I think you might be able to, complicated though. Probably keeping relationship casual when Ian/Lena are the park earlier in the game, then keep hooking up. Make all possible attempts with both Ian and Lena to build relationship with Holly. Axel always makes Lena doubt everything about relationships, like Gillian does for Ian, so probably avoid doing anything that keeps those alive. On Ian's side, stay away from Cindy, maybe even Cherry, but I think most others are alright. Lena's side, no Jeremy, no Mike, no Mark, no getting freaky at the club when she's bartending. Probably dump Seymour or never start working for him.
So not really, not with most of the cast.