Maddy's Got a Secret Vol. 02

'A Helping Hand'

This is the second volume of the "Maddy's Got a Secret" Series. Please read previous volumes to understand, and easier follow the story. Thanks for your support!

'Momma's Girl'

"Dylan! What the hell do you think you're doing!"

I froze in my chair, paralyzed from the haunting screech of Mom's voice in my doorway. As I open my eyes, sucked out of my euphoric state - I see Mom, standing tall in her sweat-covered, hot pink sports bra - now even tighter against her glistening tits. Following her toned stomach lines down, I see the black leggings mom wore nearly everyday to the gym, only now for the first time I notice the puffy cameltoe mom was parading around confidently. Mom's face was cold, a mix of anger, concern, and definite shock as she looked back at her son, dressed in her own panties and stockings, dawning lipstick like a classic whore.

"MOM! I - I - I CAN EXPLAIN!" I yell out as I attempt to cover myself, and make every move to make the scene not look as bad as it is.

"I'm exhausted today, so I only did cardio instead of my workout, and I figured I would just order us food instead of going grocery shopping... And while I'm out, you're dressing in MY underwear, and jerking your perverted cock?!" Mom questions aggressively.

I see the fire behind her eyes. Mom has never been this mad before. I feel my heart drop... What's going to happen to me? I'm I going to get kicked out? Am I going to get charged as a sex offender? Omg, this could ruin my life!

In the seconds I took to think about all the options, fearing my life was over, Mom took a few steps into my room, and looked at my Discord server open on my screen.

"Maddy?" Mom says questioningly under her breath.

As I begin to panic more and more, mom does the unthinkable - She takes the mouse and begins scrolling through my posted photos on the server! Hundreds of photos of me in Mom's underwear, covered in my own cum, even spreading and fingering my own ass. All while hundreds of guys are commenting on me and my sissy life as Maddy! As I begin to nearly hyperventilate, Mom finally looks away from the screen, and now stares into my eyes - merely inches away. The anger in Mom's eyes scared me more than anything I've seen in my life. I've never seen Mom angry before, but this is a look of pure rage, betrayal. In my terrified moment, mom grabs my shaking wrist, and says harshly: "Come with me, NOW!".

Mom pulls me out of my chair, and drags me to her room. My cock now shriveled up, hiding in Mom's panties, while my whole body shakes in fear. As we get across the hall, mom throws me in front of her. Now standing in the middle of Mom and Dad's room, Mom stands between me and the door.

"Maddy?!" Mom barks at me accusingly. "You like to be called Maddy, is that it? Is that your perverted, sissy name?"

Scared and embarrassed, I look down to the floor, seeing my soft toes melt into the thick, grey shag rug. Avoiding eye-contact at all costs, I gently nod.

"Well Maddy. Take my fucking panties off!"

I never heard mom swear before! Tears well up in my eyes, as I shakily reach down to Moms panties, loose around my waist - and with a little tug, I drop them to the floor. As I move my hands to cover my now tiny, flaccid penis; Mom yells out: "Don't you DARE cover yourself Maddy. You're going to stand here naked in front of your mom. You want to act like a slut online? Well now it's time to prove if you can handle it!"

I weakly lower my arms to my sides, now only wearing a far-too large pair of black stockings. My cock now gently rises as I realize I'm standing naked in front of my own Mom. Staring at her glistening, sweaty body, for a second I almost forget about the life-altering situation I'm in.

As my cock continues to grow, mom crosses her arms, and shouts: "Are you seriously getting fucking hard right now? I am your mother! This is incredibly inappropriate!"

As I try covering myself again with my hands, mom yet again yells out:

"Don't you fucking dare hide your cock from me Maddy! In-fact, why don't you start jerking your pathetic cock for me? That's right, wrap your tiny hand around your little girlcock, and stroke for me. You want to be a little slut, well you're going to prove that you are a true slut to me! This is your punishment! Jerk off for your Mother!"

Nearly paralysed with fear, I slowly wrap my hand around my cock, and begin gently stroking it up and down. My grip loose, although my cock continues swelling in my hand as I begin jerking off in front of my hot, sweaty mom.

"That's it Maddy, be a good slut for Mommy. Stroke your little cock in front of me. Be a good slut, and show that you can take a real punishment!"

My heartrate slows down, maybe this is all I have to do to avoid being in trouble? Maybe if I just follow what Mom says, this will all blow past, and we'll never talk about it again? My grip tightens around my now throbbing cock, and I begin to stroke faster. As I gain some courage, I look up at Mom as I stroke my cock right in front of her - embarrassment now turning into lust as I realize the intense taboo of what I'm doing.

