The Danielle Debauchery by shermer

“That feels so good!” Natalia said

Danielle reached forward and took the butt plug from Natalia’s hands. She surrendered it quite willingly now that she knew how good butt stuff felt. Danielle reached between her legs and ran the cool metal tip of the plug through her moist labia, coating it in a glistening layer of her own excretions. I moved away to allow the surgeon to operate. Danielle placed a finger and thumb on either side of Natalia’s wetted opening and parted them, stretching it apart enough to accomodate the very tip of the freshly lubed training device. Natalia immediately withdrew as the cold metal contacted her sensitive area, the contrast with our warm tongues coming as a surprise.

“It’s OK” Danielle said gently “just try to relax, it’ll go in more easily.”

Danielle once more spread Natalia’s ass and aligned the tip of the butt plug with her parted hole, first gently pressing it against her then relaxing the pressure. She repeated this a few times, allowing Natalia to become accustomed to the sensation. Her goal was to get her used to the feeling before trying to insert the object deeper inside. At the same time as she coaxed Natalia’s ass into accepting the foreign object, Danielle licked a finger of her spare hand then reached underneath Natalia to find her clit, massaging it to distract from what would come next. She once more spat into Natalia’s crack and as the saliva flowed down and around the metalic obstruction, she pressed down more firmly, noticably stretching Natalia’s sphincter to accept the expanding metal. Natalia groaned uncomfortably as her ass commenced it’s training but Danielle doubled down the stimulation of Natalia’s clit to try and draw her attention elsewhere.

“You’re doing really well” Danielle encouraged her.

The process continued for some time, Danielle patiently acclimatising Natalia to having her anus filled with an object several times larger than the finger she had previously experienced. Natalia continued to express her discomfort each time her virgin asshole was violated with the cold metal probe but was eventually able to accomodate it entirely. Danielle was now inserting and withdrawing it at a steady pace and Natalia’s noises had transitioned from obvious dislike to what were sounding more like notes of pleasure. Danielle was also no longer rubbing Natalia’s clit. Intead she was ocassionally substituting the butt plug for her tongue, rimming Natalia and inserting it inside her stretched anal canal. Meantime, the sounds of Natalia’s pain and watching her being trained by Danielle had caused my boner to recover. It was standing to attention as I knelt next to the pair. Noting this, Danielle switched back to using the butt plug on Natalia, so that her mouth was then free to envelop my cock. She had filled her mouth with saliva and I could feel it as she stroked her lips up and down over my erect shaft, dribbling spit out the sides of her mouth. She only performed this for a breif period, enough to satisfy herself I was fully hard and sufficiently lubricated, then she motioned me into position. I swung my leg over and straddled Natalia’s thighs, shuffling up so that my shaft could be couched between her smooth soft cheeks. Danielle pulled them apart, and I pressed my cock down into the groove. The head of my shaft made contact with Natalia’s gaped passageway, howeever it was still obviously narrower than me. This was going to be quite the experience for her. I rocked forward, pausing as I met the initial resistance of Natalia’s tight clenching muscle.

“Try not to tense up” Danielle advised Natalia.

I pushed forward, overcoming the initial resistance and my saliva doused glans slid inside her. Natalia winced as I stretched her further than the butt plug had done. Continuing, slowly, I allowed the first third of my hard-on to penetrate deeper into her. Natalia yelped and inhaled trying to compose herself. Danielle slid her hand under Natalia’s belly and located her clit once more, tending to it to alleviate some of the pain. I withdrew a little and then as gently as I could, pressed forward again, this time allowing a little more of my cock to descend into her unexplored depths. Of course the deeper I went the wider she had to spread to accomodate me. She continued to groan in pain as I cleaved her in two.

“Do you want me to stop?” I asked her.

Natalia shook her head, sniffled and raised a hand to her face, whiping tears from her eyes.

“No! Keep going, I can take it” she replied determinedly.

Danielle spanked Natalia’s right cheek hard.

“Yeah you can!” she cheered.

I thrust forward again, drilling further into Natalia, until I could reach no further. I was balls deep and she had taken the full length (and girth) of my manhood into her virgin asshole. I began to thurst back and forth, short strokes at first but eventually progressing to full travel, withdrawing my shaft entirely then re-entering her, plunging my raging boner as far inside her as it would go. Each time I did it, Natalia screamed. Initially in pain but after only a few strokes I could hear something welling up inside her. The pain was now pleasurable to her and she was building toward a climax.

“ha! ha! ha!” she called out with each pounding “something’s happening”

I wasn’t sure what she meant. Danielle was still working on Natalia’s clit and somehow she knew.

“Just let it come out, let it go, don’t try to stop it.” she instructed her, stroking her head.

“HA! HA! HAAAAA!” she cried out as I continued to ram my cock into her raw, aching hole “HHHAAAAA OH NO HAAA HA”

Natalia’s legs waved behind my back and her fingers splayed out as she orgasmed. I’d seen her cum before but this was way more intense, like she was possessed. A gushing sound emanated from between her legs as she convulsed underneath me and her sphincter contracted hard around my shaft. I continued to pile drive her throughout the onset of her climax as I felt the spasms of my own begin ripple through my cock. I fell forward on top of her, my erection boring even deeper into her as I unloaded inside her rectum.

“Oh my god!” Natalia exclaimed as I lay on top of her “I’m so sorry! I don’t know what happened. I thought it was an orgasm… I’ll clean it up!”

I now realised what they had meant earlier.

“It’s OK” I said, slowly withdrawing from inside her and moving off her to look at the large damp patch on the bed where she had gushed her own load.

“You squirted!” Danielle cheered excitedly “anal orgasm baby!!”

“What?” Natalia replied confused “I thought that wasn’t real. I thought I peed myself.”

“We’d have been OK with that too” Danielle joked “but you didn’t.”

“Huh?” a confused Natalia asked, not in on the joke.

“Nevermind” I answered “you were amazing. You took the whole thing, all of it!”

Natalia smiled back at me and rolled over onto her back again. Danielle lay down next to her.

“Told you it was worth it” she said.

After a few minutes recovering and eating more snacks, a slightly more sober Natalia began to think about the situation she found herself in. She stood up and started to gather her underwear, somewhat bashfully covering her breasts with her arm trying to not look like she was doing it. She pulled her panties on and up her long smooth slender legs.

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