Leah Messer: Scandalous Relationship With MUCH Older Boyfriend Revealed! [UPDATED]

by at .  Updated at .

We supposed it's no great surprise that Leah Messer prefers to keep her love life on the down-low these days.

After two divorces and a handful of failed flings, Leah probably wants to make sure a relationship is the real deal before she shares the news with her millions of social media followers.

In the past, that's proven to be easier said than done.

(Remember when Leah and T.R. Dues tried to keep their relationship a secret and Teen Mom 2 obsessives found out about it immediately?)

Ms. Messer may have learned a lesson or two from those experiences, however, because she managed to keep her current relationship under wraps for several months.

According to The Ashley's Reality Roundup, Leah is dating a man named Jason -- and things have gotten serious in a hurry.

Jump into the gallery below for the low-down on Leah's new dude:

1. A Messy Love Life

A Messy Love Life
Leah's romances have been the cause of a good deal of strife over the years. Fortunately, Ms. Messer has remained in the game and never gave up on finding love.

2. Keeping It Local

Keeping It Local
Leah is flush with cash these days, and obviously, she's not burdened by a full-time job -- but she's still a single mother of three young girls, which doesn't allow a lot of time for travel. So Leah tends to favor romantic prospects who live nearby.

3. Splitting on Good Terms

Splitting on Good Terms
Leah's most high-profile breakups -- including her two divorces -- certainly weren't painless, but to her credit, she's managed to maintain close friendships with the fathers of her three kids.

4. Leah and Corey

Leah and Corey
Leah married Corey Simms -- the father of her twins, Ali and Aleeah -- in 2011. She admitted to cheating on him after just six months of marriage, and the couple called it quits shortly thereafter.

5. Leah and Jeremy

Leah and Jeremy
One year later, Leah tied the knot with Jeremy Calvert. The marriage lasted just shy of three years and produced Leah's youngest daughter, Adalynn.

6. Ups and Downs

Ups and Downs
In the years since her second divorce, Leah has endured a series of failed flings (including a brief reconciliation with Jeremy), but those closest to the TM2 star say it looks as though she's finally found love again ...

7. Meet Jason!

Meet Jason!
According to The Ashley, Leah's new man is a 39-year-old dad named Jason Jordan. And it sounds like he doesn't have a whole lot in common with her exes.

8. A Subtle Reveal

A Subtle Reveal
Leah confirmed her relationship with Jason in the comments to this Instagram photo, which shows her daughters celebrating the Fourth of July.

9. A Telling Comment

A Telling Comment
Jason commented on the photo, “The fireworks were incredible no doubt, but being with you was the most incredible part of my evening." Leah replied with a series of flirty emojis.

10. Let the Sleuthing Begin

Let the Sleuthing Begin
Fans quickly rushed to Jason's social media pages (all of which are now private), and many zeroed in on the fact that he's considerably older than she is.

11. Rudeness

This is the internet in 2018, so naturally, most fans who felt the need to comment on the age difference weren't exactly kind about it. But as we're sure Leah has discovered, there are benefits to being with an older partner...

12. Age Gap

Age Gap
Yes, Jason has 13 years on 26-year-old Leah. And it seems that unlike so many boyfriends in the Teen Mom universe, he won't be relying on that MTV money.

13. Big Money Jay

Big Money Jay
A former college basketball player, Jason graduated with double-major Bachelors degree in psychology and sociology. According to The Ashley's sources, he's built a successful career in medical sales.

14. Come Again?

Come Again?
According to Jason's LinkedIn page, he was a professional basketball player with an organization called Hoops Vision from 2001-2002. But no one is really sure what the hell that is.

15. It's Good to Have Hobbies

These days, Jason entertains himself by posting YouTube videos as his alter ego, West Virginiua Meth Man. We don't get it either.

16. Similar Pasts

Similar Pasts
Like Leah, Jason is divorced. He was reportedly married to the mother of his child from June 2014 until October 2017.

17. Keeping It Low-Key

Keeping It Low-Key
But even though Leah and Jason have reportedly gotten serious, fans won't be seeing him on TV anytime soon. “She is filming for Season 9 but has mentioned to [crew members] that he will not be on ‘Teen Mom 2’ because she wants to keep this relationship more private,” says The Ashley's source.

18. A Mixed Blessing

A Mixed Blessing
While Jason's decision to remain off-camera might complicate Leah's shooting schedule, she probably welcomes the opportunity to keep her relationship on the down-low.

19. Under a Microscope

Under a Microscope
Leah has made no secret of the fact that she doesn't relish the intensity of fans' interest in her love life, and she generally tries to keep her relationships out of the spotlight.

20. Paying Her Dues

Paying Her Dues
Leah's longest relationship after her divorces was with a neighbor named T.R. Dues. She attempted to keep the relationship a secret, but was not successful in doing so.

21. Leah and Scotty

Leah and Scotty
There were also rumors that Leah was romantically involved with Scotty Ayres, but she maintains they were just friends.

22. Lean and Brian

Lean and Brian
Leah has been romantically linked to Brian Gravely, but those who follow her social media pages closely will be aware that Leah and Brian really are just platonic besties.

23. The Reconciliation

The Reconciliation
Leah briefly got back together with Jeremy earlier this year, but the former couple quickly decided they're better as friends and co-parents.

24. Single AF

Single AF
It's unclear exactly when Leah and Jason began dating, but as recently as February, Leah was still on the market.

25. Getting Back Out There

Getting Back Out There
“I am single AF!” Leah said on her friend Kailyn Lowry's podcast. “I just now started getting back out into the dating world…It’s difficult [being single with three kids]. It’s really challenging trying to date.” We guess it didn't take her long to find what she was looking for!

Wait! There's more! Just click "Next" below:

Show Comments
Leah Messer
Teen Mom 2, Celebrity Gossip
Related Photos:
Leah Messer Slideshows, Teen Mom 2 Slideshows, Celebrity Gossip Slideshows
Related Post:
Created by:

Leah Messer Biography

Leah Messer Calvert Picture
Leah Messer stars on Teen Mom 2. That's on MTV. She's married to her baby daddy Corey Simms, which makes her relatively unique and stable... More »
Full Name
Leah Messer