's going to be a lot of rules, if you do."

"Whatever you want, it's done."

Jennifer took a deep breath and exhaled. "You're unemployed right now, which means you can't pay me rent. So if you're going to stay with me, you'll have to make up for the rent some other way..."

"Whatever you want," I said, nodding my head.

Jennifer seemed to stare at me for what felt like an eternity, and I felt for a moment, like she was going to say "No" and force me out.

"Fine," she said finally.

"You can stay here and contribute, by working in the yard every day. You'll keep things nice and tidy out there and maintain the pool, as well. I want the lawn mowed twice a week; sound fair?"

"It's a deal," I agreed.

It was more then a fair deal in my opinion. We shook on it and I felt a great deal of relief, that I did not have to leave. Aside from the fact that I really did not want to leave, I also didn't want to have to look for another place to stay. There was no way in hell, that I would be going with my father...where ever he was going. Since I didn't have a job at the moment, that meant that I couldn't afford an apartment. Jennifer had really saved my ass by letting me stay and not throwing me out on my ass, with my dad.

So over the next few weeks, I carried out my end of the bargain and did everything that Jennifer wanted me to do. I quickly developed a regular routine, of waking up every morning around seven o'clock in the morning. I would get dressed, make something for breakfast and get right to work. From eight o'clock in the morning, until about eleven o'clock, I would be out in the front and the backyard. I would pick up any debris left in the front yard by the asshole kids, who wandered the neighborhood at night.

Then make my way into the back, where I would clean all the patio furniture, including the glass table sitting on the back deck. If the deck itself were in need of a good cleaning, I would whip out the hose and some bleach, and spray that down as well. Then there was the pool, which really only required me to scoop out any debris with the net and handle the chlorine too; it was all pretty easy, when it came down to it.

In those few weeks that went by, I also started getting close with Jennifer. We would hang out late at night, sitting out in the yard by the fire pit and just talking. Jennifer would always sip at a glass of wine and often, offered me a beer, even though I was still only twenty years old. I never accepted the offer though. I had never been much of a drinker myself, in the first place.

One night, we were sitting by the fire pit like always. Jennifer was a bit drunk and my dad, was weighing heavily on her mind. She had been pretty upset, since she threw him out of the house and on a few occasions, she had even considered taking him back.

My father was pretty pissed off at me, since I had been the one to talk her out of inviting him back.

Tonight, she was going through yet another of those moments where all she could think about, was taking him back again. This time though, I was finding it a little difficult to talk her down.

"You don't need him," I insisted.

Jennifer shook her head, wiping tears from her eyes and leaning forward in her lawn chair.

"I feel like I do...I loved him Michael. We were together for ten years, he was my world."

"He didn't feel the same for you though," I countered.

"You and I both know, he was only in it for the money."

"I know that," Jennifer replied. "It's sad but...I almost don't care."

I sighed, shaking my head and sliding forward to the edge of my seat.

"Jennifer, listen to me...you don't need my father. He's a fucking douche bag, and he treats you like shit."

Jennifer relaxed some, sipping at her wine and setting the glass down on the small table to her left. We were quiet for a moment, the only sound coming from the fire as it snapped and cracked in front of us. It looked like I had finally gotten through to her and she was much calmer now. Sometimes it was more difficult then others, if she had alcohol in her system, to talk her down from these sort of things. I always seemed to get through in the end though.

I broke the silence and cleared my throat. "You deserve someone, who is going to love you with everything they have, just like you love them. Someone who wants you for you, not just the money that you have in your wallet."

Jennifer smiled at me and wiped a few tears away. "Thank you Michael."

I smiled and nodded my head. A few moments passed and then Jennifer perked her head up, her smile twisting into a look of confusion and worry. "Wait a minute," she said, anxiously.

"You...you know? About me?"

I cringed, remembering that neither her or my father, were aware of the fact that I knew about her being a transsexual. I had never told either one of them, about that night when I walked in on them having sex. I found the whole thing to be, a bit too awkward and I just hadn't wanted to talk about it.

"How long have you known?" She asked, slurring her words.

"A few years," I replied, honestly. "Maybe about three years."

"How though," she asked. "How did you find out?"

"Honestly? I sort of...walked in on you and dad, one night."

