Lily smiled and nodded her head in understanding, her heart racing with anticipation yet again. She knew from experience that Henry wouldn’t be satisfied with just one round, and she was more than willing to keep going, though she had no idea what he would ask of her now. Nonetheless, she was confident and ready this time.

“Of course, Master. I’ll do anything you ask of me,” Lily reminded him gently, hoping he wouldn’t be too shy about giving her orders again. She wasn’t as worried as she was before, but she still―

“Turn around,” Henry side, interrupting her thoughts in a firm, demanding tone.

“What?” Lily asked, thrown off by the simple command. It definitely wasn’t what she thought he was going to ask her to do, but she quickly remembered what her role was supposed to be. “O-oh, I mean, of course, Master.”

Lily got off Henry's lap before turning, making an effort to flare her skirt out, trying to put on a good show. Once her rear was facing him, she stooped and looked over her shoulder.

“Like this?” Lily asked, genuinely unsure if this is was what he meant.

“Walk forward a little.”

Lily was even more confused, but did as he asked, taking a few steps forward.

“Perfect,” Henry said as his smile widened. He stood up from his chair and finished taking off his shirt, tossing it to the side.

Lily gazed up at Henry's body, taking a moment to admire his natural form while she could. She always preferred him without his clothes on and wasn't completely sure why he always liked to wear those things. But then again, that seemed to make it all the more exciting when he finally took them off for her. She would’ve kept staring, but Henry quickly sat down behind her, letting his sights fall to her backside.

“You look beautiful in this dress, Lily,” Henry admitted confidently, placing his hands on her hips, eliciting a surprised squeak from her.

“T-thank you, Master,” Lily replied meekly. It was still unclear to her what he was going to do, but she watched him over her shoulder while his hands ran over her flanks, smoothing the silk-like fabric of the skirt against her coat. She figured he just wanted to admire the outfit and stayed perfectly still for him; that was part of his fetish after all. He liked the uniforms and she had no issues with letting him pet her all he wanted.

Lily closed her eyes and sighed happily while his hands slowly ran down her thighs, then down the black stockings on her legs. She really did enjoy the attention he was giving her.

“Your hands always feel wonderful, Master,” Lily admitted happily in a trance-like state.

Henry hummed in thought as his hands reached her hooves, then started to move back up. “Well, if you continue to be a good little filly for me, then I’ll be sure to reward you with a nice massage later.”

Lily giggled and was about to respond to that, but Henry's hands slipped under her skirt, causing her to tense up and gasp in surprise. His fingertips ran against the grain of her coat, sending a series of pleasant tingles rippling through her.

“M-Master?” Lily questioned, then let out a startled squeak once he grabbed her flanks and gave them a firm squeeze. “Master!?”

“What’s the matter, Lily? I thought you liked my hands,” Henry teased, giving her a second hard squeeze that caused her to let out another, more muffled squeak.

Lily blushed brightly as he took his time in getting to know her backside, manipulating her surprisingly sensitive cheeks in his firm hands. It wasn’t that she didn’t enjoy what he was doing, but he had never touched her butt in such a lewd manner before. It was just so sudden and admittedly... embarrassing!

“F-forgive me, Master. I do enjoy it... Please... keep going,” Lily said shyly, keeping her hips as still as she could for him.

Henry chuckled quietly and did just that, continuing to massage and knead her butt into submission.

The hairs on the back of Lily’s neck stood on end as her body shivered from the unfamiliar, but enjoyable sensation. The heat in her nethers started to rise as he continued to tease her even more. She longed to feel his touch elsewhere, but she resisted her urges, letting him enjoy her flanks all he wanted.

“Do you like my... b-butt, Master?” Lily asked awkwardly, doing her best to sound sexy for him and failing miserably.

“Mm-hmm,” Henry replied happily as if in a daze, nodding his head while he continued to play with her butt. Once he had his fill, his hands started to move up again, roaming over her soft coat and slowly heading towards her waist.

Lily sighed in relief as Henry's hands left her now tender butt cheeks, watching as he continued to explore under her skirt, wondering what he was going to next. Just then, his fingertips grazed over the waistband of her panties, causing him to pause. He looked almost confused about what he was touching and she didn’t understand why at first, but then she quickly remembered that he still didn't know what she wore underneath her skirt.

Henry's fingertips ran up and down the lacy waistband a few times, as if he was piecing together what he was touching, then he stopped and his eyes widened.

“L-Lily...” Henry stuttered almost nervously, dropping his hands down.

He must have figured it out.

“Yes, Master?” Lily replied knowingly, trying to hold back her excited smile. This was the part she was looking forward to the most.

“Lift up your tail.”

Lily’s blush grew stronger at his command. She really hoped that he would like what was waiting for him underneath her skirt, and she hoped he didn’t mind if they were a little... wet.

“Of course, Master,” Lily replied, slowly lifting her tail, taking the skirt up with it. She felt the cold air of the room grace her damp nethers as more and more of her backside was revealed, doing little to help her burning arousal. After a while of intentional build up, she quickly flipped her tail onto her back, exposing herself to him completely.

Henry eyes instantly locked onto the lacy undergarment and he continued to just sit there, staring... not saying a word.

Lily began to worry, not sure what to make of Henry’s reaction.

“Master?” Lily called to him in concern, giving her rump a playful wiggle in hopes of enticing him. “I-I’m sorry that they're wet. I-I just... got so excited, and―ahhh!”

