Anal Princess of the Autumn

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AUTHOR’S NOTE AND WARNING TO READERS: This story deals with trauma and abuse. However, it’s a story of healing, and of overcoming such horrors. Still, it could be difficult for some to get through a few of the scenes, so please be careful. Furthermore, the story blends love and romance with a bizarre anal fixation – so please note that this story is in the Anal category for good reason, and in fact, doesn’t have ANY pussy penetration whatsoever. It’s all anal, all the time, always. Read the tags for more information, and proceed only if this could appeal to you.

This is my (2nd) contribution for the Halloween Story Contest 2023 – Please leave a rating at the end.

This is a work of fiction, and everyone in the story is eighteen or older.

All of my stories are copyrighted.

— ANAL PRINCESS OF THE AUTUMN —

Under a large maple tree just outside of the campus science building, perpendicular to the quadrangle where most students headed, sat Philip. He was about average height, thin build, with tousled hair as black as tar, and a somewhat glum expression that sat there as a permanent fixture on his face. But his eyes were lively and warm, his irises cast in blueish hues. Most of his clothes were black, as he had an aversion towards most bright and vibrant things – something his art teachers constantly nagged at him to change.

Philip had a drawing pad in one hand, his nails and fingertips permanently stained with graphite and ink from countless hours of drawing, and even some dried paint from the acrylic class he took for fun. A sophomore, yet he still had not properly adjusted to college life. He didn’t truly fit in, and had only managed to make a handful of friends since moving out here. But he didn’t mind too much, being comfortable in his solitude – because wasn’t the path of an artist usually a lonely one?

The shadow from the maple tree stretched out long, as if reaching for him, the afternoon sun otherwise relentless. An occasional breeze would rustle the branches, showering him with a light dusting of green needles and petals. Birds flitted about in the canopy above, singing their songs to one another. And Philip was sitting in the midst of it, feeling the sun and wind, hearing the songbirds and watching them fly. It was surprisingly tranquil, despite stressed-out student running to-and-fro across the quadrangle, ducking between the tall buildings, hurrying to get to their next classes. Yet he felt calm. As if the world – his world – was holding its breath, pausing time itself to allow him to exist, in peace, for just this single moment.

Suddenly, his phone buzzed, and he put down the pad and pencil, checking it with a frown. A text from one of his friends. “Where are you hiding?” it said. From Lottie, of course. The sweet girl clung to him every chance she got, and her friends loved teasing her about it. The two of them had met during orientation, freshman year, and she hadn’t let go of him since. He did care about her, but wasn’t ready for a relationship. Philip had grown up with abusive parents, and kept just about everyone at a safe distance, afraid to let people get too close. It was part of the reason why he preferred being alone; not to be distant or cold, but out of self-defence. Besides, Lottie could surely do much better..

Philip ran his left hand through the neatly trimmed grass, and sighed. “I’m under my tree,” he responded with a simple text, glancing up as the branches above him swayed gently. This had become one of his favourite spots on campus. Away from everyone else, yet close enough that he didn’t feel completely shut out from the world at large. He picked up his pencil once more and returned to working on the castle that he envisioned in his mind. A maple suddenly leaf landed right on top of his sketchbook. The seasons changed, slowly yet inevitably. They always had, and they always would. There was nothing he could do to change that. All he could do was to be patient, hoping that brighter times would find its way into his life at one point or another.

Eventually, a shadow fell over him, blocking out the afternoon sunlight. He frowned, and didn’t look up, already knowing who it was from the white sneakers and striped socks. Lottie always stood with her feet pointing slightly inwards, a bit off-kilter, but cute nonetheless. “Philip!” she chirped, and took a seat next to him, flapping her arms around, as if to gather a lot of wind, then letting her fingers come down, clasping them together as she gazed at him – her face mere inches from his. “Hi!” she continued, her big, viridian eyes shining.

Lottie was a petite little thing, with a pear shaped body. Her hair, falling down to just beyond her shoulders, was silky-soft and glossy, coloured like hazelnuts. Her lips were the colour of strawberries, and they were full. Today she was wearing dungaree’s and a loose tank top, an assortment of beady necklaces dangling down her chest. “What are you drawing?” she asked, leaning forward for a better look.

