‘The Bachelor’: Does Colton Underwood Regret Saying He’ll Get Engaged to Cassie Randolph?

Colton Underwood and Cassie Randolph are one of the most confusing couples in Bachelor land. If you take a look at either one of their Instagrams, they seem like the perfect couple, completely happy to be wrapped up in one another. But if you go back to just a few months ago, Underwood was fighting for Randolph to be in a relationship with him.

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Dirty Dancing x Diplo

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Underwood and Randolph’s rocky relationship

Underwood and Randolph’s relationship hasn’t always been smooth sailing. First, Underwood broke every Bachelor rule in the book by telling Randolph that he wanted to be with her before he sent all of the other women home. In return, Randolph told the former football player that she wasn’t ready to be with him and tried to go home. Then through a weird series of events that involved Underwood jumping over a wall, he was able to win her back.

In the end, the two left The Bachelor mansion together, but not engaged like most couples on the show.

When does Underwood think that they will get engaged?

After coming off of the show, everyone wanted to know when the couple would take the next step and get engaged.

“I think, right now, at this point in our relationship, we’re enjoying this, trying to be as normal as possible,” Underwood told Entertainment Tonight when asked about putting a ring on Randolph’s finger. “But you know, we’ve talked about our engagement and talked about taking the next step in our relationship and [decided] one thing at a time.”

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Sometimes it can be hard for me to find my words (as you all have seen haha)… it’s so easy for me to over-analyze and get in my own head, especially when my feelings are overwhelming or when big things are happening so quickly. So, here goes my attempt to put the past 6 months into words Stepping out of the limo on night one, I had no idea what was in store for me. The saying “God always has bigger plans in mind” has never felt more real to me than it does now. I’m honestly holding back tears as I write this, trying not to get too sentimental as all the memories and emotions flood over me while I reflect on this whole experience. I am unbelievably grateful for every single relationship that was formed with 29 amazing women, Colton and all the crew involved. It was a truly unique adventure that I got the extraordinary opportunity to experience. Everyone who has been beside me throughout these past 6 months (during filming and post), has helped me grow in ways that I couldn’t ever have imagined. I’ve learned things about myself, relationships, and life in general, that I would never have known otherwise. Thinking back to before I was cast on The Bachelor S23, I get chills realizing just how crazy it is that ONE THING has the potential to change life SO MUCH. ♥️ This past week, I took a much-needed break from my social media. I was allowing the opinions of others, and their sometimes cruel speculations, really get to me. That brings me to perhaps the truest, most impactful thing that this experience has taught me: to stay true to myself. Being real is something we ALL owe to ourselves. Regardless of the outcome, that is the one thing we can do to guarantee no regrets… to make the best decision we can in the moment. So cheers, my friends (and trolls) to The Bachelor S23 finale… may we all live and learn, be humble, and most of all, forever remain open to learning. Thank you for the opportunity to share with you all a glimpse into some of the most pivotal moments of my life. So far :) #thebachelor

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When asked when he thought it might happen, Underwood alluded to popping the question sooner rather than later.

“Honestly, if I was a betting man I would say it would happen within the next year, yes,” he said.

Does Underwood regret saying he and Randolph would get engaged?

Though Underwood originally said that he and Randolph would get engaged next year, he seems to be regretting his statement.

“I felt like I had to put a timeline on when we were going to get engaged because it was so abnormal, but I think for us, let’s just be normal, let’s enjoy dating each other,” he recently told ET.

Randolph shared these sentiments.

“I think initially, coming off of it, honestly we felt the need to defend it,” she said.”Yes, we’re at this stage, and we wanted everyone to believe how much we cared about each other, because we do, so much, and we thought that was how we’d go about it.”

Though they don’t really want to nail down a timeline, marriage is still an option for the new couple.

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“I think we plan on getting engaged and then plan on moving in together somewhere between then and the wedding,” Underwood added. “We don’t really know. We’re still trying to figure out that whole dynamic.”

The most important thing for the couple is to take it slow.

“Honestly, we’re ready for our lives to slow down a little so we can breathe and figure it out,” Randolph continued.

Read more‘The Bachelor’: Proof That Cassie Randolph Might Not Be as in Love with Colton Underwood as She Says

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