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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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『人生初めての中出し』 『経験人数２人のみ』 『彼氏以外とのSEXは初めて』 『北海道発、色白シルキースキン』

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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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