“Just working on my castle,” görükle escort he said, turning to look at her. “Same as yesterday. It’s taking me a while. I keep getting distracted..” He met her eyes then, but she was still grinning. That was the problem with Lottie; she made it awfully difficult to get work done. She was so hard to ignore, being constantly sweet and affectionate towards him – something that he had trouble adjusting to. He had never experienced that before. “You should go on to class, Lottie. You’ll miss it.”

She giggled. “No I won’t. Classes ended early today.” And then her smile faded away into a sly smirk. “Anyway, I came here to talk to you about something important. The Halloween Party’s coming up on Saturday, you know? I was thinking we could get matching costumes of some kind? Would you like that?” Philip opened his mouth to protest, but she put her index finger to his lips to silence him, grinning once more. “Something classy! What about if we both dress as vampires, hmm?”

He sighed, running his hand through his hair. Lottie had somehow managed to talk him into attending this particular party, as it was something different from the usual college frat-house or sorority get-togethers that he loathed. There were going to be decorations everywhere, and an assortment of foods, and some popular local band, too. The college party committee was organizing it, and most of the people there were going to be dressed up.

“Fine, we’ll be vampires. I’ll order some fangs and a cape off of Amazon, and just go in my black suit. How does that sound?” Lottie squealed and hugged him, bouncing around with delight, before kissing him on the cheek. That was something she had started to do lately. At first, Philip had flinched every time she drew too close to him – an involuntary reaction ingrained into his psyche by years of abuse, primarily from his own father. But now it had become almost routine. Lottie was the one exception to this rule of solitude; he allowed himself to enjoy her company, and even dare to let down his defences just a little bit around her. He had much greater difficulties doing this around his other friends.

“And how’s it going with your.. Uhm.. Modelling art project?” Lottie was a lot more bashful when talking about this particular subject. Multiple times, she had offered to model for him – a kind gesture, but one that made Philip uncomfortable since the painting had to be erotic in nature. They were merely friends, and she was far too attractive and sweet-natured to pose seductively in front of him. He was doing his best to avoid this particular assignment, and kept putting it off, but it had to be turned in soon.

“… I haven’t even started yet,” he confessed, sheepishly. Lottie’s lips curled upwards. She was obviously pleased by this answer, for some reason. He decided to try a different tactic; perhaps the cute little puppy would leave him alone if he met her half-way somehow. “I’m not comfortable showing your half-naked visage in front of my entire art class, Lottie. If you can figure out a way to make the painting erotic without showing off too much skin, then I’d be happy to paint you.” Philip looked at her curiously. Her cheeks were reddening, her smile uncontrollable, and she suddenly had trouble keeping eye-contact with him. It seemed that his suggestion had touched her deeply, and in a rather positive way.

She thought about it for a while in silence – which was unusual for Lottie – then picked a fallen maple tree off of the ground, her eyes glimmering. “W-What if we cover up my bits with these!?” she exclaimed, waving it about. Philip squinted, but he couldn’t help but chuckle as she held the leaf out in front of her with such enthusiasm and glee.

“That does sound like it could work,” he conceded. “Alright, let’s try it.” He reached out, taking the leaf from her – their fingertips touching for a brief moment. Lottie smiled at the contact, then scooted closer to him. Their thighs touched, and she leaned into him, resting her head against his shoulder. He could smell the sweet scent of her shampoo. Philip stared straight ahead, listening to the birdsong. But then he felt her move around eagerly. Lottie was nuzzling him like a cat, purring away.

“Lottie…”

“Mhm?”

“Why is it that every time I’m alone with you, I keep getting distracted?”

“Because you think I’m cute,” she replied without missing a beat. Philip groaned. He didn’t want to admit it, but she was probably right. How did she know him so well? Why did this happen to him every single time? She wasn’t doing anything in particular, but there was something about Lottie – an unspoken charm – that made it impossible for him to remain focused. Every time he thought about a topic or subject, he would be drawn to her, until she captured his attention entirely, and kept it hostage for as long as she wanted. There was just no way he could win this game of cat and mouse. The thought made him feel vulnerable. Uncomfortable. Scared.

But at the same time…

“Hey, bursa merkez escort Philip,” she said after a while, pulling him out of his thoughts. “What do you want to do with your life after college? Is that something you think about?”

