There’s no denying that Will Smith has a certain star quality about him, but his charm apparently doesn’t work on everyone. In a video he shared on YouTube on Thursday, the Fresh Prince can be seen crashing and burning on a date in the Cayman Islands with none other than Sophia the Robot.

After attempting to flirt with Hanson Robotics’ state of the art artificial intelligence creation by cracking a joke about the type of music robots like and not-so-subtly bringing up his ’80s hip-hop career, Smith readied himself to lean in for a kiss. “Sophia, can I be honest with you?” he asked. “I don’t know if it’s the island air or the humidity, but you’re just so easy to talk you. You got a clear head…literally.”

But as he went for the smooch, Sophia was quick to shut him down. “I think we can be friends,” she interjected. “Let’s hang out and get to know each other for a little while.”

Smith was clearly disappointed. However, considering he’s still married to his wife of 20 years, Jada Pinkett Smith, Sophia definitely made the right choice.

Watch the full video below.

Get The Brief. Sign up to receive the top stories you need to know right now. Please enter a valid email address. Sign Up Now Check the box if you do not wish to receive promotional offers via email from TIME. You can unsubscribe at any time. By signing up you are agreeing to our Terms of Use and Privacy Policy . This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply. Thank you! For your security, we've sent a confirmation email to the address you entered. Click the link to confirm your subscription and begin receiving our newsletters. If you don't get the confirmation within 10 minutes, please check your spam folder.

Write to Megan McCluskey at megan.mccluskey@time.com.