20 {Off the Hook} Mommy – Son Dates by Because My Life is Fascinating
Hillary Leonard

The words “Hey, little Buddy” tumbled out of my mouth as the nurse placed my newborn son in my arms.

Buddy? When did I decide he was my “Buddy”? I never said anything like that to my first-born, my daughter. My pain-numbed mind made a note to think on it later. After two and a half years, I have it {sort of} figured out.

He is my buddy, my pal, my teddy bear. He dazzles me with his charm, but doesn’t try to play me…yet.  He says, “You’re pretty, Mama” and it means I’m the most beautiful woman in his world. I hold his hand to keep him safe, and I know one day he’ll do the same for me.

Ok, I really don’t want to get all “As long as I’m living, my baby you’ll be” on y’all. But for reals. This mother-son thing is pretty sweet. I’m still learning how to relate to him and teach him as best as I can. But there is a significant difference in raising a daughter and a son. With girls, moms can rely on intuition–we rely on our own personal experiences we had as daughters. With boys? Well, it’s a great, big, unknown world.

What I do know is that spending quality time with this funny little boy is the best thing for both he and I. One-on-one dates build our relationship and allow me to invest in the man he will one day become. Today I want to share twenty totally awesome date ideas for you to try with your son!

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20 Mommy Son dates


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Hillary is an English-nerd turned blogger. Swapping Shakespeare for Sesame Street, she is fluent in Elmo and desperate for an adult conversation. On her blog TheHillJean.com she navigates through the mundane of parenting, housework, and life to find the fascinating. And always, always the funny.