A Diamond and A Date
Date Night: Take Two
Previous ChapterThe smell in the small kitchen of your apartment could only be described as heavenly as you alternated between the various pots and pans. Each pot and pan that boiled and simmered was filled with foods freshly purchased from the local supermarket. It had been a week since the disaster of your last date with Diamond Tiara and you were determined to make up for it. The date had been a decisive failure but what came from it had convinced you that there was more that could be done for your relationship, and this in house date would be the culmination of your drive to rectify what you had put your girlfriend through that night. The date that would be taking place in your own apartment did little to calm the voice and its evil utterances but after the destruction of your former self that night, Diamond Tiara had helped you to rebuild yourself, and with the new foundation that she had set, you were more than ready to pour everything you had into this date.
You would not fail.
Following the end of your work, you rushed home to clean and dress yourself. Tonight's date, while taking place in the confines of your abode, would be held to the same standard as a luxurious restaurant. As you cooked, you could feel a light sweat building beneath your clothes. You wore the same grey dress pants that you wore on your last date with Diamond, with a deep red dress shirt and a vest of the same color as your pants with a patterned tie, colored red, silver and black. At the moment however, your vest hung on the back of a chair in the dining room and the sleeves of your dress shirt were rolled up as you prepared the food.
Despite the potential of dirtying your clothing, you were on a tight schedule. Looking to the clock that hung on the wall behind you, the time read 7:14 in the evening, you would only have a few more precious minutes to finish the feast you had been practicing for all week. In the time since last Friday, you have committed yourself to preparing for this night. Many cuts and burns later, you were more than capable of cooking a meal befitting of the woman who would be gracing your home shortly.
The morning after your date the week prior, you and Diamond had decided to arrange for another date a week from the night prior. You would host Diamond Tiara and cook for her to begin a new chapter in your relationship with her. As much as you, still, felt unworthy, the face Diamond made after pitching you the idea left little in the way of resistance. And so, here you were, now ten minutes from when Diamond Tiara was scheduled to arrive for your date and frantically finishing the dishes that would be served. You felt like a virgin on his first date, nervous beyond belief and unsure of what was to come. But there wasn't time to dwell on those feelings as a ring from the door rang out.
Looking back to the clock, the hands indicated it was 7:25, five minutes before the scheduled beginning of your night. Turning back to your food you turned the knobs to the stove top and the fires that burned went out. You were finished and ready to let Diamond in. Quickly rushing to the chair that your vest rested on, you quickly pulled the piece on as you walked to the door. Standing at the entrance to your home, you took a breath and steadied yourself before reaching towards the door handle and turning it.
You pulled the door aside and was greeted by the small smile that blessed Diamond Tiara's lips. Time around you slowed down as you took in her appearance.
She was dressed similarly to the date last week, her hair was done up in a ponytail that trailed down her back and the flower that adored her head last week was replaced with her trademark tiara that sat gracefully atop her head. Further down her body, the same dress from last week covered her form. The dress left her shoulders exposed but covered the length of her slender arms and began just above her chest and ran down her body ending just before the middle of her thighs. Like before, the dress did an amazing job of emphasizing her most enticing features, her modest bust that pulled the fabric of the dress taut, the lean sides of her torso that led down to her hips, and her butt that could rivaled that of your old high school principal, not in size but in shape. A little further down, the dress stopped just before the middle of her thighs that exposed a few inches of skin before a pair of long white socks silhouetted the rest of her lean and shapely legs. Ending at her feet, a pair of heels were the final touch to what she wore, aside from the small hand bag that suited the ensemble.
You let out a small breath you had been holding and smiled brightly towards Diamond.
"Good evening Diamond!"
The enthusiasm in your voice caused Diamond's smile to widen as she tried to contain her excitement.
"Hello!" was all she could manage as she shifted her weight between her feet, doing her best to not burst out and make a commotion.
Recognizing this, you took a step back and allowed her entrance into your home, which she quickly did. As soon as you closed the door and turned around you were nearly sent careening into the wall as you were practically tackled by the woman, her arms doing their best to crush you in a hug.
"Oof! Oh come on Diamond, it's only been a week!"
"But I missed you..." she responded, her head resting against your chest.
"Me too Diamond," you answered softly as you wrapped your arms around her and enjoyed the embrace.
But sadly, all good things must come to an end and you released Diamond, and with some encouragement, slowly got your adorable girlfriend to release you as well.
"Come on Diamond, I've got a three course meal waiting just for you. Follow me this way!"
That was a bit of an exaggeration but it was far more than an average dinner. Leading Diamond to the dining room you pulled a chair out and motioned for Diamond to take a seat. Giving you a smile, Diamond walked forward before lowering herself as you pushed her chair in.
“The food’s waiting in the kitchen, I’ll be back out in a moment!” you said before turning to the kitchen.
