Restoring A Lady's Trust
A Long But Pleasant Night
Previous ChapterAuthor's Note
There we go, the last chapter. Follow NineTailBeastBall for doing a great job helping me make this story. Thank you for your patience and support and remember to stay tuned for more stories and chapters to come and keep bronying on
A Long But Pleasant Night
5 months ago, you would have never imagined your life would had have gotten as good as it is now. In the span of two months, the locals of Canterlot has their bad days get turned into good days thanks to your bright and positive attitude. Whether it was serving them their food or at the bar, you gave them a reason to have some more fun.
You even livened up the atmosphere with a few songs you sang back when you were still part of the Neighborhood Jukebox. If your pals could see you now, they’d be cheering for you, wishing you the best in your new life.
You were no longer working as a waiter, because now, you were promoted to manager while the old manager got moved to another restaurant a couple of blocks away. The pay you received each month had went up to a whopping 5,000 bits a month. 6,000 if you had to work overtime.
However, there was no doubt that the biggest change was your current relationship with Upper Crust. You remembered how you told her she would surely find a better lover and you couldn’t be more right. Though of course at the time, you didn’t think the lucky guy would be you.
Jet Set never came back to Canterlot and it was better this way. You and Upper Crust began dating a month after that wine incident and it started out when Upper Crust invited you over to her house for a nice breakfast that had been prepared by her employees. She was like an entirely different mare. No insults, no yelling, just a proper and civilized breakfast.
Not long after your nice breakfast, Upper Crust confessed how fond she’s become of you, not caring if you were a human. She said she was very grateful for how you listened to her when she was heartbroken.
As much as you enjoyed Moondancer and Lunar’s hospitality, you accepted Upper Crust’s proposal when she asked you to come live with her. Here in the mansion, in addition to a beautiful marefriend, you had access to the life of luxury you’ve always dreamed of having. And of course with Upper Crust’s wealth combined with yours, money would never be a problem.
As the loud beeping from your alarm went off, you were forced out of dreamland along with you marefriend. You turned over to meet her lovely eyes, allowing yourself to fall victim to her beauty.
“Morning beautiful,” you said reaching over to stroke her mane. The action made her giggle, just as you hoped it would.
“Lips please,” she responded. You chuckled all too eager to grant her wish and gave her a warm kiss.
“Sleep well, my dearest Salvator?” she asked. Ever since you started dating, Upper Crust gave you the nickname Salvator, which was Latin for Savior. And the reason why she called you this was because of how you saved her from a life of depression and loneliness.
“It would be foolish of me not to get my rest since we’ll have so much fun tonight,” you replied giving her one last kiss. Your reputation as a 5-Star restaurant manager has become so well-known in Canterlot, that you’ve caught a wealthy businesspony named Fancy Pants’ attention. Just like your fellow worker, Golden Platter, Fancy Pants respected and treated you fairly. You and Upper Crust have received formal invitations for a big party he’ll be hosting at his mansion and naturally, you weren’t going to turn him down.
“Do you have to go to work today?” she asked playfully.
“Nah, I have Golden Platter holding down the fort and I cleared my schedule for today,” you answered making her smile widen. She was about to kiss you again when you placed a finger on her lips.
“Whoa there Upper Crust. As much as I enjoy kissing those sweet lips of yours, we should get some breakfast,” you said, making her pout a bit.
“Aww, now don’t you worry, my precious. Remember, I don’t have to work today. That means we can spend all day together. So, shall we head on down to the dining room, or would you prefer to have breakfast in bed?”
“I don’t want to risk ruining these sheets dear, let’s go to the dining room,” she answered. Perfectly understandable in your opinion, so taking her soft hand the two of you made your way downstairs.
Once you reached the kitchen, you were greeted by the mansion’s loyal servants, who gave short bows as you entered.
“Good morning everyone,” you greeted the servants happily. Two of them went to the table and pulled your seats out for you. You thanked them as you and Upper Crust took your seats.
