I agree with the Old Gunhand on carrying a pocket pistol in a "pocket" holster. The choice of type is what's comfortable to you. Back pocket I use the Uncle George wallet holster and in the front a Desantis. http://oldgunhand.com/?p=6672
One of the first pocket pistols in a major caliber...( .380 acp ). Most made before this were chambered in anemic calibers like .22 short / long / long rifle...25 and .32 acp. Manufactured in 1922...note it's hammerless ( hammer is inside the slide actually ) and all the sharp edges are rounded off. General George S. Patton carried one in his pocket all of WWII...