@CL
A: well starting with Shirou.
Shirou is my kinda hero, his nature and surface appearance is are the same (except for being weirdly ok with molesting as subject matter) as for relationships, frankly I don't buy him and Rin together. I could see him with Saber, Sakura, Medea or Bazzet though.
Rin: she's actually a kind caring person, it's why she's a great subject of my work, I only see her with Archer relationship wise.
Hmm, well, the molesting thing is just Japan, really (and even then it's misinterpreted). As for the pairings, I agree with you about Sakura and Saber (although I obviously prefer Sakura as a partner for him). As for Rin, I agree with you to an extent, in that I think she's better paired with Archer, but I don't think her and Shirou are incompatible. I just think she works better with an older version of Shirou who can fight back.
As for the others, I can't comment on Bazett because I know precisely nothing about her, but I'm not convinced about pairing Shirou with Medea. I'm sure she'd fall for Shirou if you put her in the right situation, and I'm sure he'd protect her if she came into his care, but I'm not convinced that that pairing could work long-term. Medea is just too self-centred and willing to harm others for her not to come into conflict with Shirou at some point. Even if he can convince her not to outright start murdering people for prana (which would be difficult given that Shirou has so little of it), she's not going to take his self-sacrificial nature well
at all, or his total unwillingness to hurt even people who are his enemies unless absolutely necessary. And, even if that could be avoided, I'm not sure her personality is one that would appeal to Shirou or that he would fall in love with. He would care for and protect her, yes, but I'm not sure he'd
love her like he comes to love Saber, Rin or Sakura.
Sakura: greatest potential of the three heroines imo
Potential in what sense?
she obviously belongs with Shirou but like all of Shirou's relationships it's toxic as it is. I think Sakura needs time away to grow a bit.
Honestly, I don't agree. Whilst Sakura does need to "grow", I don't think pairing her with Shirou in any way prevents that. In fact, I think it does the opposite. I think that giving her the support structure of Shirou and Rin allows her to get over her past and blossom into the strong person she's capable of being.