diff --git a/CMakeLists.txt b/CMakeLists.txt
index cc7f084..2a2a6eb 100644
--- a/CMakeLists.txt
+++ b/CMakeLists.txt
@@ -22,7 +22,10 @@ set(CXX_STANDARD_REQUIRED ON)
 set(CMAKE_CXX_FLAGS         "${CMAKE_CXX_FLAGS}         -Wall -Wextra -pedantic")
 set(CMAKE_CXX_FLAGS_DEBUG   "${CMAKE_CXX_FLAGS_DEBUG}   -g -DDEBUG")
 set(CMAKE_CXX_FLAGS_RELEASE "${CMAKE_CXX_FLAGS_RELEASE} -O2 -march=native -DNDEBUG")
-if(UNIX)
+
+
+if(UNIX AND (NOT APPLE))
+	message(STATUS "afiejanfonw")
   set(CMAKE_EXE_LINKER_FLAGS  "${CMAKE_EXE_LINKER_FLAGS}  -Wl,-O1,--sort-common,--as-needed,-z,relro")
 elseif(WIN32 OR APPLE)
  #set(CMAKE_EXE_LINKER_FLAGS  "${CMAKE_EXE_LINKER_FLAGS}  -Wl,-O1,--sort-common,--as-needed")
@@ -65,7 +68,15 @@ endif()
 
 
 # Search OpenSSL
-if(UNIX OR APPLE)
+if (APPLE)
+  # This is a bug in CMake that causes it to prefer the system version over
+  # the one in the specified ROOT folder.
+  find_package(PkgConfig REQUIRED)
+  find_package(OpenSSL REQUIRED)
+  set(OPENSSL_CRYPTO_LIBRARY ${OPENSSL_ROOT_DIR}/lib/libcrypto.dylib CACHE FILEPATH "" FORCE)
+  set(OPENSSL_SSL_LIBRARY ${OPENSSL_ROOT_DIR}/lib/libssl.dylib CACHE FILEPATH "" FORCE)
+  set(OPENSSL_LIBRARIES ${OPENSSL_CRYPTO_LIBRARY} ${OPENSSL_SSL_LIBRARY})
+elseif(UNIX)
   find_package(PkgConfig REQUIRED)
   find_package(OpenSSL REQUIRED)
   if(NOT OPENSSL_FOUND)
diff --git a/Doxyfile b/Doxyfile
index 02f5413..5c32b80 100644
--- a/Doxyfile
+++ b/Doxyfile
@@ -935,6 +935,7 @@ EXCLUDE_SYMLINKS       = NO
 
 EXCLUDE_PATTERNS       = */third/*
 EXCLUDE_PATTERNS       += */build/*
+EXCLUDE_PATTERNS       += */test/*
 
 # The EXCLUDE_SYMBOLS tag can be used to specify one or more symbol names
 # (namespaces, classes, functions, etc.) that should be excluded from the
diff --git a/README.md b/README.md
index 94dc795..01ea18b 100644
--- a/README.md
+++ b/README.md
@@ -10,14 +10,16 @@ This is a library for using Twitter API from C++
 you can use these endpoint
 - statuses/update
 - statuses/destroy/:id
+- statuses/retweet/:id
 - favorites/create
 - favorites/destroy
+- media/upload(support: jpg, jpeg, png, gif, mp4)
 
 # Dependency
 - libcurl(openssl version)
 - libssl
 
-# Instllation
+# Installation
 ## Ubuntu
 ```
 # apt install clang cmake git libboost-dev libboost-test-dev libcurl4-openssl-dev libssl-dev nunja-build
@@ -29,6 +31,17 @@ $ cmake .. -G Ninja
 $ ninja
 ```
 
+## macOS
+```
+$ brew install cmake curl git ninja openssl pkg-config
+$ git clone https://github.com/koron0902/CocoaTweet
+$ cd CocoaTweet
+$ mkdir build
+$ cd build
+$ cmake .. -G ninja -DOPENSSL_ROOT_DIR=<path/to/openssl/install> # CANNOT detect libssl automatically with homebrew and cmake bug
+$ ninja
+```
+
 ## Windows
 - Get MinGW32 from [here](https://osdn.net/projects/mingw/downloads/68260/mingw-get-setup.exe/)(start download automatically at open link)  
 - Install `mingw32-base-bin` and `mingw32-gcc-g+-bin` via MinGW32  
@@ -103,6 +116,14 @@ CocoaTweet::API::API api(key);
 // Post a tweet
 api.status().Update("Hello, World!!\nTweet from Cocoa Twitter Library");
 
+// Upload a media
+auto media1 = api.media().Upload("path/to/file/image.jpeg");
+auto media2 = api.media().Upload("path/to/file/image2.png");
+api.status().Update("Upload media from Cocoa Twitter Library", std::vector<std::string>{media1.id(), media2.id()});
+
+// Retweet a tweet
+api.status().Retweet("tweet id");
+
 // Delete a tweet
 api.status().Destroy("tweet id");
 
@@ -112,3 +133,5 @@ api.favorite().Create("tweet id");
 // un Fav. a tweet
 api.favorite().Destroy("tweet id");
 ```
+
+donate by BitCoin : bc1qhpm8tmq72scqpl2ccemcf0ktfjg4rsu73e99tz  
\ No newline at end of file
diff --git a/src/cocoatweet/api/api.cc b/src/cocoatweet/api/api.cc
index 42408f4..6d5abd7 100644
--- a/src/cocoatweet/api/api.cc
+++ b/src/cocoatweet/api/api.cc
@@ -5,6 +5,7 @@ API::API(CocoaTweet::OAuth::Key _key) {
   oauth_    = std::make_shared<CocoaTweet::OAuth::OAuth1>(_key);
   status_   = Statuses::Status(oauth_);
   favorite_ = Favorites::Favorite(oauth_);
+  media_    = Medias::Media(oauth_);
 }
 
 Statuses::Status API::status() const {
@@ -14,4 +15,8 @@ Statuses::Status API::status() const {
 Favorites::Favorite API::favorite() const {
   return favorite_;
 }
+
+Medias::Media API::media() const {
+  return media_;
+}
 } // namespace CocoaTweet::API
diff --git a/src/cocoatweet/api/api.h b/src/cocoatweet/api/api.h
