diff --git a/__tests__/fixtures/controllers.ts b/__tests__/fixtures/controllers.ts
index f6a7452..ffd57c2 100644
--- a/__tests__/fixtures/controllers.ts
+++ b/__tests__/fixtures/controllers.ts
@@ -18,6 +18,8 @@ import {
   Put,
   QueryParam,
   QueryParams,
+  UploadedFile,
+  UploadedFiles,
 } from 'routing-controllers'
 
 import { OpenAPI, ResponseSchema } from '../../src'
@@ -39,6 +41,11 @@ export class CreatePostBody {
   content: string[]
 }
 
+export class CreateUserPostImagesBody {
+  @IsString()
+  description: string
+}
+
 export class ListUsersQueryParams {
   @IsOptional()
   @IsEmail()
@@ -154,6 +161,11 @@ export class UsersController {
   ) {
     return
   }
+
+  @Put('/:userId/avatar')
+  putUserAvatar(@UploadedFile('image') _image: any) {
+    return
+  }
 }
 
 @Controller('/users/:userId/posts')
@@ -170,6 +182,15 @@ export class UserPostsController {
   patchUserPost(@BodyParam('token') _token: string) {
     return
   }
+
+  @Post('/:postId/images')
+  createUserPostImages(
+    @Body({ required: true }) _body: CreateUserPostImagesBody,
+    @BodyParam('token') _token: string,
+    @UploadedFiles('images') _images: any[]
+  ) {
+    return
+  }
 }
 
 @Controller()
diff --git a/__tests__/fixtures/spec.json b/__tests__/fixtures/spec.json
index 65ccad8..77571ca 100644
--- a/__tests__/fixtures/spec.json
+++ b/__tests__/fixtures/spec.json
@@ -59,6 +59,17 @@
         ],
         "type": "object"
       },
+      "CreateUserPostImagesBody": {
+        "properties": {
+          "description": {
+            "type": "string"
+          }
+        },
+        "required": [
+          "description"
+        ],
+        "type": "object"
+      },
       "ListUsersHeaderParams": {
         "properties": {
           "Authorization": {
@@ -432,6 +443,72 @@
         ]
       }
     },
+    "/api/users/{userId}/posts/{postId}/images": {
+      "post": {
+        "operationId": "UserPostsController.createUserPostImages",
+        "parameters": [
+          {
+            "in": "path",
+            "name": "userId",
+            "required": true,
+            "schema": {
+              "type": "string"
+            }
+          },
+          {
+            "in": "path",
+            "name": "postId",
+            "required": true,
+            "schema": {
+              "type": "string"
+            }
+          }
+        ],
+        "requestBody": {
+          "content": {
+            "multipart/form-data": {
+              "schema": {
+                "allOf": [
+                  {
+                    "$ref": "#/components/schemas/CreateUserPostImagesBody"
+                  },
+                  {
+                    "properties": {
+                      "images": {
+                        "items": {
+                          "format": "binary",
+                          "type": "string"
+                        },
+                        "type": "array"
+                      },
+                      "token": {
+                        "type": "string"
+                      }
+                    },
+                    "required": [],
+                    "type": "object"
+                  }
+                ]
+              }
+            }
+          },
+          "description": "CreateUserPostImagesBody",
+          "required": true
+        },
+        "responses": {
+          "200": {
+            "content": {
+              "text/html; charset=utf-8": {}
+            },
+            "description": "Successful response"
+          }
+        },
+        "summary": "Create user post images",
+        "tags": [
+          "User Posts"
+        ]
+      }
+    },
     "/api/users/{version}": {
       "delete": {
         "operationId": "UsersController.deleteUsersByVersion",
@@ -503,6 +580,49 @@
         ]
       }
     },
+    "/api/users/{userId}/avatar": {
+      "put": {
+        "operationId": "UsersController.putUserAvatar",
+        "parameters": [
+          {
+            "in": "path",
+            "name": "userId",
+            "required": true,
+            "schema": {
+              "type": "string"
+            }
+          }
+        ],
+        "requestBody": {
+          "content": {
+            "multipart/form-data": {
+              "schema": {
+                "properties": {
+                  "image": {
+                    "format": "binary",
+                    "type": "string"
+                  }
+                },
+                "required": [],
+                "type": "object"
+              }
+            }
+          }
+        },
+        "responses": {
+          "200": {
+            "content": {
+              "application/json": {}
+            },
+            "description": "Successful response"
+          }
+        },
+        "summary": "Put user avatar",
+        "tags": [
+          "Users"
+        ]
+      }
+    },
     "/api/users/{userId}/posts": {
       "post": {
         "operationId": "UsersController.createUserPost",
@@ -638,4 +758,4 @@
       }
     }
   }
-}
+}
\ No newline at end of file
diff --git a/__tests__/index.test.ts b/__tests__/index.test.ts
index e03b01c..f708c04 100644
--- a/__tests__/index.test.ts
+++ b/__tests__/index.test.ts
@@ -116,6 +116,12 @@ describe('index', () => {
         target: UsersController,
         type: 'put',
       },
+      {
+        method: 'putUserAvatar',
+        route: '/:userId/avatar',
+        target: UsersController,
+        type: 'put',
+      },
       {
         method: 'getUserPost',
         route: '/:postId',
@@ -128,6 +134,12 @@ describe('index', () => {
         target: UserPostsController,
         type: 'patch',
       },
+      {
+        method: 'createUserPostImages',
+        route: '/:postId/images',
+        target: UserPostsController,
+        type: 'post',
+      },
       {
         method: 'getDefaultPath',
         route: undefined,
@@ -297,4 +309,62 @@ describe('getRequestBody', () => {
       required: true,
     })
   })
+
+  it('parse a single `UploadedFile` metadata into a single `object` schema under content-type `multipart/form-data`', () => {
+    const route = routes.find((d) => d.action.method === 'putUserAvatar')!
+    expect(route).toBeDefined()
+    expect(getRequestBody(route)).toEqual({
+      content: {
+        'multipart/form-data': {
+          schema: {
+            properties: {
+              image: {
+                format: 'binary',
+                type: 'string',
+              },
+            },
+            required: [],
+            type: 'object',
+          },
+        },
+      },
+    })
+  })
+  it('wrap `body` and others metadata containing `UploadedFiles` items under a single `allOf` schema under content-type `multipart/form-data`', () => {
+    const route = routes.find(
+      (d) => d.action.method === 'createUserPostImages'
+    )!
+    expect(route).toBeDefined()
+    expect(getRequestBody(route)).toEqual({
+      content: {
+        'multipart/form-data': {
+          schema: {
+            allOf: [
+              {
+                $ref: '#/components/schemas/CreateUserPostImagesBody',
+              },
+              {
+                properties: {
+                  images: {
+                    items: {
+                      format: 'binary',
+                      type: 'string',
+                    },
+                    type: 'array',
+                  },
+                  token: {
+                    type: 'string',
+                  },
+                },
+                required: [],
+                type: 'object',
+              },
+            ],
+          },
+        },
+      },
+      description: 'CreateUserPostImagesBody',
+      required: true,
+    })
+  })
 })
diff --git a/src/generateSpec.ts b/src/generateSpec.ts
index e15602c..c0d40f8 100644
--- a/src/generateSpec.ts
+++ b/src/generateSpec.ts
@@ -191,19 +191,43 @@ export function getQueryParams(
   return queries
 }
 
