Still more curiously, the individual I am being sized up by is a woman - not just any woman, but the world's leading matchmaker.'Love architect' Kailen Rosenberg has played Cupid to countless people looking for love during her 22 years in the business.The 48-year-old life coach and former model is media mogul Oprah Winfrey's favourite relationship expert and the go-to girl for every A-list couple in a crisis (although maddeningly she's tightlipped about who).Our hero is an 'old soul', longing for happiness after a turbulent past, hunting for a woman to love him for who he is: a man who loves the outdoors and yearns to start a family - who also, thanks to family money, just happens to be rich as Croesus.Kailen, the woman with our future in her hands, is a boho beauty with glinting green eyes and, she says, an ability to sniff out a gold-digger at a hundred paces. Learning that Kailen is about to interview her first shortlist of 60 applicants - drawn from a longlist of 600 - I elbow my way to the head of the queue. The description of the millionaire on Kailen's site says he is: 'A mid-30s, gentle spirited man from one of the world's most prominent aristocratic families, sophisticated and well-mannered with a passion for adventure.'It continues: 'He enjoys everything from snowboarding in Japan to free diving in the ocean, deep-sea fishing to ranching in the mountains.
I have put my laptop on a box so she is not forced to look up at me from beneath several chins.I love literature, art, opera, perfume, poached eggs, being by the sea, dogs, trees, tea, impeccable manners and children.'I'm curious about the world; fascinated by the past and energised by the future; at ease dressing up, yet happy dressing down.I have enjoyed my single adventures, but am ready to fall in love for life.I’ll never forget my first time going out crossdressed, even though it’s almost eight years ago now.I had been dressing at home for many, many years and underdressing as often as I could, but I had never been out ‘en-femme’ before.
It's not often you receive an account of your shortcomings to your (blushing, aged) face.