index 06a36f1..21ba046 100644
--- a/src/cocoatweet/api/api.h
+++ b/src/cocoatweet/api/api.h
@@ -3,6 +3,7 @@
 
 #include <cocoatweet/api/status/status.h>
 #include <cocoatweet/api/favorite/favorite.h>
+#include <cocoatweet/api/media/media.h>
 #include <cocoatweet/oauth/oauth.h>
 
 namespace CocoaTweet::API {
@@ -21,9 +22,12 @@ public:
   /// @param[out] Favorite object typed CococaTweet::API::Favorites::Favorite
   Favorites::Favorite favorite() const;
 
+  Medias::Media media() const;
+
 private:
   Statuses::Status status_;
   Favorites::Favorite favorite_;
+  Medias::Media media_;
   std::shared_ptr<CocoaTweet::OAuth::OAuth1> oauth_;
 };
 } // namespace CocoaTweet::API
diff --git a/src/cocoatweet/api/interface/httpBase.h b/src/cocoatweet/api/interface/httpBase.h
new file mode 100644
index 0000000..b5dffc7
--- /dev/null
+++ b/src/cocoatweet/api/interface/httpBase.h
@@ -0,0 +1,26 @@
+#ifndef COCOATWEET_API_INTERFACE_HTTPBASE_H_
+#define COCOATWEET_API_INTERFACE_HTTPBASE_H_
+
+#include <functional>
+#include "cocoatweet/oauth/oauth.h"
+
+namespace CocoaTweet::API::Interface {
+class HttpBase {
+public:
+protected:
+  std::weak_ptr<CocoaTweet::OAuth::OAuth1> oauth_;
+  std::map<std::string, std::string> bodyParam_;
+  std::string url_;
+  std::string contentType_;
+  virtual void process(
+      std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth,
+      std::function<void(const unsigned int, const std::string&)> _callback) = 0;
+  static size_t curlCallback_(char* _ptr, size_t _size, size_t _nmemb, std::string* _stream) {
+    int realsize = _size * _nmemb;
+    _stream->append(_ptr, realsize);
+    return realsize;
+  }
+};
+} // namespace CocoaTweet::API::Interface
+
+#endif
diff --git a/src/cocoatweet/api/interface/httpPost.cc b/src/cocoatweet/api/interface/httpPost.cc
index 618d0c4..ebed8cb 100644
--- a/src/cocoatweet/api/interface/httpPost.cc
+++ b/src/cocoatweet/api/interface/httpPost.cc
@@ -9,13 +9,11 @@ extern "C" {
 #include <curl/curl.h>
 }
 
-namespace CocoaTweet::API::Interface {
-size_t HttpPost::curlCallback_(char* _ptr, size_t _size, size_t _nmemb, std::string* _stream) {
-  int realsize = _size * _nmemb;
-  _stream->append(_ptr, realsize);
-  return realsize;
-}
+#ifndef NDEBUG
+#include <iostream>
+#endif
 
+namespace CocoaTweet::API::Interface {
 void HttpPost::process(std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth,
                        std::function<void(const unsigned int, const std::string&)> _callback) {
   // エンドポイントへのパラメータにOAuthパラメータを付加して署名作成
@@ -36,11 +34,20 @@ void HttpPost::process(std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth,
   // リクエストボディの構築
   std::string requestBody = "";
   {
-    std::vector<std::string> tmp;
-    for (const auto& [key, value] : bodyParam_) {
-      tmp.push_back(key + "=" + value);
+    if (contentType_ == "application/x-www-form-urlencoded") {
+      std::vector<std::string> tmp;
+      for (const auto& [key, value] : bodyParam_) {
+        tmp.push_back(key + "=" + value);
+        requestBody = CocoaTweet::Util::join(tmp, "&");
+      }
+    } else if (contentType_ == "multipart/form-data") {
+      for (const auto& [key, value] : bodyParam_) {
+        requestBody += (std::string("--") + "milkcocoa0902" + "\r\n");
+        requestBody +=
+            ("Content-Disposition: form-data; name=\"" + key + "\";\r\n\r\n" + value + "\r\n");
+      }
+      requestBody += (std::string("--") + "milkcocoa0902" + "--" + "\r\n");
     }
-    requestBody = CocoaTweet::Util::join(tmp, "&");
   }
 
   // ヘッダの構築
@@ -69,12 +76,22 @@ void HttpPost::process(std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth,
     curl_easy_setopt(curl, CURLOPT_WRITEFUNCTION, curlCallback_);
     curl_easy_setopt(curl, CURLOPT_WRITEDATA, (std::string*)&rcv);
 #ifndef NDEBUG
+    std::cout << "requestBody : " << requestBody << std::endl;
     curl_easy_setopt(curl, CURLOPT_VERBOSE, 1L);
 #endif
     // Headerを保持するcurl_slist*を初期化
     struct curl_slist* headers = NULL;
     // Authorizationをヘッダに追加
     headers = curl_slist_append(headers, oauthHeader.c_str());
+
+    std::string contentType = "";
+    if (contentType_ == "application/x-www-form-urlencoded") {
+      contentType = contentType_;
+    } else if (contentType_ == "multipart/form-data") {
+      contentType = contentType_ + "; boundary=milkcocoa0902";
