In My Little Old Boy Episode 442, Lee Sang Min dives headfirst into diamond ring shopping, hinting that he’s finally ready to propose. This milestone moment is emotional, hilarious, and deeply sincere — letting viewers witness a more vulnerable, romantic side of him.

Nervous Yet Resolute: Lee Sang Min Diamond Ring Proposal

Lee Sang Min kicks off the episode with a firm declaration:

“오늘 프로포즈를 해야 돼 그냥”
(“I just have to propose today.”)

Even as he admits he’s more used to planning events than actual proposals, his friends know this is no casual outing. Teasing him as he wrestles with nerves, they support his decision to finally take this major step toward commitment.

Inside the Store: Browsing for the Perfect Ring

At the luxurious jewelry store, Sang Min is hit with the weight of his choice. The group browses different ring designs, from 1 to 3-carat diamonds, classic round cuts to vertically elongated stones. The jeweler explains that white gold and platinum are the most popular options for engagement rings.

Sang Min reveals how he sees his bride-to-be:

“내 눈에는 너무 예쁘고, 약간 공주 같아.”
(“To me, she’s so beautiful, like a princess.”)

He takes into account her elegant look, fair skin, and delicate fingers, aiming to find something that fits her — not just in size, but in sentiment.

Style that Reflects Her, Not Him

Sang Min’s friends remind him that this isn’t about his preferences:

“형이 고르는 게 아니고 형수님 스타일에 맞춰야 돼요.”
(“You’re not choosing the ring for yourself — it has to match her style.”)

This becomes a turning point, as the group shares humorous but honest memories of their own proposals. A friend jokes about calling his wife “the jewel” instead of buying one, only to be corrected quickly.

Trying on Rings and Feeling the Pressure

The excitement heightens as Sang Min tries on high-end rings, including an extravagant 쌍가락지 (dual ring) set worth hundreds of millions of won. His reaction is equal parts fascination and fear — once it’s on his finger, the reality of his decision truly sinks in.

“오늘 해야지.”
(“I have to do it today.”)

He knows this is a defining moment in his life, and there’s no going back.

A Proposal with Heart — Even for Her Mom

A friend offers a thoughtful suggestion:

“형수님 어머님한테도 반지를 하나 해 드려요.”
(“Get one for her mom, too — it’s the trend!”)

It’s a small comment, but it adds another layer of meaning. Sang Min isn’t just thinking about the woman he loves — he’s thinking about the family he’s joining.