Playing Strip Poer with My Stepmom

Playing Strip Poker with my Stepmom

Daring myself to ask her to play a sexy game of cards with me, stunned that she agreed to play, I played a game of strip poker with my stepmother.

My name is Jack, and I'm 19-years-old. I have a good and close relationship with my MILF of a stepmother, Elizabeth. I love her and she loves me. I not only love her as my stepmother, sexually attracted to her, I love her in the forbidden way that a man loves a woman. I jerk off every day, multiple times a day over imagining her naked and having sex with her.

We're best friends. I feel as if I could tell her anything except telling her that I masturbate over her. We talk. We laugh. We play games.

As if we're boyfriend and girlfriend instead of stepmother and stepson, we cuddle on the couch while watching movies and TV together. The cool thing about my stepmom is that she likes football. We watch the NFL games together. We both have our favorite teams and favorite players. With my dad being a big football fan, she knows as much about the game as I do.

Only, and admittedly, with her walking around the house in just her nightgown without having the modesty to wear a bathrobe, she continually gives me erections. With me a testosterone filled, horny, young man, it doesn't take much for me to get excited. She unintentionally flashes me peeks of her pussy every time she crosses and uncrosses her legs. She flashes me down nightgown views of her cleavage and breasts every time she leans over me to serve me food. Unable to help myself from doing so, I not only look but I stare.

Giving me plenty to masturbate over, my stepmom is always accidentally flashing me. When she opens the drapes in my room, as if she's a lingerie model, the morning sunlight passes through her nightgown as if she's naked. Whenever she walks by the TV in the darkened living room, the light from the TV shows me every curve of my stepmom's naked body. When she opens the refrigerator door without turning on the kitchen light, again, I can see through her nightgown as if she's naked. With her not realizing it, she gives me more to masturbate over.

With her working from home and me off for the summer after having graduated high school and before attending college, we're together 24/7. The only time we're not together is when she's out running errands. I use that time to masturbate over her while imagining making out with her, and touching and feeling her through her clothes before undressing her and stripping her naked.

She takes care of me. She does all of the cleaning, the cooking, the laundry, the grocery shopping, and runs all of the errands. Pitching in, I help out however I can by taking out the trash, mowing the lawn, shoveling the snow, and doing whatever heavy lifting she needs. While imagining massaging her naked body, wax on and wax off, I also wash and wax her car, too.

I played football in high school as a tight end. I'm 6' 5" tall and weigh 220 pounds. Football scouts have shown some interest in me but I want to graduate from college first before playing professional football. My doctor said that I'm not done growing. I might grow another inch or two. The advantages of being so tall, I not only have big hands and big feet, size 14, but also, I have a big dick, a bit longer than 8 inches when fully erect. I love my big cock.

# # #

As soon as I turned 18 years old, and ready to go off to college, my stepmom treated me more as an adult than as a child. Recently, something that I never did with my stepmother, we started horsing around. With her very ticklish, I started tickling her. Then, she tickles me.

We chase one another around the house while tickling each other. Only, with me always horny, my tickles are more inappropriate sexual than playful. When tickling her, while making my touches appear accidental, I've touched and felt her shapely ass. I've felt the sides of her big breasts through her nightgown. As soon as I touch and feel something that I shouldn't touch or feel, I get an erection. Embarrassed, with my big dick tenting my pajama bottoms, I cover my erection with my hand.

We watched that miniseries, McMahon, on Netflix, all about the history of big time wrestling. Then, daring one another to do so, after she's had a couple glasses of wine and I had a couple of beers, we've even wrestled on the living room carpet. Not believing that she would, thinking that she'd change into sweatpants and a sweatshirt before wrestling, I've wrestled with her in her short, sheer, and sexy low-cut nightgown.

Returning the nearly naked favor of wrestling with her in her revealing nightgown, I wore my pajama bottoms without under-wear. With her long legs spread wide open, she's always showing me something, especially when I get her in a hold that she can't break free. I've not only seen her trim, brown pussy, but I've seen my stepmom's glistening pink cunt. Clearly, she's as sexually aroused wrestling me as I'm sexually excited wrestling her.

I love picking her up in my arms and body slamming her on the couch before mounting her to pin her. When I mount her to pin her, I imagine mounting her to make love to her and/or to fuck her. I'd love to fuck my stepmother.

