diff --git a/src/TransformOperationExecutor.ts b/src/TransformOperationExecutor.ts
index fe1da8e32..a294bf848 100644
--- a/src/TransformOperationExecutor.ts
+++ b/src/TransformOperationExecutor.ts
@@ -107,6 +107,9 @@ export class TransformOperationExecutor {
       return Number(value);
     } else if (targetType === Boolean && !isMap) {
       if (value === null || value === undefined) return value;
+      if (typeof value === 'string' && !isNaN(parseFloat(value))) return Boolean(+value);
+      if (typeof value === 'string' && ['true', 'false'].includes(value.toLowerCase()))
+        return value.toLowerCase() === 'true';
       return Boolean(value);
     } else if ((targetType === Date || value instanceof Date) && !isMap) {
       if (value instanceof Date) {
diff --git a/test/functional/implicit-type-declarations.spec.ts b/test/functional/implicit-type-declarations.spec.ts
index 889565512..e4274395a 100644
--- a/test/functional/implicit-type-declarations.spec.ts
+++ b/test/functional/implicit-type-declarations.spec.ts
@@ -102,6 +102,24 @@ describe('plainToInstance transforms built-in primitive types properly', () => {
 
     @Type()
     boolean2: boolean;
+
+    @Type()
+    boolean3: boolean;
+
+    @Type()
+    boolean4: boolean;
+
+    @Type()
+    boolean5: boolean;
+
+    @Type()
+    boolean6: boolean;
+
+    @Type()
+    boolean7: boolean;
+
+    @Type()
+    boolean8: boolean;
   }
 
   const result: Example = plainToInstance(
@@ -114,6 +132,12 @@ describe('plainToInstance transforms built-in primitive types properly', () => {
       number2: 100,
       boolean: 1,
       boolean2: 0,
+      boolean3: 'true',
+      boolean4: 'false',
+      boolean5: '1',
+      boolean6: '0',
+      boolean7: '',
+      boolean8: 'yes',
     },
     { enableImplicitConversion: true }
   );
@@ -140,5 +164,11 @@ describe('plainToInstance transforms built-in primitive types properly', () => {
   it('should recognize and convert to boolean', () => {
     expect(result.boolean).toBeTruthy();
     expect(result.boolean2).toBeFalsy();
+    expect(result.boolean3).toBeTruthy();
+    expect(result.boolean4).toBeFalsy();
+    expect(result.boolean5).toBeTruthy();
+    expect(result.boolean6).toBeFalsy();
+    expect(result.boolean7).toBeFalsy();
+    expect(result.boolean8).toBeTruthy();
   });
 });