While not specifically about trans individuals, this thriller is frequently linked to your search terms. It stars Woody Harrelson and Emily Mortimer as a couple traveling on the Trans-Siberian Express who become entangled in a web of murder and deception.
: Critics at The B-Horror Blog describe it as "unnerving" yet full of "sassy comments," making it a unique entry in the rape-and-revenge genre. However, it also faced heavy criticism from GLAAD and activists for its use of slurs and caricaturish portrayals. Additional 2008 Titles Trannies in Training (Video 2008) - IMDb Trannies in Training (Video 2008) - IMDb. Tranny McGuyver (Short 2008) - IMDb trannies video 2008
Several films released around 2008 match your query, ranging from acclaimed international dramas to low-budget exploitation and adult titles. However, it also faced heavy criticism from GLAAD