Modern authentication systems store hashed values of passwords of users using cryptographic hash functions. Therefore, to crack a password an attacker needs to guess a hash function input that is mapped to the hashed value, as opposed to the password itself. We call a hash function that maps the same number of inputs to each bin, as \textbf{unbiased}. However, cryptographic hash functions in use have not been proven to be unbiased (i.e., they may have an unequal number of inputs mapped to different bins). A cryptographic hash function has the property that it is computationally difficult to find an input mapped to a bin. In this work we introduce a structured notion of biased hash functions for which we analyze the average guesswork under certain types of brute force attacks. This work shows that the level of security depends on the set of hashed values of valid users as well as the statistical profile of a hash function, resulting from bias. We examine the average guesswork conditioned on the set of hashed values, and model the statistical profile through the empirical distribution of the number of inputs that are mapped to a bin. In particular, we focus on a class of statistical profiles (capturing the bias) , which we call type-class statistical profiles, that has an empirical distribution related to the probability of the type classes defined in the method of types. For such profiles, we show that the average guesswork is related to basic measures in information theory such as entropy and divergence. We use this to show that the effect of bias on the conditional average guesswork is limited compared to other system parameters such as the number of valid users who store their hashed passwords in the system.