Ahh … best laid plans. Donald Trump stopped by Twitter’s New York headquarters on Monday, Sept. 21, to host the #AskTrump Q&A on the social media platform, and things didn’t go quite as positively as hoped.

Sure, the 69-year-old GOP presidential front-runner appeared optimistic before starting, tweeting a photo of himself standing in front of Twitter’s logo, giving a thumbs-up and a smirk.

But the questions mocking his hair, his many controversial statements, personality, and presidential run quickly ruled the hashtag, showing that perhaps this wasn’t the best way for him to reach potential voters.

Do you have to work to become an ignorant, close minded, and bigoted piece buff trash, or does it come naturally? #AskTrump — Rachel (@royal_rach) September 21, 2015

.@realDonaldTrump Is there a subway construction project going on near you? Asking for a friend. #AskTrump — Frank Underwood (@Frank_Underwood) September 21, 2015

Do you have a birth certificate to prove your hair is a US citizen #asktrump — Martin Perry (@MartinPerry19) September 21, 2015

#AskTrump Do you have any health problems we can pin our hopes on? — Joe Nelson (@joe___nelson) September 21, 2015

#asktrump As the head of Slytherin do you feel your association to Voldemort will hinder your chances at becoming the muggle president? — Rob Eric (@roberic1) September 21, 2015

If you build a wall to keep Mexicans out of the US, how will you get your suits into the country? #AskTrump pic.twitter.com/g4OECUskeL — Franchesca Ramsey (@chescaleigh) September 21, 2015

#AskTrump do you hate Mexicans because most of us have that natural tan glow and you can't achieve that without looking like an orange? — Flori (@florislay) September 21, 2015

While the attempt to reach out to young voters appears to have failed miserably, comedian Patton Oswalt isn’t so sure the event didn’t do its job. “Of course the #AskTrump hashtag backfired. It was supposed to,” he tweeted. “Jesus Christ on a publicity stunt, guys.”

Stunt or not, Trump gave it his stamp of approval, with yet another big smile, thumbs-up, and of course, a perfectly coifed ‘do as he posed afterward with the Twitter team.