I smiled at her admission, and focused my hands on massaging her ass. I would switch between each hand massaging each cheek, to taking one heavenly cheek in both my hands and kneading. After a few rounds of switching between massaging techniques, I spread her cheeks apart and admired her pussy and asshole.
While my hands were holding her cheeks apart, I moved my thumbs in circular motions, creeping closer to her asshole. When I made it to the outer rim, Alanna let out a soft moan. I repositioned my hands to allow for my index finger to be the one teasing her. I continued to circle her asshole, but my touch was so soft it was barely making contact with her skin. I knew how sensitive this area was and wanted to make sure she could appreciate every sensation.
“Ohhhh babyyy,” Alanna breathed out, raising her hips slightly off the bed. Her hip movement spread her asshole a bit more in efforts to get closer to my finger. I happily obliged and increased my pressure, continuing the circular motions of my finger towards the center of her asshole. When I finally arrived at my destination, I asked Alanna, “would you like me to put it in?”
“Yes baby, please,” she pleaded.
“I want to hear you say it,” I said.
“Please, put your finger in my asshole, baby. I want you in my ass.”
Those words will be permanently etched in my memory, and I happily slid a finger inside her asshole, the oil allowing me to easily slip inside. My finger was inside her ass up to the first knuckle, and I waited there giving her time to adjust.
“Mmmmmmmmmmm fuck, thank you, baby! You feel so good inside me,” Alanna said lustfully.
She seemed to be fine so far, and I pushed my finger deeper into her, up to the second knuckle.
Alanna let out a “fuuuuuckkkk,” as my finger slid deeper inside. This time I could tell she needed time to adjust as her asshole was contracting and expanding on my finger. I took time to appreciate the sensation of Alanna’s warm, tight asshole gripping my finger.
After she had a few moments to adjust I decided to pull my finger back to the first knuckle, before returning to the second. I was now finger fucking her incredibly tight asshole, still feeling it contract and expand on my finger.
“Oh your finger feels so good stretching out my asshole,” Alanna said, knowing how much I loved hearing her talk dirty.
“I want to make you cum while my fingers are in your ass,” I said back.
“Fuck, that’s hot!”
“Roll back over for me,” I said, but kept my finger inside her.
We maneuvered together to get her onto her back, while I enjoyed the sensation of Alanna’s ass rotating around my finger.
I moved my mouth to hers and kissed her, still keeping my finger inside. We made out for a few moments before I started moving my finger inside her again, this time in the “come here” motion, as if I was in her pussy.
“Mmmmmm, looks like you’re ready for more,” she said.
“I’m worried I’ll never have enough,” I responded, and moved from her face down to her pussy.
I had my arm between her legs, but my body was to her side. I spread her legs and could see her glistening pussy, from the oil and her own juices, as well as my finger, still snuggly resting in her ass.
I lowered my head to her pussy and licked her clit, causing Alanna to moan in appreciation. I continued to focus on her clit, and when her breathing increased and moans became more frequent, I started moving my finger inside her ass again. Slowly to start, easing it from first to second knuckle and back again.
I put a hand on her pelvis and pulled up slightly, exposing her clit even more. My licks on her further exposed clit caused Alanna to arch her back and gasp in pleasure. I pulled my mouth away just long enough to put her closest leg over my shoulder, trapping it between my body and hers, in turn, opening up her pussy and ass even more.
I quickly returned to my original position, enjoying greater access. I was sucking and licking at Alanna’s clit now, increasing my efforts to bring her to an orgasm. Her yelps of pleasure started up again, and I took the opportunity to try adding another finger to her ass.
I moved my middle finger next to my index and managed to squeeze it past her outer ring and into her ass up to the first knuckle.
“Oh fuck, baby!” escaped Alanna’s lips as another finger entered her ass. I pushed my middle finger from the first knuckle to the second and now had almost two full fingers inside. I kept my fingers in place and allowed Alanna to adjust again. However, I was still lapping furiously at her clit. Alanna was closing in on her next orgasm so I decided to begin moving my fingers again; first knuckle to second knuckle.
“SHHHIIIIIIIIITTTTTTTT, you feel so fucking good, please don’t stop!”
Hearing how much Alanna was enjoying herself gave me the confidence to increase the pace of my fingers in her ass. I was now fingering her at the same speed I would her pussy, and Alanna was shrieking in pleasure.
I loved the sensation of my fingers stretching her asshole and was pushing my fingers past the second knuckle and almost completely inside. My tongue on her clit seemed to be relaxing her ass enough to allow me even deeper inside. It was incredible to look down and see Alanna’s asshole stretched to take in the full width of my two fingers.
I pushed my fingers all the way inside her ass and sucked her clit into my mouth hard.
“AHHHHHHHHHHHHHHHHHHHHHHHHH”
Alanna screamed, and her body began to shake as the orgasm overtook her. My fingers were completely inside her stretching her ass wide as her clit was in my mouth and being flicked at by my tongue.