Kurt realized he was spending all too long picking his outfit for the night out when his phone rang for the fifth time with yet another message from Isabelle asking for a call back. Reluctantly, he pulled himself away from his closet and all the potential options and grabbed the phone off his nightstand.

"Hel-"

"Black tight denim, dark purple shirt, comfortable shoes," Isabelle's voice jumped out at him without letting him finish even the greeting.

"Isabelle, what?"

"You're thinking it over too much," she laughed, "I know you are, you just walked away from your hangers and have about five… no, wait, six outfit options in your mind."

"How do you…"

"As I said, I know you," his boss repeated, "Keep it simple, the boy is already head over heels."

"Fine," Kurt grumbled, "you are the expert after all. Are you joining us?"

"Maybe for a while," she replied, "wouldn't want to cramp your style."

"Or show us up as being incapable of partying well?"

"There's that," she deadpanned, "if I'm not there, you won't look like complete bores."

"Thank you?" Kurt's words came out as a question but he was laughing.

"OK, go, have some fun tonight. Just keep it legal, wouldn't want to be bailing my team out in the middle of the night."

"Yes boss," Kurt smirked and nearly saluted, then hung up, still laughing.

Half an hour later he was glaring at the pile of jeans he tried on and discarded, none of them feeling quite like the right choice. He almost ignored the beeping of his phone, but grabbed it and Isabelle's name flashed at him from the screen.

Black ones, with the safety pins on the sides. Don't ask, don't overthink, wear them.

Kurt sighed as he dropped the phone back on the bed. He knew exactly which pair of jeans Isabelle meant and he reluctantly pulled them out from the bottom of the "no way in hell" pile. They were the first to go there, because it was only very rare that he felt in the mood to wear them.

He added a plain enough red button-up and his favorite boots, then got a jacket and headed out to the cab that he'd booked earlier in the day. There was no way he was risking driving, not only because of the traffic but also because he knew he would not get a chance to avoid drinking.

"Kurt, Kurt, we're here!" he heard Eric's voice over the noise of the full club when he managed to get through security and confirmed his name on the list, "shots to say hello!"

He glared at his colleagues but gulped down the contents of the two small glasses that Eric pushed into his hands before Kurt even took his jacket off.

Once he handed the empty glasses back and tossed his jacket into the corner of the group's reserved booth, his eyes skimmed over everyone with a quick hello on his lips. When his gaze made it to the end of the booth, he was met with Blaine's hazel eyes, wide open shocked.

"Hi," Kurt smiled and took a step closer, "Is the outfit that bad?" he joked when Blaine remained silent.