diff --git a/src/middlewares/openapi.security.ts b/src/middlewares/openapi.security.ts
index 85667f3e..8d6592ba 100644
--- a/src/middlewares/openapi.security.ts
+++ b/src/middlewares/openapi.security.ts
@@ -85,24 +85,54 @@ export function security(
         securitySchemes,
         securityHandlers,
         securities,
-      ).executeHandlers(req);
-
+      ).executeHandlers(req);      
+      
       // TODO handle AND'd and OR'd security
       // This assumes OR only! i.e. at least one security passed authentication
-      let firstError: SecurityHandlerResult = null;
+      let firstError: SecurityHandlerResult = null;      
       let success = false;
-      for (const r of results) {
-        if (r.success) {
-          success = true;
-          break;
-        } else if (!firstError) {
-          firstError = r;
-        }
+      
+      function checkErrorWithOr(res) {
+        return res.forEach(r => {
+            if (r.success) {
+                success = true;
+            } else if (!firstError) {
+                firstError = r;
+            }
+        })
+      }
+
+      function checkErrorsWithAnd(res) {
+          let allSuccess = false;
+          
+          res.forEach(r => {
+              if (!r.success) {
+                  allSuccess = false;                        
+                  if (!firstError) {                            
+                      firstError = r;                                                        
+                  }                        
+              } else if (!firstError) {
+                  allSuccess = true;
+              }                    
+          })
+          
+          if (allSuccess) {
+              success = true;
+          }
       }
+
+      results.forEach(result => {
+          if (Array.isArray(result) && result.length > 1) {                    
+              checkErrorsWithAnd(result);
+          } else {                    
+              checkErrorWithOr(result);
+          }
+      });
+
       if (success) {
-        next();
+          next();                
       } else {
-        throw firstError;
+          throw firstError;
       }
     } catch (e) {
       const message = e?.error?.message || 'unauthorized';
@@ -138,62 +168,62 @@ class SecuritySchemes {
 
   public async executeHandlers(
     req: OpenApiRequest,
-  ): Promise<SecurityHandlerResult[]> {
+  ): Promise<(SecurityHandlerResult | SecurityHandlerResult[])[]> {
     // use a fallback handler if security handlers is not specified
     // This means if security handlers is specified, the user must define
     // all security handlers
     const fallbackHandler = !this.securityHandlers
       ? defaultSecurityHandler
       : null;
-
     const promises = this.securities.map(async (s) => {
-      try {
-        if (Util.isEmptyObject(s)) {
-          // anonumous security
-          return { success: true };
-        }
-        const securityKey = Object.keys(s)[0];
-        const scheme = this.securitySchemes[securityKey];
-        const handler = this.securityHandlers?.[securityKey] ?? fallbackHandler;
-        const scopesTmp = s[securityKey];
-        const scopes = Array.isArray(scopesTmp) ? scopesTmp : [];
-
-        if (!scheme) {
-          const message = `components.securitySchemes.${securityKey} does not exist`;
-          throw new InternalServerError({ message });
-        }
-        if (!scheme.hasOwnProperty('type')) {
-          const message = `components.securitySchemes.${securityKey} must have property 'type'`;
-          throw new InternalServerError({ message });
-        }
-        if (!handler) {
-          const message = `a security handler for '${securityKey}' does not exist`;
-          throw new InternalServerError({ message });
+      if (Util.isEmptyObject(s)) {
+        // anonumous security
+        return [{ success: true }];
+      }
+      return Promise.all(Object.keys(s).map(async (securityKey) => {
+        var _a, _b, _c;
+        try {
+          const scheme = this.securitySchemes[securityKey];
+          const handler = (_b = (_a = this.securityHandlers) === null || _a === void 0 ? void 0 : _a[securityKey]) !== null && _b !== void 0 ? _b : fallbackHandler;
+          const scopesTmp = s[securityKey];
+          const scopes = Array.isArray(scopesTmp) ? scopesTmp : [];
+          if (!scheme) {
+            const message = `components.securitySchemes.${securityKey} does not exist`;
+            throw new InternalServerError({ message });
+          }
+          if (!scheme.hasOwnProperty('type')) {
+            const message = `components.securitySchemes.${securityKey} must have property 'type'`;
+            throw new InternalServerError({ message });
+          }
+          if (!handler) {
+            const message = `a security handler for '${securityKey}' does not exist`;
