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After an extremely stressful day in court, Aethelstan exhaled loudly as he sank deeper into his bath. The servants had drawn one for him when they’d seen his distress, knowing what the young King needed by now. Usually the heated water would be enough to restore his strength, but he’d added an extra element this time.
Osbert had left a vial of lavender oil for him, lovingly wrapped in a purple ribbon. Even though he’d been sceptical, Aethelstan was grateful for the little gift. The sweet scent of lavender wafted through the room, proving to be effective with two drops. He sniffed appreciatively, the fragrance reminding him of Osbert’s hands. He was always threading his fingers through various plants and herbs, and he smelt delicious. The thought alone made him blush, and he ducked under the water to hide. It was ridiculous, he’d dismissed his servants hours ago, but he still felt shy and exposed whenever his thoughts led back to Osbert. As he resurfaced he ran his hand lightly down his inner thigh, tilting his head back. Osbert’s hands were much softer, skillfully nimble and able to take him apart with one touch. It had been a few days since their last tryst, but Aethelstan still ached for him. His legs fell open, hand creeping further up his legs as he teased himself with his fingertips.
“Aethelstan…” Osbert purred, invading his thoughts.
“Mm…” Aethelstan whined, covering his face with his arm. Osbert always paid particular attention to his thighs, dragging his tongue over the sensitive skin and leaving fervent bites all over. Through the water Aethelstan could see the remnants of an old bruise, and he pressed against it. The minute flutter of pain took him back to Osbert’s embrace, feeling his teeth scrape along his skin. He muffled a loud moan against his arm, eyes closing as he leaned back. He disrupted the water with a soft splash, arching his back as his fingers slid down his spread cheeks. His cock twitched violently as he nudged his entrance with his thumb, biting his lip.
“Open your eyes, pretty boy. I want to see that beautiful face when you come apart on my fingers.” Osbert chuckled darkly, spreading spit down his thick fingers.
Aethelstan whimpered, awestruck at Osbert’s filthy mouth. He’d come a long way from their first time together, and his cock grew harder at the memory. It had been awkward and bumbling, but Osbert was so passionate. Watching his confidence grow had been amazing, and he felt honoured that they could grow together. In turn, Osbert had taught him so many new things. His soft whispers and bold actions sent shivers down his body, and he slipped his finger into his pulsing hole. Aethelstan keened at the feeling, but it wasn’t quite enough. He was so relaxed in the hot water as he dreamt of his fierce lover, that he opened up easily. A second finger quickly joined the first, and he huffed out in frustration. His fingers were pitiful compared to Osbert’s, and he yearned for more. He wanted to feel full, to have Osbert’s incredibly large cock pounding his forbidden passage. He threw his head back with a loud gasp, breaching his entrance with a third finger. He tightened around his digits, gripping the side of the bath with his free hand. It was almost good enough, and he could imagine Osbert spilling lewd desires into his ear.
“You want me to fuck you harder, sweetheart? Beg me, I want to hear your gorgeous voice.” Osbert groaned, making Aethelstan’s body jolt with every brutal thrust.
“Fuck, Osbert! Please, please..” Aethelstan pleaded with himself, knowing that he could only ever experience such intense bliss with his beloved. That didn’t stop him from jamming his fingers against his prostate, working himself open as Osbert would’ve done. The sting felt so good, and his eyes glazed over as he felt heat creep down his back. His cock was begging to be touched, but he wouldn’t do it. The stiff head was leaking, dribbling down to create little pools of white in the bath. Aethelstan grit his teeth, almost sobbing with the intensity of the assault on his fragile bundle of nerves. He needed a little more stimulation, and his thoughts went hazy as he begged Osbert to give him some relief.
“Aethelstan…I’m so close! I’m going to fill you up, going to leave you full. You like that, all wet from my desire?” Osbert was panting hard, gripping Aethelstan’s back.
