Jupiter
Thanks for including your natal details. laurence.
Jupiter means rather more than expansion, though it could be argued a lot of it's more specific meanings stem from this characteristic. Robert Schmidt argues that it's original meanings stemmed from the processes of 'confirming' and 'stabilising'. These two processes explain it's ling to the law and to organised religions (state sanctioned religions). In the second century CE, the Astrologer Vettius Valens linked it to bearing children, love, desire and alliances of all kinds. He also linked it to the desire for higher and more esoteric knowledge - Gnosis - through a direct and experiential process with one's highest self. Jupiter is the planet of higher education and self development (and you can see here a link to the modern meaning of expansion).
He also connected Jupiter to the friendships of men who had some sort of greatness, through possibly wealth or business. That link to business has also remained to the present day. The Jupiter/Saturn cycle is often related to business. Jupiter also is connected to the way we manage our own property and wealth but also the assets that are held in trust. So again there's a business connection to investment and the management of investments. But this can also be extended to the management of family affairs.
Jupiter is seen as a benefic planet, it brings feelings of joy and satisfaction, often with material things but also with family and children and it brings the energy to lead and to do the right thing. It also allows us to keep a sense of proportion in judgement, faith and trust.
So a connection with material well being, freedom, the finer things in life, higher education, business and doing well are all connected to Jupiter.
In your case, using Whole Sign Houses, Jupiter is in your second house of income and material possessions. So it's in one of the houses that it naturally is linked to.
Jupiter also rules your natal fifth house - children, leisure and hobby activities, romance and short term relationships. And Jupiter also rules your eighth House; inheritances, partner's money
However that is partially offset by Jupiter being in Virgo, the sign of its Detriment. I say partially, because Jupiter is otherwise well positioned. It is fast, it is direct and it is also oriental (it rises before the Sun) and it is not badly affected by any of the malefics.
That brings us to Saturn. I actually have Jupiter in your Second (the second sign from your Leo Ascendant, counting Leo as the first sign. Saturn is in Libra. This is the sign of its exaltation but you have a night chart and Saturn does not function very well in night charts. That being said. it to is fast, direct and oriental. Jupiter will at some point after you were born catch up Saturn (though it will have to have changed signs to do it.) That point can be viewed in a number of ways. Modern Astrologers would most likely consider it through Secondary Progressions, that treats a days motion as being equivalent to a year in your life. The don't usually bother with Jupiter and Saturn simply because they move slowly it would be somewhere around the age of 80. So there's nothing to really fear there.
Jupiter rentering Virgo will conjoin your natal Venus first, as it lies at 8 degrees. but it will be some time before Jupiter reaches its natal position. in the meantime it will sextile natal Moon and Mercury before it achieves its Return 25th August 2016 at 14:37. The transit of Virgo should be generally positive but look out for other planets aspecting transiting Jupiter in real time' as they will begin to aspect natal Jupiter and natal Venus plus the sextiles to Mercury and the Moon and then ultimately Mars.
There are a whole battery of other technques you can use to assess the Virgo year.
If you have children you might watch out to see if the aspects of Jupiter show up for them. Modern Astrology sees the chart as being exclusively you but the traditional view is that it's you and those other people related to you in some way. So as Jupiter rules your fifth, it could indicate events relating to children. Or it could relate to your father's or your family's money, as the fifth is the second from the fourth, the father's house and the family's house. in the widest sense of family.
Similarly, Jupiter's four aspects could show up in events affecting your home and family, (ruled by Mars), your career and siblings (ruled by Venus) travel (ruled by Mars) and things that go wrong. In all cases the effects of Jupiter should be at least mildly benefic. So if something is going wrong during the year, then the sextile to the Moon may lead to some improvment (assuming no real time problems with transiting Jupiter).
Edited to add:
Remember that I have kept to Jupiter here. There are other planets which will be transiting your chart and there effects may or may not outweigh that of Jupiter. So a full consideration of Jupiter's year in Virgo would require that they too are examined, as it the solar return's for the years that cover the period, plus any other system of forecasting that you fancy.
