Boyfriend wants to do anal...again!

I've been my bf for 3 years & we've done anal about 4-5 times. We've only been successful 2 times because the other times hurt way too much for me. When I was with him on the weekend, he woke up one morning & told me he had a dream that we were doing anal in hot positions & that made him want to do anal that day. I'm always nervous to do it because I experienced so much pain the past 2 times that I wanted to cry.

Later that day we worked out together & then took a shower after. We started having regular sex but then he asked me halfway if I wanted to do anal. Even though I was hesitant I said yes, because I still am hopeful I'll be able to enjoy it one day. Unfortunately, all we have are KY lube beads we bought a week a prior to spice things up, but they're an epic fail & barely have any lube in it. Since we didn't have any lube, we decided we'll wait to we get more & cont to have sex. I'm still so nervous in regards to anal, but am wanting to do it. What are ways to help with the pain?