Entering, you immediately set to work, preparing the dishes, silverware and food. Tonight’s meal would consist of salmon, brussel sprouts, and potatoes. The fish was definitely the most difficult of the three foods, having botched more than your poor wallet would have liked to purchase for your practice. But your investment in your culinary prowess had already made returns as you moved the seared salmon from pan to plate. The fish was cut into one and a half inch strips that smelled of a savory sauce and a hint of lemon. The potatoes were next to be loaded onto the plates. While baking or boiling could have saved you swaths of time in preparing for tonight’s date, you had a different idea, and taking the time to dice the potatoes, you pan fried them with olive oil, onions, garlic and more spices than you could accurately recall, but the dark golden color of the small cubes of starchy goodness told you they were more than ready and twice as delicious. The last of the foods you prepared were the brussel sprouts. On any other day, the miniature cabbages would have never been something you would have cooked, but you had just the recipe for them tonight. You had learned this one from your dad, but your method of execution was slightly different. Having halved each sprout, while your father would have baked them with oil, salt, pepper, and walnuts, you decided to pan cook them, and boy did they look good. The halved sprouts in the pan glistened with a thin layer of oil covering them, the smell of garlic and the salt and pepper only helped to make your mouth water more at your creation. This would be the last part of your five star meal and as you began to add the vegetable to each plate, and as you worked, a voice broke the relative silence of the kitchen.
“Ohh~ It smells nice in here!” rang out Diamond Tiara’s voice.
You nearly flung a trio of sprouts up and into your face as the voice startled you. Turning around to face the beautiful, offending voice, you fixed a look at Diamond which caused her to reach an arm to her head as she gave a sheepish smile and chuckle.
“Hehe, sorry ‘bout that, what did you make?”
“I was hoping to present the meal I prepared but so much for that now...”
“Oh don’t worry so much about that, we may be dressed up but that doesn’t mean we have to act like this is a-” Diamond was cut off as she gazed at the food laid on the plates.
“Huh? What’s up, is something wrong Diamond?”
“A week of practice won’t be enough...”
“What?”
Diamond’s eyes shot up to yours as she seemed to be pulled back to reality.
“O-oh! The food you made looks really good!” she said before taking a step closer.
“You were definitely lying when you said you were ‘decent’ at cooking” she said, using air quotes to emphasize her point.
“But I am!” you exclaimed.
“BS, this looks good enough for the restaurant we went to last week!”
“I’ve been practicing the whole week Diamond, cooking is a perishable skill ya’ know.”
“Ahh! And I’m supposed to cook for you next, there’s no way I could do something like this...” Diamond said, as she began to sulk. Noticing her mood you snuck up behind her before wrapping her in a hug, your hands fastened around her midsection just below her bust.
“Don’t worry Diamond, even if you give me food poisoning, I’ll still love you~”
“Hey!” she managed to exclaim out before you began chuckling as she began to try to free herself from your grip.
Loosening your grip slightly you allowed for her to move away from your embrace before turning her around and pulling her close before dipping your head down to hers, meeting her lips as a surprised ‘eep’ made its way out between your connected mouths. Having been surprised, it took a moment for Diamond to realise what was happening, but when she did, her hands rose to your shoulders and her lips began to move in time with yours. Before long the two of you parted leaving a panting, rosy cheeked Diamond Tiara in its wake.
“Geez, don’t think you can kiss your way out of making me upset,” she said, her face adorable as she pouted.
“Hehe, but you’re just too cute when you're angry!”
“Am not!” she shouted, proving your point.
Continuing to chuckle, you released Diamond and returned to preparing the meal.
“I’m almost done sweetheart, head back to the table and I’ll be back in just a sec. Oh! What would you like to drink?”
“That looks pretty good...” she said, gazing towards a bottle to your right. You followed her eyes to the bottle then turned back to Diamond.
“Nope, you’re too young.”
“Aw, come on, a little glass wouldn’t hurt would it?”
“You're getting water Diamond.”
“Oh come on! That’s so boring!”
“Take that back, water is amazing! And besides, I want a sober Diamond Tiara for this date.”
“Ugh, fine,” a hint of her former brattyness shining through.
You shook your head as you returned to finish what you began. With plates filled, glass cups full, and utensils ready, you delivered everything to the table, careful not to make a mess of the dinner you had meticulously prepared. Once everything was laid out and put together, your dinner officially began. Despite not receiving the alcohol that Diamond Tiara desired, she forgot all about it as soon as she took her first bite from her plate. Even if she hadn’t said anything, you could tell that she loved what you prepared as you smiled while Diamond chewed, eyes closed with a look of bliss on her face. Smiling, you opened your mouth and began to eat as well.
oo000OOOO000oo
“And then, right as the minotaur and human are about to clash again, a cannon ball hits the ship and sends the man flying over the edge of the pirate ship!” Diamond exclaimed.
As your date night progressed, the two of you found time to talk in between bites of the food you prepared. Right now she was telling you about a book she had been reading. You forgot the title but it was some sort of generic fantasy story, but it had pirates. The premise sounded interesting but the world that it was set in sounded super outlandish, like a nation of horses and other animals, and for some reason the author made every country or city some weird horse pun of existing places. The scene Diamond was describing was the climax of the book where the main protagonist, who is supposedly the only human in history that has ever been magically transported to this world, is fighting against a band of pirates that he was mixed up with and the scene is supposed to be his redemption or something from doing horrible things as a pirate. You might check the book out, not that you were an avid reader but you’re pretty sure your girlfriend would love for you to read the story she’s gushing over.