Henry’s fingertips pressed against her puffy vulva, just shy of her winking entrance, interrupting her. She gasped once he started to feel around the sensitive area, pushing the cold, damp fabric into her delicate mound while he explored her.

“M-Master...” Lily gasped as Henry's fingers continued to run over the wet panties, seemingly avoiding her aching entrance on purpose, which only added to her sexual frustration. All this teasing with no release was driving her mad, but she tried her best to stay still for him while he played with her panties, resisting all urges to touch herself.

“Beautiful,” Henry muttered, barely above a whisper. He continued to press into Lily’s sex in an agonizingly slow up-and-down motion that fueled her lust even more.

Lily legs grew weaker from his tantalizing touch, causing her body to quiver helplessly, but she fought hard and put it out of her mind.

“Do you... do you like them, Master?” Lily asked weakly, doing her best to keep her hips steady for him. “I got them just for you.”

“You look amazing in these, Lily,” Henry whispered in a daze.

Lily smiled at that, then whimpered helplessly, fighting the urge to jerk her hips over to try and trick Henry into touching the spot where she desperately needed it the most. His teasing touch was quickly starting to overwhelm her, becoming too much for her to handle. She knew today was meant to be for him, but she just had to feel those magnificent digits of his work their magic. She just couldn’t take it anymore.

“Master... p-pleeease...” Lily practically begged, panting softly as her legs grew ever weaker.

Henry stopped his movements, but kept his fingers pressed against her twitching mound.

“Oh, I'm so sorry, Lily,” Henry said with false sympathy and a knowing smirk. “Have I been teasing you this whole time?”

Lily rapidly nodded her head several times in response.

“I’ve been a terrible Master, haven't I?” Henry teased, tracing her slit through the wet panties with his finger tips. “Is that better?”

“Yesssss!” Lily hissed in pleasure, letting her chest slowly fall flat to the carpet, keeping her backend high in the air. Her hips reflexively pushed back into his stimulating touch in a desperate attempt to seek out more of his attention.

“Should I keep going?” Henry asked with a grin, running his fingertips up and down her wet entrance a little harder. Her delicate folds easily parted around his touch as he pushed some of the fabric into her slit.

“Yes, pleeeease!” Lily cried loudly, her hind legs trembling with unsatisfied desire.

“Beg for it.”

“W-what...” Lily asked, looking back at him in confusion.

“I want you to beg for it,” Henry repeated, letting his fingers brush over her pulsating clitoris, triggering a loud gasp from her. “Tell me what you want.”

“P-please, Master,” Lily whimpered shyly, feeling her blush return in full force, heating her cheeks. “I want to feel you... t-touch me.”

“Do you? I don’t know, Lily. It doesn’t sound like you really want it,” Henry countered, brushing his fingertip across her convulsing love button in the middle of a hard wink, almost causing her legs to give out. “You haven’t even told me where you want me to touch you...”

“My clit!” Lily blurted out in a desperate cry, giving into her need. Her words dripped with lust and desperation as her hips jerked towards him, begging him to keep going. “I want to feel you rubbing hard into my clit! Please, Master! I need it so bad!”

“Good filly,” Henry praised, rewarding her by pressing against her throbbing clitoris, giving it a firm rub.

Lily instantly moaned loudly, finally getting what she longed for. Her hind legs quivered and threatened to buckle under her own weight, but she locked them in place.

“K-keep going! Please!” Lily cried, gripping at the carpet with her hooves as he continued to stimulate her tender button in tight circles. Her feminine juices soaked the lingerie further as her arousal grew, ruining the undergarments even more, but she didn’t care. Her hind legs trembled from his mind numbing ministrations as waves of jolting pleasure assaulted her fragile from.

Lily pressed her muzzle into the carpet to help muffle all the lewd sounds she was making, already feeling her climax starting to build deep within her. She was so worked up from before that it came as no surprise that she was already losing herself. She clenched her eyes shut and pushed her hips back into Henry's stimulating fingers, hoping he would press harder into her and send her over the edge.

Picking up on Lily’s hints, Henry started to work deeper into her now tender clit, kneading her in faster circles.

“Mmmmm!” Lily moaned into the floor, pressing her face harder into the fuzzy carpet, feeling her marehood quiver as her end drew nearer. She was almost there, but then... there was nothing. Her clitoris felt strangely cold and lonely, then it dawned on her.

Henry wasn’t touching her anymore...

She was so close and she could still feel her climax hanging by a thread, but he just stopped?!

Painting, Lily lifted her head up from the carpet and peered over her shoulder, seeing Henry smiling back at her.

“M-Master... Why... why did you stop?” Lily whined worriedly between her heavy breathing. Did she do something wrong? Was this some kind of cruel punishment because she was being selfish and not paying attention to his needs anymore?

“Don’t worry, Lily. I promise I won't leave you hanging,” Henry reassured her warmly, flicking his broad thumb over her love button, causing her whole body to tense as she felt her orgasm come that much closer. “But first, there is something I need you to do before you cum. I want you to take off your panties for me.”

Lily blinked back at him in confusion, still panting heavily. She thought he liked the panties, but now he wanted her to take them off?

“B-but―”

“Lily...” Henry commanded firmly in a tone that left little room for argument.

Lily bit her lip hard, feeling her climax slowly slip away, but she nodded and obeyed her master. With her chest still pressed into the carpet, she reached back to the waistband with her forelegs.

