Gouramies are egg-layers so they can't get pregnant. They can get 'gravid', which is basicaly when the female is full of eggs.
Most dwarf gouramies can be bred at purchase size as they are already old enough. However, they'll only breed if they are feeling completely comfortable and are healthy. Having only one female dwarf in with a male that does a lot of chasing is bound to cause her stress. This, obviously, won't help the situation. It's always best to keep gouramies in groups of 3 - with 2 females or more per male.
Besides lots of tall and floating plants, there should not be too much surface aggitation as this prevents the male from building his bubblenest.
There also shouldn't be any overly boisterous or aggressive fish - especialy with the more peaceful gouramies such as your dwarfs. I think, looking at your signature, that the only one that struck me as worrying was the sucking loach as these potentialy become very aggressive and large as they mature and often target flat-bodied fish like gouramies, sucking at their eyes and slime coats.
Dwarf gouramies are also a lot more likely to breed if the water temp is about 79-82 deg F so I would raise your tank's gradualy to 80. Conditioning fish seperately on lots of rich live and frozen foods such as brine shrimp, daphnia and bloodworms is also useful. Seperation is not necessary but you are more likely to get them to breed quickly if you do. Feeding them lots of rich foods, but also supplementing with veggies, is important though and should be done regardless.
Also, you won't be able to raise the fry in your community tank. It's much better to set up a seperate breeding tank with a small sponge filter, a bare bottom and some floating plants. You can then control the environment, remove the parents when it becomes necessary, feed the fry as required and be able to raise them without the fear of tankmates eating them, the fry starving or them getting sucked up and killed by a power filter. This would be the time to add that the dwarf fry are miniscule and require tiny first foods such as infusoria and later newly hatched brine shrimp, microworms or vinegar eels. They can't be raised on crushed flake like some livebearers and egg yolk (often considered an alternative) is extremely messy. Some liquid fry foods are available but most serve as food for infusoria rather than directly feeding the fry.
Before trying to breed your fish, search this forum and the internet for some more information. Google is always a good place to look and there are always books to read. The more information you can get the better prepaired you will be. Keep in mind that, though your first spawn will probably only produce 10-20 or so full grown fry, they are still a large number of fish to find homes for and you should make sure you know what you're going to do with them. Keep in mind that subsequent spawnings, if raised successfuly, can produce a lot more than just 20 fry.