+    }
+
+    headers = curl_slist_append(headers, ("Content-Type: " + contentType).c_str());
     curl_easy_setopt(curl, CURLOPT_HTTPHEADER, headers);
     res = curl_easy_perform(curl);
     curl_easy_getinfo(curl, CURLINFO_RESPONSE_CODE, &responseCode);
diff --git a/src/cocoatweet/api/interface/httpPost.h b/src/cocoatweet/api/interface/httpPost.h
index 5eeeb40..2547796 100644
--- a/src/cocoatweet/api/interface/httpPost.h
+++ b/src/cocoatweet/api/interface/httpPost.h
@@ -3,18 +3,20 @@
 
 #include <functional>
 #include "cocoatweet/oauth/oauth.h"
+#include <cocoatweet/api/interface/httpBase.h>
 
 namespace CocoaTweet::API::Interface {
-class HttpPost {
+/// @brief class for Send request with POST method
+class HttpPost : public HttpBase {
 public:
 protected:
-  std::weak_ptr<CocoaTweet::OAuth::OAuth1> oauth_;
-  std::map<std::string, std::string> bodyParam_;
-  std::string url_;
-  std::string contentType_;
+  /// @brief Send HTTP/POST using OAuth object
+  /// @param[in] std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth : pointer to OAuth object to
+  /// authenticate
+  /// @param[in] std::function<void(const unsigned int, const std::string&)> _callback :
+  /// callback method for processing to response
   void process(std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth,
                std::function<void(const unsigned int, const std::string&)> _callback);
-  static size_t curlCallback_(char* _ptr, size_t _size, size_t _nmemb, std::string* _stream);
 };
 } // namespace CocoaTweet::API::Interface
 
diff --git a/src/cocoatweet/api/media/media.cc b/src/cocoatweet/api/media/media.cc
new file mode 100644
index 0000000..822e2ac
--- /dev/null
+++ b/src/cocoatweet/api/media/media.cc
@@ -0,0 +1,13 @@
+#include "cocoatweet/api/media/media.h"
+
+namespace CocoaTweet::API::Medias {
+Media::Media(std::shared_ptr<CocoaTweet::OAuth::OAuth1> _oauth) {
+  oauth_ = _oauth;
+}
+
+CocoaTweet::API::Model::MediaStore Media::Upload(const std::string& _media) const {
+  CocoaTweet::API::Medias::Upload upload;
+  upload.media(_media);
+  return upload.process(oauth_);
+}
+} // namespace CocoaTweet::API::Medias
diff --git a/src/cocoatweet/api/media/media.h b/src/cocoatweet/api/media/media.h
new file mode 100644
index 0000000..d99fdcd
--- /dev/null
+++ b/src/cocoatweet/api/media/media.h
@@ -0,0 +1,28 @@
+#ifndef COCOATWEET_API_MEDIA_MEDIA_H_
+#define COCOATWEET_API_MEDIA_MEDIA_H_
+
+#include "cocoatweet/api/interface/groupInterface.h"
+#include "cocoatweet/oauth/oauth.h"
+#include <cocoatweet/api/model/mediaStore.h>
+#include <cocoatweet/api/media/upload.h>
+#include <vector>
+
+namespace CocoaTweet::API::Medias {
+
+/// @brief Entory point for statuses/*
+class Media : public groupInterface {
+public:
+  /// @brief  primary constructor to allow for create NON-INITIALIZED object
+  Media() = default;
+
+  /// @brief   constructor which finally should to be called.
+  /// @param[in] std::shared_ptr<CocoaTweet::OAuth::OAuth1> : pointer to OAuth object
+  Media(std::shared_ptr<CocoaTweet::OAuth::OAuth1> _oauth);
+
+  CocoaTweet::API::Model::MediaStore Upload(const std::string& _file) const;
+
+private:
+};
+} // namespace CocoaTweet::API::Medias
+
+#endif
diff --git a/src/cocoatweet/api/media/upload.cc b/src/cocoatweet/api/media/upload.cc
index e69de29..bd10fc0 100644
--- a/src/cocoatweet/api/media/upload.cc
+++ b/src/cocoatweet/api/media/upload.cc
@@ -0,0 +1,93 @@
+#include <cocoatweet/api/media/upload.h>
+#include <cocoatweet/api/model/mediaStore.h>
+#include <cocoatweet/exception/unsupportedMediaTypeException.h>
+#include <fstream>
+#include <iostream>
+
+namespace CocoaTweet::API::Medias {
+const std::map<std::string, std::string> Upload::mimeType = {{".jpg", "image/jpeg"},
+                                                             {".jpeg", "image/jpeg"},
+                                                             {".png", "image/png"},
+                                                             {".gif", "image/gif"},
+                                                             {".mp4", "video/mp4"}};
+Upload::Upload() {
+  url_ = "https://upload.twitter.com/1.1/media/upload.json";
+}
+
+void Upload::media(const std::string& _media) {
+  media_ = _media;
+}
+
+void Upload::mediaId(const std::string& _mediaId) {}
+