“Y-yes, Master,” Lily replied in a shaky breath, slowly pulling the undergarments down. A thin, clear line of her wet essence connected the fabric to her swollen nethers as she slowly pulled them away. She whimpered once they fell to the floor, severing the small strand of her arousal.

It was unclear to Lily, but for some reason she felt embarrassed about not having the lingerie on anymore. It was like she was somehow more exposed than she had ever been, even though that wasn’t the case. She walked around naked all the time, but now it felt like it was somehow naughtier. Especially with Henry just sitting there... watching her.

“Good filly,” Henry praised, rewarding her by returning his thumb to her now exposed love button. He started to trace small, teasing shapes around her sensitive clit in an agonisingly slow motion, enough to keep her on edge, but not enough to take her over.

“Master... pleeeeeeeeeease,” Lily whined, digging her hooves into the carpet.

“Patience, Lily. I’ll let you cum in time,” Henry reassured her, keeping up with his gentle kneading, “but I want to watch you do it.”

“W-w... what?” Lily asked in dazed confusion.

Henry stopped his ministrations―much to Lily’s disappointment and added frustration―before turning to pat the cushion of his lounge chair. “I want you to sit here and show me how you masturbate.”

Lily’s eyes widened in surprise, her cheeks burning brightly at what he was requesting. Out of all the things she thought Henry would ask her to do, that was certainly not one of them. It didn’t even cross her mind and now all those nervous butterflies in her stomach where coming back with a vengeance.

“You... You want me to just―”

“Yes,” Henry said, nodding once in confirmation. “Show me how you touch yourself, Lily. I want to see what you do when I’m not around to help you.”

“O-oh my gosh,” Lily whispered to herself nervously, hiding her face behind her forelegs as her blush returned. It wasn’t like Henry didn’t know that she masturbated every once and awhile, but she had never done something so... private in front of him before! But he was waiting and she didn’t want to disobey her master and get in trouble.

Doing her best to put aside how scared and nervous she felt, Lily pushed herself up off the floor.

“O-of... of course, Master,” Lily said shyly as she made her way to the chair. She slowly crawled up, whining a little as she felt her nethers throbbing with an unsatisfied need, then faced Henry before sitting down. She looked back at him, not really sure how she should go about doing this... “U-umm, how do you... want me to―”

“Place your butt here,” Henry said, patting the very edge of the chair. “Then just lay back and open your legs for me. I want to see everything.”

Lily swallowed the nervous lump in her throat, then scooted her rear forward until her hind legs and skirt dangled off the edge. She then laid back, getting herself adjusted before opening her legs so her master could... watch.

Henry sat directly in front of her, then folded her skirt up so it was out of the way, exposing her lower half to him completely. He placed his hand on her inner thigh, then slowly rubbed it up and down for encouragement as he waited patiently for her to start.

“Go ahead,” Henry said sweetly with a warm smile. “Show me what you do when I’m not here.”

“Yes, Master,” Lily whimpered anxiously before reaching down, pressing the soft bottom of her hoof over her dripping sex. She started to stroke herself awkwardly, feeling strange about the whole situation. It wasn’t because Henry was watching―even though that was weird and embarrassing―but something felt off and it made it difficult for her to get into the swing of things. She tried her best to stay focused for him, but then it suddenly occurred to her why she was having so much trouble. There was a certain something missing that she normally had when tending to her garden. She had used it so many times before that she felt lost without it and it caused her to hesitate, which Henry noticed.

“What's wrong?” Henry asked in a concerned whisper, breaking his character. “If you’re uncomfortable don’t be afraid to use our safe word.”

“It’s not that, it’s just...” Lily paused, slowly retracting her foreleg from her crotch, feeling incredibly bashful about telling Henry what she needed to continue. “U-umm, well... usually I have... something with me when I do this.”

Henry raised a curious eyebrow at her. “Like what? A dildo?”

“N-no” Lily quickly corrected, gently tapped her forehooves together nervously, feeling hesitant about telling Henry one of her more shameful secrets. “I... well... promise me you won't laugh if I tell you?”

“Of course, Lily.”

“Okay.” Lily sighed deeply, holding her forehooves together tightly. “I, umm... I...” she hesitated, clenching her eyes shut before quickly blurting out her secret, “IliketocuddleHenryJr.whenImasturbate!”

Henry’s eyes widened in surprise and he blinked a few times before laughing loudly.

“Heenrrrry...” Lily practically whined, feeling like her whole face was on fire as her embarrassment shot through the roof. “You promised!”

Henry stifled his laughter and shook his head a few times before leaning towards her. He pressed his lips to hers―much to her welcomed surprise―kissing her lovingly. He then pulled back, breaking their small embrace with a warm smile.

“Wait here,” Henry said, giving her thigh a quick, reassuring pat before standing up. “I'll be right back.”

Lily was about to protest and ask where he was going but he dashed off before she could, running up the stairs towards their bedroom, leaving her laying on the chair awkwardly. She groaned in disappointment once he was out of sight, feeling her nethers ache with a burning desire, begging for some kind of attention. She was about to grumble about how rude it was for her coltfriend to just leave her hanging, but before she could, he quickly returned, running down the stairs.

Henry plopped down in front of her again with the same silly grin he had on before, then handed her the small plush replica of himself.

Lily blinked a few times, then smiled as she reached out and took hold of Henry Jr. She snuggled the doll close to her chest, already feeling more comfortable about the embarrassing situation.

