diff --git a/packages/cdktf/lib/terraform-functions.ts b/packages/cdktf/lib/terraform-functions.ts
index 2390f0e795..56c876792e 100644
--- a/packages/cdktf/lib/terraform-functions.ts
+++ b/packages/cdktf/lib/terraform-functions.ts
@@ -3,6 +3,7 @@ import { call } from "./tfExpression";
 import { IResolvable } from "./tokens/resolvable";
 import { TokenMap } from "./tokens/private/token-map";
 import { TokenString } from "./tokens/private/encoding";
+import { rawString } from ".";
 
 // We use branding here to ensure we internally only handle validated values
 // this allows us to catch usage errors before terraform does in some cases
@@ -11,6 +12,12 @@ type TFValueValidator = (value: any) => TFValue;
 
 type ExecutableTfFunction = (...args: any[]) => IResolvable;
 
+function hasUnescapedDoubleQuotes(str: string) {
+  const ret = /\\([\s\S])|(")/.test(str);
+  console.log("hasUnescapedDoubleQuotes", str, ret);
+  return ret;
+}
+
 // Validators
 function anyValue(value: any): any {
   return value;
@@ -22,8 +29,15 @@ function mapValue(value: any): any {
 
 function stringValue(value: any): any {
   if (typeof value !== "string" && !Tokenization.isResolvable(value)) {
-    throw new Error(`${value} is not a valid number nor a token`);
+    throw new Error(`'${value}' is not a valid string nor a token`);
+  }
+
+  if (typeof value === "string" && hasUnescapedDoubleQuotes(value)) {
+    throw new Error(
+      `'${value}' can not be used as value directly since it has unescaped double quotes in it. To safely use the value please use Fn.rawString on your string.`
+    );
   }
+
   return value;
 }
 
@@ -1249,4 +1263,13 @@ export class Fn {
   public static try(expression: any[]) {
     return asAny(terraformFunction("try", listOf(anyValue))(...expression));
   }
+
+  /**
+   * Use this function to wrap a string and escape it properly for the use in Terraform
+   * This is only needed in certain scenarios (e.g., if you have unescaped double quotes in the string)
+   * @param {String} str
+   */
+  public static rawString(str: string): string {
+    return asString(rawString(str));
+  }
 }
diff --git a/packages/cdktf/lib/tfExpression.ts b/packages/cdktf/lib/tfExpression.ts
index 4d1d206593..d3cbbedef6 100644
--- a/packages/cdktf/lib/tfExpression.ts
+++ b/packages/cdktf/lib/tfExpression.ts
@@ -33,8 +33,8 @@ class TFExpression extends Intrinsic implements IResolvable {
    * Escape string removes characters from the string that are not allowed in Terraform or JSON
    * It must only be used on non-token values
    */
-  private escapeString(str: string) {
-    return str
+  protected escapeString(str: string) {
+    return str // Escape double quotes
       .replace(/\n/g, "\\n") // escape newlines
       .replace(/\${/g, "$$${"); // escape ${ to $${
   }
@@ -45,7 +45,9 @@ class TFExpression extends Intrinsic implements IResolvable {
 
     // String literal
     if (numberOfTokens === 0) {
-      return resolvedArg.startsWith('"') && resolvedArg.endsWith('"')
+      return resolvedArg !== `"` &&
+        resolvedArg.startsWith('"') &&
+        resolvedArg.endsWith('"')
         ? this.escapeString(resolvedArg)
         : `"${this.escapeString(resolvedArg)}"`;
     }
@@ -77,6 +79,25 @@ class TFExpression extends Intrinsic implements IResolvable {
   }
 }
 
+// A string that represents an input value to be escaped
+class RawString extends TFExpression {
+  constructor(private readonly str: string) {
+    super(str);
+  }
+
+  public resolve() {
+    return `"${this.escapeString(this.str).replace(/\"/g, '\\"')}"`; // eslint-disable-line no-useless-escape
+  }
+
+  public toString() {
+    return this.str;
+  }
+}
+
+export function rawString(str: string): IResolvable {
+  return new RawString(str);
+}
+
 class Reference extends TFExpression {
   constructor(private identifier: string) {
     super(identifier);
diff --git a/packages/cdktf/test/functions.test.ts b/packages/cdktf/test/functions.test.ts
index 05ed4ec7b3..f0bcca41a7 100644
--- a/packages/cdktf/test/functions.test.ts
+++ b/packages/cdktf/test/functions.test.ts
@@ -407,3 +407,34 @@ test("undefined and null", () => {
     }"
   `);
 });
+
+test("throws error on unescaped double quote string inputs", () => {
+  expect(() => {
+    const app = Testing.app();
+    const stack = new TerraformStack(app, "test");
+    new TerraformOutput(stack, "test-output", {
+      value: Fn.md5(`"`),
+    });
+    Testing.synth(stack);
+  }).toThrowErrorMatchingInlineSnapshot(
+    `"'\\"' can not be used as value directly since it has unescaped double quotes in it. To safely use the value please use Fn.rawString on your string."`
+  );
+});
+
+test("throws no error when wrapping unescaped double quotes in Fn.rawString", () => {
+  const app = Testing.app();
+  const stack = new TerraformStack(app, "test");
+  new TerraformOutput(stack, "test-output", {
+    value: Fn.md5(Fn.rawString(`"`)),
+  });
+
+  expect(Testing.synth(stack)).toMatchInlineSnapshot(`
+    "{
+      \\"output\\": {
+        \\"test-output\\": {
+          \\"value\\": \\"\${md5(\\\\\\"\\\\\\\\\\\\\\"\\\\\\")}\\"
+        }
+      }
+    }"
+  `);
+});
diff --git a/packages/cdktf/test/tfExpression.test.ts b/packages/cdktf/test/tfExpression.test.ts
index a62b4b19a7..161a725c26 100644
--- a/packages/cdktf/test/tfExpression.test.ts
+++ b/packages/cdktf/test/tfExpression.test.ts
@@ -20,6 +20,7 @@ import {
   call,
   subOperation,
   Expression,
+  rawString,
 } from "../lib/tfExpression";
 import { resolve } from "../lib/_tokens";
 const resolveExpression = (expr: Expression) => resolve(null as any, expr);
@@ -163,3 +164,9 @@ test("functions don't escape terraform references that have been tokenized", ()
     )
   ).toMatchInlineSnapshot(`"\${length(docker_container.foo.bar)}"`);
 });
+
+test("functions escape string markers", () => {
+  expect(
+    resolveExpression(call("length", [rawString(`"`)]))
+  ).toMatchInlineSnapshot(`"\${length(\\"\\\\\\"\\")}"`);
+});