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English
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In Universe Unusual Formats and Media Prompt Fest 2025
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Published:
2025-11-20
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444
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1/1
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19
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Jackson Whittemore's Not-So-Secret Lover REVEALED!

Summary:

PopNewsDaily.com reports on the Instagram post that brings an end to a week and a half long saga! Jackson Whittemore has finally given us a name to the lover he spent a week in the Maldives with.

Notes:

Takes place in the same universe as my fic Better Than The Movies and I recommend you to read that before this! (You can still read this one first if you want, do what you want forever!)

(See the end of the work for more notes.)

Work Text:

Hollywood’s Busiest Actor takes a WEEK OFF in the Maldives and Teases The Internet With A SECRET LOVER. We finally know who it is!

A week of cryptic photos and countless theories later, we finally have an answer!

Fans of Hollywood’s hottest blonde have been thrown in quite a stir in the past two weeks. From announcements of upcoming projects featuring Jackson Whittemore to his nomination for Best Lead Actor in his latest movie, Time Out. He put in one more surprise in the form of a week spent on the other side of the world in sunny, luxurious Maldives.

The surprise comes not only because he’s taken an entire week off from work, but he’s spent his time on paradise with a secret lover!

On multiple posts across the week, Jackson chronicled their dream vacation together. However, one question plastered itself all over the Jackson-sphere.

Who was this guy?

instagram post of stiles and jackson at the airport, their feet kicked up each of their suitcases, only their feet are visible along with some empty chairs in front of them and the window outside showing an airplane. Post captioned with a single airplane emoji. One comment by jwfan.no1 reads who is that??? Another comment by jacksonbiggestfan.37 reads jackson please take me with you with a lot of pleading emoji faces.

Appearing to come almost out of nowhere, no one was expecting Jackson to even be in a relationship. He had spent the better half of this year working from one blockbuster to another. Jackson's posts now included the lover more than anything else.

Instagram post of stiles sleeping on his stomach on a beach blanket, a smiley face is drawn on with sunscreen, his face is obscured. Post caption is: napping in the sun. A comment underneath from stackson love bot reads: guys I think I know who that could be, with a couple of mispellings.picture of Jackson in a hammock beside lots of tropical shrub, his shirt is unbuttoned and an eye mask is on his face. Post captioned: Camera emoji creds: hot stuff. A comment underneath by eggstiles reads 3rd pic has to be stiles' shadow !!!!

The fans were quick to get to work after the first few posts. Working from nothing but pictures posted by Jackson himself, theories quickly popped up on who it may be.

Some fans, particularly ones who were fond of another actor, Stiles Stilinski, were quick to theorize that it was Stiles who was Jackson’s lover.

Now, there was some strong evidence in this. Both Stiles and Jackson debuted in Hollywood together in the cult classic, Sunsets Never Looked Better. They had lived together while filming took place and their scenes together completely reeked of just absolutely compatible chemistry. They later reunited as co-stars in Tidewater and the press-run had them acting as if they had kept in touch with each other ever since their first movie.

Some fans even went into detective mode and compared pictures of Stiles Stilinski and of Jackson’s secret lover, at least the parts we saw of him. Some even noted how quiet Stiles’ socials were during the week. It wasn’t totally abnormal for Stiles who wasn’t one to be as active as someone like Jackson was; however, the silence only really gave some leeway for this theory.

Tweet by a fan named stilesjackson truther!!, username pinkstacksons. Tweet reads: This HAS to be Stiles in Jackson's story from tonight, there's absolutely no way it isn't!!!! 2nd pic is from a pic of Stiles with a fan! Those hands don't lie!!!!! Two pictures attached, one of two cocktails and on the right side of the screen Stiles' hands holding his phone, resting on the table. Second picture is of Stiles' hands in front of his body, holding his phone and other misc. items.

After the week in paradise ended and a few days of radio silence from Jackson’s socials, we get a post that practically tells us who it finally is. A lovely picture, still not showing Stiles’ face, however, Stiles was tagged in it and the man himself finally broke his silence on the internet with a cheeky comment under it!

Instagram post of Stiles and Jackson in an embrace silhouetted by the sunset on the beach. Post captioned: post-vacay blues, so I'll share my favorite picture of us. Two comments below, first is by stiles which reads: is the soft-launch finally over? Second comment is by stvckon.lvr: oh my god its happening (in all caps)

Notes:

for day 10's prompt of the in universe fest 2025, i went all in hahaha!