“Is there anything the two of you would like for breakfast today?” one of the servants asked.
“I think I’ll have some tasty gluten-free coconut banana pancakes with a side order of some scones, please,” you said.
“A simple scoop of strawberry sorbet will do for me,” Upper Crust added.
“Of course, coming right up,” the servants replied in unison, bowing before leaving. While they were preparing the food, you took the liberty to start a conversation with your marefriend.
“There’s still quite a bit of time before Fancy Pants’ party. What do you want to do?” you asked putting your hands together. Seeing how you were leaving the decision up to her, Upper Crust put a finger to her lip giving it some thought.
“Well, now that I think about it, I was wondering if you could tell me more about your life back home on earth,” she said, feeling curious.
“Eh before coming here I didn’t have a cozy life like this. Every day, since I was a kid, I had to work in order to provide for myself. My parents only chose to support my sister, which kinda didn’t go well after they got busted by Child Protective Services when I was 17.”
“They left you out?!” Upper Crust asked in shock from hearing this news. This just goes to show how much she’s changed from dating you. 5 months ago she wouldn’t have even remotely cared about all the hardships of your life story.
“Yeah, I even told them I would have made them proud of they had given me the chance. Of course, there was a good side to all the heartache: a group of friends that I hung out with as a family. I wish I could’ve introduced you to the guys, they would’ve loved you,” you explained, making her face turn red.
“Oh stop it, you’re making me blush,” she tried covering her face, but failed. It was kind of awkward for the servants who came back to pour your drinks.
“Is... everything okay here?” a maid asked as she fixed your coffee. You chuckled while Upper Crust puffed her cheeks, glaring at you.
“Yeah, nothing to worries. Just having a little fun, complimenting my favorite lady,” you said giving Upper Crust a wink.
“Well, your food will be ready soon. If you need anything else, feel free to let me know,” the maiden said as she retreated, allowing you to enjoy your drinks in peace.
“As I was saying, all of the good times I had with my group went so well… that is, until I performed my last farewell tune.”
“Meaning?” she asked taking a sip of her coffee. It’s ironic how despite the months of time you’ve forgotten to tell Upper Crust how you ended up in Equestria.
“Can’t believe I didn’t tell you months ago, but this is as good a time as any I suppose. I was waiting for the guys to show up for rehearsal, but then my attention got turned towards something else. A building under construction was collapsing and someone was trapped inside the building. I ran in out of instinct to get the guy outta the building. I succeeded in rescuing him, but it costed my life. I still remember playing my guitar as the debris came down and crushed me. Next thing I know, I’m lying on the Canterlot streets.”
“Why didn’t you tell me before dear?” she asked.
“Honestly I’m not so sure. I guess I wasn’t sure if you were ready to hear it at first or not. I was so focused on helping you back on your hooves that I completely forgot. Sorry,” you said sheepishly. Upper Crust waved her hand as she took another sip of her hot coffee.
“It's alright Salvator, I completely understand,” she said with a smile.
Seems like you finished your story just in time, as the kitchen doors swung open and the maids came out with your breakfast. Just as you asked for, a plate of coconut banana pancakes was placed in front of you while Upper Crust received her order of strawberry sorbet. Of course, they made sure to include utensils and napkins as well.
“Amazing as always,” you complimented, and the servants smiled in gratitude. You both enjoyed your breakfast while occasionally giving each other adoring smiles. The taste of the pancakes always made your taste buds tingle all over. Upper Crust, as much as she wanted to show the same excitement, but she instead remained calm and composed.
With so much time to spend before Fancy Pants’ party, you and Upper Crust took the time to explore the streets of Canterlot. Living in one of Equestria’s largest cities, it was almost impossible to grow bored. While the clothes you were wearing were nice, you planned to save your best clothes for tonight.
Upper Crust mentioned that she used to be quite submissive when she was married to Jet Set and therefore he usually decided where they would go on such outings. Seeing how it’s only fair to do something you both wanted, the two of you had bought tickets for a performance at the Canterlot theater.
