I like this. Reevolving isn't afraid of going against the grain of things. FWIW, here are my answers to your questions. Note, because I get where reevolving usually comes from, I qualify everything here with in the wild (ITW), that is, this is what I think matters outside of here. Because not everybody can be a SF alumni, graduating with honors... 1. Jeans always change the perception, especially out in the wild. All other things being equal, jeans will come off as less old manish, provided the jeans are not old manish. 2. 3 button jackets almost always look too stuffy and outdated. Low button stance is a must for SC, lest you look like you are wearing a strange outerwear coat to most people in the wild. 3. Ties for the most part in the wild will connote: 1) you just came from work or are going to work 2) if worn with a decidedly hip outfit, you are a overtly trying to stand out with an ironic outfit (look at me twist this dog collar of oppression into a fashion statement!) 3) you have been wearing ties for most of your life, so this ain’t a thing i.e. you are old. So, yea no tie=equals younger look, unless you want the hip look, but that’s another bag of tricks involved. 4. Waist suppression makes a lot of difference, but ultimately if the cut of the jacket isn’t slim, it won’t matter much. Though, I notice that if the lapels on most SC aren’t huge, waist suppression and shortening of the length can make a big impact on youthfulness. 5. Yes, #3 and #4 will more than likely always look outdated and old manish (you know, ITW) 6. This only applies to static shots and postions, so I don’t place much importance to this. I suppose the hand in the pocket look is more youthful because we are told the English do not speak to persons with hands in their pockets…. 7. Of course, the younger one is, the easier for any piece of clothing to look less old. There are limitations, which is sort of the point of this analysis right 8. yes, see answer to number 2. 9. This is one of those SF things that have become more and more apparent to me: the slimmer you are, the better chance any outfit will get compliments. This holds true in the wild (a rarity!) 10. I am mostly directing answers to in the wild scenarios. So I can’t answer this.