“And then after the quote, the chapter opens up with his friends finding his unconconcious body in the water after being saved by mermares!”
My god, another fucking horse pun…
“This author must really have something for horses...” you mutter.
Diamond let out a small giggle.
“Yeah, all the names are pretty silly, but still the story is just- AH! It’s so good!”
It was your turn to let out a laugh at Diamond’s antics.
“I can tell.”
Settling down, your attention returned to Diamond. Her expression was blindingly bright, everything from her eyes to her smile and every small indescribable detail of her face made it impossible for you to do anything but stare. Her retelling of the story had worked her up and she was squirming in her seat, the excitement finding an exit in her cute movements. You probably stared longer than would have been considered normal but after calming down herself, Diamond’s focus moved to you and her glee filled face became inquisitive. You’ve been discovered.
“Is something wrong?”
“Oh! No, it’s nothing, I was just enjoying the view,” you reply with a coi grin.
“Oh? You know, now that I think of it, you haven’t said much about how I look tonight,” Diamond began as she absentmindedly gazed at her nails, as her head was propped up by her arm that stood on the table. Soon after, her eyes shifted to you and she shot you a playful smile.
“Sorry about that, my minds been processing since you walked through the door,” you reply, matching her playfulness. But you had more to say.
“But, the way that your dress covers your body perfect outlines your amazing figure, and the way you’ve done up your hair is simple but matches your outfit and looks amazing running down your back,” you say as you rise from your seat, trailing your hand on the table as you slowly saunter towards Diamond Tiara.
Diamond’s posture morphs from relaxed to an… attentive? No, it’s more like a deer stuck in headlights.
“Simply put,” you circle around behind Diamond. Your hand moved from the table top to her arms and dragged up to her exposed shoulder. Resting your hands upon the bare skin of Diamond’s shoulders, you lower your head, your lips mere centimeters from her ear.
“You look sexy as hell...” you whisper huskily.
Diamond is unmoving but you could feel her shudder as the words met her ears. Dropping the facade, you smile and give Diamond a tap on each shoulder with your fingers to show that the little act you put on was in good faith. The friendly gesture however made Diamond jolt up in her chair, and left you a little confused. As you were about to complete your revolution around the table, you happened to look down and looking at Diamond's shapely legs you noticed her fidgeting. Her thighs were pressed together and were rubbing against each other.
Your lips parted as you realised what was happening, and soon after a knowing grin made its way onto your face. Your hands settled back into Diamond’s shoulders and you once again leaned down to her ear.
“Feeling a little pent up, are we?”
Diamond didn’t answer, not that you gave her the chance to as your hands slipped down from her shoulders and dragged against the fabric of the dress that outlined her figure. Diamond Tiara’s body stiffened at your touch and shook as your hands went as far as her hips before moving to her belly, dragging back up to her breasts.
“Kya!” was the noise that she made as your hands formed around the supple flesh of her chest, gently cupping the hypnotizing mounds of fat that pulled her dress taut.
You began to massage her tits, the effect of which drew out cute moans and fidgeting from the woman in front of you.
“W-w-wait, I haven’t finished yet!”
Haven’t finished yet?
You look down to her plate in front of her, and sure enough the dish hadn’t been cleaned of its contents.
“Would you like me to stop then?” you say, accentuating your question with a hard squeeze that draws another erotic moan from her.
“N-no...”
You relax your grip on Diamond and pull your arms away from her.
“Huh?”
Diamond turned in her seat to figure out why you suddenly stopped. Your hands were now holding the back of her chair.
“Stand up”
Diamond obliges and rises from her seat and you pull her chair away in tandem.
“I’d say that this date has been a success so far,” you casually mention as Diamond turns to face you, “but...”
In one fluid motion, you pick Diamond up, causing her to let out an Eep of surprise as she settles into your grip, cradling her between your chest and hands.
“What do you say we move on to the dessert of the date.”
Diamond’s expression is cute, a look of surprise and embarrassment could be seen on her features, but after making your offer, while her cheeks were still tinted red, her playful demeanor came back as she slyly smiled.
You began walking to your room but Diamond stopped you before you could take a step.
“Wait!” she said, before reaching and grabbing her purse off of the table.
You gave her a quizzical look before she responded.
“Don’t worry about it, it’ll come in handy later~”
You shrugged and turned to walk to your bedroom. You couldn’t imagine why she would need her purse for what was to come but who are you to tell her otherwise.
The walk to your room was a short and an uneventful one that didn’t even last fifteen seconds. Stepping into your room, you looked to your bed and thought about where you should lay the lady in your arms down. Quickly making your decision, you set Diamond down gently at the base of the bed, careful to not simply drop her. Having laid her down, you took a small step back to admire the view. You must have been ogling her for too long because before you knew it, she had sprung up and grabbed you by the collar before pulling you back down with her. Even if you weren’t fast enough to realise you were grabbed, you were fast enough to realise to catch yourself.
Bringing your arms up, your forearms absorb most of the impact and prevent you from careening into Diamond headfirst. Focusing on what was now in front of you, there was little to no time for you to process the feeling of the soft lips meeting yours. You laid there, propped up by your arms for a few seconds before you realised Diamond was making a dessert out of your lips. You, not being one to pass up the opportunity, did your best to catch up and match the frevorent actions of the woman below you.
