
Mmm Mondays
Serving People for Money
He wanted to clarify that I would be encouraged to wear high heels, short skirts and tight-fitting clothes in general. The hourly rate was very good so without hesitation I asked him when I could start.
I was recently reading this story by Jordan Lubov, about a waitress who breaks the rules regarding her work uniform, and as a result is punished — in a very kinky way — by her boss.
It reminded me of when I was a waitress in an upmarket wine bar and served people for money… I too, was told what to wear. At the time I could see the benefits for myself and the business, and so stuck to the dress code. So now I am wondering if my very attractive boss would have put me across his knee if I had disobeyed!
Sadly I will never know.
Before I landed the job I’d never considered waiting tables. At the time I was a student and needed some extra cash.
It all started early one evening when I was meeting a friend in London. (A story of a girl's night out I must tell one day!) We popped into this city wine bar — not far from Fleet Street in London, and were served by the owner — a very attractive middle-aged man. It wasn’t until weeks later I found out he had been a popular and talented football player — in his hay-day.
After chatting with my friend and me we learned he was looking for a waitress. The bar rarely opened after 7pm but was extremely popular at lunchtime with reporters and money brokers. I was studying for my degree in London and luckily the days he was busiest were precisely the two I was free.
I am tall, with long legs, a cleavage and in those days I was young too! My new boss, Barry, explained his clients expected excellent service from attractive bar staff. He could see I fitted the bill but wanted to clarify that I would be encouraged to wear high heels, short skirts and/or tight-fitting clothes in general. The hourly rate was very good so without hesitation, even though I had never been a waitress before, I asked him when I could start.
From the first moment I loved it. I worked with a gorgeous and very sexy Dutch girl, and we soon learned, along with a fab female chef from New Zealand, we made a great team.
My two weekly shifts started at 11.45am. It did feel a little odd putting on full make-up and dressing up as if I was about to go to a nightclub at 10.30am in the morning. But who was I to argue, particularly when I received my wages. The tips given by our customers — which were split between the three of us — more than doubled my earnings. It was incredible.
The punters were mainly well-educated and polite. It was lunchtime, they could only put away so many bottles of champagne. Not only that, I got a free meal at the end of my shift.
It also turned out I was a natural at serving. I liked the job and enjoyed being very handsomely rewarded for my efforts.
My boss Barry was married to a twin. One day his wife came in with her sister. They were absolutely stunning and identical. It got me wondering about what fun those girls must have had in their lives!
Seeing the other side of the bottle!
As I mentioned the bar was always full of the kind of people who drank pink champagne at lunch times. But most had to get back to work so were reasonably moderate in regard to how much they downed.
My boss only opened at night if there was a party coming in. On one occasion he asked me to help host such an event with him.
During the evening I watched one woman get drunker and drunker as the night progressed until she actually slipped off her bar-stool and fell in a heap on the floor.
I have to say the sight of this slightly disgusted me and really opened my eyes, wondering if I looked so dreadful when drunk?
I lessened my alcohol intake until after a while I simply was not drinking any more — spurred on by knowing addiction runs in the family as one of my birth brothers was an alcoholic.
NB: I do enjoy a tipple of Italian wine with dinner nowadays.
Last month I wrote a little about being a waitress and also the power of breasts.
Another story from May More 💜 Tales





