While it's not entirely clear for many Microsoft emoticons, which Unicode emoji best represents it, there are few left that have no obvious standard equivalent whatsoever:
[ ] Whatever
[ ] Envious
[ ] Innocent
[x] Freezing #216 (Unicode 11)
[x] Ninja #5
[ ] Punk
[x] Money #137
Some emoticons would rather need emoji sequences to be represented well:
MSN/Windows Live Messenger
Emoticons
;-);):-(:(:-):):-[:[:-@:@:-*:-#:-\|:\|:-$:$:-D:d:-O:o:-P:p:-S:s:'(:^)*-)^o)+o(<:o)<o)\|-)8-)8-\|8o\|;-\;@:-\:'\|:]:}:8):-[:[:-\:>Kaomoji etc.
<3*\*\|({)(})(@)(*)(&)(#)(^)(\|\|)(~)(6)(8)('.')*p**s*Single Letter in Parentheses
(A)(a)(B)(b)(C)(c)(D)(d)(E)(e)(F)(f)(G)(g)(H)(h)(I)(i)(j)(K)(k)(L)(l)(M)(m)(N)(n)(O)(o)(P)(p)(R)(S)(s)(T)(t)(U)(u)(W)(w)(X)(x)(Y)(y)(Z)(z)(v)Two Letters in Parentheses
(ap)(au)(co)(ff)(fm)(h5)(ip)(jk)(li)(mo)(mp)(pi)(pl)(pu)(sn)(so)(st)(tu)(um)(wm)(wo)(xo)(xx)(yn)Three or More Letters in Parentheses
(bah)(boo)(brb)(bus)(lol)(nah)(nnh)(rotfl)Conclusion
While it's not entirely clear for many Microsoft emoticons, which Unicode emoji best represents it, there are few left that have no obvious standard equivalent whatsoever:
Some emoticons would rather need emoji sequences to be represented well: