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Theo was home alone. Arwen was still at work and would be for a little while.
That was normal and fine and not a big deal but he was missing her a little more than usual right now. It was the day after his t-shot and the hornyness was hitting him hard. He hadn’t even realized how bad it was. He’d been scrolling on his phone mindlessly and had started subconsciously rutting against one of plushies that happened to be there.
Well, that’s how it started anyway. Now he was fully humping it, trying to soothe the ache between his legs. He knew it was pointless, it was pointless because he wouldn’t let himself cum, wouldn’t let himself break his owners rules but he couldn’t help it. He needed it, he needed something.
With a whine he fell forward, still rutting his hips pathetically against the toy and reaching for his phone again.
Theo -> Arwen
Miss
Miss I need u so bad
Her reply was almost immediate, just the sound of his phone buzzing made him harder.
Arwen -> Theo
Poor little puppy, can’t you control yourself? You know I won’t be long
Theo -> Arwen
I’m trying but it’s so hard I’m so hard I need to cum
Please please please let me get off, I’ll be so good promise
This wasn’t uncharted territory, Theo knew that in all likelihood if he begged prettily enough she’d let him. With some conditions of course, whether that was ‘use this specific dildo’, ‘edge yourself x times’, or even ‘jerk off on the couch in front of the window with the blinds open’. And of course, he always had to record it. She called him her personal porn star, there’d even been a few times she’d only let him cum to videos of himself being wrecked.
It was humiliating, it was wonderful.
Arwen -> Theo
If you must. I’m too busy to think of a good one right now, make yourself cum in the most pathetic, humiliating way you can think of. And don’t forget to record it.
Theo -> Arwen
Yes ma’am I’ll come up w/ smth good for u promise
Arwen -> Theo
I know you will
Be good puppy, I’ll be back for you soon
Theo set his phone aside, trying to think. Any and all thoughts felt far away as he didn’t stop his pathetic writhing. He just knew he wanted to be full, wanted something buried in cunt. He glanced around the room, trying to jostle his brain into something halfway usable.
And then he noticed the bed frame.
They had an old fashioned, wooden bed frame, sanded down to a perfect smoothness. The posts on the frame had decorative, rounded teardrop shapes at the top before turning into a regular circular pole.
His cunt ached. He couldn’t believe he was considering this.
With one last rough shove he made himself get off the toy to scotch over to it. He wrapped his hand experimentally around the bulb of the teardrop, testing its width. It was wide certainly, but nothing he hadn’t taken before. He rubbed his hand up and down it, feeling for any unpleasant ridges or bumps. It was perfectly smooth, the varnish sealing the wood in place. At least he wouldn’t get splinters.
It was definitely pathetic, it was beyond humiliating. He reached for their lube.
Well first he set up his phone, camera already on and facing the post. He hurried and stripped, putting on his collar as his only article of clothing.
He palmed harshly at his nipples, not even trying to pleasure himself. He just wanted them nice and red for the camera, for Arwen. God he hoped she enjoyed this.
He sat in front of the camera, leaning against the bedpost. “Hi Arwen.” He said breathlessly, playing with the tags on his collar. “Thanks for letting me cum miss, I’m sorry I’m so needy, I can’t help it. My pussy feels so empty, wish you were here to fill it.” As he talked he began fingering himself, sighing as he edged his first digit inside. “I had an idea for how to fuck myself for you but I’m too tight, need some prep first.” He could feel the shape of the post pressing into his back. He burned in anticipation.
He split himself quickly, almost painfully. He made sure to whine and moan nice and loud, to make sure every sound was picked up by the camera. He used one finger then two, still splitting himself wider, working towards three. Really he was working towards four, to have a whole half of his hand buried in his cunt.
It was hard to keep from cuming while he fucked himself on his fingers but he forced himself away from the edge. He fit in a third finger. “Arwen- wanna cum so bad, feels so good. I’m still not- mhmm…” he cut off a deep moan, chest heaving as he kept thrusting his fingers in. “Too tight, it’s so big I don't know how it’s gonna fit.”
He forced his fourth finger in too quickly, whimpering at the pain. A couple of tacky tears leaked down his face. He let them fall, he couldn’t bring himself to care about them.
