I had never thought about what this would feel like. Richard greased up my dick and Roy's ass hole and Roy's own weight was all the force necessary for me to penetrate him. It was tight, he groaned again. The sphincter muscle tightly coursed down my erection. The feel of becoming slowly and fully engulfed within him was spectacular, warm, moist, pressure as the rectum curved. Finally, his fanny was against my belly and I was as far into him as I could go. Mr. Wilson held him upright while they just waited, saying nothing. That tingling feeling in my groin had grown to a major stimulation of my nerves around the groin, flooding the balls, up the dick. It was past the stopping point. I was going to cum inside of Roy.