I'm not going to use a condom for the first 10 seconds with my friend with benefits.
Why wouldn't you use a condom for the first 10 seconds?
I don't think it's necessary.
Not using proper protection during any point of sex is unhealthy practice. It could result into catching and spreading stds.
Well I'm going to do it regardless.
You need to tell your partner this. They may not consent to having unprotected sex, this is wrong.