He panted desperately as he pistoned his fingers into his cunt, fucking himself wider and wider. He loved the stretch of it, loved how it burned, how it felt like he could swallow his entire arm whole. Even though he was avoiding his clit and g-spot he was close, each inch he forced himself wider making him keen.
Just before he could cum he made himself pull his hand out, the whole thing shining with his arousal. He gave himself a second to breathe, to try and back down from the enticing edge. He couldn’t cum now, now that’d be decided on what he was going to do. Now he craved it, to split himself open on a piece of furniture like the pathetic slut he was.
Even though he was gushing rivers he squirted a generous amount of lube onto his hand, lathering the cold gel inside himself. He shuddered and moaned at the sensation, stroking his inner walls indulgently.
When he brought his hand out it was a mess of fluids, glistening temptingly. He slipped a few fingers into his mouth to suck on, the sweet berry taste of the lube mixed with his own juices on his tongue.
He moved away from the post so it was in full view of the camera, gulping nervously. He put an almost egregious amount of lube on it, if Arwen didn’t know what he was doing before she certainly knew now.
Cautiously he lined himself up, feeling the cold wood against his folds. He sank down as slowly as he possibly could, the smaller end of the tear drop pushing inside of him.
He moaned obscenely loud, the hard frame nudging easily past his soaked folds. The further down he went the bigger it was, stretching him easily. He’d never fucked something so unforgivingly hard. It speared him with absolutely no give, making him feel delightfully helpless.
The biggest, widest part of the bulb was pushed inside, his folds closing slightly around it. “Oh fuck, fuck fuck fuck.” He lifted off of it just so he could sink back down, to feel himself close around it again.
He didn’t even bother going any deeper, it felt so good he couldn’t stop himself from fucking the post again and again. He bounced on the hard wood desperately, his cunt ached as he forced it to take the painful intrusion repeatedly. He was panting loudly, he quickly became aware that he was drooling as well. A glob of spit landed on his heaving chest, trickling over his scars. He couldn’t even imagine how pathetic he looked but he was fairly certain it didn’t hold a candle to how pathetic he felt.
“Ma’am, I can’t- I’m gonna cum I need it, I-” He fell apart embarrassingly quickly. His cunt squeezed down on the unforgiving wood, cum and slick flooding against it.
He’d cum with himself fully down on it, panting harshly as he clenched and shuddered around the large bulb. With a painful whimper he eased himself off of the pole, cunt stretching around the widest part of the teardrop to release it. He collapsed onto the bed, legs shaking from the effort and the pleasure.
With a sloppy hand he reached up to grab his phone, stopping the recording. He was barely able to send it off before he was asleep, mind blissful numb with pleasure.
—
Arwen was having another mind numbingly boring day at work. The fact that she ended up in an office job was a serious bummer but she couldn’t say no to that easy, regular paycheck. And it really was easy too, she usually finished her work around lunch if not before then and just spent the rest of her day acting busy and sending emails. So when she got a notification on her phone she was quick to answer, it’s not like she had anything better to do.
Theo -> Arwen
Miss
Miss I need u so bad
Arwen jolted a bit in her seat. She knew exactly where this was going, she snagged a folder and placed it casually on her lap, just in case.
Arwen -> Theo
Poor little puppy, can’t you control yourself? You know I won’t be long
Her sweet, horny little puppy. He really was insatiable, this wasn’t even the first time they’d done something like this. Truly she didn’t mind, he knew better than to touch without permission and she knew him better to expect him to wait for her all the time. He did just take his shot yesterday, it was normal for him to be a little… extra excited.
Theo -> Arwen
I’m trying but it’s so hard I’m so hard I need to cum
Please please please let me get off, I’ll be so good promise
She should cut him a break. Besides, she’d been wanting to add to her porn collection. It was already substantial but she was always happy for new material. She thought over what she would want, more edging, maybe overstim, what toys was she craving?
Her mind felt like mush after hours of brainless work. This was hardly the environment for encouraging creativity, he’d probably have a better idea of what she’d want than she did right now.
Well there’s a thought.
