What is the funniest thing you ever dressed up one of your siblings in? I have pics of my lil brother in my?

Question

brownie unifrom with the cute little berett that went with it! LOL I don't even remeber how I convinced him to put it on!

Answer 1

My friends brother wore my cheer leading outfit one Halloween and he really was quite a cute girl. My sister put bunny ears on my son one Easter and we still have the picture of him scowling and looking embarrassed. We had it blown up to poster size for his 30th birthday party. His friends all told him how cute he was but he was ready to kill us.

Answer 2

I used to dress my little brother up all the time. I had a pony tail hat which was worn like a head band with a black velvet pony tail. He wore this over his buzzed head. The I put tights on him and a jumper with a poodle decoration on it. He wore my old tennies and then posed like a dancer. He was so cute! My twin brother and I have tortured him with these pictures for years. Way to much fun.

Answer 3

I've got a picture somewhere in the pile of family snapshots that I'm going to have to dig out.  My teenage brother asked for my help in getting ready for a "beauty" pageant.  Can't remember why the high school boys were dressing up as women but I think the PTA was doing it for a fund raising event.  He wore a curly brown wig, big earrings, plenty of makeup, balloon b***s and my favorite polka-dot mini dress that had rows of ruffles around the hem.  Shoes were a problem.  Another friend with big feet loaned him her high heeled sandals.  He looked just like Carol Burnett.  If I remember correctly he was a winner.

Thanks for reminding me of the fun.  My brother is a rough tough grandpa now and I need to send him that picture.  His grandkids will howl when they see him.

Answer 4

LOL!! I once made my brother wear my hairclips, i brushed his hair and made funny stuff with it!! I made him wear my old dress,, lol, it was a pink one with a ribbon and a flower in it, i also dont know how he agreed, well, i forced him to, i said if u dont do that, i'll tell mom you..... :-P

BAD!!Snitch?!

Answer 5

oooh u bad, but that is a hoot. I hear paybacks are he**.  So on the other side of the coin, how did he ever get his revenge? lol

My brothers were several years older than me, and never interacted much with me, so we never did anything like that, but that really is funny.

Answer 6

My mother was mad at me one halloween and would not buy me a new costume, instead I had to wear my sisters fairy princess costume!

They still tease me about it!

Answer 7

I have dressed my bro up in my old pink sleeveless dress, he also wore heels, makeup, and i put a bow in his hair then showed our mom

Answer 8

I never dressed him up but I used to put mom's red, red lipstick on my little brother.