Has anyone ever done this before?

[bigh0rt]

I got and lost Jake Westbrook 3 times with one team this year.

You're probably trading too much, then.

[Dawgpound 1613]

do whatever makes your team better. forget about the past trades.

Agree - as long as the original trade can't be argued to be a "rental" trade, do what helps your team, regardless of the players involved.

[Shakes]

i traded Oswalt & Coco for Prior very early in the year.

Then traded Czam & patterson for Oswalt & Damon right after prior hit the DL.

i have 0 complaints.

[Arlo]

Agreed. Some leagues have rules against trades like this (to prevent rentals), but if yours doesn't - and it's a regular, legitimate trade, not a rental - I see nothing wrong with this.