If you had to shove the last thing you purchased up your ass, would it hurt?

[Black and White]

I don't think that would work the last thing I bought I think was a snickers

butt it's been a while so I don't remember for sure

[Ad Bot]

[Destroyer]

My car's new air intake. So yes, very much.

[BlackMod]

A packet of gum :I
those square edges doe...

[Yosher]

Last thing I bought was Rogue Legacy.

[YayFun]

Looks like I'm sticking ExOfficio Men's Give-N-Go Boxer Brief up my ass.

[Caribou]

I last bought a slice of pizza, it would hurt.

[The Triangle Head]

An alt. How would I do that anyway?

[sir dooble]

Digital Download of a game, so not really possible.

Last physical purchase was an actual game in a case, so yeah, that'd probably be quite painful.

[[Maxx]]

An alt. How would I do that anyway?

by getting sand paper, writing "ALT" on it and shoving it up your ass

[The Triangle Head]

by getting sand paper, writing "ALT" on it and shoving it up your ass

Good idea.
Well, I guess THAT would hurt.

[Candy Apple]

Blockland... And how do I intend on doing that? 

[Clone v.117]

Blockland... And how do I intend on doing that? 

You could use a brick instead.

[Candy Apple]

You could use a brick instead.

Well that's probably pretty painful, but I'm no expert..

[TheKid]

a nerf gun

[Tonkka²]

A small "play" chocolate milk carton.

If tons of lube was present it wouldn't hurt much.

Actually i think what was more recent was an ice cream cone.