Okdoke. Just turned on log4net and go the following. Didn't see anything that looked like an error specifically or even where it got hung up. But I'm not an NHibernate expert either ;)
2014-06-23 11:58:56,744 INFO NHibernate 3.3.1.4000 (
3.3.3.GA)
2014-06-23 11:58:57,306 INFO Bytecode provider name : lcg
2014-06-23 11:58:57,308 INFO Using reflection optimizer
2014-06-23 11:58:57,320 DEBUG connection.driver_class=NHibernate.Driver.SqlClientDriver
2014-06-23 11:58:57,321 DEBUG connection.connection_string=Data Source=DOT6ZF85V1\MSSQLSERVERR2;Initial Catalog=HSC;Integrated Security=True;MultipleActiveResultSets=True
2014-06-23 11:58:57,322 DEBUG adonet.batch_size=100
2014-06-23 11:58:57,323 DEBUG show_sql=true
2014-06-23 11:58:57,323 DEBUG dialect=NHibernate.Dialect.MsSql2008Dialect
2014-06-23 11:58:57,324 DEBUG max_fetch_depth=true
2014-06-23 11:58:57,324 DEBUG command_timeout=60
2014-06-23 11:58:57,325 DEBUG query.substitutions=true 1, false 0, yes 'Y', no 'N'
2014-06-23 11:58:57,325 DEBUG current_session_context_class=web
2014-06-23 11:58:57,326 DEBUG hbm2ddl.auto=update
2014-06-23 11:58:57,326 DEBUG generate_statistics=true
2014-06-23 11:58:57,327 DEBUG <-HSC.Domain
2014-06-23 11:58:57,328 INFO Searching for mapped documents in assembly: HSC.Domain
2014-06-23 11:58:57,330 WARN No mapped documents found in assembly: HSC.Domain, Version=1.0.0.0, Culture=neutral, PublicKeyToken=null
2014-06-23 11:58:57,331 DEBUG properties: System.Collections.Generic.Dictionary`2[System.String,System.String]
2014-06-23 11:58:57,335 INFO checking mappings queue
2014-06-23 11:58:57,336 INFO processing one-to-many association mappings
2014-06-23 11:58:57,337 INFO processing one-to-one association property references
2014-06-23 11:58:57,337 INFO processing foreign key constraints
2014-06-23 11:58:57,338 INFO processing filters (second pass)
2014-06-23 11:58:57,383 INFO Using dialect: NHibernate.Dialect.MsSql2008Dialect
2014-06-23 11:58:57,445 INFO Using dialect: NHibernate.Dialect.MsSql2008Dialect
2014-06-23 11:58:57,488 INFO Using dialect defined converter
2014-06-23 11:58:57,490 INFO Generate SQL with comments: disabled
2014-06-23 11:58:57,491 INFO Configuring ConnectionProvider
2014-06-23 11:58:57,493 INFO setting
ADO.NET command timeout to 60 seconds
2014-06-23 11:58:57,495 INFO Transaction factory: NHibernate.Transaction.AdoNetWithDistributedTransactionFactory
2014-06-23 11:58:57,496 INFO Optimize cache for minimal puts: False
2014-06-23 11:58:57,496 INFO Connection release mode: auto
2014-06-23 11:58:57,497 INFO Default batch fetch size: 1
2014-06-23 11:58:57,498 INFO echoing all SQL to stdout
2014-06-23 11:58:57,498 INFO Statistics: enabled
2014-06-23 11:58:57,499 INFO Deleted entity synthetic identifier rollback: disabled
2014-06-23 11:58:57,500 INFO Query translator: NHibernate.Hql.Ast.ANTLR.ASTQueryTranslatorFactory
2014-06-23 11:58:57,502 INFO Query language substitutions: {'true'='1', 'false'='0', 'yes'=''Y'', 'no'=''N''}
2014-06-23 11:58:57,503 INFO cache provider: NHibernate.Cache.NoCacheProvider, NHibernate, Version=3.3.1.4000, Culture=neutral, PublicKeyToken=aa95f207798dfdb4
2014-06-23 11:58:57,506 INFO Order SQL inserts for batching: enabled
2014-06-23 11:58:57,506 DEBUG Wrap result sets: disabled
