diff --git a/roles/web_server/molecule/default/prepare.yml b/roles/web_server/molecule/default/prepare.yml
index b125fb39419c068c1fad7aec8582f085bf06470f..fde393deb195a6da362006e1843610168fb3f967 100644
--- a/roles/web_server/molecule/default/prepare.yml
+++ b/roles/web_server/molecule/default/prepare.yml
@@ -27,6 +27,10 @@
           fqdn: parameters-mandatory-bullseye
         - name: parameters-optional-bullseye_https
           fqdn: parameters-optional-bullseye
+        - name: parameters-mandatory-bookworm_https
+          fqdn: parameters-mandatory-bookworm
+        - name: parameters-optional-bookworm_https
+          fqdn: parameters-optional-bookworm
 
     - name: Set-up link to generated X.509 material
       file:
@@ -59,6 +63,28 @@
           - nmap
         state: present
 
+- hosts: bookworm
+  become: true
+  tasks:
+
+    - name: Enable TLSv1.0+ in global OpenSSL configuration file in order to be able to test the web_server_tls_protocols parameter
+      blockinfile:
+        path: "/etc/ssl/openssl.cnf"
+        block: |
+          [openssl_init]
+          ssl_conf = ssl_sect
+
+          [ssl_sect]
+          system_default = system_default_sect
+
+          [system_default_sect]
+          MinProtocol = TLSv1.1
+          CipherString = DEFAULT@SECLEVEL=0
+        owner: root
+        group: root
+        mode: 0644
+        state: present
+
 - hosts: all
   become: true
   tasks:
@@ -76,6 +102,8 @@
         192.168.56.11: "client"
         192.168.56.31: "parameters-mandatory-bullseye"
         192.168.56.32: "parameters-optional-bullseye"
+        192.168.56.21: "parameters-mandatory-bookworm"
+        192.168.56.22: "parameters-optional-bookworm"
 
     - name: Install curl for testing redirects and webpage content
       apt: