Sara Jean Underwood
Also known as: Sara Underwood 
Sara Jean Underwood alias list
Sara Jean Underwood Biography
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About Sara Jean Underwood
Sara Jean Underwood was born on March 26, 1984, in Portland, Oregon, and raised in Scappoose, Oregon. Of Caucasian descent, she grew up in a middle-class family, with limited public details about her parents or siblings. She graduated from Scappoose High School in 2002 and attended Oregon State University and Portland State University, studying business marketing but not completing a degree as her modeling career took off. Her early interests included sports, particularly volleyball, and outdoor activities, reflecting her Pacific Northwest upbringing.
Underwood’s modeling career began when she was discovered at a Bebe store in 2004. She first appeared in Playboy in the October 2005 issue’s “Girls of the Pac-10” pictorial, leading to her selection as Playmate of the Month for July 2006. In 2007, she was named Playmate of the Year, a milestone that elevated her profile. Her Playboy work includes over 20 covers and photosets, such as “Blonde Ambition” (2006), “Playmate of the Year 2007,” and various pictorials on Playboy Plus, rated highly on platforms like BabesRater (e.g., 9.5/10). She appeared in Playboy videos like Playmate Profiles and Behind the Scenes shoots, as well as TV shows including Playboy’s Beach House and The Girls Next Door (2005–2009), where she was featured as a regular at the Playboy Mansion.
Beyond Playboy, Underwood has pursued acting and hosting. She played minor roles in films like Epic Movie (2007), The House Bunny (2008), and Miss March (2009), and appeared on TV shows such as Attack of the Show! (2009–2011) as a co-host and Ridiculousness (2012). She gained attention for starring in Deadly Weekend (2014) and modeling for brands like Skechers and Carl’s Jr.
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User comments
Pic 16. That perfect ass that every Playmate has. That backside curve and slope is perfection.
2025-08-09 05:48 (edited 2025-08-09 05:49) 🛈 ⚠
🤘Vegan Power!🤘
2025-08-09 05:43 🛈 ⚠
She was absolutely perfect when she was natural.
2025-07-30 16:24 🛈 ⚠
Sara was super cute when she was all natural and Playmate of Month and the Year. I spent gallons of cum jacking off to her. She has one of the most loveliest slits. She’s a little heavier now and has fake boobs, but I still like jerking it to her. Especially now that her stuff is a little more explicit. I wish she would show herself getting fucked with an actual penis going in and out of that pussy.
2025-06-29 03:14 🛈 ⚠
Well... Sara went more explicit this time round (actually rubbing her pussy from midway through the video).
https://hornyfap.tv/video/6633/sara-jean-underwood-nude-outdoor-shower-tease/
2025-05-03 06:07 (edited 2025-05-03 06:11) 🛈 ⚠
It’s so cool I got to jerk off to her as an all natural 18 year old and now as fake boobed 40 year old. Very different kind but just as hot. In a recent OF video she stuck her panties in her pussy which she did 20+ year ago in Playboy video and I got so nostalgic.
2025-05-02 08:11 (edited 2025-05-02 21:33) 🛈 ⚠
https://shareanynudes.com/video/sara-jean-underwood-cumming-on-camera-for-the-first-time-ever/
2025-04-26 05:53 🛈 ⚠
Thanks for the link and wish she showed he pussy as it is nice. Looks like he butt got larger as it looked much bigger that what I saw in PB. I think her boobs look great and the most real looking fake ones I have seen especially prior to the second operation.
2025-04-30 02:27 (edited 2025-06-05 04:46) 🛈 ⚠
Thanks for this although I do not think she is actually cumming. She does a lot of those moaning and sighing in her OF videos.
2025-05-02 21:38 🛈 ⚠
Her boobs though fake are the best most natural looking ones I have seen and I give them an A+++. Many who have the jobs get boobs that are too large and look fake. Since her Playboy days she has put on some weight and is very voluptuos and sexy. I would really like to drill her. She was nice before the surgery, but I do not think it detracted from her. There are pics on the web where she shows her nice pussy that you see little of in the PB pics.
2025-04-25 05:40 (edited 2025-04-30 02:21) 🛈 ⚠
