A couple of years ago, we made a listicle about the best anal pornstars. Now, this is not like that. Though the subject is still anal (oh, that word excites you, huh?), we are focusing on performers who only did it once. We are not 100 percent sure if they really did it once on camera, so if you know things that we don’t, please do mention it in the comments section below. Now, let us get to it, shall we?
Bailey Brooke’s anal debut
Bailey Brooke was born on February 9, 1996, in Los Angeles, California. A true newcomer at the time, she stepped into the adult industry in 2016, filming her very first scenes at just nineteen or twenty. Slim, petite, and blonde, she began with solo and toy performances before quickly moving into full hardcore scenes — and she didn’t waste any time making an impression.
Around here, we’ve been longtime fans of Bailey… but wow, with this scene? Next level. The team over at Mofos captured an absolutely standout anal scene that shows Bailey diving in with total confidence. She handles it like a pro, and honestly, it’s the kind of debut you drop everything to watch.
She’s still young, still early in her career, and has plenty of years ahead of her. Who knows? Maybe she’ll decide to take another crack (pun intended) at it down the road — and you won’t hear us complaining.
Nicole Aniston’s first and last anal scene
Nicole Aniston is a California-born blonde bombshell with curves that made her an instant standout. Though she’s an all-American girl, her striking looks come from her German and Greek roots — a combo that blessed her with golden hair and those calm, blue-green eyes that seem to glow under any light. Her real name is Ashley Nicole, but she adopted the stage name Nicole Aniston thanks to her resemblance to Jennifer Aniston (not a bad comparison to have).
She quickly made waves in the industry, earning the title of Penthouse Pet of the Month in August 2012 and then taking home Penthouse Pet of the Year in 2013. She even served as a trophy girl at the 29th annual AVN Awards — a fitting spotlight for someone who practically radiates center-stage energy.
Throughout her career, this blonde Barbie has only ventured into anal play once — it’s simply not her preferred lane. Nicole Aniston is far better known for her roles in big adult parody productions like Thor XXX and This Ain’t The Smurfs, where she really shines. Her one and only anal scene was filmed for Tushy, making it a rare collector’s item in her extensive filmography.
Jessie Andrews tries anal on camera
Jessie Andrews is an American actress, fashion designer, and model who first made her mark in the adult industry. She quickly rose to prominence, earning an AVN Award for Best Actress for her role in Portrait of a Call Girl (2011). In the years since, she’s crossed over into mainstream film and TV, appearing in projects like Hot Summer Nights (2017) and Euphoria (2022).
In 2012, she launched her jewelry brand Bagatiba — the name comes from the Latvian word for “opulence” — and the line has since become a favorite among fashion lovers. She’s also modeled for major brands like American Apparel and even walked in Kim Shui’s New York Fashion Week presentation.
As for her on-screen milestones, Jessie had her first anal scene shot inside a tent — definitely not the most traditional holiday activity, but it made for one very memorable (and very hot) moment in her early career.
Daisy Marie’s anal debut at the age of 18
With nearly 400 credits to her name, the petite powerhouse Daisy Marie has more than earned her status as an accomplished performer. Since her start in 2002, she’s collected around 15 nominations and awards and built a dedicated fanbase. Born on February 6, 1984, as Brittania Ochoa, she carries both Mexican and American heritage — a combo that helped shape her unmistakable look.
Over the years, she’s popped up far beyond the adult world. In 2009, she was named FAME’s Most Underrated Starlet — not due to a lack of talent, but partly because she was considering a mainstream pivot back in 2008. And she actually dipped her toes into that world too: she appeared in 50 Cent’s Disco Inferno video in 2005 and later popped up in Nickelback’s Rockstar at the 3:29 mark.
Despite her popularity, Daisy Marie has famously never been big on anal scenes. But there is one rare exception — a true collector ’s-item moment from the film I’ve Never Done That Before #8 (2002). It features a very young Daisy Marie agreeing to a classic, no-frills anal scene. The only downside? The video quality is… let’s just say “vintage.” This was well before HD, let alone 4K, so expect a little early-2000s blur with your nostalgia.