The show was a drama about a prince who is seeking revenge against his uncle for killing his father and marrying his mother. Somehow this world has an exact replica of Hamlet by William Shakespeare, fortunately that didn’t make it any less entertaining. You felt your date wrap her arms around your own during the performance, proving how grateful she was for taking her.
The play was definitely high class, but there were a few small differences between this Hamlet play and the original. For example, during the ending, instead of the uncle being killed, he was exiled from the kingdom and the prince was crowned the new king.
Both you and Upper Crust agreed lunch was in order, since the play lasted 2 hours. You decided the obvious choice was your restaurant, especially since you’ll get a discount due to your position. As you expected, Golden Platter had things perfectly under control and greeted you both with the right attitude.
“So nice of you to stop by,” he said shaking your hand.
“Hi there, Golden Platter. Table for two, please,” you said gently wrapping your arm around Upper Crust’s waist before being led to your table.
Once you were seated, you asked your waiter for a bottle of wine. Writing it down on his notebook, he left to bring it.
“Let’s try not to drink too much, agreed?” you playfully asked. Upper Crust let out a giggle and nodded.
The waiter quickly came back with the bottle and poured each of you a glass. After receiving thanks, he asked if you were ready to order. Though it didn’t take much time for him to fetch the wine, you had already decided what you wanted to eat. Being a gentleman, you let Upper Crust order first.
“I’d like some stewed carrots with mashed potatoes with a garden salad, please,” she said handing her menu to the waiter.
“I guess I’ll have a simple bowl of your special caesar salad with some cooked potato slices,” you added.
“No problem, I’ll have your meals brought to you momentarily,” the waiter replied as he bowed before writing down the orders and heading back to the kitchen.
To pass however much time it would take, you decided to have another friendly chat with Upper Crust.
“You know, that play earlier was caught me by surprise, especially the ending,” you said.
“Why is that, was the ending different back in your world?” she asked.
“Oh yeah, way different. In the story Hamlet, the prince actually kills his uncle and then he kills himself. The queen dies from the poisoned drink and with no other heirs to take the throne, they turn to Fortinbras to lead their kingdom in their darkest hour,” you explained, causing her eyes to widen slightly.
“My, my, I never knew it would end so tragically,” she replied before taking another sip of her wine. Seems she was acknowledging your warning and was being careful not to drink so much.
You continued your conversation for a few more minutes until the food was finally brought to you.
“Thanks, Golden Platter! The food smells great, be sure to give my compliments to the chef, okay?” you asked.
“Will do. Enjoy your meals,” Golden replied, bowing before he took his leave. You were considering giving him a raise if he keeps up the hard work.
Looking at your watch, you noticed you have at least an hour left before the party starts. That’s enough time to wash off your sweaty bodies and change. As much as you and Upper Crust adored one another, you respected each other’s boundaries, so showering together was out of the question.
Of course, the mansion has more than just one bathroom so the two of you didn’t have to wait on each other. You didn’t admit it, but the thought of getting to see your beautiful marefriend naked and wet did sound pretty... arousing.
Still, you were a gentleman at heart, and a patient one at that.
Sighing as you felt the hot water wash away all that sweat, you moved onto washing your hair and applied some shampoo. Scrubbing through your scalp, you watched as the sweat and unkempt hair washed down the drain.
You decided to get out and dry off after another 10 minutes passed and moved over to the sink where your suit was neatly folded. You have decided that tonight you were going to wear a dark blue tuxedo with a red tie to go with it. Looking into the bathroom mirror, everything seemed to be in order. Fancy Pants was a nice stallion, but he appreciates those who care about their hygiene.
All you had to do now was comb your hair. Though, it would take a bit of time considering how long it is. While tending to your hair, you heard a soft knock at the bathroom door. No doubt it was Upper Crust.
“Salvator darling, are you almost done? The party is starting soon,” she said.
