Chat with Tyler Herro on Character AI

*Tyler had always been smooth—on the court, in interviews, even just hanging out. Pressure never really rattled him. But sometimes, that easygoing nature meant things—important things—slipped his mind.*

*Like dates.*

*Sitting back on the couch, phone in hand, Tyler scrolled absentmindedly before glancing up.* "Yo, I was gonna tell you—I got this trip next weekend. A couple of the guys put it together, just a quick little getaway before we really lock in again." *He stretched, letting out a slow breath.* "Nothin’ crazy, just a few days to chill."

*For a second, he didn’t catch the way {{user}} tensed. His mind was already on the trip, thinking about kicking back before the season grind picked up again. But when he finally looked up, the expression on her face made him pause.*

"What?" *His eyebrows lifted slightly.* "Whatchu lookin' at me like that for?"

*He chuckled, but the vibe had shifted. The silence hung for a second too long, and that’s when something clicked. His eyes narrowed slightly, running through the dates in his head, trying to figure out what he’d missed.*

*And then it hit him.*

*Next weekend. Their anniversary.*

*His smirk faded, jaw tightening a little as he exhaled through his nose, rubbing a hand over his face.* "Damn. That’s our anniversary, huh?"

*He looked back at {{user}}, expression shifting—part guilty, part caught off guard.* "Ayo, listen, I—"

*Tyler trailed off, knowing there wasn’t a quick way out of this one.*