how do you bleed the high side hose back into the car's system?

well here is my concern my condenser fan went out before and my ac wansn't cooling properly this is what it was doing it was cycling back and forth low side 75-150 high side 300-500 I fixed the fan and now its working good i just have a complex about the coolant in the condenser getting properly coo...

could it be the colder temps in my room making the pressures drop in the gauges?

its a 2008 mercury grand marquis
i had a thermometer in the vent it was just about on the 40 degree mark

is there a sensor on the coil that prevents it from getting to cold
i know about the sensor on the dryer that prevents the pressure from getting to high

i used my gauges a few times and noticed sometimes they have freon left in them after i disconnect them i noticed when i hang them in my room after use the dials bleed down slowly over time this time how ever the high side is steady around 100 and the low side has blead down to about 5psi is this no...

i was driving 7:30 in the morning it wasnt hot out yet i had my ac on with the fan on a low speed it was blowing nice and cold i was in stop and go traffic and reached speeds of up to 35mph i know my fan was running at red light and at 35 i know i was depending on the air flow from driving to cool t...

i pulled a vac on the system then charged it
i dont know what to think

the dryer had about an oz of oil in it
i added 3 oz of oil to the new dryer

i then went to charge it and i got about one can of freon in it
then the high side pressure went in the 400s so i turned the car off

i might just bring the car to the dealer to get fix i dont want to deal with it anymore

i know how im going to do it
im gonna change the dryer and only replace the o rings on one side
then i can disconnect the one side add the oil and replace the o rings

this way the o rings are new and wont leak