My Boyfriends Are Back

Congress was a hit, again. Thank you to the grandparents for helping us send the boys to this special event. It is expensive to attend, but there are a lot of other hidden costs as well. They have to wear business attire to several events, and business casual to other things. That means shopping. #2 got new dress slacks and a dress shirt two weeks before his District Presentation, and by District he had already outgrown them! So I was a bit smarter on this shopping trip and waited until just a few days before the big event.
#2 got two pair of dress slacks, a dress shirt, and a new belt. #1 has slowed down with his growth spurts, and since he had new clothes in May for the Governor's Page Program, he didn't need anything more than having his suit and slacks cleaned. Then #2 reminded me that before he headed to camp in June he had shown me the holes in his tennis shoes. So we headed over to the shoe store. Of course there were holes in his shoes; his toes poked through because they were a size too small. He is in a 9.5 or 10 now! The store was having a special if you buy two pair, and #1's shoes had a hole in the bottom, so we got two pair of tennies. Then after a trip to the eye doctor- #1 had some vision changes in the last month- we went to Eyemart to get two new pair of glasses. #2 needed glasses because his head has grown this year and his glasses were squeezing him.
After all of that we enjoyed a dinner at home together. During the dinner conversation we asked the boys what they were looking forward to about Congress. After all of their conversation about seeing old friends, competing, dances, etc. #2 asks his father what he is looking forward to. "Naked Tuesday!" he declared. Gee Whiz.
The boys came back Thursday and during dinner we had lots of excited talk about what they did and learned while they were gone. Then, as innocent as a babe, #2 asks, "So, Dad, how did Naked Tuesday go?"
"Not as well as I had hoped," Hubby answered.
With arms raised in the air #1 says, "I win! I called it. I said she would't cooperate."
Now I have a couple of problems, (1) why does he assume I won't cooperate, and (2) who was he taking these bets with!!??