Seemingly with her unembarrassed and unashamed, with her nightgown up and over her hips, while wrestling, I've seen her shapely, naked ass several times. I've seen her brown, trimmed pussy too many times to count. I've seen her big, D cup, naked breast when one of them fell out of her nightgown top. Returning the favor of her exhibitionism with my exhibitionism, and my voyeurism with her voyeurism, she saw my big, erect, naked prick when it escaped from my pajama pee home.

"Jack," she said laughing while pointing to it.

In the way that I always stared at her naked ass, her naked pussy, and her naked breast, she stared at my engorged and exposed prick.

"You're exposed," she said with another laugh. "You're sexually excited wrestling with your stepmother as much as I'm admitted aroused wrestling with my stepson."

Feeling my face turn a bright red, I stuffed my cock back in my pajama bottom. As embarrassed as I was excited, usually only seeing brief flashes, that was the first time that I saw so much of my stepmother's naked body. That was the first time that she saw my naked, erect prick. Something that I'll be jerking off over for the rest of my horny life, I couldn't wait to masturbate over me seeing her naked ass, her naked pussy, her naked breast, and her seeing my big, naked dick.

# # #

One of my favorite things to do with my stepmother is to play Marco Polo with her in the pool.

"Marco," I said.

I waited for her to respond to hear where she was.

"Polo," she said.

She quickly swam in a different direction.

I pretended that my eyes were closed but I opened them enough to see what I'm touching and feeling. With her not stopping me by slapping my hands away, I've felt her big tits through her revealing bikini top. I've felt her nearly naked ass through her bikini bottom thong. On the pretense that I was looking for her, if only for a few seconds, I've even stuck my hand between her legs and cupped her pussy.

"Oops. Sorry mom," I said.

Returning the favor of my groping with her groping me, while making her touches and feels appear accidental, she's felt my ass. She's cupped my testicles. She's even taken my bathing suit clad, erect cock in her motherly hand and squeezed it.

Then, when she lays out on her stomach, unties her bikini top, she allows me to rub sunscreen all over her beautiful back, her shoulders, and her arms. Every time I massage her back, I remember that movie Full Body Massage with Mimi Rogers when she was totally naked throughout most of the movie. I imagine giving my stepmother a full body massage with a happy ending while stroking myself later.

While massaging her back, I reach around to her sides to massage what I can feel of her breasts. Wishing she was lying on her back; I'd love to massage her big breasts while fingering her erect nipples. Then, when I applied sunscreen to her legs, I slowly slid my hand higher and all the way up between her long and shapely legs.

Again, with her not stopping me, slapping my horny hands away, and/or verbally admonishing me, I rub her exposed ass cheeks exposed with her bikini thong. I love her firm and shapely ass. I love touching, feeling, fondling, and squeezing her naked ass cheeks on the pretense of rubbing sunscreen all over my stepmom's nearly naked ass.

Then, while slowly sliding my hand all of the way up and in between her long, shapely legs, I rubbed the back of her honey pot through her bikini thong with the back of my big hand. Whenever I touch her pussy, she always squirms. Always receiving the same reaction with her squirming while wiggling her shapely ass, on the pretense of putting sunscreen on her upper thighs, I slide the back of my hand against her pussy again and again.

Daring myself to do so but never touching her in that deliberate sexual way, I wonder if she'd allow me to masturbate her. I'd love to masturbate my stepmother. I'd love to rub her clit. I'd love to finger fuck her pussy. Never having masturbated a woman before, knowing what to do by listening to my friends talk about masturbating their girlfriends, I wouldn't know what to do.

# # #

Then just before I was to leave for college, I hoped my stepmom would give me a memory to masturbate over when I'd be away from her until the holidays. When she was a bit tipsy after having three glasses of wine, and her allowing me to have two beers, curious for her reaction, I dared myself to ask her to play strip poker. Never believing that she would, surprisingly and excitingly, she agreed to play strip poker.

With my stepmother only wearing a nightgown, it wouldn't be much of a game. After losing one hand of poker, I seriously doubted she'd remove her nightgown and allow me to see her naked. Yet, hoping that she would, I'd love to see her sitting across from me without her clothes. I'd even deliberately lose every hand to sit across from her naked.