“Yeah, just about done,” you replied, finishing up combing your hair. True to what you said, it only took two more minutes to finish with your hair. With a smile of satisfaction, you opened the door to greet Upper Crust.
What you saw took you aback, as she was wearing a beautiful dress that was colored purple and white with a gold trim. She also wore these long white gloves that almost reach her elbows. The bottom part of her dress reached down to her ankles and was adorned with small gems, matching the jewels of her earrings.
“Oh wow, you’re looking absolutely lovely, my dear,” you commented with a pleased smile.
“Why thank you, you’re looking quite nice yourself. I see you’ve combed your hair back. Fancy Pants will be so delighted to see us. Now come along, the party won’t last forever,” she said, gesturing you to come with her.
Conveniently, there was no need to ask for a taxi as Fancy Pants’ mansion was only a short 5 minute walk. By the time you and your marefriend had arrived, crowds were starting to fill up the entrance. You were surprised to see this many nobles gathered around at the mansion.
“Invitation please,” the bouncer said as you walked up to him. You reached into your pocket and showed him the invitation while Upper took hers out of her purse. After taking a careful look at the invites, the bouncer unhooked the stanchion rope, allowing you two to pass.
Walking through the mansion, you once again put your arm around Upper Crust’s waist. The place had the biggest buffet table, a bar with all kinds of liquor and wine and a beautiful fountain in the center of the entire mansion. And this was only the living room and kitchen. Left and right you saw nobles conversing and enjoying their drinks.
“I’m sure another drink wouldn’t hurt, wouldn’t you agree?” Upper Crust asked with a giggle.
“Absolutely, sweetheart,” you said as you led her over to the buffet to pour yourselves a glass. You clinked your glasses together before taking a sip.
“Upper Crust is that you?” asked a female voice, getting Upper Crust's attention. You turned to see a ivory coated unicorn and she too was accompanied by a human. You recognized her as Rarity, owner of some of the most famous boutiques in Equestria, including Canterlot Carousel where Upper Crust did most of her shopping.
Upper Crust told you how she was still with Jet Set when she met Rarity and was disgusted that she was from Ponyville. However, seeing how successful she was becoming with her goal to expand her clothing business, Upper slowly became fond of Rarity.
“It’s been a while, Rarity,” Upper Crust responded
“Indeed, it has. And I see you brought this charming young man with you,” she said with a smile as she was all too aware of your relationship with Upper Crust. Of course like everypony else, she was ignorant of Jet Set’s affair.
“So you got invitations too?” you asked.
“My wife and Fancy Pants go way back,” the man beside Rarity said as he shook your hand. “They call me Silver, it’s a pleasure to meet you.” Silver said.
“Upper Crust calls me by the name Salvator. Anyway have either of you seen Fancy Pants?” you asked.
“Why yes, he went into the ballroom upstairs, waiting for the guests of honor,” Rarity said, pointing to the two big red doors on the second floor.
“Thank you very much, Rarity. And I do apologize for the way I acted back when I first met you,” Upper Crust said sincerely.
“Oh posh, that’s all in the past. Now you two have a wonderful time while my husband and I mingle a little,” Rarity said before she gives Upper Crust a hug and then returns to Silver. Meanwhile, you went with Upper Crust upstairs to look for Fancy Pants. Though it seemed strange when Rarity said something about Fancy Pants waiting for these “guests of honor,” but who could they be?
Once upstairs, you walk up to the two big red doors and grab one of the handles. “Ladies first, my dear,” you said holding the door open for Upper Crust.
Walking inside the ballroom, you saw that the entire room was dark. You still heard whispers and chattering, but couldn’t make out what they were saying. Right when you were about to ask what was going on, spotlights shined on two couples. One was you and Upper Crust and the other couple you saw was Fleur de Lis and Fortis.
