Minderwiz, I am at a crossroad here... I know that a question should be asked when it feels like the whole world has stopped at this moment and not just ask here and there during the day, no? The thing is that for a third night in a row, last night I felt the question verys trongly and when I looked at the clock it was again 10:01 pm. Now, considering we are on such a forum here and I'm a person of divination, I do take notes when signs keep coming. May be we are Jupiter and Mercury, after all. I tried to force myself and ask the question this morning again, the chart looked a bit suspicious as it didn't show any development in the past (which is not true) but 3rd houses were again Jupiter and Mercury! It should mean something, don't you think? I'm not feeling like asking again, really. May be I should work with what I have.
I got back to the first chart and to my notes which I took when I was reading Lilly, Frawley, etc. The Moon in fact is not void of course as she is in orbit to make a sextile to Saturn when changes sign and Lilly allowed that. She is also in Saggitarius where he said she perfomed better and is a good sign, more so when Jupiter is my significator. Jupiter and Venus in the 7th I find appropriate, very appropriate. The man himself is a Mercurian sign! More so, Mercury is said to rule communication in horaries which also fits.
I'm one of those who are also not always willing to discard a chart only based on an early/late Ascendant because it may actually describe the situation. If the chart otherwise tells a good story, true story, I'm not sure the Ascendant only should be used as final judgement. In this case the Ascendant is 2 degrees and I cast the chart two days after I sent the communication. Coincidence or not. The Moon in the first house is said to signify insecurity of the querent and she opposed all those planets in Gemini. I was very insecure if I should or shouldn't, it was a big struggle, but finally I decided I'd stay positive and take a risk and do it which I find fitting as both Saggitarius Ascendant and Jupiter as my significator.
The Moon in the first is also supposed to be my co-significator and considering my emotional condition regarding the issue, it fits.
Then Saturn is retro and I'm trying again, it's a second attempt, a return to where we started. On top of that he's in the 11th (I used Internet society) and in the rulership, terms and face of Mars - of course it's about romance, after all but it's also about art/hobby.
I also noticed how the Moon, Saturn and Mars (as ruler of my 5th but also of my 12th) are in each other's terms and faces, I mean Saturn and Mars are prominent and considering the siatuation, it does describe it well.
On top of all this, it's the day of the Sun (his response) and the hour of Saturn (my communication).
Based on all this, I think the chart may be actually good and may be that's why I kept getting the same significators and I felt like asking at the same time of day... The Moon is in the terms of Saturn (my communication) which also fits. Now, his response is a bit tricky because the Sun will eventually conjunct Jupiter and the road ahead will be clear because Marcury and Venus will be gone by then, but the Moon will aspect both Sun and Jupiter first by trines from Aquarius, no?
I checked the transits ahead and that's true. The Moon trines the Sun from Aquarius and both Venus and Mercury are already ahead of Jupiter. Next she will trine Jupiter, there is noone else to prohibit as far as I can see. Now, this should be me because in this direct communication there is really no way for another person to get involved. Or, and I think this is more probable, the Moon here simply describes the flow of events.
The Sun and Jupiter are also in each other's terms so there is some kind of reception. What is a bit weird is that the Moon will sextile my own communication first... Hm.
As about the conjunction in the 7th... Eh... It's obvious I'm not willing to exchange letters for the rest of our lives, isn't it? LOL The chart may very well describe my actual thoughts and hopes... and hopefully the actual events.
Overall, despite the early Ascendant, I think I may have to stick to the first chart, I don't know why I feel like that.