"Come on Maddy, stroke your fucking cock for Mommy. Be a good girl for me and look at me while you stroke!" As soon as mom says that, she reaches up to the band of her sports bra, and with a slight struggle - tugs it up over her head. Mom's huge round tits are now exposed in front of me. The sweat still causes her perfectly perky tits to shimmer in the light peaking in from the window blinds. "Look at me Maddy! These are real tits! This is what a real girl's tits look like. Is this what you want? You want some big perky tits like this?!" Mom asks as she begins fondling and playing with her tits.

The sight of Mom playing with her tits nearly pushes me over the limits - but clearly Mom could tell. Because, as soon as I was about to cum, Mom shouts "HANDS OFF MADDY. GET YOUR FUCKING HANDS OFF OF YOUR COCK, AND GET INTO MY BATHROOM RIGHT NOW!"

As I let my guard down, and relaxed into the moment - I completely forgot about the extremely inappropriate and taboo nature of what I was doing. But Mom's reaction immediately sent me back into a panic. With my heart beating out of my chest, I shakily make my way into Mom and Dad's bathroom - Mom trailing right behind me.

The tiled floor of the bathroom freezes the bottoms of my feet, even through the thin layer of Mom's stockings that I have pulled up my legs. Turning around, I see Mom's tits only inches away from me. Mom has a smug, almost happy look on her face as she opens her lips and lets out in a moan: "We wouldn't want my little girl to make a mess on Mommy's carpet, now would we?"

As Mom says this, I feel her gripping my tiny cock tightly in her long, thick hand. Mom begins stroking me as fast as she can while I moan out in a mixture of pain and pleasure. Staring into Mom's eyes, she begins speaking, almost chanting: "Come on Maddy, cum for me! Cum for Mommy you dirty slut. Just let it out, be a good girl and let it all out for Mommy!"

In only seconds, I feel my whole body tense. I begin to moan aloud, spasming as the first huge spurt of cum shoots out of my cock, landing on the floor between us as mom continues to stroke my cock violently. I begin to moan and groan uncontrollably, eyes rolled back as I keep cumming, just shot after shot flows out of my cock onto the floor beneath us. Mom grabs my shoulder with her free hand to prevent me from falling over as she keeps stroking my cock - making sure to drain every drop of cum out of me. "That's it Maddy. Such a good slut. Just let out every last drop for Mommy."

As I begin coming out of the hardest orgasm of my life, stars in my vision I look down at the floor beneath us. Cum is everywhere! All over the floor, all over mine and Mom's toes, some even made it onto the cabinet door below the sink. As I look back at Mom, post-nut clarity begins to set-in as I realize I'm staring directly at Mom's exposed tits. Looking up, I lock eyes with mom as embarrassment takes over. I begin to cover my cock as Mom finally speaks up for the first time after she made me cum all over her bathroom floor: "Now lick it!"

Startled by these words, I whisper back "Wh-What?!"

"That's right. Lick it! Get down on your hands and knees, and lick your cum up off of the floor like a real slut!"

The thought makes me shiver. While I've been covered in my own cum before, I've never actually tasted it. I've always dreamed about tasting cum, but I've never done it because I get too grossed out by the thought of it after I cum.

Shakily, I back up and slowly lower myself to the ground at Mom's feet. Leaning forward on my hands like a leopard drinking water from a stream, my face is now inches away from my own cum on the floor. "Go ahead, lick it up you pathetic slut!"

Despite being disgusted by the thought of eating my own cum, the thought of my own Mom making me do it was intoxicating, and began to already turn me on again. Feeling my cock begin to stir back to life makes it a lot easier to follow Mom's orders - as I slowly stick my tongue out, and dip it into the fresh cum on the floor. The taste surprises me, as the salty-sweet taste fills my mouth. While the thick and creamy texture leaves much to be desired, I begin lapping up all of my cum off of the floor, savouring each and every taste as my cock grows harder by the second. I look up at Mom while I'm licking my own cum up off of the floor, and notice she has this smug, and mischievous smirk on her face.

Minutes pass as I continue to lick and suck up as much cum off the floor as I can. As the taste becomes more familiar, and any remaining reservations I have of swallowing my own cum begin to fade, Mom speaks up again: "Now lick all of your pathetic girl-cum off of my toes!"

