@ClairDeLune Thank you for those thoughts. After thinking about this issue more, I think one of the things we are struggling with is that we ought to love our enemies and imprecatory prayers seem contrary to love. But we must remember that God is love and He judges. In fact, as I will show below, the saints in Heaven pray for God’s judgment to come down upon the earth! I think, for me, a summary statement would be:
We should always desire that the wicked repent and turn to God, but we can simultaneously pray for justice for the oppressed, orphan and widow which naturally involves the overthrow of wicked, oppressive people and regimes
A significant verse is Romans 12:9, where Paul tells us not to seek vengeance, but to leave vengeance to God.
Romans 12:19 - Do not take revenge, my dear friends, but leave room for God’s wrath, for it is written: “It is mine to avenge; I will repay,” says the Lord.
And guess what - we find in Revelation 6:10 an imprecatory prayer from the saints in Heaven - They called out in a loud voice, “How long, Sovereign Lord, holy and true, until you judge the inhabitants of the earth and avenge our blood?”
But what is the difference between the imprecatory prayer of the saints and vengeance? For the Christian, vengeance is the Lord’s - He will judge. We should desire the judgment of the wicked, but it is God who ultimately judges. The imprecatory prayers of the saints are for God to bring justice to a broken world
An Article from Gordon
Here is a fuller article from Gordon that contained an excerpt about Jesus and the fig tree that I thought you may find interesting. It discusses the issue of imprecatory prayer at a higher level and provides some good thoughts for discussion.
"And initially, this yearning for God’s just vengeance on the inveterately wicked that we find in the Psalms is far from evil—Jesus himself was known to display the rage evoked by stubborn sin. Prominent in this regard are: “He looked around at them in anger, deeply grieved at their stubborn hearts” (Mark 3:5), and “Snakes! Brood of vipers! How will you escape being condemned to Gehenna?!”  (Matt 23:33). In both cases Christ was reacting against the hardened unbelief and opposition of the religious leaders of his day. Although neither of these statements is strictly imprecatory, they do bear the same sense and intensity: they exhibit a similar sentiment (i.e., the yearning for divine vengeance)  expressed through a similar emotional state (i.e., rage), which are the cornerstones of Brueggemann’s contention that the imprecations in the Psalms are indeed evil. And if this is the example of the supremely ethical Jesus, then a righteous “rage” has been reclaimed. In addition, an instance of actual imprecation from the lips of Christ is recorded in Mark 11:12-14, 20-21 (cf. Matt 21:18-20). As both the near context and the larger development of the Gospel elucidate, Christ’s cursing of the fig tree is a not-so-veiled imprecation against faithless and fruitless Israel—an Israel who had so stubbornly rejected him. 
Moreover, weighted against the contention that the Imprecatory Psalms pulsate with the venom of malice and revenge is the sheer volume of Imprecatory Psalms in the Psalter. If imprecations or calls for divine vengeance against the inveterately evil or unjust are to be construed as expressions of the faithful believer’s dark side—even if intended as a teaching tool, how is the inclusion in the Psalter of such a disproportionately large contingent of imprecations to be explained? Indeed, their prevalence in the Book of Worship by those of established piety  lends credence to the opinion that such cries are to be embraced as the believer’s justified appeal to divine power and rectification in the midst of human powerlessness and oppression, rather than utterances to be desperately avoided."
Paper from Gordon
What further thoughts or questions come to mind?