My son is almost two and very shy. I can only think of one time he really played and pursued another child to continue the play. We had some kids (the youngest being five, so they were a bit older) at our home this weekend and Riley wanted to observe them (with me there, holding onto my leg) but not get actively involved. He is an only child, by the way. I take him to story hour for his age group at the library twice a week and there its the same thing, he just wants to hang out with me and sort of observe.
I'm sure its normal, but his dad is now suggesting that we think about putting him in daycare once a week to develop his social skills. I don't really want to do this. Any advice or thoughts?

he's only/not yet two. kids at that age usually observe more interact less.

Helping Your Child Understand and Overcome Shyness: Shy, or Just a Stage?

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That's the whole trouble. You can't ever find a place that's nice and peaceful, because there isn't any. You may think there is, but once you get there, when you're not looking, somebody'll sneak up and write "Fuck you" right under your nose.” - J. D. Salinger

a spiritual being having a human experience

Thanks.
I really have to stop taking unsolicitied advice. If my family has their way with all the unsolicitied suggestions and concerns, I'll be in a straitjacket and they will be raising Riley.
I have to stop doubting my instincts about what is normal.

my niece was really shy and didn't speak much at all until she was about five. it was to the point where we seriously thought something was wrong with her.

now we can't shut her up and she loves everybody! it's like a completely different child.

it might have had something to do with the fact that she has three older sisters and a baby brother, so she couldn't get a word in if she tried, or that kids just develop differently. who knows.

ok i really meant to be more help than that.

no, that is totally helpful. its an example of a child who came out of their shyness. i totally want to hear my stories like that.
i do have to keep in mind that he only almost two and like cala said, right now hes all about observing.