“Better?” Henry asked sweetly.

Lily nuzzled Henry Jr. against her cheek, then let out a content sigh before nodding.

“Thank you, Master,” Lily cooed, getting herself back into her character.

“Now, where were we?” Henry asked with a devilish grin, leaning down to kiss her delicate love button.

Lily gasped at the sudden contact, feeling her marehood twitch in response. The tickling feeling of butterflies fluttering in her stomach returned, making her clench Henry Jr. a little tighter. She took in a small, calming breath before returning her hoof to her aching nethers.

‘Just do it like you always do,’ Lily thought, closing her eyes as she got ready to start.

“Tell me what you're doing,” Henry whispered, interrupting her.

Lily opened her eyes and looked down at her master in confusion. His smile only widened more once their eyes met. “W-what?”

“Come on, Lily. I want to hear you say it,” Henry explained in a whisper. “Tell me how you touch yourself, and how it feels.”

Lily whimpered nervously as her blush deepened. It was like Henry was intentionally trying to embarrass her with all these commands.

“I-I kind of just... touch myself... l-like... like this,” Lily stuttered bashfully, pressing into her twitching entrance, parting her delicate petals around the hard edge of her hoof. “T-then I... I just move, like this.”

Lily started off slowly, stimulating herself as she traced her hoof up and down her aching slit. She cooed softly, feeling her nethers becoming warmer from her actions, sending small tingles down her spine. It felt nice to finally be getting some of the attention she longed for, but her clumsy and broad hooves could never match the amazing precision of Henry’s fingers. Despite this, she let her eyelids fall halfway as she started to lose herself in the act.

“What does it feel like?” Henry asked, leaning closer. “Tell me.”

Lily’s eyelids opened again and she whimpered shyly, feeling her heart race at his embarrassing questions, but she had to answer him. “It’s kind of... t-tingly... but, I feel it... all over.”

“What do you do next?” Henry asked, reaching his hand down to grip his quickly hardening member.

“A-after... after a while, I... I start to feel all hot... d-down there,” Lily explained shyly, coating her hoof with her own slick juices as she continued to trace her delicate petals.

“Then I touch my... my clit, like this,” Lily continued, pressing the soft underside of her hoof against her small pearl, nuzzling Henry Jr. even tighter. She gasped as she started to rub her clitoris in a firm up and down motion, already feeling her orgasm start to build again.

“Does it feel different when you touch yourself there?” Henry asked, his breathing becoming more labored as he stroked his now fully erect member.

Lily quickly nodded her head in response, clenching Henry Jr. in a tight death grip, not daring to stop.

“Y-yesss,” Lily hissed. “It feels... almost... electric!” She moaned the words, moving her hoof in a tight circle. The wet sounds of her dirty act filled the room, making her feel ashamed, but also incredibly aroused. She knew that Henry could hear it as well and something about that thought made the whole situation so much more thrilling. She started to work herself even harder, intentionally trying to make all those lewd sounds even louder for her master to enjoy.

“Do you think about Caramel when you touch yourself?” Henry asked with a smirk, teasing her about her old highschool crush as he stroked himself even faster.

Lily whimpered, feeling bashful about confirming that question, but kept her steady rhythm going. It wasn’t like Henry didn’t already know about her old crushes, but it was still embarrassing to admit. “S-sometimes...”

“Do you ever think about... me?” Henry asked in a deep whisper.

“Y-yes,” Lily admitted, pressing her hoof harder into her sex as a more recent fantasy of Henry entered into her mind.

Henry smiled wickedly at this new information, getting even closer to her before placing his free hand on her inner thigh, forcing her to spread her hind legs out more. “What's your favorite fantasy about me? What am I doing in it?”

Lily groaned helplessly between her labored breathing, slowing her motions while blushing brightly at his questions. “Y-you’re... you're there, doing... s-stuff.”

“Lily,” Henry deadpanned. “You know what I want to hear, now tell me everything. What am I doing to you?”

Lily felt her heart pounding out of her chest at Henry's embarrassing command. It wasn’t like he didn’t already know what really got her going, but she had never told him how deep her kink went. She was worried about what he would think of her if he heard everything, but she couldn’t disobey her master.

“S-sometimes I... pretend that you... y-you,” Lily started to explain nervously between her pants, hesitating as she closed her eyes and built up her courage, still pleasuring herself. “You overpower me a-and... tie my legs against my chest.”

Lily stroked her clit even faster as the words left her mouth and her fantasy became clearer in her mind. “Then you... gag me so nopony can hear me... s-scream.”

Henry’s eyes widened. “Y-yeah?” he asked with a shaky breath, stroking himself harder at her words. “And what am I doing with you in such a... vulnerable position?”

Lily’s breathing became more labored as she continued to massage her sex, sending multiple jolts of tingling pleasure up her spine.

“You... hold me down a-and... force my back legs apart,” Lily continued, panting heavily as her arousal grew from her own fantasy, bringing her closer and closer to her end. A thin line of her arousal leaked out of her nethers and trailed down her butt, soaking into her tail. She knew Henry could see it. She felt his eyes wandering all over her, stoking the flames of her excitement even more.

“Then you lean over me and... and...” Lily tried to continued, but whimpered shly, struggling to get the last part out.

“And what?” Henry breathed, petting Lily’s thigh gently. “Tell me.”

