Oliver Jones is the cousin of Whipple Jones III, and the brother of Agnes Jones (AKA Sandy Sommers). Oliver had been a source of strength when Agnes was raped years ago, and was in Los Angeles reconnecting with Agnes. While working as a DJ at the Insomnia Cafe, Oliver, on separate occasions, met Hope Logan and Steffy Forrester. Oliver and Hope hit it off, and began dating. But Steffy had her eye on Oliver as well, in part to harass Hope, her adversary. Steffy teased Oliver in sexy lingerie, and they kissed, but Oliver had fallen in love with Hope.
One night, Oliver accidentally videotaped Bridget Forrester and Owen Knight cheating on their respective spouses. Steffy was on an anti-Logan crusade, and, since Bridget was Brooke Logan's daughter, Steffy tried to sweet-talk Oliver into giving her the video so she could hurt Brooke. Oliver talked Steffy out of the scheme and uncovered Steffy's vulnerable side, but stayed true to Hope.
Hope was having a graduation party, and Oliver used his connections to have Daddy Yankee perform at the bash, where the guests wore identical costumes and masks. Hope had told Oliver she would let him know when she was ready to let him take her virginity, so, at the party, Oliver heard Hope whisper "I'm ready," and Oliver made love to Hope on the terrace. But Oliver was horrified when he discovered he had made love to Hope's mother, Brooke, and that Brooke thought she was making love to her husband, Ridge Forrester.
Steffy pounced when she found out: Hope had to leave for college, Brooke had to leave Forrester, and Oliver had to date Steffy, otherwise Steffy would expose Brooke and Oliver. Brooke confessed to Ridge, who forced Steffy, his daughter, to produce a tribute video to Brooke as punishment. Spencer Publications got hold of the video and added a recording of Steffy talking about the "mask boink." Soon the truth was made known to the world, and Oliver was humiliated. Hope couldn't get the image of Oliver and her mother out of her head, and dumped Oliver. Ridge let Oliver keep his newfound job at Forrester, but punched Oliver to even the score.
Amber Moore, who was working at rival fashion house Jackie M, cozied up to a vulnerable Oliver, who was pining for Hope. Oliver was using his iPad to make a promotional video featuring Forrester designs. Amber figured out Oliver's password and gave the designs to Jackie M. Oliver was still allowed to keep his job, but Amber was fired and needed a place to stay, so a forgiving Oliver put Amber up. Amber and Oliver got drunk one night and had sex, and soon Amber discovered she was pregnant. But Amber was determined to name the rich Liam Cooper, who she had also slept with, as the father. As Hope was now seeing Liam, Oliver worked with Amber to break them up. In addition, Liam's father, the powerful Bill Spencer, Jr., put pressure on Oliver to lure Hope away from Liam.
Hope and Liam went through a dizzying array of breakups and makeups, trying to decide between their love and what was best for the baby. Oliver made sure to be there for Hope, and even asked Hope to marry him. But when Amber gave birth to an African-American baby (Marcus Walton Forrester had been Amber's "friend with benefits"), Liam raced to the Big Bear cabin and exposed Oliver's part in Amber's scheme.
Afterwards, Oliver was only occasionally seen doing photo shoots or working Forrester events. Much later, listening to Hope lament repeatedly losing Liam to Steffy, Oliver admitted he still had feelings for Hope and showed her an ankle tattoo he'd gotten of the Chinese symbol necklace he once gave her (which had figured into his "mistaken identity sex" with Brooke). Oliver continued to support Hope as Liam prepared to marry Steffy a second time.
Oliver moved in to a beach house with Steffy's brother, Thomas Forrester, and together they tried to cheer up the sullen Hope. Asked to take part in a fundraising fashion show, Oliver modeled sleepwear with Thomas and other male executives at Forrester to benefit the Caroline Spencer Cancer Foundation. Later, Oliver was hired to do a photo shoot at Jabot Cosmetics in Genoa City, Wisconsin, where he captured images of Summer Newman and caught up with old friend Tyler Michaelson.
At a Fourth of July party thrown by Hope's brother, Rick Forrester, Oliver, with Thomas' encouragement, cozied up to new Forrester model Theresa. Later, Oliver called Genoa City to tell Summer she should come to L.A. for some meetings that would advance her career. While waiting for a stuck elevator, Oliver struck up a conversation with Maya Avant, the spokesmodel for Hope's clothing line, Hope for the Future (HFTF). Oliver gushed about Maya's professional and personal attributes, and couldn't help kissing her, although she was already engaged to Carter Walton.
After many years as Forrester's photographer, Ridge felt that Oliver's slant was too youthful for the company's redirect toward couture, and Oliver was out of a job. Oliver was reinstated after many of his colleagues took up for him, but Oliver began to feel that his job would never be secure because he wasn't a Forrester. Aly took an interest in young Aly Forrester, telling Maya he would "put up" with Aly if it meant holding on to his job. Oliver agreed to be Aly's boyfriend if they kept it secret, but Oliver became Aly's confidant as she relayed how much she hated psychiatrist Taylor Hayes; when Aly was a child, Taylor had hit Aly's mother, Darla Einstein, with her car, resulting in Darla's death. When Aly's father, Thorne Forrester, came to town to tell Aly that he and Taylor had resumed their long-ago relationship and were engaged, Aly freaked, but Oliver convinced Aly to hear Taylor out, suggesting that forgiveness would only be beneficial to Aly. Thorne and Taylor thanked Oliver when Aly gave their relationship her blessing, saying that they owed him.Thorne later took Oliver aside, concerned because Oliver was so much older than Aly, but Oliver insisted to Thorne that his intentions were honorable. Later, after Maya told Oliver that she resented the Forrester wealth she lost out on due to her failed relationship with Rick Forrester, Oliver told Aly that she should model for HFTF instead of Maya, which Maya overheard. When Oliver learned that Maya had a recording of him saying he was only dating Aly for job security, Oliver went to Aly and told her that, while he did initially feel that way, he had developed genuine feelings for her since. Aly didn't believe him and ran off with family friend Pam Douglas, and Pam's boyfriend, Charlie, to dinner theatre Medieval Times, where Renaissance-era jousting was reenacted for entertainment. Oliver snuck backstage and replaced a tardy performer, but he was thrown from the horse he was trying to ride. Oliver's presence on the field led to him having to joust with one of the other "knights," and his bravery convinced Aly that his feelings for her were indeed real.