"We're going, then," my mum called up. "We'll be back sometime late this evening."
"Okay, bye," I replied, then listened for the door to shut. When it did I climbed on the bed and gave Lisa a kiss.
"What would you like to do now?" I asked her, searching her blue eyes.
"Well, we've tried so many positions," she replied. "I'd like you to break my anal virginity."
"Okay, if you like."
I pulled her trousers and knickers off and flung them in a corner, then as I stripped off she took her top and bra off, shaking her long blonde hair out of her face to cascade down her back when she finished.
"We'll need some strong lubricant for this, because I don't want to hurt you," I told her.
"I know, and it has been provided for," she replied, getting up and rummaging in her bag. She pulled out a tube of baby oil. "Will this do?"
"That's perfect, darling," I replied.
She passed the bottle over to me. I poured a bit on to my hand and began to rub it on her breasts, circling her nipples, massaging her neck, then down around her pussy. Then she poured a bit on to her hand and masturbated me a bit until I was completely hard.
"Now, get on the bed on hands and knees."
She did so, and then I knelt up behind her and rubbed a bit of oil into her buttocks, before pouring a good deal into her arse hole. I put a bit more on my penis and put the bottle down. Gripping her hips firmly with both hands and resting my dick on her sphincter, I asked her:
"Ready? Do tell me if it hurts and I'll stop."
"Okay," she replied.
I pushed my hips forwards, slowly. My cock forced through her tightest hole, squeezing firmly. Lisa let out a moan of pleasure, so I pushed onwards, feeling the tight ring of muscle work its way up my shaft. The tip of my penis moved through the soft tight tube, lubricated by oil. Finally, I had gone all the way in, her ass touching the tops of my thighs.
"This okay for you, darling?"
"Yeah, it's wonderful!" she replied.
I withdrew very slowly, until her sphincter was just below the head of my dick. Then I pushed in again. I continued like this for a couple of minutes, then leaned over her back, grabbed her tits and pulled her on to her right side. I pushed my left leg forward, moving hers with it, but kept mine and her right leg straight, so I could still enter her. In this position, I could kiss her neck and nibble her ear. Still holding her breasts, I got back in the rhythm of entering and nearly withdrawing. Lisa clasped my hands holding her with her right hand, and moved her other hand down to pull her buttocks apart. She began to make sounds of pleasure: "Mmmm!"