I think that both examples are unrealistic and extemish.
It is the norm of this day and enviroment to be clean shaven, adopting shirt, trousers and shoes.
And within this dress and as any other norm, appears certain changes, tastes and modifications from time to time, such as shirts into t-shirts, trousers into baggies or jeans, and shoes into trainers or sneakers.
Therefore, supporting such get-ups is not necceserily about following any particular person, rather is more about adopting the norm of the enviroment established.
The dress code is also inside the Islamic boundary of 'haya' for a man therefore acceptable.
Regarding the clean shavenness, I belive everybody has the right to look how they wish to long as along as it is not obscene or offensive. Some people do not feel comfortable with a beard, some feel they look unattractive, in many cases it is a neccesity.
In the light of the present day and western enviroment dress code, I belive people who have this attire are brought up or accustomed to it as opposed to following a celebrity or idol.
Also Islam advises, if allah has given you a blessing to wear it and make use of it. Therefore if Allah has given you money or ability to dress comfortably you should.
Regarding the appearance of the Prophet (saw) it is a sunnath, and like any other sunnath it is preferable to follow it. We should note the word 'sunnath' only menas preferable as opposed to mandatory or obligatory (Farz).
Therefore Islamically, one is not critizied or less blessed if he does not follow the sunnah attire.
The wisdom of the apperance of the Prophet being only sunnah and not farz can be seen clearly through ocassions and enviroments that alternate dresses are more appropriate or neccesary.
Additionally:
The Prophet (saw) advises 'Balance'.
The Prophet (saw) said 'to not be extremist in deen'
The Prophet(saw) also said 'you can not be perfect'
Also, if one sincerely wants to be a good muslim or follower of the Prophet pbuh), then it is more advisable and proper for him to give more and first importance to the farz. As such a person should be more judgleble from his observance or non-observance from the more important acts.
Also:
To have a pure heart is more important that of the outward act.
There have been and always will be those that demonstrate religious piety but are inside the opposite.
There have and always have been those that demonstrate less religious actions but have purer hearts.
The People that display only outward acts are called Hypocrites, who are destined for worst punishments.
In the time of the Prophet the kafirs also used to have the same attire as the Prophet (pbuh); the hypcocrites also used to do zikr, speak and emphaize on islamic things.
Also worship of Allah is not only in doing religous deeds but also in being a good human being and a good example for others::
-Earning halal sustenance is also a big worship
-Putting to safety or rescuing an injured animal from the roadpath is also worship
-showing a lost stranger his path is also worship
-loving and protecting your wife and your family is also a worship
-being friendly with your neighbour irregardless his faith is also worship
-paying your taxes and abiding by the law of your country is also a worship
-studying or training in order to advance your career and prospects of helping yourself and family is also a form of worship.
Back to O.P question, if i were a female and had a choice between A and B, granted A was deficient in the outwardly traits of the prophet (pbuh) and some other observances, but more efficient in the farz and above traits of a good human.
- I would go for A anytime.
If the case was reversed and put forward for a girl, where it could be argued the girl does not observe hijab. Inspite hijab being more than just sunnath for women, I would go for the non-hijabi A, because a girls hijab is not only the veil of the face but also the heart.
Once again- It does not make a person a better muslim just by outward acts or apperance.
No one is perfect. And no one can abstain from commitiing occasional or minor sins.
And sinning occasionally does not mean you are defiant.
Also some deeds are not also not Islamically classed as sins or haram, but are classed as 'dispreferred' , 'disliked', preferred or liked. Commiting or omitting any these is not of great importance.
The dress code of the prophet (saw) is a sunnath i.e liked act, and therefore not as important as other traits to be assessed in marriage prospects.
:)
With all respect to O.P, once again both your examples are unrealistic, given the premise is the same.
The second one especially implies a perfect human being, which practically does not exist.