Need 5 creative "dude" images for new website

I need 5 creative "dude" images for our new website. I need the same "dude" used in all 5 in different situations. I would like him to be very sleek,cool and web2.0ish.

http://www.dudeimgettingmarried.com

I need 5 creative and custom images of a "dude" that we can use on our new website. You can see our current logo at http://www.dudeimgettingmarried.com, and we would like the images to flow with this. We would like to stick to the colors of black, blue, grey and white. We are looking for a cool, sleek, web2.0 look.
The file format needs to be a vector and provided in .eps format.
Our site is focused on providing everything a groom needs to prepare for the wedding process. We want to keep it very cool and Dude”ish”. Please be creative and provide the same guy/characters in each of the 5 images.
1) Image of the guy down on one knee proposing to his future wife. You can have the woman in the image. (Proposal)
2) Image of the bride in the guys arms as he walks away. (Honeymoon)
3) The guy in front of the image with additional guys behind him at an angle. (His Groomsman)
4) The guy and a few other guys partying at his bachelor party.
5) The guy holding a notebook taking notes with a pen

- For colors it needs to be black, blue, grey and white
- Please have the "dude" in a tuxedo...
- Please provide the .eps formatted file for each image.
- We want him to be sleek, cool and web2.0ish.

- Item 1...