Well, I don't want to feel bad about "dumping on" your current portfolio/website, Blake, so I went back and re-reviewed ALL of it. I think the images touching one another on the sides aspect is not helping the photos stand out from one another, since they literally are touching; a good example is the individual viewing option; the Montreal is very slick, but farther inside the city it becomes very urban shot of the graffitti,snow,and barrel-cones shot...having the caption helps a HUGE amount. It's Montreal...you name the city, so we as viewers know what we're looking at, and we can then confront our own expectations with what YOU show us, and hopefully, we'll reconcile out own impressions with what the photo shows. SO...overall, I think the individual image view option, with your caption information, makes the images appear more substantial.
Circling back to what T-I mentioned about "portfolios"...the word has more than one meaning. One idea is that in today's photo-rich world, people want to see images grouped into 'portfolios' of images that reinforce one another, rather than single images. Single images are soooooo common today that they are almost...worthless. Trivial. A thousand per week, easily seen. A simple reorganization would be to GROUP your skateboarding shots...that alone would make the photos appear to have more power, more "value", more "clout". I can sense enthusiasm in you, as you say you have more neat photos to upload; my suggestion would be to group them. "People", as a category that you used, is way too broad. If it were "skateboarders", it would be much more interesting. I think that just grouping things together makes them appear more substantial, more curated, more worthy of admiration.