The most concerning thing about the comments to me was that I have no idea why you don't like the jeans. Ok, they are horrendous and atrocious, but why? Are pleats on jeans the issue or are pleats in general the issue (that's a whole other discussion)? Is it the drape of the material? the taper of the leg? the rise? I have no idea. Again I like them, but would love your input as to what in particular about them is atrocious.
Lastly, I agree the sleeves are too short. I purchased many shirts before I realized this. I do not have the funds to replace them all, so I roll with it. I'm slowly replacing things. Given that I often wear them under a jacket or with the sleeves rolled up, I'm ok with it for now.
Regardless of the jacket/tie context, yeah, those jeans are not...ermm....good.
- pleats on jeans are pretty awful, but in general pleats seem to be a matter of personal taste (though I'd argue they look better on a man with a more robust gut than yourself)
- the rise is appropriate for trousers, but not really for jeans (which generally have a lower rise)
- the material, drape, and cut of the jeans all look very dated.
And it seems like your approach to shirts is right (rather than replacing them all at once)