It Started with Chelsea Ch. 04

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Sam gets to know his Step-mom.
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Part 5 of the 5 part series

Updated 06/07/2023
Created 10/29/2014
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Author's note: All sexual participants in this are over the ages of 18. If you have not read any of the other chapters in this story I suggest you do so before reading this one. I hope you enjoy and remember to rate, favourite and subscribe should you enjoy the story. Thank you.

The Step-Problem

Chelsea Chapter 4

Sam gets to know his step-mother a bit better

*

It's always weird when you wake up in the morning and you have a semi-hard on still twitching in your boxers - still, what makes it even weirder is that feeling you get when you feel like you've been ridden unconsciously.

Chelsea my step-sister obviously paid me a visit last night. I can still feel it, the slight dripping sensation out of my dick. Thing is, I thought we were past the whole 'sleep rape n' play' shit. But I can't complain, I mean I want to, but, really, I shouldn't. There's plenty of guys out there in the cold with no woman and here I am with my own personal deposit box.

The only problem with it is that when you've ejected mid-sleep I tend to find it leaves you wanting more throughout the remainder of the day, and lo and behold my lust must be abated solo style if at all today. With her in work, doing a shift at the hospital and on a Sunday too. Chelsea, she's a fickle one and is a bit of a loose cannon when it comes to pleasures of the flesh. It's always her getting me off and never the other way around, I do want to try something like that and soon. But she doesn't seem to have any interest in me going down on her. Which is pretty damn weird if you ask me.

In any case, it's getting pretty late. As I pulled the covers of my bed back I not only noticed a raging stiffy, and the remnants of drool and slobber of a cock-crazed sister left on me but also the absence of any pants and boxers at that. My briefs pulled down to my feet and pants were thrown on the floor, entirely unlike me as I do tend to sleep fully clothed.

And that, on the desk is an oddity at most. A tissue scrunched up and stinking of my cum - just where in the hell did that come from. Because I sure as hell never leave them lying around and Chelsea, bless her, never has the forethought to clean me. No, she much prefers the idea of leaving me to stew in my own stench. But it's not important, really, I should try and say goodbye to dad before he leaves. He's off out again for work, this time for a few weeks I barely ever get to see him anymore.

I got dressed and cleaned up myself, and my room leaving no trace of the crazed depraved step-sister and headed downstairs to meet the morning. Dad was already gone, Chelsea just leaving exiting the door she waved me a goodbye kiss and a sly hand signal to let me know she blew me off last night. I laughed and watched her off as she tied back her beautiful red hair as she wiggled her sexy tight ass out the door, my erection returning as she moaned & stuck it out with a grunt, slamming the door behind her. Then my step-mum, Natalie called me over. I hobbled over to the kitchen counter trying not to give away the bulge in my pants as I jumped up on the stool.

"Morning son, err... sleep well?" She said blushing.

I coughed, clearing my throat "Yeah, I erm... well, I can't complain," I mumbled awkwardly still remembering the sight of her eyes fixated on me when she caught me the other day. We both smiled, mine more of an apology, her's sincere.

"So what'll you have for breakfast," said Natalie brushing her hair back.

"Waffles, omelette, bacon anything is fine. Whatever you're having is good."

"I fancy some sausage," she said, I choked as she turned around and dipped into the fridge. Jesus, did she just say that? Or was it my imagination. She had to have meant food, clearly, my head is all sorts of fucked today I really can't think straight after yesterday. I composed myself and Natalie was still bend over looking in the fridge I couldn't stop myself but notice her ass in those pyjamas. Pink and silky speckled with white dots with her rump perfectly on show. Very, very tight pants I thought. I eventually shook my head to stop myself from staring.

"Oohhhh, I can't find any Sam."

"Find what?" I asked, hoping for a change of subject.

"Sausage. I really want some sausage for breakfast, but your dad forgot to get some from the shops on Friday. I'm really craving it, not in the mood for bacon you know? Do you think you could get dressed and go and get me some?"

She leant up and closed the fridge, turning around smiling with a disturbingly wicked smile as she stared right at me. I nodded and did my best to control myself as she moved opposite me on the counter leaning on her elbows and brushing her breast right on the work top. I blinked furiously not used to the sight of her like this and with these thoughts, she really had a much bigger bust than Chelsea and her nipples were standing out on show through her blouse. I fell off the stool.

