As My stepmom, who is what some call a gym rat. She goes to the gym and works out faithfully twice a day five days a week. She’s not a bodybuilder so much as a stepping queen and an exercise class groupie. She is always trying to get me to go to a Pilates class with her, but I know my limitations. Plitaes, happens to be, on my list called The Things I Never Want to Do’ with a red check by it…Nope.
Don’t get me wrong, I go to the gym I just don’t go to the classes. I’ve seen how my forty-five-year-old mother dresses when she goes to the gym. She had a bit of a booty and she fills out a pair of tights a little too well. I sometimes, but would never ask, if she wears underwear. Not that I ogle my mother, but when someone who looks like she looks and wears something that fits like fitness wear…people notice.
If I were to go to one of those classes with all of those sweaty women wearing form-fitting exercise clothes that leave little to nothing, to the imagination. It would become obvious and fairly quickly, what I would be thinking about and it wouldn’t be the poses but definitely something naughty.
Two years ago my dad died in an automobile accident on his way back from work. He and I both worked for the same construction company. He was a foreman for a different shift than mine so he got off later than I did. He was driving home one night close to midnight, in the fog, and was hit head-on by a drunk driver. The ambulance rushed both drivers to the hospital. I drove my mom to the hospital i vividly recall that being the longest ten miles I ever drove. Unfortunately, my dad died during surgery. That day devastated my mom, she lost her support system and I lost my best friend.
The next six months were difficult to say the least. I gave up my apartment and moved back into my old room. Mom needed me, to be honest we needed one another. There were several nights when I woke to my mom being snuggled next to me sleeping soundly. I never woke her, I just pulled her close and kissed the top of her head, she seemed so peaceful when she was asleep which was something she was having a lot of difficulty with these days.
The first Christmas without Dad was terrible but we got through it together. That new year is when my mom started faithfuly going to the gym. It seemed like it was good for her because she made friends and was getting out of the house. She even got a job as a legal secretary which is sort of what her degree was for.
I didn’t quit working for the construction company actually, I started applying myself more by volunteering for overtime and and any extra shift I could get.
When dad was alive he didn’t want Mom to work he told her he felt since she took care of him and me it was his job to take care of us… Now, I feel that the man of the house job has turned into my job. It is a job I would gladly step into a hundred times over.
The second Christmas my Uncle Roger invited us to Christmas at his house in Nashville. We live in Florida so we flew there instead of driving. Uncle Roger, Mom’s brother, couldn’t come get us from the airport so Aunt Judy, his wife, picked us up and drove us to their house in the suburbs of Nashville. She even let us stay in the guest house. I don’t know what real estate agents were paid in Nashville but it was a hell of a lot more than a construction foreman.. The house we own in Florida is not a big and flashy house but it’s comfortable. After staying in Uncle Roger and Aunt Judy’s guest house I wanted to upgrade.
“It always seems like Uncle Roger likes to be flashy,” I said referring to the size of the guest house. It was actually larger than our house.
“He was like that when we were kids too.” Mom said.
Mom’s phone rang.
“It’s Roger, I’m gonna step out on the back porch and take this if it’s alright.” She said as she reached for the door that led to the deck.
It was chilly outside so I lit a fire in the gas fireplace. I watched as she was on the phone and it seemed that she was having a bit of an animated conversation She sat in an Anarondak chair that was just outside the window I could hear some of her exchange.
“Is it enough that I came all the fucking way up here to be at your fucked up party? No, all things considered I don’t think I’m overreacting, not at all.” she barked into her phone. She looked over her shoulder and saw me watching her. She smiled and blew me a kiss and I reached up and grabbed it out of the air and put it in my pocket like I always have. She turned her chair a little more and lowered her voice but her exaggerated movements conveyed that she was still giving him a piece of her mind.
I enjoyed staying in Uncle Roger’s house.
It was very classy. The fireplace was even fancy, it was a glass panel that had a foot or so of broken glass with a flame dancing on top. Classy and easy to maintain. And it produced a lot of heat.
I took my shoes off, made a pot of coffee, and sat on the sofa watching the fire and laid a flannel throw across my lap. Mom stepped back inside after about thirty minutes.
