TeensLoveAnal – Satine Summers, Julia James

I had made a promise to my boyfriend: if his team won the championship, I would finally let him take my anal virginity. They won, and I was a woman of my word. Knowing I was completely inexperienced and nervous, I had no choice but to seek guidance from the one person I knew was an expert: my stepsister. I confessed my situation and she immediately agreed to coach me.

She arrived with a selection of toys and didn’t waste any time. She had me on my knees and elbows, talking me through how to breathe and relax my muscles as she worked a lubricated butt plug into my tight hole. She left it buried deep inside me while she harnessed a large, realistic dildo. Just as she was about to penetrate me with the strap-on to simulate the real thing, my boyfriend walked in.

A wave of shock hit me, but instead of asking her to leave, a new desire took over. I wanted her there; I needed her expertise for this. We shared a look and without a word, we both turned our attention to him. We took turns on our knees, sucking his cock until it was rock hard and glistening with our spit. When he finally pushed into my ass, the initial stretch was intense, but under my stepsister’s guidance, it quickly melted into a deep, full pleasure I never knew was possible.

Not wanting to be selfish, I insisted we share the experience. I had her assume the position, presenting my stepsister’s tight asshole for my boyfriend’s thick cock. He pushed into her with the same steady pressure, and watching him take her like that while she moaned in approval was incredibly hot. That night was our intensive, hands-on tutorial, and now we’re fully prepared to handle anal all by ourselves.