2014-06-23 11:58:57,507 INFO Batcher factory: NHibernate.AdoNet.SqlClientBatchingBatcherFactory, NHibernate, Version=3.3.1.4000, Culture=neutral, PublicKeyToken=aa95f207798dfdb4
2014-06-23 11:58:57,508 INFO Default entity-mode: Poco
2014-06-23 11:58:57,509 INFO Named query checking : enabled
2014-06-23 11:58:57,531 INFO building session factory
2014-06-23 11:58:57,533 DEBUG Session factory constructed with filter configurations : {}
2014-06-23 11:58:57,534 DEBUG instantiating session factory with properties: {'use_reflection_optimizer'='True', 'bytecode.provider'='lcg', 'connection.driver_class'='NHibernate.Driver.SqlClientDriver', 'connection.connection_string'='Data Source=DOT6ZF85V1\MSSQLSERVERR2;Initial Catalog=HSC;Integrated Security=True;MultipleActiveResultSets=True', 'adonet.batch_size'='100', 'show_sql'='true', 'dialect'='NHibernate.Dialect.MsSql2008Dialect', 'max_fetch_depth'='true', 'command_timeout'='60', 'query.substitutions'='true 1, false 0, yes 'Y', no 'N'', 'current_session_context_class'='web', 'hbm2ddl.auto'='update', 'generate_statistics'='true'}
2014-06-23 11:58:57,536 DEBUG Obtaining IDbConnection from Driver
2014-06-23 11:58:57,868 DEBUG Closing connection
2014-06-23 11:58:57,877 DEBUG initializing class SessionFactoryObjectFactory
2014-06-23 11:58:57,878 DEBUG registered: 8555a384aef84e4b864c7642e7a94f38(unnamed)
2014-06-23 11:58:57,879 INFO no name configured
2014-06-23 11:58:57,879 DEBUG Instantiated session factory
2014-06-23 11:58:57,881 INFO Using dialect: NHibernate.Dialect.MsSql2008Dialect
2014-06-23 11:58:57,883 INFO Running hbm2ddl schema update
2014-06-23 11:58:57,901 INFO fetching database metadata
2014-06-23 11:58:57,902 INFO Configuring ConnectionProvider
2014-06-23 11:58:57,903 INFO setting
ADO.NET command timeout to 60 seconds
2014-06-23 11:58:57,903 DEBUG Obtaining IDbConnection from Driver
2014-06-23 11:58:57,907 INFO updating schema
2014-06-23 11:58:57,911 INFO checking mappings queue
2014-06-23 11:58:57,912 INFO processing one-to-many association mappings
2014-06-23 11:58:57,913 INFO processing one-to-one association property references
2014-06-23 11:58:57,913 INFO processing foreign key constraints
2014-06-23 11:58:57,914 INFO processing filters (second pass)
2014-06-23 11:58:57,916 INFO schema update complete
2014-06-23 11:58:57,917 DEBUG Closing connection
2014-06-23 11:58:57,923 DEBUG Checking 0 named HQL queries
2014-06-23 11:58:57,923 DEBUG Checking 0 named SQL queries
2014-06-23 11:58:57,939 DEBUG [session-id=c2f375df-f311-486d-9fa8-6b55c1727e51] opened session at timestamp: 635391215379, for session factory: [/8555a384aef84e4b864c7642e7a94f38]
2014-06-23 11:58:57,943 DEBUG enlisted into DTC transaction: Serializable
2014-06-23 11:58:57,948 DEBUG Begin (Unspecified)
2014-06-23 11:58:57,949 DEBUG Obtaining IDbConnection from Driver
2014-06-23 11:58:57,957 DEBUG saving transient instance
2014-06-23 11:58:57,963 DEBUG IDbTransaction disposed.
2014-06-23 11:58:57,964 DEBUG transaction completion
2014-06-23 11:58:57,965 DEBUG aggressively releasing database connection
2014-06-23 11:58:57,966 DEBUG Closing connection
2014-06-23 11:58:57,976 DEBUG transaction completion
2014-06-23 11:58:57,991 DEBUG aggressively releasing database connection
2014-06-23 11:58:57,992 DEBUG rolled back DTC transaction
2014-06-23 11:58:57,998 DEBUG transaction completion
2014-06-23 11:58:57,999 DEBUG aggressively releasing database connection