Lady Tate obviously spent her life in aristocratic circles and never really had cause to mix with people of the working class. Not out of snobbery, she was a very kind-hearted woman. The two worlds just didn't meet. But she was always aware of young man, Jeremy, or Jezz to his mates. He was from the less affluent housing estate in the nearby town. She had heard of him through friends. He was a delivery driver, and they'd encountered him when he'd delivered parcels to their houses. They commented on how amazingly well mannered he was, a d adorably shy, despite his horrendous upbringing by his terrible parents.
Intrigued, Lady Tate started using the courier company he worked for, and soon enough she met the talked about Jeremy. She was instantly smitten. She couldn't believe his manners and politeness, he was well spoken and obviously quite intelligent, and the adorable shyness was evident enough to reignite a long-held wish of hers.
She'd always wanted to have her own sissy maid. She remembered a conversation from about 20 years ago where her and a few friends were talking about a reclusive Baroness near London who'd turned her nephew into a sissy. They all laughed, but the idea took root in her mind. But moving in her circles, she never had the opportunity. Until now.
She'd stepped back from a lot of her work and now let her massive estate run itself, so she had a lot more spare time. So she decided to try and turn Jeremy into her maid. She told her friends about her plan, the same ones who laughed 20 years ago were now all for it. But one thing was a must, though: they all agreed it must be completely consensual. Lady Tate would want him to have a wonderful life as her maid.
She gradually got to know Jeremy more and more, inviting him over and having genuinely lovely long conversations. She was as captivated by him as he was her. He readily agreed to dress for her when she suggested it one day. First in a simple silk blouse and leather skirt and heels, and seemed to love serving her drinks. She then gradually increased the feminity of the dresses which he seemed to love, as she could see how aroused he was as she watched him change on his visits. She was delighted with the way things had gone and soon had him move in with her, where they shared a most wonderful life together as Mistress and maid, where he would blissfully serve her and her friends.
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