Lets say I have a bond portfolio that i have hedged by shorting a certain number of futures.
In case all rates increase over 3 months, but short term rates increase less than the medium term rates and medium term rates increase less than long term rates.
Sounds like you have a bear-steepener - if your futures represent a short-bullet portfolio, your hedge should outperform relative to your portfolio ie the increase in your futures value > decrease in your portfolio