Diamond let out a moan between your connected lips as you felt her arms wrap around your neck and pull you in even tighter. Careful to support yourself, you balanced your upper body on one arm as the other snaked downward to brush and rub against Diamond Tiara’s incredible body. Tracing down her back, your hand slid to her waist, forming perfectly to her curves. For the time being, you decided to keep the makeout session relatively chaste, no need to rush after all.
As your lips moved against Diamond’s, groans and moans could be heard echoing from each party, signalling the other’s competency in kissing. And while you did enjoy the sensation of Diamond’s lips dancing with your own, you wouldn’t mind sharing a kiss with another set of lips…
Drawing your hand up from Diamond’s waist, you gently free your neck and head from the arms that held you in place, and with your head free, you pull away. Now with your head free you open your eyes for the first time since the kissing began. Diamond’s lips seemed to move as if it were still locked in a kiss before the movements stopped and her closed eyes fluttered open.
“...I was enjoying that...”
You chuckled at her response.
“Would it make you feel better if I did this?” you say before dipping your head down and latching onto Diamond’s neck where she is most sensitive. A shudder travels from her head to toe as you sucked and kissed her neck. Making the most of the moment, your hand once again lurked downward, going further than before reaching the exposed skin between the bottom of Diamond’s dress and the top of her thigh highs. You took a moment, trailing your fingers this way and that, enjoying the soft and smooth sensation before your digits borough underneath the dress.
Your hand came to rest against the warm and pliable flesh of her bottom. Having reached its destination, your hand gave it a squeeze.
Your action resulted in a ‘ha~’ escaping Diamond’s mouth before the efforts on her neck regained her attention. Your hand however had yet to get its fill of the amazing feeling it held onto as it began to squeeze and brush the amazing ass it held. Eventually your other hand moved down to join its opposing counterpart and began to rub and squeeze Diamond’s other cheek.
But the decision to move your supporting hand came at a cost as you pulled back slightly to retain your balance, and consequently abandoned your post on Diamond’s neck. Your hand eventually gave up the cheeks they were kneading and hooked under the bottom of Diamond’s dress before pulling it up as far as her hips, any further and the dress appeared liable to be damaged.
Her lower half was exposed save for the socks and lacy panties that covered her legs and flower. Lowering yourself further, you came face to face with the article of erotic clothing that stood between you and your target. In your peripheral vision, you could see a pair of hands drawing towards the panties that outlined her lower lips, but you didn’t see a reason to break the pace that you had set.
Pushing your head forward, you licked along the outline of Diamond’s pussy. The action stopped the hands that were moving towards the underwear and a gasp could be heard from above you. Drawing your tongue back, you traced the muscle up the length of Diamond’s femininity, savoring the taste as well as the moan that accompanied it. Hooking your thumb around the fabric, you pulled it aside to reveal the damsels dampening entrance before immediately diving in. With your lips pressed against hers, you begin a preliminary lapping as you held the fidgeting legs that flanked your head steady.
You knew for the most part how to eat Diamond out, so as you tongue delved into her depths, dragging along her inner walls and flicking against her most sensitive parts, you decided to listen for her lovely voice. The air of the room was filled with the moans and squeals of the woman who was receiving your love. On one particularly drawn out lick, you could hear the muffled groan through Diamond’s covered mouth and soon after you felt her hand press itself against the back of your head, urging you to continue precisely what you were doing, and you obliged.
Your tongue continued to deliver long, love filled laps at the entrance of her woman-hood, starting where it began and ending at her clit with a swirl and flick that drove her hips up and her voice higher.
“Mmmhhh~ Mooore, please~ I’m almost theeere...”
Oh, but we’ve only just gotten started, Tiara…
You began to back off slightly, opting to instead trace along the outside of her lips. Enough to keep her excited, but far from what was needed to give her what she wanted.
“Wait, no! Please, don’t stop now~” she whined.
“But we’ve just started and you’re almost done for,” you say as you raise your head to peer over her body, “we’ll have to take this nice and sloooow if we’re going to savor it.”
Even though your head was raised, her modest bust prevented you from looking at her face, but you could still hear a gulp come from the direction of her head.
“How about this, I’ll keep going, but you are not allowed to cum unless I say so, deal?”
“Huh? No please just- waaAAHHH~”
Diamond was cut off as you redoubled your actions. The little agreement you set up didn’t necessarily mean that she had to stop herself, you would stop if you felt she was too close. Was it cruel of you to do that? Perhaps, but by the same token, she didn’t seem all that opposed to what you were doing with your tongue.
As you tongue whipped and flicked, you keep track of Diamond’s voice and tightness of her now drenched snatch. You kept up the energy that drove her to the brink, but before she would cross that line, your tongue would take a detour, circling Diamond’s entrance. Whenever Diamond tried to implore you to let her come, you would always go back to the mind numbingly precise licks and that would placate her temporarily. But fun things never last as long as you would like it, and by the eighth time you felt her nearing orgasm, you decided to let her have it.