Arwen -> Theo
If you must. I’m too busy to think of a good one right now, make yourself cum in the most pathetic, humiliating way you can think of. And don’t forget to record it.
Theo -> Arwen
Yes ma’am I’ll come up w/ smth good for u promise
She smiled at the message, certain he’d be very successful.
Arwen -> Theo
I know you will
Be good puppy, I’ll be back for you soon
She set aside her phone for now. At least she had something to look forward to, both for later this shift and when she got home. She was right to grab the folder but she didn’t feel any strong need to take care of herself right now, she’d rather wait for his newest masterpiece.
The minutes dragged frustratingly long, when she heard the sound of a message coming through she nearly leapt for her phone.
It was a video. Perfect.
Subtly Arwen grabbed her purse, holding it very intentionally as she made her way to the bathroom.
Generally she preferred using the gender neutral bathroom. Since she was the only trans person on staff it was basically her personal restroom which was more appealing than any public option.
It was especially great for times like these, though she’d still have to make an effort to be quiet. With slightly shaking fingers she popped her headphones in, preemptively pulling her cock free so she didn’t get any precum on her skirt.
She pulled up the video and even the opening shot had her pulsing. Her sweet puppy was sitting naked on their bed, wearing only her collar, leaning on the frame and palming his nipples just above his lovely scars. She pressed play eagerly, settling in for a wonderful show.
“Hi Arwen.” He said, his breathlessly little voice being picked up loud and clear by the camera. He played absently with his collar, the soft jingle stirring something deep in her gut.
“Thanks for letting me cum miss, I’m sorry I’m so needy, I can’t help it. My pussy feels so empty, wish you were here to fill it.” As he reached to finger himself she began tracing her fingers along her cock, keeping her touch light for now.
“I had an idea for how to fuck myself for you but I’m too tight, need some prep first.” The mystery of it all was delightfully enticing, she couldn’t wait to see what he had in mind. Immediately her mind began wandering to their bigger toys, trying to guess which one he was leaning towards, which ones would warrant the extra prep.
He fucked himself open in a rush, gasping and moaning as he split himself too quickly to be comfortable. He was so rough with himself, his pretty sounds were edged with painful gasps. It’d be a lie to say she didn’t enjoy them.
One finger became two than three, for each one he added she gripped her cock with a touch more force, stroking herself to true hardness as she watched.
“Arwen- wanna cum so bad, feels so good. I’m still not- mhmm…” he cut himself off a deep moan, chest heaving as he kept thrusting his fingers in. “Too tight, it’s so big I don't know how it’s gonna fit.”
She cursed quietly as he sat there begging for her, begging for her even though she wasn’t there to reward him for it.
To her surprise he pushed a fourth finger in, crying out painfully as a few tears fell down his face. She wished she was there, wished she could lick up his tears and soothe him with soft words all while soaking up his pained whimpers.
She jerked herself off desperately, holding back from cuming but delightfully close. She wondered hungrily if he was going to fist himself, he was nearly there after all, just needed to be a little wider, just one more digit to go-
But that wasn’t what he had in mind it seemed, he yanked his hand out with gasp, his whole body trembling from the effort. In the low lighting of the video she could see the shine on his hand, soaked in his precious juices.
To her surprise he reached for their lube, lathering it in his soaking cunt, as if it wasn't gushing enough already. She ached at how wet he must feel. Everything in her wanted to bury herself in his heat and make him drench her.
A few of his soaked fingers settled in his mouth where he sucked them softly, almost unconsciously.
He moved slightly to the side in the camera view and Arwen paused her desperate pumps to watch him curiously. If he made himself cum off camera she’d make sure he didn’t cum for a damn month-
But before she could finish her mental threat he was grabbing the lube again, generously lathering the bed post.
She came hard, surprising herself with her own orgasm and barely managing to hold back her broken moans. She watched in shock and somehow growing arousal as he lined himself up with the wooden pole, lowering himself onto it.
His stretched cunt accepted the hard wood, folds wrapping around the bulbed, teardrop shape of the decorative top. It slipped inside him with a sick pop, his pussy closing around it near impracticably.
