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His Fiancée Confessed To Kissing His Best Friend And Another Man, But He Doubts She’s Telling Him Everything

profile Bre Avery Zacharski | Jul 10, 2026
Jul 10, 2026
Happy young female in trendy dotted garment
Dash - stock.adobe.com - illustrative purposes only, not the actual person

If you found out that the person you were about to marry had kissed two people, including your best friend, how would you feel? Would you still want to go through with the wedding?

This 24-year-old man has been with his 23-year-old fiancée for the last six years. They bought a house together, and next year, they are supposed to be getting married.

But a recent dose of honesty on his fiancée’s behalf has him wondering if he should even go through with the wedding. A couple of days ago, his fiancée admitted that she kissed his best friend six months ago after having too much to drink.

And she also kissed another guy some other time. So that makes for two kisses with two different guys.

“She says both incidents were ‘just kisses’ and nothing more. The hardest part is that I’d had concerns about how close she and my best friend were for years,” he explained.

“I brought it up multiple times, but always felt guilty because I didn’t want to be controlling. Finding out my biggest fear actually happened has completely shattered my trust. And I feel like an idiot.”

Additionally, his fiancée revealed to him that she’s interested in men and women and has been struggling with drinking and anxiety.

“I don’t see that as an excuse for what happened, but that’s how the confession came out. I’ve left home and am staying with my parents. I’m planning to take a week with no contact before meeting her again and asking for the complete truth,” he continued.

He feels crushed, and he’s not sure that his relationship will be able to overcome what his fiancée did, even if it was only two kisses, though he doubts she’s telling him the whole truth.

Happy young female in trendy dotted garment and with bright makeup smiling and looking at camera while standing on street outside cafeteria in evening
Dash – stock.adobe.com – illustrative purposes only, not the actual person

But let’s say it was just two smooches, he’s left wondering if it’s realistic to think they can rebuild their bond following her betrayal.

The bottom line here is that his fiancée cheated on him twice, meaning she didn’t feel guilty enough the first time it happened to prevent herself from doing it all over again.

And the fact that she picked his best friend means she really doesn’t care how he feels or how her actions impact him. On top of that, she spent the last six months keeping all of this a secret, and while planning a wedding, meaning she’s been lying to his face every single day.

I do believe there was more than went down beyond two kisses, but he will most likely never know the truth, as she’s not exactly trustworthy, is she?

As hard as this is to deal with, he should focus on how lucky he is that this came out before he actually got married to her. Speaking of marrying her, he absolutely should not.

He needs to sell the house, break off the engagement, and move on without her because there is nothing that can be done to save this relationship.

Do you think it’s possible for them to rebuild, or are you afraid that his relationship with his fiancée will never be the same again?

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By Bre Avery Zacharski

Hi, I'm Bre, Chip Chick's CEO! I have a degree in Textile/Surface Design from The Fashion Institute of Technology, and... More about Bre Avery Zacharski