i say this sincerely as a dad with a daughter about her age .. my advice to her would be he might be a nice guy but he's a career bachelor and to stop wasting your time and find someone closer to your age that you can have a family with..she's chasing a dream not reality with that guy
Love is Love-it can defy many boundaries-so judgements can sometimes fall on deaf ears.
Sears is 25 years older than Jen-and has been a serial womanizer aka "Titty twister" put him in a courtroom.
Jen is smart-and hopefully-she will put a time limit on Sears to put a ring on her finger-IF she wants a family. If not so be it--she will be left alone for probably 30 years at the end of her life---not something to look forward to.