Thanks for sharing in such an honest way. My first thought is to simply encourage you. Most of what inadequacy we feel comes from comparing ourselves to others and some idealized standard of happiness that is endlessly supported by popular media. The first step is to shut out the propaganda and know yourself. Internal emptiness is normal and beautiful, but the propaganda machine says don't appear to be needy. Strength and self confidence are preached as the highest values, today toward women as they were once promoted towards men. Archetypical feminine attributes such as nurturing, service, selflessness, tenderness, vulnerability, dependence, and weakness are not often upheld and generally depicted negatively if at all. Note these attributes are only archetypes, both genders possess both male and female characteristics. This is Jungian psychology more or less. The archetypically feminine characteristics which are most useful to the propaganda machine are deference to power, ease of being influenced, susceptibility to delusion, addiction and glamour, and self-destruction. These qualities are useful for keeping us all in line.
Astrologically, these feminine energies would indicate a Plutonic and Neptunian influence, typified by the signs of Scorpio and Pisces, both feminine. These last few years Neptune has been at home in its own sign of Pisces adding a the generally chaotic and delusional atmosphere to the times.
In addition, your generation has the influence of Capricorn, also feminine, in the outer planetary realm, with both Neptune and Uranus, with the result that you and those near your age are strongly Capricornian, having a very serious and conservative bent. You are hard on yourselves and demand success and upward mobiity. Neptune however is the sign of illusion and delusion. It glorifies and it dissolves into mist, keeping Capricornian ideals as merely ideals, hard to bring into reality. Your Pluto, the outermost and most important sign in terms of hidden generational paradigms is in Scorpio, the sign of sex, death, rebirth, sharing, and all things beneath the surface. People born a few years after you will not share your intensity, as Pluto had moved on to Sagittarius.
Around age 26 is the time of the first Saturn return and makes life really start getting tough. It's the time of looking back and regretting, getting serious, becoming an adult, paying dues, and honoring tradition and experience. Many rock stars died of drugs, alcohol or suicide, at age 27, according to astrologers because of the stress of their Saturn return; apparently they weren't getting the message to grow up and start taking responsibility for others. Jimi Hendrix, Janis Joplin, Jim Morrisson, Kurt Cobain, Amy Winehouse, the list is long, all died at or around 27. They call it the 27 club. Of course most people put aside the ways of youth and move on, and begin to really come into their own as individuals.
So with all three of your generational planets in feminine signs and what's going on in the world in terms of gender issues, you're bound to really feel pulled in different ways that are hard to reconcile. It's important to know yourself and be at peace with who God made you to be. We are not slaves to the stars. There are many paradoxical messages in them, for every negative there is a positive. Astrology helps interpret the individual personality as well as the cosmic climate of the age in which we live. It is a tool. It can also be a trap. Many believe in the stars but do not know God who made the heavens to reflect his glory. Furthermore, they interpret wrongly and buy into spiritual errors.
The challenge for you at your age is to meet yourself as an agent of feminine responsibility, rejecting messages of false freedom and hedonism. They may seem to work for others, but they will not work for your generation. The outer planets will not allow it. It's not about fun, but the responsible use of power. You have the ability to penetrate truths and reveal hidden agendas (Pluto in its own sign of Scorpio is in its most powerful position in all the zodiac). You can neither afford baby boomer self adulation nor gen x cynicism, you must accept the challenge and rise to your rightful place of authority. I'm sure you have already seen many fall.
Finally, I appeal to you as a Christian. Given the rise of secularism in the late 20th century, you inherited a world that it either godless or fanatical. Statistics show your generation to have a lower adherence to religion than any other. However the influence of Capricorn prevents you from accepting radical or non traditional modes of worship. Hence many have succumbed to atheism. Science and politics have filled in for religion. So finally, I would encourage you to seek God, to read up and be educated in the options, judge for yourself, and do not turn away from prayer. You may find new life in old ways. You will be used by God to establish reformed institutions for future generations. Faith, hope and love are eternal, the greatest is love. Christ be with you and yours.