Driving your tongue back into her depths, your muscle lashed against the roof of her canal, indulging the sensitive spot that you would soon be indulging with another muscle. Diamond’s cries began to increase in frequency and volume, and the tightness of her snatch made it abundant that she was nearly over the edge. But despite the pleasure that should have hurled her into euphoria, she continued to squirm and twist in your bed, gripping the bed sheets with all her strength. And then it donned on you.
“Cum for me,” you say, quickly pulling away from her pussy before diving back in. And the moment your lips made contact with hers, Diamond Tiara let out a loud cry of pleasure as her orgasm crashed.
You were, for all intents and purposes, being asphyxiated as Diamond’s thighs and hands pushed against your skull with all of her strength, leaving little room for breathing. Diamond’s back was far off of the bed as it arched from the pleasure that rolled through her body. You did your best to hold on to her legs as she rode out the rest of her orgasm. And eventually, the pressure on your head lessened and you were able to pull away to get some much needed air. After gulping down the life giving oxygen, you turned to face Diamond, who lay still, save for the rise and fall of her chest.
Looking down to your chest, you start to regret the pace you decided to go at. Your dress shirt, vest and tie were all wet from the orgasm that just rocked Diamond. Internally groaning to yourself, gave one last look to Diamond before removing your now dirtied clothes. Promptly removing the clothes covering your upper half and tossing them off the edge of the bed, you turned back to Diamond, who was no longer laying down but up right with her legs bent and her butt planted on the bed and had a particularly unamused look on her face.
“...”
“...”
“...that was mean, you know...”
You opened your mouth to respond but before a sound could leave your mouth, Diamond’s arms wrapped around you and pulled you back, before rolling you over. When you refocused your eyes, you saw Diamond’s form, covered (mostly) by her dress, straddling your waist.
“Wow, that was fast...”
“Well I’ve been taking jujutsu classes”
“You take jujutsu classes?”
“Yeah, I never mentioned it ‘cus dad makes me take them, but it looks like it's useful where it matters,” she said with a foreboding grin.
“You know, I’ve been really backed up lately, couldn’t you have given it to me without all the hassle?” Diamond continued.
“I… uh, just didn’t want it to end so quickly… sorry…”
Diamond closed her eyes and let out an exasperated sigh.
“It’s okay, I can forgive you, but now, lets go at my pace,” and following her declaration, the weight on your waist disappeared as she stood up.
Taking her sleeves in her hand’s she began to pull her arms from the sleeves and gradually work the dress off. When it fell to her feet, she kicked the dress off the bed and refocused on you. She stood above you with her arms crossed which supported her breasts which were covered in the same type of lacy material as her panties, which despite being drenched were still in place. The only other things that remained on her body were the thigh high socks and the tiara that rested atop her head.
Lowering herself, she now straddled your thighs. While you had an idea of what she wanted to do, you thought twice before interrupting her plans. Reaching down to your dress pants, with a level of determination and sheer fucking will that could only be rivaled by one other person, she focused on removing your pants. She didn’t even try to make it sexy, she just wanted the obstacle to your sickle out of the way as soon as possible. After quickly undoing the buckle of your belt, the button and zipper, in one fluid motion, gripping the waist bands of both pants and underwear, yanked down. From that motion your cock that had been neglected thus far had been freed, and it sprang up, leaking its enthusiasm from the tip.
Diamond Tiara’s eyes were glued to the member that bobbed and swayed as she prowled closer and closer, eventually coming to lay down between your legs and just inches away from touching the muscle. You could feel your heart pounding in your chest as you waited for what she would do. You knew what she would do, but the question now was when. Your eyes were locked on her as she gazed at your dick lustfully. But she eventually noticed your staring, and shot you a grin before grabbing your cock around the base and began to pump it. The tightness of her grip and slow motions only made your rod harder as you let out a strained groan.
Giggling at your reaction, she loosened her grip a tad and began to pump faster, adding her tongue that swirled around the tip. Your toes began to curl at the service she was providing and before long she had shifted her body further up and engulfed your member between her tits, which were still covered. The modest size of her breasts didn’t completely cover your cock but it certainly didn’t take away from the pleasure as she sandwiched her breasts around you. You did your best to control yourself, taking deep breath in time with her efforts to stave off the orgasm that her actions were working you towards. But before long, your concentration on breathing was broken as her mouth took the head of your stick into her maw and began bobbing. Diamond had worked herself into a rhythm, moving her head and boobs in time with each other, and it was doing wonders for what she was trying to achieve.
You weren’t faring too well under her menstruations as you gripped at the bed sheets and gritted your teeth, breathing heavily through them. It wouldn’t be long now. Focusing on the perverted scene before you, Diamond Tiara’s eyes were closed as she hummed with your cock in her mouth and pumped you with her amazing tits. It was coming, and you wouldn’t be able to stop it. Until she stopped it.
Pulling back until the cock that was wrapped in the soft skin of her breasts and mouth had all but abandoned it, leaving it throb in the air, slathered in saliva. Instinctively, your hips gave a buck that yielded no result and Diamond let out a giggle as you breathed ragged breaths.
“Your close aren’t you, sweetie~”
You didn’t respond, but the way you behaved told Diamond all she needed to know.
