The Maid’s Room

Dear Alexa!

I’ve just recently discovered your website houseboys.net… and I immediately thought about discovering the maid’s room when I was young… when I first started dressing up….

Mistress.. I would like to tell you about how I dressed up when I was young… It all started when I was in third grade and my mother started working instead of staying at home. She hired a live-in maid and the sewing room upstairs was converted into a maid’s room.  The maid wore pretty aprons and  heels– I loved the way she looked and loved hearing her heels clicking down the wooden steps or on the wooden floors.  I first found myself in her room on an errand from my mother — (O, sweetheart, go look in the maid’s room for my extra set of keys…!) and of course I took the opportunity to look EVERYWHERE… including her closet, her bureau drawers, her hamper…

I saw and smelled a lot of pretty things but I do not think I actually tried anything on that day… I certainly dreamt about it in the following weeks and months. I do remember  secretly visiting the maid’s room  when nobody was around and looking through her closet and her many drawers full of slips and girdles and panties. First smelling her panties and then finally one day slipping them on!

It was also at this time when I invited another friend home and found out what another cock looked like and felt like and tasted…. He and I kissed and touched each other and best of all – we dressed up together…   He wasn’t actually homosexual and wasn’t interested in sex…. but I may have been if I had known anything about it…

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Instead, what I used to do was get home from school early and go straight to the maid’s room. When I would get there I would take all my clothes off ..then open the panty drawer.. I loved the heavy perfumed smell.. I loved the way shimmying in silk (or silky) panties  made me feel. I would dress up and then lie on her sheets and fantasize about being used as a sissy maid.  Or I would sit on her armchair and cross my legs and look at myself in the mirror as I squeezed my thighs together….

I would always finish of these little maid’s room sessions by going back to my room and would then masturbate with the panties on…  I did this for years… the maid didn’t say anything to mommy but I’m sure guessed that I was a sissy…