I can't really remember word for word what happened-- or moment to moment, so this story is paraphrased and is written to the best of memory. Some things may have been left out, but that's only because I was focused so inward in the moment.
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This is story of my first bisexual experience, brought to life by a woman named Melanie, and how she took me to a whole new level of personal understanding and even questioning. This woman, who more or less introduced me to BDSM, via the Internet, finally gave me the opportunity to meet her-- after 10 years of wondering about her. Now, you're probably wondering, "After 10 years, she must be a fake?" And well, sometimes, I thought so too. However, this woman is very elusive, and very anti-social. She's pretty drastic, she generally hates people, and she avoids interacting with them whenever and wherever she can, unless there's something to gain in it for her. This woman, Melanie, is a true predator, a Mistress, a BDSM Idol, a Kink Idol, a Goddess of the finest degree. She was the only person who was really able to push my buttons and spark things within me, even things that I had always wanted to play down and pretend that didn't exist-- she was able to spur them, and bring them to forefront. In other words, she was able to mentally Domme me-- without so much as trying. I had been going through another phase where I thought, "Maybe I need to explore that 'side' of me, for real, and I started emailing her trying to provoke her to re-appear after being absent for nearly three years.
Much to my surprise, the idea of talking to her about 'Discordia', my alter ego, was too juicy for her to let slip by, and she agreed to meet me. She said she would let me know when she's in town and watch for her message. So, one day, when she said she would message me and let me know when she was in town, she told me to meet her in the parking lot across from the YMCA, and that she would be driving a van. A van! Even before I decided I would meet her, I was driving myself nuts and crazy and insane wondering if I should or not. Why? Because Melanie never loses. It's true. Melanie never loses, and Melanie has never lost. If Melanie wants something, she gets something, and I always knew that. And while me and Melanie were equal in wit and words and we could argue one another to an absolute standstill, and I could outwit in many-a-insults, she's still a very experienced and very powerful woman. I knew what she was capable of, and I really didn't know what she really wanted with me. I even thought she could have just been playing a game with me, just for me to go out and meet nobody while she laughs her ass off somewhere on the Internet.
Luckily, the YMCA is just a few minutes away from me, so I got ready as quickly as I could and bolted out the door toward the YMCA not wondering what I was going to run into. However, being the only van in the school parking lot across from the YMCA at night with no other vehicles, it was easy to spot. And I could just make out the figure of a person sitting behind the driver seat through the dusk light. I approached the passenger side of the van, and opened the door, the light in the van popped on and I was in a state of shock, in a sense. This woman had been my "kink idol" for nearly a decade and here I was, now, with her sitting just a few feet away from me. To describe her, it really doesn't do her justice. She's an older woman, late 30s, but she has a very innocent and youthful look. Most people wouldn't figure her to be out of her late 20s. Melanie, is tall, she's about (as she says) an over 6' amazon without heels-- her seat in the van was stretched back, and I had a moment to get a tasteful look at her profile. Her sleek, black hair fell freely over her shoulders, her face was milky and smooth and nearly flawless, and although she was dressed quite casually-- in a t-shirt and jeans, they were very form fitting and showed off her curves and definition perfectly. Her dark brown eyes were looking me over as I was looking her over, and just for a moment, I caught her glance and she caught mine. Her hair fell down in front of one of her eyes, she swished it aside with her fingers, and I was just mesmerized by this incredibly beautiful woman. I must have looked like a fool just staring at her, which felt like an eternity, but really was just a few seconds.
"You are not sitting up front," Melanie stated quite bluntly, without so much as a 'hello' or 'a nice to meet you.' Her voice was soft, and sweet, but it was very, very commanding. She turned away and looked forward and reality snapped back to me briefly, and I closed the passenger door. As I opened the passenger side of the van Melanie glanced back and said, "Oh, and if you want to go with me tonight, there's something for you to wear back there."
