Rosemarie Hillcrest
Also known as: Rosemary Grayson 
Rosemarie Hillcrest alias list
Rosemarie Hillcrest Biography
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About Rosemarie Hillcrest
According to The Playmate Book, Rosemarie was discovered by Playboy through unusual means—she needed an interview with a millionaire for the college newspaper she was writing for, so she traveled to the United States and went to the Playboy Mansion in Chicago where, through pure gumption, she got Hugh Hefner on the record. During the interview, he asked her if she would be interested in becoming a Playmate.
She shares the title of the largest bust measurement at 41 inches, however not the biggest cup size, due to her band size being 36, meaning she has a DD(E) cup, which several dozen playmates also had, as well as quite a few having DDD(F) cups.
Source of cup size (DD cup and 41 bust, a 36DD cup):
https://web.archive.org/web/20150428022641/http://www.playboy.com/rosemarie-hillcrest
Rosemarie Hillcrest Photos (Uploaded By Our Users)
Rosemarie Hillcrest Links
| Site Logo | Link | Publication Date | Report Link |
|---|---|---|---|
 | Rosemarie Hillcrest - Boobpedia - Encyclopedia of big boobs | 2022-10-25 | ⚠ |
 | Rosemarie Hillcrest nude from Playboy Plus at theNude.com | 2019-12-29 | ⚠ |
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User comments
Wisps of pubic hair visible in a couple of shots - very risque for 1964.
2026-05-18 14:33 🛈 ⚠
Not true. If you look at the photos in the actual magazine with her, there were not the slightest traces. Shadows are not pubic hair. The first official wisp and hint of pubic hair for a playmate occurred in 1970, and officially seen for playmate January 1971, but not a lot of it. From the side. And January 1972 playmate was the first full frontal pubic hair ever. Penthouse came 12 years after Playboy, in late 1965, but they started publishing in USA in September 1969 and started showing a bit of pubic hair before Playboy, which pressured playboy to hint at it in 1970 and to show it fully, in shadow, in January 1972.
Any photos on here do not show any hint of pubic hair. And any photos you will see elsewhere of playmates and playboy models of any kind before 1972, showing pubic hair, where photos that were never published or taken after 1971.
2026-06-19 12:56 🛈 ⚠
This thread has been quite an education on bra sizing.
2026-01-02 07:52 🛈 ⚠
This was the least attractive woman to ever appear in Playboy. They should have put a bag over her face .
2025-07-04 21:35 🛈 ⚠
not the most, no. But out of the current 831 total( they started each month again since January 2025, after last one in March 2021), the 2 ugliest are easily the 2 MEN, November 2017 and August 2019. Those were not women. And Hefner approved the first guy, he was senile and delusional in his 90s,died in September 2017. At least Hillcrest is a woman. And there are definitely quite a few that are less attractive, but it's all subjective.
2026-06-19 16:19 🛈 ⚠
"largest breast measurements of any Playboy Playmate". Well maybe on paper but IRL I cant see her besting Janet Lupo Petra Verkaik or Shelly Jamison in the tits department.
2021-08-11 23:40 🛈 ⚠
Rosemarie Hillcrest 41F, Shelly Jamison 34G, Marilyn Lange 38F, Janet Lupo 38F, Petra Verkaik 37D. You tell me if she doesn't have the best pair of breasts ever seen on a Playmate.
2024-05-25 22:55 🛈 ⚠
incorrect. You clearly have no slightest idea of how cup sizes are even measured. You take the band size,below the breasts, that is the number of the cup size,and the letter is based on how many inches are added to get the bust size measurement(around the breasts fullest part), a D cup is 4 inches difference, a C is 3 inches, an E is 5, a B is 2, an A is 1, An F is 6 inches. 41 minus 6, is 35. 39 minus 6 is 33. But there were no 33 or 35 or 37 or 31 or 29 or 39 back in the day, so they took the closest one upward. Meaning 34F for Lupo,36F for Hillcrest etc.
2025-01-22 05:53 🛈 ⚠
Do you realize that 41F is not her cupnsize? 41 is her bust measurement, which is completely different from band size, which is what the number in the cup size signifies, not bust measurement, but band measurement! A DD cup means 5 inches difference, so a 36inch band size, so a 36E cup size. This is how the system works
2025-02-09 06:13 🛈 ⚠
Lange and Lupo are both G cups, and Verkaik never was a D cup , a minimum of F cup in 80s and more now. Your numbers are all incorrect
2025-02-09 06:15 🛈 ⚠
Don't forget Karen Price at a 38F (according to Boobpedia).
2025-07-09 23:44 🛈 ⚠
32F, NOT 38F.
You keep not understanding that the number in front of a cup size is never the bust size. It is the BAND size. in the playboy playmate data, where they got measured always,hips, waist, bust. the BUST is 38 inches for Karen Price. That is not the CUP SIZE. Each cup size addition is 1 inch added. an F cup is 6 inches (a B cup is 2, a D cup is 4 etc), 38 minus 6 is 32. the band size is the measurement under the breast, bust is on top of breast, the difference in inches determines the cup size!.
Also, boobpedia has never been a reliable source on cup sizes. The official playboy website, and of course the actual data sheets on playmates (they got measured by the wardrobe department, hips, waist, bust and band size of the breasts) had the data in the 1990s,2000s and 2010s. Nowadays you can find those pages in the internet archive access. Boobpedia was user edited and many of them are incorrect as they did not bother to check the source material and made it up on the fly. Also, to make matters worse, the original owners of boobpedia sold the website over a decade ago now, and the new owners do not manage nor care about the vality of the information there. They also removed the ability to log in or edit for users. This is why many of the models and actresses who have died in the last decade are still "alive" on boobpedia, and not only are the cup sizes, busts,waists and hips off for many, but even birthdates and death dates are incorrect for some, and even the birth YEAR is incorrect for some. Babepedia is much more valid in the last decade than boobpedia. Boobpedia is an abandoned relic from the 00s, it isn't managed and impossible to correct or edit anything for years.
2026-06-19 16:11 (edited 2026-06-19 16:14) 🛈 ⚠
Incorrect. Lupo was a 33F cup(34F bra, and bust measurement of 39 inches, with each letter added being 1 inch between band measurement and bust measurement). Lange is 33F and Elaine Reynolds is 33F. Petra is a 31F(so wears a 32F) This woman is a 36F, a size larger than Lupo and Lange, 2 sizes larger than Verkaik, both on paper and in real life, with a 41 inch bust measurement, besting Lupo, Marilyn Lange, Cynthia Myers, Karen Price, Candy Loving, Patricia Farinelli, Petra Verkaik, Charlotte Kemp etc
2025-01-22 05:49 (edited 2025-01-22 06:18) 🛈 ⚠
Too bad we cant post side by side pics. Comparing each one next to the other.
2025-09-24 00:41 🛈 ⚠
I have a list of all Playmates and sizes. I update when they change from sites that I have found. Verkaik is now listed at 37HH now that would put her breast size measure at 45. Ali Chanel is on here as 36DD but on my list she is at 43DD (I know she is Playboy's heaviest Playmate but still beautiful) but that means Ali Breast size measure is 47. I looked at different sites but can't recall which one listed her at 43DD. With Verkaik I know she has augmented over the years so that has made her size grow.
I also have every Playboy magazine and a lot of them don't have the Playmate Data Sheets but The Playmate Book I have does for the most part.
2026-03-08 07:46 🛈 ⚠
Shelly Jamison was never a playmate,dude
2025-01-22 06:15 🛈 ⚠