+CocoaTweet::API::Model::MediaStore Upload::process(
+    std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth) {
+  auto extension = std::filesystem::path(media_).extension().string<char>();
+  if (mimeType.count(extension) == 0) {
+    throw new CocoaTweet::Exception::UnsupportedMediaTypeException(
+        std::string("media type \"" + extension + "\" is not supported media type"));
+  }
+
+  auto backup = bodyParam_;
+  CocoaTweet::API::Model::MediaStore media;
+  std::ifstream ifs(media_, std::ios::binary);
+  std::string data((std::istreambuf_iterator<char>(ifs)), std::istreambuf_iterator<char>());
+  ifs.close();
+
+  bodyParam_.insert_or_assign("total_bytes", std::to_string(data.size()));
+
+  // INIT
+  {
+    contentType_ = "application/x-www-form-urlencoded";
+    bodyParam_.insert_or_assign("command", "INIT");
+    bodyParam_.insert_or_assign(
+        "media_type", mimeType.at(std::filesystem::path(media_).extension().string<char>()));
+
+    HttpPost::process(_oauth,
+                      [&media](const unsigned int _responseCode, const std::string& _rsv) {
+                        media = CocoaTweet::API::Model::MediaStore::parse(_responseCode, _rsv);
+                      });
+
+    bodyParam_.insert_or_assign("media_id", media.id());
+  }
+
+  // APPEND
+  {
+    contentType_ = "multipart/form-data";
+    bodyParam_.erase("media_type");
+    bodyParam_.erase("total_bytes");
+
+    unsigned int segment           = 0;
+    const unsigned long long chunk = 1024 * 512;
+    while (segment * chunk < data.size()) {
+      bodyParam_.insert_or_assign("command", "APPEND");
+      bodyParam_.insert_or_assign("segment_index", std::to_string(segment));
+      bodyParam_.insert_or_assign("media", data.substr(segment * chunk, chunk));
+      HttpPost::process(_oauth, [](const unsigned int _responseCode, const std::string& _rsv) {
+        // std::cout << _responseCode << std::endl << _rsv<< std::endl;
+      });
+      segment++;
+    }
+  }
+
+  // FINALIZE
+  {
+    contentType_ = "application/x-www-form-urlencoded";
+    bodyParam_.insert_or_assign("command", "FINALIZE");
+    bodyParam_.erase("segment_index");
+    bodyParam_.erase("media");
+    HttpPost::process(_oauth,
+                      [&media](const unsigned int _responseCode, const std::string& _rsv) {
+                        std::cout << _responseCode << std::endl << _rsv << std::endl;
+                        media = CocoaTweet::API::Model::MediaStore::parse(_responseCode, _rsv);
+                      });
+  }
+
+  // STATUS if needed
+  {}
+
+  bodyParam_ = backup;
+
+  return media;
+}
+} // namespace CocoaTweet::API::Medias
diff --git a/src/cocoatweet/api/media/upload.h b/src/cocoatweet/api/media/upload.h
index d2c7554..a021855 100644
--- a/src/cocoatweet/api/media/upload.h
+++ b/src/cocoatweet/api/media/upload.h
@@ -1,22 +1,37 @@
 #ifndef COCOATWEET_API_MEDIA_UPLOAD_H_
 #define COCOATWEET_API_MEDIA_UPLOAD_H_
 
-#include <cocoatweet/api/interface/postInterface.h>
+#include <cocoatweet/api/interface/httpPost.h>
+#include <cocoatweet/api/model/mediaStore.h>
+#include <string>
+#include <filesystem>
 
 namespace CocoaTweet::API::Medias {
-class Upload : public postInterface {
-public:
-  enum Command : class st::string {
-    INIT     = "INIT",
-    APPEND   = "APPEND",
-    FINALIZE = "FINALIZE",
-  };
+/// @brief entry point for using media/upload endpoint
+class Upload : public CocoaTweet::API::Interface::HttpPost {
+private:
+  std::string media_;
+  static const std::map<std::string, std::string> mimeType;
 
-  Upload::Upload();
+public:
+  /// @brief default constructor
+  Upload();
+
+  /// @brief set media file with absolute path
+  /// @param[in] const std::string& _media : absolute path to media should be uploaded
+  /// @param[out] none
   void media(const std::string& _media);
-  void mediaId(const std::string _mediaId);
-  void process(std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth, Command _command);
-}
+
+  /// @brief set media id(no affect to process. will be obsoleted)
+  void mediaId(const std::string& _mediaId);
+
+  /// @brief upload media
+  /// @param[in] std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth : pointer to OAuth object for
+  /// authenticate
+  /// @param[out] CocoaTweet::API::Model::MediaStore : media upload result. use id() for post
+  /// tweet.