+            throw new InternalServerError({ message });
+          }
+          new AuthValidator(req, scheme, scopes).validate();
+          // expected handler results are:
+          // - throw exception,
+          // - return true,
+          // - return Promise<true>,
+          // - return false,
+          // - return Promise<false>
+          // everything else should be treated as false
+          const securityScheme = <OpenAPIV3.SecuritySchemeObject>scheme;
+          const success = await handler(req, scopes, securityScheme);
+          if (success === true) {
+            return { success };
+          }
+          else {
+            throw Error();
+          }
         }
-
-        new AuthValidator(req, scheme, scopes).validate();
-
-        // expected handler results are:
-        // - throw exception,
-        // - return true,
-        // - return Promise<true>,
-        // - return false,
-        // - return Promise<false>
-        // everything else should be treated as false
-        const securityScheme = <OpenAPIV3.SecuritySchemeObject>scheme;
-        const success = await handler(req, scopes, securityScheme);
-        if (success === true) {
-          return { success };
-        } else {
-          throw Error();
+        catch (e) {
+          return {
+            success: false,
+            status: (_c = e.status) !== null && _c !== void 0 ? _c : 401,
+            error: e,
+          };
         }
-      } catch (e) {
-        return {
-          success: false,
-          status: e.status ?? 401,
-          error: e,
-        };
-      }
+      }));
     });
     return Promise.all(promises);
   }
diff --git a/test/resources/security.yaml b/test/resources/security.yaml
index 858771fa..6ae8de5b 100644
--- a/test/resources/security.yaml
+++ b/test/resources/security.yaml
@@ -8,6 +8,18 @@ servers:
   - url: /v1/
 
 paths:
+  /apikey_and_bearer_or_basic:
+    get:
+      security:
+        - ApiKeyAuth: []
+          BearerAuth: []
+        - BasicAuth: []
+      responses:
+        "200":
+          description: OK
+        "401":
+          description: unauthorized
+
   /no_security:
     get:
       responses:
diff --git a/test/security.handlers.spec.ts b/test/security.handlers.spec.ts
index 4a57a616..d8c432f4 100644
--- a/test/security.handlers.spec.ts
+++ b/test/security.handlers.spec.ts
@@ -115,7 +115,6 @@ describe('security.handlers', () => {
       .expect(401)
       .then((r) => {
         const body = r.body;
-        console.log(body);
         expect(body.errors).to.be.an('array');
         expect(body.errors).to.have.length(1);
         expect(body.errors[0].message).to.equals('unauthorized');
@@ -379,3 +378,71 @@ describe('security.handlers', () => {
       .expect(200);
   });
 });
+
+describe('when securities declare: (apikey && bearer) || basic', () => {
+  let app = null;
+  let basePath = null;
+  const eovConf: OpenApiValidatorOpts = {
+    apiSpec: path.join('test', 'resources', 'security.yaml'),
+  };
+  before(async () => {
+    app = await createApp(eovConf, 3005);
+    basePath = app.basePath;
+
+    app.use(
+      `${basePath}`,
+      express
+        .Router()
+        .get('/apikey_and_bearer_or_basic', (req, res) =>
+          res.json({ logged_in: true }),
+        ),
+    );
+  });
+
+  after(() => {
+    app.server.close();
+  });
+
+  it('should return 401 if not X-Api-Key is missing', async () =>
+    request(app)
+      .get(`${basePath}/apikey_and_bearer_or_basic`)
+      .set('Authorization', 'Bearer XXXX') // Bearer
+      .expect(401)
+      .then((r) => {
+        const body = r.body;
+        expect(body.errors).to.be.an('array');
+        expect(body.errors).to.have.length(1);
+        expect(body.message).to.include("'X-API-Key' header required");
+      }));
+
+  it('should return 401 if Bearer token is missing', async () => {
+    eovConf.validateSecurity = true;
+    return request(app)
+      .get(`${basePath}/apikey_and_bearer_or_basic`)
+      .set('X-Api-Key', 'XXX') // api key
+      .expect(401)
+      .then((r) => {
+        const body = r.body;
+        expect(body.errors).to.be.an('array');
+        expect(body.errors).to.have.length(1);
+        expect(body.message).to.include('Authorization header required');
+      });
+  });
+
+  it('should return 200 when X-Api-Key and Bearer token are present', async () => {
+    eovConf.validateSecurity = true;
+    return request(app)
+      .get(`${basePath}/apikey_and_bearer_or_basic`)
+      .set('Authorization', 'Bearer XXXX') // Bearer
+      .set('X-Api-Key', 'XXX') // api key
+      .expect(200);
+  });
+
+  it('should return 200 when Basic auth is present', async () => {
+    eovConf.validateSecurity = true;
+    return request(app)
+      .get(`${basePath}/apikey_and_bearer_or_basic`)
+      .set('Authorization', 'Basic XXXX')
+      .expect(200);
+  });
+});