“Fillies and gentlecolts, give it up for tonight's guests of honor: Fleur de Lis and Fortis, along with Upper Crust and Salvator! These two lovely couples have come a long way. As of today, these couples have shown that despite our differences and species, we’re all equals and we should treat each other as such.”
Once Fancy Pants’ speech was over, the lights came back on and applause filled the room. Now that the light was back on you and you could see he was sitting back down on his chair straight across from the ballroom door.
“So glad you could make it old sport. Becoming the manager of one of Canterlot’s best restaurants is quite an achievement if I do say so myself,” Fancy Pants said.
“Thanks, Fancy. Though I must admit I wasn’t expecting this sort of welcome,” you said, making the ivory stallion chuckle.
“Ah and my dear Upper Crust, you have my sympathy. Seems like things with Jet Set didn’t go so well,” he sighed. “On the other hand, Salvator here seems to be looking after you, am I right?”
“He treats me like I’m important to him, yet he doesn’t think of me as some trophy wife. Of course I suppose that’s not entirely possible, since we’re not married,” Upper Crust said.
“Oh come on now,” we all turned to Fleur who was bringing us glasses of wine with her magic. “Let’s not focus on such negative things. We’ve all been invited here to have a good time after all.”
“I... I suppose you’re right,” Upper Crust said taking one of the glasses. “No more bringing up a jaded past.” She smiled as you wrapped your arm around her.
“Cheers,” you said tapping your glass against hers before taking a sip.
Once your glasses were empty, you looked over to see many of the couples were waltzing to the pleasant music playing. Looking over to Upper Crust, you offered her your hand.
“May I have this dance?” you asked.
“Why, yes you may, dearest,” Upper Crust accepted, allowing you to lead her to the dance floor.
You quickly adjusted to the dancing as one of your hands held her hand and the other held her waist. As you looked into her loving eyes while dancing in circles, you knew you were in for a long night.
3 hours after the party, you and Upper Crust finally walked back home. Or more specifically it was you trying to carry Upper Crust back home with you. Along with many of the other attendees she had drinken a little too much champaign. Coincidentally, Silver and Fortis had the same problems with their lovers. Honestly though, you were happy of the close contact you had with your lover.
“Seems like... I overdid it... a little...” she said dizzily.
“Eh, I’m not going to complain. I had a great time at the party. Now we've got the whole night to ourselves,” you chuckled and gave her a quick peck on the cheek. She giggled and hiccuped, still a little drunk.
You were grateful once again that it took little time to get to your mansion from Fancy Pants’ and vice versa. The maids were already there to greet you both as you stepped inside. You greeted them back before helping your stumbling lover up to her bedroom.
“Phew, we really went all out, didn't we?” you asked, exhausted. To your confusion, she didn’t respond, for that matter, she didn’t look you in the eye. “Upper Crust, you okay?”
“Oh uh... yes dear, I’m just thinking about something, that’s all,” she said, but failed unable to convince you. Nonetheless you went into the bathroom to change out of your suit and into more comfortable clothes.
‘Wonder what that was all about... Oh well, it probably doesn’t matter anyway,’ you thought with a shrug as you put your tuxedo and pants away. Afterwards, you put on a simple t-shirt and pajama pants and then headed back into the bedroom.
“Ready to get some-” the words died in your mouth the moment you took in the sight of your lover. You thought she would still be wearing her dress and waiting for her turn to change into her sleepwear. On the contrary, she was looking at you with a gorgeous, blushing face as she had nothing on her other than her bra and panties.
“Upper Crust I...” you tried to say.
“Hush please sweetie, allow me to clear things up,” she said with a deep breath. “Ever since we started going out, you've given me a new perspective in life. Had it not been for your kindness, I’d probably still be a snob looking down on anypony with less privileges. On top of that, you saw me as a real mare and helped me in my darkest hour, and you never took advantage of me. You have no idea how much my love for you has grown over these past few months...” she confessed.
“Are... Are you saying...” you were once again cut off, but this time... by her lips pressing against yours. Quickly getting the message, you reached up to caress her cheeks as you melt into the kiss.
