Rose later confirmed that he was dating Taylor Ann Green after the couple sparked dating speculation in 2020. “Things are going well, and she’s fantastic,” he exclusively told Us Weekly in October 2020 about the special woman in his life. “I kinda jokingly said, like, she refuses to give me a reason to not be in love with her, honestly. Like, I can find a reason to, like, weasel my way out of, like, any — oh, not weasel, but you know what I mean?”
At the time, the TV personality admitted that his relationship was making him view his future in a different light. “Day after day, month after month, she was just fantastic. It just makes it really easy when, when you’re, like, wait a second, why would I ever not want this person in my life?” he shared. “That doesn’t make any sense at all. So it’s definitely a departure from my norm.”
“I think if Shep was gonna have a forever relationship, this is it. She actually likes Shep and loves him for who he really is. There’s no, like, trying to change him or anything,” the Winter House star told Us in June 2022.
Madison LeCroy and Venita Aspen, however, noted that they had their concerns. “I think that the unfortunate thing with them is that Taylor loves Shep more than Shep loves Taylor,” Aspen told Us that same month. “And, like, you should never be with a man that doesn’t love you as much as you love him.”
"I'm doing better. Or, I'm doing well. I'm staying out at the beach, a lot. I go downtown every now and then. When I go downtown, it's like, I remember why I live out on the beach, basically. I'm thinking about getting a dog, actually. Yeah, wouldn't that be cool, maybe?" he told The Daily Dish. "But I'd need a lot of help because I travel so much and this and that. But I think I have friends that could help out. That's what I'm thinking about. We'll see."
Rose added: "I'm not going to get a dog to make myself a better person. But I'm not gonna say that I don't think it will make me a better person 'cause I think it will. I think if you have something you're responsible for, you sort of get a new perspective on life."
Credit: Courtesy Shep Rose/Instagram
After going public with Green, Rose gushed about the next chapter of his life. “[I usually say], ‘Oh, well, you know, then there's that.’ And then, you know, sort of, like, the three-month itch, I guess you would call it,” he explained to Us in October 2020. “And, like, day after day, month after month, she was just fantastic."
“I was definitely nervous about, you know, domestic bliss. Even though my parents had been married for 45 years and both my brother and sister were married,” he added at the time. “So, I don't have, like, you know, a lot of examples of things not working, but for some reason I worry about that and wring my hands about that.”
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Sticking to It
“From where I sit, I predict that in fifty years, marriage as we know it will be unrecognizable. The institution won’t go extinct, but it’ll be endangered,” Rose wrote about his views on settling down in his book Average Expectations: Lessons in Lowering the Bar in March 2021. “What will cohabitation and ‘marriage’ look like in the future? I believe it will become more of a self-defined partnership. It’ll be more pragmatic and less idealistic. Because let’s face it, it’s f—king hard to be in a relationship. Being single is easy as pie.”
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For Rose, his reservations about marriage come from being unsure if he could commit. "There's a finality about it. That's just, like, ah, it's permanent," he shared with Us in March 2021. "It's like gambling on the future to the maximum, and I'm not a big gambler. ... I'm really, really upfront about that."
Credit: Stephanie Diani/Bravo (2)
Thinking About a Commitment
In June 2022, Rose hinted that a potential engagement may be on the horizon for him and Green, telling Us, “I am trending in that direction. Let's put it that way. We've actually started to talk about it. We're both, like, nervous about the prospect for lots of different reasons, but I think that's natural.”
“I don’t want to have kids right now. But we don’t use protection,” the “Enough About Me” podcast host told costar Austen Kroll. “I don’t know what I want. Almost two years and I’m happy. My life is really good and she’s a big, big part of that.”