diff --git a/src/Microsoft.PowerShell.Commands.Utility/commands/utility/WebCmdlet/Common/WebRequestPSCmdlet.Common.cs b/src/Microsoft.PowerShell.Commands.Utility/commands/utility/WebCmdlet/Common/WebRequestPSCmdlet.Common.cs
index a5a4060e7fd..30c55f506f0 100644
--- a/src/Microsoft.PowerShell.Commands.Utility/commands/utility/WebCmdlet/Common/WebRequestPSCmdlet.Common.cs
+++ b/src/Microsoft.PowerShell.Commands.Utility/commands/utility/WebCmdlet/Common/WebRequestPSCmdlet.Common.cs
@@ -1277,9 +1277,15 @@ internal virtual void FillRequestStream(HttpRequestMessage request)
                 }
             }
 
-            // Add the content headers
-            if (request.Content == null)
+            // For other methods like Put where empty content has meaning, we need to fill in the content
+            if (request.Content is null)
             {
+                // If this is a Get request and there is no content, then don't fill in the content as empty content gets rejected by some web services per RFC7230
+                if ((IsStandardMethodSet() && request.Method == HttpMethod.Get && ContentType is null) || (IsCustomMethodSet() && CustomMethod.ToUpperInvariant() == "GET"))
+                {
+                    return;
+                }
+
                 request.Content = new StringContent(string.Empty);
                 request.Content.Headers.Clear();
             }
diff --git a/test/powershell/Modules/Microsoft.PowerShell.Utility/WebCmdlets.Tests.ps1 b/test/powershell/Modules/Microsoft.PowerShell.Utility/WebCmdlets.Tests.ps1
index 0f1f2ca595d..0742578fa83 100644
--- a/test/powershell/Modules/Microsoft.PowerShell.Utility/WebCmdlets.Tests.ps1
+++ b/test/powershell/Modules/Microsoft.PowerShell.Utility/WebCmdlets.Tests.ps1
@@ -370,6 +370,8 @@ $redirectTests = @(
 
 Describe "Invoke-WebRequest tests" -Tags "Feature", "RequireAdminOnWindows" {
     BeforeAll {
+        $oldProgress = $ProgressPreference
+        $ProgressPreference = 'SilentlyContinue'
         $WebListener = Start-WebListener
         $NotFoundQuery = @{
             statuscode = 404
@@ -380,6 +382,10 @@ Describe "Invoke-WebRequest tests" -Tags "Feature", "RequireAdminOnWindows" {
         }
     }
 
+    AfterAll {
+        $ProgressPreference = $oldProgress
+    }
+
     # Validate the output of Invoke-WebRequest
     #
     function ValidateResponse {
@@ -456,6 +462,8 @@ Describe "Invoke-WebRequest tests" -Tags "Feature", "RequireAdminOnWindows" {
 
         # Validate response
         ValidateResponse -response $result
+
+        $result.Output.Headers.'Content-Length' | Should -BeNullOrEmpty
     }
 
     It "Validate Invoke-WebRequest -DisableKeepAlive" {
@@ -705,6 +713,13 @@ Describe "Invoke-WebRequest tests" -Tags "Feature", "RequireAdminOnWindows" {
         ($result.Output.Content | ConvertFrom-Json).args.testparam | Should -Be "testvalue"
     }
 
+    It 'Validate Invoke-WebRequest empty body CustomMethod GET' {
+        $uri = Get-WebListenerUrl -Test 'Get'
+        $command = "Invoke-WebRequest -Uri '$uri' -CustomMethod GET"
+        $result = ExecuteWebCommand -command $command
+        $result.Output.Headers.'Content-Length' | Should -BeNullOrEmpty
+    }
+
     It "Validate Invoke-WebRequest body is converted to query params for CustomMethod GET and -NoProxy" {
         $uri = Get-WebListenerUrl -Test 'Get'
         $command = "Invoke-WebRequest -Uri '$uri' -CustomMethod GET -Body @{'testparam'='testvalue'} -NoProxy"
@@ -2061,6 +2076,9 @@ Describe "Invoke-WebRequest tests" -Tags "Feature", "RequireAdminOnWindows" {
 
 Describe "Invoke-RestMethod tests" -Tags "Feature", "RequireAdminOnWindows" {
     BeforeAll {
+        $oldProgress = $ProgressPreference
+        $ProgressPreference = 'SilentlyContinue'
+
         $WebListener = Start-WebListener
 
         $NotFoundQuery = @{
@@ -2072,6 +2090,10 @@ Describe "Invoke-RestMethod tests" -Tags "Feature", "RequireAdminOnWindows" {
         }
     }
 
+    AfterAll {
+        $ProgressPreference = $oldProgress
+    }
+
     #User-Agent changes on different platforms, so tests should only be run if on the correct platform
     It "Invoke-RestMethod returns Correct User-Agent on MacOSX" -Skip:(!$IsMacOS) {
         $uri = Get-WebListenerUrl -Test 'Get'
@@ -2111,6 +2133,7 @@ Describe "Invoke-RestMethod tests" -Tags "Feature", "RequireAdminOnWindows" {
 
         # Validate response
         $result.Error | Should -BeNullOrEmpty
+        $result.Output.headers.'Content-Length' | Should -Be 0
     }
 
     It "Invoke-RestMethod returns headers dictionary" {
@@ -2350,6 +2373,13 @@ Describe "Invoke-RestMethod tests" -Tags "Feature", "RequireAdminOnWindows" {
         $result.Output.args.testparam | Should -Be "testvalue"
     }
 
+    It 'Validate Invoke-RestMethod empty body CustomMethod GET' {
+        $uri = Get-WebListenerUrl -Test 'Get'
+        $command = "Invoke-RestMethod -Uri '$uri' -CustomMethod GET"
+        $result = ExecuteWebCommand -command $command
+        $result.Output.Headers.'Content-Length' | Should -BeNullOrEmpty
+    }
+
     It "Validate Invoke-RestMethod body is converted to query params for CustomMethod GET and -NoProxy" {
         $uri = Get-WebListenerUrl -Test 'Get'
         $command = "Invoke-RestMethod -Uri '$uri' -CustomMethod GET -Body @{'testparam'='testvalue'} -NoProxy"
@@ -3528,9 +3558,15 @@ Describe "Invoke-RestMethod tests" -Tags "Feature", "RequireAdminOnWindows" {
 
 Describe "Validate Invoke-WebRequest and Invoke-RestMethod -InFile" -Tags "Feature", "RequireAdminOnWindows" {
     BeforeAll {
+        $oldProgress = $ProgressPreference
+        $ProgressPreference = 'SilentlyContinue'
         $WebListener = Start-WebListener
     }
 
+    AfterAll {
+        $ProgressPreference = $oldProgress
+    }
+
     Context "InFile parameter negative tests" {
         BeforeAll {
             $uri = Get-WebListenerUrl -Test 'Post'