She was pushing my head into her clean shaved pussy. There was a small gouty on top of the pussy. I sucked it. Put my tongue into her pussy and starte...d licking it. I took her from the couch and we sat on the bed. She removed my boxer and started sucking my cock. She took the cock deep throat and sucking it hard. I was enjoying a lot . She poured the whiskey on my cock and started sucking it. I was enjoying it. My hands were pressing her boobs hard. I was cumming and she drank it full. I took. Not this time. It will happen.I started of with a basic test to see how she would react to seeing her son naked. I would intentionally "forget" to take a towel as i went for a shower. Making sure the towel was always in the same room as her. After my shower, at first, i would come in naked cupping my genitalia out of shame to reach the towel. After doing this for a few months (and not constant to avoid suspicion) i became braver and only started cupping my penis. A few months more and i stopped. She didn’t know if it was just a momentary lapse, or if she was having feelings that were more than just friendship. The biggest question was, if Hailey felt the same way or not. Grace thought that if Hailey were to reject any feelings she expressed, it would be devastating.She toiled for days until Hailey finally came back from her business trip. When Hailey opened the door, Grace was in the kitchen, but was aware of her roommate’s return. She was still a little nervous about what she might. But as I lowered myself, his full girth started to open me. My breath caught, my eyes bulged, in no time I was sweating with effort and hurt. My ass kept opening and stretching, the pain kept growing. Though he was thirty years younger, I moaned “Daddy, it hurts”. He just growled: “This is what you paid for, honky”. My lust, my want for his cock finally overcame enough of the pain that his width was in me. Gasping for breath, I eased down on him, feeling my insides open, my body possessed.But.