Fifty Shades Of Grey: My Years With Elena *Warning - Explicit Content*


'Picture this, an adolescent boy looking to earn some extra money so he can continue his secret drinking habit. So, I was in the backyard at the Lincolns', clearing some rubble and trash from the extension Mr. Lincoln had just added to their place. Elena - Mrs. Lincoln appeared out of nowhere and brought me some lemonade. I made some smart-ass remark...and she slapped me. She slapped me so hard. She then seduced me and I became her submissive for six years.'

And this is my account of what happened.



March 2003


"No way, Christian!"

"But dad, I..."

"Why? Why do you think leaving Harvard and risking everything on some whim is a good idea?"



I take a deep breath. "Sorry dad." I lower my voice. "But it's not a whim. Ros and I have spent months on this. We've done our research. Henderson Holdings is on its knees. Ros flushed out Phillip Hale as the embezzler, Tom Henderson wants out A-SAP, so I need a hundred grand to buy shares whilst they are at rock bottom prices. Ros has already stumped up her own collateral to buy a large percentage of shares...she's risking her own livelihood because she believes in this so much. Together we can take this company to the next level and make it great again."

"'s not that we don't believe you...but why quit Harvard when you are doing so well? It might be better in a couple of years - after you graduate..."


FUCK! Now I'm yelling at mom!

"Mom, I'm sorry I yelled at you." I take a deep calming breath and stand up. "I'm sorry I yelled at both of you, but this is getting us nowhere. I need to get out of here for a while. Clear my head."

I grab my laptop bag and jacket and rush out of the house.



"Oh Christian...I'm not taking sides, but I can understand why your parents would be reluctant for you to leave Harvard - never mind the money issue."

I take a long slug of Linc's best Armagnac and run a hand through my hair. I had originally planned to head off to a hotel, but I somehow found myself at Elena's before I knew it.

"I can't do what I want to with Henderson's and stay on at Harvard too. It's not possible to stretch myself in both directions. I have to commit to one or the other and my gut says to commit to leaving Harvard and investing in Henderson's. I know that with Ros's help we can really make a go of it. She's got the experience and I've got the business acumen. She says it all the time and I believe her."

Elena cups my face. "I believe you." She says softly. She closes her eyes and takes a deep breath. Opening her beautiful eyes again she looks directly at me. "Wait here."

I nod as she stands and leaves the room. I relax back into the soft couch, tilt my head back against the cushions and rub the crystal tumbler with the Armagnac against my aching forehead.

I knew I'd face some resistance from my parents but NOT the 'this isn't up for negotiation' stone wall I came up against. Why don't they have more faith in me? I bet if it was Elliot asking they would have at least considered it before making a decision, not just cutting him off without a hope in hell! I sigh deeply.

Maybe they're right. Maybe I am being too impulsive and doing this on a whim. There's no guarantee that it will work, just my own stubborn self-belief - which they instilled in me!

What if it's the worse decision I ever make - to leave Harvard and take on an ailing business? If it all goes tits up then what? I start all over again?


I twitch in surprise, open my eyes and sit up.

"Sorry Elena, I was miles away." I down the remainder of the Armagnac and sigh. "Maybe I am being too impulsive..."

"Open that and then decide." She hands me a folded slip of paper.

I place the tumbler down on the coffee table and take the paper off her. Opening it out I gasp in shock.

It's a cheque.

A cheque for a hundred grand...


"Say something," she whispers softly as she sits down next to me.

I blink rapidly a few times as my mouth catches up with my brain.

"I can't accept this, Elena. I mean, it's terribly generous of you..."

"You can and you will. I meant what I said Christian. I believe in you and in this venture. If you think you can make a go of it, then that's good enough for me."

"But how can you offer to just offload a hundred grand like that? Surely you need it for something?"

Elena looks away and I grasp her chin. "Tell me," I insist.

"It's the money Linc was going to invest into the Beauty Salon venture."


I push the cheque towards her. "No way, Elena. I'm not ruining your and Valena's dream."

She pushes my hand away. "Val will understand. Even she could see your potential."

Hopefully not through my jeans...

"But you've both been working so hard to make it happen. I can't be the cause of it falling through."

"Christian - if your plans come to fruition, you'll be able to pay us back and the salon will only be on hold for a short while."

I stare at her, back at the cheque and then back towards her face at a total loss. She grabs my face.

"'s okay. Please take the cheque and invest it into your future. A future I know you will be brilliant at and that you will make a great success of. Val's ex-husband is still playing hardball with the settlement so we weren't going to plough ahead in the next few months anyway. Linc won't look for the money until we're ready to go ahead, so he'll be none the wiser. Just tell your parents and Ros an investor came forwards with the money who is happy to be a silent partner."

Fuck...that actually sounds doable...

"I don't know what to say..." I whisper.

"Say you'll take me up on my offer and take the first step towards becoming a successful businessman."

Somehow I manage a weak smile. "I will pay you back every penny - with interest - I promise."

She strokes my lips with her thumbs. "I know you will." She says softly. She then arches an eyebrow. "Maybe there's a way you can start repaying me tonight."

"Name it." I blurt out.

Right now I would do anything she asks of me.

She lets go of my face and stands.

"Go up to the boudoir, strip naked and lie face up on the bed. I'm just going to grab a bottle of red wine."

"Red wine? Not the Sancerre?"

"Not this time. For what I have in mind, you'll need a good bottle of Barolo."



I lie there naked for what feels like hours.

