diff --git a/source/types.ts b/source/types.ts
index 9294d7c3..a68fbb45 100644
--- a/source/types.ts
+++ b/source/types.ts
@@ -85,6 +85,7 @@ export declare interface Options {
   '--ssl-cert': Path;
   '--ssl-key': Path;
   '--ssl-pass': string;
+  '--https': boolean;
 }
 
 // The arguments passed to the CLI (the options + the positional arguments)
diff --git a/source/utilities/cli.ts b/source/utilities/cli.ts
index 726c5268..e1a589d3 100644
--- a/source/utilities/cli.ts
+++ b/source/utilities/cli.ts
@@ -66,6 +66,8 @@ const helpText = chalkTemplate`
 
     --no-port-switching                 Do not open a port other than the one specified when it\'s taken.
 
+    --https                             Serve over HTTPS with an auto-generated self-signed certificate
+
   {bold ENDPOINTS}
 
     Listen endpoints (specified by the {bold --listen} or {bold -l} options above) instruct {cyan serve}
@@ -135,8 +137,7 @@ export const parseEndpoint = (uriOrPort: string): ParsedEndpoint => {
       };
     default:
       throw new Error(
-        `Unknown --listen endpoint scheme (protocol): ${
-          url.protocol ?? 'undefined'
+        `Unknown --listen endpoint scheme (protocol): ${url.protocol ?? 'undefined'
         }`,
       );
   }
@@ -159,6 +160,7 @@ const options = {
   '--ssl-cert': String,
   '--ssl-key': String,
   '--ssl-pass': String,
+  '--https': Boolean,
   '--no-request-logging': Boolean,
   // A list of aliases for the above options.
   '-h': '--help',
diff --git a/source/utilities/server.ts b/source/utilities/server.ts
index d7a22077..fa0df4ad 100644
--- a/source/utilities/server.ts
+++ b/source/utilities/server.ts
@@ -9,6 +9,7 @@ import compression from 'compression';
 import isPortReachable from 'is-port-reachable';
 import chalk from 'chalk';
 import { getNetworkAddress, registerCloseListener } from './http.js';
+import { generateCertificate } from './tls.js';
 import { promisify } from './promise.js';
 import { logger } from './logger.js';
 import type { IncomingMessage, ServerResponse } from 'node:http';
@@ -114,9 +115,15 @@ export const startServer = async (
       pfx: await readFile(sslCert),
       passphrase: sslPass ? await readFile(sslPass, 'utf8') : '',
     };
+  } else if (args['--https'] && !useSsl) {
+    // Auto-generate a self-signed certificate for local HTTPS.
+    const { key, cert } = generateCertificate();
+    serverConfig = { key, cert };
+    logger.info('Auto-generated self-signed certificate for HTTPS.');
   }
 
-  const server = useSsl
+  const useHttps = useSsl || (args['--https'] && !useSsl);
+  const server = useHttps
     ? https.createServer(serverConfig, serverHandler)
     : http.createServer(serverHandler);
 
@@ -143,7 +150,7 @@ export const startServer = async (
       else address = details.address;
       const ip = getNetworkAddress();
 
