Jamie Lynn Spears announced her engagement to boyfriend of three years, Jamie Watson, last night, via Instagram. Click “keep reading” to see her ring!

Jamie Lynn Spears and her daughter Maddie are in the Halloween spirit a little early! Maddie, who is now four, had a Celebrity Day at her school, and who else would she pick o dress up as other than her Aunt Britney?

Last night during an intimate performance at 3rd and Lindsley Bar & Grill in Nashville, TN Jamie Lynn Spears debuted a new county-tinged song dedicated to her older sister Britney called, “I Look Up To You.” See the full performance and let us know what you think!

We posted a few weeks ago about a Twitter exchange between Teen Mom 2 star Chelsea Houska and Jamie Lynn Spears after Jamie had watched an episode and wanted to express sympathy for Chelsea’s situation with her on-again, off-again boyfriend Adam Lind. The two young, single moms agreed that they should set up a play date for their daughters, Maddie (3) and Aubree (2).

It now appears that Jamie and Chelsea have followed through with setting up a play date… for themselves! In New Orleans! During Mardi Gras!!!

Long before the show 16 & Pregnant forever changed the television landscape Jamie Lynn Spears was the fierce target of the tabloid universe for being just that. In a recent interview with Glamour, the now 21-year-old discusses that crazy time and how she’s evolved and matured in the process. Catch up with Jamie and get her thoughts on the Teen Mom phenomenon and learn how more than possibly anyone, she can relate to what the stars from Teen Mom go through.

One of the 3.2 million viewers who tuned in for the super dramatic episode of Teen Mom 2 Tuesday night was none other than Britney’s little sister, Jamie Lynn Spears, who offered her sympathies to broken-hearted Chelsea Houska via Twitter. The two later arranged a tentative play date for their daughters Maddie (3) and Aubree (2)!

See Britney Spears’ adorable 3-year-old niece Maddie Briann, daughter of her sister Jamie Lynn, sing the following part of her song “Up N’ Down.”

“The beat just dropped and the room got sexy. You’re watching me like there’s no one else around. Up and down, up and down, up and down.”

Included are the full lyrics and the song in its entirety in case you want to teach your little cutie pie how to sing this one.

Though you may be hearing differently from other news sites, we have proof that Jamie Lynn Spears is indeed pregnant! One of our paper-azzi is trained in medical ultrasonography and was able to snap a sonogram of Britney’s lil’ sis outside of a Wal-Mart! We can’t tell what sex it is but you can see [...]