Counting On’s Jill Duggar and Derick Dillard’s Relationship Timeline: From Courting to Parenthood and More

Credit: Courtesy Jim Bob Duggar

Counting On’s Jill Duggar and Derick Dillard’s Relationship Timeline: From Courting to Parenthood and More

Keeping up with the Dillards! Jill Duggar and Derick Dillard’s romance has captivated audiences for years, beginning with their whirlwind courtship. The 19 Kids and Counting alum, who is the fourth child of Jim Bob Duggar and Michelle Duggar, found her future husband through her father, making their road to marriage somewhat seamless. The duo’s courtship began in 2013, after Dillard had become close with Jim Bob during his two-year mission to Nepal. “Being that we had similar life goals, she caught my attention,” Dillard wrote via the couple’s wedding website in 2014, noting he spoke with her on the phone once before she came to visit him in Nepal alongside her dad. “The more I spent time with him and observed his integrity, sweet spirit and love for God and service to others, the more I fell in love with him,” Jill explained on the duo’s website, noting that her trip to see him shifted their relationship and officially started their courtship. Once Dillard returned to the U.S. in 2014, the pair’s romance heated up and the attorney proposed in March of that year. “We’re just really trying to keep our relationship focused not on the physical but really just more on communication and continuing to learn more about each other,” Jill told ABC after their engagement. “We’re saving our first kiss and things beyond that for our wedding.” [jwplayer wJUoI0sy-l3ahXupL] Several weeks before tying the knot in June 2014, Jill expressed how glad she was “to be engaged to the most awesome guy in the world” via Twitter. The couple have since welcomed three sons, Israel, Samuel and Frederick, and been vocal about how they keep their romance alive. “Sex is a super important part of marriage, but it’s also important to prioritize fun and intimacy that leads to a healthy marriage, including a healthy sex life,” the Counting On alum said of her relationship with her husband during a February 2021 YouTube video, in which they described how they talk to their kids about sex. The pair then explained in kid-friendly terms that babies get born after their parents have a “date” and then they start growing “inside of mommy’s tummy.” In the clip, Jill chimed in, saying the duo had “a bunch of dates” before becoming parents. Dillard cheekily replied, “We did have four dates in one day, I think, that one time.” Jill added, “Hey, we have a good sex life.” Scroll down to relive Jill and Dillard’s relationship highs and lows: [podcast_block]

Credit: Courtesy Jim Bob Duggar

Counting On’s Jill Duggar and Derick Dillard’s Relationship Timeline: From Courting to Parenthood and More

Keeping up with the Dillards! Jill Duggar and Derick Dillard’s romance has captivated audiences for years, beginning with their whirlwind courtship. The 19 Kids and Counting alum, who is the fourth child of Jim Bob Duggar and Michelle Duggar, found her future husband through her father, making their road to marriage somewhat seamless. The duo’s courtship began in 2013, after Dillard had become close with Jim Bob during his two-year mission to Nepal. “Being that we had similar life goals, she caught my attention,” Dillard wrote via the couple’s wedding website in 2014, noting he spoke with her on the phone once before she came to visit him in Nepal alongside her dad. “The more I spent time with him and observed his integrity, sweet spirit and love for God and service to others, the more I fell in love with him,” Jill explained on the duo’s website, noting that her trip to see him shifted their relationship and officially started their courtship. Once Dillard returned to the U.S. in 2014, the pair’s romance heated up and the attorney proposed in March of that year. “We’re just really trying to keep our relationship focused not on the physical but really just more on communication and continuing to learn more about each other,” Jill told ABC after their engagement. “We’re saving our first kiss and things beyond that for our wedding.” [jwplayer wJUoI0sy-l3ahXupL] Several weeks before tying the knot in June 2014, Jill expressed how glad she was “to be engaged to the most awesome guy in the world” via Twitter. The couple have since welcomed three sons, Israel, Samuel and Frederick, and been vocal about how they keep their romance alive. “Sex is a super important part of marriage, but it’s also important to prioritize fun and intimacy that leads to a healthy marriage, including a healthy sex life,” the Counting On alum said of her relationship with her husband during a February 2021 YouTube video, in which they described how they talk to their kids about sex. The pair then explained in kid-friendly terms that babies get born after their parents have a “date” and then they start growing “inside of mommy’s tummy.” In the clip, Jill chimed in, saying the duo had “a bunch of dates” before becoming parents. Dillard cheekily replied, “We did have four dates in one day, I think, that one time.” Jill added, “Hey, we have a good sex life.” Scroll down to relive Jill and Dillard’s relationship highs and lows: [podcast_block]

