Her ass hole

I circle my gloved finger tip around her rim, coating it with lube, before I press on her little brown button with my pinky finger. Her body resists a bit, attempting to expel my finger, but after a few seconds my entire pinky is in her ass and Elaine’s moans of pain are now mixed with a hint of pleasure. I slowly push my finger in and out of her a few times, then I switch to my index finger. Her ass makes a popping sound when I remove my pinky and lube bubbles out of her puckered hole. I spread her cheeks with one hand and drive my index finger hard into her ass.

“Please try to relax, Mrs. Styles. Take some deep breaths.”

Elaine inhales deeply and the clenching on my finger lessens with each exhale. After a couple of breaths, her ass swallows my knuckle and my entire finger enters her. She moans as I move my finger around inside of her, loosening her up.

It never ceases to amaze me how tight her little ass is. I took Elaine’s anal virginity the night of our honeymoon. It was one of the best nights of my life, and her’s, for so many reasons. I’ll never forget how amazing it felt to be inside of my new wife: to touch her where no one has ever touched her before, to claim her as my own by emptying my seed inside of her virgin ass hole. She was in a lot of pain for the first few minutes my cock was inside of her, but I was gentle with her and took it slow. After a while and with the help of lots of lube, the pain mixed with pleasure and she came on my dick. In fact, she came so fucking hard it was as if the Devil had temporarily possessed my beautiful bride. Her body shook uncontrollably and her eyes rolled back in her head as her ass spasmed around my cock. She was trying to utter words but they came out as gibberish. It was so fucking hot. I held her twitching body on my cock and fucked her through the intensity of her orgasm. When I finally reached my own climax, we both screamed each other’s names as I shot my cum deep inside of her virgin ass.

I have butt fucked her probably hundreds of times since that night, not to mention subjected her tight hole to giant dildos and butt plugs, but somehow her ass hole always feels as tight as that first night.

“You’re doing wonderful, Mrs. Styles.” I tell her as I continue to feel inside of her anal passage.

The hum of the breast pump softens and begins milking Elaine with less pressure. Her whole body seems to completely relax now that she’s in less pain. I use the opportunity to my advantage and add another finger into her tight ass. She moans as I pick up the pace and pushes her hips back toward me, craving more.

“Fuck!” She exclaims when I remove my fingers from inside of her and turns her head back to glare at me. I grin and hold up the speculum to remind her that this is a medical exam, not ass play... yet.

She shivers when position the cold metal speculum at her puckered entrance.

“Are you ready, Mrs. Styles?” I ask her.

“Yes, doctor.” She replies nervously.

“Relax as much as you can, darling.” I say. “That’s it. Okay... here we go now...” and I begin pressing the speculum into my patient’s rectum.