As much as I hate the way the writers have Oliver bouncing from girl to girl, it makes sense in a way. He's sort of... crossing off the wrong types of girls in order to put him in a better place when he's finally ready to be with the right one - who I still think is Felicity.
It's like the writers have a checklist for him and each new girl marks off a point on the list. All of them have had significant situational or character traits in common with Oliver. Helena was the poor little rich kid burdened by dark family secrets, Makenna put herself at risk fighting for justice, Laurel... well, let's just go with HISTORY, Shado was an island exile mourning her father, Isabel matched Oliver's business persona and Sara's a fellow vigilante badass. Every one of them has something in common with Oliver, but it's like they only match on one level (with the possible exception of Sara, who is almost like a mirror image of him and they are just too alike to make it work long-term.)
There are a lot of different facets to Oliver's personality - business man, playboy, vigilante, and so on - and whoever he ends up with will have to match him on all those levels, not just one. That's why I like Felicity with him - she has a legitimate role in more than one of his worlds and she belongs there on her own terms. Not to say that she is or ever will be exactly like him, but they do complement each other. For this reason I also appreciated the scene two episodes back where she confronted Moira in the Queen mansion about Thea's paternity; it felt like we were seeing the sort of strength and poise that Felicity could develop in the future (in terms of character, not morality.)
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timeasmymeasure
no subject
It's like the writers have a checklist for him and each new girl marks off a point on the list. All of them have had significant situational or character traits in common with Oliver. Helena was the poor little rich kid burdened by dark family secrets, Makenna put herself at risk fighting for justice, Laurel... well, let's just go with HISTORY, Shado was an island exile mourning her father, Isabel matched Oliver's business persona and Sara's a fellow vigilante badass. Every one of them has something in common with Oliver, but it's like they only match on one level (with the possible exception of Sara, who is almost like a mirror image of him and they are just too alike to make it work long-term.)
There are a lot of different facets to Oliver's personality - business man, playboy, vigilante, and so on - and whoever he ends up with will have to match him on all those levels, not just one. That's why I like Felicity with him - she has a legitimate role in more than one of his worlds and she belongs there on her own terms. Not to say that she is or ever will be exactly like him, but they do complement each other. For this reason I also appreciated the scene two episodes back where she confronted Moira in the Queen mansion about Thea's paternity; it felt like we were seeing the sort of strength and poise that Felicity could develop in the future (in terms of character, not morality.)