"Just give me a minute," she said.

Tilting the game in her favor, she returned wearing a blouse, a bra, a short skirt, and her high heels shoes.

"Okay," I'm ready," she said with a little laugh.

I returned her laugh with my laugh.

"I'm surprised you didn't wear jewelry and a sweater," I said.

She laughed.

"I didn't think that I'd have to wear anything else to beat you," she said with a smug, little laugh.

# # #

After winning the first two hands, she was barefoot. Then, fortunately for me, I won the third hand. As if I was dreaming or having a sexual fantasy, I watched her slowly unbutton her blouse while staring over at me. Sexually teasing me, she smiled at me.

As soon as she opened her blouse, I stared at her long, sexy line of cleavage. I stared at her big, white, low-cut bra. I stared at what I could see of her symmetrical areolas and her erect nipples through her sheer brassiere. Then, as soon as she removed her blouse, I had an erection. Glad that she couldn't see my big dick tenting my pajama bottoms beneath the coffee table, I wondered how far she'd willing go to win.

'My stepmother is sitting across from me in her bra. I can't believe she's sitting across from me in her bra,' I thought.

I lost the next hand and removed one of my slippers. Then, I lost another hand and removed my other slipper. She lost the next hand. Surprising me, instead of removing her bra, which I hoped that she would, yet, instead of undressing under the table while sitting on the carpet, she stood.

While staring down at me, as if giving me a striptease show, she unbuttoned and unzipped her short skirt. Allowing it to fall to her feet, and kicking it away with her foot, she turned one way before turning the other way to model her panty clad ass. Then, she turned completely around and bent at the waist to show me her panty clad ass. Tempted to reach out and touch her through her sexy lingerie, I didn't.

'With her down to her sexy underwear, instead of ending the game, I can't believe she continued playing while she's in her bra and panties,' I thought. 'I only wish I could take a photo of her in her bra and panties to show my friends. They'd never believe me when I told them that I played strip poker with her.'

I lost the next hand and removed my t-shirt. I only had one article of clothing left, my pajama bottoms. Fortunately for me, after she finished her fourth glass of wine, and with her nearly drinking the whole bottle, she was a little drunk. I drank my third glass of beer. Then, she lost the next hand.

# # #

I wondered what she'd do. Surely, she'd never strip herself naked in front of me or would she? With her a little drunk, and with me leaving for college, maybe she'd show me something of her that I shouldn't see.

As if there was a drumroll of sexual anticipation going through my head, hoping she'd remove her bra, I wondered if she'd remove her panties or her bra. If she dared continue to play, she must remove either her bra or her panties. Then, while holding my breath and while my cock throbbed its approval, I watched her reach behind her. She unhooked her bra while giving me a sexy look and a naughty smile.

As if she was a stripper on stage doing a slow striptease, she removed her right bra strap from her right shoulder. Then, she removed her left bra strap from her left shoulder. Not believing my eyes and with my pulsating erection tenting my pajama bottoms beneath the coffee table, I watched her remove her right arm from her right bra strap before removing her left arm from her left bra strap.

Teasing me, I stared at her while she held her bra cups in place. I was tempted to reach across the table and pull off her bra but I didn't.

"Do you want to see mommy's tits," she asked with a giggle while teasing me?

Her question excited my horny brain. I let out a nervous, little laugh.

"I'd love to see your naked breasts, mom," I said.

She gave me her big, beautiful smile. She was so beautiful when she smiled like that.

"I'll show them to you, Jack, but you can't touch them. You mustn't feel them," she said. "You may only look. It's one thing to show you my naked breasts but it would be wrong for you tou touch them and feel them," she said.

I nodded my head in agreement to not touch and feel her naked breasts. Giving me even more to masturbate over while away in college, it would be plenty enough for me just to see her naked breasts and erect nipples. Then, not believing my eyes, she removed her bra. Again, something that I'll be masturbating over for the rest of my life, I stared at my stepmother's big, naked breasts and her erect nipples.

"Well, what do you think of my tits," she asked while arching her back, and sticking out her chest?

Then, she cupped her breasts in her hands while sliding slow fingers across her nipples to make them erect even more. Then, she lifted her naked breasts as if offering them to me?

