It gives a love for sports, adventure, and speculation. Lets just say that YOU are convinced of your LUCK and for which, taking chances is part of your life. But you need to watch it because you can end up seeing life through rose-tinted glasses, resulting in self-deception and too much idealism. On a positive note, it helps in advancing in a chosen career. Even in love affairs are good. But if Jupiter is afflicted in any way, you will have tendencies to gamble, take unnecessary risks. You can expect losses and love affairs won’t be as good either. Luck and happiness often disappear leading you be unfaithful. Advancement is harder and if you expect some protection or guidance from higher up, you won’t find it that easily.
With Jupiter in the fifth house, there is the likelihood of many and varied creative interests. This position could manifest within a person as a deep need not only to express themselves creatively, but possibly to give their life meaning through creative expression. They may feel as though this is what gives their life its ultimate purpose. Creativity could cover a wide range of interests instead of just one artistic medium. The drawback might be that the native spreads himself over such a vast area that no one form of creative self-expression is ever really mastered.
This position gives a tendency to male offspring; especially the first-born. Their families may contain many children as well due to Jupiter’s penchant to enlarge things and the likelihood that this could play itself out in the size of their families. This is usually an indication of favorable relationships with children and could therefore indicate a profession in teaching. They will normally be beneficial and generous to children and the native is likely to benefit from this association as well.
I like how here Stephan Arroyo explains the difference between “fame” and real creativity of this placement of Jupiter in his Astrology, Psychology, and the Four Elements: An Energy Approach to Astrology and Its Use in the Counseling Arts :
“The fifth house specifically is known for symbolizing ‘creative intelligence’, which is not intellectual ability but rather a more intuitive perception with a creative flair. All the fiery houses have to do with projecting dreams into the physical world in the hope of seeing them manifested; but the fifth house especially – being the most creative house of all – represents a strong need to see an effect on the world at large through one’s creative ventures and self-expression. With Jupiter in this house, this urge tends to be even more persistent and powerful than with most other placements in the fifth house.
This house, in fact, has more to do with true creativity than with fame; many creative pioneers have various planets in this house but are relatively unknown. If I wrote about such individuals in this book, the reader wouldn’t have the vaguest idea about who they are! Creative expression can take so many forms that we should not fall into the trap of seeing creativity only as expressed in a few artistic or entertainment fields, for Jupiter in this house can indicate an entrepreneurial streak as well, creatively building a business through the power of vision into the future. Or one can find people who encourage others to grow or to express themselves, especially those who work with children."