diff --git a/hibernate-core/src/main/java/org/hibernate/query/hql/internal/SemanticQueryBuilder.java b/hibernate-core/src/main/java/org/hibernate/query/hql/internal/SemanticQueryBuilder.java
index 27e8ccc805..59e49e0edb 100644
--- a/hibernate-core/src/main/java/org/hibernate/query/hql/internal/SemanticQueryBuilder.java
+++ b/hibernate-core/src/main/java/org/hibernate/query/hql/internal/SemanticQueryBuilder.java
@@ -264,6 +264,7 @@ import static org.hibernate.query.sqm.TemporalUnit.TIMEZONE_HOUR;
 import static org.hibernate.query.sqm.TemporalUnit.TIMEZONE_MINUTE;
 import static org.hibernate.query.sqm.TemporalUnit.WEEK_OF_MONTH;
 import static org.hibernate.query.sqm.TemporalUnit.WEEK_OF_YEAR;
+import static org.hibernate.query.sqm.internal.SqmUtil.resolveExpressibleJavaTypeClass;
 import static org.hibernate.type.descriptor.DateTimeUtils.DATE_TIME;
 import static org.hibernate.type.spi.TypeConfiguration.isJdbcTemporalType;
 
@@ -2918,8 +2919,11 @@ public class SemanticQueryBuilder<R> extends HqlParserBaseVisitor<Object> implem
 	@Override
 	public SqmPredicate visitBooleanExpressionPredicate(HqlParser.BooleanExpressionPredicateContext ctx) {
 		final SqmExpression<?> expression = (SqmExpression<?>) ctx.expression().accept( this );
-		if ( expression.getJavaType() != Boolean.class ) {
-			throw new SemanticException( "Non-boolean expression used in predicate context: " + ctx.getText(), query );
+		if ( resolveExpressibleJavaTypeClass( expression ) != Boolean.class ) {
+			throw new SemanticException(
+					"Non-boolean expression used in predicate context: " + ctx.getText(),
+					query
+			);
 		}
 		@SuppressWarnings("unchecked")
 		final SqmExpression<Boolean> booleanExpression = (SqmExpression<Boolean>) expression;
diff --git a/hibernate-core/src/main/java/org/hibernate/query/sqm/internal/SqmUtil.java b/hibernate-core/src/main/java/org/hibernate/query/sqm/internal/SqmUtil.java
index 0d55513e01..e272212ea1 100644
--- a/hibernate-core/src/main/java/org/hibernate/query/sqm/internal/SqmUtil.java
+++ b/hibernate-core/src/main/java/org/hibernate/query/sqm/internal/SqmUtil.java
@@ -15,6 +15,7 @@ import java.util.LinkedHashSet;
 import java.util.List;
 import java.util.Locale;
 import java.util.Map;
+import java.util.Optional;
 import java.util.Set;
 import java.util.StringTokenizer;
 import java.util.function.Function;
@@ -43,6 +44,7 @@ import org.hibernate.query.spi.QueryParameterBinding;
 import org.hibernate.query.spi.QueryParameterBindings;
 import org.hibernate.query.spi.QueryParameterImplementor;
 import org.hibernate.query.sqm.NodeBuilder;
+import org.hibernate.query.sqm.SqmExpressible;
 import org.hibernate.query.sqm.SqmPathSource;
 import org.hibernate.query.sqm.SqmQuerySource;
 import org.hibernate.query.sqm.spi.JdbcParameterBySqmParameterAccess;
@@ -753,6 +755,13 @@ public class SqmUtil {
 		return selection != null && selection.getSelectableNode() instanceof SqmTuple;
 	}
 
+	public static Class<?> resolveExpressibleJavaTypeClass(final SqmExpression<?> expression) {
+		final SqmExpressible<?> expressible = expression.getExpressible();
+		return expressible == null || expressible.getExpressibleJavaType() == null
+				? null
+				: expressible.getExpressibleJavaType().getJavaTypeClass();
+	}
+
 	private static class CriteriaParameterCollector {
 		private Set<SqmParameter<?>> sqmParameters;
 		private Map<JpaCriteriaParameter<?>, List<SqmJpaCriteriaParameterWrapper<?>>> jpaCriteriaParamResolutions;