imaskankypirate posts

Here's the third installment of Cherry Sapphire's Holiday Si..

Here's the third installment of Cherry Sapphire's Holiday Singalong! ***Christmas Time is Here***🧑‍🎄🎄 Check back Monday and Wednesday for more!

2022-12-16 15:30:19 +0000 UTC View Post

'Tis the season to sing poorly... Here's the second of Cherr..

'Tis the season to sing poorly... Here's the second of Cherry Sapphire's Holiday Singalongs! ***Rudolph the Big Dick Reindeer!*** 🦌🎄 Check back in on Friday for another weird, Cherry version of a Holiday song! 😘

2022-12-14 15:30:21 +0000 UTC View Post

'Tis the season to sing poorly... Here's the first of Cherry..

'Tis the season to sing poorly... Here's the first of Cherry Sapphire's Holiday Singalongs! ***Vampire Bite*** *(to the tune of Silent Night)* 🧛 Now, let's be real, you're here because I'm cute and I'm funny, but not because I can sing... because I can't. Like... it's BAD bad, so focus on the cute and funny part, please! 😂🎄 Check back in on Wednesday for ***Rudolph the Big Dick Reindeer***!

2022-12-12 15:30:33 +0000 UTC View Post

Just a little preview for the shenanigans coming over the ne..

Just a little preview for the shenanigans coming over the next two weeks: Cherry Sapphire's Holiday Singalongs on Monday, Wednesday, and Friday, culminating in a grand unveiling of my new boobs on Friday, December 23rd as a little added holiday treat! 🦌😁🧑‍🎄 Get excited! It's going to be (chest) nuts! 😂😘

2022-12-09 16:17:41 +0000 UTC View Post

Here is the last of the content I recorded before my surgery..

Here is the last of the content I recorded before my surgery: more of my dorky ass dancing around in my underwear. 🤣 Enjoy! 😘

2022-12-07 15:30:31 +0000 UTC View Post

I've never sucked a real cock before, but in this video, you..

I've never sucked a real cock before, but in this video, you can watch me practice! 😁😋 Does it look like I'm doing an okay job... or do I blow at it??🤣 Feel free to drop suggestions or encouragement in the comments! (filmed before my breast augmentation)

2022-11-30 15:30:06 +0000 UTC View Post

Why am I like this?! 🤣

2022-11-23 18:37:58 +0000 UTC View Post

Happy Wednesday everyone! 9 pics for free (photographed pr..

Happy Wednesday everyone! 9 pics for free (photographed pre- breast augmentation)

2022-11-23 15:30:06 +0000 UTC View Post

I came across my favorite suit from when I was presenting as..

I came across my favorite suit from when I was presenting as male and thought maybe I could try to feel sexy in it... but I immediately just wanted to take it off. So, here's a video of me doing just that.😂 The free version stops when I'm about to finish taking my top off. In the paid version, I finish taking it off and dance around awkwardly in just my panties for an extra 30 seconds. (Filmed pre-breast augmentation)

2022-11-16 15:30:06 +0000 UTC View Post

Update about my previous post (https://onlyfans.com/44715434..

Update about my previous post (https://onlyfans.com/447154344/imaskankypirate): Everything appears to have gone well yesterday and I am home now resting up and taking lots and lots of pills. 🥰😘

2022-11-10 16:21:02 +0000 UTC View Post

Hey everyone! Big announcement: I'm having top surgery today..

Hey everyone! Big announcement: I'm having top surgery today! Please hold, bewbs inbound... Watch the video for an update on what that means for this account over the next few weeks... and I reealllly suggest you watch it all.the way to the end. 😁 Update: I'm home now and everything appears to have gone great!

2022-11-09 15:31:02 +0000 UTC View Post

Wanna see me in my cute, little unicorn panties? What if the..

Wanna see me in my cute, little unicorn panties? What if they're the ONLY thing I'm wearing? What if I play with myself... just a little? 4 photos with my nipples covered for free. 8 with my boobs exposed for only $5.

2022-11-02 14:30:08 +0000 UTC View Post

Due to it being NoNutNovember (which, for the record, I've a..

Due to it being NoNutNovember (which, for the record, I've already lost), I'm wondering something... Be honest. Have you ever masturbated while looking at my content?

2022-11-02 06:41:21 +0000 UTC View Post

I hope everyone has a wonderful Halloween! 🤘🎃🤘

2022-10-31 14:30:12 +0000 UTC View Post

Sorry this one is a day late. The video is pretty long, thou..