“Yes! Yes, yes! I want your seed, Osbert! A-Ah..!” Aethelstan cried out as he dug his nails into the bath, feeling an orgasm rip through his body. He panted madly, repressing an outright scream. It was an ethereal experience to come untouched, as Osbert had taught him on many occasions. His soul momentarily left his body as the pleasure surged through his veins, setting his nerves alight. Thick ropes of cum ran down his cock, vanishing into the water as he tested the stability of his spine. As he softened, he gulped air in an attempt to calm down. He could still see sparks of light as he blinked, but he found a healthy breathing pattern as he came down from his high. Without the haze of pleasure surrounding his thoughts, he sat up and fetched a towel. The water was getting cloudy with his release, and he didn’t want to soak in his own emissions. He wasn’t that depraved. His legs were trembling as he climbed out of the bath, tying the towel around his waist. He grabbed a fresh one to dry his hair, and he sighed deeply as he realised what he’d just done.
It wasn’t that Aethelstan was ashamed of his actions. He’d spent too long regretting every little thing he did with Osbert, and he wouldn’t give in to the guilt anymore. Osbert was handsome, affectionate and intensely kind, and he wouldn’t feel ashamed anymore. He’d freed him in so many ways, and taught him how sex was supposed to feel. Despite Osbert’s sweet intentions, Aethelstan felt as though he could never fully satisfy his perfect partner. Osbert wasn’t shy about hiding his desires, and that was no bad thing. In the throes of passion, Aethelstan wouldn’t care that their lovemaking was in vain. But in the aftermath, he’d feel distraught and useless. He couldn’t give Osbert children, and he feared that he was holding him back from a real future. Osbert would’ve been an amazing father, and whilst it didn’t appeal to him before, Aethelstan was curious about motherhood. It was pathologically impossible for Aethelstan to get pregnant, and yet he relished the thought of holding Osbert’s baby. Or babies. He concluded that the actual act might be unattainable, but perhaps he could learn a little bit about life as a woman.
Poking his head around the door, Aethelstan made sure that the hallway was empty as he snuck across to Eadgyth’s room. It was a little risky in just a towel, but he made it there unscathed. His bare feet were a little cold, but he’d not been detected. Eadgyth was out with her ladies in waiting, exploring the villages just outside of Witancaester. She’d mentioned that they held fine wine in their taverns, so he didn’t expect her to return for several hours. Regardless of her absence Aethelstan felt exhilarated, knowing he was doing something so sinful and risky. He went to her wardrobe, carefully opening the doors. Even if he was alone, he had to be cautious. If he made a loud noise or disturbed her belongings, Eadgyth would have his balls, or a servant might get suspicious. Thankfully the doors did not creak, and Aethelstan gazed at the contents.
Eadgyth’s wardrobe was home to a variety of pretty dresses, each one meticulously designed and intricately embroidered. Aethelstan ran his hand over each of the garments, feeling his cheeks flush with embarrassment. He couldn’t believe he was even considering his next actions, but he’d been bold enough to infiltrate her room. Not that it was difficult, with her guards elsewhere. His palm lingered on each dress, marvelling at the soft material. The silk was light and luxurious, falling through his fingers like butter. She seemed to favour deep jewel tones, radiant rubies and striking sapphires. There were a few petite pastels in rose pink and lilac, but he stopped abruptly at a dress right at the end of the rail. Raising his eyebrows, Aethelstan gently pulled the dress from its confines.
Even though he didn’t pay much attention to Eadgyth’s dress sense, this dress was vastly different. He’d seen her in the chromatic mayhem of colour, accompanied by outrageous jewellery and all manner of objects in her hair. But this dress was understated, elegant even. It was a full length gown, shimmering as it caught the light. The deep gold was captivating, sweeping down into bronze bell sleeves. Tiny copper flowers adorned the sleeves, perfectly paired with a little scattering of similar flowers along the neckline. It was truly beautiful, and Aethelstan hadn’t ever seen her wear it. He chewed his lip, holding the dress against his chest.