“Oh fuck, fuck fuck fuck.” He moaned impossibly loud, shouting his arousal for all to hear.
He began riding it. Fucking himself stupid on the unforgiving furniture again and again.
Even though she’d already cum she couldn’t let go of her cock, still pumping it madly as she stared at the sight. It was like she was hypnotized, she couldn’t look away, couldn’t pause it couldn’t do anything.
“Ma’am, I can’t- I’m gonna cum I need it, I-” He came with a broken gasp, fluids gushing down the pole, still buried deep in his cunt.
Arwen found she had another orgasm in her after all, she bit her lip so hard it bled as she came again, climaxing right along with him.
Watching him pull himself off was almost painful, she wished she was there. Wished she could lift him off of it and into her arms, pepper him with kisses and praise and affection. His poor cunt must be so sore after all that. Aching, in need of someone to take care of it. She wanted to wrap him in blankets and hand feed him sweets until he was boneless in her arms. She needed to tell him how good he was, how perfect and sexy and beautiful, her sweet, handsome puppy.
The video ended abruptly and she stood there in silence, coming down from her orgasms and her shock. It felt like ages before she was able to clean off her cock, gingerly slipping it back into her panties. She’d had the good sense to jerk off in such a way all her cum fell into the toilet so that was all the clean up she needed. She stayed a few extra minutes anyway, making sure she’d be able to act like a normal, non-horny dominatrix when she walked out back into her office.
God she hated her job.
She looked down at her watch with a jolt, realizing she only had a couple minutes left to go. She hurried back to her desk, managing to write some coherent, professional emails before sprinting to the exit, to her puppy.
—
Theo was roused from his light sleep as he was gently lifted out of their bed by careful hands.
He blinked his eyes open, reaching a clumsy hand out to clutch onto who he quickly realized with Arwen. “Wha- miss?”
“Shh, you’re ok puppy go on back to sleep if you want. Just relax and let me take care of you ok?” He let his eyes fall closed with a soft sigh, snuggling into her breasts as she carried him. The gentle rocking of her steps almost did put him back to sleep but he made himself stay awake.
“Good?” He asked groggily. He couldn’t help being a little desperate for her approval. He always was after sex, even though she hadn’t been with him during that little ‘scene’. He’d fallen asleep before he could see if she responded to him, to see if she’d been proud of him.
She hummed curiously, not immediately realizing what he was asking. Something must’ve shown on his face though because before he could make himself say anymore she hugged him even closer, dropping a kiss onto his forehead. “Yes. Yes puppy you did so, so good. You were perfect, you always are.” He melted at her words, any tension that managed to find its way inside his body seeped away.
Then he was gently lowered into a bath. He let out a soft, involuntary moan as he was surrounded by the warm, soothing water. Arwen began washing his body, caressing him as she wiped away sweat and slick. All the while she was whispering sweet praise into his hair, telling him how good, how wonderful, how perfect he was until he couldn’t find it in himself to doubt anymore.
She cleaned his hair with gentle fingers, scratching at his scalp soothingly as she worked. He didn’t even realize he was being lulled back to sleep until he blinked awake again as he was being laid down in bed. She must’ve already done away with the slick and lubed covered top covers, wrapping him up in soft blankets instead.
“There you go puppy, nice and soft for you baby.” As she spoke she gently pushed one of his favorite plushies into his arms. He buried his face in the fabric, blushing lightly as he recognized it as the toy he’d been rutting against. Not that Arwen knew that.
“Can I take off your collar sweetheart?” He hummed, taking a moment to truly consider it. The heavy weight of it was beyond soothing, it reminded him he was owned. He loved wearing it. But on the other hand it was for scenes. Just wearing it made his headspace looser, his body more malleable for Arwen’s touch. The scene was over now, the collar was still comforting but it had its place too.
“Yes ma’am.” He said softly, tilting his head back to bare his throat to her. She cooed at him quietly, nimble fingers gently removing the leather from his neck. He felt himself relax against the sheets, as his tired mind accepted the scene was over. It was all over now, he could rest.
He’d fallen asleep practically immediately, mind blissfully empty and body sore but satisfied.