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Don't have the clue, Jolan, but perhaps the street meaning of ho?
Just missing #1 now...

Hi Jolan
I've only just returned from a weekend away, so very late checking-in. I have solved just #2 and that may be all. Looking forward to seeing the answers later. Jg x

Welsome Jazzy x.

And, Ari, hope you're not thinking of the same ho as I suspect. :))

Silly me. Of course. Got 'em all.

Now got #3 also

1- A CRONY MANIA
2- MIXTER-MAXTER (anag)
3- A LP HA T EST (set "free")
4- BACKSLIDE (throw weight behind, toboggan)
5- CONTRA(DI)CTION IN TERMS (anag stir men)

Thanks, Jolan, for another great set of clues.
Here are my attempts:

1. A friend with mental illness has a craze for expressing things, initially (11 acronymania? – A crony (friend) with mental illness (mania) – gives “acronymania” “a craze for expressing things initially”. (IMHO)

2. I exit MIT exam unhappily. It’s a confused jumble (6-6) Mixtie maxtie?- anagram of “I exit MIT exam” giving Scots word meaning “confused jumble”.

3. Trilby, possibly, set free following a record early trial (5,4) Alpha test? – Trilby – “hat” +”set” + a LP (a record) gives “a lp ha test”, an early trial.

4. Throw one’s weight behind toboggan to leave the straight and narrow (9) Backslide? Back- throw one’s weight behind + slide – toboggan giving “backslide” to leave the straight and narrow.

5. Words of denial in shortened form about police officer, stir men to behave recklessly (13,2,5) Contradiction in terms? Contraction (shortened form) + police officer (DI) + “stir men” gives “ contradiction in terms” – words of denial.

Just two again :

2 mixtie maxtie
3. Alpha test
But thanks for the challenge :)

Duh. Mixtie-maxtie of course. Should have looked at my notes. :)

Just the three for me, thanks again, Jolan.