Spooky, Scary... Salacious?
"Suffering succotash!" and the infectious alliteration of Playboy's October 1969 .
Note from the author: This edition, and all editions of The Roberta Report are lovingly written and curated without the aid of any artificial intelligence—now and forever. AI could never appreciate the centerfolds like I can.
My fingers are cold as I type this introduction… such is the cruel fate of a writer at work in Chicago—but enough about me and my delicate fingers!
Here at The Roberta Report we (I) encourage our staff (me) to focus on what strikes their fancy. This month is no different—here are October’s tricks and treats:
Miss October… one less lone(ly) star?
A talented guest contributor slips some Freud into her mind’s percolator and shares with us the results
May I show you some beautiful coats? They’re the
breastBEST in town!The party of pain; The party of pleasure
Chicago
Comme d’habitude

A party of pain.
A party of pleasure.
Pain, pleasure, power… eleganza? Can we have it all?
Dear Playboy
Well, H.T. should have been focusing on the real problem at hand—living in Scottsdale.
James O’Malley would have been surprised, or not, that big strides were made in 2023.
STINK BREAK! Hey, stinky! Yes, you! SMELLY!! FIX IT!
Howdy Miss October
Jean Bell aka Annie Lee Morgan aka Annie Judis aka Miss October 1969—where do we start? Miss Bell’s wikipedia entry is a fall cornucopia of details, such as her three-month stint dating Richard Burton, you know, before he got back with Liz Taylor for the umpteenth time.
But let’s get back to the real star here!
Miss Jean Bell, an award-winning bowler (top score of 215) made her showbiz debut courtesy of the Miss Texas pageants. From there she acted in films like TNT Jackson, Mean Streets, and the Klansman,
What’s she up to now? You’ll be happy to know that she’s a spry 81-year-old with a very lovely fitness instagram where she shares her workouts.
The Mystical Magical Collagical Interpretations of @AWillow_Weeps
To put it succinctly, no, psychoanalysis wasn’t anywhere near death. In fact, Freud and psychoanalysis have become so deeply woven into the quilt of many colors that is Western society. Freud’s quilt square is surely represented by a pile of coke…and one simple cigar. Freud is also one of the inspirations behind this month’s guest contribution by AWillow.
AWillow has been disturbing her instagram audience for years with commentary and handmade collages (she asked that I specify no digital technology was used for collage purposes) encompassing political, psychological, emotional and other societal issues at large. I asked her to contribute to this month’s report because nobody does the intersection of art, sex, and the subconscious better than her, and I wanted to shared that with you! Meta’s censoring be damned, pop over to Instagram and check out her work—there’s something for everybody.







So, how’s your relationship with your father?…. mother? Er, Let’s move on to a titty-lly different topic—oops, slip of the tip(s of my fingers).
Simply the breast Best!


Time time, does anybody have the time… does anybody…
It’s 1969 and you’re in what’s to become one of the top bands in history… and you know it. You know it so well that you name yourself (following some workshopping and transit authority threatening legal action) after one of the best cities in the U.S.—Chi Town, baby! Then, you release this sleeper hit the same year, and re-release it the next year, during which it reaches its peak. Well, enough about my love for Chicago, the band and the city—we’re at time for this month’s session.
Thank you so much for consuming the sixth edition of The Roberta Report. Can you tell my copy of Elements of Style finally arrived? No? I thought if I balanced it on my head while I wrote, it’d be enough. Anyway, I hope to continue lovingly curating my collection of pervert magazines for you in a fashion that I find most enjoyable. Muah!
Wherever in the world this newsletter finds you, I hope it finds you with a smile.. maybe a fright. Happy Halloween!
xoxo,
Dr. Roberta






















Friend I really think this is genius stuff and it always makes my month. Just some of the most fun reading ever