-      const protocol = useSsl ? 'https' : 'http';
+      const protocol = useHttps ? 'https' : 'http';
       local = `${protocol}://${address}:${details.port}`;
       network = ip ? `${protocol}://${ip}:${details.port}` : undefined;
     }
diff --git a/source/utilities/tls.ts b/source/utilities/tls.ts
new file mode 100644
index 00000000..cc0e0433
--- /dev/null
+++ b/source/utilities/tls.ts
@@ -0,0 +1,194 @@
+// source/utilities/tls.ts
+// Generate a self-signed certificate for local HTTPS.
+
+import { generateKeyPairSync, createSign, randomBytes } from 'node:crypto';
+
+/**
+ * Generates a self-signed TLS certificate for localhost.
+ *
+ * Uses Node's built-in crypto module — no external dependencies.
+ * The certificate is valid for localhost, 127.0.0.1, and ::1.
+ *
+ * @returns An object with PEM-encoded `key` and `cert` strings.
+ */
+export const generateCertificate = (): { key: string; cert: string } => {
+    const { privateKey, publicKey } = generateKeyPairSync('rsa', {
+        modulusLength: 2048,
+    });
+
+    // Export private key as PEM.
+    const keyPem = privateKey
+        .export({ type: 'pkcs8', format: 'pem' })
+        .toString();
+
+    // Build a self-signed X.509 v3 certificate using DER encoding.
+    const serialNumber = randomBytes(16);
+    // Ensure the serial number is positive (set high bit to 0).
+    serialNumber[0] &= 0x7f;
+
+    const now = new Date();
+    const notBefore = now;
+    const notAfter = new Date(now);
+    notAfter.setFullYear(notAfter.getFullYear() + 1);
+
+    // Encode the certificate TBS (To-Be-Signed) structure.
+    const issuerAndSubject = derSequence([
+        // CN=localhost
+        derSet([
+            derSequence([
+                derOid([2, 5, 4, 3]), // id-at-commonName
+                derUtf8String('localhost'),
+            ]),
+        ]),
+    ]);
+
+    const publicKeyDer = publicKey.export({ type: 'spki', format: 'der' });
+
+    // Extensions: Subject Alternative Names (DNS:localhost, IP:127.0.0.1, IP:::1)
+    const sanExtension = derSequence([
+        derOid([2, 5, 29, 17]), // id-ce-subjectAltName
+        derOctetString(
+            derSequence([
+                // DNS:localhost
+                derContextTag(2, Buffer.from('localhost')),
+                // IP:127.0.0.1
+                derContextTag(7, Buffer.from([127, 0, 0, 1])),
+                // IP:::1
+                derContextTag(
+                    7,
+                    Buffer.from([0, 0, 0, 0, 0, 0, 0, 0, 0, 0, 0, 0, 0, 0, 0, 1]),
+                ),
+            ]),
+        ),
+    ]);
+
+    const extensions = derContextConstructed(3, derSequence([sanExtension]));
+
+    const tbs = derSequence([
+        // Version: v3
+        derContextConstructed(0, derInteger(Buffer.from([2]))),
+        // Serial number
+        derInteger(serialNumber),
+        // Signature algorithm: SHA-256 with RSA
+        derSequence([derOid([1, 2, 840, 113549, 1, 1, 11]), derNull()]),
+        // Issuer
+        issuerAndSubject,
+        // Validity
+        derSequence([derUtcTime(notBefore), derUtcTime(notAfter)]),
+        // Subject
+        issuerAndSubject,
+        // Subject Public Key Info
+        Buffer.from(publicKeyDer),
+        // Extensions
+        extensions,
+    ]);
+
+    // Sign the TBS.
+    const signer = createSign('SHA256');
+    signer.update(tbs);
+    const signature = signer.sign(privateKey);
+
+    // Assemble the full certificate.
+    const cert = derSequence([
+        tbs,
+        // Signature algorithm
+        derSequence([derOid([1, 2, 840, 113549, 1, 1, 11]), derNull()]),
+        // Signature value (bit string)
+        derBitString(signature),
+    ]);
+
+    const certPem = `-----BEGIN CERTIFICATE-----\n${cert.toString('base64').match(/.{1,64}/g)!.join('\n')}\n-----END CERTIFICATE-----\n`;
+
+    return { key: keyPem, cert: certPem };
+};
+
+// --- DER encoding helpers ---
+
+function derLength(length: number): Buffer {
+    if (length < 0x80) return Buffer.from([length]);
+    if (length < 0x100) return Buffer.from([0x81, length]);
+    return Buffer.from([0x82, (length >> 8) & 0xff, length & 0xff]);
+}
+
+function derWrap(tag: number, content: Buffer): Buffer {
+    return Buffer.concat([Buffer.from([tag]), derLength(content.length), content]);
+}
+
+function derSequence(items: Buffer[]): Buffer {
+    return derWrap(0x30, Buffer.concat(items));
+}
+
+function derSet(items: Buffer[]): Buffer {
+    return derWrap(0x31, Buffer.concat(items));
+}
+
+function derInteger(value: Buffer): Buffer {
+    // Ensure positive by prepending 0x00 if high bit is set.
+    const needsPad = value[0]! >= 0x80;
+    const content = needsPad
+        ? Buffer.concat([Buffer.from([0x00]), value])
+        : value;
+    return derWrap(0x02, content);
+}
+
+function derBitString(content: Buffer): Buffer {
+    // Bit string: first byte is the number of unused bits (0).
+    return derWrap(0x03, Buffer.concat([Buffer.from([0x00]), content]));
+}
+
+function derOctetString(content: Buffer): Buffer {
+    return derWrap(0x04, content);
+}
+
+function derNull(): Buffer {
+    return Buffer.from([0x05, 0x00]);
+}
+
+function derOid(components: number[]): Buffer {
+    const bytes: number[] = [];
+    // First two components are encoded as 40*c0 + c1.
+    bytes.push(40 * components[0]! + components[1]!);
+
+    for (let i = 2; i < components.length; i++) {
+        let value = components[i]!;
+        if (value < 128) {
+            bytes.push(value);
+        } else {
+            const encoded: number[] = [];
+            encoded.push(value & 0x7f);
+            value >>= 7;
+            while (value > 0) {
+                encoded.push((value & 0x7f) | 0x80);
+                value >>= 7;
+            }
+            bytes.push(...encoded.reverse());
+        }
+    }
+
+    return derWrap(0x06, Buffer.from(bytes));
+}
+
+function derUtf8String(str: string): Buffer {
+    return derWrap(0x0c, Buffer.from(str, 'utf8'));
+}
+
+function derUtcTime(date: Date): Buffer {
+    const pad = (n: number) => n.toString().padStart(2, '0');
+    const str =
+        pad(date.getUTCFullYear() % 100) +
+        pad(date.getUTCMonth() + 1) +
+        pad(date.getUTCDate()) +
+        pad(date.getUTCHours()) +
+        pad(date.getUTCMinutes()) +
+        pad(date.getUTCSeconds()) +
+        'Z';
+    return derWrap(0x17, Buffer.from(str, 'ascii'));
+}
+
+function derContextTag(tag: number, content: Buffer): Buffer {
+    return derWrap(0x80 | tag, content);
+}
+
+function derContextConstructed(tag: number, content: Buffer): Buffer {
+    return derWrap(0xa0 | tag, content);
+}