“Ok mister, there better be something warm in that cup because I am freezing,” she said. She snuggled in next to me on the leather sofa and took a sip of my coffee. “Mmm just like I like it too, cream and sugar.”
She took my cup and held it in both hands while she drank it all.
“That was good. Will you make an old woman another cup?”
I got up and went into the kitchen which was actually part of the living room and poured her another and made myself a cup too.
“Mom you are far from old. Besides I have never seen an old lady be able to wear a pair of leggings as well as you do. You could give any woman my age a run for her money. Your legs are toned and chiseled like stone and your butt looks as good as anybody’s at any age…not that I check out your butt, you know what I mean.”
I handed her a fresh cup of coffee and made one for myself as well.
“That didn’t sound creepy at all,” she said taking the cup and flashing a thousand-watt smile at me.
“Sorry, that sounded a lot less creepy in my head.”
“That’s okay, there is constantly some woman in my Pilates class wanting to set you up with her daughter, and occasionally one out of left field wants to be introduced.”
“Wait. What? You have never told me anything like that.”
“I probably shouldn’t be telling you now. I wouldn’t want you married to any of those bitches or their daughters. Most of them come to class with makeup on like they’re trying to meet someone.
“What if they are doing that for you?” I asked.
“You’ve seen me when i come back from the gym. Would you want to hook up with that mess?” She asked.
I took a deep and noisy slurp of my coffee and asked, “Huh?”
Mom never really needed make-up she had a face that looked good with or without it. When she did wear it she called it putting on her face. She never wore it to the gym because when she went there she went to put in the work and not just to be seen wearing something tight.
“Yeah, sometimes you come home looking like a HOT mess… literally. I don’t mind though you make sweat look marvelous.” I said
“I have come to enjoy earning that look. That look is what earned this ass.” She slapped her butt and lay her leg across my lap. “Oh, and these legs too.”
I absentmindedly rubbed the length of Mom’s silky smooth leg from her knee to her ankle.
“Your leg is so smooth. Seriously it’s like touching warm silk.” I said.
“Umm…Thannnksss? I think.” she asked.
She wiggled her painted toes and placed her hand on my shoulder. I asked a question. “Why is it you don’t come see Uncle Roger more often.” I asked
“Honey, Roger and I have a bit of a complicated relationship.” She said as she looked as if there was more to that story. I don’t know if either I’m not ready to tell it or I think you are no ready to hear it. Just when i was about assure her that in fact i did want to know more, her phone rang, she looked relieved until looked at the caller ID.
“Hey, speak of the Devil…it’s Roger he must be home.” She said
She pressed the button on her phone. “Hello. Yes, we are just sitting here talking about all of his prospective suitors I don’t approve of him dating…I know…hey easy now I could say the same about someone we both know…Ok, we’ll be there after while, we still have to get ready. We are going to freshen up we’ll be over in a while.”She hung up the phone.
“Okay, go get ready, in that outfit I packed for you, Its going to take me a while.” she said.
She went into her bedroom while I went into the other bedroom. I opened the suitcase and took out the ‘ugly sweater’ and black satin pants with a button on the fly which she packed for me. I jumped in the shower. I had a naughty thought while in the shower. Just to keep the sleepwear theme authentic since I usually sleep naked and don’t wear underwear. I thought it was a naughty and nice touch.
I spritzed some ‘smell good’ on and put on the sweater. I and clicked the lights on the sweater on and checked myself in the mirror. Naughty and nice all together. I walked out to the living room and sat down on the sofa and waited for Mom for fifteen or so minutes.
“How’s it coming in there?” I asked.
“Turns out Rome wasn’t built in a day. You can come in I’m decent, sort of.”
“Don’t be so hard on yourself, I bet you are fine.” I said as I walked into the bedroom.
“Sure, whatever, but don’t laugh it’s pretty extreme,” she called out.
I walked into her room and saw she was sitting at a vanity with lights around the perimeter while putting on makeup with a black satin robe that was belted and tied covering her almost completely.
“Nice robe, what’s so extreme about…holy cow, Mom you look unbelievably smoldering hot,” I commented as i walked around the bed to get a better look.
