My prediction is that the plan will go well and Tomo will catch Jun and make him feel her bosom without problem... and then he is gonna pass out while she freaks out over breaking him and Misuzu either worries or rofls all the way back to the class.
...... and then, six hours later, once Jun recovers his consciousness alone in the infirmary and recalls what happened, will he finally blush widly like they were hoping.