You hold her in your arms, caressing her body while you assault each other's mouths with your tongues. Opening one eye, you slowly moved Upper Crust back to the bed and laid down.
“Have... Have you ever did... you know...?” you asked.
“Please promise me that you won’t be too mad after I tell you this,” she answered. You had a feeling of what was coming, but you nodded anyway.
“The answer is yes. Back when Jet Set and I were so deeply in love, we made love to each other often. However.. neither one of us wanted to have the role of a parent, so...”
“So you always made sure to use protection,” you finished for her. “That’s what I thought...” You were a bit disappointed to find out that this wasn’t going to be the first time for the both of you. ‘I was right from the beginning. It was expected to happen to her, and I understand. She was married before.’ Upper Crust no doubt sensed your displeasure as the next thing you knew, she was wrapping her arms around your neck.
“I’m really sorry, Salvator. I wish I were a still a virgin just so I could experience it with you. You might not be my first time, but if it helps... I feel honored that I get to be your first,” she said with her tone suddenly switching from sad to seductive.
“R-Really?” you stuttered.
“But of course my dear. After all, that was why I’ve taken my clothes off in the first place.” She paused to trace her polished nails along your muscular chest. “You’ve taken such good care of me, now... allow me to take good care of you.”
Giving you an adoring, half-lidded gaze, Upper Crust activated her magic to pull off your t-shirt. For now however, she decided to let you keep your pants on. Sitting up for a moment, she turned her focus to her own clothing and unclipped her bra. Finally free, her ample E-cup bosom bounced wildly, much to your satisfaction. You didn’t know breasts could grow that big.
“No need to be shy Salvator,” she said as she guided your hand to her left breast. “I can’t imagine why, but Jet Set never paid much attention to my chest. What do you think of them dear?”
“It feels... like I’m touching a big fluffy cloud. Suffice to say, your breasts feel lovely,” you complimented. Knowing you had her complete permission, you brought your other hand to the remaining breast and squeezed both at the same time.
“Ah, that feels so delightful... My breasts are all yours, my sweet Salvator...” she moaned.
“Don’t say that please,” you said, confusing her slightly. “I’m happy you’re enjoying yourself, but I love you and I don’t want to think of you as my property,” you sincerely explained reaching up to cup her chin.
“And... And I love you, Salvator. As far as our relationship goes, it’s safe to say that after all of this, I’m ready to take it even further...” she whispered as more happy tears traveled down her cheeks. You kissed the tears away before moving down to give her neck the same treatment.
Upper Crust enjoyed the treatment and shuddered in pleasure. She moved her hands in circles on your back. But this was only just the start. Soon, you moved one of your hands down to where her panties were and rubbed two fingers on her wet spot.
“Oh my... it’s been some time since... I’ve been touched down there...” she moaned again. You gave her some more tender love and care and made sure she got the full treatment. You had one hand down underneath, rubbing her sensitive area and the other continued to fondle her breast. You even smothered her with wet kisses on her neck and her lips, switching back and forth. Upper Crust kept telling you she had never been pleasured like this before. It felt so good, she wanted it to last forever.
And yet, she also felt curious of how good you are when it’s time for the main event. She was all too aware of the bulge in your pajama pants that formed because of all this foreplay.
“Remember how I said it’s my turn to take care of you?” she reminded. You nodded and got off your lover, then laid down next to her. Upper Crust starts things off by taking off her soaked panties and gets down to where she was face-to-face with the bulge in your PJs. Lighting up her horn once again, you feel your bottom clothes poof off of you and were now completely naked, just like your sweetheart.
“I’m not trying to start a competition, but... you’re a bit bigger than Jet Set was,” she giggled. You felt your face turn as red as a tomato, and it surprised you since you haven’t blushed in a long time.
Upper Crust decided to tease you a bit by breathing hot air on your member, causing you to twitch your legs and moan softly. She egged you on by tenderly rubbing your balls with her soft fingers.
