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Age Gap, Older Man, Younger Woman, Power Differential
Post Body

I wrote this for a dear friend who wanted me to explore an age gap between an older, successful man and a much younger woman who was new to the company. I intend to add to it... just as soon as I get some time.

You had noticed the sedan pull into the train station. It was just the right dark grey Mercedes with darkened windows that said “Corporate”. You had other problems. Your purse and all of it’s contents had been stolen. Your itinerary in London, what hotel you were staying at, all of your credit cards and money... gone. Once again you berate yourself for not actually reading the itinerary but things had been so busy getting you from your normal office into London, you figured you had time to check them once you were on the train. You didn’t notice your purse had been missing until after at least two stops. You immediately informed a Conductor but he didn’t have much hope of finding your belongings since there had been a significant amount of passengers leaving the train over the last two stops. You tried calling your Supervisor, it went straight to voicemail. You suspected they wouldn’t be much help... you got the impression that they considered you generally a waste of their time. “It wasn’t supposed to be like this!” you tell yourself. You had been selected to enter your company’s internship program two months ago. It was supposed to be your big break into the corporate world. “I’ve really showed everybody tonight!” you fretted. “At least I’m here, in London. I’ve got to be able to find some solution... I’m at Waterloo. There has to be something I can do.” At least you knew the address of your company’s headquarters. Maybe you can find some help there with the building’s security. Otherwise, your options were pretty non existant. You knew nobody in London. You had started walking in the direction of the head office, however, it had started to pour. You had not managed a half a block before you were completely soaked in a cold March rain. You were certain that all of your clothing in the battered roller suitcase you were pulling behind you were completely soaked as well.

You hear a car pull up behind you and a window whine down. It’s the grey Mercedes. You hear a voice say “Do you need any help?” The voice is not English, but it’s not American either. You can’t quite place it, but it seems warm and friendly and for some reason you trust it. “Let me at least give you a ride.” He says. He opens his back door and slides in to the other side of the backseat. You pile into the car and are slightly embarrassed at the stream of water that dribbles from your suitcase onto the floor of the car. “Where can we take you, my Lady?” he asks? Your story just seems to tumble from you. You fight back tears of frustration as you finish it. “I see,” he says. “Have you eaten?” You shake your head no. “Just head to the hotel. We’ll figure this all out there.

Your benefactor is Middle aged, nicely greying, wearing what appears to be an expensive suit and raincoat. You notice it is not a British style. You find out he is Canadian, had flew into Brussels early this morning and then caught the train after meetings all morning to London. You arrive at the hotel. The Doorman clucks at the state of your suitcase as he loads it and your host’s onto a cart to be taken into the hotel. “Have you eaten yet?” he asks again as you walk towards the front desk. You shake your head no that you haven’t. The check in is very fast. Basically just a “club” card handed over and then returned. “Is the restaurant open?” he asks. “No sir, it closed at 10pm” was the reply, “But there is still room service available” “I’ll need a table for two set up in my room and a menu now please.” He tells the clerk. Scanning the menu he asks you “How do you feel about pizza?” You shrug and he places and he places the order. “Give us a bottle of red best suited for pizza as well.”

He turns to his driver. “See you tomorrow morning, 8 AM” The driver nods and departs. Almost as if you’re dreaming you follow this man towards the elevator. You feel safe and taken care of.

As the luggage is moved into the room, he motions the bellman to wait. “You had better check you change of clothes for tomorrow. I’ll bet they are soaked” he says to you. You unzip your bag and he is correct. “Please arrange for her clothes to be dry cleaned over night.” He says to the Bellman who nods and departs.

You notice the room is fairly large with a separate seating area with a couch, a desk and a television. Separated by a door is a bedroom with an enormous King sized bed and a bathroom that adjoins both the bedroom and the sitting area. Staff arrive and set up the table, bringing two chairs as well. Someone else collects your clothing. He is busy setting up a laptop on the desk and says “It seems like you can be my guest tonight. Get out of those wet clothes, you can wear these,” He reaches into one of his bags and pulls out an enormous set of grey sweats. “You can hang what you’re wearing to dry overnight. You might want to grab a quick shower to warm up as well.” It all seems to make sense to you so you comply with his suggestions.