“Y-you....” Lily struggled to say, losing herself to the overwhelming pleasure of her own ministrations and thrilling fantasy. Even though she was embarrassed beyond belief, she had to say it for her master. Biting down hard on her lip, Lily buried her face into the small plush doll of her human lover, squeezing him tightly as she started to trace smaller and quicker circles around her rapidly pulsating button.

“You... you...” Her voice grew louder before she finally blurted out, “FUCK ME! You hold me down and fuck me hard into the mattress, using my body for your own pleasure!”

Henry’s eyes widened in surprise at the vulgarity in her words. “L-Lily.”

“No matter how many times I cum or cry out, you don’t stop! You don't ever stop!” Lily continued loudly, her back arching while she rubbed herself furiously. She felt like she could burst at any second. Still, words continued to flow unbidden from her mouth.

“You keep thrusting into my sore pussy, not stopping until you’ve filled me with everything you h-ha―ahhhh!” Her words exploded into cries of pure bliss as her body locked up and her hind legs kicked out, finally achieving the relief she longed for. Her sex convulsed rapidly, lightly splashing Henry's chest and lap with a volley of her warm essence.

Henry jerked back and froze in wide eyed amazement, watching as Lily’s orgasm rocked her small form. The aroma of her strawberry scented musk quickly filled the room while her body trembled in pleasure, releasing weaker and weaker spurts of her feminine juices onto his lap.

Lily finally relaxed after the constant barrage of ecstasy washed over her. She let out a loud, drawn out moan, melting back into the chair. Her grip on Henry Jr. loosened and the small plushie fell next to her as she panted heavily, slowly coming back down from her nirvana.

“Wow...” Henry muttered in awe, firmly gripping his now painfull-hard erection.

Lily barely heard Henry. Her forelegs twitched as she tried to gain her senses back. Eventually, she managed to open her eyes and peer down between her legs, seeing her master looking back at her with an almost shocked expression. She lifted her head and saw his chest glistening with small beads of her essence, causing her to blush brightly. “O-oh my gosh, Master! I’m so sorry, I didn’t think it would be that big I―”

“Spread yourself,” Henry commanded suddenly, interrupting her.

Lily’s eyes widened in surprise. She was still out of it, but she could have sworn he just told her to―

“Spread yourself for me, Lily,” Henry repeated, but in a more commanding tone.

Lily was starting to suspect that Henry’s true fetish was to embarrass her to death.

“Y-yes... Master,” Lily whimpered shyly, slowly reaching down to her now extremely sensitive sex, pressing the edges of her shaky hooves against her soft folds before pulling them apart. She whimpered as the most intimate part of her flower was exposed, feeling the harsh cold of the room sting her delicate insides. Her legs trembled at the sensation, still feeling the afterglow of her orgasm coursing through her body.

“L-like this... M-Master?” Lily asked weakly as her now visible insides throbbed and twitched. She knew Henry could see that... He could see everything.

Saying nothing, Henry stood up and bent his knees, letting the underside of his hard erection rest on top of Lily’s now spread marehood. He gently rocked his hips, brushing himself against her exposed entrance, garnering a shaky gasp from her as he coated himself in her natural lubricant.

Lily’s whole body shived as Henry's heated girth continued to rub right against her exposed love tunnel, warming her up again. “M-Master?”

“That was so hot, Lily... I just can’t wait anymore,” Henry breathed, retracting his hips all the way back. He reached down and lined himself up with her delicate passage. “I need you right now!” With that he pushed himself forward, pressing his rounded tip against her overstimulated love tunnel which made Lily reflexively clench down on him.

Lily groaned in a shaky voice, keeping herself spread for him while his amazingly-hard erection easily slid past her squeezing resistance. His tip tickled her rippling walls as she slowly spread around him, enveloping him into her warm confines.

Henry let go of his member before quickly thrusting forward, causing Lily to yelp once he forced more than half of his length into her lightly-spasming entrance. He leaned over her, bracing himself on the armrest of the chair before pulling himself back out. A loud groan escaped his lips as her inner walls gripped down on his escaping length, trying to draw him back in.

“O-oh god, Lily,” Henry breathed in a shaky stutter. He stopped, leaving only his tip inside, then slowly pushed back into her welcoming depths.

Lily watched in breathless fascination as Henry inched his way back into her body. She felt every little detail about his throbbing member as he continued to stretch her delicate walls around his unyielding masculinity. He was going so agonizingly slow, and she knew why. He was taking his time and indulging himself in her feminine embrace, and she was happy to let him.

“D-do... do I feel good for you... M-Master?” Lily asked timidly, gazing up at him through half-lidded eyes. She flexed her abdominal muscles the best she could with what little strength she had left, trying to massage his length, knowing he would enjoy it.

Henry let out a long, drawn out groan once he hilted himself, pressing his hips against hers. “Lily...” he groaned weakly, letting his warm length rest comfortably within her. “You feel wonderful...”

Lily smiled, relishing in Henry's complement and how his member would pulsate inside her, molding her delicate passage to his unique shape. She loved that she could please him in such a way and didn’t mind staying still, even though she wanted him to rut her into oblivion... But today wasn’t about her. Plus, she rather enjoyed being filled with his warmth. It was soothing in a weird way, like he was always meant to be there and if she had the choice, she would keep him there forever.

