Clary & Milo
Milo wasn't sure his brother even knew he was at the club. It wasn't like Casper was the best at paying attention to those sorts of things, and he knew his brother had had more than one drink already. But he'd noticed Casper chatting with the pretty blonde and the wheels were already turning in his head as to how he could be the best wingman possible. Not that he thought Casper couldn't score on his own, but there was a measure of excitement to be had in having a hand in it indirectly. And he even had a bit of DD in his pocket, ready to be put to good use.
The opportunity presented itself when the wildly pregnant redhead stormed into the club and caused a scene. Casting a silent, wandless disillusionment spell on himself, Milo made his way over to the table near the rowing couple. He quickly dispensed the nearly invisible, shimmering drug into the blonde's drink. And then, feeling adventurous, he poured a dose into the gorgeous brunette's drink. He didn't know if the ladies had shown up together or if Casper was more adventurous than he'd thought possible, but he rather thought he'd keep an eye on the brunette, see if she might be a bit of fun for himself.
By the time the couple stalked out of the club, Milo had eased his way to a dark corner to remove the disillusionment charm. Heading back to the bar, he positioned himself to be able to watch, certain that no one had noticed him spiking the drinks and hopeful that he would have the opportunity to sink balls-deep into that pretty brunette. As he watched, he nursed his one drink he would allow himself tonight, determined to have a clear head.