Hello TVLL74,If the birth data you provided for your brother is correct, then yes, he has dealt with some major relationship issues in his life. His chart suggests that he is a very giving person, unique, he wants to heal the world, very humanitarian. His Moon is in Aquarius in the 8th house of other people's worth and it's trined by Uranus in Libra in the 4th house of early home life and the mother or maternal figure.
I won't go into everything because there is a lot that your brother might not want revealed on the internet but it appears that (REMEMBER: THIS IS FROM HIS PERSPECTIVE) his mother was extremely intense and possible eccentric or possibly mentally ill in some way and it affects the kind of women he's been attracting. His Venus is in Capricorn in the 7th house of relationships. Venus in Capricorn can suggest slow emotional development or slow relationship development as well.
There's so much here suggesting your brother's development was extremely difficult in his early childhood which is affecting who he draws in, but it looks as if he is now, and in the next 2 to 3 years, going to make some big changes in his relationship style or just relationships in general will change. There is a huge focus on that. His self worth has been getting a huge work out as well with transiting Pluto conjuncting his Sun for the 2nd time. Pluto will move on in October and November, but he's making necessary changes and his self esteem is just getting a huge work out.
Just continue to send him good energy and support him with love. He'll get through this, he's still young believe it or not, and it looks like he's going to keep trying.
Geocosmic Valentine
Professional Astrologer
geocosmicvalentine@yahoo.com
. www.myspace.com/geocosmicvalentine
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"Everybody is a star!"
Sly & The Family Stone