You step out of the bathroom and notice that he has unpacked his own suitcases and is typing away on his laptop. The smell of freshly delivered pizza also fills the room. He has taken off his suit coat and tie, rolling up the sleeves of his shirt and unbuttoning the top couple of buttons. You notice the hair on his chest seems as grey as his head but is curly.

The pizza and the wine disappear quickly. He says to you “I want you to take the bed. I’ve been through too many timezones in the last 24 hours to sleep properly tonight. I need to do an hour of work and then I’m going to doze in front of what you Brits try to pass off as television.” You try to object, but he dismisses it with a hand wave. “I have a daughter around your age. If she found herself in the same kind of predicament, I would hope the universe would take care of her as it has you tonight.

You go to bed, somewhat reeling from the wine and the events of the evening. As you lie in another man’s bed, you find yourself thinking about how attracted to him you find yourself becoming. You recall hearing him close the door to the bedroom before taking a shower but sleep takes you...

You come fully awake. You are in a strange bed, wearing someone elses clothes. It takes a moment for you to recall your evening. You get out of bed and peek through the cracked open door. He’s sitting, reclined on the couch, wearing one of the hotel’s bathrobes with his eyes closed. The TV is adding some quiet background noise. You can see some of his chest hair where the robe has fallen open a bit. He is bare footed and bare legged. It occurs to you that you’re wearing the reasons he’s dressed like that. The whole situation is so outrageous, but you keep returning to thoughts of how attracted to this man you’re feeling. Of course, you’re grateful too but that doesn’t explain why you quickly slide the bottoms off and wearing the sweatshirt like a dress step out into the sitting room.

You take two steps into the room and his eyes open. “Is everything all right?” he asks. “I had just awakened and I realized I hadn’t thanked you for all you’ve done for me.” You reply. You cross the rest of the distance and despite his attempt to say that it’s not necessary, you straddle his lap and gently kiss his lips. Your hands are gently holding both sides of his face and you slide them down across his collarbones, playing with his chest hair and opening the bathrobe a little wider. You wiggle on his lap a little and the bathrobe falls all the way open. You are just wearing the sweatshirt and your heat combines with his. You feel his hands work under the sweatshirt and cup both breasts. You use his arms like two clothes hooks and slide down and out of the sweatshirt. Your face is now much closer to his crotch. You can smell the scent of him. The salty, musky scent as you take him, half erect, into your mouth. He fully hardens instantly. It’s not overwhelming in size, but you begin to appreciate it as you run your mouth back and forth along it. He has managed to get untangled from the sweatshirt you left on him and gently pulls you back up into another kiss. Now naked on his lap facing him, he cups both of your breasts together and sucks on both nipples at the same time. You are hot and wet and ready. You guide him into you sinking slowly. His head rests against your cervix and you moan softly. You both stay like that, not moving, deeply kissing and playing with each other’s chests. You brush your nipples against his and you feel him throb inside you. In a single motion he slides his arms under your legs and grabs a hold of your ass, standing. You flail your arms around his neck and he begins long, slow and deep strokes... from deep inside you until he is almost falling out of you. Back and forth, back and forth. You keep building and building until your legs start to quiver uncontrollably and you feel waves upon waves of orgasm wash over you. You beg him to stop. He finally puts you down, now in the bedroom, on the edge of the bed. You take him back into your mouth, working your tongue and applying suction. You feel him contract once, his balls are tight, you know he’s on the verge of climax. You turn him around and push him back onto the bed, climbing on top of him. Guiding him into you, rocking your pelvis back and forth, squeezing him inside you. He leans up and draws one of your nipples into his mouth. Between his cock and the suction on your nipple, it sends you over the top just as you feel him shoot inside you. You’re both a little exhausted by this point. He goes to move out from under you and you say “No, stay like this. I want to fall asleep with you inside me.” You move forward, laying your head on his chest. He wraps his arms around you and you both drift off to sleep.