"What," I asked, I was still in a state of near shock from meeting her. I looked down at the floor of the van, and sure enough-- she had laid out a little outfit on the backseat. A long-sleeve black shirt/skirt, or whatever it was, a pair of knee-high boots (apparently, me and Melanie share the same boot size, well, a little tight for me, but still), and black stockings. I must have turned red from head to toe. I looked at Melanie, I looked at the clothes-- and then I looked to see how far I would have to run to get away from this woman.
"Get dressed and get in, or get lost, " she said with a snarl of impatience, and she started up the van. I couldn't believe I was doing it, but there I was in a school parking lot taking off my clothes and putting on a dress-- which couldn't be described as anything but short. The dress, literally came to the near top of my thighs. "Give me your clothes, " Melanie commanded. I tossed them to her, and she tossed them on the floor of the front passenger seat.
See, this is where I should have known Melanie better, but I obviously didn't.
Melanie took off in the van, and drove up the street, leaving me behind in a short black dress, boots, stockings, and a wig. She had my clothes, my house keys, my cell phone-- everything. My heart jumped quite a bit, but I felt some relief when I saw her pull to the curb further up the road and wait.
I caught up to the van and stood near the open door, almost afraid to jump in too quickly.
"This is how it is, " she said very matter of factly, "I'm in control. I say, you do. If you don't, I leave you on the corner. Do you understand what I'm saying?"
I nodded quietly, and this was where my mind started losing itself or I started losing myself. She had me, she knew it, and I knew it. There was not going to be a battle of will, there was going to be no battle at all.
"Get in," she ordered.
I climbed into the van's backseat and sat down, thoroughly relieved that I was no longer standing outside in what I was wearing. When she drove off, I was thoroughly terrified she was going to leave me there. My only options would have been either to walk to my relatives house and ask for my house key, or knock on my landlord's door and get the key there. Neither of those options would had been appealing given my attire.
Melanie pulled out a leather hood and held it out to me, "Put this on, I have to pick up someone, and I'd rather you not know where they are."
I put the hood on, and she locked it around the neck so I couldn't remove it. Then the van started moving. It was very disorienting to be moving in a vehicle with a hood, not being able to see where I was going. Especially when you're prone to car sickness when sitting in the back seat. Luckily, I didn't throw up, but I had spent so much time concentrating on not throwing up from the ride, I entirely forgot of trying to figure which where she had been taking left and right turns, or how long the trip was.
We stopped, I heard the door open, and the feel of someone getting into the front seat. She said, "Hi, Mistress, is that the crossdresser guy?"
I don't know why, but just hearing another girl say 'crossdresser guy' sent a dose of humiliation through me, and I was just sitting there trying not to react, trying not to show how thrilling or scary this was for me. One thing I did know about Melanie was that the more you struggle, the worse it gets. I had to stay calm, and just go for the ride. Yet, why I thought it mattered, was pointless.
"She fits into the dress so well, so cute," she remarked, and I felt a hand reach under my skirt and grab onto my cock. "Oh, and excitable too!" I hadn't entirely realized it, but I had a raging, raging hard on from the whole thing, and it had been practically sticking out from under the skirt the whole time. She started stroking my cock and giggled, "Do slutty dresses turn you on, huh?" I was in no place in my mind to answer that question, then I felt a hard slap to my cock, and a more commanding voice, "She asked you a question, answer it!"
I responded to the slap with an "Oww, fuck" and that just earned another hard slap to my cock. "Answer it!"
"Yes! Yes" I practically shouted, she did not hit lightly, by any stretch.
"Yes what," Melanie's voice demanded.
"Yes, slutty dresses turn me on," I said.
"When you wear them," she continued questioning.
"Yes, slutty dresses turn me on when I wear them," I said quickly, almost moaning because the other girl had continued to stroke my cock.
I heard a quick bit of rustling in the front seat and then I heard Melanie ask a question which made my heart nearly sink, "What's your real name, Discordia?"
"What," was my response-- which earned another very hard slap to my cock.
"Your real name, what is it?" I knew she had my ID in her hand, and lying to her would have been a world of hurt in itself. Why had I not left my wallet home? I took it out of habit as I rushed out the door, fuck.