The AI Dynamic Storytelling fan meetup was pretty much how you'd expect. It was a meetup of degenerates who jerked off to AI-generated porn. Everyone who had showed up had posted together on an anonymous image board, so it was pretty cordial. Memes were thrown about, and the ambient chatter of the room felt warm, in an odd way. You'd expect it to be a lot more creepy, what with the aligned hobby being pornography and all that, but instead it was actually friendly and comradely. I mean, even the host of the party's house was kind of nice, a Victorian era home his parents owned that he still lived in. I give him shit, but it's actually cool of him to give a spot for us all to show up at.
But as the meetup continued, I found that I had been keeping my eye on one particular fellow. See, it was a bit of an in-joke to talk about a story where a gay prostitute named Charlie had sex with people in a Sailor Moon costume. That's not really something everyone's into, but everyone at least joked about it. I was more in the former group: I joked about it, but also it was pretty hot, all things considered. And... at the hangout, there was one guy I saw who arrived wearing... said Sailor Moon costume. And after all those jokes and stuff about fucking a guy in a Sailor Moon costume, looking at him now actually kinda made me hard.
Our eyes locked for a second, and he gave a seductive smile back. Fuck. Now I knew I had to make a move, because this horny feminine boy was obviously ready to get laid, and I was really starting to crave some ass. I slipped through the crowd of nerds, making my way over towards him. His smile grew as I approached, and he greeted me with a gentle kiss on the cheek. He looked like he might've been Japanese.
"How are you feeling about the meetup?" He asked.
His accent was feminine and inherently flirtatious. "It's fun, uh... I'm glad we came together. I'm surprised all these people are less weird than I thought they'd be."
He shifted a little closer in response, and lowered his voice. "I dunno, I'm pretty freaky myself."
I smiled back at him. "Well, then. Glad we ran into each other, 'Charlie'."
"Oh, you like my costume?" The man playing Charlie said, his smile turning a bit more sultry.
"Yeah, actually. I love your dedication. Wanna talk a little bit more somewhere else?"
Charlie gave a girlish giggle, then led me a bit further away from the commotion to talk. I couldn't help but take in the sight of his lithe figure as he walked like a slutty boy, with his tight Sailor Moon outfit hugging his torso in all the right places, and the tantalizingly short skirt giving glimpses of some pink thong panties. This fucking femboy was doing things to me, and my want became a need.
I gripped his shoulders roughly, causing him to freeze up. I moved my ear close to his, and whispered, "You know what? Fuck this teasing. I really want to pound away at you until you're a drooling mess. Let's go take a room and do it. You know, like the thread jokes online becoming a reality."
The guy turned around, the soft pink lips parted slightly and he gave me a slow, sultry wink. "As you wish, Sir," the guy replied in a melodic, girlish voice. His eyes glazed over in lust, and I felt like I was being dragged off to hell, my mind warped and reshaped by the devious machinations of his feminized mojo. We picked a random bedroom, hoping the host of the meetup wouldn't be too pissed that his home was being used for, uh, gay femboy sex.
He hopped onto the bed first, his firm ass facing me. He rolled over on his stomach and I crawled onto the bed after him. He offered a smile, one hand reaching to the waistband of his skirt. I stopped him though, whispering, "Keep it on. I like the meme."
So instead he lifted his skirt, fully revealing his panties. I didn't see any erection, which definitely meant he had a small penis. Nice, I thought to myself. I slowly pulled down his panties, making the process slow to build some tension, and...
"What the fuck?!" I said, staring down at his... her crotch. She didn't have a fucking dick? What the actual fuck?!
Charlie's smile turned into a frown, and he turned onto his back to see what the big deal was. "I-Is, uh, something wrong?"
I shook my head in frustration. "I thought you were a dude! You're actually a chick, though."
She raised one eyebrow. "...Yes?" she replied simply, and it just wasn't sinking in.
"Oh my god." I said, taking occasional appearances at her pussy just in case a dick would magically appear there. "I can't believe I wanted to have sex with a chick."
She seemed really unhappy now, looking down in shame. She shut her legs to hide her pussy, and turned her back to me, her face reddened and eyes a bit moist. I didn't know how to feel about this. I mean, sure, I felt lied to, but now I was feeling like I just ruined her entire night. I still don't really like women, but just this once, maybe I could make an exception.
Slowly, I started again. "Look, I'm sorry. I didn't mean to have sex with someone who wasn't a dude."
She nodded silently.
"It's just that you had that... thing, and I just thought you were a dude."
She nodded again, still silent.
"We can still, uh, do it if you want. It's not boy pussy, but it's pussy all the same, and I wanted to make it up to you."
She kept looking down, with not a vocal response. But she did slowly open her legs again. Honestly, with the anger having fled my mind, her pussy actually did look pretty nice. I knew I'd have to build up the mood again though, and worse, I had no idea how to talk to women. I did know how to seduce men, so I hoped the same tricks would work. I shuffled my body on the bed closer to her, and brought her lips in close to mine. I gave a gentle kiss, and she responded a little bit, her lips pressing against mine a bit. She seemed a bit unenergetic still, but it was a good start.
I moved my hands down to her sides, and she wrapped her arms around my back in return, holding me tightly as I tried my best to get things going. I needed to get a bit closer though, so I moved my hands up her sides until I was holding her flat chest. I took a good look at her pink nipples, and gently squeezed one with my thumb. She shuddered and took a deep breath. It felt like we were both building up the sexual tension, and it was all coming together. It was funny: Only moments ago, we were ready to skip foreplay and get straight to sex, and now I had to work my way back to that point.
"Feeling better?" I asked softly.
"Much better," she said, giving me a weak smile.
"Good."
I moved in close to her, and she moved in close to me. Her body pressed up against me, and the fabric of our costumes rubbed together with a soft noise. We kissed for a while, our tongues exploring each others mouths. Before, it was just light exploration, but now we were full on making out.
I