He's the oldest person I know who has never dated.
Who is the oldest person you know in PERSON who has never had a girlfriend/boyfriend?

My brother is 35 and he's never had a girlfriend, date or even sex/kiss with a girl. He's very lonely and complains about it. I feel bad for him too. It's not his fault, because he asks girls out, they just reject him every time. He attempted suicide at age 23 and barely survived. I just feel bad for him, since he's so lonely.
He's the oldest person I know who has never dated.
He's the oldest person I know who has never dated.
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