So there I was, in my girlfriend's mother's bedroom. Alana was bent over the end of the big bed, her knees on a large pillow on the floor, her upper body flat against the white sheets, her arms stretched out, holding the edges of the bed, and her ass proudly on display. Her beautiful mother Jane, determined that Alana wouldn't fall pregnant young as she had done, wanted to be there to 'supervise' our coupling, and that was fine by me. Jane had beckoned me over to where Alana lay, with her mother's oil-coated middle finger probing deep into her butthole.
I walked over to the bed wearing just my t-shirt. My penis swung slightly from side-to-side, but mostly it just pointed straight ahead to where Jane sat straddling her daughters hips. She looked me straight in the eye, continuing to stir her long, oily finger around inside her daughter's anus. The crinkled skin clasped tight around the finger, and the couple of times Jane withdrew, the slightly-reddened hole quickly closed back over. Alana was barely making any noise now, completely lost in the pleasure. Her face pressed into the sheets of the bed, she had drooled a wet patch where her mouth lay open. I leant down next her.
"Alana, honey. You okay?"
She opened her eyes and looked straight at me, almost dazed.
"Mama's gonna make me...gonna make me come. She's up in my ass...her fingers gonna make me come"
I smiled and stroked the damp hair from her face. "I'm gonna make you come."
Alana closed her eyes and nodded.
Jane continued to circle round Alana's hole as she reached forward and took a hold of me by the balls. She drew me closer.
"I got some of that oil for you too. I'm gonna make this as sweet as can be for my baby girl."
I just nodded as Jane scooped a lump of the white cream from the jar and held it in her hand. It melted right in front of me, and she slipped her fingers back under my balls and began to massage the sweet-smelling oil into my skin. The heat of her palm against my sack felt incredible as she slicked them up. She drew her hand up along my shaft, dragging my balls against it until they slipped through her fingers and swung back into place. Never once taking her eyes off mine, she wrapped her fingers around the base of my dick and began to slowly stroke back and forth. I kissed her hard and furious as she gripped me. Alana lay face down on the bed, oblivious in her bliss as her mother and I locked together. Her hand travelled up to the slimy, angry head of my penis and she gripped me harder than ever. I was raging, solid and thicker than ever and I needed to deal with it.
Jane broke our kiss and stood up. She let go off my penis and instead took hold of her daughter's buttocks and began to part them for me. Alana's anus glistened red and stood proud from the valley of her cheeks. It pulsed as I moved up behind her and rested the slimy head of my penis against its raised ring.
Jane turned to Alana.
"Now baby, I've done my best to get you ready for this, but he's a very large young man. You know I would never lie to you sweetie, so when I tell you it's gonna hurt, you know I'm telling the truth. Are you ready?"
Alana's voice was weak, as she lay face down on the bed, in an almost drunken stupor.
"Mama, I'm ready."
Jane gave me the nod, and I moved forward. The fat, broad head of my penis pushed down against Alana's sphincter, and it dented, but it wouldn't open for me. I tried again.
Jane leant down to Alana again.
"Honey, I need you to push out for me. Make believe you're pooping, and push it out."
Alana took a deep breath, and I felt her ring flex against me. Her anus pouted and ever-so-slightly opened for me, and I went for it. Using my fingers to angle my dick down the way, I watched as my head popped into Alana's back passage. I just held it there for a second, enjoying the incredible tightness below my head. I was in heaven, but Alana sure wasn't.
"Ah ah ha! Take it out! You're hurting me!"
Jane laid down alongside her daughter and cuddled into her.
"Sweetie, just let him stay there, just for a minute. I know it hurts like hell, I know, but it gets better. Your little tush will get used to it. Your body's an amazing creation. The good Lord made you so you could do such things."
Jane looked up at me as I hunched behind Alana, my fat penis lodged in her butt, feeling the guilt of hurting her daughter.
"Now sweetie, I'm going to put some more oil on you both, and then Jack's gonna put it in a little further."
Alana didn't say anything, just kind of whimpered as Jane took another lump of the oil and began to work it into the scene of the crime, wiping a big old lump of it around Alana's massively stretched ring and the start of my shaft. She drew back her and placed her other hand on my buttocks, gently pushing me on, deeper into Alana's rectum.
I watched as my slick shaft pushed Alana's anus in on itself. The crinkles disappeared as I forced another inch, then another slowly into her rear passage. Alana gripped the sheets on the bed, her knuckles whitening as leaned forward. I stopped for a second, to catch my breath, then pressed on. This time I didn't stop until the hairs at the base of my penis met the smooth whiteness of Alana's butt cheeks. She had the best part of eight inches of penis inside her now, and she squirmed with the discomfort. But the pain, it seemed, had gone.
"How are you feeling sweetie?" Jane asked her daughter, as her oily fingers slipped between my own buttocks.
"I'm..so...full up!"
Jane smiled. "That's right precious. You're full up of dick. Isn't that the greatest feeling?"
I began to slowly draw back, watching Alana's anus stretch out around me. I began to thrust back and forth, slowly, as I felt Jane's long, oily finger press up against my own asshole. All the time she was talking.