It won’t hurt if I put it on for a minute or two
Aethelstan swallowed hard, and let his desires take over. He dropped his towel, gracelessly kicking it to the side. His body trembled as he pulled the dress over his head, mindful of damaging it. As he threaded his arms through the sleeves, the material easily slipped over his lithe physique. He panted softly as he ran his hands down the dress, smoothing any wrinkles it had acquired during the transition. It felt wonderful against his skin, hugging his body in all the right places. He glanced down at his hips, sighing softly as he admired himself. He’d always been slender, but he’d never understood why God had given him such broad hips. It was a cruel joke, when he knew they were completely useless to a man. He continued to examine himself, blushing again when he saw the bold line of his arse stick out against the smooth silk. Taking another deep breath, he slowly made his way over to Eadgyth’s mirror, wanting to see his entire body engulfed in the twinkling garment. His reflection stared back at him, dazed.
For once in his life, Aethelstan didn’t recognise himself. A deep red blush spread across his cheeks, all the way down to his neck as he watched this other version of himself. A feminine vixen with a plunging neckline bit his lip at him, taunting him with what could’ve been. He ran his hands down the curves of his neck, wondering if Osbert would still desire him like this. His eyes landed on a strip of golden ribbon hanging from the mirror, and he chuckled lightly to himself.
Married women keep their hair bound
Aethelstan reached for the ribbon, twirling it around his finger. He searched for a hairbrush, then gently raked it through his unruly curls. With agile fingers, he wound the ribbon around his hair, creating a messy bun. A dinky curl fell from the mass, lingering over his forehead in defiance. He giggled again, marvelling at the exposure of his neck. He was astounded by how different he looked, even just with his hair up. The dress whirled as he spinned, revealing his bare feet. He beamed, peering at himself as his eyes drifted back to the neckline. If he was a woman, the dress would be scandalous. It left absolutely nothing to the imagination, and his breasts would’ve barely been contained. His thoughts started to wander again as he imagined Osbert’s outrage at such a dress.
“You want the entire court to see your tits, Aethelstan? I’ll have to punish you for that.” Osbert growled, cupping her breasts from behind.
Aethelstan moaned loudly, lost in his fantasy. His eyes that had been rolled back in pleasure almost popped out of his skull when he realised what he’d done. The front of the dress was like a tent, and his plea to keep the dress in pristine condition had failed. His erect cock brushed against the smooth fabric, almost weeping in anticipation. Aethelstan’s face burned in shame as he moved to tug the dress off, but he was interrupted by an abrupt knock on the door.
“Hey, Eadgyth? It’s Osbert! Are you in there? I thought I was meant to be accompanying you to the village!” Osbert called out, patiently awaiting an answer. Aethelstan froze, completely mortified at the very real possibility that he was about to get caught.
Shit, shit, shit!
“S-She’s at the village already, O-Osbert!” Aethelstan stammered, trying to deter his efforts. He could’ve stayed quiet, but that would’ve been worse. Osbert was more than likely heading to his room next, so he had to break the silence.
“Aethelstan? What are you doing in Eadgyth’s room?” Osbert sounded confused, possibly concerned.
“U-Uhm she asked me to…she needed me to…” Aethelstan panicked, running out of excuses. There was no logical reason for him to be in there, and his mind wouldn’t think fast enough. As he wracked his brain for any reason whatsoever, he heard the telltale squeak of the door.
“NO! Osbert, you cannot come in here!” Aethelstan had never moved so fast in his life, nearly tearing his dress as he bolted to slam his body against the door. Even with the adrenaline and the fast movement, Osbert was stronger than him. He wedged the door open slightly, sighing deeply.
“Aethelstan, stop fighting me! Why won’t you let me in?” Osbert asked, a hint of amusement in his voice.
“Osbert, I mean it! I-I’ll be out in a minute!” Aethelstan tried to keep the door shut, but Osbert overpowered him. With a hard shove and plenty of brute force, Osbert burst through the door. He brushed dust off his shoulder, sighing deeply.
