Do you have a dumb question that you're kind of embarrassed to ask in the main thread? Is there something you're just not sure about?
This is your opportunity to ask questions. No question too simple or too silly.
Culture war topics are accepted, and proposals for a better intro post are appreciated.
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Notes -
As some of the other comments have already pointed out, it's not man's place to determine whether someone has truly converted and repented, it's God's.
In the Gospels, there are two parables (that I can recall of the top of my head) that deal with this issue - The Parable of the Prodigal Son (Luke 15:11-32), which is relatively well known even to non-Christians, but also the perhaps lesser known the Parable of the Workers in the Vineyard (Matthew 20) where, abridging siginificantly, the workers who were recruited later and did less work on the vineyard were paid the same who were recruited earlier.
Regardless, there certainly should be a degree of prudential judgement and healthy dose of scepticism about a convert like the one you are describing. That is, someone who seems to be converting merely because it is convenient and beneficial for themselves and not a genuine conversion. That doesn't mean they shouldn't be welcomed by the community broadly, but that they're not necessarily going to get 'benefit' of finding a tradional spouse.
The Catholic perspective on this (I don't have time to go find the supporting sections in the Catechism/other sources) is that God will forgive you of your spiritual sin, but that doesn't mean you're immune from the temporal consequences of your sin. This is fairly obvious when talking about a sin like murder. You still have to serve your prison sentence (and Catholics would broadly support that even if you repented), and when you are released and try to integrate back into society people would rightfully be wary of you even if you became a Christian.
Similarly, a formally promiscuous man or woman may struggle to find an always traditional, virginal woman or man to marry. That's just a temporal consequence of their sin. Maybe if they are sincere then someone may accept them and marry them regardless (perhaps even someone who was in a similar situation!). But quite possibly not. In some sense, it may effectively be penance for their sin. They're not guaranteed marriage, it may not be their vocation.
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