The atmosphere suddenly seemed to brighten up, as Jennifer started laughing hysterically. It may not have been so funny to her, had she been sober at that moment. I didn't care though; I was just happy to see her smiling and laughing, regardless the reason.

"And you never said anything about it?"

"No, I didn't really know how to bring it up..."

"Wow," Jennifer giggled. "I'm sorry, you had to find out that way. I'm surprised that it didn't change your opinion on me, though."

"Why would it have?"

"I don't know," Jennifer shrugged.

"You thought I'd only be in it for the money; like my father?"

"I didn't say that," she answered, sharply.

"Michael, you're the exact opposite of what your father has always been. You're sweet and caring, and a very good hearted person. You are what your father was, when we first met ten years ago; before he turned into a fucking twat."

I couldn't help but laugh, at her choice of words. I knew Jennifer was drunk and words like "twat" weren't normally a part of her vocabulary, when she was sober. It was funny to hear her talk like that, especially about my father.

"I'm very proud of the man, you've grown into Michael. You know that, right?"

I smiled and nodded my head. "I have you to thank for that."

"And your father," she added.

"I guess, to an extent."

Even though I hated him for what he'd done to Jennifer, I did have to admit; my father had always done his best, to raise me right.

We stayed outside and talked for a little while longer, until Jennifer decided that it was time to call it a night. She was a bit more intoxicated, then she had originally wanted to be and the alcohol was making her quite drowsy. I helped her into the house and up the stairs, to her bedroom. She collapsed onto the mattress and I pulled her shoes off, tucking her in and then slipping out of the room. "Michael," she slurred, as I was about to leave her to herself.

"You alright?"

She lifted her head from the pillow and smiled at me, from across the bedroom. "Thank you...you're a sweet boy."

I smiled back and shut off the light, closing the door behind me and making my way towards my own room for the night.

The next day, I woke around 7 AM like usual and decided to skip breakfast. I wasn't really hungry that morning, so I figured I would just get stared on my work for the day. I threw on a pair of shorts and a white tank top, before heading out into the front yard and picking up some trash that was lying around.

From there, I made my way into the back and cleaned up the small mess that Jennifer and I had left, the previous night. I sprayed down the glass table and then turned my attention towards the pool.

After scooping out debris from the water and adding some chlorine, I realized it was time to cut the grass. I made my way into the garage and pulled out the lawn mower, filling the tank with some gas and got right to work.

By the time I had finished cutting the front yard, it was starting to get pretty hot outside. I was already sweating pretty heavily, so I decided to ditch my shirt, pulling it over my head and leaving it on the back deck. I continued my job and as I reached the halfway point, I looked up towards the patio and noticed Jennifer, standing in the sliding glass door. She seemed to be watching me quite intently. Almost staring at me, I found myself wondering why she was watching; it was unlike her.

Looking closer, it almost seemed like she was sizing me up...like she was trying to check me out. Was I crazy? Jennifer was pretty much my step-mother, why would she be checking me out like that?

I cursed myself for thinking like that, and cursed myself again when I realized, the thought of Jennifer admiring me had given me a bit of a hard on. My cock was hard as a rock, to the point where it ached for release from my shorts. I ignored the growing bulge in my shorts and tried to focus, on getting the job done, ignoring Jennifer and her intense stare from the glass door.

By the time I finished, Jennifer was no longer watching me from the window. I put away the lawn mower and took care of a few more things in the yard, before making my way back inside. It was almost lunch time and I was starting to get kind of hungry now; I needed a shower but, opted to eat first.

Jennifer was nowhere to be found but, I did find a note sitting on the kitchen table, that she had left for me.

Michael:

Had to go shopping. I'll be back in a few hours.

Jennifer-

I set the note back down and turned towards the fridge, grabbing some lunch meat and prepping myself a sandwich. After I ate, it was straight to the showers. I stepped under the hot water and sighed, letting the hot water soothe my aching muscles. As I stood there, I started thinking about Jennifer and how she had been watching me, while I was doing my yard work. The idea that she could have been checking me out sexually, caused my cock to once again rise to attention.

This time without the restraints of my shorts, my dick stood straight up and throbbed.

I reached down and wrapped my fingers around my shaft, gently and slowly stroking myself and picturing Jennifer in my head.

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byWhiskeyIsGood© 19 comments/ 54670 views/ 140 favorites

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