My life changed completely after a standard checkup at the doctor. No, thank goodness, not some nasty disease. Or was it?
I had to wait for a few minutes in the waiting room. There was one other person and when I took a look at her, I had to do a double take. I never really have been interested in goths, indifferent I guess, but this girl, or woman really, was exquisite. It looked like she was wearing a full body fishnet stocking, with a leather skirt and leather bra top. Everything in black, as was her hair, her nail polish, her lipstick, her mascara and her stiletto boots.
Dressed to kill, went through my mind. Why would you wear that for a doctor's visit? But I liked it, a lot, and my own body reacted. She clearly noticed, but rather than being upset, she motioned for me to sit next to her. "Like what you see?" she asked, and I could only nod. Finally I found my voice again, and I replied, "Just stunned. I didn't realize I liked the gothic style, but you look amazing!"
She was pleased with that answer, and she said with a smile, "Thanks. That's very nice of you to say. Maybe you want to see more? How about we get some coffee together after seeing the doctor?"
"Sure, I'd love to." I said, it was out before I realized I wasn't really single anymore. My girlfriend would probably not appreciate me entertaining another woman, a very sexy one at that. I guess she'd better not find out.
There was no time to backtrack, as a nurse called "Nina" and she got up. "The first one out waits for the other, okay?" she whispered, and I nodded again. A few minutes later was my turn, and a good half hour later I was out again. Nina wasn't there yet and I decided to wait in my car, looking at the entrance door.
The longer it took, the more I thought this was probably a bad idea, but just as I was about to drive off, she came out. She walked straight at my car, all smiles, and said, "So happy you waited. It took forever, I tell you, that doctor touched me all over. Why don't you follow me, I know a nice place."
She got in the car that was parked next to me, and with a wave of her arm she drove off. I couldn't do anything else but follow her. It took about five minutes when we pulled up at a place that I knew. It had some private corners and very good coffee. And a minute later we settled indeed in a very tight but private corner. We sat so close that her leather skirt touched me and I felt a thrill.
She introduced herself now as Nina, but of course I knew that already. "I'm Sunny", I told her, waiting for her laugh, as it's typically used as a girl's name. But instead she said, "Oh, I really like that name."
It broke the tension a bit and after some small talk our coffee was brought to our table. I finally got to ask the question that had been burning on my tongue, ever since we drove here.
"You seemed upset about your doctor touching you all over. But my God, the way you look, I wish I could touch you everywhere myself. Why dress so provocative for a doctor's visit?"
She laughed, not upset with my question at all. "My doctor and I go way back. Ever since I started my transition. I just want to show her how far I've come along. And she's playing along, knowing how much it means to me, when she's all over me."
Now I laughed, cursing myself for assuming that a male doctor had harassed her. But then it hit me what she had said. "Transition? You mean like you're trying to become a guy?"
"Oh, you're too sweet", she replied, "but I was a guy years ago. I'm almost a complete woman now." And she took my hand, and pushed it down on her leather skirt, between her legs. I could clearly feel a manhood pushing back up against my hand.
Now I was really stunned, but I could feel my own manhood twitch. "You're a transgender woman. I've fantasized of meeting a real one." I felt so stupid that my private thoughts so easily came out of my mouth. I've never told anyone that I secretly enjoy watching pictures online of beautiful women, with a surprise between their legs.
But she enjoyed my reaction, and I felt her hand now on my stiff dick, only separated by a piece of denim. "What exactly do you fantasize about, now that you finally have met one?" she asked. I could feel my face flush, knowing that my answer would make her think that I was gay. But she took my hand again, and in the privacy of our little corner, she guided my hand now under her skirt, until she wrapped my fingers on her by now rock hard monster.
"You want to touch it?" she whispered, "or perhaps kiss it? Or maybe you want to lick it?"
"I want it in my mouth..." There you have it, I'm gay, right? But I knew I had no interest in guys or sucking a man's dick. So what do you call it, when you do want a taste of a transgender's manhood? Is it a bit like eating out a woman's pussy? Or sucking her clit until she comes?
Nina had her own ideas. "Okay. I think I like that idea. But do you have any idea what could happen next? There's a good chance you'd make me cum, you know. That part of me is still very male as you can feel. Would you finish what you started? Or pull away and leave me hanging? That would really piss me off."
Okay, she was right on. That was a big worry for me. I just had no idea what I would do. So I decided to be honest with her.
"Listen. I'll be honest with you. I have this urge that I don't understand. I think I'd like to try, and I can promise I'll do my best to go all the way. But if you come in my mouth and I really don't like it, then I'm probably not the right person for you anyway. So it would be only just if you'd throw me out. But I would still be grateful for the opportunity you'd given me. Someway we could perhaps still be friends?" Wait! What? Did I just agree to suck her dick, even while I'm seeing someone?
But it seemed like I had said the right thing for Nina. She smiled and nodded. "Okay, that sounds fair. If nothing else I helped someone and maybe that is good enough for a new friendship. But I don't really want to overthink this too much. If you want this, then we go to my place right after this coffee is done. No backing out. And I want you to know that I have a fantasy of my own. If this works out, will you consider helping me out to fulfill that fantasy? I don't dare to say right now what it is, until we're sure there is a path forward for us."
That sounded fair. I definitely support the thought that two people should both get equal joy from the act of having sex together. There you have it, I'm about to have sex with another woman. But is it? I have fantasized of sucking a transgender's dick, something my girlfriend can't offer. Should I not be allowed to at least experiment? I mean, it's not having sex like I do with her, right? It's weird perhaps, but not unfaithful.
