I'm worried about wearing this dress to go out,  because I wore it to a funeral before. I think I might make me upset or upset others.
That's understandable. What about the dress do you like?
It makes me look skinny but it reminds me of the person we buried that day.
I completely understand that the dress could bring up feeling and memories from that time. It verry well could make you sad or have an impact on other if they see you in it so it's really cool that you're thinking about other people. If it really worries you that much you should probably just not wear it for now until you feel more comfortable.
I will just wear it for now. It will remind me of my friend so I'm going to need to get used to it.
You should consider wearing something else if that dress will bring up too many sad feelings. You wouldn't want to ruin your night out, by making everyone sad.