Genuine question: that look sounds good to me, and I understand the requirements for the jeans, t-shirt and shoes, but how do I pick out a jacket that suits it (pun not intended, I mean I want a jacket that fits. Damm.)
If you don't feel you understand fashion combinations (and I don't claim to be a world authority myself, as would be apparent if you could see me right now): spend some time deliberately watching others' choices. Wander round shopping centres and other such locations. Watch people-driven rather than subject-driven TV. What are they wearing? Who looks ridiculous? Who stands out as confidently dressed and projects the image you want? Who just blends in to the crowd?
If it were me searching my wardrobe... Hmm, the pinstriped jacket is clearly out ;-) Black designer suit - no, too harsh/loud and I'd look like the cleaners had mangled the trousers so I had to grab jeans as the only available alternative. Grey slim cut suit - again, too harsh, plus I can't visualise the tonal combination working with the softish blue jeans (think loose fitting casual, not 501s) and plain white t-shirt I've also picked out, or another clothing scheme it'd work with. Softer black jacket (I can't think how to describe the fabric but it's on the moleskin-felt spectrum), OK, that'll work - it's plain enough that it doesn't look out of place with the rest, it's smart enough that it's making an effort to lift it. But, if it were me, I'd be wearing a nice plain casual shirt instead of a t-shirt.
- the sleeve length should be to your hand when your hand is bent back 90 degrees. It can be slightly shorter for a casual jacket.
- there should not be any bunching or lifting on the area under the collar at the back when you stand upright normally. This one is very common.
- it should not be too tight anywhere when buttoned. You should be able to clench your shoulders and arms with your arms out in front without it pulling under your armpits or pulling too much across the shoulders.
