var overlaps = .Session.QueryOver<DelegateOrderApproval>()
    .Where(x => x.DateFrom > DateTime.Now && delegateOrderApproval.DelegatedUser.UserId == x.DelegatorUser.UserId)
    .And(x => x.DateFrom >= delegateOrderApproval.DateFrom && delegateOrderApproval.DateTo <= x.DateTo
              || (x.DateFrom >= delegateOrderApproval.DateFrom && x.DateTo <= delegateOrderApproval.DateTo)
              || (x.DateFrom <= delegateOrderApproval.DateFrom && x.DateTo >= delegateOrderApproval.DateFrom)
              || (x.DateFrom <= delegateOrderApproval.DateFrom && x.DateTo >= delegateOrderApproval.DateTo))
    .List();

var doesOverlapExist = Session.QueryOver<DelegateOrderApproval>()
     .Any(x =>
        x.DateFrom > DateTime.Now &&
        delegateOrderApproval.DelegatedUser.UserId == x.DelegatorUser.UserId &&
        x.DateFrom <= delegateOrderApproval.DateTo &&
        x.DateTo >= delegateOrderApproval.DateFrom);

Where(x=> blabla).Count() >0