“You know, I should do the same thing you did to me,” rising up, Diamond removed herself from between your legs and on relatively steady legs, walked over to where she had left her hand bag since entering the room. As she went to retrieve the bag, you could see her hand curl behind her back, pinching the clasp of her bra in a single practiced motion. Following the freeing of her sweater pups, both thumbs hooked the sides of her panties before bending her body at the hips, pushing the erotic piece of fabric down and exposing the sodden lips of her sex.
“But I’ll let you off with just that,” referring to the service she provided to your cock.
You couldn’t see much from your reclined position but you could hear the zipper from the bag being pulled. You propped yourself up on your elbows as Diamond walked to the side of your bed and set her bag down on your nightstand. Reaching in, she pulled out a condom, or rather, a belt of condoms, before tearing the first square off.
“I’m in no mood to wait any longer!”
Just how much was she planning on doing tonight…
Opening the wrapper, Diamond discarded the obsolete piece of plastic as she stalked back to the bed, reclaiming the position between your legs. By this point, the euphoria you were teetering on had subsided, but it would only be a matter of time once Diamond began. Having settled in between your legs, Diamond knelt down and placed the circular piece of latex on top of your lower head. Her thumb and index finger formed a circle and rolled the condom as far as your head, but stopped. Flashing you a grin, Diamond’s head dipped down and gently took the head of your meat between her lips and slowly began to push down, unrolling the condom that was being stretched over your length.
As Diamond neared the base of your cock, you could feel the back of her throat. You were prepared to begin, but Diamond wasn’t quite finished as she pushed herself down, forcing the head of your rod down her throat and covering the rest of your length with latex. As Diamond took you into her throat, a gagging sound came from her but she maintained her position and swallowed, the contractions massaging and gripping around your head. After barely ten seconds, Diamond drew herself back, releasing your protected penis, and took deep breaths. You panted lightly yourself, the experience of being deep throated a new one for you.
“Haa… You good Diamond?”
“I’m fine,” she let out a cough before continuing.
“Hehe, I probably should’ve just rolled it down normally, hehe…” she said, letting out an embarrassed laugh while she rubbed her throat.
You pulled yourself up from your position on your elbows and from your new upright position, you were now eye to eye with Diamond Tiara who straddled your upper thighs. At first Diamond seemed confused, but her expression became knowing as you gently kissed at her jugular. Your hands came to settle on her hips and you could feel her hands wrapping over your shoulders. As your lips pull away and you gaze up, meeting Diamond’s eyes. The moment lasted only a second but the two of you had both come to the same conclusion as her head dipped down and and yours angled up.
Catching her lips as they descended on yours nearly caused you to fall back into your bed as your lips pressed against Diamond’s. Your lips moved slowly but the motions told Diamond and yourself exactly what the other was feeling. In your embrace, you could feel one of Diamond’s arms slip off your back and trail down your torso before reaching your member. Similarly, your hands shifted to the bottoms of each ass cheek and pushed Diamond up, putting her lips at the same height as the tip of your spear. Using her hand, she guided your tip to her entrance and began to lower herself. She shifted her knees forward, which pushed her breasts into your chin, and lined herself up for what was to come.
Pulling her ass cheeks apart, you assist her as her hips fell towards the bed, slowly engulfing your shaft. The combined wetness of her waiting snatch and the modest amount of lubricant on the surface of the latex condom let your cock slowly slide into Diamond’s depths and her grip around both heads began to tighten. Her hand that helped to line your member with her pussy had returned to your head and as she descended further, the more she began to tremble and the tighter her grip around you became. After what felt like minutes, the skin of Diamond rear mutely pressed against your legs and you let out a breath you didn’t realize you were holding while Diamond began to pant into your ear.
You were able to pull your head away just a little as Diamond’s grip relaxed. Getting a look at her face you immediately noticed her eyes that were screwed shut and the heavy blush that reddened her strained features. Tentatively, she cracked open one eye.
“S… s-sorry… it’s just… been soo long since…” she said before trailing off.
“Don’t worry babe, take as long as you need…”
Diamond responded by pressing her head into your chest and you moved your hand to her back and did you best to support and comfort her as she acclimated to your member. For a few moments the only sounds that you could hear were the breaths coming from Diamond’s mouth and the sound of your fingertips rubbing back and forth over her back.
“Mmmm… I think I’m good.”
You give a small nod in affirmation and recline into your bed. Once you were comfortable on your back, Diamond began to rise off your length. The tightness made every inch that was pulled from her pussy excruciatingly pleasurable until she stopped just before reaching your head. Holding herself in the position for no longer than a moment she started to decline and work herself into a slow rhythm, her ass bumping against your hips as she bounced.
As she rose and fell, Diamond’s voice began to spill from her lips, incessant pants along with cute moans accompanied the sounds of your hips impacting her cheeks. She continued, gradually increasing the pace and planting her hands on your chest to support herself as she began to bounce in time with your upward thrusts. Your hands found their way to the cheeks that they loved, and began to assist in lifting her up and pulling her down on your shaft. The gentle impacts at the start increased in volume as her ass smacked against your hips, and her moans began to occur more frequently.
The feeling of the lips that tugged at your cock were bringing you closer and closer to release and you grit your teeth as you did your best to hold on. In your efforts to stave off the impending orgasm, you had unconsciously begun to force Diamond’s hips down harder, causing her arms to give out and crumple down to your chest as she tried to keep the pace she had set. Your fingers dug into her supple cheeks which would definitely leave marks as you started to lose control.
