Shikaku on a mission? Hmm, did I... I think I might've said that, but I think it was Asuma who was on the mission. I can't be fucked looking right now so we'll play it by ear. Shikamaru has love for his teammates and will find genuine love for Sakura, but she's perhaps the most intelligent shinobi of their generation. So I'd mix confidence with anxiety about her condition. He's the type to believe in people who no one else would, like Choji; NO ONE believed in Choji back during the Sasuke Rescue arc, but Shikamaru had faith in him. I'd say he'd be concerned, definitely, but if he were to see her in poor condition it could trigger him entering a lethal state of mind if mission parameters didn't say that they had to live. I dunno, he's not a bloodlust character. Sasuke would kill them for Hinata <333 xD
LMFAO Shikamaru does it because THEY were gonna make out there, hm?