“I don’t know why you couldn’t just-” As soon as he spoke, Osbert’s voice caught in his throat. His eyes were wide, completely fixed on him. Aethelstan blushed furiously, turning away from his wandering eyes. He could’ve attempted to cover himself up, but the damage was already done. Osbert had seen everything, and he’d immediately turn on his heel in disgust. Glancing over his shoulder, his heart dropped at the thought of losing Osbert for good. He had to try and claw his relationship back, even if Osbert thought he was revolting forever. He stepped towards him, nervously playing with his hands.
“Osbert I can explain! This isn’t…I wasn’t…” Aethelstan panted softly, feeling the panic set in again. As he tried to muster enough saliva to speak, he tried to read Osbert’s body language. He looked stunned, lips parted in pure astonishment. Aethelstan chewed his lip, feeling tears well up in his eyes.
“Please forgive me…” Aethelstan looked down, trying not to cry. His words seemed to flip a switch in Osbert’s system, and he gripped his face. Aethelstan flinched, almost expecting to be hit. Osbert would never do that, but he was terrified.
“Aethelstan, sweetheart, look at me.” Osbert whispered softly, coaxing Aethelstan’s chin upwards. He found no evidence of malice, no cruel intentions in his dark brown eyes. Instead he looked a little…dishevelled.
“Would it be unbecoming of me to ask if I can fuck you on your sister’s bed?” Osbert bit his lip, looking mischievous. His voice was smooth as silk and rich, like fine caramel. Aethelstan spluttered, eyes widening as Osbert continued to look over his body. Perhaps it was the fear, or the anxiety, but he hadn’t seen the unmistakable signs that Osbert was incredibly aroused. His breathing was a little shallow, and his eyes were almost black with desire. Instead of giving Osbert an answer, he wrapped his arms around his neck and shoved him back against the door. Osbert chuckled and gripped his waist, plunging his tongue down his throat. Aethelstan groaned, pressing his body into Osbert’s hard frame. It was so much better than his fantasies, having Osbert’s hot tongue messily clashing with his own. He gasped as Osbert flipped him, his back meeting the cool wood as his body burned up.
“Aethelstan, you’re so beautiful. Gods, you look so breathtaking in this dress. But this. No.” Osbert reached up to pull his hair ribbon away, letting his curls rain down freely against his neck. Aethelstan giggled, light laughter turning to deep moans when Osbert tugged his hair the way he loved so much.
“Osbert…can’t wait, fuck me here.” Aethelstan purred, head thunking against the door as Osbert kissed sloppily along his collarbone, following the absurd neckline of the dress. He sucked on his nipple, leaving Aethelstan straining against his skirts. He was going to ruin the dress if Osbert kept ravishing him.
“Alright, my darling. You need me to take care of you?” Osbert ran his tongue over his other nipple, teasing it until it was almost painful. Aethelstan nodded fervidly, reaching down to caress Osbert through his breeches. He gasped as Osbert thrust his tongue back into his mouth, eagerly battling him as he stepped out of his clothes. He removed his hands from Osbert’s body to take his dress off, but Osbert gripped his wrists.
“No. I want you to keep this on. Will you?” Osbert whispered softly, running his thumb over Aethelstan’s wet lips.
“I-It’ll get ruined, Os. I would but she’ll know.” Aethelstan grew insanely hot and bothered at the thought of being fucked in his sister’s dress, but he couldn’t fathom how to explain the mess that the situation would create.
“She won’t, I promise. Do you trust me, my King?” Osbert’s voice was deep and dripping with honey, and Aethelstan knew he couldn’t resist his charms. But he didn’t want to resist, he was completely under Osbert’s spell and couldn’t imagine anywhere better than the hot fervour of his lust.
“Take me. Now.” Aethelstan demanded, yanking him forward for a kiss. He felt Osbert reach for something behind him, throwing a cushion on the floor with a soft thump. Aethelstan played with his tongue for a moment, until Osbert pulled away with a soft smack of lips.
