Working out with Stepmom Chapters 1-3 edited

Chapter 1

I was never much for working out. It had just never seemed like an important thing to do. It was probably because I maintained a decent physique despite the lack of training. I was 6’ tall and weighed about 170 lbs. Being a teenager with a decent build and an active metabolism I didn’t know why I would ever want to put myself through rigorous physical exercises.

My stepmom, Ava, hated that I didn’t like to work out. She was a personal trainer and spent all her free time shaping and toning her body. She said it was important because her body was her advertisement to all the women who were looking for personal trainers. I can tell you that she maintained a glorious advertisement.

She was 5’8” and couldn’t have weighed more than 125 pounds. She had short cropped black hair that was cut about neck length. It framed her gorgeous face perfectly and brought your attention to her piercing blue eyes. She had beautiful d-cup breasts which were always perfectly situated in a tight sports bra. She would often walk around in only the sports bra to expose her tight abdomen which was beautifully chiseled from years of yoga and core training. She had a gorgeous bubble butt that stretched her yoga pants and drew the attention of every man that watched her walk by. Her legs seemed to be carved from marble. They looked as firm as stone but soft and supple at the same time.

You can probably tell that my stepmom was bombshell by this point. My friends were always ogling her and telling me the things they would do with her if she ever gave them the chance. I tried to ignore their comments, and how attractive she was, but it was too difficult sometimes. Her job and her need to “advertise” her body meant that she was always walking around in sexy gym gear. I guess in retrospect this might have been one of the reasons I never really got into going to the gym no matter how much she asked. This all changed for me one Saturday morning.

It was about 7:30 in the morning and I was lying in bed blissfully running my hand over my morning wood. I had just woken up and was admiring how engorged my cock was from whatever dream I was having prior to waking. I was debating on whether or not to relieve myself before getting out of bed when I heard a knock at my bedroom door.

“What’s up?” I asked frustrated at the intrusion on my “me time”.

Ava’s voice responded, “Dalton, get up and come to the gym with me today.”

“Mom,” I groaned. “Have I ever taken you up on that offer?”

“No, but if you do this time I will make it worth the effort,” she replied her voice lifting at the end of the sentence to emphasize her glee.

“Come on, go bug Jenny. She loves going to the gym with you.” I hoped that throwing her off onto my sister would buy me the morning.

“Believe me, you are going to regret not coming with me later today when I come home and tell you what the deal was.”

I was a little intrigued at the offer but, I was more inclined to relieve my morning tension alone. I sat with my hand still on my strained erection wondering what it could be. My stepmom’s voice penetrated the silence.

“Look if you want what I have to offer, you have to get up and come with me now.”

My curiosity got the better of me and I told her I just needed a few minutes to get dressed. I rolled out of bed and stretched, readjusting my morning wood. I headed into the bathroom that connected my room to my sister’s. I managed to angle my hard rod at the toilet. After a very relieving piss my cock settled to a much less engorged state.

“Hey hurry up in there,” my sister shouted through the door. “I have to meet Tiff at the mall in an hour.”

It looked like my plan to pass Jen off to Ava wouldn’t have worked anyways. I was a little jealous that she had plans to meet with Tiffany too. Tiffany was her gorgeous redheaded best friend. She had been a regular installation in our house for years. I didn’t mind one bit though.

I had spied on her and Jen countless times, listening to them through the conjoined bathroom door. It began as an attempt to learn more about her. I had hoped that if I could get a good mental picture of her interests, I would be able convince her to go out with me. After a little bit, it turned into silently masturbating while she and Jen took turns describing their sexual exploits.

Jen was surprisingly experienced for her age. She and Tiffany were both a year younger than me but by 18 my sister had already slept with a lot of my friends. Most guys would be mortified by the thought of their friends fucking their sister, but most guys wouldn’t jack off in the other room while listening to the details either.

I didn’t have an overpowering obsession with my sister, but her stories were always so detailed, and I could tell she loved to fuck. Tiffany could never keep up with her when they swapped stories. I always noted the jealousy in her voice when she heard Jennifer giggle about how hard she came the last time she’d had sex. I liked that Tiff wasn’t as experienced though. It made me feel like she was pure and needed a little corruption.

I flushed the toilet and headed back into my room. I quickly threw on clothes that would be suitable to work out in and headed downstairs. When I walked into the kitchen my dad was eating breakfast and reading the news on his IPad. The smell of coffee and bacon danced across my nose.

“Did your mom finally talk you into going to the gym with her?” He asked lazily.

“She has my attention, but I’ve yet to commit.”

“Better you than me,” he said without looking up.

The fact that he was pretending he didn’t want to go to the gym was laughable. He stayed in excellent shape, even at the age of 45. The real reason he wouldn’t go was that they had been fighting constantly for the last 10 months. I didn’t really know why, but I just chalked it up to typical marital stress after long years of boredom, another thing that made me wonder why I would waste time exercising if it ended in a marriage like this at 45.