+  CocoaTweet::API::Model::MediaStore process(std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth);
+};
 } // namespace CocoaTweet::API::Medias
 
-#endif
\ No newline at end of file
+#endif
diff --git a/src/cocoatweet/api/model/mediaStore.cc b/src/cocoatweet/api/model/mediaStore.cc
new file mode 100644
index 0000000..10f2cd0
--- /dev/null
+++ b/src/cocoatweet/api/model/mediaStore.cc
@@ -0,0 +1,71 @@
+#include <cocoatweet/api/model/mediaStore.h>
+#include <cocoatweet/exception/exception.h>
+#include "nlohmann/json.hpp"
+
+namespace CocoaTweet::API::Model {
+MediaStore MediaStore::parse(const unsigned int _responseCode, const std::string& _json) {
+  auto j = nlohmann::json::parse(_json);
+  MediaStore media;
+
+  if (_responseCode / 100 == 2) {
+    if (j.count("media_id_string") != 0) {
+      media.id(j["media_id_string"]);
+    }
+
+    if (j.count("size") != 0) {
+      media.size(j["size"]);
+    }
+
+    if (j.count("expires_after_secs") != 0) {
+      media.expires(j["expires_after_secs"]);
+    }
+
+    if (j.count("processing_info") == 0) {
+      media.state("succeeded");
+    } else {
+      media.state(j["processing_info"]["state"]);
+      media.remain(j["processing_info"]["check_after_secs"].get<unsigned int>());
+    }
+  } else {
+    throw new CocoaTweet::Exception::Exception(j["error"]);
+  }
+
+  return media;
+}
+
+void MediaStore::id(const std::string _id) {
+  id_ = _id;
+}
+
+void MediaStore::size(const unsigned int _size) {
+  size_ = _size;
+}
+
+void MediaStore::expires(const unsigned int _ex) {
+  expires_ = _ex;
+}
+void MediaStore::state(const std::string _state) {
+  state_ = _state;
+}
+
+void MediaStore::remain(const unsigned int _remain) {
+  remain_ = _remain;
+}
+
+const std::string MediaStore::id() const {
+  return id_;
+}
+const unsigned int MediaStore::size() const {
+  return size_;
+}
+const unsigned int MediaStore::expire() const {
+  return expires_;
+}
+const std::string MediaStore::state() const {
+  return state_;
+}
+
+const unsigned int MediaStore::remain() const {
+  return remain_;
+}
+} // namespace CocoaTweet::API::Model
diff --git a/src/cocoatweet/api/model/mediaStore.h b/src/cocoatweet/api/model/mediaStore.h
new file mode 100644
index 0000000..145282b
--- /dev/null
+++ b/src/cocoatweet/api/model/mediaStore.h
@@ -0,0 +1,90 @@
+#ifndef COCOATWEET_API_MODEL_MEDIASTORE_H_
+#define COCOATWEET_API_MODEL_MEDIASTORE_H_
+
+#include <string>
+
+namespace CocoaTweet::API::Model {
+
+/// @brief data class for tweet object
+class MediaStore final {
+public:
+  /// @brief constructor
+  MediaStore() = default;
+
+  /// @brief copy constructor
+  MediaStore(const MediaStore&) = default;
+
+  /// @brief constructor for create object from json response
+  /// @param[in] const unsigned int _responseCode : http status code which received when post
+  /// request
+  /// @param[in] const std::string& _json : received content from twitter endpoint
+  MediaStore(const unsigned int _responseCode, const std::string& _json)
+      : MediaStore(MediaStore::parse(_responseCode, _json)) {}
+
+  /// @brief response parser for MediaStore object
+  /// @param[in] const unsigned int _responseCode : http status code which received when post
+  /// request
+  /// @param[in] const std::string& _json : received content from twitter endpoint
+  /// @param[out] CocoaTweet::API::Model::MediaStore
+  static MediaStore parse(const unsigned int _responseCode, const std::string& _json);
+
+  /// @brief set id of tweet
+  /// @param[in] const std::string _id : media id to set
+  /// @param[out] none
+  void id(const std::string _id);
+
+  /// @brief set media size in byte
+  /// @param[in] const unsigned int _size : media size in byte
+  /// @param[out] none
+  void size(const unsigned int _size);
+
+  /// @brief set remaining time to expire the media
+  /// @param[in] const unsigned int : remaining time to expire the media ib sec
+  /// @param[out] none
+  void expires(const unsigned int _ex);
+
+  /// @brief set media processing status
+  /// @param[in] const std::string _state : media processed status
+  /// @param[out] none
+  void state(const std::string _state);
+
+  /// @brief set how second need for upload complete
+  /// @param[in] needed time to upload complete on server in second
+  /// @param[out] none
+  void remain(const unsigned int _remain);
+
+  /// @brief get media id
+  /// @param[in] none
+  /// @param[out] const std::string : media id
+  const std::string id() const;
+
+  /// @brief get media size
+  /// @param[in] none
+  /// @param[out] const unsigned int : media size in byte
+  const unsigned int size() const;
+
+  /// @brief get remaining time to expire the media
+  /// @param[in] none
+  /// @param[out] const unsigned int : remaining time to expire the media ib sec
+  const unsigned int expire() const;
+
+  /// @brief get media processing status
+  /// @param[in] none
+  /// @param[out] const std::string _state : media processed status
+  const std::string state() const;
+
+  /// @brief set how second need for upload complete
+  /// @param[in] none
+  /// @param[out]  needed time to upload complete on server in second
+  const unsigned int remain() const;
+
+private:
+  std::string id_;
+  unsigned long long size_;
+  unsigned long long expires_;
+  std::string state_;
+  unsigned long long remain_;
+};
+} // namespace CocoaTweet::API::Model
