On July 14, 2022, Joseph & Lindsey's 39th season premiered. "Lyndale's Girlfriend" marked the start of the season. Lyndale gets himself a new girlfriend named Vanessa. However, their relationship did not survive long since Vanessa was discovered flirting with Kirk behind Lyndale's back. Despite this, Vanessa is so smitten with Lyndale that she does not want to part ways with him. She claims that she and Lyndale are still together, but he considers the relationship to be finished. He has made several attempts to get Vanessa to split up with Lyndale, only to discover that none of his strategies have been successful. Lyndale attempted to cheat on Vanessa, but as a result, the two are now involved in a polyamorous relationship, which Lyndale does not want to be in but must manage.
Lyndale finally finds a new girlfriend called Vanessa after spending a considerable amount of time alone.
Vanessa was seen flirting with Kirk, and Joseph and Lindsey witnessed it and after, the team informed Lyndale of the situation.
Lyndale breaks up with Vanessa after discovering her infidelity, but she insists they are still together.
In an effort to cheat on Vanessa and leave her, Lyndale asks A.J. out on a date, and when A.J. agrees, Lyndale expects that Vanessa would leave him since she won't leave him.
Lyndale attempts to ignore Vanessa because he believes that doing so will cause her to leave him, however it's also possible that she may stay.
Lyndale makes his final effort to get Vanessa to ultimately leave him by shouting at her.
Lyndale has decided to quit after basically doing everything to persuade Vanessa to leave him, merely for those to be ineffective.
Lyndale wants Vanessa to leave him, so the crew looks for someone else who satisfies her requirements and appears interested in dating her.
Vanessa has made the decision to break up with Lyndale after realizing that she is too fixated on him.
The crew sees that A.J. and Vanessa are not getting along as they were arguing over who stays with Lyndale.
As a result of Joseph's trustworthiness, Boris allows him to open the letter he received from his job.