“Diamond… I’m gonna… cum…” you managed between grunts.
Using the strength she had, Diamond propped herself up on your chest and her hands slid over your shoulders and gripped as hard as she could. You were seconds away from bursting, and Diamond knew as she moaned loudly into your ear, effectively egging you on. With one particularly brutal thrust, you pushed all that you could as far in and held Diamond Tiara in place as she began to grind herself on your hilted cock. Spurt after spurt of your essence flew from your cock, only to be blocked from their prize separate by mere nanometers of latex. Your orgasm began to subside and you lowered your hips back into the sweat covered blankest of your bed. While Diamond continued to desperately grind her hips against your sensitive shaft, she buried her head against your shoulder in an effort to stifle the sounds that leaked from her lips.
“Ha… fuckkk~ I’m really gonna feel that in the morning,” she groaned.
“Heh, I saw all those rubbers in your bag, don’t tell me you’re done now?” you tease in between pants.
Pulling her head from your shoulder, she smiled a toothy grin.
“Not by a long shot.”
You returned a grin at her words before rolling her over. Now above her form that laid against the bed, you began to pull yourself from her depths, much to her chagrin. Removing the used condom, you reached for your bedside to Diamond’s bag before producing another condom that you quickly put on.
Lining yourself up with Diamond’s quivering snatch, you inserted your head before stopping. Reaching for each leg, you stretched them apart in front of you and started to push yourself in. The new position had an immediate effect on Diamond as she pushed her head into a pillow as her body arched. And you certainly didn’t let up either, as you almost instantly settled into a moderately quick pace. As you pumped into Diamond’s wanting pussy, her hands began to search for something to grab and before long they found the pillow that her head was on, holding on for dear life as you pistoned in and out of her slick lips.
You knew Diamond was close by the time you had cum before and you were set on bringing her the same euphoria that she gave you. Using your grip on her sock covered legs, you lifted her hips off the bed slightly and you lowered your hips in turn. The new position let your shaft penetrate Diamond in a way that dragged you cock head across the roof of her love canal, and immediately its effects could be heard.
“Aaauugh~!” was roughly the sound Diamond made as the feeling forced her eyes up and kept her mouth open as her tongue lolled.
*Art that visually describes the scene above (1006183 on Derpibooru)*
You nearly fell at the sight below you but catching yourself, you redoubled your efforts to throw your girlfriend over the edge. Your hips continued to crash against the now reddening flesh of Diamond Tiara’s cheeks and your grip around her legs tightened as your thighs and core burned from the exertion. Focusing solely on Diamond’s expression, you could feel the beginning of your orgasm coming. Her cute face was contorted into one of utter pleasure, her tongue lolled, dripping saliva on to her chin, her cheeks were red with a blush and her eyes were pushed as far up as they could. Her hands both had a death grip on the pillow and her hair that was pulled back in a ponytail had come free and was splayed over pillow, her locks were strewn this way and that and contributed to her look of reckless abandonment as her tits rocked back and forth in time with your powerful thrusts.
“B-baby! Slow down!... I’m… I’m gonna… cuU-AHH~”
Her voice… In that moment and the moments that followed, you forgot all about the burning in your muscles and your on coming orgasm, Diamond Tiara was everything that you saw and cared about this instant and you were going to do everything in her power to give her the greatest night she's ever had.
You let go of her legs and lent down to her face and took her lips into yours, surprising her. Her legs, now free, wrapped around your waist and her hands that held onto the pillow moved to you as they wrapped around your neck and held you close. Your hands in turn moved to Diamond’s head, and with your right hand you held her head and with your left you reached to her right hand wrapped around your neck and took it into yours, interlocking your fingers and pushing it into the mattress as Diamond neared her release.
With a final thrust, you buried your length into her tunnel, filling her to the brim as she clenched around you and came. Diamond Tiara screamed out in pleasure, although muffled by your lips. Her legs wrapped tightly around your waist prevented you from moving a millimeter as her love gushed from her pussy, wetting your groin and the bed sheet below your hips. You keep yourself in place, both at Diamond Tiara’s lower and upper lips. Her cry of approval began to die down and now she quietly whimpered into your lips.
But in spite of everything, you had not cum, even as the walls of Diamond’s pussy did its best to milk your cock. Eventually settling from her sexual high, her grip around your neck loosened and you were able to pull back from her mouth. Looking down to Diamond you took in her features. Her mouth was agape as she panted, her face was a brilliant red, and you could swear that in her half lidded eyes you could see little hearts.
“So… how you feeling Di?” you say, shortening her name to take a deep breath.
Diamond’s response was a cute groan as she nodded her head in approval. You could only smile at the cute motion. You felt Diamond’s legs fall from your back and you sat back with your hands on her hips and got ready for the next round.
“Mmmhh!”
You looked up to Diamond as you prepared to draw your hips back. Motioning for you to pull out of her, you slowly pulled out which caused her to let out a hiss. Confused, you look to Diamond for an explanation, but rather than giving you an answer, she pointed to the floor in front of the base of your bed. Taking that to mean that she wanted you to move, you slid off the bed and stood on shaky legs, your turgid length throbbing in time with your heart beat. Rolling over, Diamond crawled to the end of your bed on all fours, coming face to face with your cock.