She looked at me through the mirror and said. “Oh, this is only part of it. Just wait until you see the rest. I just want to finish my makeup first, then I’ll show you the complete look.” she said as she glued on a fake eyelash.
A few minutes later she put down the lip brush she was using on her full and luscious lips. She took a deep breath and let it out. She turned and stood. And opened her robe and let it slide to the floor.
She didn’t even look like the mom I knew. Everything about her was different. Her hair was parted in the center and all disheveled like she just got out of bed. She had her face made up all sexy with deep red lips and dark eyes with long fake eyelashes I looked at her with my mouth hanging open.
“What? Is it too much?” She asked looking in the mirror
“It’s not too much, not too much at all, I just don’t think I ever saw you like this. And definitely not wearing anything like that. ” I said “You look out of this world.”
“You mean like an alien?” she asked checking her look in the mirror.
She was wearing a black lacy bra that really put her breasts on display. Then she had a matching pair of lacy panties that were so delicate and small that I’m quite sure she had to shave herself smooth to wear them. It left left little to my imagination. She had paired her lacy panties with a black garter that held her sheer thigh-high black stockings. And glossy black fingernails that were long and very sharply pointed. She was definitely smoking hot and she knew that. Uh, for my mom, of course.
I could even feel an unintended reaction coming from my loins. I had a pang of guilt and began to rethink the whole no underwear idea albeit a little too late, because I’m pretty sure I was sporting a noticeable bulge in my pants which, if Mom saw she ignored, to my relief.
She crouched and spread her knees wide them scooped up her robe between her legs and slowly pulled it up holding it in front of herself as she stood. A maneuver which allowed me a wonderfully fleeting glance of her barely covered downstairs parts of which I am almost positive was waxed. She slipped back into the black robe, tied the belt, and gave me a little wink as if to say “That is all you get for free.”
“AJ be a dear, and help an old lady into these.” She said with a smile.
She picked up a pair of shoes that had thin straps that crisscrossed over her foot drawing attention to her sexy feet with a strap that twisted around her tight calfs to just roughly halfway between her ankle and her knee. Her legs were well-toned she smelled amazing. She was intoxicating.
She sat on the bench at the foot of her bed she spread knees and slid the robe between, that toothpaste was already out if the tube. I knelt in front of her and helped her into the shoes and she stroked my hair. When she crossed and uncrossed her legs and changed feet for me to put in her shoes i was able to get another few quick peeks of her playground. Deep down I really wanted to play. I think she knew it.
She stood and I could feel the heat from her body she guided me by hooking a long shot nail under my chin and lifted me up and kissed me on the cheek. I’m quite sure leaving a beautiful red lip mark.
“Come on big boy, take me to a party and show me off.”
She snapped her fingers
“Wait, one final thing.” She said took a powder puff and dabbed it in her cleavage leaving behind glitter.” There, now I’m finished.”
“I think it looks like you are my escort. In a way like people would ask ‘How did this guy get a woman as hot as her?’ I said.
“Good, because that’s what I was going for.”
We went to my Uncle Roger’s main house and joined the party. This was most definitely a sexy pajama theme party. All of the ladies had on some version of a sexy and revealing sleepwear. None of them looked anywhere as hot as Mom. The men wore all sorts of pajamas with ugly sweaters way uglier than mine.. Except for Uncle Roger, he was dressed like Hugh Hefner with flashy silk pajamas and a flashier silk robe with leather slippers. There were not only people we knew like Uncle Roger and his family but also people whom I didn’t know.
We had a wonderful time reconnecting with family that we had not seen since my dad’s funeral, but we also met a few new people. All of the men spent a lit of time lingering around my mom. We were having a wonderful time just mingling then someone suggested we go see the Christmas lights around town… in our jammies I think it was Uncle Roger.
“In our pajamas?” Mom asked.
“Of course, we always go look at lights in our pajamas. It’s our Christmas tradition.” Uncle Roger said. “It’s going to be a blast.”
“So y’all get in cars and go look at lights in pajamas?” Mom asked.
“No, we all squeeze as many as we can in each vehicle and make the rounds. It’s going to be wonderful.” Aunt Judy said.