Porn legend Jesse Jane only did anal once
Cynthia Ann Howell (July 16, 1980 – c. January 24, 2024), better known as Jesse Jane, was an American adult film icon and one of the rare performers of the 2000s who successfully crossed into mainstream TV and film. She spent over a decade as an exclusive contract star for Digital Playground from 2002 to 2014, becoming the face of their Pirates franchise and one of the most recognizable names in the industry. After nearly twenty years in front of the camera, she retired in 2017, leaving behind a legacy that earned her spots in the NightMoves Hall of Fame, the XRCO Hall of Fame, and the AVN Hall of Fame.
Although Jesse Jane was famously not a fan of anal scenes, she did agree to do it once — partly for the fans, and let’s be honest, probably a little for the paycheck too. Either way, the result was a rare moment that let viewers see the legendary blonde bombshell in a whole new way… and they definitely weren’t complaining.
Sunny Leone’s rare anal scene
Karenjit “Karen” Kaur Vohra (born May 13, 1981), better known as Sunny Leone, is a Canadian-American actress, model, and former adult film star. She made a major mark early in her career, earning the title of Penthouse Pet of the Year in 2003, signing with Vivid Entertainment, and later being named one of Maxim’s top 12 porn stars of 2010. In 2018, she was inducted into the AVN Hall of Fame — a milestone that reflects just how influential she became.
Beyond adult film, Sunny has built an impressive mainstream career. She made her first major appearance in 2005 as a red carpet correspondent for the MTV Video Music Awards on MTV India, and in 2011, she joined the cast of the hit Indian reality show Bigg Boss. She eventually went on to host the popular dating reality series Splitsvilla, further cementing her place in Indian pop culture.
And here’s a surprise twist: despite her long career, Sunny Leone only ever filmed one anal scene. It happened in the 2012 adult movie Goddess, and yes — it absolutely delivered.
Gianna Michaels tried anal once
Gianna Michaels was born on June 6, 1983, in Seattle, Washington. Her first job was flipping burgers at a fast-food joint, and in 2001 she moved to Southern California with her then-boyfriend. She worked as an office receptionist for a while, but the paycheck wasn’t exactly inspiring. That push eventually led her into nude modeling, which opened the door to adult films. Over the course of her career, she appeared in more than 200 movies and became a familiar face across numerous gonzo-style websites.
Gianna became wildly popular as the ultimate “natural girl with the giant chest,” earning a fanbase that adored her for exactly that. But if there was one thing she never warmed up to, it was anal. She filmed one anal scene ever — and hated the experience so much that she retired from porn immediately afterward. No more anal for Gianna… and honestly, no more porn either. She was done.
Stormy Daniels’ one-time anal attempt
Stormy Daniels is a well-known adult film star, director, and producer who has been part of the industry since 2002. She made her name with her feature films for Wicked Pictures and built a dedicated international fanbase through her bold on-screen performances and her feature-dancing tours. She began stripping at 17, landed her first leading adult-film role in Heat (2002), and went on to collect a long list of awards. Along the way, she also dipped into mainstream entertainment with appearances in Pineapple Express, The 40-Year-Old Virgin, and other films.
In 2018, she became a household name for reasons outside the industry, after news broke about her alleged 2006 affair with Donald Trump and the payout she received to keep it quiet.
And here’s a fun surprise: despite her long, high-profile career, Stormy Daniels only ever filmed one anal scene. One! Produced by Wicked, no less. Who knew? Life really does love throwing curveballs.
Lexi Belle doesn’t like it up her butt
Lexi Belle is an adult film star with more than 400 movies to her name. In May 2013, she earned the title of Penthouse Pet of the Month, and she originally got her start in the industry after being discovered while working at a video store — a very fitting origin story. CNBC later listed her among the 12 most popular performers in the business, cementing her status as a fan favorite.
She’s one of our personal standouts in the adult world, too. Her webcam shows? Fantastic. Her scenes? Always on point.
