You could consider using DataAnnotations and building your Buddy Classes for validation. Then you display a friendly validation errors to your user if their data is incorrect.
Imports System.ComponentModel.DataAnnotations
Namespace Domain
#Region "Validation"
<MetadataType(GetType(UserMetaData))> _
Partial Public Class User
End Class
''' <summary>
''' Validation for all User data.
''' </summary>
''' <remarks>All validation is done at the Service Layer</remarks>
Public Class UserMetaData
<DisplayName("name")> _
<Required(ErrorMessage:="Username is required.")> _
<StringLength(30, ErrorMessage:="Username cannot exceed 30 characters.")> _
<RegularExpression("^\w{3,30}$", ErrorMessage:="Not a valid username.")> _
Public Property UserName As String
<DisplayName("email")> _
<StringLength(50, ErrorMessage:="Email Address cannot exceed 50 characters.")> _
<RegularExpression("^([a-zA-Z0-9_\-\.]+)@((\[[0-9]{1,3}\.[0-9]{1,3}\.[0-9]{1,3}\.)|(([a-zA-Z0-9\-]+\.)+))([a-zA-Z]{2,4}|[0-9]{1,3})$", ErrorMessage:="Not a valid email address.")> _
Public Property Email As String
<DisplayName("website")> _
<StringLength(256, ErrorMessage:="Web Address cannot exceed 256 characters.")> _
<RegularExpression("^http(s?)\://[a-zA-Z0-9\-\.]+\.[a-zA-Z]{2,3}(/\S*)?$", ErrorMessage:="Not a valid website address.")> _
Public Property WebSite As String
<DisplayName("about")> _
<StringLength(2000, ErrorMessage:="Profile cannot exceed 2000 characters.")> _
Public Property About As String
<DisplayName("region")> _
<Required(ErrorMessage:="Region is required.")> _
Public Property UserRegion As Integer
<DisplayName("birthdate")> _
<DisplayFormat(ApplyFormatInEditMode:=True, ConvertEmptyStringToNull:=True, DataFormatString:="{0:MM/dd/yyyy}")> _
Public Property BirthDate As DateTime
End Class
#End Region
End Namespace
More references
http://adventuresdotnet.blogspot.com/2009/08/aspnet-webforms-validation-with-data.html
http://blogs.msdn.com/b/jimoneil/archive/2008/07/08/dynamic-data-annotations.aspx
http://www.ipreferjim.com/site/2010/05/system-componentmodel-dataannotations-for-asp-net-web-forms/