I shift forward, and run my tongue along Mom's toes. Her pink-coloured nails covered in a thick layer of my now cold cum excites me. I work my tongue between Mom's toes, sucking and swallowing as much cum as I can. "Alright, good enough. Back to licking your mess off of the floor!".

As I lower my face back to the floor, ready to lick up the remaining puddle of cum in front of me - I feel Mom's foot press against the back of my head, and push me face-first into my own cum. Rubbing my face in my own cum, Mom speaks condescendingly: "Come on Maddie, this is what you wanted right? To be treated like a slut? Well, how does it feel to have your little sissy face covered in cum?"

With my face covered in my own cum, Mom lifts her foot off the back of my head and says softly: "Now Maddy, you better make sure this room is spotless! There better not be a drop of cum left when I come back in here tonight!" And with that, Mom walks off out of her bedroom, tits bouncing with each step.

I stare down at the leftover mess in front of me, cum dripping off of my face back onto the floor. As I begin to stand, I think about what just happened. Shocked, and now completely terrified about what's going to happen tonight at dinner, I clean myself and the bathroom up with a towel and begin to softly step out of the room. As I get to Mom's bedroom door, I hear the front door close.

'Have A Good Evening'

Crossing the hall into my bedroom, I hear Mom's car pull away as I close my bedroom door behind me. All the possibilities begin to run through my mind: Is Mom mad? Is Dad going to find out? Am I going to get kicked out? What's going to happen when Mom comes home? I close my Discord tab in disgust, as I take Moms stockings off. I wipe off whatever lipstick remains as I begin to get dressed. Blue jeans, black t-shirt, and a dark-grey hoodie - trying to appear as masculine as I can, and forget about what the fuck just happened.

For the next 45 minutes, the panic grows as I consider all of the potential ways this evening will go. But finally, after what feels like forever, I hear Mom's car pull into the driveway. As she comes in, I hear her placing stuff on the kitchen table downstairs. A few minutes pass when I hear Mom calling from downstairs: "Dylan, dinner is here!"

My whole body tenses, but carefully I stand up, and make my way downstairs, anxious about what I'm walking into.

As I step into the kitchen, I see Mom now wearing her black Lululemon athletic zip-up sweater, appearing as if nothing is wrong. I look at the table, and see 2 giant boxes of pizza from Pizza Planet, my favourite pizza spot from all the way on the other side of town! But not only are there the pizzas, there's a Styrofoam container of hot wings, a 2 litre of Pepsi, and even a small box of brownies. Mom really went all out on this!

Mom hands me a plate from the cupboard as I speak up, "Wow Mom! This looks incredible! Thank you so much!".

Mom smiles; "Aww, you're welcome my handsome young man. Go ahead and dig in, I'm going to go up and change."

Although I'm shocked by Mom's nonchalant and calm attitude, especially considering what happened only an hour before - I grab my plate and excitedly open the first box of pizza. Distracted by the food in front of me, I look up at the last second to see Mom hiding a small bag in front of her as she heads up stairs. Not thinking much about this, I continue filling my plate with the greasy, heart palpitating deliciousness.

After a few minutes, Mom joins me back in the kitchen - although I can't help but notice that she didn't change. Deciding not to push my luck any further today, I don't question this, and instead focus back on eating as Mom sits with me for dinner. We don't say much, as a subtle tension slowly fills the air. Nevertheless, we enjoy our meal together as we share pizza, wings, and soda. As I finish my plate, I go to begin cleaning up. Mom stops me;

"Oh that's okay Dylan, let me clean up. Why don't you head upstairs and relax for a bit? Maybe later tonight we can watch a movie together and finish off those brownies?" she says with a wink.

Smiling at how well dinner went, and with my anxiety about the situation from earlier completely gone, I make my way upstairs to settle down, and play some games for a bit.

As I get to my room, I find my door slightly ajar. Pushing it open, I see a small black box on my bed. Stepping towards my bed, I see a note on top of the box: "To Maddy <3"

Cautiously, I slowly open the box. As I look inside, there's a pair of bright pink panties, smaller than Moms - yet they look like the perfect size for me! Alongside that, there's a pair of small black stockings, and a tiny buttplug with a pink heart on the end!

It's at this moment that I realize; my biggest secret is out! Mom knows! Yet, it seems that Mom is okay with it...

This is the end of

Maddy's Got a Secret: Volume 2. A Helping Hand

Feedback and criticism is much appreciated. If you enjoyed it, please be sure to like and comment your thoughts. I have plenty more stories with Maddy to come if the interest is there. Thank you for reading!

Patrick Wallen