First - you cannot just toss two gliders into the same cage and hope they get along.
Gliders are very territorial and introductions require a gradual process of switching their sleeping pouches and toys from cage to cage for several days to get both glider used to the scent of the other glider. After that, a face to face introduction is usually done during the day time - and if the gliders do not ball up fighting and are willing to go together into a clean sleeping pouch they can be left together. They must be watched carefully in the evening when they wake up to make sure they do not fight and that there is no food aggression. They need to be watched closely for a few days to make sure they continue to get along sharing the cage.
So, No play dates are NOT recommended for sugar gliders. You might get lucky and have the two immediately get along - or you could have a huge fight ending with both gliders having injuries requiring expensive vet care. It could go either way - and even if they got along at the time of one "play date" it would not mean that they would be OK the next time you put them together as gliders get more territorial as they mature and get older.
The chances of them breeding by being introduced and allowed to live together (you and your friend would need to decide who gets both gliders) for 2 months or longer are slim. It would depend on their age and maturity as well as the female's heat cycle. It would also be quite a while before you could tell if the female is pregnant and carrying joeys. They are pregnant for 16 days then the joey(s) are born and crawl to the mother's pouch where they will continue to develop. It would be at least 4 weeks in pouch before the joey is even large enough for a lump to be seen so you would know for sure she is carrying joeys. Joeys come OOP after about 9 weeks.
During this time, the two gliders would bond with each other and separating them could cause both gliders to become depressed. The female also needs the father to help care for the joeys once they come OOP and until they are about 8 weeks OOP. If you removed the father from a first time mom - it would reduce the chances of the joeys' survival because a depressed glider might not be able to care for the joeys alone.
I hope you will share this information with your friend. If she wants to raise joeys, it would be best for her to get a male glider as a permanent cagemate for her female. Once she has joeys, she can have the male neutered and any male joeys neutered before they are 4 months OOP and then keep them all together as a family colony.
You may also want to consider getting a second glider as a cagemate for your boy after he is neutered as gliders really do best when housed with another glider.