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Stilinski Twins is a Teen Wolf trope and Tumblr meme. On the show itself, Stiles is an only child, but not necessarily in fanworks. Some fanfic writers have made him related to other characters on the show, such as Scott or Derek, in accordance with the Everyone Is Related trope; meanwhile, others created an original character to be his twin. The Stilinski twins trope has been around since at least 2012. A particular version of the trope exploded in popularity on Tumblr in October 2013 when fans started creating Same-Actor Crossovers with Stuart Twombly from the mainstream comedy film The Internship as Stiles' twin.
History of the Trope
Possibly the earliest twin fic was The Stilinski Brothers' Journey by CourtyPie, posted to Fanfiction.net on January 1, 2012. The earliest twin fic posted to Archive of Our Own was probably cool story, bro by drunktuesdays, posted on December 29, 2012. On the AO3, the "stilinski twins" tag was created on February 2, 2013 and was used 35 times as of October 29, 2013. The AO3 "Twin Stiles" tag was created on June 2, 2013.
Dylan O'Brien, the actor who plays Stiles, appeared as Stuart Twombly in The Internship, released in the United States and Canada on June 7, 2013. The first AO3 fanfic that used a same-actor crossover with The Internship was posted June 11, but Stuart and Stiles are not actual twins in it. Meanwhile, photos and gifs of Stuart appeared on Tumblr long before the film came out. But The Internship has not been the only film mined for Stilinski Twin AU gif sets; see mysnarkyself's June 3, 2013 Tumblr post using Dave from The First Time as the twin.
The Tumblr meme appears to have achieved lift-off on October 4, 2013, with a request by diet-coke-llama for role playing Stiles Stilinski with Stuart Twombly as twins. A day later, the "Stuart Stilinski" tag was created on the AO3. Two days later, a popular Stilinski Twins gif set was posted, and the creator cited diet-coke-llama as the direct inspiration. On October 6, Tumblr posts expressing excitement or befuddlement at the Stuart Stilinski phenomenon could be seen interspersed with actual fic, art, and graphics depicting the twins. Although the original role playing request initially spawned fanworks instead of RP, several Stuart RP accounts appeared during the month of October.
- Stuart Stilinski Tumblr tag
- Stilinski Twins Tumblr tag
- Twin Stiles and Stilinski Twins AO3 tags
- Stuart Stilinski, Stuart/Stiles, and Derek/Stuart AO3 tags
- twin!stiles recs @ theofficialstereklibrary
- stilinskisquared Tumblr "to house all things Stilinski twins"
- "cool story, bro" was posted to the AO3 on 29 December 2012. If you go to the Alternate Universe - Twins tag page and filter for just the Teen Wolf fanworks, this is the oldest one.
- Honest Mistake by brethilaki
- For example, see this February 13, 2013 post by fuckyeahsterekfeels. An early Stilinski Twins gif set using The Internship was posted to Tumblr on March 6, 2013 by mysnarkyself.
- diet-coke-llama.  posted to Tumblr on October 4, 2013.
- pawprintsandsnowflakes. Tumblr post October 6, 2013. The post had 15,725 notes as of November 1, 2013.
- For example, diet-coke-llama cried, WHAT THE HELL DID I START.
- For example, disaffectedalpha, an A/B/O RP where Stuart is an alpha werewolf, was active only on October 17-18. hewearsglasses was started on October 26. On November 1, galaxied complained, "I just had to block my fourth Stuart Stilinski RP account."