Jamie Lynn Spears is engaged to Jamie Watson!

Jamie Lynn Spears Jamie Watson

Jamie Lynn Spears has been out of the headlines for a while, but last night she found a way back in by announcing her engagement to her boyfriend of three years, Jamie Watson, via Instagram late Saturday night. She uploaded a picture of her and her fiance, with her enormous engagement ring on with the caption, “Guessssss what??????”

This past January, Jamie Watson (this whole Jamie name-thing is going to be confusing) told the New York Post that he and Jamie Lynn have been discussing the possibility of getting married. Before their engagement Jamie Watson bought Jamie Lynn a ring that he insisted to the press was not a promise ring but simply a birthday present. He told the New York Post, “I think promise rings are dumb… And Jamie Lynn doesn’t care that much. She’s not too picky.” The article describes Jamie Watson as an “older businessman” (he is 30 and Jamie Lynn is 21).

Jamie Lynn Spears ring

This not Jamie Lynn’s first engagement. The former Zoey 101 star made headlines in 2007 when she announced via Ok! Magazine that she was pregnant at the age of 16 by her then-boyfriend Casey Aldridge. They got engaged March 2008 before daughter Maddie Briann Aldridge was born that June, but the engagement was called off by 2009. The couple reconciled, but broke up again in 2010. She started seeing Jamie Watson in early 2010, after one of her breaks from Casey.

We dug a little deeper and found out that during one of her breaks from Jamie in 2011, Jamie actually went back to Casey for awhile.

Though Jamie Lynn and Jamie Watson have been on-and-off- again for a while, hopefully this is the last engagement for Jamie Lynn!

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  • tab

    i always feel sorry for men that have female names.

    • Jenn

      To me Jamie is a guy name and not a girl name. If anything Jamie’s parents should have given her a girl name instead of naming her after her father.

      • tab

        most people i know that have the name jamie are women. to me, it’s a female name.

  • What has she been doing? Like school and work and stuff?

  • Reality Viewer

    She is trailer trash just like her crazy sister Britney. Like this marrige will ever last. They have no real intention of ever staying married.

    • kim

      you can’t really compare the two Jamie is nothing like her sister the only thing she has done get pregnant as a teenager while her sister has gone full out crazy psycho

  • Sweet Venom

    I don’t understand why people get married when their relationship is on-off. Try staying together for a full year without any breakups before getting engaged.

  • dee

    I was just thinking they haven’t been together long, then I saw 3 years and said nvm. But then it says she broke up with Casey November 2010. So back to my question how long have they been together? I know its not 3 yrs.

    • starcasmnet

      She broke up with Casey in 2010, and she has also been dating Jamie Watson on and off for about three years. After she and Casey broke up the first time, she started dating Jamie. http://www.people.com/people/article/0,,20342318,00.html

  • good luck to them

  • Ashley

    I hope it lasts, especially for the sake of her daughter. So now the two Spears girls have what, about 5 engagements/marriages between them?

  • Congrats!