And with that thought I followed Nina to her home, a few minutes later, getting excited at finally scratching that itch I have had for years now.
She had a nice place, a bit dark perhaps in some of the art on her walls, but these walls had lots of color, matching with the carpet and some of her furniture. In her bedroom all art showed strong women in leather or latex, often in combination with some sort of a servant or perhaps someone very submissive. But funny enough, it was all highly erotic.
Nina took charge. She was clearly worked up on this as well, as her skirt was showing the contours of her member pressing from the inside. Thank goodness she didn't take the skirt off, I really wanted to do my part a bit hidden under there. Then she asked me, if I was interested in maybe some help to get me in the mood. I told her that I don't do drugs, at which she started laughing. "There's no smoking, no doing drugs here in my home. Except for the prescription drugs that helped me to make me look like this."
I was surprised by my own reaction, my own dick gowing hard just from thinking about such medicine. And for the first time it popped in my head that maybe the reason for being so interested in transgenders was that perhaps I wanted to be like that myself?
Nina got me back to the task at hand. She had a pink device in her hand which looked a bit like an egg with an antenna attached to it. I looked confused at her, at which she asked if I hadn't heard what she had been saying. I shook my head and mumbled I was sorry. "Okay", she repeated apparently for my benefit, "like I was saying. This little device will give you some pleasure yourself, if you do things right for me. So you want to try it?"
I nodded, still not exactly clear how that was going to help me. But she told me to turn around and bend over and she pulled my pants down, and pushed the lubed up egg part straight in my rear, a piece of the antenna still hanging out. Then she pulled my pants back up. Just about when I started to protest, I felt a vibration in my rear and as much as I hated to admit it, it felt amazing.
When it stopped she told me she could see I liked it, and I felt my cheeks turn red. She laughed and said, "maybe get to work."
She laid back on her bed and spread her legs as much as her skirt allowed her. I crawled onto the bed, sitting on my knees between her legs, and I pushed her skirt up just a tiny bit. The tip of her monster dick popped out, and without a further thought I kissed the tip.
Immediately I felt a slight vibration in my rear, so I was apparently doing something right. Next I stuck my tongue out and I licked her dick, which resulted in a stronger vibration in my rear, as well as a moan from her lips. And just like that I moved my mouth over the head and pushed on top of it, until the head popped into my mouth.
I started sucking, trying to remember the few I have ever received myself, but also what I would do if my fantasy ever came true. With my one hand I grabbed the base of her dick, so I could control how deep I would take her in. Then I started bobbing my mouth up and down, as the reward in my own rear increased in intensity as well. When I started using my tongue on her shaft I tasted some of her pre-cum leaking out. It wasn't bad, I thought, a bit like eating a pussy.
That thought made it suddenly a lot easier. I took it deeper now, until my nose hit the leather of her skirt. That smell gave me an extra stimulus to take it deeper, and it prevented me from gagging when her growing dick hit the back of my throat. My own dick was itching now as well, both from my fantasy coming true and the strong vibration in my rear, that seemed to tickle a sweet spot I didn't know I had.
I let go of the base, which allowed me to take her deeper even, although I had less control now. I used my fingers to tickle her scrotum, which triggered a long moan and doubled the vibration. Just on a hunch I fingered her rear now, thinking it may do something for her, like the egg did to me. It gave her a jolt and another one when I stuck two in. Then I got a jolt from the added vibration in my own rear. I had reached the point of no return now myself, and so did she, as her member twitched and slid deeper into my throat now. I tried to pull off, but her hand on the back of my head kept me. Then we both came.
I was sucking in breath when my orgasm rocked through me, giving her room to go even deeper, as she started squirting as well. My mouth was suddenly filled with her goo, with no chance to swallow, although I could feel plenty slide straight down my throat. My own orgasm was different somehow, as the vibration kept going on full and triggering every nerve on my skin. I also kept shooting my junk, filling up my underwear, but it wouldn't stop as long as the vibration was going.
I realized I couldn't breath anymore, but thank God, her dick finally started shrinking and I got a chance to inhale some much needed oxygen, although infused so strong still with leather smell that I could taste it. As her manhood pulled from my mouth, I closed my lips tight around it, to keep all her cum in my mouth. The structure was weird but the taste was better than I had ever fantasized, perhaps thanks to the leather taste.
It took a few moments before I had swallowed all her stuff, and then I went with my tongue after her member and licked a last few drops from it. Thank goodness the vibration in my body had stopped when she went soft, and my own orgasm was slowing down now as well. In none of my fantasies of sucking a transgender dick had I come at the same time as well, but I already realized that's how it has to be from now on.
Yes, the realization came fast, I wanted to do this again and again. I just hoped that Nina agreed. When I pulled away and saw the bliss on her face I believed she would. And when she opened her eyes they locked on mine, and we both knew it.
"Wow", she said, "you sure you never did this before?" I shook my head, not able to talk yet. "Well", she continued, "you can do this anytime you want. God that felt good!"
"It will be my pleasure." I managed to croak out. She suddenly became aware of my voice and grabbed a bottle of water from her nightstand and handed it to me. I straightened up to drink deep, easing my throat. She suddenly laughed, and when I saw her gaze at my crotch, I knew I had a tiny problem. Or big really, as my crotch was soaked from my own cum.