Rachel Bilson is not one to shy away from revealing intimate details about her sex life. This was evident when she was romantically linked with Bill Hader in late 2019, and the couple made their public debut at the Golden Globes in January 2020. Despite their short-lived relationship, the Hart of Dixie star did not hold back in expressing what she missed most about her former partner.
"What did you miss the most after your breakup with Bill?" Tommy Dorfman asked Bilson on an episode of "Broad Ideas" podcast in August 2022. The actress who played Jumper replied jokingly, "His big d–k." She laughed and then added, "We can keep that. … Ad cut, let’s move on." Bilson later appeared on the "Call Her Daddy" podcast in the same month and talked about her separation from the SNL alum.
During the coronavirus pandemic lockdown, the Take Two alum experienced a breakup with her then-partner, Hader. Despite having to deal with being alone and taking care of her child, she persevered. Prior to this, Bilson had dated her The O.C. costar Adam Brody from 2003 to 2006, followed by a tumultuous on-and-off relationship with Hayden Christensen that lasted nearly a decade. Although they got engaged in December 2008, their wedding was called off in August 2010, leading to a brief separation. The couple ultimately reconciled three months later and welcomed their daughter, Briar Rose, in 2014. However, Bilson and Christensen ended their relationship for good in 2017.
Bilson made a startling confession on her podcast in March 2023, revealing to guest Whitney Cummings that she did not experience an orgasm from intercourse until she was 38 years old. Cummings shared that she also had a similar experience after getting off birth control the previous year.
The creator of 2 Broke Girls further explained, "I have the ability to do it manually at any time." Bilson also confirmed, stating, "Yes, of course. But not with the actual penis inside." Cummings added that some women have claimed to experience orgasm during sex after having children. Although Bilson did not elaborate, she agreed with the statement.
Keep scrolling to see more of Bilson’s most honest sex confessions:
Credit: Image Press Agency/NurPhoto/Shutterstock
Rachel Bilson’s Most Honest and NSFW Sex Confessions: From Her 1st Orgasm to Missing Ex Bill Hader’s ‘Big D–k’
Rachel Bilson has never been one to shy away from revealing intimate details about her sex life. In fall 2019, the actress made headlines for her romance with Bill Hader, which led to the couple's highly-anticipated debut on the red carpet at the Golden Globes in January 2020. Although the relationship was short-lived, Bilson was open and honest about what she missed most about her former flame, the Barry actor.
"What did you miss the most when you and Bill broke up?" Tommy Dorfman asked Bilson during an episode of her podcast, "Broad Ideas," in August 2022. The actress joked, "His well-endowed member," before bursting into laughter and moving on to the next topic. However, Bilson later opened up about her breakup with the SNL alum during an appearance on the "Call Her Daddy" podcast later that month.
Amidst the coronavirus pandemic lockdown, Bilson and her then-partner Bill Hader parted ways. Reflecting on the difficult situation, the actress shared how she had to cope with being alone and taking care of her child, while also dealing with the breakup. Prior to Hader, Bilson had been in a relationship with her The O.C. co-star Adam Brody from 2003 to 2006, followed by an on-and-off relationship with Hayden Christensen that spanned nearly a decade. The two got engaged in 2008 but ended up calling off their wedding in 2010 before briefly reconciling and welcoming their daughter Briar Rose in 2014. However, the couple ultimately decided to end their relationship for good in 2017.
Bilson revealed on her podcast in March 2023 that she had never experienced an orgasm from intercourse until she turned 38 years old. During her conversation with guest Whitney Cummings, the To Do List actress expressed her surprise at this fact. Cummings shared that she had a similar experience herself after going off birth control the previous year.
"I could do it manually anytime," stated the creator of 2 Broke Girls, elaborating on her response. Bilson concurred, adding that it shouldn't be from penetration. Cummings also mentioned that some women have claimed that having children has improved their sexual experiences, a statement that the Nashville actress agreed with.
Keep scrolling to see more of Bilson’s most honest sex confessions:
Credit: NINA PROMMER/EPA-EFE/Shutterstock
Remembering Her Ex
After breaking up with Hader, Bilson openly shared that there was one aspect of her ex-partner that she missed.
"I miss his impressive size," she quipped on an episode of her podcast "Broad Ideas" in August 2022. "But let's leave it at that and move on."
Credit: Jordan Strauss/Invision/AP/Shutterstock
Getting Back Out There
While appearing on the “Call Her Daddy” podcast in August 2022, the How I Met Your Mother alum revealed she was dating again.
“Is he bringing you coffee in the morning? Is he bringing you missionary [sex]?” Alex Cooper asked Bilson. The actress enthusiastically replied, “F–k yeah.”
Credit: Image Press Agency/NurPhoto/Shutterstock
Her 1st Orgasm
Bilson revealed on her podcast in March 2023 that she had her first orgasm at the age of 38, which she found surprising. Cummings shared a similar experience that was resolved after she stopped using birth control. Bilson clarified that she was able to achieve orgasm through self-stimulation, while the Last Kiss actress acknowledged that it was different from achieving orgasm during intercourse.
Credit: Gregory Pace/Shutterstock
Her Favorite Position
During a May 2023 episode of the “Women On Top” podcast, Bilson shared that while she enjoys the missionary position, she has found that being on top is the key to achieving an orgasm during sex.
The Nashville actress elaborated that her preferred way to be intimate is through the "missionary" position because she enjoys being "manhandled" during the act. However, she avoids the doggy style position as it can be painful depending on the size of the partner's genitalia. In a subsequent week, she revealed that her explicit revelation had negative repercussions on her career, resulting in the loss of a job opportunity due to her candid and humorous discussion of sex on a friend's podcast.
Credit: Chelsea Lauren/Shutterstock
No Faking Here
Former Take Two actress Rachel Bilson made a candid confession in June 2023, revealing that she has never pretended to reach orgasm in her life. During a recent episode of her podcast "Broad Ideas," Bilson asked guest Emily Morse if she was a bad partner for not faking it just to boost her partner's ego. "I often feel like I should be more of a people-pleaser in the bedroom, but I just can't bring myself to fake it," Bilson explained.
She revealed that it wasn't until she was in her early twenties and with a partner that she experienced her first orgasm. It was a long time coming, but when it finally happened, she felt a sense of relief and openness.