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In fact, one of their first dates involved a small car crash that had Henry mortified.
She added, “I was laughing but [Henry] was horrified.”

Jenna was initially reluctant for him to attend, but she thought he was attractive when she saw him.
Apparently, Henry loves this story.
However, at the time, he totally freaked out.

“My parents were traveling and I was staying [in the White House],” Jenna said.
Jenna was unbothered, but Henry rushed out of there.
Henry had to get the attention of the Secret Service to bring up the gate for him.

“Well, he was caught,” Jenna said.
Kessler had stories about Henry as well, involving times he overindulged in alcohol.