Sorry this one is a day late. The video is pretty long, though, and I'm pretty cute. So, that helps... right? 😂 Well, anyway, watch me strip off my panties... but in silence, because I'm a dork and was dancing to copyrighted music (free bulge pic in DMs to the first person to correctly guess in the comments which song I was dancing to). I never claimed to be a decent dancer, just that I looked good while doing it. 🤷🏻‍♀️ Happy Halloween!

2022-10-27 14:58:08 +0000 UTC View Post

One week until Halloween! New video to go along with this se..

One week until Halloween! New video to go along with this set on Wednesday.

2022-10-24 14:30:23 +0000 UTC View Post

This is what happens when nobody tells me what sort of conte..

This is what happens when nobody tells me what sort of content they want to see... I make videos of things like me trying to shove an entire banana in my mouth. 😂

2022-10-21 14:30:20 +0000 UTC View Post

In this video, I reveal my boobs for the first time ever on ..

In this video, I reveal my boobs for the first time ever on the internet... and, of course, I set it to incredibly dramatic music and added some weird animation. 😂 ... Let me know what you think!

2022-10-19 14:30:22 +0000 UTC View Post

How do we feel about a boob reveal this Wednesday?

2022-10-16 16:25:51 +0000 UTC View Post

POV: You just got your very own mousegirl... Hickory dickor..

POV: You just got your very own mousegirl... Hickory dickory dock The mouse played with my cock Her hole was tight It felt just right Hickory dickory dock Come get some, catgirls. Happy Halloween.🐭

2022-10-12 14:30:20 +0000 UTC View Post

Happy spooky season to all my witches, ghouls, creepers, cra..

