well I hope your not TOO amused b/c I will qualify my suggestions w/ the disclaimer that I am in no way a pen expert as someone else around here undoubtedly is... also I'm assuming you want a regular ballpoint as opposed to a roller ball or for the truly baller (haha) pen man a fountain! ok... here goes....
I think in the $25-$40 range you can easily find something classy and functional from Cross or Parker... checkout www.worldlux.com
to browse and maybe Amazon for better prices. A step up would probably be something from Waterman, Visconti, or St. Dupont but more like in the $150-$300 range depending on materials. Of course there is always Montblanc.
I purchased a Montblanc Boheme a few years ago when I decided to invest in a nice pen myself... it's actually a smallish pen (about 2/3 of the "regular" pen length) and fits very easily in one's pocket. I like the smaller size just personally for convenience. I got a great deal on it duty free in Taipei for around $300.
Now for the utterly insane... if you've never seen a 100K+ pen check out www.pianki.com
. For those who truly have everything and cannot think of one other possible thing on which to spend $100,000!!
Hope that helps.... even if you just get a nice Cross, Parker, or something along those lines you will look 1,000x more polished and classy... I think the style points are far greater than the minor investment. Good luck.