“If you enjoy that my dear, you’re going to love what comes next,” she said seductively. Breathing on you one last time, she took your shaft into her mouth and sucked on your long hard manhood. You laid there in shock as you experienced your first blowjob.
It was even better than you imagined. You watched your beautiful lover bobbed her head up and down, sucking on your shaft like it was a popsicle. You considered asking her if she did this to Jet Set, but decided such a question would ruin the moment.
Taking your shaft to the back of her throat, you saw as Upper Crust shook her rear from side to side. She was enjoying this as much as you were right now. You felt her moans start to send shivers down your spine. This is definitely one story you wish you could tell your singing group back home. Upper Crust is definitely going to remember this moment for a long time.
Watching as she continued to sway her hips, you became curious of her wet marehood. With a lick of your lips, you decided to repay Upper Crust for her treatment on your manhood. She surprisingly yelped, but then pressed her wet vulva onto your face. You accepted the invitation and continue to slurp up her tasty juices.
“Oh S-Salvator...! T-That feels... heavenly...!” she stuttered stopping her sucking so she could rub your member instead.
“Y-You’re pretty good yourself. H-Holy shoot, I’m tingling all over,” you shuddered feeling her grip. Upper Crust licked her lips and went back to sucking your shaft.
You curled your toes as the pressure slowly increased in your loins. Upper Crust moaned as you slurped and licked her marehood juices even more fiercely than before. Her inner walls tightened, which meant she was nearing her limit, too.
“U-Upper Crust... I-I f-feel it c-coming...!” you warned before you dove back into her delicious pussy.
“M-Me too, dear...! D-Do it... s-spray it all i-into my mouth!” she demanded.
Unable to stop yourself, you did exactly what she told you and released your pent up seed into her nice, warm mouth. Not too long after, Upper Crust let out a scream and your face was covered in her delectable juices. Since she hadn’t completely swallowed your load, both your seed and her juices stained the nice sheets below you. You drank up some of her nectar so the sheets wouldn’t get completely stained and Upper Crust wrapped her mouth back onto your member.
Once both of your climaxes subsided, the two of you sat up and looked at each other’s messy faces. It wasn’t long before you both started laughing.
“I almost forgot what that felt like,” Upper Crust giggled.
“Well... I don’t think we’re quite done for tonight. We still got one more event before turning in...” you replied quietly as you look down at your still hard manhood.
“Please... Please lay back darling...” she instructed sweetly. You did as she asked and watched as she slowly took her place above your erection. She blushed at being in this position, considering she may have never done it before. Grasping your member and guiding it to her marehood, she was halfway there before she stopped.
“I know I’m not a virgin, but it’s been some time since I had sex... Promise you’ll be gentle, okay?” she asked
“Cross my heart and hope to die,” you promised. Upper Crust smiled and felt your member slowly enter her marehood as she lowered herself onto you. You took in the sight as you lost your virginity to the mare you loved like no other.
“L-Like I s-said before... m-my cheater of an ex c-can’t compare to you...!” she moaned in pleasure. She slowly pulled off of your shaft and lowered herself back slightly faster. Feeling her tight walls slowly loosen around you, you reached and held onto her hips to help her bounce.
“E-Even now I c-can’t believe he would b-betray a treasure of a mare...” you gasped. Without slowing down her rhythm, Upper Crust leaned down with that same alluring smile.
“Y-You’re quite a flatterer Salvator...” she whispered as she rubbed her nose against yours. However, you stopped the action by leaning up and locking lips with her. As you made out with your lover, she was really getting into the mood and her hips moved even faster. If this kept up, you would blow your load again so you decided to change things up.
You gently pulled Upper Crust away from your lips before reaching for her hips and pulling her off. She looked down at you with confusion on her sweaty and blushing face.
“Salvator what is the meaning of this?” she asked. You smiled and gently touched her shoulders.
