I took my kitten milly out in a harness to see how she reacted to the outdoors and she loved it ! So I kept taking her outside with the harness on untill I convinced my OH to let her out alone. But I do know where your comming from, all I kept thinking was "omg my neighbors are going to think im mad" but no one ever said anything.

Although my OH was terrified to let her go outside herself as she's very adventerous, took me a month to convince him she would be fine lol

Now she gets out (only when were in because we like to leave the window open for her) everyday and she loves it. We keep her inside at night though.