I'd never done anal before, but I promised my boyfriend we would if his team won, and they did. I had no choice but to ask my stepsister for help. I knew she'd had dicks in her ass before, and I needed some serious coaching. She brought the dildos, put me in position, and showed me how to relax as she shoved a butt plug in my asshole. She left it inside me while she strapped on a dildo, ready to fuck me with it. Just as things were heating up, my boyfriend walked in. I considered asking my stepsister to leave, but I wanted her there for my first time doing anal. She helped me get my boyfriend ready, taking turns with me sucking his dick until it was hard and wet. When he finally slid his cock into my asshole, I was surprised at how good anal sex could feel. I'm not selfish, so I had her get on all fours so my boyfriend could fuck her in the ass too. Now we're ready to handle anal all by ourselves.

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