Isabella was chasing a single dream: claiming the prom crown and catching the eye of the hottest guy at school. Unfortunately, reality wasn’t on her side. The teen girl was painfully awkward, the kind of girl her crush could walk past without a second glance. She sought help from the only person qualified to fix her image: her effortlessly cool, wildly popular stepbrother, a former prom king himself. In the end, he became the ultimate judge of whether she was ready to give a man everything. She had to be ready for the blowjob — the single most important moment of prom night. He pulled out his dick and suggested that she practice on it. She had never seen a cock or tasted it before; she shamelessly began licking the tip with her tongue. He told her that this wouldn’t make her prom queen — she needed to take as much of the cock as possible in her little mouth, start bobbing her head up and down and don’t forget about the balls. Their practice became steamier with each of her stepbrother’s raunchy ideas. He told her that her underwear wasn’t appropriate for such an important event. After finding more sexy lingerie in her mother’s bedroom, he laid them out on her bed and suggested she try them on one by one. After choosing the right one, he said it was time for the most important part of all — she needed to learn how to fuck. Sliding her thongs off he looked at the wet eager pussy of his little girl. His naked sister spread her legs for the very first cock in her life. “Relax, baby, relax,” he said as he slowly worked his cock into her virgin hot little cunt, shattering her hymen. Oh how she had longed for this! He fucked her faster and faster, stroked her clit, sending shivers of pleasure through her. They even tried a 69 but not the traditional sense of a 69, but with the man on top. His sexy naked sister rode his cock and got fucked from behind. And in the end, a cum-covered Isabella came to understand what it truly took to be popular.