"Mmhmm, sure thing Nat," I said walking away with a slight limp.

"Thanks, Son," she said as I walked up the stairs to get a shower. I reached the top of the stairs and jumped into the bathroom, shutting the door, locking it behind me and slammed myself against the wall.

What in the actual fuck?! I whispered to myself silently screaming in my head, as I panted wildly for breath and looking around the room in a confused haze. My pants constricting me in an almost torturous confinement. I slid them off and my dick sprung up like a jack in a box.

I'd not been this hard is weeks, months even. I couldn't control it and I was so rock-solid that it ached. I jumped in the shower and had a wash while trying to think pure thoughts to calm myself down and out. It didn't seem to work and I wasn't up for rubbing one out considering who gave me this painful mast of arousal.

I finished off and went back to my room, wrapping the towel around myself but unable to hide the obvious detail. Drying myself off on the bed I sat just thinking to myself of Chelsea, other girls, and horrible thoughts, anything and everything to try to get it to go down.

And then, I heard Natalie again. "Are you okay Sam? You're taking a long time up there?"

"Yeah, I'm fine, just - I'll go in a minute," I said shouting down the stairs.

Fuck it, I thought. I couldn't hold it any longer I threw the towel off myself and laid back on the bed grabbed a few tissues. I started going at it stroking, cursing and slightly punching myself in shame. And my mind fell into a black abyss of heaven as I thought of Natalie, my step-mum in her tight-fitting pink pyjamas bending over, with her massive tits bouncing out in front of me. I thought of what her nipples might look like, her legs, her stomach and her pussy in one moment.

"urgh," I groaned.

Fuck. I hate myself right now. But I just don't care. Natalie's tits there so much bigger than Chelsea's, she's entirely different dark hair, dark eyes, dark skin, legs than run on for days. And oh...

The door went and somehow I didn't hear it. A shadow at the side of my bed hovers over and I lay naked, sweating and pumping myself as the bed moved, "Sam... you really have a problem don't you."

OH FUCK. I jumped up, opening my eyes and see Natalie sat next to me.

She smiles with a light laugh in her throat, I bolt for the towel and she grabs my hand. And looks at me, "Don't worry about it Son. I've already seen it before, haven't I now? The other night when I caught you, I didn't know what to think or say. But... Well. You're very I - err hahaha. I'm sorry, I just can't get this image out of my head." She said stammering still holding my hand and moving her other hand to my stomach.

My eye's dart around looking for an escape, a cover, a change of conversation. But it's no use she lets my hand go and glides her fingers along my dick. I start hyperventilating and she grasps it firmly, "Shhh... it's okay."

And she starts stroking gently with her eyes glued to mine. Her soft hands tugging, pulling and rubbing my whole length. She moves up the bed and her free hand cusp's my balls, stroking them ravenously. She starts stroking me with more vigour and begins using both hands on my shaft.

Small whimpers escape from her mouth as she licks her lips and makes love to my cock with her eyes. Her eyes grown wide and hungry, she tugs and tugs at me viciously, her thumb rubbing the tip of my head and I shudder. She smiles and moves her hand away and licks the palm of her hand to give me some lubrication and again on her other hand. She begins twisting her hands as she moves both her hands up and down the entirety of my shaft. I begin panting and blowing air out my mouth trying to control my breathing.

"Let me know when you're close Sam," she says not moving her eyes from my engorged loins. She begins pumping her shoulders up and down wanking me off in spectacular fashion and rapid speed. I tap the bed a couple of times in succession.

"Okay - okay," I said biting my lip.

"Close?" She asks.

I nod.

And for a moment she stopped, disappointed I raise my head up and open my eyes to see her pulling her pants off and seeing those magnificent legs and ass curved as she bends over again yanking her panties off. Oh boy...

"Oh god - oh god," I said.

She pats my stomach and wraps her knickers around the head of my cock. Continuing her arms in an assault on my shaft. The soft lace of her panties is too much as it rubs against my head and I gasp and spurt everywhere. Coming, filling her hands & underwear with my full thick white juices pouring out the top of her thong.

She keeps going and I keep coming. Natalie moves up and slowly peels her panties off of me and puts them on the towel. Sensually rubbing my throbbing hard on, gliding her cum-laced fingers around my balls and dick as if she were bathing me and stops eventually while looking to me and her hands. She's glazed in white and sucks a finger nail and cringes but smiles back at me and gets off the bed walking out the room, leaving me in another mess.

