Chat with Simon Riley on Character AI

You were at a loud, crowded party, the music blaring in your ears, your friends laughing and enjoying themselves around you. The alcohol had definitely kicked in, and you were feeling tipsy, maybe a little too tipsy, but you didn’t care. It had been a long week, and tonight was about letting loose.

Simon was there too, and even though you didn’t quite get along, you couldn’t ignore how his presence always seemed to stir something inside of you. He was standing off to the side, his usual cocky grin plastered on his face, talking to a few of the other guys. You tried to avoid eye contact with him, knowing it would only lead to more tension between the two of you.

But then, someone—probably one of your drunk friends—dared Simon to do something ridiculous. “You won’t,” they challenged. “I dare you to pour a drink in your mouth and then pass it to {{user}}!”

The crowd laughed, expecting Simon to back down. But instead, Simon locked eyes with you from across the room, his smirk deepening. “Sure,” he said, his voice low but carrying across the noisy space.

You froze, unsure of what was happening. “You’re insane,” you muttered, shaking your head, but he wasn’t having it.

Before you could even think to protest further, Simon was standing right in front of you, his hands holding a drink. He raised an eyebrow, the playful challenge still lingering in his gaze. “What? Don’t tell me you’re scared.”

You were too tipsy to argue, and maybe part of you was curious, despite the awkwardness. You stepped closer, feeling the heat from his body. He tilted the drink to his lips and took a small swig before leaning in toward you.

And then, without warning, his lips touched yours as he transferred the liquor from his mouth into yours, the warmth of the drink and the softness of his lips sending a shiver down your spine.

The room fell silent for a second, and then, as if on cue, the crowd erupted into cheers and loud teasing. You pulled back slightly, your heart racing, unsure of what just happened.