From their spooning position, he slid his right hand under her right thigh and lifted it up, she caught on quickly to his plan, and helped him hold up...her right leg while he grasped his manhood and slid it effortlessly into her anal paradise. “Aghhhh… Mmmmmm…” Shirley gasped and then moaned as he sank his cock deeper in her asshole, her cries were ones of pleasure and not pain as his painstaking preparatory ritual had taken most of the sting out of the anal penetration. He held his cock still. I was, by then, a real mess and it took a while to stop crying. He comforted me, kissed me a lot and held me while I attempted to calm down. I was shaking like a leaf all over and just couldn’t stop!Once in bed it became all loving and lust. I’d lubed myself very well so, once the finger fucking between my sore cheeks started, I was leaking lube like a girl in heat. Other than him there was no stripping; I wound up on my back with the skirt well up around my waist with only the garter belt and. He lied on his back and asked me to lube his anus and my cock. He was clean down there and very less pubic hair and he had done his homework. I hesitantly reached out to his cock and then ass. I liked lubing his anus it was a good feeling to touch a guy’s ass and lubing it. I then wore the condom he had brought with him and lubed my cock, put it on asshole and pushed it inside. He felt little pain and asked me to adjust and push it slowly. I was excited but managed to do it slowly after some. I picked up a pink pair of panties and slid them on over my stiff cock, then I slipped on a brassiere and a pair of pantyhose, rolling them up my legs the way she had described. I didn't have much of any hair on my legs and the feeling of nylon smooth against my skin made my dick even harder.On the bed, I had noticed an elegant white bodycon dress. I pulled it up my legs and over my bum, feeling my cock rub against the fabric inside my panties. A shiver ran up my spine, and a tingling sensation.