Credit: Courtesy Jim Bob Duggar

December 2011

The Arkansas natives grew up within 45 minutes of each other but didn’t meet until Christmas of 2011. Jill recalled on the couple’s wedding website that she first met Dillard when he came to her house while caroling with a church group.

Credit: Courtesy of The Duggar Family/Instagram

2012-2013

While Dillard was doing humanitarian work in Nepal back in 2012, Jim Bob served as one of his prayer partners. “We would talk every couple weeks or so to discuss how our work was going and what current prayer needs were,” Dillard wrote on the couple’s site.

Jill added: “As my dad got to know Derick he was really impressed with his Godly character. He started telling me about Derick and also told Derick about me! I listened in on a few phone conversations with my dad without Derick knowing I was doing so.”

Credit:

March 2013

“The first time Jill and I spoke was over the phone in a brief conversation we had back in March 2013,” Dillard recalled. Jill explained that Dillard had called her father to give him an update on his mission when she walked into the room. “My dad told Derick I had just come in the room and asked him to tell me a little bit about himself,” she said. “We talked briefly that evening, however, in the months following I didn’t think much about him.”

Credit: Courtesy of Jill Duggar/Instagram

August 2013

“I continued speaking with Jim Bob (Jill’s dad) over the summer, but didn’t speak with Jill again until August,” Dillard wrote, noting that during that time he was “praying about Jill” and trying to figure out what was next for them. Toward the end of the month, Derick said he received Jill’s phone number from Jim Bob, which is when the pair started conversing on their own.

Credit: Courtesy Jim Bob Duggar

November 2013

Three months later, Jill and Jim Bob went on a two-week trip to Nepal and the couple finally met face to face. “I had no idea what to expect,” Dillard revealed on the pair’s website, adding that after spending time with Jill he “felt the Lord directing me to ask Jill to officially begin a courtship relationship.”

Credit:

March 2014

Two months after meeting the whole Duggar family upon his return to the U.S., Dillard proposed after a lunch date at a Mexican restaurant. The lawyer popped the question after walking around a park as a musician played a song for them, which was preplanned.

Credit: Tlc/Kobal/Shutterstock

June 2014

The lovebirds tied the knot in front of more than 1,000 witnesses at the Cross Church in Springdale, Arkansas, on June 21. After they were pronounced husband and wife, the couple shared their first kiss.

Credit:

April 2015

The Duggar family celebrated the arrival of Jill and Dillard’s first child, son Israel, via Facebook. "We are so thankful for a healthy Mom and baby!" the statement read, after Jill gave birth on April 6. "Love this sweet baby Israel! We are happy grandparents, and we promise more pictures soon!"

Credit: Courtesy of Derrick Dillard/Instagram

July 2017

“We are excited to finally announce the arrival of Samuel Scott Dillard,” the family shared on their website following their second son’s birth on July 8. “After 40 hours of labor, he was delivered via C-section at the hospital. Thank you for your continued prayers and support!”

Credit: YouTube

November 2017

TLC announced that the network was no longer working with Dillard after he made transphobic remarks about reality star Jazz Jennings. “We want to reiterate that Derick’s personal statements do not reflect the views of the network,” the statement read at the time. Jill, for her part, did not return for season 7 of Counting On, which aired in 2018, following her husband’s exit.

