Just curious,as to why are you are considering the Bobcat? There are many pocket guns different calibers, weights and sizes. Do you like the feel of the Gun? Believe that a 22.cal may be less recoil, or that you can train/Practice more with 22.cal, (especially with the ammo shortage)? There are great Pocket guns that can shoot very mild in 32 and 380.
And regardless of what some people say, they are great defensive weapons. Very underrated. They can be exceptionally fast and quick to the draw and can be carried virtually anywhere. So I commend you on seeking one out for EDC. Spend a good amount of time of Training and Practice and you will be surprised at how well you can become proficient. But they do take the Time and Diligence to master.
I have a few in 22.cal but use them for Training/Practice more than carry.
But getting back to your Question. You can carry them in a variety of ways. I would start off with Pocket carry in a Remora, Sticky holster etc. Pocket carry can be very fast to draw and so easy to conceal. Then there are some OWB holsters I have and IWB. I love the Beretta Pico and Kahr in 380. Both very MILD shooting and I carry them in the pocket or in a De Santis OWB. A very tight fitting holster that is lightweight and rides close to the boy. I also carry the P32 mentioned above on Hot Balmy days of summer.
The 22.cal will give you a lot of training and range time which is a must, especially when demand for the 380 is off the chart. Get a Pocket gun and just start in the pocket and later as time goes on, you can seek out other ways to carry.
Two Pocket guns in 380 in a DeSantis ( I also have them for my Micro 9mm's)
Easy IWB
Here is one of my favorites. A Remora that has a Clip that can be switched from either side. Especially useful for shorts with no belt. IWB, OWB or Pocket.
Here is a Pic of a Remora and Pico that inspired me to get the Remora clip.
Welcome to the world of Pocket guns. They are addicting. And they are fun to shoot. Great EDC defense.
Here is a link that will show you some differences of Pocket draw and good info on Pocket guns.
Pocket guns and Gear (rethinking Pocket Carry)
http://mousegunaddict.blogspot.com/2012/11/rethinking-pocket-carry.html