Well, that's what that type of shoe is designed for, although they're more for wet boat decks than climbing up pieces of abstract art perched in a city park as Roland here is doing. I have the same shoes depicted in this pic (and a few more in different colors), and while I don't think they'd hold on a slope that steep, they'd come pretty close. The original idea was that the first panel wouldn't convey that Roland was on that steep a slope, then the second would reveal how ridiculously steep he actually managed to cling to.

This pic was done in two parts, scanned seperatley and composited together for coloring. It's significantly longer than my usual single-page pics because (1) I needed to "go large" to draw Roland and Tatiana here to the best effect, and also by the time I got the top panel looking good, there wasn't room to insert the second panel as an inset. As an expedient, I tried inking these as I had some of my other recent work--inking them on what amounted to a light box, tracing them onto another sheet of paper with my Staedler pigment markers in an attempt to get thinner lines, an effect that I've been pursuing for quite a while (but have yet to really succeed in doing)

I made some slight modifications to Roland's physique, narrowing his shoulders by about 20%. Oddly enough, the way I drew Tatiana here makes her resemble  shalonesk's character "SK". Dunno how that happened--the two characters have significant differences in hairstyle and physique. Maybe it's because her head is angled up and changing the shape of her face, or maybe it's the first time I've drawn Tatiana with anything resembling a concerned expression :)

Pencils lightbox-traced with Staedler .03 and .05 pigment markers, colored via Micrografx Picture Publisher 8. Full-size pic data is 46 megabytes.