“I’d like to open my own art gallery. But realistically, I’ll end up as a struggling and starving artist, working some mundane job in an office building somewhere, or perhaps as a waiter or something. I’m not looking forward to it.”

“You’re such a pessimist! Don’t think like that! I believe in you!” Lottie chirped. She pushed herself up, sitting straight, staring into his eyes. Her smile was wide, and her cheeks flushed. It made her seem almost angelic. “One day, your work is going to be on the walls of museums, and you’ll be famous! That’s my prediction. And I’m going to be your muse!”

“My muse?” He couldn’t help but laugh a little bit. “You plan to stick around that long, huh?”

Lottie frowned. “Of course I do. What do you mean by that?”

“And I suppose you think we’re going to be married one day, as well?” Philip teased her, but the words came out far harsher than intended. As if some instinctual part of him was putting his guard up, preventing her from getting too close.

Her expression darkened instantly, and she sighed. She let go of him and sat back, crossing her arms – looking at him as if waiting for him to apologize or correct himself. But he said nothing. Her face fell. She was scowling now, lips pulled downwards. “You listen to me, Sir Philip Clyborne. There is nothing wrong with loving someone, and being loved back. You think you know everything about life, but you don’t.” She raised her right hand, pointing an accusatory finger at him. “One day you’ll come to understand how important love is! And then you’ll feel stupid for pushing away the one that treasures you the most!” Lottie said, and got up, stomping off.

Philip sat there for a moment, confused. He could feel the hurt radiating from her like waves of heat. Why was her reaction so strong to what he had said? Was she in love with him? His mind went blank for a second – but only for a second – before the words echoed in his mind once more, repeating themselves over and over again, like a broken record. ‘One day you’ll feel stupid for pushing away the one that treasures you the most!’ But Lottie had made it sound like some sort of grand destiny was in store for the two of them. Was that how she pictured their future?

He swallowed hard, his heart suddenly heavy. For once, Philip wasn’t sure what to think. But he watched Lottie disappear behind the corner of the science building, and he quickly gathered all of his things, threw them into his backpack, and ran after her. The guilt was too great.

“Wait!” he called out, feeling foolish for doing so. She slowed down, then stopped completely, turning to look at him.

“What is it?” She tried to hide her emotions, but she couldn’t fool him; he saw the hurt, the feeling of something akin to being betrayed in her eyes. And now she looked afraid as well – like a deer in headlights – standing there frozen as if petrified by his mere presence.

“I didn’t mean.. I wasn’t trying to push you away or anything,” he began, struggling to form his thoughts into coherent sentences. His cheeks were red, and his heart pounded in his chest as if he had just run a marathon. Why was he so nervous? He was never this nervous with her before. Philip had always been able to control his feelings – but now he was losing all sense of stability. It was like he was watching himself from the outside, and suddenly he didn’t know how to proceed. Frightened of saying the wrong thing. Equally afraid of the consequences paired with saying the right thing.

He walked up to her, until he was only inches away from her. Lottie’s face was flushed now too, her irises shining. She licked her lips, a sheen of moisture coating them, before speaking: “Well?” She demanded. “What were you trying to say?”

“I-” He stammered, searching for words that seemed so difficult to find. “It’s not that I don’t think you’re cute or anything. You’re beautiful, I just-” His face had distress written all over it. Philip swallowed hard once more. This wasn’t like him at all. He always knew what to say to people and how to keep them at bay – a practiced defence mechanism – but now he felt like he was lost, stumbling around in the dark and about to fall. She looked at him as if the fate of the entire world hung by a thread – waiting for him to cut it free with one simple word, one wrong move. And he sensed it. Perhaps she was at her wit’s end? Her emotions were a jumbled mess; one moment she was confident in herself, the next she was ready to break down into tears. Philip did not know how to deal with such situations.

“Look, I didn’t mean to hurt you.” He said softly. “It’s just that.. I’m afraid, and-“

“What are you afraid of?” she interrupted him. Her tone was challenging. Needy.

