Back in high school, I had a crush on a girl named Brit. She was about 5'7" with short red hair and thin. We had a group of friends who all went out on the weekends and did regular high-schooler stuff like go to the movies, bowling, etc. One night, most people had to go home early except us and since she couldn't drive, I was her ride home. We ended up over by me hanging out in the basement. One of the odd things in our group was we had a few pairs of handcuffs floating around. One of them happened to be there and I reached back for it. She kind of got a smile and put out her left hand which I put the cuffs on. When I reached for the left hand, she put up a playful struggle, but I eventually got it. So we sat there for a little bit until I got up and told her I'd see her in the morning. She did a fake whiny plea and I said we'd have to quiet her up. I went and grabbed a red bandanna, rolled it up, and cam back for her. Her mouth sealed up as tight as she could make it. So what I did was put the bandanna over her mouth and held the ends behind her head with one hand and started tickling her with the other. Once she opened up to laugh, the gag slid right in. I quickly tied it tight and had myself a bound and gagged prisoner. She sort of gave me a look, but I let her go soon enough.