“I’m glad,” Lily sighed happily, weakly wrapping her hind legs around his waist to hold him closer. She was about to relax and let him indulge himself some more, but his hands suddenly grabbed her forelegs, causing her to look up at him in confusion. Before she could ask what he was doing, he pulled her hooves away from her nethers and pinned them back against the cushion of the chair next to her head.

“M-Master?” Lily questioned nervously, looking up into Henry's lust-filled eyes. He quickly pulled his hips back, causing her to shudder at the abrupt and intense sensation of being empty, then thrust forward again.

Lily yelped in surprise when his warmth came crashing back, rocking her body once their hips collided. She tried to speak, but threw her head back and cried out when he repeated his firm thrust, driving himself deeper into her tight passage.

Henry continued to buck into her, building up a steady rhythm, driving himself harder and harder into her slick passage. Her soft and impossibly tight walls rippled around him as he worked, desperately clutching onto his rapidly-escaping length, trying desperately to keep him buried in her.

“S-so tight,” Henry breathed, gripping her forelegs firmly in his hands as he quickened his pace, causing her hind legs to twitch out every time their hips collided. “You feel... wonderful.”

Lily shuddered and moaned at Henry’s words, melting into a shaky mess from his constant and urgent thrusting. Her arousal grew as he continued to pound her into the chair, sending waves of ecstasy rippling through her body. His tip constantly brushed past an extremely sensitive spot deep within her, setting off a series of fireworks in her mind, overwhelming her with pleasure. With how worked up she still was, it was starting to become too much for her to handle and she already felt her second climax rising. If he kept this up, then she wouldn’t last much longer.

Henry groaned in delight, letting his eyes close as he pistoned into her, pushing Lily deeper into the chair with each forward thrust. Her insides clamped down on him every time he pulled back, filling her with a sense of regrettable emptiness, only to be immediately replaced by the blissful satisfaction of being filled again. His breathing became more labored as he increased his efforts, sending the sound of wet slaps into the room.

Lily moaned loudly from the constant barrage of pleasure, feeling her feminine juices flow freely from their union, leaking down onto her twitching tail and skirt. The extra lubricant only helped to make his entrance into her body even smoother so he could work faster, causing her mind to spine with ecstasy. Her muzzle parted in helpless pants as she started to lose herself in the carnal act. There was no doubt that she wasn’t going to last long.

“M-Master... I-I―NAHH!” Lily tried to warn in her weakened state, but cried out once Henry gave a sudden quick and powerful thrust, burying himself as deep as he could go. She almost fell over the edge once she felt his tip press firmly against her deepest barrier, leaving her breathless.

“Are you going to cum, Lily?” Henry asked knowingly, gyrating his hips in an intentionally slow circular motion, rubbing his smooth tip against her delicate walls.

Lily’s whole body shivered, feeling his tip pressed against her in all the right ways, pushing her ever closer to her end.

“Y-yes...” Lily whimpered softly.

“But, Lily,” Henry said sarcastically, letting go of her forelegs before gripping her hips firmly. “We’ve only just started.” He gave a small eager thrust while pulling her hips towards him at the same time, eliciting a loud and surprised gasp from her as he drove himself even deeper into her trembling form. “You wouldn’t want to cum before your Master does, now would you?”

Lily’s eyes instantly widened in a small panic. ‘He can’t expect me to just not... but I’m so close! There’s just no way!’

“B-but... I...” Lily started to protest, but stopped herself, knowing she must obey. She whimpered in defeat before slowly shaking her head as she rested her now freed hooves against her chest. “No... Of course not, Master.”

“Good filly,” Henry praised with a warm smile, stroking her cheek before gripping her hips again. “I need you to hold on for me, just a little bit longer.”

Lily reluctantly nodded her head in understanding before biting down on her bottom lip, almost hard enough to draw blood. She held her forelegs together tightly, getting herself ready for him to continue. It still felt like she was only seconds away from her climax, but she did her best to put that out of her mind.

Holding her hips firmly in place, Henry started to pull back, easily sliding his glistening member out of her quivering entrance before sinking himself back in.

Lily held her breath and arched her back against the cushion of the chair, clenching her eyes shut, doing all she could to ignore how amazing it felt when he returned. His tip kissed her cervix again, threatening to push her over the edge a second time, but by some miracle she was able to hang on.

“Very good, Lily,” Henry praised, wasting no time in building up a torturously slow and steady rhythm, causing her mind to spin with pleasure.

Lily let her breath out in a loud, muffled groan, pressing the side of her face into the cushion of the chair as she struggled to hold herself together. She flexed her abdominal muscles hard in the vain hope that it would help Henry cum faster, but it only served to make things worse for her. She felt every ridge and vein on his hard length as he slid in and out of her, bringing her that much closer to the end.

“Master!” Lily cried, blindly reaching out with her forelegs, gripping both of his arms that held her hips before squeezing them tightly.

Henry chuckled between his soft pants, letting her hold onto his arms as much as she wanted.

“I’m almost... there,” Henry said between his labored breathing, picking up his pace. “I’m going to... cum inside you.”

“Noooooooo,” Lily moaned, squirming left and right, trying not to think of how wonderful it would feel to be filled with is liquid warmth, making it increasingly more difficult for her to concentrate. “D-don’t say stuff like that!”

Lily clenched her teeth together, trying anything to think of other things, but the feeling of Henry’s hard, throbbing member told her that he wasn’t lying, doing little to help her situation.

Henry's breathing became heavier as he picked up his speed, slapping his hips against hers.

