Hi Hunter, thanks for your message (sorry about the late reply!) My height is around the same as you 5’9 but body weight was around 150 in those images.
They are women’s jeans, which I still often wear for a super skinny leg, I have no issues wearing them and if anyone asks I just openly say.
However, I do appreciate your concerns as well, have you tried Nudie? Give their skinniest jeans a try (I own a couple of Skinny Linn), however they are not as slim as women’s. You could try ASOS or Topman Spray on styles, that might work for you.

Hi Phil, hope one of those sizes is suitable for you! Please let me know how you get on!

Hi Adam, thank you for the advice. I’ll probably order the 14 and 16 to be on the safe side. The alpha one is really nice too but I have so many jackets that I probably couldn’t justify spending anymore than £50 on one.
Thanks again and keep up the great work with the blog.

Hi Phil, glad you love my blog! Thank you!

In regards to sizing, I generally wear an XS in most mens brands, I chose a 10 Long (so it reaches the waistband) in the Topshop jacket. From that, I would estimate you would need a 14 to get a similar fit. Maybe order a few different ones to try them out! You could also try Alpha Industries, I chose a women’s version in that too.

http://youraverageguystyle.com/outfits/a-touch-of-pink-with-my-alpha-industries-bomber-jacket/