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First Time Sissy Maid

I had been fantasizing for many years about serving a dominant Mistress, watching lots of movies online, and generally lusting over the doms I saw posting ads. At the age of 28 I finally found the courage to answer a rather intriguing post by an older woman and her trans partner who were looking for a sissy maid for ongoing service. I answered the ad, included a couple of vanilla pictures, and was rewarded a few days later with a response. We chatted online a bit and I answered Mistress Red's questions as honestly as I could about my desire to be transformed, humiliated, and to generally serve her in any way she desired. We arranged to meet in person at a local coffee house.

I arrived for our meeting on time and found my new Mistress sitting at a corner table with no one else within earshot. She was beautiful. About 50 years old, tall and plump, with long curly blonde hair, very large breasts and a big beautiful ass. She was absolutely the BBW of my dreams. I sat down with her and we chatted casually for a bit before she delved into a few very pointed questions. She reiterated that she lives with a transsexual partner (Male to Female) who would be present during some of my service. I was asked about any bisexual fantasies to which I admitted to having a few but had never acted on any. Mistress Red was quite clear that if I was accepted I would be expected to dress in a full french maid's uniform, to clean and cook, take any punishment she saw fit to dish out, and to serve both her and her partner (Jordan) in any way they wished. My cock was so hard in my pants by this point I thought I would explode. I agreed and we left the coffee house and I followed her to her house.

Upon entering Mistress Red's home, a nicely appointed single family house with lots of privacy, she instructed me to follow her to the guest bedroom where she would help get me dressed. I stripped naked at her command and she took her time inspecting me. I felt so vulnerable and humiliated as she worked her way around my naked body, squeezing and pinching, and otherwise looking for reaction. She spent a bit of time on my cock and balls before working her way around to my little butt hole.

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