Victor Mair asked me if I’d ever encountered the pronunciation of with as wɪt.
The answer is yes, though I find it difficult to pin down with any precision who would use this form. As Victor himself suggests, it tends to have overtones of “some types of gangster or punk talk” (in AmE or in people imitating AmE). I think I’ve often heard it in the demotic American English you get in Judge Judy or reality shows. The rapper Nelly has a hit called Ride Wit Me. But does it go wider than this?
You can also get yod coalescence in with you wɪtʃə, with an affricate resulting from the plosive plus underlying approximant.
In different parts of the English-speaking world with can be pronounced in several different ways. First, if the word is said with a conservative dental fricative, this consonant can be either voiceless wɪθ (most AmE, Scottish), or voiced wɪð (remaining kinds of BrE, including RP). It rhymes with myth and smith for many Americans, but not for me.
Secondly, the dental place of articulation can be changed to labiodental (TH Fronting). For the voiceless sound, this gives wɪf (mainly American black?); for the voiced, wɪv (popular southeastern England). Texting Londoners often write wiv. Dizzee Rascal has a hit called Dance Wiv Me.
Thirdly, the fricative manner of articulation can change to plosive (TH Stopping). This gives voiceless wɪt (the one we started by discussing) and voiced wɪd (Irish, West Indian, Newfoundland?, African, Indian).
Lastly, the final consonant can be lost altogether, leaving just wɪ. This is still found in north of England traditional dialect, and is also typical of Jamaican Creole and Caribbean English Creole generally. There is a literary spelling wi’ (e.g. Scots).
Just this intersection of voicing, place, manner and deletion gives us 2×2×2+1=9 principal variants among NSs.
NNSs with TH problems supply two further variants: wɪs and wɪz.
The video of which there is a cropped screengrab alongside is entitled, as you see, tha got beef wi me (“you got a complaint against me?” in the dialect of Sheffield — or is it Barnsley?).