“Down on all fours, sweetheart. Skirts up.” Aethelstan didn’t try to hide the full body shiver that shot through his system, immediately following Osbert’s order. He dropped to the floor, using the cushion as a comfort for his knees. Bracing himself on both hands he leaned forward, hitching the dress above his bare arse. The cold hit his backside, but he’d never been so aroused. With his arse exposed, Osbert knelt down behind him and licked a strip down his hole.
“A-Ah! Osbert, don't tease me…” Aethelstan quivered, clenching down on nothing.
“I have to prepare you, my needy darling. You think your tight little hole can take me without it?” Osbert prodded his tongue inside, drawing a heady rasp out of him.
“Mm..ngh. I already prepared-need your cock!” Aethelstan managed, feeling a wonderful wet sensation drip down his walls.
“Already? My my, you did miss me didn't you?” Osbert beamed, sounding delighted that Aethelstan was so desperate. Aethelstan whimpered, looking over his shoulder to watch him slick up his cock with spit.
“Missed you so much, Os. Please.” He pleaded, brushing his arse cheek against him.
“You sound so filthy when you beg, Aethelstan. It makes me want to ruin you.” Osbert confessed, rubbing his tip against Aethelstan’s entrance. Aethelstan couldn't wait any longer, consumed by Osbert ever since he'd climaxed in the bath. He pushed back against him, gasping in ecstasy as his hole greedily welcomed Osbert’s rock solid cockhead.
“ Gods! Oh, fuck!” Osbert was overwhelmed for a minute, and Aethelstan smirked at his reaction. Osbert had claimed he wanted to ruin him, but in actuality he had Osbert buried tight in his arse, squeezing him with no mercy. He chuckled, backing up to envelope the rest of his thick length.
“Osbert, I need you. You feel so good inside me…” Aethelstan whispered, bringing him back to earth. When he'd recovered from his momentary awe, he gripped his waist hard enough to leave bruises. Aethelstan prayed that he'd left marks on him.
“Yeah? You deserve to be fucked hard, don't you? All dressed up for me.” Osbert slowly dragged his cock out of him, slamming back inside when his tip was just nudging his hole. Aethelstan felt as though the wind had been knocked out of his lungs, gasping for air as Osbert lunged forward over and over. His erection started to drip onto the floor, and he quickly grabbed the base to stop it. It wasn't near the dress, but he had to be careful, and he could prolong his orgasm a little this way. He canted his hips back to meet his thrusts, desperate to find his spot.
“Yes- ah! I dressed up- hah- for you, Os. Harder, harder!” Aethelstan groaned, panting as Osbert sought out his prostate.
“A-Aethelstan I'm not going to- mm -last long. Seeing you like this- oh- so pretty.” Osbert's voice was strained, clearly teetering on the edge. He pounded into him, finding just the right angle to make Aethelstan burn.
“There! Oh God, please don't stop!” Aethelstan howled in near pain, eyes watering at the prospect of coming on Osbert’s cock. It had been far too long, and his body was pulled tight in frustration. His cock throbbed in his hand, entrance fluttering on every push. He yanked at Osbert’s hair, bending his neck as much as he humanly could to kiss him. He panted heavily into his mouth as Osbert groaned, grip tightening on his hips.
“I want us to come together, Aethelstan. Can you do that for me, sweetheart?” Osbert begged, tongue licking down the side of his lips.
“Y-yes! Fuck, yes! Osbert, come inside me!” Aethelstan shrieked, feeling his knees tremble and his back start to bend. Osbert wrapped his hand around his cock, stroking down as his thrusts picked up speed. Aethelstan felt his stomach tightening and his hole pulsing, ready to spill his climax. Waves of sheer relief and pleasure washed over him as Osbert shot his cum inside him, leaking out of his arse even as he spasmed. Aethelstan let out a deep moan, feeling Osbert catch all of the cum carefully in his hands as he stroked him through it. He gently eased off Osbert’s cock, collapsing on his front as his knees gave out.
“Hey. Are you alright?” Osbert wiped his hands on Aethelstan’s forgotten towel, using it to lightly wipe his essence from Aethelstan’s arse. Aethelstan blushed at the feeling, nodding.
