When I was younger I went travelling around the states and spent most of my year there in Florida. The great weather and beach time was a real pull and the American girls seemed to love an English accent. Though I say it myself, I was fit and ok looking and enjoyed moderate success with them. I financed the trip by taking casual/short term work on construction sites, apart from the one occasion when I worked as a bus boy in a hotel in Orlando. It was while at this hotel that I had a brilliant and most unexpected experience. Though at the age of 19 one is pretty much hell bent on fun of all types and through any means, even I was blown away by this event.
I shan't name and shame the hotel as it was a shambles, the restaurant where I bussed the tables was a joke, the food was awful, residents were forever complaining and one was often taking food back untouched.
As well as working the restaurant one of my other duties was room service. This I loved because it not only got me away from the restaurant but the tips were great and you got to have more personal interaction with the clients. One of the other intriguing things about room service was that you never knew who were serving until they opened the door. The hours were varied and I'd often work late, finishing at about 11.
So one night at about 9 I find myself waiting outside a room with a tray of room service waiting for the door to open.
And what a pleasant surprise when it did! There before me was a 40 something dark haired and attractive woman in a sleeveless kimono type dress and without shoes. She opened the door in a kind of tired manner, her head down and with one hand brushing her shoulder length curly hair back from her tanned face.
She stood aside for me to carry the tray into the room and I don't think anything was on her mind until we started talking to each other. She seemed to come alive and relaxed, the weight on her shoulders visibly lift, while we chatted. We talked for what seemed like ages and it was obvious that we'd made a connection. Sandi, for that was her name, sat back on the bed in a very provocative and sexy way while asking me searching questions about my travels. She told me how she was just in the States on business and was really tired, perhaps a little stressed.
I was getting horny just thinking about how I would love to fuck this woman right there and now. But how could I orchestrate this? I just couldn't work it out and what if I was misreading the signals -- I'd be for the high jump. A 19year old English pretty boy in a Florida State Pen. I wouldn't last a day!
It was weird because it was becoming apparent neither of us wanted this situation to end but neither of us could work out how to initiate/justify a move. Despite Sandi leaning back on her elbows, her legs drifting apart as she smiled at me, my confidence evaporated and feeling defeated mumbled something about getting back to work. She gave me a nice big tip and a lovely fuck me smile as we crossed to the door.
"If you find time to slip back later I could make it worth your while. You might as well have my remaining dollars and save me the hassle of having to change them back to pounds sterling." Sandi commented, kissing me briefly on the lips.
I found myself standing in the hall kicking myself for not being bolder but also puzzled by her comment about money. She couldn't be offering me money to fuck her, could she? Surely not, such things only happened in fantasies. I wrote it off to experience and tried to put the incident out of my mind.
Thirty minutes later I'm back in the kitchen doing my job when I get paged for another room service delivery. I get the tray with the delivery -- a bottle of champagne, a bucket of ice and 2 glasses and then look at the chitty. It's her room! I can't believe it. Thoughts race through my mind and a dull ache in my groin starts again as the blood starts to engorge my already heavy cock.