“I know what you want, Lily... and I’m going to give it to you...” Henry breathed in between his light panting. “There’s a lot this time... and I’m... going to fill you with all of it.”

“D-don’t say that!” Lily cried desperately, losing herself to the idea of being filled to the brim with his seed. She rocked her head back and forth, trying to get the wonderful things Henry was saying out of her head, but failed. Her grip on his arms tightened while her whole body shook with a denied longing for release. She felt his manhood throbbing deep within her, letting her know what was soon to come, only serving to make things worse for her. Her hind legs kicked out and trembled helplessly as her mind started to blank with pure bliss, signaling her end. There was no way she could last any longer. “MASTER, PLEASE!”

Henry leaned over her before thrusting himself forward one last time, hilting himself deep within her, cramming his tip into her last barrier. With a loud groan, he finally let himself go.

Lily’s eyes shot open the moment she felt an impressively massive burst of liquid warmth splatter against her cervix, coating her insides. Her body arched off the chair and locked up as she finally toppled over the edge, splashing Henry’s lower abdomen with yet another small volley of her own arousal. She cried out towards the heavens in a breathless moan of pure, carnal pleasure. Her over-sensitive walls spasmed around his spurting member, milking him for everything he had.

Henry’s body started to shake as her suckling passage coaxed out even more of his seed, causing him to groan in delight and cram his tip even harder into her, burying himself as deep as he could possibly go.

Lily’s breathless cry melted into a blissful and loud moan as Henry’s length continued to throb within her, pumping her full of his seed. She could feel it pooling deep within, causing her to shiver with delight and prolong her climax. Eventually, his gooey load became too much for her small, stretched space to handle and it quickly started to seep out from their union. She tried desperately to squeeze down on him, wanting to save as much of his precious gift inside her as she could, but couldn’t do much of anything as her orgasm continued to roll through her.

“O-oh, God,” Henry moaned in a weak stutter once the last of his essence dribbled out of his twitching length. His legs gave out and he fell backwards, causing Lily to yelp in surprise as his member popped free from her slick and super-sensitive passage, leaving her quivering from the sudden emptiness. He collapsed onto his butt, catching himself with his hands before falling over completely.

Lily laid there with her chest heaving, basking in her afterglow. Her marehood continued to twitch as small globs of Henry's gift trickled down her back side, soaking into her tail and staining her skirt. She moaned softly between her heavy pants, slowly rocking her head back and forth as her senses started to return.

They stayed like that for a short time, filling the room with the sounds of their heavy breathing for a time. After a while, Lily lifted her head slightly, seeing Henry on the floor in front of her. She dropped her head back down and tried to speak.

“D-d... did... did you...” Lily tried to say between her panting, but ultimately gave up, sighing deeply.

Henry smiled and laughed weakly, getting to his knees with some difficulty. He slowly made his way back to the chair before leaning over his dazed lover. Once her eyes meet his, he kissed her, lingering there as he wrapped his arms under her body, holding her close to him.

Lily let her eyes close, humming peacefully into his lips as she slowly wrapped her forelegs around his back. She leaned into his lips as they embraced each other. After a long while, they slowly pulled apart, still panting softly.

“Did you... enjoy your gift, sweetie?” Lily finally asked in a loving whisper.

“Best. Present... Ever,” Henry breathed softly with a light chuckle before leaning down again, tenderly kissing her lips a second time. “Thank you, honey.”

Lily giggled weakly before nuzzling her nose against his.

“You’re welcome. I knew you’d love it,” Lily said before laying her head back against the chair. “So... how did I do as your lusty maid?”

“You were perfect!” Henry panted lightly. “I, umm, hope I wasn’t too cruel of a Master.”

“Well, it wasn’t very nice of you to not let me cum twice! And I can't believe you made me... spread myself like that!” Lily scolded, playfully slugging him in his bicep.

“Ouch!” Henry said mockingly, failing to wipe the silly grin off his face as he tried to feign a hurt expression. “But, you always look so sexy when you're all flustered.”

“Oh? You think so?” Lily said as she rubbed the spot she hit with her hoof. “So is that part of your fetish, too? You like embarrassing your marefriend to death?”

“Oh come on,” Henry laughed. “It wasn’t that bad, was it?”

Lily hummed in thought for a moment. “Yes... yes it was...”

Henry rolled his eyes.

“But I have to admit... you were a very nice master... for the most part at least,” Lily added with a cute giggle. “I was happy to be your little maid for the day, and it was surprisingly a lot of fun. I wouldn’t mind if we tried this again. That is... if I can manage to clean this outfit.”

Lily shivered as she felt a particularly large amount of Henry's warm seed trickle down her backside, joining the small pool that gathered on her skirt, causing her to feel disappointingly less full. “Wow, honey... you, umm, came a lot. Did you really enjoy it that much?”

Henry chuckled weakly before nodded his head with a happy sigh. “More than you could know.”

“Oh, I think I could guess,” Lily teased, sticking her tongue out at him, before sighing softly in content. “Well, as fun as that was, I think we should get cleaned up and get ready for the par―”

Suddenly, the sound of the front door bursting open interrupted her, causing both of them to jump in surprise and look towards the entrance.

“Hey, Lily! Henry!” shouted a happy, pale yellow earth pony mare with a two tone raspberry mane as she walked into the otherwise quiet room. She was followed by a second earth pony mare with a magenta coat and lime colored mane. “We decided to come over early for the party and... umm...”