+
+#endif
diff --git a/src/cocoatweet/api/model/tweet.h b/src/cocoatweet/api/model/tweet.h
index ca80b95..5ad6b6c 100644
--- a/src/cocoatweet/api/model/tweet.h
+++ b/src/cocoatweet/api/model/tweet.h
@@ -4,20 +4,68 @@
 #include <string>
 
 namespace CocoaTweet::API::Model {
+
+/// @brief data class for tweet object
 class Tweet final {
 public:
-  Tweet()             = default;
+  /// @brief constructor
+  Tweet() = default;
+
+  /// @brief copy constructor
   Tweet(const Tweet&) = default;
+
+  /// @brief constructor for create object from json response
+  /// @param[in] const unsigned int _responseCode : http status code which received when post
+  /// request
+  /// @param[in] const std::string& _json : received content from twitter endpoint
   Tweet(const unsigned int _responseCode, const std::string& _json)
       : Tweet(Tweet::parse(_responseCode, _json)) {}
+
+  /// @brief response parser for tweet object
+  /// @param[in] const unsigned int _responseCode : http status code which received when post
+  /// request
+  /// @param[in] const std::string& _json : received content from twitter endpoint
+  /// @param[out] CocoaTweet::API::Model::Tweet
   static Tweet parse(const unsigned int _responseCode, const std::string& _json);
+
+  /// @brief set id of tweet
+  /// @param[in] const std::string _id : tweet id to set
+  /// @param[out] none
   void id(const std::string _id);
+
+  /// @brief set created time of tweet
+  /// @param[in] const std::string _at : tweet created time to set
+  /// @param[out] none
   void createdAt(const std::string _at);
+
+  /// @brief set tweet text
+  /// @param[in] const std::string _text : text of tweet to set
+  /// @param[out] none
   void text(const std::string _text);
+
+  /// @brief set tweet source
+  /// @param[in] const std::string _source : source information to set
+  /// @param[out] none
   void source(const std::string _source);
+
+  /// @brief get tweet id
+  /// @param[in] none
+  /// @param[out] const std::string : tweet id
   const std::string id() const;
+
+  /// @brief get tweet create time
+  /// @param[in] none
+  /// @param[out] const std::string : time of tweet created time
   const std::string createdAt() const;
+
+  /// @brief get tweet text
+  /// @param[in] none
+  /// @param[out] const std::string : tweet text
   const std::string text() const;
+
+  /// @brief get tweet source information
+  /// @param[in] none
+  /// @param[out] const std::string : source information
   const std::string source() const;
 
 private:
diff --git a/src/cocoatweet/api/status/destroy.h b/src/cocoatweet/api/status/destroy.h
index 9cc8dad..6e2a036 100644
--- a/src/cocoatweet/api/status/destroy.h
+++ b/src/cocoatweet/api/status/destroy.h
@@ -19,7 +19,7 @@ public:
 
   /// @brief process request for endpoint
   /// @param[in] std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth : pointer to oauth object
-  /// @param[out] none
+  /// @param[out] CocoaTweet::API::Model::Tweet : request result
   CocoaTweet::API::Model::Tweet process(std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth);
 };
 } // namespace CocoaTweet::API::Statuses
diff --git a/src/cocoatweet/api/status/retweet.cc b/src/cocoatweet/api/status/retweet.cc
new file mode 100644
index 0000000..0f7877d
--- /dev/null
+++ b/src/cocoatweet/api/status/retweet.cc
@@ -0,0 +1,21 @@
+#include <cocoatweet/api/status/retweet.h>
+#include <iostream>
+
+namespace CocoaTweet::API::Statuses {
+        Retweet::Retweet(){}
+
+        void Retweet::id(const std::string& _id){
+  contentType_ = "application/x-www-form-urlencoded";
+  url_         = "https://api.twitter.com/1.1/statuses/retweet/" + _id + ".json";
+        }
+
+        CocoaTweet::API::Model::Tweet Retweet::process(std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth){
+  CocoaTweet::API::Model::Tweet tweet;
+  HttpPost::process(_oauth,
+                    [&tweet](const unsigned int _responseCode, const std::string& _rcv) {
+                      tweet = CocoaTweet::API::Model::Tweet(_responseCode, _rcv);
+                    });
+
+  return tweet;
+        }
+}
diff --git a/src/cocoatweet/api/status/retweet.h b/src/cocoatweet/api/status/retweet.h
new file mode 100644
index 0000000..500f5e4
--- /dev/null
+++ b/src/cocoatweet/api/status/retweet.h
@@ -0,0 +1,18 @@
+#ifndef COCOATWEET_API_STATUS_RETWEET_H_
+#define COCOATWEET_API_STATUS_RETWEET_H_
+
+#include <cocoatweet/api/interface/httpPost.h>
+#include <cocoatweet/api/model/tweet.h>
+
+namespace CocoaTweet::API::Statuses {
+    class Retweet : public CocoaTweet::API::Interface::HttpPost{
+        public:
+        Retweet();
+
+        void id(const std::string& _id);
+
+        CocoaTweet::API::Model::Tweet process(std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth);
+    };
+}
+
+#endif
\ No newline at end of file
diff --git a/src/cocoatweet/api/status/status.cc b/src/cocoatweet/api/status/status.cc
index ce9d288..02d3adf 100644
--- a/src/cocoatweet/api/status/status.cc
+++ b/src/cocoatweet/api/status/status.cc
@@ -1,6 +1,7 @@
 #include "cocoatweet/api/status/status.h"
 #include "cocoatweet/api/status/update.h"
 #include "cocoatweet/api/status/destroy.h"
+#include "cocoatweet/api/status/retweet.h"
 
 namespace CocoaTweet::API::Statuses {
 Status::Status(std::shared_ptr<CocoaTweet::OAuth::OAuth1> _oauth) {