“Mhm. I'm fantastic…” Aethelstan mumbled sleepily. He was vaguely aware of Osbert picking him up in a bridal sweep, carrying him to his own room. He had no idea how he managed it, but he'd somehow eased the dress off him and returned it to its rightful place. Soon he was in his own bed again, with Osbert stroking his forehead.
“Hey, beautiful.” Osbert smiled, holding Aethelstan close to his chest. Even through his exhaustion, Aethelstan snuggled into him and gently tugged his shirt.
“Come to bed, Os.” He whispered softly, helping him out of his clothes. The bed was warm, and he was far too content to care if they were both naked. Osbert played with his fingers, still trembling slightly from their passionate encounter.
“Aethelstan, you looked amazing in that dress. But you seem a little sad?” Osbert kissed his hand, cocking his head slightly. His curiosity was sweet, and Aethelstan looked down.
“It’s…nothing. It’s stupid.” Aethelstan buried into him, sighing appreciatively when Osbert wrapped both arms around him. He loved feeling his bare skin against his own, and he felt soft lips kiss along his forehead.
“Nothing that you say is stupid, Aethelstan. Tell me.” Osbert prompted gently, stroking his cheek.
“Do you not get frustrated with me?” Aethelstan looked up at him, nervously chewing his lip.
“What? No, of course not! Why would I be?” Osbert frowned, cupping his face.
“I can't…I can’t give you children. That’s why I wore the dress. T-To see what could’ve been.” Aethelstan wiped his eyes, feeling despair creep up on him. He felt worthless again, as he often did.
“Hey. Listen to me, and don’t you dare think that.” Osbert’s eyes were fierce as he tilted his chin upwards, still frowning.
“Aethelstan, I love you. I didn’t even know I could love someone the way that I love you. You’re absolutely everything to me, and I’d perish without you. I don’t need some screaming baby to know that you’re my soulmate. I know it is conventional to have children, but I don’t need that. We’re perfectly imperfect, Aethelstan. I love you for you, and womb or no womb, that won’t change.” Aethelstan had been on the verge of crying again, but he couldn’t help but giggle at Osbert’s somewhat strange wording. But his heart was still fluttering, the amusement and affection cancelling out the sadness.
“Then why do you like filling me with seed?” Aethelstan sat up, straddling Osbert’s thighs.
“That’s…Aethelstan don’t ask me that!” Osbert covered his face, turning red.
“Why? You have no right to be embarrassed, Osbert. You literally just caught me in my sister’s dress.” Aethelstan beamed, pulling his hands away.
“It’s not about children. It’s the opposite. I like that we can be close and…and it does not result in anything. That you can close your eyes and think of me, and what we did.” Osbert whispered, looking extremely bashful. Aethelstan blinked a few times, surprised by how sweet yet bizarre that sounded. But he’d be lying if he said it didn’t feel nice, having the evidence of Obsert’s love still lingering. Perhaps that’s what he wanted, rather than having to think of the lewd act itself. He ran his hands along Osbert’s thighs, noticing the way his muscles tensed. He was overwhelmed with the extent of his own feelings, worshipping this adorably awkward man. Osbert was his home, and he loved him with all of his heart. His hands reached Osbert’s face, and he stroked along his sharp jaw.
“I love you too, Osbert. We may be different in this world but…you’ll always be my King.” Aethelstan confessed, caught in a warm kiss. Osbert’s hands were all over him, and he willingly followed his lover’s passionate movements. It wasn’t long before he was riding him, holding back lustful groans of pure ecstasy. He felt euphoric, thoroughly worn out and sated when Osbert brought him to tears three more times. When they eventually stopped in a tangle of sweaty limbs, he closed his eyes and listened to the frantic beating of Osbert’s heart. As he started to drift off he realised that he didn't need to give Osbert children, not when he already felt complete. He didn’t need to be a woman, or to constantly punish himself. Osbert had bestowed him the sweetest gift in the world, and his heart was aglow as he slept.
Osbert accepts me.