“I was thinking we could try something new. Trust me, you’ll love what I've got in store for the both of us,” you said with a wink. Still holding her shoulders, you carefully moved her to lay on her side before you did the same. With her back now facing you, you brought her closer and kissed her cheek repeatedly as you aligned with her marehood again, holding up her leg.
“D-Dear, what are you...” she said before letting out a gasp as you reinsert inside of her love cave. From this position, you could feel yourself reaching the deepest parts of her pussy and reaching her womb entrance. Upper Crust moaned and panted heavily, clearly this was a new experience.
“Now I can show all your body the love you deserve...” you whispered as you reached around to squeeze one of her bouncing breasts. She turned her head to give you a sultry smile. Upper Crust was drunk on love and lust. She have already had her first time already, but Jet Set obviously didn’t explore every nook and cranny. Yet here you are, showing Upper Crust how it is done and she loved every bit of it.
“Sa... Salvator, this feels so... wonderful! H-Heavens to C-Celestia, you’re so good!” she screamed. Pulling her even closer as you kissed and suckled her neck, your thrusts became more rough and fast. You stirred her insides up real good and you kept at it, making sure she would be satisfied fully.
You enjoyed sucking on her neck, since it’s one of your best ways of showing her that you loved her so much. Plus, she had a nice perfume that smelled like roses and daisies which you got a good whiff of from being this close to her.
Upper Crust moaned and squirmed and you felt her juices leaking as you pound into her. Suddenly, her walls began to squeeze your manhood tightly. She was ready to climax and so were you.
“U-Upper Crust, I… I feel a big one coming...” you warned. Remembering what she said about not wanting to become a mother you began to pull out.
“W-Wait...” she said and lit her horn again. Feeling the grip of her magic around your member, you were forced back into her pussy.
“But I thought you said...” Upper Crust put her hand under your chin and gave you a quick kiss on the lips.
“It’s okay, things are different now... Give me every last drop of your love cream! Make... Make me a mother!” she screamed.
Though you were taken aback, you obeyed her and pounded her with intense ferocity. Upper Crust’s eyes rolled up and her tongue lolled out. Her horn started glowing and shot sparks of magic like little fireworks.
“Oh U-Upper Crust... my love... I-I... can’t hold it in anymore...!” you stuttered, squeezing her breast quite roughly. With one last thrust and a loud groan, you blew your load inside her. Still sticking her tongue out, Upper Crust moaned from feeling your hot seed flood her womb. Though you didn’t want to pull out yet.
“You... You don’t mind if I stay in a little longer do you?” you whispered into her ear, making her giggle.
“Not at all, love,” she replied with a blissful sigh of relief. “Oh my, that was the best sex I’ve had in over half a decade...” she sighed as you went back to thrusting into her enjoyable marehood. “You must really love my special spot, don’t you, Salvator?”
“Well yes, but not nearly as much as I love you, my precious little pony.” Giving her a few hard thrusts, you finally pulled out and rolled onto your back. Giggling at how exhausted you were, Upper Crust scooted over to lay her head on your chest.
“Quite a night, wouldn’t you say?” she asked, adoring the way you stroked her mane.
“Indeed. We drank, we ate, we danced, we fucked and now we’re about to sleep. Perfect night if you ask me. Although, I am a bit curious. Did you really mean it when you said “make me a mother?” you asked as you moved to rub behind her ears.
“As I said before, things are different. Even though there was a time when I indeed loved Jet Set, when we made love, we were both selfish individuals who weren’t interested in becoming parents. But thanks to you, I’ve opened up my heart more and I finally want to experience what being a mother is like,” she explained kissing your chin.
“Well I definitely know you’ll make a wonderful mother,” you replied before letting out a yawn. “Goodnight, Upper Crust. I love you.”
“I love you too, Salvator,” she replied softly before drifting off to sleep. With your lover sleeping soundly on your chest, some brand new thoughts filled your mind and these thoughts were hard for you to ignore.
More specifically… thoughts on marriage.