It was quite an awkward journey. I'd picked the guy up near his apartment and we drove for nearly an hour in almost complete silence. He was willing to answer questions and he did seem at least
capable
of holding a conversation, but he preferred to be quiet I guess. The impression I had drawn from his profile was that he wasn't really very experienced with these things, given that he was only 23 and his bio only said "I'm basically just a dumb slut". He was nervously staring at the floor while I drove him all the way out into the sticks - not even keeping track of where I was taking him. He was lucky I wasn't a complete psycho.
His anxiety only increased when we got inside. I locked the door and embraced him roughly, kissing him. He started shaking and nearly collapsed. Luckily I was a good deal larger and stronger than him, so I kept him upright.
"You good?" I said, apprehensively. I was genuinely worried that he'd actually had a heart attack or something.
"Y-yeah," he stammered. He was utterly incapable of meeting my gaze. "Just a little bit... Uhm... Nervous, I guess?"
"Yeah, I can see that," I chuckled.
I told him everything was going to be fine and that he should wait in the sitting room. When I came back downstairs with the uniform he was sitting patiently on the couch. The big reveal. A lot of guys aren't very keen on wearing uniforms, myself included. I suppose I wouldn't mind wearing some kind of military uniform, something high-ranking and masculine. But a man of my age in a french maid uniform... That really wouldn't be my thing, no judgement. This guy was a full 10 years younger than me though, and quite skinny, so he was going to be a good fit. Doubtless he'd make some feeble protestations, but in the end I would get my way.
"Ok, time to get changed," I declared, nonchalantly. He blankly stared back for what seemed like a full minute. Admittedly, I hadn't mentioned any of this when we talked online. The only thing we'd agreed on was that he wanted to suck me. But he had been willing to reveal that he liked having his limits pushed, and his buttons pressed, and that he'd literally do anything I told him to do as long as I came on his face afterwards. He sounded like a really nice guy, to be honest. Maybe a little dim, but nice.
"Uhm..." He eventually said, and then laughed in disbelief. "That's not for me, is it?"
"Don't be stupid. Of course it's for you."
For a while he alternated between nervously laughing and just saying "Uhm..." over and over. I stood there, holding high the pink-and-white humiliation device, waiting for reality to sink in for the little beta boy. Eventually he got quiet and went back to staring at his feet. He was probably going to comply, but I needed to make sure he understood that he had a choice. Always give them a choice, guys. You don't want a legal issue on your hands.
"So. You can either find your own way home, or you can do what I say and then I'll drive you back when I'm finished with you." That really spooked him.
"But! What? I, uhm..." He was now processing the situation at lightspeed in his head, trying to find a way out, an excuse. Apparently he didn't have data on his phone because he was broke, so I told him I'd let him connect to my wifi, and use a map app to find his way home. It was going to be nearly a ten-hour walk because they didn't have public transportation this far out. That floored him. Seeing him naked for the first time was a treat. He was shaved all over, exactly like I told him.
"This is fucking stupid," he muttered. It was about forty minutes later, and he was fully dressed, now in the more appropriate attire. The chastity cage was too much for him. I merely pointed out that I was under no legal obligation to give him back his "boy clothes", and that a ten-hour walk home in a pink french maid uniform would likely result in the end of his social life. Obviously,
obviously
he was rock hard at this point, so I had to ice him down in order to get the metal nub cage secured. Took forever.
"Watch your mouth, boy." I said. He was kneeling before me now, glaring at me, fuming, seething, but still pawing at my crotch like a bitch in heat. It was incredibly amusing.
"Now, here's where shit gets real," I began. This was the point of no return. I'd managed to get a few guys this far, but no further. One of them had sent a picture of his freed cock after he'd lockpicked his way out, as if to say he was the
real