Credit: Courtesy Jill Duggar/Instagram

June 2019

Ahead of their fifth wedding anniversary, Jill gave her fans advice for a healthy and happy marriage while detailing her and Dillard’s sex life. Among her list of more than three dozen “ways we can love our husbands,” Jill pointed to having sex as the No. 1 tip.

“You both need this time together regularly (3-4 times a week is a good start. lol),” she wrote on the Dillard Family blog. “And when you may not be able to actually have intercourse for a period of time or for health issues, find other ways to have fun and be intimate. Let your spouse know that you’re always available. Guard against fulfilling sexual desires alone. Be open with your spouse about your desires and change things up to keep it exciting!”

Credit: Tlc/Kobal/Shutterstock

October 2020

Jill and Dillard shared a video on their YouTube channel, revealing the reason they have distanced themselves from her family following their step back from Counting On three years prior. “We found out we didn’t have as much control over our lives as it related to the show and stuff, as we needed,” Jill claimed at the time. “We had to make a decision at that time to kind of put the show aside … to pursue our own goals and everything. That’s when we made that decision.”

After they stopped filming the reality show, the mother of two explained that there has been “some distancing” with her parents and siblings. “We’re not on the best terms with some of my family. We’ve had some disagreements, but we’re working toward healing definitely and restoration, but we’re having to kind of just take some time and heal,” she added.

Credit: Courtesy of Jill Duggar/Instagram

May 2021

“So proud of my man,” Jill captioned a mirror selfie with her husband in honor of his University of Arkansas School of Law graduation.

Credit: Courtesy of Jill Dillard/Instagram

June 2021

“👰🏻🤵🏻7 years ago today we said, ‘I do’ and became husband and wife!” the 19 Kids and Counting alum gushed via Instagram on the pair’s seventh anniversary. “@derickdillard I could’ve never imagined at the time all we’d face together and where we’d be now, but I’m forever grateful for you always by my side! 🌳. Thank you for being my man and loving and leading through thick and thin! You’re my bestie for the restie! 😘💋.”

Credit: Courtesy Jill Duggar/Instagram

February 2022

The duo announced they are expecting baby No. 3 after previously suffering a miscarriage in October 2021. One month later, the pair revealed the baby’s sex. “It’s a boy!! We couldn’t be more excited!” Jill captioned an Instagram snap in March 2022. “💙 Thinking maybe we should pad our house and turn it into a trampoline park🙃😋.”

Credit: Courtesy Jill Duggar/Instagram

April 2022

The Supreme Court of Arkansas announced in a press release that Dillard was among the many individuals who passed the Uniform Bar Exam (UBE) and “successfully completed” the Multistate Professional Responsibility Examination (MPRE) nearly one year after his law school graduation. 

Dillard, who took the bar exam in February 2022, will now be “certified to the Clerk of the Arkansas Supreme Court for admission as attorneys licensed to practice law in Arkansas,” per the statement.

Credit: Courtesy of Jill Duggar/Instagram

April 2022

The couple announced that they were moving out of their home in Arkansas due to Dillard's law career. "We are joining the masses of people who are currently navigating this crazy real estate market ... We are sad to say goodbye to our very first home that we bought three years ago but pray it brings much joy to the next family who will get to make memories here," the blog post read.

Credit: Courtesy of Jill Duggar/Instagram

May 2022

“Couldn’t be more proud of my man @derickdillard 🥰 👨‍⚖️He was sworn in as an attorney yesterday at the #arkansassupremecourt in Little Rock,” Jill wrote via Instagram. “So excited to celebrate together as a family and looking forward to where God takes us next! Love you babe!”

Credit: Courtesy of Jill Duggar/Instagram

July 2022

The pair welcomed baby No. 3 after previously suffering a miscarriage. "'Freddy' Frederick Michael Dillard is here!" they gushed via their family blog days after the little one's July 7 arrival. Later that month, Jill and her husband shared sweet photos of Frederick meeting his older brothers.