Private Stripper II
While a sequel to the original, it's a whole new movie with nothing but original characters. But one thing that stayed the same was the fact there was a young rich boy about to get Private Lessons from an older woman. In this movie we have a Japanese boy named Ken Soto who was grieving over his recently departed mother. Here to cheer him up is an American tutor named Sophia Morgan.
One night Ken who's in his bed hears the sound of moving water outside his window. He goes to see what it is and to his surprise/delight, it's Sophia swimming in the pool. He spies on her through his blinds as she swims. But as she gets out of the pool, it's not a swimsuit he sees. As it turns out, she was skinny dipping. So when she got out, he saw her butt naked. Her butt being what he saw as she got out with her back facing him. She then puts on a robe and leaves the pool.
https://drive.google.com/file/d/1YrjT7RKlqoyEcfZZbfcnAMaSpP4_k7-T/view
Being tempted by what he saw, he left his room to go and peep on her to see the rest. He hides behind the bushes to see through the glass door to her room. But she goes out of sight. So he tries to get closer to see her. However, she noticed he was there and opened the door. But she didn't get mad, she asked him to come inside and lock the door. That's when she started stripping.
https://drive.google.com/file/d/1REzUJrbhxeWIEAjXKco-PYdA-kkmUvu4/view
She starts by dropping her robe to her feet, revealing a gray shirt and panties. He was shocked by what he was seeing as he looked at her, while she smiled at him for it. She then puts her leg up and starts removing her stocking, to which he gasps. She asks if he wants him to continue at this point, and he says yes.
She now takes off her shirt revealing her gray bra and teasingly holds her shirt before dropping it. Then without waiting she starts undoing said bra. Once it was off, she tosses it to Ken before asking him if he likes what he sees, that being her topless. He didn't exactly answer as he couldn't put his amazement into words, but it was clear to her.
After that, all that was left were her panties. She slowly slides them down her legs, thus leaving her bare everything exposed to Ken. But he reached his limit and decided to go, much to Sophia's disappointment. He thanked her before saying he really enjoyed it and she said it was mutual.
https://drive.google.com/file/d/1jb_LsS1b5Wa6S7IJki920lydnvtpGYrq/view