Flying Fearless by Jason Collins

LUCAS:

When you win the biggest lottery in history, first thing’s first: you hire a gorgeous ex-Air Force pilot to teach you to fly. I’ve been terrified of planes since my father died in a crash, but being next to Craig makes me feel brave enough to sit in the pilot’s seat.
And when his hands brush mine, I know he’s not as straight as he claims.
But as perfect as we are in bed, we’re a disaster in the air. I’ve never been a good student, but my flight anxiety combined with Craig’s no-nonsense attitude keeps ruining our lessons. And when my ex-boyfriend reappears at my door, I have to face a hard truth: winning the lotto doesn’t uncomplicate your love life.

CRAIG:

I didn’t mean to fall in love with my student. Lucas fits the bill for “eccentric rich guy”, determined to fly even though he’s terrified. He’s persistent, and he’s the first man whose courage I find almost as attractive as his beautiful hands and lips.
Being together feels right, even from the beginning.
Well, except in the cockpit. My serious teaching style clashes with his uneasiness in the air, and our progress is slow. What’s worse, his shady ex decides to show up on his doorstep. He claims he doesn’t want a handout, but my protective instincts are dialed high. I’ll keep him safe, if he’ll let me.

This is the second book in the Lottery Winners series. It can be read as a standalone with no cliffhanger.