But, like many on this list, Lexi only ventured into anal once. Just one time. Which is a bit of a tragedy, honestly, because this adorable blonde has an absolutely incredible backside. Truly — her butt looks like it was designed by a higher power. But if her heart (or her mind) isn’t into anal, that’s that. You can’t win them all… even if her booty makes you wish otherwise.
Alexis Grace lost her anal virginity on a scene
Alexis Grace was a tall, slender, and beautifully buxom brunette born on December 7, 1988, in Clearwater, Florida. She entered the adult industry at nineteen in 2008 and quickly built an impressive resume. Throughout her career, she worked with major studios like FM Concepts, Amateur Allure, White Ghetto, Lethal Hardcore, Wicked Pictures, and Pulse Distribution, as well as top-tier adult sites including BangBros, Brazzers, Mofos, Hustler, Reality Kings, and Naughty America. In 2011, she earned an AVN nomination for Best All-Girl Group Sex Scene. Sadly, Alexis passed away far too young at 27, on August 16, 2016, at her home in Tampa, Florida.
During her career, Alexis eventually decided the moment had come to film an anal scene — something her fans had eagerly hoped for. Thanks to the team at Mofos, that wish finally became reality, giving viewers one unforgettable look at her famously juicy curves in action. Since it was the only anal scene she ever filmed, it remains an especially treasured moment for fans — a rare, memorable gift she left behind.
Noelle Easton’s short anal attempt
Noelle Easton is a 5’4″ brunette beauty born on December 17, 1994, in Louisiana. She entered the adult industry at 18, starting out as a stripper before moving into hardcore scenes in September 2013. Over the years, she’s worked with well-known studios like Bang Productions, Lethal Hardcore, Pure Play Media, and Pulse Distribution, and has appeared on major adult sites including Brazzers, BangBros, Scoreland, Reality Kings, and Naughty America.
Cute, sexy, and irresistibly busty, Noelle Easton checks all the boxes — especially with those famously full curves. As for anal, though? Not really her thing. She gave it a try once, decided it wasn’t for her, and moved on. Still, it did happen, which means it officially counts — and the moment was captured by BangBros for fans who were curious enough to look.
Madison Ivy does anal for Brazzers
Clorisa Briggs, better known as Madison Ivy, is an American adult film actress and model. While fans today know her as a bronzed, busty brunette, longtime viewers might still remember her earlier days as a pale blonde with a much more petite look. Born on June 14, 1989, in Bayern, Germany, she grew up in Texas before eventually relocating to Sacramento, California. There, she worked at In-N-Out Burger and even spent time as a part-time mechanic at a bowling alley — a résumé as unique as she is. Her path shifted when she started dancing at a strip club, where she met adult star Aurora Snow, who helped her make the jump into the industry. Madison officially launched her career in 2008.
Since then, she has filmed more than 100 scenes and, in 2013, made history when Brazzers signed her as the company’s first-ever female contract star. Over the years, she’s collected multiple AVN Award nominations and continues to be a fan favorite, even as she awaits that first big win.
And thanks to Brazzers, fans were treated to a long-anticipated moment: Madison Ivy’s first (and so far only) anal scene. The iconic star finally decided to give it a try, and the cameras were there to capture it. Judging by the fact she never filmed a second one, it may not have been her favorite experience — but for fans, it remains a rare and unforgettable highlight.
Dillion Harper’s face of anal pain
Dillon Harper began her journey as a webcam model at 19, all while still living with her parents. Since they had no idea what she was up to, she filmed quietly in the middle of the night, locked away in the bathroom. Her goal at the time was simple: pay for college and become a dental hygienist. But life had other plans. After moving out, she quickly realized adulthood wasn’t quite as rosy as she expected. Money ran out, she lost her day job, and things looked bleak — until former adult star Bella Roxxx connected her with the team at BangBros. She filmed her first scene in Miami, and that’s when it clicked: she could actually make a career out of this.
Cute, sexy, and endlessly charming, Dillon has built a loyal fanbase over the years. But one thing her fans apparently weren’t pushing for? Anal. She filmed just a single anal scene in her entire career — and judging by her facial expressions, she was not exactly a convert. Still, that lone scene remains a rare little treasure for anyone curious enough to go looking.