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様々な事情を抱えて未だに童貞のままという悩める男たちを迎えてお送りする素人参加企画。今回は還暦熟女優、遠田恵未さんが登場。40年に及ぶ結婚生活とAV出演で培ったテクを総動員して童貞くんをエスコート。

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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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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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様々な事情を抱えた3人の童貞を熟女優、宮沢優里がエロく優しくエスコート。夢にまで見た初体験をプレゼントする。

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