Here's the latest page from Goodtime Weekly with a shot from Don Ornitz of February 1958 Playboy centerfold Cheryl Kubert. Kubert is a bit of a mystery. Early Playboy centerfolds were pretty demure, and she showed less than normal. She had already appeared in magazines such as Pageant, Gala and Argosy, and after her Playboy appearance was featured in their 1959 calendar, but after that there’s only a bit appearance in the movie Pal Joey, and a bit part in 1980’s Smokey and the Judge. She died in 1989, supposedly from suicide. The calendar quips are below.

Jan 20: “Many a girl is only as strong as her weakest wink.”—Sam Cowling

Jan 21: “A girl is grown up when she stops counting on her fingers and starts counting on her legs.”—Irv Kupcinet

Jan 22: “A wizard is a man who can describe—without gesture—an accordion or a girl.”—Quin Ryan

Jan 23: “Fashion is what a her does to a hem to get a him.”—Joe Hamilton

Jan 24: “A clever girl is one who knows how to give a man her own way.”—Tom Poston

Jan 25: “The greatest mystery in the world is a woman who is a bachelor.”—Loretta Young

Jan 26: “A confirmed bachelor is a guy who’ll go to a drive-in on a motorcycle.”—Scott Brady

Our fifth installment of the Good Time Weekly Calendar of 1963 features a model that is damnably familiar, but we just can’t come up with her name. We can tell you she was shot by renowned pin-up photog Ron Vogel, if that helps. Love the ornamental wine decanter, by the way. The week’s quips are below, and for a change a couple of them are actually clever.

Apr 7: “Girls who accept rings from men they don’t know are telephone operators.”—Sam Cowling

Apr 8: Why girls kiss and make up? Because the stuff rubs off.

Apr 9: Think now or pay later: Are your in-laws legalized charities?

Apr 10: “It doesn’t take much for a girl to hook a guy: He usually supplies the line himself.”—Tom Poston

Apr 11: “To a smart girl men are no problem—they’re the answer.”—Zsa Zsa Gabor

Apr 12: Three more days to decide either the debt is going to be the U.S.’s or yours.

Apr 13: “He who will gladly listen to both sides of an argument is a neighbor on the party line.”—He-who Who-he 

The mid-century tabloid obsession with transsexuals and gender reassignment continues with this issue of The National Insider published today, 1964. This time the subject is Abby Sinclair, who started life as Alvin Sinclair, but changed her sex and—like Coccinelle and Christine Jorgenson before her—became famous on the exotic dance circuit. Somehow Insider got exclusive rights to Sinclair’s story, and ran it as a serial entitled “I Was Male.” The series was later published as a book.

Sinclair, who sources agree had beautiful results with her reassignment, went on to a dual career as a stripper under the management of famed NYC promoter Bobby Colt, and as a manicurist named Alice at the Stage Barbershop in Manhattan. We found this out from a copy of (don’t laugh) The Beaver County Times from June 1965. Our guess is that the manicurist job was an excuse to get close to New York celebs, since her workplace was the preferred haircut stop for the likes of Mickey Mantle, Roger Maris, and Tom Poston.

The Times shares an anecdote about a famous columnist who saw Sinclair at Lou Black's Bellydance Emporium one night and recognized her from the barbershop. He sent a note to her only to be informed by Bobby Colt: "That's not Alice, and it's not a girl. That's a guy named Alvin Sinclair from Brooklyn who had one of those operations." Though it sounds as if Colt was turning his own client into a punchline, he really wasn't—the sex change was Sinclair's calling card, and all of her regulars knew she had been a man. For Colt, the more people who knew the story the better. We found nothing more on Abby Sinclair—her moment in history passed quickly. But life goes on, and wherever she went we suspect hers was always eventful.