“Veronica, I’m not taking ‘No’ for an answer.” Uncle Roger told her “You and AJ are our family too. More importantly, you are my little sister and I’m telling you to put that narrow ass of yours in the Tahoe.”
Uncle Roger pointed towards the garage. And frowned. She grabbed my arm and turned towards the garage I snuggled in close and gave her a peck on her head. I could tell that Mom was apprehensive about this.
“I guess he told you, Vee.” Aunt Judy said with a grin, then popped mom on her butt.
There were probably thirty or more people at this party and everyone walked out to the vehicles. Several people offered for us to ride with them but Mon insisted we ride only with Uncle Roger. His Tahoe had three rows of seats and people began piling in and Mom and I waited till everyone was settled. All three rows were packed full with cousins and in-laws and such.
“It looks like there won’t be enough room for us anyway. So we ca..”
“Nonsense, Vee, there is plenty of room in the back.” Uncle Roger said as he pressed the button for the rear hatch to open. “You two have the most room of anyone right here.”
The space behind the third row was small but Uncle Roger was correct there was marginally more space than anywhere else in the vehicle.
“Looks like I’m going to have to park my ‘narrow ass’ in your lap AJ. Will you be okay with your mom sitting in your lap?” she asked quietly.
I don’t mind,” I said as I slid into the tight space.
The whole car broke into a cheer.
Mom straddled me and her long robe draped over us and then Uncle Roger pressed the button and the hatch closed and clicked sealing us into a space that was much tighter than it looked before the door was shut.
I tried, without luck, not to think of my Mom in a sexual way as she straddled me with her arms propped on my shoulders. She pulled me close and I could hear her breathing.
“I know that Im hot and being close to you like this may make you have feelings that are um HARD to talk about.” She whispered in my ear.
Gulp…oh shit. The fact that she pointed it out made it worse, much worse.
“Mom, I am so sorry I may be able to change positions,” I said.
I began to shift my hips but it was useless we were just in too tight a space and my mom couldn’t really move either.
“I might be able to help things out if I shift out of the way, somehow,” she said.
We were going through a neighborhood that had lit houses on both sides of the street. The other riders in the car seemed to be enjoying themselves.
My erection was beginning to change from a major inconvenience into a major pain. Because I was actually beginning to feel pain from the angle my dick was being pinned in.
“Damn, I can’t shift out of the way. There is no room anywhere to shift anything. I’m sorry but you are just going to have to deal with the discomfort for a little while Just know this is not a wonderful scenario for me either. ” She said.
I reached down in an attempt to reposition myself and relieve some pain. Then I felt it on the back of my hand. My Mom’s panties were a little damp and very warm. I adjusted myself and the pain in my shaft was reduced but my erection only grew.
“Sorry about touching you there, I was just trying to adjust myself.” I said
“Its fine, I know you wouldn’t do that intentionally. Given the circumstances I expected more.
We were going through a different neighborhood that had some particularly bumpy roads and we were being jostled around causing my mom to grind into my erection.
“Just put your hands on my hips and hold me as steady as you can so I won’t be grinding into you,” Mom whispered.
Before I had the chance to steady her the car hit a pothole and we were tossed about in our confined space. For a second Mom was in the air and I felt my dick slip out of the fly of my bottoms. Mom slammed back into my stiff cock and it was trapped between us and thankfully not inside her.
This was pleasant for a while we looked at several houses that were decorated with everything from Santa and his reindeer to a shrimp jumping in an arc over an alligator
“What does a shrimp and an alligator have to do with Christmas? I asked aloud.
Several discussions stemmed from that question.
“What if that family is like, against Christmas?” I heard someone in the car ask.
“Then why do they decorate for Christmas if they are against it?”
I realized something very disturbing
“Mom, I dont know how to say this any other way sorry, but my dick came out when we hit that bump earlier,” I whispered.
She pulled away from me and studied my face in an attempt to gauge whether or not I was joking. I was not.
“I think I can raise a little. See if that’s enough room to fix yourself,” she said.
At that moment to make things even worse we crossed what seemed to be some train tracks and my attempt to steady my mom in my lap had only allowed her to slide up my fully exposed shaft.