My stepmom strode into the room and beamed at me, clearly pleased with herself. “So you excited to hear my proposition?”, she asked. She was dressed in grey and pink yoga pants that sat so perfectly on her legs they could have been painted. Her top was a matching sports bra that held her breasts like two perfect globes of milky bronze.

“Ecstatic,” I replied indifferently.

“I’ll tell you in the car on the way,” she grinned.

At this point I decided to go just to hear her out. Worst case scenario, I would ogle the other ladies and use them to fuel my fire when I got home.

As soon as we jumped in the car I began my inquiry, “Alright mom, what are you up to?”

“You know how you have been asking me and your dad too buy you a car?”

“Holy shit! You’re gonna buy me a car just for coming to the gym with you?”

“First off, watch your mouth. Second, I’m going to give you the chance to earn a car by working out for the next few months.”

“I don’t get it.”

“Every year I compete in a fitness competition with other trainers at my gym. This year we decided to see who could train the best competitor over a 3-month period. I figured this would be the perfect opportunity to get you in the gym. Plus, I can prove I’m a better trainer than this ass hole I work with.”

“So do I actually have to win to get the car?”

“Well, I’m not going to say you have to win. However, you do have to put forth all your effort every day. If I feel like your slacking, I won’t follow through.”

“But you’ll pay for the whole car?” I asked.

“No but I’ll match however much you spend.”

My mind lit up. I had been waiting tables and landscaping for five months since graduation. I had a little over $5000 saved and was about to get a loan for the rest. I couldn’t believe my parents would match five grand just for working out with my stepmom.

“Alright, I’m down,” I replied.

We spent two hours at the gym that morning. She kept me on a circuit of nothing but push-ups, pull ups, sit ups, and squats. By the end I was sweating profusely and my whole body was sore. I didn’t realize how out of shape I had gotten. She passed me a water bottle and a towel and grinned. She was obviously aware of how difficult the workout had been for me. She had kept pace with me the entire time and didn’t seem tired at all. Actually, she seemed like she had just warmed up. Her skin showed only the slightest amount of perspiration, which gave her body an amazing glow.

“Okay hon, now for the best part,” she told me.

“What’s that?”

“We steam for 20 minutes then, I rub the tension out of your muscles.”

“You’re going to give me a massage?”

“Yeah, I do it for most of my customers. They always say it’s their favorite part of the workout.”

I was a little nervous about getting a massage from Ava, but my body was sore. The thought of her hands running along my tight muscles excited me. My cock twitched in my pants as I drank in the sight of her glistening form. Her supple skin looked delicious and even though she was my stepmom, it turned me on to imagine her hands on my chest and thighs. I quickly decided just to go with it.

We met up in the steam shower a few minutes later. I had stripped down to my boxers and a towel. I wasn’t sure what the steam room etiquette called for. As I opened the door and stepped inside, I stood for a moment squinting through the steam. It looked like I was the only one in the room. I made my way to one of the seats and sat down opening my towel and laying it across my lap. I leaned back and breathed deeply through my nose enjoying the soothing atmosphere.

I heard the door to the room open. I looked up and saw her walking with a towel wrapped tight around her breasts and ass, so that it looked like a slutty cocktail dress. She walked over and sat down near me. I was trying to gaze at her magnificent body without getting caught when she opened the towel to adjust herself. The motion gave me a beautiful view of one of her nipples. My cock strained against my boxers, and I found myself wishing I could take them off.

As if on cue she asked, “Did you take your underwear off honey?”

“No…” I replied, “I thought maybe you leave them on.”

“I’ll turn around and you can take them off real quick. We’re the only ones here.”

I thought this was a very strange offer. For one, I didn’t see why her mind had been on this track to begin with. I also didn’t see why it mattered. I was reluctant to look a gift horse in the mouth however, so I said, “Sure, close your eyes it’ll only take a second.”

She closed her eyes, and I removed my towel and dropped my boxers in one quick motion. My cock sprang free into the open air of the steam room. I knew it would be fully erect in a matter of minutes. The amazing sensation of the heated air, combined with the taboo of my stepmom being half naked a few feet away, had me really turned on. I sat back down and covered my growing rod with the towel.

“Alright, your good mom.”

“Feel better without that sweaty underwear?” She asked without opening her eyes.

“Yeah…” I laughed, “It was a little constricting.”

I wished I had taken the time to relieve myself that morning. My cock was throbbing and bouncing under the towel. It was fully engorged and I could feel the cum building up at the tip. I was doing my best to control myself, but the knowledge that my dick was free under the towel kept mingling with mental images of what I would like to do with my mother.

“This towel is stifling,” she told me.