“Bend over and stick that ass in the air for me. You’ve always asked what it’s like to have your ass fucked and I’m going to show you!” He finally was getting what he’s been begging for. I kept telling him no because I knew he wasn’t going to like the dildo, but he has no choice now. I’m going to do it good and hard for him.
He had his ass up faster than I could tell him to do it. He was smiling knowing he was finally getting what he wanted. Little did he know how bad it was going to hurt. I grabbed the largest dildo I owned. It’s 12 inches long and 2.5 inches in diameter. I grabbed some lube and started to rub it on the dildo and then on his ass hole. He was moaning in pleasure. I even pressed a finger into him so that I got him as lubed up as possible.
I took the head of the dildo and rubbed it against him like I did my finger. So I told him I was going to be gentle as I pressed it inside of him. I felt his whole body relax and get ready for the cock. I braced my hand on his hip, grabbed the dildo, and shoved the full length all the way in. He screamed out and pain and bucked forward as he tried to get away from it. I moved with him and made sure it all stayed inside of him.
I started to pound in and out of him as he was screaming and groaning in pain. Then I reached around and grabbed his cock and started to tug on him so that I could keep him feeling good while embracing the pain. He started to get quiet and then I could hear those sweet moans of pleasure slipping out of his lips. I tugged harder and faster while still pumping his ass. Within a few moments, he was cumming all over my sheets.
I let him go get cleaned up and crawl back into bed. He rolled over to face me and begged me to do it again tomorrow night!