Mom’s eyes widened as she felt the length of my shaft pressing into her warm folds i felt her reach down and feel her panties.
“It seems that everything that is going on back here has left us both a little exposed.” She said.
“Mom I am so sorry about everything. I have tried to prevent this very thing from happening but it just isn’t working in my favor.” I pleaded.
Well AJ
“I don’t know what else to do I have tried every possible thing to prevent this very situation. I am so sorry Mom.” I mouthed that last sentence.
I was so upset that I was on the verge of tears. I know we had a moment back at the guesthouse. That moment to me was pretend. This was very real I didn’t know what to do and I was unable to prevent the situation
Moms always have the solutions to life’s problems when you just can’t see a solution.
Mom took my face in her hands. She kissed my forehead and smiled reassuringly and she said and did something next that changed our relationship forever.
“I understand you were trying to prevent this and I take responsibility because…”
“You don’t have to feel responsible for anything. I’m ashamed to admit but I have been fantasising about having sex with you but that is all… a fantasty.”
“I could have refused to even come on this trip, which I had strongly considered. If I had done that then we wouldn’t be in this situation at all. Now, this is the important part, so I need you to listen very closely.” She said very calmly.
Her tone was very soothing and it caused me to calm down.
“I am going to do something and I want you to be aware before it happens and are surprised or shocked…I’m going to put you inside me so we can stop all of this struggling and just get through this car ride.”
Mom pressed her finger to my lips and took my hard dick and lowered herself until I was inside her balls deep. I didn’t explode from shock and she didn’t either. We looked out the windows at the gaudy light display at the stop we were stopped at.
“Are y’all okay on the back?” Uncle Roger asked.
“Yep, just enjoying the show.” I said.
“I’ve never been better.” Mom said grinding on my cock.
As we continued to stop at other houses on the block we stopped at one house that had a sign in the yard instructing people to tune their radios to a certain channel. Someone in the front of the car turned on the radio and we could hear Christmas music while the lights blinked in time with the song.
“Now that we have stopped trying to prevent the unpreventable I am about to cum on my son’s cock.”
“I’m going to cum inside you. I don’t think you want that.. I can’t believe I’m inside you. You are unbelievably tight. It must be all of the Pilates.” I said.
Mom leaned down and flicked the tip of my earlobe with he tip of her tongue.
“Right now I want to come on my son’s cock. Oops, did I say that out loud? I guess you may have to treat me like a possession and own me.”
The feelings in my head were definitely mixed I knew this was wrong in so many ways but I was in the moment and I had my cock inside a sexy woman and I was about to pop. I felt her pussy heat up and begin to clamp down on my cock like she was trying to milk cum out of me.
I felt her dig her claws into my chest and her hot, wet, and tight pussy work magic on my very willing cock.
I couldn’t hold back any longer and began to spew shot after shot coating inside her vagina. I slowly began to shrink while I was inside her as we pulled into Uncle Roger’s garage and he pressed the liftgate button from the front seat releasing us from the back. Mom wrapped herself in her robe and tied it tightly.
Roger, we enjoyed the lights but we have had a long day. We’re a bit tuckered out we’re going to turn in so we can get a fresh start tomorrow.” Mom said as she kissed his cheek.
I put my arm around her to keep her warm as we walked out of the garage and to the guest house.
“Mom, would it make me a bad son if I confess that I enjoy having my cock buried deep inside you?”
“Not if I can confess having your cum run down my leg is making me so hot I can hardly wait until you fill me again. Let’s take a shower because you are sleeping with mana tonight. Although there may not be much sleeping involved.”
Promise me, one day you will tell about you and uncle Roger. I’m sure that story is like a rickety roller coaster. Shady as hell and terrifying at the same time.”
“AJ, you don’t even know the half of that story.”
I laid her on the king size bed in her room and ate my cum out of her pussy until she grabbed the back of my head and squirted in my mouth.
I stood up and stared to jack off on her tities but she grabbed my dick and sucked until I came in her mouth.
“That cum is too good to waste on my tits. From now on you either cum in my mouth, my pussy, or occasionally my ass,” she said.