Taking your head into her mouth she closed her eyes and began to circle her tongue around the tip as she began to pull the condom off your cock. Having removed the latex condom, Diamond Tiara silently got to work on your cock, taking your length to the back of her throat in a single motion while also cupping your swollen balls and wrapping her hand around the base of your cock. The action had an immediate effect as you grit your teeth and threw your head back. Your right hand found its way to the back of Diamond’s head while your opposite hand stayed clenched at your side as your hips gently thrust in time with Diamond’s motions.
After the initial pleasure became manageable you looked down to Diamond as she worked your shaft with an expert touch. After a few moments of staring, Diamond opened an eye and looked up, meeting your depraved gaze. Opening her other eye, she drew her mouth back till only the tip remained in her mouth, and tilting her head she began to push the head of your cock into the wall of her cheek, causing it to bulge like a squirrel stuffing its cheeks. She continued this while maintaining eye contact with you the entire time.
Your breath was starting to become ragged as the warm and wet mouth of Diamond was driving you closer and closer to your release, and she knew. Moving the cock inside her mouth from her cheek to the middle of her tongue she began to take you to the back of her throat as she clenched her eyes shut and lightly squeezed your sack. You began to help her blow you as your hand pressed her down on each bob and your thrusts picked up in pace. You were mere pumps away from blowing your load and you tapped Diamond to get her attention.
Opening her eyes and looking up to you the best she could in her position, you could see tears in the corners of her eyes and streaks running down her face. At the sight of tears, your concern for your pleasure disappeared and you immediately drew your length out from Diamond’s maw. The decision appeared to confuse Diamond and she looked up to you with an annoyed expression.
“A-are you okay!?” you nearly shouted, but Diamond didn’t seem to acknowledge what you had said at all.
Ignoring your concern she grabbed your hips and pulled them closer to her, causing your slick sword to rub across the length of Diamond’s face, covering her right eye. Quickly locating the tip of your cock, she immediately took it into her mouth and quickly pushed it to the back of her throat. The concern you felt was soon joined by a feeling of amazement as Diamond Tiara resumed her service of your cock. Her hands were no longer on your hips but supporting her upper body, placed side by side at the edge of the bed and her arms, too close together, forced her breasts out in front of her which swayed as she bobbed.
For as concerned as you were, Diamond most definitely didn’t share the sentiment as she continued sucking and lapping your cock without a care in the world.
“Ahh, fuck it!” you shout before seizing a handful of hair and begin to pump your cock into Diamond’s throat.
Diamond let out a muffled moan at the action and closed her eyes as her nose pushed against your groin with each pump. Her tongue drew along your length with each thrust of your hips and as everything but your tip left her hungry maw, her tongue swirled around the tip.
“Di, I’m gonna cum and I want you to take it all! Not a drop leaves those pretty lips of yours!” you command.
“Mmyeff fuuur!” she said from around your girth.
Taking her head in both hands you give Diamond Tiara one last thrust that goes deeper than before, and in surprise, Diamond’s eyes shoot open as the first round of semen rushes down her gullet. You let out a long groan of pleasure as you held her head in place, your balls contracting and shooting load after load down her throat. Drawing your cock back leaving only the tip of your engorged meat between the soft lips of Diamond Tiara you continue to fire volley after volley of cum into her waiting maw. Diamond’s eyes, which had gone wide at your final thrust into her mouth, had become glazed over as you defiled her throat and pumped your seed all over her warm and inviting tongue.
As your earth shattering orgasm began to subside, you loosened your grip on Diamond’s head and began to painstakingly draw your hypersensitive cock out of Diamond’s mouth. Diamond’s lips didn’t make it easy either, the pressure from her sucking in an attempt to milk out the last drops of cum from your length. Eventually, your tip escaped from Diamond’s hungry mouth and your cock sprang up, slightly deflated from the intensity of the orgasm. Lowering yourself until you were eye to eye with Diamond Tiara, you gazed lustfully into hers as her cheeks bulged from your load.
“Well? Did you spill any?”
Diamond shook her head.
“Let me see.”
Obediently, tilting her head back she opened her mouth as far as she could to reveal the small lake of white that was close to spilling out.
“Good…” you say, partly dumbfounded by the amount of sperm that you managed to ejaculate.
Closing her mouth and in one gulp, Diamond swallowed all there was in her mouth before opening up with her tongue out to show everything was, in fact, gone.
Holy shit, this girl…
You must have made a face because Diamond Tiara started to giggle. Moving back into a sitting position, Diamond fell backwards onto the bed before rolling over, chest down, ass up. She reached back with one hand and gave her red cheek a slap.
“Come on, are you going to fuck me or what, master?”
Ah shit here we go…
While you would have preferred to have moved past that type of play, who were you to deny your little princess what she wanted.
Author's Note
Hope this hot and steamy ending is well received. I had been slacking lately when it came to writing this story but I finally found the will power to sit down for 3 to 5 hours to bang out the last 3 quarters of the chapter. Anyway, thanks for stopping by. Take Care!
