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Hobo loses head and walks ex into billabongs (5,5)

BBC - I staggered it (appropriately enough😉)

Waiters from Italy serve beef fillet, a large, flipped, steak (rare), without thanks (5,5)

Wa(i)ters

Beef - ox
Fillet - bow
a large flipped - l a
s(t)e(a)k - rare as anag. ind.

Down clue:

In old times, hollow cakes without topping and leftover drinks (5,5)

O X BOWL (C)AKES

drink: US informal, body of water

Box collapsed and woke Sal up to find pools of stagnant water (5,5)

Tweak to #19

Watering holes serving up XO drink to barkeeps' regulars (5,5)

XO, extra old, reversed + BOWL (in Chambers 3 Drink, alcohol) + regular letters of "bArKeEpS". A down clue.

Tweak #30

Hug and kiss boy on way to party, drunk on sake and tonic, perhaps (5,5)

Tonic water

Beef, duck and large T-bone steak, prepared for mouths (5,5)

Beef - ox
Duck - bow
Large - l
T-bone (cut/remove etc.) steak - s(T)eak
Mouths - def.

Another tweak #30/37

Hug and kiss boy on way to party, drunk on sake, and some kind of tonic (5,5)

Last effort...

Hug and kiss boy on way to party. Puke on sake into basins (5,5)