Barney felt like kicking himself. Of course. It wasn't just Billy's first time with a guy. It was his first time, ever.
"God, how did I miss that?" he wondered, leaning back on his heels and running a hand through his hair.
"You are ... God, you are so like I was," he said, softly, shaking his head slightly. It was strange, saying that aloud, but he couldn't help it. There was something about Billy that made him remember that guy with the ridiculous hair and the horrible case of the Yips. "You have better hair than I did then," he told Billy, grinning slightly.
"But still. I got like this before my first time too. I was 23 and in a horrible place. I had zero confidence and I no idea what I was doing. Or really why I was doing it. It was - not good. Really not good."
He swallowed, and managed a smile. "I'm actually kinda jealous of you, because if you still want to go ahead with this, then your first time will be with Robin Scherbatsky. And sex with Robin Scherbatsky is amazing. Trust me," he added, meaningfully.
He didn't look over at Robin, though. Talking like this made him feel strange. He didn't exactly care that she'd heard, but it wasn't something he'd have talked about if Billy wasn't here. He hoped he hadn't freaked her out with all the feelings stuff. He could always brush it off later as part of a play to get Billy into bed if he had to.