What the hell is she doing?

The door opens suddenly and she sashays in, carrying a wine bottle and a glass. She has changed in the meantime too - out of her black jeans and fitted shirt and into a set of black lace bra and panties and black killer heels.

She catches my eyes and glares at me, so I drop my gaze to my chest.

Shit - My Domme is taking no prisoners today.

I hear her selecting a CD from her collection and the HIFI clicks into life. The room is suddenly filled with a synthesized soft beat and Elena turns it down slightly. She opens a drawer and I hear the familiar clink of handcuff chains and the rustle of a carrier bag. A few more clinks tell me she's adding items into the bag.

She saunters over to the bed. "Hands up and grab the headboard rails." She commands.

I'm quick to comply. Out of the corner of my eye I see her remove a set of leather cuffs on a long metal chain from the bag and I relax a bit. At least these don't cut into your wrists as much if you struggle. Maybe she'll go easy on me? She winds the chain around the metal headboard and secures both my wrists. I feel her move away and then hear the sound of the wine filling the glass.

"You may look at me now."

I sweep my gaze upwards and she takes a long slow slip of wine and swallows. She sexily licks her lips and then holding the glass casually from the top, she sashays over to the bed.

"Turn your head."

I do as she asks and she places the rim of the glass on to my lips.

"Drink it all."

She tilts the glass and the dark red liquid slips down my throat like a velvet blanket, warming my insides immediately.

I drain the glass and she removes it and places it on the nightstand. She walks back over to the dresser and grabs the bottle and the bag. My head is getting a little fuzzy from the wine and the earlier Armagnac. She comes over, places the bag on the bed and refills the wine glass. She lifts it and as before, takes a long sip before placing it on my lips.

"Finish it."

Seriously? I've never been much of a red wine drinker, but I have to admit the Barolo does go down smoothly...

"Now, Peachy."

Okay, okay! Jeez...

I've now had the equivalent of half a bottle of red wine. The tingly buzz I had before has been replaced by a heavier, detached feeling. My body feels like its losing sensitivity.

Surely that's not a good thing?

"How are you feeling?" She asks gently.

"Umm...chilled I guess. The wine has made me a little numb."

"Good." She smiles.


She strokes the side of my face. "Christian, your role-play is really strong now. I can't dominate you for much longer - I'll end up holding your development back. It's time for you to take full control, but before that, you must do one final act. The act of utter submission."

"Okay..." I begin a little unsteadily. "I'm not sure I follow."

The Barolo is seriously starting to take over now...

Elena holds my gaze, her ice-blue eyes searing me.

"I'm going to claim your ass, Christian."


A shudder runs through me and I automatically pull on the restraints. I'm sure my sphincter shoots upwards so fast, it hits my liver.

"You-you're gonna f-fuck my ass?" I stammer.

She runs her thumb over my lips. "Hush. I'm going to start by milking your prostrate."



My sphincter is now hiding behind my lungs.

Elena holds up her index and middle finger together. "Just using these, a latex glove and plenty of lube."

"Oh," is all I can manage to say.

Elena reaches into the bag and withdraws another item, keeping it closed firmly in her hand.

"And then I'm going to ride you hard..."


"...whilst you have this butt plug in your ass."


I feel the bed fall away from me as my sphincter rises to my throat. Elena opens her hand slowly and reveals a small silver bullet shaped device.

"It's only small Peachy. You'll be all warmed up. It won't be painful. None of it will be."

"But how is this ultimate submission? I can still safeword." I croak.

Not taking her eyes off me, she reaches into the bag and pulls out the final item.

And then the room begins to spin.


"You want me to wear a ball gag?"

Is she serious right now?

"Christian...ball gags are used frequently in BDSM role-play. You will use them on your Submissives. All the scenes and role-plays I've set up, were all for you to experience everything a submissive would. I knew from very early on you would make an amazing Dominant with the correct training." She takes a deep breath. "To help your Submissive hand over complete control, you must know what every experience feels like - including ball-gags and anal play. Eventually, you may even decide on anal sex - if both parties are comfortable with it."

"How do you know all this stuff?" I whisper.

Elena smiles. "I too had a good teacher. Alan had lived the lifestyle for years - and he was a former Submissive. We often frequented The Angelica Club - where we observed a number of BDSM acts and even took part ourselves."

"You took part? With other Dominants and Submissives?"

Holy shit...

Elena nods slowly. "I never had sex - I wasn't comfortable with that. But I saw how a Domme behaved and I learned a lot.We were always heavily disguised; I always wore wigs and elaborate masks to hide my identity. Thankfully I never saw anyone I knew. But a lot of people from that scene wear costumes. It helps with the role play."

I swallow nervously as I gaze at her.

She strokes my face. "I can only show you so much, Christian. You would learn a lot more from watching an experienced Dom at work - and Angy's is a good place to start."

I nod slowly as I mull over all the revelations.

"How are you feeling now? Do you need more wine? I need you to be relaxed."

"In order for my sphincter to return to its original position, I may need a top-up."

Elena laughs and reaches over for the bottle. "This is just another BDSM situation Christian - your final one as a Submissive. Please don't over-think it." She places the glass on my lips and I gulp it down gratefully. "I will look after you and make it pleasurable, I promise."

I fucking hope so...

She grabs the ball-gag and stretches it in her hands. "Relax and keep still. When the ball presses your lips just open your mouth and clamp around it. You may need to wiggle your lips a bit until it's comfortable."

And so it begins...























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