My first Male Escort duty was with Margaret. I was posing as Mr. Smythe and was on my honeymoon. The manager of the Studland Grand, Richard, had arranged for a taxi to take my 'bride' and I to the social highlight of the year, the Studland Charity ball.
Everyone was dressed up for the do. Most women had low cut dresses which contrasted with the 'penguin suits' most men wore. I was a bit put out that Margaret danced with other men and left me to my own devices.
She joined me for the finger buffet break and explained that this was where she got to hear the latest gossip. She already knew 1 lady who was on the prowl for an extra marital affair. She would have a quiet word with her at some later date.
The people of Studland are mega rich. As some indication of their wealth the charity ball would donate £250,000 to charity. She had contributed £10,000 in sponsorship money. Margaret told me that some of the men she danced with wanted to hire an escort for their wives.
Some husbands wanted to get out of some social junket. One hated tennis and he wanted a male escort to accompany his wife to the semis at Wimbledon. It would mean the escort staying at a London hotel for the night. The husband would prefer that it was a platonic night. However he understood that his wife may want a fling. He wouldn't ask whether his wife had sex. It would be up to her if she wanted to tell him the full details of any one to one physical actions.
After all he had a couple of affairs and what is sauce for the goose is sauce for the gander. He knew that the escort Margaret provided would be gentlemanly and knowledgeable about tennis. It meant the husband would be free to enjoy a day at the races with his mates and then have a bachelor party at his house.
I was happy to discover why I was being left alone. Margaret would arrange for a tennis buff to meet the wife and hopefully make both husband and wife happy.
Of course she took 20 percent of the fee so she would be happy. Margaret knew a tennis buff who would kill to get a seat at the Wimbledon semi finals. So getting £800 and travel expenses and a night in a hotel was a bonus for him. If he had sex as well he wouldn't object. If not he would at least get an evening meal out in London, a place he would love to live in, but couldn't afford.
Who knows what might happen in the future. The escort"s date might get a divorce or become a rich widow. One of the husbands she danced with was once one of her escorts and his wife was his old employer.
Margaret told me "Who knows what may come your way. Do you fancy being a rich man with your own yatch? You might get £800 for a date now and get multi billionaire wife in the next decade."
I relaxed now I knew why Margaret was so keen to socialise. The night may lead to oodles of cash coming her way. She said "Do you want to earn £800 tonight?"
I nodded. She pointed to a lady and said "Make her happy and if she asks you to her house you can have £800. Whether you sleep with her is up to the pair of you. But you only get £800.
Don't try to force her into the bed but don't refuse to satisfy her. If you behave inappropriately you will get nothing but a taxi ride back to the Studland Grand."
Margaret then left me to conduct more of her unusual form of market research. I went over to the lady and asked if I could have the next dance. She accepted. Afterwards I said "I am a friend of Margaret's. Do you know her?"
This approach worked. She told me how everyone knows Margaret. She then asked about me. I said that I was at University. I didn't feel it necessary to expand on how I knew Margaret or that I was posing as Mr. Smythe. I definitely didn't want to tell her that I was a probationary male escort and had a girlfriend.
The band played a slow number so we went to the bar. We took our drinks to the patio. I was at a loss to think what to say. I blurted out "I like older women, they are more sensual than the girls at University. You are sexier than any of them."
In the immortal words of Woody Allen "She bought it. It was my worst chat up line but she bought it."
I didn't know that Florence had recently been divorced and her ex had constantly told her that she was ugly. The reason she had bought my chat up line is that she would welcome any compliment from a man. And it didn't hinder my cause that I was younger than she was and much younger than her ex. She was low on confidence after years of being belittled.
