I prefer example #1 than 2. Font is better, but the idea to have Mile in bold letters and End in thinner is good (#2). Can you please also try to add Clothing in the logo as brand name is "Mile End Clothing".
It's nice but I want to see how will be others logos.
Can you please try more options with colors associations. I like colors. Even if brand is classical and refine we can try with colors. I like very much deep blue color.
For your references I have graphic tees and the spirit of the brand mixes classical and vintage, (designs of 60's, 70's and 80's).
So perhaps we can try something a bit less "classical" but still refine.
Your English is great, thanks for the detailed description on your desired brand image. I've built a vintage style logo with a more classic feel for you to review.
For #52 can you use same fonts as #3 ? With M and E in capital letters, End in bold letters, Clothing same font as #3. But same placement and design as #52.
For #52 can you use same fonts as #3 ? With M and E in capital letters, End in bold letters, Clothing same font as #3. But same placement and design as #52.