A bolted connection is a very complicated and highly non-linear system, so I tend to not do this type of analysis with FEM. The type of FE appraoch to use is also dependent if you want to do a bolt connection analysis (verify the connection) or a bolt analysis (verify the strength and stiffness of the bolt) which sometimes requires very detailed modelling of threads and fillets.
Anyway, the load distribution in a bolt connection is dependent on the stiffness ratio of the bolt vs. the clamped area. If you model this correctly, the FE model should take care of the stiffness distribution and ditribute this correctly and thus the load introduction plane (and Kf) is taken care of. But remember: The FE method is a numerical approximation approach, and the only thing you can be 100% sure of is that the answer is wrong!! How wrong depends on the skills of the FE user (and to a very minor extent the SW system used)
Sorry for sounding very pessimistic, but in general I sometimes get scared of engineers relying 100% on the FE answers. But if the analysis is done correctly, your answers will be reliable, and probably good enough.