When we first moved to my home town when I was very small there was a family next door who had kids the same age as me and my siblings. We all became friends and ended up with a gate between our fences so we could go back and forth. Eventually though they moved houses and a new couple moved in, Eleanor and Geoff. He was a little older and clearly had a lot of money. He had married a woman much younger than himself and certainly more attractive than he should have been able to. She was incredibly sexy too; in her late thirties to his mid-fifties, sandy blonde hair, green eyes, and a figure she maintained with regular trips to the gym. She was, after all a kept woman.
Being a friendly family, we introduced ourselves and always offered a helping hand for things so the gate remained. They would holiday often so we could look after their house in their absence plus they had a huge TV and they didn't mind me going around to watch it. Of course when they weren't around I'd make the most of it and borrowed some of her things. I always admired her fashion sense, beautiful dresses and outfits that I loved to explore whenever I had enough time alone. She clearly took plenty of advantage of her husband's bank balance with designer clothes and expensive lingerie.
Being that I was 18, Geoff and Eleanor didn't seem to mind having me around, I would often spend most weekends in and out of their house and I usually knew their plans well in advance so I could make the most of their empty house. On this particular Friday I arrived and Geoff was not yet home which I expected. I'd been told that Eleanor would also be away until Sunday, so I was looking forward to a few hours alone before Geoff came back from work so I was a little disappointed to see Ellie's car in the drive when I arrived.
I let myself in and found her enjoying a cup of tea in the kitchen. I greeted her and we chatted. We always got on well, sharing a taste in films and such. As we talked she said there was something she wanted to bring up. I felt my stomach tie in knots instantly. She explained that she wasn't angry but that some of her things had been moved. That she knew I'd been going through her things and she wanted to know why. I had always been honest with her and, for some reason, I felt I could open up to her. I told her that I would wear her clothes and that I enjoyed wearing women's clothing. We talked about it and she was so understanding. She swore she wouldn't tell Geoff or anyone else but also asked that I don't do it any more. I of course, agreed. She seemed pleased and while I was a little disappointed it felt good to be honest.
The following day Geoff went to watch a football match and Ellie went out. Their empty house seemed to call out to me but I managed to resist! Ellie returned home in the afternoon and came to find me. She explained that she had checked and believed I had not been into her things and that she was grateful. To show her gratitude she produced a travel bag. She explained that she had been shopping and bought a few things but there were a few conditions attached. I was still to keep it a secret, she didn't think appropriate that I dress up while she was around, and that I continue to respect her things. She explained the bag would be in the wardrobe of the guest bedroom so that no one in my house could find it and that from time to time she would buy me things. She had noticed how disappointed I was the previous day and wanted to reward me for my honesty.
She placed the bag on the table between us and fetched some bags from her car. I watched as she produced various items from them. She seemed to enjoy placing the items in the hold all, telling me what she'd bought as she went.
"This cute dress!" she said, "oh and this baby doll nightie is quite adorable! And these stockings will go so well with this set." I was speechless as I saw her finally produce two pairs of high heels for me. Between lingerie, dress, skirts, tops, and shoes I had more than enough to keep me happy for a long time.
"Wow, thank you!" was about all I could muster from my excitement.
Over the following weeks and months I would relish going through my new clothes and wearing my own things. Sometimes new items would arrive and soon half of the wardrobe was taken over. Geoff never ventured into the guest room, let alone going through the closets. The things bought for me were definitely Ellie's style too. We'd talk about it occasionally when we were alone. I would thank her for things or she would ask if I liked certain garments. Conversationally we became very open about it and she began asking what I liked and a few times we would look at clothes together online. On one occasion she caught me eyeing up the dress she was wearing and the following weekend I found my own identical one hanging in the wardrobe.
One Saturday morning I knew Geoff had planned a day out in London for himself and his trophy wife. I had slept in that day and when I woke I walked to the window and looked into the driveway to find my Geoff's car gone. I decided I would take full advantage of the empty house next door. I went unseen to the back garden and through the gate. Among my things in the spare room I found a beautiful cream lace nightie with matching panties and put them on. It felt wonderful!
I tied back my long dark hair and dug out a few pieces of make up I had. Before applying I decided to get a drink so I slipped a soft satin dressing gown on and headed to the kitchen. As I padded gently around, preparing my beverage I heard Ellie's voice in the lounge as she spoke on the phone. I must have moved too silently for her to hear me come in. Despite her knowing about my dressing I still panicked slightly, especially as I heard her approach the kitchen.
"Ellie, sorry! I thought you were out!" I called out as crept past her. She looked a little surprised but not shocked as I disappeared up the stairs and back to my room. I shut the door behind me and cleared my make up away when there was a knock at the door.
"Sorry sweetie," Ellie called through the door. "Geoff had to work today."
"It's okay," I replied. "I'll just change." She was silent for a moment.
"I can go out if you like?"
"No, no, it's fine." I could hear her still outside my door.
"The dressing gown suits you," she said.
"Ummm... Thank you. I like it." I was a little confused at this.
"May I come in?" she asked. I went to the door and opened it a crack. Poking my head around so only my face was visible in the gap.
"I haven't changed yet." I explained.
"Sweetheart, I've spent hundreds buying you things and I've often wondered how well they would suit you." After a brief pause I opened the door. The only people who had seen me even remotely dressed before had been people I was seducing so this was quite alien to me. Ellie looked at me. The soft, cream coloured, satin robe was wrapped around me, the lace trim reaching nearly to my knees. I looked down and saw it had opened slightly to reveal the fine lace of my nightie underneath. I quickly pulled my robe tighter around myself to which Ellie smiled. "I thought you may like that. I bought one for myself too. You have such a lovely figure." She reached out to my knee and tutted. "Shaving the knee is so tricky. Wait here!"
She disappeared off down the hall as I stood slightly dumbfounded. She quickly returned with some hair removal cream and handed it to me explaining what it was. She said that she insisted I take a shower and use it and that she would make herself scarce. I tried to protest as it was her house and I didn't want to turf her out so that I could have fun but she would not take no for answer. With that I did as I was asked, taking myself off to shower and removing every tiny little bit of body hair. As I returned to the guest room room I was surprised to see Ellie sat waiting for me.