Sometimes things simply aren't given to us in an efficient, predictable, and easily receivable manner. (IE, see the book of Job if you have doubts on this...LOL) I am reminded of Daniel in the book of Daniel chapter 10. Daniel was at a key point in his journey and things in Israel were looking pretty dour to say the least; to make matters worse Daniel was having all kinds of crazy visions and dreams from God. Thus, he decided to seek God in prayer until he had a clear answer to his prayer. So he spent 21 days praying and fasting...waiting three weeks with no answer; continuing to pray and trust God anyway. Finally, three weeks in; an angel appears and says: 'Daniel from the very moment you turned your heart to God for understanding, your prayer was heard and answered in heaven. But for 21 days I have been fighting with the spirit prince of the kingdom of Persia to get this message through to you."
Fact of the matter is, things happen according to God's will in God's timing; and the enemy will obstruct any movement of God in any way he can. I wouldn't put too much weight in the "absence of a return on prayer," just yet. It may be that God is waiting for the right time to move so that things can work out the way they need to. Also, consider that God's answer can be "For sure son!" or it can be,"Not just yet son!" or it can even be,"I'm sorry son but I have a different plan for you." We do well not to judge our return on prayer based on the return reflecting or not reflecting what we expect.
As for asking these things, don't even trip. Father is a God of providence and abundance, happy to bestow blessing and favor on His children. If you have a need, no matter how small it is you have a blood bought right to ask it in Jesus name. You are royalty brother, and have an inheritance and wealth of promises that are yours to claim and proclaim!(That doesn't ensure the answer is yes mind you...LOL.) But no matter how frivolous or inane our request may seem, even if it appears redundant ...don't stress. Truly to God all earthly matters are both frivolous and redundant by its very nature anyhow-in the grand scheme of things. Ask away but ask believing.
I hope this brings some clarity and encouragement to your situation. God Bless!