He finally arrived, a little early actually, after we’d been emailing for most of the day. He responded to a Craigs List ad I posted. He was new to the whole kinky thing. He’d only done some light bondage and spanking, but I was very happy to help him explore some more.
I’d already figured everything out and had a good idea of what we were going to do, so when he arrived, I led him to my bedroom and ordered him to take his shirt off. He definitely looked a little worried and unsure of what was going to happen.
Once he had his shirt off I started to gently play with his nipples to get him into a sexual mindset and it was working. His moans of pleasure were a sign of that. Gradually getting harder exploring his threshold at the beginning. Seeing how much I’ll be able to torture him later on. Luckily he was able to take quite a bit. Could be the fact I ignored his yelps and heavy moaning. It hurt him, but yet he still liked it.