It was four weeks before Jack became Jacqueline, the new barmaid at the Golden Keys public house near Waterloo Station, London. In that time Martha had given him deportment lessons and coaching to soften his voice; she had also taken him to a theatrical supplier in London where she had bought some of her frocks. The mature, rotund lady there fitted Hack with a lovely black hairpiece and trimmed it into shape. Martha had also purchased new shoes for him.
On the first night working as a barmaid, Jacqueline wore a long straight knee-length dress in electric blue. Jack had been nervous all day but the thought of becoming a woman was so great he could hardly contain his unbridled pleasure.His mother knew that he was aroused by the prospect and had bought a cache-sex from the same theatrical supplier to hold Jack's undersized manhood in place.