Reclines with dildo, unfortunately leading to rash (3-10)
I believe the answer is:
ill-considered
'rash' is the definition.
(synonyms)
'reclines with dildo unfortunately' is the wordplay.
'with' means one lot of letters go next to another.
'unfortunately' indicates anagramming the letters (a bad or unfortunate spelling).
'reclines'+'dildo'='reclinesdildo'
'reclinesdildo' is an anagram of 'ILL-CONSIDERED'.
'leading to' is the link.
(Other definitions for ill-considered that I've seen before include "End collier I/Ds? (anag)" , "Foolish" , "Rash" , "Badly thought out" , "Not carefully planned" .)