Happy spooky season to all my witches, ghouls, creepers, crawlers, ghosts, and of course demons. Aside from being fun to look at (and incredibly humble), I'm also a writer. So, this week, I have a short piece of fiction to go along with the images. I hope you like it! Let me know what you think and if it might be worthwhile sharing some stories again in the future! --- ***Heart's Desire*** by Cherry Sapphire The air was thick and syrupy from the scent of death and smoldering herbs. Duncan breathed it greedily, though; crawling back and forth to draw the huge, intricate sigil in chalk on the stone floor was hard work. Completing the last line, he stood and checked his work against the diagram in the book. It was perfect. Finally, he would have his revenge. As soon as the freshly slaughtered goat's head was in the center, every hair on his body began to prickle and is skin rose in goosebumps, despite the hot, humid, smokey air of the basement. He lifted the bowl of still-smoldering ashes and -- per the book's instructions -- buried his fingers into the hot soot. The pain was harsh and immediate. He had to bite down hard to avoid crying out and withdrawing his hand. Instead, he recited the words he had read and reread so many times. “Hinc daemonem ab inferni...” he said into the still room through gritted teeth, trying to ignore the new smell joining the others: the smell of cooking meat. “Profundo accerso ad...” he continued, but had to pause again and gasp for breath. His body dripped sweat and his every muscle was tight and rigid. With a half intake of breath, he continued, “explendum cordis...” then finally pulling his hand out and sending a shower of coals into the air over the goat's head, he shouted the last word “desiderium!” and sunk to his knees. Tears streamed down his face and he cradeled his blackened hand against his chest. He had the span of about two ragged sobs -- just long enough to wonder if it had all been for nothing -- when the ground began to shake and an excruciatingly bright light came pouring from the floor. “Oh, thank God” he gasped, “it worked.” “No,” came a voice from within the light. He sqinted to see the source, but to no avail. The voice was bold and strong, commanding and feminine, “not God...” and suddenly the light was gone. “But your summoning spell did, in fact, work Duncan,” finished the statuesque, darkhaired, beauty standing at the center of the sigil over a now-smoldering goat's head. “You're the demon?” he asked, rising to shaky feet. She took two steps forward. Every move was like a tiger on the hunt, or a shark circling prey. Her black, forked tail snaked behind her: back and forth like a cobra. “I'm the demon.” What scant clothing covered her pale, sleek, muscular body was some sort of material so black, that it seemed to eat the light around it. Her right hand rested on a dagger strapped to her hip. “And you'll help me get my revenge?” He tried to square his wide shoulders and stand up straight, but not being willing to drop his throbbing arm made it awkward. She stepped close to him, laughing then turned to walk past, her tail snaking up to gently brush his face. A brief, alluring, spicy scent wafted in her wake. His eyes fell to the base of the tail and her perfectly formed ass. “Revenge? That's not why I'm here,” she said, snapping him out of his admiration. He looked back up to see her watching him, her grin full of sharp teeth. Again, he was reminded of an apex predator hungrily watching a prey animal. “What do you mean? I summoned you to do my bidding, and I want you to kill those bastards that took everything from me.” “Oh, dear. No,” she sighed, continuing to walk slowly around him, her eyes crawling up and down his body as her tail described a slow flicking motion. “The spell was to summon a demon” she paused briefly to gesture to herself, “to help you perform your heart's deepest desire.” “Which is vengence,” he said, clearly trying to sound assertive and strong, but fooling nobody. “No, hun,” she replied, finishing her first full trip around him and reaching up to trace one shiny, talon-like black nail along his jaw. Despite the searing, throbbing pain in his now-useless hand, he felt his heart flutter and his breathing catch at her touch. A tingling sensation spread through his entire body, ending up in his crotch. “That” she went on tracing the nail down the side of his neck, “might be what you WISH you wanted most in the entire world, or what you think you SHOULD desire, but it's not.” On the last word, she flicked her hand away from him as if batting a fly. He didn't move. For a moment, they both just watched each other: his eyes darting back and forth in confusion and a desprate attempt to avoid panic, hers looking like she was trying to see inside him. “No,” she said finally, stepping so that her body brushed against his charred hand. He jerked, expecting it to hurt, but it hadn't. She watched him settle down, then closed the gap between them again and this time he didn't pull back. Where he expected any contact to be excruciating, her touch was actually soothing. “If that had been the case, they would have sent someone else: someone who specializes in killing or ruining lives. Instead they sent little old me.” Here she leaned forward and stretched her neck out so that her lips brushed his ear as she spoke, “No. You, Duncan, desperately want to fuck a demon...” Then she straightened up with a cocked eyebrow and looked him in the eyes again. “Which is my specialty.” “I... what?” he said, taking a small step away from her. Where her body had been touching his injury began to hurt again immediately when the contact was broken. “No,” he said. “Yes, darling,” she said almost purring it. One of her hands came down to rest on his and the pain subsided again. “You're lying.” He tried to sound sure, but that warm tingle flowing through him was evident in his voice. “Then why” she started, her other hand sliding to the buldge in his pants, “do you have such a raging erection right now?” “I um...” was all he could manage to get out, before her hand stroked his length and he started finding it difficult to form coherent sentences. “Umm...” he repeated. While continuing to stroke him, she lifted his blackened hand to her mouth and kissed it. “Let me fix that; you're going to need it,” she said, then slid his index finger into her hot, wet mouth, black flakes of charred flesh falling off of it. There had been pain in his hand until she touched it, but now an equal measure of exstacy emanated from where she had taken him into her mouth. The sensation of her tongue rolling along his finger and the feel of her hand on his cock was too much; for a brief moment, he closed his eyes. He opened them again as she began to pull back from his finger. His hand was completely healed and whole. “All better?” she asked, placing his hand on one of her breasts. “Uh huh,” he managed. “They say,” she stated, unbuckling his belt, “that living well is the best revenge.” Finished with his belt, she started slowly lowering the zipper. “How about I show you how to really live?” The end

2022-10-05 14:30:23 +0000 UTC View Post

🍬Who wants some candy? 🍒

2022-09-28 14:30:32 +0000 UTC View Post

I don't have a clever caption for this one. Lol. I'm cute, t..

I don't have a clever caption for this one. Lol. I'm cute, though, right?

2022-09-21 14:30:45 +0000 UTC View Post

Have a little Tuesday Tummy, as a treat. 😘

2022-09-20 18:29:22 +0000 UTC View Post

Watch my facial expressions as I put a butt plug in for the ..

Watch my facial expressions as I put a butt plug in for the first time.

2022-09-14 14:30:40 +0000 UTC View Post

Hey everyone! I need your input! Assuming I wanted to provid..

Hey everyone! I need your input! Assuming I wanted to provide a service where someone can make an appointment and we chat for a while, including talking them off if that's something they're into (via text chat with maybe some pics: that's all I'm comfortable with at the moment). What's a fair price per half hour?

2022-09-10 19:33:29 +0000 UTC View Post

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