diff --git a/src/core/packet/highway/session.ts b/src/core/packet/highway/session.ts
index 40e3527c..3d8a0f4b 100644
--- a/src/core/packet/highway/session.ts
+++ b/src/core/packet/highway/session.ts
@@ -87,8 +87,11 @@ export class PacketHighwaySession {
         await this.checkAvailable();
         if (peer.chatType === ChatType.KCHATTYPEGROUP) {
             await this.uploadGroupImageReq(Number(peer.peerUid), img);
+        } else if (peer.chatType === ChatType.KCHATTYPEC2C) {
+            await this.uploadC2CImageReq(peer.peerUid, img);
+        } else {
+            throw new Error(`[Highway] unsupported chatType: ${peer.chatType}`);
         }
-        // TODO: handle c2c pic upload
     }
 
     private async uploadGroupImageReq(groupUin: number, img: PacketMsgPicElement): Promise<void> {
@@ -129,4 +132,40 @@ export class PacketHighwaySession {
         img.msgInfo = preRespData.upload.msgInfo;
         // img.groupPicExt = new NapProtoMsg(CustomFace).decode(preRespData.tcpUpload.compatQMsg)
     }
+
+    private async uploadC2CImageReq(peerUid: string, img: PacketMsgPicElement): Promise<void> {
+        const preReq = await this.packer.packUploadC2CImgReq(peerUid, img);
+        const preRespRaw = await this.packetClient.sendPacket('OidbSvcTrpcTcp.0x11c5_100', preReq, true);
+        const preResp = new NapProtoMsg(OidbSvcTrpcTcpBaseRsp).decode(
+            Buffer.from(preRespRaw.hex_data, 'hex')
+        );
+        const preRespData = new NapProtoMsg(NTV2RichMediaResp).decode(preResp.body);
+        const ukey = preRespData.upload.uKey;
+        if (ukey && ukey != "") {
+            this.logger.logDebug(`[Highway] get upload ukey: ${ukey}, need upload!`);
+            const index = preRespData.upload.msgInfo.msgInfoBody[0].index;
+            const sha1 = Buffer.from(index.info.fileSha1, 'hex');
+            const md5 = Buffer.from(index.info.fileHash, 'hex');
+            const extend = new NapProtoMsg(NTV2RichMediaHighwayExt).encode({
+                fileUuid: index.fileUuid,
+                uKey: ukey,
+                network: {
+                    ipv4S: oidbIpv4s2HighwayIpv4s(preRespData.upload.ipv4S)
+                },
+                msgInfoBody: preRespData.upload.msgInfo.msgInfoBody,
+                blockSize: BlockSize,
+                hash: {
+                    fileSha1: [sha1]
+                }
+            })
+            await this.packetHighwayClient.upload(
+                1003,
+                fs.createReadStream(img.path, {highWaterMark: BlockSize}),
+                img.size,
+                md5,
+                extend
+            );
+        }
+        img.msgInfo = preRespData.upload.msgInfo;
+    }
 }
diff --git a/src/core/packet/packer.ts b/src/core/packet/packer.ts
index 4808474b..eb9a59f2 100644
--- a/src/core/packet/packer.ts
+++ b/src/core/packet/packer.ts
@@ -215,4 +215,72 @@ export class PacketPacker {
         )
         return this.toHexStr(this.packOidbPacket(0x11c4, 100, req, true, false));
     }
+
+    async packUploadC2CImgReq(peerUin: string, img: PacketMsgPicElement) {
+        const req = new NapProtoMsg(NTV2RichMediaReq).encode({
+                reqHead: {
+                    common: {
+                        requestId: 1,
+                        command: 100
+                    },
+                    scene: {
+                        requestType: 2,
+                        businessType: 1,
+                        sceneType: 1,
+                        c2C: {
+                            accountType: 2,
+                            targetUid: peerUin
+                        },
+                    },
+                    client: {
+                        agentType: 2,
+                    }
+                },
+                upload: {
+                    uploadInfo: [
+                        {
+                            fileInfo: {
+                                fileSize: Number(img.size),
+                                fileHash: img.md5,
+                                fileSha1: this.toHexStr(await calculateSha1(img.path)),
+                                fileName: img.name,
+                                type: {
+                                    type: 1,
+                                    picFormat: img.picType,  //TODO: extend NapCat imgType /cc @MliKiowa
+                                    videoFormat: 0,
+                                    voiceFormat: 0,
+                                },
+                                width: img.width,
+                                height: img.height,
+                                time: 0,
+                                original: 1
+                            },
+                            subFileType: 0,
+                        }
+                    ],
+                    tryFastUploadCompleted: true,
+                    srvSendMsg: false,
+                    clientRandomId: crypto.randomBytes(8).readBigUInt64BE() & BigInt('0x7FFFFFFFFFFFFFFF'),
+                    compatQMsgSceneType: 1,
+                    extBizInfo: {
+                        pic: {
+                            bytesPbReserveTroop: Buffer.from("0800180020004200500062009201009a0100a2010c080012001800200028003a00", 'hex'),
+                            textSummary: "Nya~",  // TODO:
+                        },
+                        video: {
+                            bytesPbReserve: Buffer.alloc(0),
+                        },
+                        ptt: {
+                            bytesPbReserve: Buffer.alloc(0),
+                            bytesReserve: Buffer.alloc(0),
+                            bytesGeneralFlags: Buffer.alloc(0),
+                        }
+                    },
+                    clientSeq: 0,
+                    noNeedCompatMsg: false,
+                }
+            }
+        )
+        return this.toHexStr(this.packOidbPacket(0x11c5, 100, req, true, false));
+    }
 }