Imagining The Ultimate Sissy Experience: A NYE Fantasy

Remember, this is only a fantasy.

We arrived at our hotel mid-afternoon on the 31st. By ‘we,’ I am referring to my date for the evening and me. I can not imagine a better hotel for this special occasion. The Davenport Grand was opened in 2015. However, Davenport Hotels has been a mainstay of downtown Spokane since 1914. Our dinner reservation is a few hours away, so we have time to fuck. It will not be our first time fucking. This is a very special occasion for me, and I have no intention of spending an evening with a man who is not up to it.

Room with king-size bed and a beautiful view of Spokane

After an exhilarating afternoon of sex, we dress for dinner. We take a stroll through Riverfront Park. We will be dining out at one of Spokane’s best restaurants — Clinkendaggers. Our table provides us with a great view of the scenic Spokane Falls.

Spokane Falls, Spokane

After dinner, it is still early. We could head straight for the NYE event we are attending. However, we both feel it is a bit early and will make for a long evening. We agree to return to our room. We both have the same thought. Our dinner had been too romantic, and the memories of our afternoon sex were too fresh for either of us to last more than a few moments once we were in our room. An hour or so later, I knew for certain I had made the right choice. He was up to the evening. However, I was beginning to wonder if I was.

My date for the evening knew full well that on this special evening, I wanted a kiss at midnight more than anything else. If he had not known, he might have suggested foregoing the event. However, he did know, and frankly, I needed a break — a chance to recoup. So I almost welcomed a reason to leave the room. At midnight, I get my stroke-of-midnight kiss, the first such kiss I have ever received as Veronica.

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We did not rush out but were back in our hotel room by 1 AM. I ask for a few moments to take a shower and freshen up. He is a gentleman and agrees to wait. When I step out of the bathroom, I am wearing a black bridal lingerie ensemble.

And this is when things get real. He really had no interest in a luxury room at the Davenport Hotel, which I had wanted. He would have been content grabbing a quick burger at the Onion Bar and Grill. However, I had never had dinner at Clinkendaggers. Even the time we had spent dancing would not have been his first choice. The whole evening had been on my terms but now the rest of the night would be on his terms. And it felt a lot like payback for everything else.

I had begun the evening believing this would be my Ultimate Sissy Experience. From about 1:30 AM, it became his Ultimate Sissy Experience. The ultimate goal of any good sissy is to serve alpha cock through worship, obedience, and submission. I am not sure when it happened. I am not all that certain there was even a ‘when.’ However, when he finally rolled off of me, almost as exhausted as I was, I knew getting fucked by him had truly been my Ultimate Sissy Experience.

About Ultimate Crossdressing Experience

I first imagined an Ultimate Crossdressing Experience in my thirties. However, the basic concepts emerged during my marriage to Amber. This is a period in my life when I saw myself as a crossdresser — or, to be a bit more accurate, as a man who enjoyed crossdressing. I like to view my feminine desires as something apart from who I was, something I did rather than who I was. I did not always feel I had the time, energy, or desire to crossdress, so I began fantasizing about my life as if I were more than a crossdresser. Many of my fantasies were about Steve and the life we might have had together.

I would grab a clipboard and a stack of filler paper and begin writing fantasy stories about that life. I kept looking for the perfect story, the perfect fantasy. During any one session, I might have gone through twenty or thirty sheets of paper looking for just the right words, the right start to my fantasy. One night I landed on the idea of the Ultimate Crossdressing Experience. I envision the perfect fantasy — not unlike the one above.

What I did not realize at the time was that I was not seeking the Ultimate Crossdressing Experience. I wanted more than a crossdressing experience. I wanted romance. And I wanted sex, lots and lots of sex. This was a period in my life when I disdained any thought of being gay — or of being a sissy. Crossdressing was simply something I did, and fantasies were nothing more than fantasies. But in truth, I was actually looking to imagine the Ultimate Sissy Experience.

But Remember This Is All Just Fantasy — Or Is It?

It may be that this is just a fantasy. However, is it a bit more realistic if I speak only of a kiss at midnight and sex later? True, for the Ultimate Sissy Experience, the finest hotel in Spokane and a romantic dinner are all but essential to the fantasy. But what do I really want — the kiss at midnight and a good fuck. And the kiss does not have to be at some fancy event. It can be a quiet moment in a motel room. Bottom line, all I really want on NYE is to get fucked. That would be a truly incredible experience.

Sissy

Nye

Fantasy

Ultimate Sissy Experience

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