Giving me a reason to stare longer and harder with her asking my opinion, I continued staring at her big and shapely breasts. Memorizing every mole and every freckle, I stared at her symmetrical, darker pink areolas. Then, when she slid slow hands across her nipples and pulled them to make them bigger, I stared at her pink, erect nipples. She had such shapely breasts that didn't sag at all.

"You have beautiful breasts, mother," I said.

Then, she surprised me by what she said next while shuffling the cards.

"Let's play one more hand. Either you'll be naked or I'll be naked. The loser is the one naked," she said with a drunken, little, dirty laugh.

# # #

Having already seen her brown, trimmed pussy several times when wrestling with her, I deliberately lost the next hand. I wanted to lose. After she showed me her naked breasts, I wanted to see her reaction when I showed her my erect, naked prick. Giving me even more to masturbate over while away at college, I couldn't wait to dick flash my stepmother.

Even though I had a full-house, I folded to her two-pair. In the way that she stood to remove her skirt, as if I was a stripper at a CFNM strip club, I stood to remove my pajama bottoms. In the way that she gave me a sexy smile and a naughty look, I gave her a sexy smile and a naughty look.

As soon as I removed my pajama bottoms as if popping out of a Jack-in-the-Box, my big, erect dick stood straight out. My cock pointed to her as if she was the chosen one. Instead of looking away, in the way that I stared at her naked breasts, she stared at my naked prick. In the way that she cupped her breasts in her hands and lifted them to me while sliding her hands across her nipples, I wrapped my fingers around my cock and stroked myself to a bigger and harder erection.

Ready to masturbate myself in front of her, I wanted to cum for my stepmother. I hoped she'd take me in her hand and stroke me. I wished she'd take me in her mouth and suck me. I wanted her to take me in her pussy and fuck me, too.

"Okay, that's enough," she said with a drunken, dirty laugh. "It's late and I have work to do in the morning. You've had your fun. It's time for bed," she said.

She left her blouse, her bra, and her skirt beneath the coffee table as a reminder of our strip poker game, I watched my stepmother walk to her bedroom topless while I walked to my bedroom naked. Before going to my bedroom, I stopped to listen at her bedroom door. I heard the hum of her vibrator. She was masturbating herself. I wondered if she was playing with her pussy over showing me her naked breasts or over seeing my naked erection and watching me stroke myself.

With my big dick still throbbing and pulsating, I needed to masturbate, too. I need to stroke my cock over seeing my stepmother in her bra and panties. I needed to jerk off over seeing her topless. I needed to stroke myself while thinking of her big naked tits and her erect nipples. I needed to cum over her staring at my naked, erect prick while I stroked my cock in front of her.

I only wished she had allowed me to touch and feel her naked breasts. I would have loved to have fingered and sucked her nipples. I only wished she had touched, felt, and stroked my cock. I would have loved my stepmother to give me a hand job and/or a blowjob. I would have loved nothing more than to cum in her beautiful mouth. Before leaving for college, I so wanted to fuck my stepmother.

# # #

Lying on my bed naked while wearing my headphones to listen to music without disturbing my stepmother, I stroked myself over playing strip poker with her. I stroked myself faster while thinking of her naked breasts. I stroked myself harder while thinking of dick flashing her my naked prick. Then, something that I never imagined would ever happen, my stepmother caught me masturbating.

I figured she was still in her bedroom playing with herself. Yet, with me a masturbation machine, I'm surprised she hasn't caught me stroking my cock before. Masturbating longer than I ever have, I didn't hear her open her bedroom door. Too focused on jerking myself off, I never heard her walk down the hall. I didn't hear her standing outside of my bedroom door.

While holding and sniffing her used panties in my left hand that I took from the laundry basket, I continued stroking my cock when she barged open my bedroom door without knocking. Not knowing that she was standing in my bedroom watching me play with myself, I stroked myself faster. I stroked myself harder. Determined to cum, I thought that she was still in her bedroom, I verbalized everything that I wanted to do to her and with her.

Talking to myself about my stepmother made me more sexually excited. I loved saying all of the things that I'd want to sexually do to her and that I'd want her to do to me. Bad enough she caught me jerking off and sniffing her panties but also, she heard everything that I had to say about her. I felt like such a pervert.