I think the first time I went out was when I was about four (mom correct me if I am wrong) and my last year was when I was twelve.
Even now I think twelve is a good age to stop. After that you are a teenager and you should leave the fun to the kids.
When I was twelve I dressed up as a devil. I remember hearing a segment on the radio on the way to school one day about the age of trick or treaters and one gentleman commented “if they have cleavage they are too old to be knocking on my door”. Much to my dismay, at twelve I already had cleavage, and did feel slightly bad about going out that year. But hey, its no my fault big boobs run in the family and for some reason all women’s Halloween costumes are all cut on the slutty side.
Sawyer is now three and I think I would like to take him out this year.
Sawyer’s first year we dressed him in a pumpkin suit and called it a day. We actually had to get two suits because he outgrew the first one before Halloween (he was a big baby). The hair came from Hubs Troy Polamalu costume.
Sawyer’s second year there was a big Halloween event at my work so I dressed him up in the cutest giraffe costume and he wandered around the festivities. Bottle in hand, everyone got a kick out of him and he actually didn’t mind wearing the costume at all.
Last year I tried to take him out to the little Halloween shindig they had at our rental office for the little kids, but he refused to go. He didn’t want to wear his costume and he didn’t want to go. Being the size of a house measuring 37 weeks pregnant with the twins I was in no mood to fight him. So, we stayed at home together and handed out candy to the 20 some odd children that came to the door. He had fun and that’s all that matters.
Now we live in a new neighbourhood with lots of kids so I think he would enjoy it. Perhaps three is too young. Four definitely seems appropriate since they are in school then and doing lots of Halloween activities anyway.