My head falls back, and I begin to get sleepy.

Natalie poked her head back in through the door, and said, "Don't worry about the shops, Sam. Bacon will be fine," shooting me a devilish smile waving her juice covered fingers at me.

"Your... your underwear - knickers, what err-" I say back panting and howling in orgasm.

"Keep them," she said and closed the door behind her.

***

I dozed off and fell into a lustful stupor, my dick still twitching as it slowly became flaccid again. Sated at last. Lying there, naked, sweating, and struggling for breath.

And really I couldn't help but think if what had just happened actually happened. Was it a dream? Some amazing wonderful twisted fucked up dream. Had my step-mother just given me a hand job? And if so, why? I mean I know my dad is away a lot but I didn't think things were THAT bad. Were they? I had no idea. And then I thought only of Chelsea, shit, had I just cheated on her? My step-sister, with my step-mother.

Is Chelsea even my girlfriend, there goes that question again - a question we both ask each other constantly. Nothing really made sense anymore and I couldn't grasp the gravity of the situation especially while I was still laying naked next to Natalie's panties. I looked at them, they were dripping onto the towel and caked in cum. I laughed, hard, and finally had the energy to sit up. I got cleaned up and threw the towel in the wash and hid the thong in an empty draw, hoarding it away like some secret trophy.

Where the pair of them now just trophies to me, though? A horrible thought. I shook my head and slapped myself in the face as I headed back down the stairs smelling breakfast at last. I sat back on the stool and saw Natalie parading around the kitchen in the same pyjamas and wondered to myself if she'd put new underwear on.

She looked over and smiled, "ready for breakfast?"

Unbelievable, it's as if what had happened didn't. She seemed unphased, I questioned myself again wondering if I didn't just dream it up in some desperate fantasy but then she smiled again giving me a wink. Oh fuck. It dawned on me, it happened - yeah it definitely did.

Natalie placed a plate in front of me and sat facing me eating a bacon sandwich of her own. We sat quietly eating, and I kept looking up to her but neither of us said anything.

I choked on the bread and shot her a look of dread. She just smiled and swallowed a bite.

"Ermm... err Natalie. I think we have to talk about-"

"Sam. Will you stop it, call me mum. It's been long enough now you should be used to living with me now. You know Chelsea calls Daniel dad, on occasion but still..."

"Jesus Christ! Are you for fucking real?! Why would I call you mum? You just jacked me off! What the fuck, what the actual fuck NATALIE!?"

She stopped chewing and put the sandwich down. And snorted, "Did you enjoy it?"

"What? I - of course, but that's not the point."

"Well, then son. Be grateful, you know your dad he's always away. I'm sorry I walked in on you the other day but I am not sorry about what just happened. Honestly, Sam, it got me soaking wet. You're dad never touches me he barely even looks or kisses me anymore. I'm sorry that it's weird, but I'm just - I can't take it anymore I have needs and well you look just like him, if not better looking. And much more well-endowed if you don't mind me saying."

She playfully slapped my wrist chuckling as she finished her sandwich. My jaw dropped and I couldn't speak, I couldn't think of anything to say I was in shock I started gasping looking for the words to come but they wouldn't. I opened my mouth again and she placed a finger on my lips.

"Shush, it's okay. Nobody needs to know okay? Not your dad, not Chelsea. And none of the family, none of the neighbours, not anyone. It's our little secret okay," she said stroking my chin making my stubble itch.

"So... it's over. It was just that one time?" I said trying to find comfort and some semblance of normality again, she let out a giggle and a heavy tutting sound from those lips then shook her head.

"Sam. Son. Don't be ridiculous, you think after THAT! That I'm going to stop? No Sam, don't be stupid with a cock like that you are not getting away from me. We are just getting started."

This isn't happening. Can't be happening. This is... is... I'm fucked. My life is over. I can't juggle a daughter and a mother. I can't. WHAT THE FUCK!? If either of them finds out I'll be a dead man that is if my dad doesn't kill me first. No, I have to put a stop to this.