@@ -13,9 +14,67 @@ CocoaTweet::API::Model::Tweet Status::Update(const std::string& _status) const {
   return update.process(oauth_);
 }
 
+CocoaTweet::API::Model::Tweet Status::Update(const std::string& _status,
+                                             const Options _options) const {
+  CocoaTweet::API::Statuses::Update update;
+  update.status(_status);
+
+  if (_options.replyToStatusId != defaultOpt_.replyToStatusId) {
+    update.replyToStatusId(_options.replyToStatusId);
+  }
+
+  if (_options.autoPopulateReplyMetaData != defaultOpt_.autoPopulateReplyMetaData) {
+    update.autoPopulateReplyMetaData(_options.autoPopulateReplyMetaData);
+  }
+
+  if (_options.excludeReplyUserId != defaultOpt_.excludeReplyUserId) {
+    update.excludeReplyUserId(_options.excludeReplyUserId);
+  }
+
+  if (_options.attachmentUrl != defaultOpt_.attachmentUrl) {
+    update.attachmentUrl(_options.attachmentUrl);
+  }
+
+  if (_options.coord != defaultOpt_.coord) {
+    update.coord(_options.coord);
+  }
+
+  if (_options.displayCoord != defaultOpt_.displayCoord) {
+    update.displayCoord(_options.displayCoord);
+  }
+
+  if (_options.trimUser != defaultOpt_.trimUser) {
+    update.trimUser(_options.trimUser);
+  }
+
+  if (_options.enableDMCommands != defaultOpt_.enableDMCommands) {
+    update.enableDMCommands(_options.enableDMCommands);
+  }
+
+  if (_options.failDMCommands != defaultOpt_.failDMCommands) {
+    update.failDMCommands(_options.failDMCommands);
+  }
+
+  return update.process(oauth_);
+}
+
+CocoaTweet::API::Model::Tweet Status::Update(const std::string& _status,
+                                             std::vector<std::string> _mediaId) const {
+  CocoaTweet::API::Statuses::Update update;
+  update.status(_status);
+  update.mediaId(_mediaId);
+  return update.process(oauth_);
+}
+
 CocoaTweet::API::Model::Tweet Status::Destroy(const std::string& _id) const {
   CocoaTweet::API::Statuses::Destroy destroy;
   destroy.id(_id);
   return destroy.process(oauth_);
 }
+
+CocoaTweet::API::Model::Tweet Status::Retweet(const std::string& _id) const{
+  CocoaTweet::API::Statuses::Retweet retweet;
+  retweet.id(_id);
+  return retweet.process(oauth_);
+}
 } // namespace CocoaTweet::API::Statuses
diff --git a/src/cocoatweet/api/status/status.h b/src/cocoatweet/api/status/status.h
index b5919da..3423cb4 100644
--- a/src/cocoatweet/api/status/status.h
+++ b/src/cocoatweet/api/status/status.h
@@ -4,16 +4,66 @@
 #include "cocoatweet/api/interface/groupInterface.h"
 #include "cocoatweet/oauth/oauth.h"
 #include <cocoatweet/api/model/tweet.h>
+#include <vector>
+#include <utility>
 
 namespace CocoaTweet::API::Statuses {
+
+/// @brief Entory point for statuses/*
 class Status : public groupInterface {
 public:
+  struct Options {
+    std::string replyToStatusId;
+    bool autoPopulateReplyMetaData = false;
+    std::vector<std::string> excludeReplyUserId;
+    std::string attachmentUrl;
+    std::pair<std::string, std::string> coord;
+    bool displayCoord     = false;
+    bool trimUser         = false;
+    bool enableDMCommands = false;
+    bool failDMCommands   = true;
+  };
+
+  /// @brief  primary constructor to allow for create NON-INITIALIZED object
   Status() = default;
+
+  /// @brief   constructor which finally should to be called.
+  /// @param[in] std::shared_ptr<CocoaTweet::OAuth::OAuth1> : pointer to OAuth object
   Status(std::shared_ptr<CocoaTweet::OAuth::OAuth1> _oauth);
+
+  /// @brief send request to statuses/update with specified status
+  /// @details this function throws CocoaTweet::Exception::* if something happen
+  /// @param[in] const std::string& : tweet text
+  /// @param[out] CocoaTweet::API::Model::Tweet : Tweet result
   CocoaTweet::API::Model::Tweet Update(const std::string& _status) const;
+
+  /// @brief send request to statuses/update with specified status
+  /// @details this function throws CocoaTweet::Exception::* if something happen
+  /// @param[in] const std::string& : tweet text
+  /// @param[in] const CocoaTweet::API::Statuses::Status::Options option : status update options
+  /// for more parameters
+  /// @param[out] CocoaTweet::API::Model::Tweet : Tweet result
+  CocoaTweet::API::Model::Tweet Update(const std::string& _status,
+                                       const Options _options) const;
+
+  /// @brief send request to statuses/update with specified status
+  /// @details this function throws CocoaTweet::Exception::* if something happen
+  /// @param[in] const std::string& : tweet text
+  /// @param[in] std::vector<std::string> _mediaId : media id which posted with tweet
+  /// @param[out] CocoaTweet::API::Model::Tweet : Tweet result
+  CocoaTweet::API::Model::Tweet Update(const std::string& _status,
+                                       std::vector<std::string> _mediaId) const;
+
+  /// @brief send request to statuses/destroy with specified id
+  /// @details this function throws CocoaTweet::Exception::* if something happen
+  /// @param[in] const std::string& : tweet id which should be delete
+  /// @param[out] CocoaTweet::API::Model::Tweet : Destroy result
   CocoaTweet::API::Model::Tweet Destroy(const std::string& _id) const;
 
+  CocoaTweet::API::Model::Tweet Retweet(const std::string& _id) const;
+
 private:
+  Options defaultOpt_;
 };
 } // namespace CocoaTweet::API::Statuses
 
diff --git a/src/cocoatweet/api/status/update.cc b/src/cocoatweet/api/status/update.cc
