See the best & worst Teen Mom engagement rings from Chelsea Houska's $15K diamond to Amber Portwood's $18 Walmart band

See the best & worst Teen Mom engagement rings from Chelsea Houska's $15K diamond to Amber Portwood's $18 Walmart band


THROUGH the years, the Teen Mom franchise has seen several engagements and these are the best and worst rings from Chelsea Houska to Amber Portwood.

Relationships have come and gone on the show, but fans haven't forgotten.

Through the years, fans have watched as stars like Amber Portwood, Chelsea Houska, Jenelle Evans, Kailyn Lowry and more got engaged – in some cases more than once – on the show.

Amber famously got engaged twice on Teen Mom, once to Gary Shirley and once to Matt Baier.

Gary popped the question to his then-girlfriend during the second season of Teen Mom.

He proposed during a beach vacation – the second time he'd done it – and famously stumbled over his words.

Amber yelled at him while he was still down on one knee, but the two did wind up engaged, but never married.

Both the ring and the proposal were memorable.

Teen Mom fans will recall Gary bought the ring at Walmart for a little more than $20.

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That's just one of the memorable Teen Mom proposals. Let's take a stroll down memory lane, shall we?


Gary proposed to Amber during Season 2 of Teen Mom.

It wasn't the first time he'd popped the question, but it was certainly a standout.

He proposed with a ring he purchased at Walmart for $21.40 – but it's the thought that counts.

Amber accepted his proposal after berating him for saying the wrong thing, but the engagement didn't last.

Amber has since moved on with several different men, while Gary is married to his wife Christina.

The two have a daughter of their own together, plus one child each from a previous relationship.


Amber got engaged again on Teen Mom several seasons later, this time to then-boyfriend Matt Baier.

Matt proposed to Amber during a romantic dinner date filmed for the show.

The pair split a while later, after Amber learned he was hiding children and other personal matters from her.


Chelsea Houska finally found her dream man, Cole DeBoer, at a gas station in 2014.

The pair dated for a while before getting engaged on the show and tying the knot in 2016.

Cole popped the question in a wooded area he decorated with pictures of the pair and Aubree.

He proposed with a two-carat engagement ring is estimated to have cost somewhere between $12,000 and $15,000.


Catelynn Lowell and Tyler Baltierra are high school sweethearts.

The pair appeared on 16 and Pregnant, documenting their adoption journey, and then appearing on Teen Mom.

They got engaged during a fancy night out and Tyler upgraded Catelynn's ring several times – once on Christmas 2014 and another time with a limited-edition Beauty and the Beast ring on Catelynn's birthday.

The ring cost more than $1,000 and may have come from Zales, according to Mommy Things.


Jenelle Evans and David Eason got engaged in 2017.

Mommy Things projects that the ring cost between $3,000 and $6,000, but Jenelle suggests it cost more – much more.

She showed off her ring on TikTok along with the silicone band she wears daily.

A troll commented on the post: "She paid for her own ring."

Jenelle responded: "I def didn't pay $10k for my own ring. F***kkkk that."

She and David are still married, though they've had their ups and downs.


Although they have long since broken up, Kailyn and Javi enjoyed a relatively long romance documented on Teen Mom.

Javi proposed to Kailyn with a scavenger hunt around her hometown.

Months after his first proposeal, he proposed again with a new and bigger ring.

The exact value is not known, but it certainly wasn't cheap.

Javi and Kailyn divorced in 2017.


Maci Bookout and Taylor Kinney started put dating long distance.

Taylor lived in Texas, while Maci lived in Tennessee.

Eventually, he decided to pack up and move in and the pair continued their relationship.

After welcoming two kids together, tey got married in 2016.

Taylor proposed by setting up a fake photoshoot.

He presented his fiancée with a custom ring featuring more than 80 diamonds.

Mommy Things estimates the ring cost between $6,000 and $12,000.


Before she got into her current relationship, Leah Messer was married to Jeremy Calvert.

He proposed on Christmas and even presented Leah with an ornament that said: "engaged" with both their names.

Leah spotted the ornament and Jeremy immediately asked her to marry him.

The couple got divorced in 2015.

It's unclear how much he paid for her engagement ring, but he auctioned his off for $500 after their split.

As noted by Teen Mom Junkies, he faced backlash from fans of the show, to which he replied: "You all should know what she done with her wedding set so kiss my white a**!"

He deleted the post after the fact.

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