He opened his mouth, bursa escort bayan about to say something, but no sound came out. His hands were shaking now, his chest constricted as if a vice was squeezing him tight. The air was too thin, and it was becoming difficult for him to breathe properly. But he persisted; because if he did not confess everything to her, then things would only get worse. And he realized there and then that the thought of her pulling away bothered him significantly more than he thought it would.

“It’s not you, I promise! I.. Uhm.. I was abused as a child.”

The moment the words were out of his mouth, he wished he could take them back. Wished he had never spoken a word of the things that had happened, because somehow that made them feel more real. He had never told anyone that before. Not even his therapist. It was something he had kept bottled up deep inside him for so long – a demonic entity of endless hurt and pain. The words rang in his head, and suddenly he could feel that darkness gnawing away at him from the inside. Philip gritted his teeth, clenching his fists so tight that they went white from lack of blood circulation. But the words kept spilling out. She deserved to know.

“My father was a real monster,” he said through clenched jaws, trying to fight back the tears. “A sadist. He would hit me until I was covered in bruises and cuts, both with his fists and with his ‘toys’, but always careful to only leave marks that I could hide with my clothes.” His eyes had a faraway look, as if he was trapped in the memories of the past, staring at something invisible in front of him. “He would hold me down for hours sometimes, and I couldn’t move. Just scream for help and nobody would come. My mother, she.. She knew. But she did nothing.”

There were tears running down his face now. Philip didn’t wipe them away, letting them flow freely down his cheeks. “I struggle with intimacy,” he confessed, hanging his head. “I get scared when someone touches me. When someone get’s too close. And then I push them away. Because it reminds me of.. How afraid I am. Because my father broke me in that way..”

The look on Lottie’s face was indescribable. A blend of compassion and something else. Horror? Shock? And undeniable sadness. She grabbed his hands, and placed them around her waist. He didn’t pull away. Philip swallowed hard as her delicate body pressed against him, and the tears came out even more fiercely now. To his surprise, she was crying too, her soft breasts rising and falling with every shaky breath, and she laid her head against his chest. He embraced her tightly, suddenly afraid to let go, burying his face in her hair, inhaling her scent.

“I’m so sorry to hear that,” she whispered, her voice cracking. “I-I didn’t know..” Philip just stood there in silence, letting the words soak into him. It was like a floodgate had opened – everything he had kept locked away inside his heart had poured out. He hadn’t even noticed how much of this he had carried inside of him, like a dying tree that could not support its own weight any longer. And now it was breaking – splintering from the inside – taking him along for the ride. Philip could feel it all leave his body, his heart beating like crazy as Lottie held on to him. His own pain became her pain, and it hurt. He did not want to put her through that.

She was such a tiny thing, so fragile and light in his arms. She deserved to be with someone that wasn’t broken like he was. Yet she was there, and she cared for him. Holding him, crying together with him, accepting his every word and secret. As much as he tried to push her away, Lottie had made her way into his heart. There was something special about her that he couldn’t resist – a need that kept tugging at him. When they finally parted, Philip looked at her with new eyes, taking in her beauty, admiring the curves of her face, her soft lips, her glittering irises – so different from those cold, dark blue orbs that haunted his dreams.

“A-Am I making you uncomfortable just by hugging you? Oh god, I’ve been so stupid, always clinging to you..” Her words came out fast, hurried, as if she was replaying all of the events in which they had ever touched in her head. “I should have asked. I-I didn’t mean to-“

“Lottie.” The words came out slow, and firm. He put both of his hands on her shoulders, gently forcing her to look at him. Philip did not want to hide anything anymore. “You’re the only one I would allow to hug me like this. The only one I feel comfortable with, even though I struggle momentarily. You are beautiful, and you deserve better. But I can’t give you what you want..”

Lottie shook her head – with great determination. “P-Please just give me a chance..?” she pleaded. “I’ll be patient with you, I promise. Whatever it takes.” Her voice was trembling, and so were her hands. “We can start slow,” she continued, her voice growing more and more desperate by the second. “But I want to be yours someday. I can’t stop thinking about you. All I do is think about you!” Philip opened his mouth to speak, but she was faster than him. “And if I’m not what you need right now, then I understand!” Her expression was pleading. “But don’t give up on me, please! Give me a chance!” There was a ray of hope in her eyes, hidden beneath the fear and sadness.

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