Edging, denial and keyholding, written plainly. 18+

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DarlingforMistress The Start of Our Journey

member_1b3c4bf280 · 2026-08-26T17:51:28.000Z · 0 replies

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member_1b3c4bf280 Newcomer Thread starter
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2026-08-26T17:51:28.000Z #1

Hello everyone,

I’ve never been great at journaling, or writing in general, so please bear with me if I ramble a bit or make the usual grammar and spelling mistakes. Mistress (more on her later) has indirectly encouraged me to post here and share some details about our journey together. Here goes nothing.

Without getting into my past too deeply, I’ll just say that I haven’t spent much time in the vanilla world for many years. I met Mistress a year and a half ago on a standard dating site. It didn’t take long for us to start discussing our sexual desires, and she expressed her wish to be submissive. Surprisingly though, I figured out who was really in charge fairly quickly. Since this is more of a vanilla-focused community, I won’t dive too deep into the kinks, but I will mention that I introduced pegging very early on in our relationship. Mistress was VERY open-minded about it; once she had time to do some research (she loves learning new things), it became one of her favorite activities. I’ve always enjoyed pegging, but Mistress has taken it to a whole new level with her endless appetite for pegging me.

I introduced the concept of chastity not long after we started doing pegging. Although she was open to it, she wasn’t entirely keen on orgasm denial or giving up access to her cock (which is mine now). We’ve experimented with chastity since then, but never very seriously. To give you some context: we don’t live together yet, and I travel frequently for work. Until last month, we lived near each other; now I have moved across the country. While living nearby, I was hesitant to commit fully to any relationship, especially one involving a Chastity FLR! The time apart has helped clear my head so I can figure out what I truly want.

Mistress is currently drafting a contract that defines our dynamic, and I am eagerly awaiting the day I sign it. While trying to stay within the vanilla realm this site prefers, I should mention she has told one of her closest friends about us. Her friend offered to witness the signing ceremony. It might happen next weekend during dinner with Mistress’s friend and her boyfriend. The idea both scares me and thrills me.

I think I’m rambling again, so I’ll wrap up with a note on my relationship with Mistress. I am not, nor will ever be, a “sissy”. My career requires me to lead people and make quick decisions. That is one of the things that makes Mistress love me so much. It’s also what makes it difficult for me to act as a good sub. However, when I’m with her, all I want is to please her, so I’ve done several things that push my boundaries. I am very lucky to have found such a wonderful person. She is not only kind and loving in the true vanilla sense but also extremely kinky with a strong dominant side. Her balance is what makes this work for both of us.

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