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由美（風間ゆみ）は同窓会で元彼と再会をしてからなにをしても上の空だった。あれ以来、ずっと元彼の顔が頭から離れない。そして蘇ってくるあの頃の思い出。お互いに若く、勇気もなかった。清い交際のまま終わってしまったことを後にどれだけ後悔したことか。

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あぁん…若い男の匂いにアソコが疼いてきちゃった…ドスケベ教師20人のイキすぎた性活指導が始まります！！密室の部屋に二人きり、それだけでも刺激的なのに短いスカートやおっぱいの見えそうな服で刺激してはギンギンに勃起した思春期チ○ポを丸呑み！

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「あの時、別れてなかったら私たち今頃どうなってたかな？」同窓会で元彼の篤史と再会した優（川上ゆう）は、酔った勢いで心の底に秘めていた思いを口走ってしまった。

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元祖垂れ乳熟女優として名を馳せる青井マリさん52歳が、童貞卒業をお手伝いするという素人参加型のファンにとっては夢のような企画。今回はそれぞれ違った悩みを抱えつつも、持ち前の強運でチャンスを勝ち取った3人を招集した。

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久々に開催された同窓会。愛佳は元彼との再会に心躍らせていたが、その一方で複雑な心境になっていた。思い出話に花を咲かせながらも脳裏をかすめるのは、あの時この人と別れなかったらどんな未来が待っていたんだろう…という思い。

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