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Times 27040 - a little off the sides

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Solving time: 18:47. That's pretty slow for me, and there's some tricky stuff in here, but I don't know if I have ever agonized over an answer like I have 1 down. The second word seemed to fit part of the clue, but I had a hard time trying to pick over the words that fit in the first part of the answer, and plumped for one triggered by another one in the clue.  The good news is that I came back as correct, the bad is that I still have no clue whatsowever as to how the clue works.

Definitions are underlined in the clues... away we go!

Across
1Startle, prepared to keep ace and not lead (4,1,4,4)
TAKE A BACK SEAT - TAKE ABACK(startle) then SET(prepared) containing A(ace)
9It may get endless representation (5)
IMAGE - nice clue - remove the last letters from It MAy GEt
10Message’s tenor we may hear described (9)
VOICEMAIL - and a tenor may be a VOICE, MALE
11Think shop needs rebuke (10)
DELIBERATE - DELI(shop), BERATE(rebuke)
12No time for jokes — strap on leg (4)
JESS - remove T from JESTS(jokes). Got this from wordplay, it is the strap on the leg of a hawk. Last seen in the daily Times in 2007 (back when I was a mere occasional commenter) and the Saturday Times in 2008
14Get cash for proper detached place, not large (7)
REALISE - REAL(proper) then ISLE(detached place) missing L
16Republic extremely embarrassed, withdrawing current coins (7)
DENARII - the Republic of IRAN, and E(mbarrasse)D reversed, then I(current)
17At heart, regrets nothing in Spanish island (7)
GRENADA - the middle of reGREts then NADA(nothing)
19Burden of work papers (7)
OPPRESS - OP, PRESS(papers)
20Just open a container (4)
AJAR - A JAR
21Fruit and meat including starter of rice for Chinese runner (5,5)
PEARL RIVER - PEAR(fruit), and LIVER(meat) containing R(ice). Got this from wordplay, it is also called the Canton River
24People arrest smooth boy over a little bling (9)
MEDALLION - MEN(people) containing OIL(smooth), LAD(boy) all reversed
25Maxim’s garden feature? (5)
GNOME - double definition for a witty saying and a think you might stick in the garden
26Ma and Granny worried about Junior, a disillusioned playwright (5,5,3)
ANGRY YOUNG MAN - anagram of MA and GRANNY surrounding YOUNG(Junior)

Down
1Old broadcaster’s second trailer for good stuff on compiler (5,9)
THIRD PROGRAMME - I think I have this sorted out... THIRD PROGRAMME was an old radio station.  So THIRD would be trailing second, then PRO(for), G(good), RAM(stuff), ME(the compiler of this crossword).
2Frolic about, holding a pen (5)
KRAAL - LARK(frolic) reversed containing A
3Land almost nothing, after a West Indian lands one (10)
AZERBAIJAN - ZER(o) after A, then BAJAN(West Indian) containing I(one)
4Injurious commercial, very Irish (7)
ADVERSE - AD, V, ERSE
5Came together and kept busy at the guillotine? (7)
KNITTED - double definition, referencing the crowd in front of the guillotine bringing their knitting to do between executions
6Like some spuds? I had to speak (4)
EYED - sounds like I'D
7Agreed toe is deformed somewhat (2,1,6)
TO A DEGREE - anagram of AGREED,TOE
8Doctor percussing a lot who will get you looking better (7,7)
PLASTIC SURGEON - anagram of PERCUSSING,A,LOT, though the defintion is up for debate
13Simple game won’t come to an end — I go to bed (10)
SNAPDRAGON - the game of SNAP will DRAG ON
15Queen cross with regiment holding up drink (9)
ALEXANDRA - X(cross), AND, RA(regiment) under ALE
18Useful feature to order any time (7)
AMENITY - anagram of ANY,TIME
19Managed to support some good books: here, The Castle? (7)
OTRANTO - RAN(managed), TO under OT(good books). Got this from wordplay and thought it might have been a physical castle, but it is a book by Horace Walpole
22Rev Vicar’s first study, say (5)
VROOM - V(icar) ROOM(study, for example)
23Bullet hit pest (4)
SLUG - triple definition!

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