Sex between 3 men and a woman in which one man inserts his penis in her vagina, a different man enters her anus, and the third member receives a blowjob from her at the same time.
Your mom got trainwrecked last night when those 3 guys from bingo night all had sex with her at the same time.

or

What happened to "secret" when Phyllis and May piled on him!
by sunshine September 20, 2004
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Britney Spears in general, highlighting many Britney incidents such as her comeback on MTV's recent Video Music Awards, fumbling her baby, showing her cooter and shaving her head, just to name a few.
The 2007 VMAs were home to the biggest trainwreck comeback of the year.
by Ashl and Krissy September 12, 2007
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Very potent marijuana that will get you very high and fucked up. It is called trainwreck because you are so messed up. Although real trainwreck is natural fake trainwreck is normally laced with other drugs.
One hit of this trainwreck will fuck you up.
by lajoiester October 21, 2005
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(noun, verb)Sexual intercourse between at least four people in which all orifices are filled with genitals of one another. For example, one woman could be "trainwrecked" by three guys: one with his penis in her vagina, another with his penis in her anus, and the third member with his penis in her mouth, all of which is happening at the same time. It can also happen with a bisexual man: penis in his mouth, penis in his anus, while he has his own penis in a woman's vagina/anus/or mouth, etc. There are several other combinations that create a trainwreck (4 men, 2 men and 2 women, etc.) the only limit is the sexual imagination. See also finger cuffs, dp
1.Jane:What did you do last night?
Sarah: I took three guys home! I sucked one guy off while the other two fucked me in the ass and my pussy
Jane: Shit, girl! Sounds like you got trainwrecked!

2.Matt: I can't believe you're looking at porn at the library computer again, Jeff?
Jeff: I'm sorry, but I'm really horny and my computer isn't working. Hey look at this chick! She's getting trainwrecked, see: she's got one in the mouth, one in the pooper, and one in her vagina. God, that makes me happy :)
Matt: Um... That's disgusting! What a slut!...Hey, did you just say "pooper"??!! OMG, Bitch!


by JacktheWASP September 1, 2005
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Person 1: Dude, My mental state is not good rn..
Person 2: Damn, That's a legit trainwreck
by ThtGenderfluidFryingPan December 16, 2021
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When a girl/guy gives you head but has braces...
DUDE... my penis is bleading i got a TRAINWRECK! from a girl and now its all scrathed up.
by jagster1214 April 12, 2009
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An unstable human being that inevitably crashes horrifically. Trainwrecks are frequently bisexual, have multiple (sometimes ignorant of one another) sexual partners, and a general or total lack of organizational skills. Trainwrecks are typically, though not always, female. They are usually lower class, but upper class trainwrecks are not rare. Lower class trainwrecks typically use sex as an exchange medium. Upper class trainwrecks typically use sex to control people. Both frequently use sex to substitute for interpersonal skills in establishing or maintaining relationships. Almost all trainwrecks have a LONG list of continuous problems and a similar or smaller list of recurring problems. Virtually all trainwrecks have multiple dependents (lovers, children, parasites, etc.) that help speed the trainwreck into the inevitable "shitstorm." Trainwrecks do not improve under their own power. They require an outside force to push them on the path to recovery.
Lindsay Lohan, Britney Spears, and MC Hammer are all of examples of trainwrecks.
Many other celebrities exemplify trainwreck behavior, but are not necessarily trainwrecks.
by JudoCtulhu December 28, 2011
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