“I had never explored anal before, but I made a promise to my boyfriend that if his team won, we would try it. And they did win, so I found myself needing guidance. I turned to my steppy, knowing she had experience with anal play. She brought over some dildos, positioned me just right, and showed me how to relax as she inserted a butt plug. With the plug in place, she strapped on a dildo, ready to give me a taste of what was to come. Just as things were getting heated, my boyfriend walked in. I considered asking my steppy to leave, but I wanted her there for this first time. She helped get my boyfriend ready, taking turns sucking his cock until it was rock hard and glistening. When he finally slid into my ass, I was surprised by how incredible it felt. Not wanting to be selfish, I had her get on all fours so my boyfriend could pleasure her too. Now, we’re both confident and ready to explore anal on our own.”