March 8th, 2026
“When is she going to be here?”
That was Asher’s endlessly repeated question on Friday. Asher and his kindergarten classmates had Friday off from school. I had spoken to the mother of one of the girls in Asher’s class a few days before, and the mom had suggested that her daughter and Asher have a play date. After school, I asked Asher what he thought of the idea, and his eyes widened as he grinned. He exclaimed,
“Yes! Yes! It will be my first play date!”
Asher thought it was a really big deal, and actually it was. The first play date is a milestone of sorts for a little boy or little girl. It is a major step in how they socialize with other kids. It’s true that our grandson, Asher, went to class every day with this girl, and they interacted while they were in school, but a play date is something different. It’s an unstructured meeting, or perhaps it’s just structured differently. In any case, the children come together in a new environment with new possibilities. That’s exciting. It’s also an opportunity for potential growth, whether or not the kids see it that way.
When I was in kindergarten, eons ago, there were no play dates. You saw your schoolmates in the classroom, but not anywhere else, unless they happened to live in your neighborhood. My parents did not like the idea of me or my six younger brothers interacting with other children, even when we were much older than Asher is. Our family had kind of fortress mentality. Outsiders were looked at with suspicion and sometimes hostility. We were rather isolated, maybe more so than other children of that time.
Our kids had friends from school, and they did sometimes get together with them. I don’t know if we ever had anything that we called a “play date”. The meetings our children had with others were more informal and haphazard. Maybe, it was better like that. I don’t know. Those were different times. Now, it is rare for any parent to stay at home to raise a child. A generation ago, my wife was home with our kids while I worked. My experience with the caregivers of the students in Asher’s kindergarten is that they are all working/studying fulltime. Asher is almost unique in the sense that both of his caregivers, Karin and me, are retired and we can be with him all the time if need be. I doubt that any of his classmates are in a similar situation. Because the adults are so busy with their jobs, it is necessary to carefully schedule any meeting between the children. That means we have to organize play dates, whether we like it or not.
In any case, Asher was enthusiastic about seeing the little girl. The weather forecast to be rainy on Friday, so meeting at a playground was out of the question. We determined that it would work best if the mom and her daughter came to our house for a visit. Asher was ecstatic. As I mentioned, he kept asking,
“When is she going to come?!”
My answer was, “In (fill a number in the blank) hours.”
Then Asher would ask, “Is that a long time?”
That depends on who you are. For me it wasn’t very long. For Asher, whatever I told him was an eternity. At last, his classmate arrived. It took a while for her to get out of the car and into our house since she insisted on putting on a dress over whatever else she was wearing. She looked great when she walked through the front door.
Her mom brought a pizza in with her. We all sat at the dining room table and ate. The girl and her mother often talked together in Spanish, but they spoke in English to Asher, Karin, Asher’s mom, and me. The kids played with Asher’s overabundance of toys. Karin and I sat with the mother and had a long conversation with her. I think that was important to do. The children need to get to know each other better. The caregivers need to do that too. We need to understand each other in order to build trust and a sense of community. It is hard to do that at the school. The adults often seem harried, and it is hard to have any kind of meaningful discussion while a parent is dropping off their child just before class begins.
The Friday session went well. Asher and his friend had a good time, and Karin and I learned some things about the girl’s mom. I feel confident that we will eventually set up another meeting.
Yesterday, I got a text from the father of another of Asher’s other classmates. Asher is very fond of this girl. The dad was excited about getting Asher and his daughter together. Since the weather was supposed to be good, the father and I decided to meet together today at the playground of South Shore Park on the edge of Lake Michigan. I told Asher about this development. At first, he was thrilled. Then he started complaining that he really didn’t want to go to the playground. He wanted a play date with the girl, but I think he wanted her to come to our home. I explained to him that the dad wanted us to meet at a playground. Asher repeated to me that he didn’t want to go here. He was very upset. He started sobbing. I said,
“Okay, I’ll text her dad and tell him that we can’t come for the play date.”
Asher replied firmly, “NO. Don’t do that. It’s fine.”
He still had tears on his cheeks, and he continued, “It’s okay. I should go. I don’t want her to cry.”
This afternoon, Karin, Asher, Asher’s mom, and I met with the girl, her sister, and their dad at the park. It went swimmingly. The kids ran wild. The adults talked and got more familiar with each other. We were at the playground for two hours. It was a good time, truly.
Asher told me, “This is the best play date ever!”
I’m sure it was, at least until the next one.