index e6e8612..3395d65 100644
--- a/src/cocoatweet/api/status/update.cc
+++ b/src/cocoatweet/api/status/update.cc
@@ -1,4 +1,5 @@
 #include "cocoatweet/api/status/update.h"
+#include <cocoatweet/util/util.h>
 
 namespace CocoaTweet::API::Statuses {
 Update::Update() {
@@ -11,6 +12,47 @@ void Update::status(const std::string _status) {
   bodyParam_.insert_or_assign("status", status_);
 }
 
+void Update::mediaId(const std::vector<std::string> _media) {
+  bodyParam_.insert_or_assign("media_ids", CocoaTweet::Util::join(_media, ","));
+}
+
+void Update::replyToStatusId(const std::string _reply) {
+  bodyParam_.insert_or_assign("in_reply_to_status_id", _reply);
+}
+
+void Update::autoPopulateReplyMetaData(bool _meta) {
+  bodyParam_.insert_or_assign("auto_populate_reply_metadata", std::to_string(_meta));
+}
+
+void Update::excludeReplyUserId(const std::vector<std::string> _ex) {
+  bodyParam_.insert_or_assign("exclude_reply_user_ids", CocoaTweet::Util::join(_ex, ","));
+}
+
+void Update::attachmentUrl(const std::string _url) {
+  bodyParam_.insert_or_assign("attachment_url", _url);
+}
+
+void Update::coord(std::pair<std::string, std::string> _coord) {
+  bodyParam_.insert_or_assign("lat", _coord.first);
+  bodyParam_.insert_or_assign("long", _coord.second);
+}
+
+void Update::displayCoord(bool _disp) {
+  bodyParam_.insert_or_assign("display_coordinates", std::to_string(_disp));
+}
+
+void Update::trimUser(bool _trim) {
+  bodyParam_.insert_or_assign("trim_user", std::to_string(_trim));
+}
+
+void Update::enableDMCommands(bool _enable) {
+  bodyParam_.insert_or_assign("enable_dmcommands", std::to_string(_enable));
+}
+
+void Update::failDMCommands(bool _fail) {
+  bodyParam_.insert_or_assign("fail_dmcommands", std::to_string(_fail));
+}
+
 CocoaTweet::API::Model::Tweet Update::process(std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth) {
   CocoaTweet::API::Model::Tweet tweet;
   HttpPost::process(_oauth,
diff --git a/src/cocoatweet/api/status/update.h b/src/cocoatweet/api/status/update.h
index 90fa54e..1f3ff38 100644
--- a/src/cocoatweet/api/status/update.h
+++ b/src/cocoatweet/api/status/update.h
@@ -1,15 +1,47 @@
 #ifndef COCOATWEET_API_STATUS_UPDATE_H_
 #define COCOATWEET_API_STATUS_UPDATE_H_
 
-#include <memory>
 #include <cocoatweet/api/interface/httpPost.h>
 #include <cocoatweet/api/model/tweet.h>
+#include <vector>
+#include <utility>
+#include <memory>
 
 namespace CocoaTweet::API::Statuses {
+/// @brief class for using statuses/update endpoint
 class Update : public CocoaTweet::API::Interface::HttpPost {
 public:
+  /// @brief primary constructor
   Update();
+
+  /// @brief set tweet text for sending request to statuses/update
+  /// @param[in] const std::string _status : tweet text
+  /// @param[out] none
   void status(const std::string _status);
+
+  void mediaId(const std::vector<std::string> _media);
+
+  void replyToStatusId(const std::string _reply);
+
+  void autoPopulateReplyMetaData(bool _meta);
+
+  void excludeReplyUserId(const std::vector<std::string> _ex);
+
+  void attachmentUrl(const std::string _url);
+
+  void coord(std::pair<std::string, std::string> _coord);
+
+  void displayCoord(bool _disp);
+
+  void trimUser(bool _trim);
+
+  void enableDMCommands(bool _enable);
+
+  void failDMCommands(bool _fail);
+
+  /// @brief process request for endpoint
+  /// @param[in] std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth : pointer to oauth object
+  /// @param[out] CocoaTweet::API::Model::Tweet : request result
   CocoaTweet::API::Model::Tweet process(std::weak_ptr<CocoaTweet::OAuth::OAuth1> _oauth);
 
 private:
diff --git a/src/cocoatweet/exception/exception.h b/src/cocoatweet/exception/exception.h
index 90683e3..35311ea 100644
--- a/src/cocoatweet/exception/exception.h
+++ b/src/cocoatweet/exception/exception.h
@@ -8,6 +8,7 @@ namespace CocoaTweet::Exception {
 class Exception : public std::exception {
 public:
   Exception(const char* _msg) : msg_(std::string(_msg)) {}
+  Exception(const std::string& _msg) : msg_(std::string(_msg)) {}
   const std::string& what() {
     return msg_;
   }
diff --git a/src/cocoatweet/exception/unsupportedMediaTypeException.h b/src/cocoatweet/exception/unsupportedMediaTypeException.h
new file mode 100644
index 0000000..97bf57d
--- /dev/null
+++ b/src/cocoatweet/exception/unsupportedMediaTypeException.h
@@ -0,0 +1,12 @@
+#ifndef COCOATWEET_EXCEPTION_UNSUPPORTEDMEDIATYPEEXCEPTION_H_
+#define COCOATWEET_EXCEPTION_UNSUPPORTEDMEDIATYPEEXCEPTION_H_
+
+#include <cocoatweet/exception/exception.h>
+
+namespace CocoaTweet::Exception {
+class UnsupportedMediaTypeException final : Exception {
+  using Exception::Exception;
+};
+} // namespace CocoaTweet::Exception
+
+#endif
diff --git a/src/cocoatweet/oauth/key.h b/src/cocoatweet/oauth/key.h
index 71828e4..8d51002 100644
--- a/src/cocoatweet/oauth/key.h
+++ b/src/cocoatweet/oauth/key.h
@@ -1,6 +1,7 @@
 #ifndef COCOATWEET_OAUTH_KEY_H_
 #define COCOATWEET_OAUTH_KEY_H_
 
+#include <string>
 #include <map>
 
 namespace CocoaTweet::OAuth {
diff --git a/src/cocoatweet/oauth/oauth.h b/src/cocoatweet/oauth/oauth.h
index d30dbad..4761ee7 100644
--- a/src/cocoatweet/oauth/oauth.h
+++ b/src/cocoatweet/oauth/oauth.h
@@ -1,6 +1,7 @@
 #ifndef COCOATWEET_OAUTH_OAUTH_H_
 #define COCOATWEET_OAUTH_OAUTH_H_
 
+#include <string>
 #include <map>
 #include <memory>
 #include "key.h"