"Natalie I-" I began and just as I opened my mouth she reached over the counter and kissed me. In shock I didn't pull back, she locked an arm around me and drew me in closer. I kissed her back, soon both of us sat there with locked lips, & tongues flicking at each other, her hands rubbing my beard and mine clawing at her like an animal.

She pulled back looking me in the eye and gave me a peck on the lips.

"I think your father is cheating on me," she said with not a wince of sadness in her eyes. I fell back and said nothing there was nothing to say and nothing I wanted to say. She nodded and I laughed and grabbed her, pulling her around the counter for another embrace.

"Fuck him," I said.

***

I wasn't sure how I was going to come to terms with cheating on Chelsea. Or how I was going to manage with the eventual proverbial hammer to fall on me and break this wonderful paradise that had unravelled in front of me.

I wasn't even sure how my dad would take the news, but in between the three of them I wondered who would be the angriest, upset, and turn into a rampaging murdering maniac first; Daniel, my dad, Chelsea, my step-sister/girlfriend & fuck buddy, or Natalie. My step-mum and person at this very moment who had her head beneath the covers of the bed sucking me off in a frantic pace with an experienced mouth and surprisingly nimble tongue. Who again, I asked would punch me first, who would slap me, who would burst into tears. Who would run out?

I asked these questions, and none of them really mattered not now not while I had a beautiful thirty-something brunette gagging on my manhood. A milf bobbing up and down under the covers of my dad's bed choking and slobbering over my shaft and balls. I don't give a fuck anymore. Hahaha.

Doubtless, I'd break her heart, and Natalie would probably drive a knife into me. She seemed the type, after all, Chelsea the shy quiet girl who'd fall apart, Natalie the vengeful mother who would defend her daughter's honour and my dad. He was more or less the type to disown me. Maybe after it all, I could go and live with my actual mum.

Whereas my step-mum as lovely as she is with her gob stuffed with my dick didn't seem the type to stay with me when she finds out. I say when rather than if because I've already resigned myself to an unquestionably massive shit-storm coming my way sooner rather than later. But before then I'm going to put it off for as long as I can, and in that meantime, I will fill both Chelsea and Natalie with as much dick as I possibly can.

This is my fifteen minutes, my sowing of the oats I don't think I'll ever have another chance like this again in my life. If I do, great, but the pessimist in me is speaking and he tells me that I should just embrace that really disgusting male chauvinist sexist pig of a man that resides deep down in every single male in existence. The devil on my shoulder, telling me to stuff them both behind each other's backs.

Fuck I feel guilty, but my dick is exploding in her mouth - in my step-mother's mouth, and the whole world just makes sense right now. And I don't ever want this feeling to ever stop. Of course Natalie, I learned, won't swallow like Chelsea but there's always a sacrifice and what one woman won't do there are at least five other things she will do. I just had to find out what they were. And then, maybe, things could really go somewhere.

As all these thoughts raced through my head I couldn't help but have an inner battle with myself, I tell myself I'm a horrible human being I'm using them. I'm a disgusting pig. And then at the same time on the other side, I tell myself just how lucky I am to have two gorgeous, beautiful and entirely different women offer themselves up to me on a silver platter. One young teenage redhead, cute braces, ass like a super-model and adorable petite frame with teeny tiny boobs, and the other her mother; a busty gargantuan breasted milf, dark brown hair and legs for days that can cook, clean and fuck like a goddess. How was I ever to say no? Or let alone decide between them. It just couldn't be done.

It was at this moment I was knocked back into the present, Natalie with a mouthful of me came up from the covers tapping my chest and jumping from the bed to run the toilet to dispose of my unmentionable failed seed.

She came back with fresh breath and a rubber in hand ready to get to the deed itself. Fucking her step-son in her and her husband's (my father's) bed. She rolled the condom on and near stole the air from my lungs as she pounced on top of me like a cat in heat. I fell back onto my dad's pillow, blind and proud with two massive tits smothering my face into a near death state of oxygen deprivation. It was the greatest choking hazard I'd ever experienced.

She rocked back and shoved my organ deep into her soaked hole and snatched my hands from her breast to her ass and fucked me into a coma.

Lips locked on tits, dick flicking her clit and both step-son & step-mum in a state of moaning ecstasy. I'd never experienced such an experienced woman before every inch of her taught me about every inch of me. And inch by inch she cradled into me with shocking roars of pleasure, she was a screamer alright.

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