How do I get the plug in my butt (and take it out)?
First, don't neglect foreplay. Instead of going straight for the ass, try a few other activities you enjoy, like oral, to get your body turned on and receptive to a new kind of stimulation.
Next, start with something smaller than a plug: Lube up your finger, or ask your partner if you can borrow theirs. Circle the anus with the finger, glide it gently in and out of the anus, then add another finger.
After your butt is comfortable with a couple of fingers, slather your plug in lube and slowly slide it inside you. I've found that inserting a butt plug is easiest when the receiver is bent over in doggy-style position, but everyone is shaped differently, so experiment to find out what works for you.
According to sex and relationship expert Jessica O'Reilly, the key to anal play is relaxation. As she writes in The New Sex Bible: The New Guide to Sexual Love, there are two muscle rings known as the sphincter around the entrance to the anus. You want to be gentle with them when inserting anything into your butt. "Relax, breathe deeply, and bear down slightly with your sphincter muscles as you insert [a toy] for the first time," writes O'Reilly.
To remove a butt plug, gently pull it out while taking slow and steady deep breaths, or have your partner hold the base and slide it out for you. O'Reilly also points out that removal can be easier if you've orgasmed during anal play, as orgasms relax the pelvic floor.