Walk Like Hooker. Draw On Arm. Eat Tomato.

Dares are fun. It’s fun daring other people to do things. It’s even more fun when they actually do them (which doesn’t happen often, in my experience). I’m not talking about utterly stupid things that endanger people or break the law. Of course, I can’t condone that. But if you’re comfortable enough with yourself that you can do something fun, albeit potentially humiliating, without backing down, then you have my respect.

Yeah. Anyway. This is just going to be a fun little summary of a beautiful Toronto afternoon this past weekend with Dudehead and Lisa.

The lovely Liz recently asked me if I would go wear some hooker shoes (she called them “stripper heels” – same thing, right?) and take pictures. I said yes. She didn’t think I would actually do it. It’s funny, I get that a lot.

I'm sitting on a giant shoe. How fun is that?

We found a store on Yonge Street that had what I was looking for. We went upstairs and found a wall full of shoes and boots of every shape and size. Some of those boots were longer than my legs, I’m sure. But the gigantic red heels screamed to me. They were the ones.

The girl who found my size was most helpful. I’m sure she thinks I’m a transvestite now. It’s just a shame that she wouldn’t let us take pictures. Props to Dudehead for the ninja picture taking, but I would’ve loved to have had video footage of what came next: The walking. How hard could it be?

I have a newfound respect for women who can wear shoes like this, and actually walk properly. I also think they’re crazy. But skilled, nonetheless. Lisa described my attempt at walking in this ridiculous footwear as akin to a baby deer taking its first steps. I would’ve hit the floor at least five times if she hadn’t been holding me up.

The poor, shocked employee had a mini heart attack every time I went down. I’m really quite impressed with the build quality of those babies. I was sure they were going to break at some point, leaving me to pay for them.

The rest of the afternoon was almost as much fun as scraping my feet to pieces trying to walk in shoes that made me as tall as Dudehead. It was a surprisingly beautiful, sunny day after what was a fairly dismal and rainy Saturday.

We walked past a gym, in front of which were people trying to get passersby to accept free trial memberships. They were super friendly. One of the reps was drawing on another rep’s arm with his pen. The girl let me draw on her other arm in exchange for my information. How could I refuse an offer like that?

@ladyowar likened me to Picasso. That's right. PICASSO.

Hours later, after some dinner, drinks and laughs, we found ourselves in a grocery store, where I ate a tomato. Apparently, I was still hungry. Apparently, I wasn’t supposed to eat that tomato, either. Good tomato, though. We also met a really cool dude named Shane, who happens to be a fellow tech guy out of university, working as a web developer. Seriously, how cool are the random people you meet on the street in this city?

You should consider taking the next dare someone throws you. It could be a very liberating experience. And hey, you might just have some fun in the process. So how about telling me about some of the dares you’ve made good on? I know I’m not the only one. Live a little!