You don’t feel him slide out from under you or hear him in the shower. You regain consciousness as he wafts a cup of coffee around your nose. “Good morning” he says, handing you the cup. “The car will be here in 45 minutes. I must say... you’re the best cure for jet lag I’ve ever found.” He chuckled

You get up and find all of your clothes neatly cleaned and pressed. A quick shower to rinse the night off, make up and hair done and properly dressed, you find him sitting waiting for you. You grab a muffin, wash it down with a bit more coffee, pick up your work satchel and nod to show you’re ready to go.

In the car he asks “Can we drop you somewhere?” You give the driver the address. He chuckles and says “This will be interesting”

“Just the front door please.” Is his response

You arrive at your Head Office and get out, thanking him for everything.

“It was my pleasure.” Is his response.

“Mine too” you giggle as you close the car door.

You present yourself to Security, they get you a replacement badge for the one lost in your wallet and you meet up with your contact.

“Where have you been? You never checked in last night!” they ask.

“It’s a long story.” You reply. Going over the briefest of explanations about your stolen items and the good Samaritan that saved you, you redirect the conversation to what will be expected of you while you are in London.

“Well, originally, you were going to supplement our staff for this major software roll out, but my team is already set up and ready to go. The Chairman has requested that I provide a resource for a visiting VIP, I’ve decided that will be you.”

The conversation focuses more on things you will need to know. Where you will be working, what the project is for. You both have been weaving between floors and through a maze of work are as finally, you are led into a suite of rooms... An Office, a small meeting room and a place for you and your workstation.

“Just leave your things here. We’ll go up in a minute and I’ll introduce you.”

They make a quick phone call and you head out to a bank of elevators. You both get on and they push the button for the top floor. The elevator opens and you are directed to the Chairman’s Suite. You hear a bunch of male laughter and a voice saying “... and then Georgie here decides that we needed to get some fish and chips... except that he doesn’t want to go all the way down to the bridge to cross over the canal in front of us...” You cannot believe that anyone would ever refer to George Caruthers, Chairman of the Board as ‘Georgie’. The voice continues “So he decides to untie this barge and use it to cross the canal... Except it started to drift as soon as we untied it and there was nothing we could tie it off to... I jumped for the other bank and made it. Georgie took a bit of a swim however. They were good fish and chips... totally worth the dressing down that Major gave us...”

Your guide knocks on the slightly open door and is beckoned to enter.

Now it hits you... just where you’ve heard that voice before...

The six men in the room all turn towards the door. All of them are holding fine china cups and sipping coffee.

“Sir, I’d like to present Ms...” begins your guide.

“Olivia! Pleased to meet you again!”

It’s him.

All of the other occupants in the room give him a puzzled look “How do you know this young lady?” asks the Chairman (You can’t even think the name Georgie regarding him)

“We met in the lobby when I arrived. She was apparently arriving at the same time.: he answered

“Ahhh, I see. Well, she is one of our very best Interns and she will be looking after your needs while you’re here.” The Chairman responds.

Your guide interrupts with “Well, I just wanted to make the introduction, We’ll just excuse ourselves and go and get your work area set up.” Guiding you gently from the room.

The rest of the day is spent getting things organized. Office supplies stocked, network access, calendar set up, even a printer. You only managed to see him once more when he dropped by his new office to drop his own briefcase and laptop bag. Time flies, but with the new workstation you are able to access your email and print your itinerary. It turns out your company has booked you a room at the same hotel. Seven o’clock rolls around and you decide to call it a day. You know your new Boss has a cocktail party to attend this evening and likely won’t have need of you so you head over to your “new” hotel.

In the cab, you wonder how you’re going to get your suitcase and other belongings from his room. Your hand lands on a square piece of plastic in your coat pocket... the keycard from last night...

You check in for your own room and the hurry up to his room to grab your things. You get everything put away and then a mischievous thought enters your head...

You hear the keycard activate the lock and the door to the room open. You hear him enter the room, put his briefcase and laptop bag on the desk and take off his overcoat. He starts towards the bedroom and stops dead in his tracks. You’re sure he can plainly see your dainty foot and calf in the sliver of light shining through the door and onto the bed.

You say, “Turns out they got me a room in this hotel too... but I prefer the amenities in yours...”

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8 months ago