Semi sextiles are very weak aspects, to the angles even more so, and should not be treated in the same light as the major aspects. Semi-sextiles are said to 'require effort'; e.g. their meaning does not come easily. Your description of the man does sound like a Venus in Virgo report that doesn't fit its ' perfection qualities', whilst its retrograde position may tend to want to overlook the.
Don't forget any influence to Ascendant wil alsol take in the 7th house .... in this case a strained sesquiquadrate135 degree aspect.
Transit Neptune was also completing the harsh aspect to natal Mercury square Neptune (media contact deception?) and is now in the long term harsh direct/retrograde/direct aspect with natal Pluto, that trines Moon and sextiles Sun. By its completion your 'starry eyed' nature may have undergone a necessity to open your eyes to what is. and not what you (obsessively?) dream of expecting.
The eventual transit of Neptune to Jupiter could look more promising.
It doesn't. Astrological symbolism is totally neutral, simply showing how situations are at any given time. It's up to the individual how they choose to interpret them.
Most astrologers will tell you that life's experiences at any time are not explained by a few aspects alone. There's a continuing story going on with which all parts of one's own nature (as per planet in sign) are involved. You might care to look at the positions of the solar arc directions which, although an hypotherical calculation are uncannily accurate, along with the secondary progressions. S.A.D's show the direction life is taking, whilst the transits bring the urge in acting with the progressions to bring about the 'once-in-a-lifetime ' theme of important periods.
