Ответ 1
Использовать multipartFormRequest
NSURLRequest* request = [[YourHTTPClient sharedHTTPClient] multipartFormRequestWithMethod:@"POST"
path:path
parameters:dict
constructingBodyWithBlock:^(id<AFMultipartFormData> formData) {
[formData appendPartWithFileData:data1
name:@"image1"
fileName:@"image1.jpg"
mimeType:@"image/jpeg"];
[formData appendPartWithFileData:data2
name:@"image2"
fileName:@"image2.jpg"
mimeType:@"image/jpeg"];
}
}];