Both mares stopped in there tracks, beholding the scene before them with wide eyes.

Lily quickly sat up, frozen in utter shock as her eyes met with her sisters.

“R-Roseluck!? Daisy!?” Lily shouted in horror, feeling her coltfriend’s ‘love’ still leaking out of her sore nethers. Her whole face flushed in a bright crimson and she quickly pulled her skirt over her exposed sex. “This isn’t what it looks like!”

“Ehh... I’m not entirely sure what it is we’re looking at,” Daisy admitted with a confused frown, looking between the blushing couple. “What are you even wearing, Lily?”

Henry quickly grabbed his shirt that was on the floor next to him and covered himself, but it was far too late.

“That's what his penis looks like?” Roseluck questioned with wide eyes, muttering quietly in stunned awe as she stared directly at Henry's now covered crotch.

“Umm, you know what? I think we’ll leave you guys alone and come back in an hour for the party, okay?” Daisy said awkwardly, turning to make her way out the door. “Sorry for barging in, but you know how Rose is.”

“He has nipples on his chest?” Roseluck questioned quietly in disbelief as she continued to stare directly at Henry’s naked form.

“Come on, Rose. Let’s leave these two lovebirds alone,” Daisy said with a deep sigh, biting her sister’s tail. She started to walk backwards, dragging the stunned Roseluck out of the house, mumbling a final ‘sorry’ though her teeth before shutting the door behind them.

“Oh my gosh,” Lily whimpered in shame, falling back into the chair while hiding her face behind her hooves, blushing fiercely. “I can’t believe that just happened!”

“Yeah... that was a little embarrassing,” Henry admitted, dropping his shirt back to the floor.

“A little!?” Lily shouted, peeking out from behind her hooves. “I can never show my face to my sisters again!”

“Oh come on. Of course you can,” Henry said, leaning over the chair again. “They’re your sisters.”

Lily grumbled from behind her hooves. “I can’t believe they saw me with... you leaking out of me! Rose will never let me hear the end of it.”

“I don’t think Rose saw that,” Henry said, moving Lily’s hooves away from her face. “I think she was too preoccupied with me to notice you. If anything, she might just bombard you with awkward questions about my weird human dick later.”

Lily smiled a bit, knowing there was some truth behind that statement. Roseluck was always curious about that stuff with Henry, and now that she got a glimpse of what her coltfriend looked like, there was no doubt in her mind that there would be an onslaught of questions later.

“Yeah... I’m not really looking forward to that conversation,” Lily sighed deeply. “I’m really sorry about that. Rose never learned know how to knock. I don’t know why, but she’s always done that ever since she was a filly. It’s like she doesn't even think about it, or just doesn’t care... This birthday party is going to be really awkward now.”

“Hey, don’t worry about that. The party will be fine,” Henry reassured her with a warm smile, giving her hooves a gentle squeeze. “Your sisters are both adults. They know what we do together and before you know it, we'll all look back at this moment and laugh.”

Lily snorted, holding back her laughter. “My sisters, adults? Yeah, sure,” she scoffed, looking away from him with another sigh, still blushing like mad.

“Hey,” Henry said with a warm smile. “You know what we should do tonight after the party?”

“Make plans to move out of Ponyville?” Lily answered meekly, looking up at him again.

“Noooooo,” Henry corrected in a sing-song voice. “We should combine our kinks. Maybe I'm not such a nice Master after all. Maybe I have to chase you down and tie you to the bed so you don't escape,” he said, playfully wiggling his eyebrows at her.

Lily smiled up at him, starting to feel a touch better about the recent mortifying event. “You know... that actually might be a lot of fun.”

“There you go!” Henry cheered happily. “And you know what will make you feel even better?”

“What?”

“A massage,” Henry answered, kissing her forehooves lovingly. “I did promise you a nice rub down if you were a good little filly for me, and you were a very good little filly. I can give you one in the bath.”

“That would be nice,” Lily admitted, smiling a little more. “Can we use that special shampoo that makes my coat all fluffy and soft? I know it’s expensive, but I like that stuff. And it feels really good.”

“Of course. In fact, let's do that now,” Henry said, picking her up in his arms. Lily quickly wrapped her arms around his neck, letting him carry her like a small foal as he made his way towards the stairs. “We should get you out of these clothes and clean ourselves up before your sisters come back.”

Lily nodded her head in agreement, tucking her head under her coltfriend’s chin. She closed her eyes and reflected on the day's events, letting out a deep sigh once they reached the top of the stairs. “Today has been an embarrassing one.”

Henry chuckled at her statement as he made his way to their bedroom. “Hey, honey?”

“Yeah?” Lily replied, peering up at him.

“Thank you for the gifts today,” Henry said happily, smiling down at her. “I love you.”

Lily giggled and closed her eyes again as they neared their bedroom, nuzzling herself a little deeper into her unusual but lovable coltfriend. “You’re welcome, honey. I love you, too... And, Henry?”

“Yes?”

“Happy birthday.”

Author's Note

Again... I'm sorry this took so long to post... I was hoping I could have this posted before it got kicked off the front page, but oh well... lesson learned.

Anyways... I have plans to do another longer romance story with Rainbow Dash or Lighting Dust next. If thats something that you guys want to read, then let me know!

Also, let me know if anything is missing more misspelled so I can fix it, and...

I hope you all enjoyed your time reading about Lily and Henry!