+function getNamedParamSchema(
+  param: ParamMetadataArgs
+): oa.SchemaObject | oa.ReferenceObject {
+  const { type } = param
+  if (type === 'file') {
+    return { type: 'string', format: 'binary' }
+  }
+  if (type === 'files') {
+    return {
+      type: 'array',
+      items: {
+        type: 'string',
+        format: 'binary',
+      },
+    }
+  }
+  return getParamSchema(param)
+}
+
 /**
  * Return OpenAPI requestBody of given route, if it has one.
  */
 export function getRequestBody(route: IRoute): oa.RequestBodyObject | void {
   const bodyParamMetas = route.params.filter((d) => d.type === 'body-param')
-  const bodyParamsSchema: oa.SchemaObject | null =
-    bodyParamMetas.length > 0
-      ? bodyParamMetas.reduce(
+  const uploadFileMetas = route.params.filter((d) =>
+    ['file', 'files'].includes(d.type)
+  )
+  const namedParamMetas = [...bodyParamMetas, ...uploadFileMetas]
+
+  const namedParamsSchema: oa.SchemaObject | null =
+    namedParamMetas.length > 0
+      ? namedParamMetas.reduce(
           (acc: oa.SchemaObject, d) => ({
             ...acc,
             properties: {
               ...acc.properties,
-              [d.name!]: getParamSchema(d),
+              [d.name!]: getNamedParamSchema(d),
             },
             required: isRequired(d, route)
               ? [...(acc.required || []), d.name!]
@@ -213,8 +237,10 @@ export function getRequestBody(route: IRoute): oa.RequestBodyObject | void {
         )
       : null
 
-  const bodyMeta = route.params.find((d) => d.type === 'body')
+  const contentType =
+    uploadFileMetas.length > 0 ? 'multipart/form-data' : 'application/json'
 
+  const bodyMeta = route.params.find((d) => d.type === 'body')
   if (bodyMeta) {
     const bodySchema = getParamSchema(bodyMeta)
     const { $ref } =
@@ -222,18 +248,18 @@ export function getRequestBody(route: IRoute): oa.RequestBodyObject | void {
 
     return {
       content: {
-        'application/json': {
-          schema: bodyParamsSchema
-            ? { allOf: [bodySchema, bodyParamsSchema] }
+        [contentType]: {
+          schema: namedParamsSchema
+            ? { allOf: [bodySchema, namedParamsSchema] }
             : bodySchema,
         },
       },
       description: ($ref || '').split('/').pop(),
       required: isRequired(bodyMeta, route),
     }
-  } else if (bodyParamsSchema) {
+  } else if (namedParamsSchema) {
     return {
-      content: { 'application/json': { schema: bodyParamsSchema } },
+      content: { [contentType]: { schema: namedParamsSchema } },
     }
   }
 }