Trapped in a Dating Sim: Also Skeleton Knight and Others

by Rustyboy

Reincarnated into the Holfort Kingdom of the Otome game world, one where women reign supreme, particularly tough for 'mobs', background characters like him. The plot revolves around Leon disrupting his world using his knowledge of the game from his past life, finding a cheat item Luxion and enrolling in the Holtfort Academy. Also includes Skeleton Knight From another World Shorts

1. Chapter 1

Trapped in a Dating Sim: The World of Otome Games is Tough for Mobs: (SHORT STORY) Part 1

Main Characters:

Leon Fou Bartfort

Olivia

Angelica Rapha Redgrave

Luxion

Marie Fou Lafan

Julius Rapha Holfort

Jilk Fia Marmoria

Brad Fou Field

Chris Fia Arclight

Greg Fou Seberg

Vince Rapha Redgrave

Gilbert Rapha Redgrave

Hetrauda Sera Fanoss

Sir Vandel the Black Knight.

The Summons:

"My Father and Brother want to see you. So come on." Angie said to him taking his right hand in her left and led him towards where her Father and Brother were waiting for him. Leon flinched and began to inwardly panic. The only reason he could think of why Angie's Father Duke Vince Rapha Redgrave and her Brother Gilbert Rapha Redgrave would want to see him was that somehow they had discovered that he had seen her in her Underwear less then a few days ago. So being the dutiful Father and Brother, they probably planned on killing him. There could be no other reason he could think of. Entering one of the large meeting rooms where usually Nobles went to meet with either Family or other distinguished visitors, he saw both her Father and Brother waiting for him. This was the same room where he had pleaded and bribed her Father to intervene for him when he had embarrassed and defeated Prince Julius. As soon as he and Angie approached, she let go of his hand and then departed. Leaving him alone to face his fate.

"Okay...I am so dead. They found out that I was perving on Angie and now they plan on murdering me." Leon thought as he stood before the two men.

"Ah...Good...We have been waiting for you." Vince Redgrave said with a small smile and then gestured to a Chair opposite him and his Son Gilbert. "Please have a seat...We need to discuss something vastly important with you." Slowly sitting, Leon wondered why Angie's Father was being so civil. Unless it was a preamble to them wanting to get him to admit that he had seen Angie in nothing but her Underwear. Though he also got to see Livia in the same state. Both were laying there was in his opinion. Glorious. Beyond that. The memory of such a sight still embedded within his mind and he knew it would be a long time before he would forget such a wonderful moment.

"Uhm...Is there a reason why you wanted to see me?" Leon asked nervously and both men smiled at him pleasantly.

"Why yes there is...My Father Duke Vince Rapha Redgrave has decided and I support the decision that we want you to Marry Angelica." Gilbert stated and Leon almost fell off his chair. Gasping audibly and staring at them wide eyed.

"WHAT?" Leon asked loudly bolting off the chair and both of the other men laughed. As he stared down at them in utter shock.

"Like Gilbert has stated...I have made the decision that you will take my Daughter Angelica's hand in Marriage." Vince repeated and Leon could not quite fully believe what he had just heard.

"Wait...Wait...Angie...I mean Angelica is...She is way above me Socially. She is a Daughter...Your Daughter and you are a Duke. I am nothing more then a newly appointed Vice Count. What property I own is nothing but an Island...I barely have a House there. So I doubt that she would even be amendable to...I am not even worthy of her." Leon said stammering mostly in shock and both men laughed again.

"Who do you think wants this? My Daughter has sought my permission and blessings already and I have given them. She wants you as her Husband and I fully support her choice." Vince said and Leon felt lightheaded as he sat back down heavily in the chair.

"As do I as her Brother." Gilbert chimed in and Leon stood.

"Come on...Angelica needs someone that is more her level. Someone that will...I am no where good enough socially to be with her. There has to be someone more suitable then me? A Count's Son or perhaps...Well there has to be another Prince out there somewhere." Leon said waving his right hand above him gesturing all around him and The Duke stopped smiling.

"Are you saying you do not want my Daughter?" Vince asked and Leon quickly shook his head.

"No one in their right mind would not want...Angie. She is Beautiful...Intelligent...Kind Hearted and...and she is really special to me. It is just...I do not want to...I am not well liked by most Nobles and I do not want to smudge her good name." Leon said and the two men smiled again as they both looked behind him and towards Angelica. Who was smiling broadly.

"Let me worry about that. The question is Leon...Do you want to Marry me?" Angie asked as Leon turned to face her.

"Yes...But I still believe you could do so much better then me." Leon said wondering if perhaps he was again was screwing up the Game Settings. After all he was just a MOD and a MOD did not become engaged to one of the Main Characters.

"Then it settled...You are now engaged to my Daughter. Congratulations. Upon Graduation from the Academy...You will be Married." Vince ordered and then the two Redgrave men hugged first Angelica and then pulled Leon into the hug. Officially welcoming him to the Family.

Outside, Leon walked with Angie and she held his left hand possessively. Openly glaring at any of the other Girls that deemed to look at them. "I need to know...What about...What about Livia? I mean she said that she is...that she is in love with me. I do not want to hurt her." Leon said sullenly and Angie chuckled. Then gave his hand a nice gentle squeeze.

"Haven't you ever heard that it is acceptable for you to have a Consort...A Lover or even another Wife if the First Wife approves of it? I want Livia to be my Sister Wife to you...So you are going to Marry her as well." Angie told him and he almost stumbled. "Oh and also Leon...I want a Ring...I want an Engagement Ring and I also want you to get one for Livia."

"No problem...LUXION!" Leon and Angie watched as the small globe that was Luxion appeared. "Bring me two Diamond Rings...Appropriately sized ones...Make sure they fit Angie's and Livia's Finger. Also make sure the Diamonds are at least 5.26 Carat." He ordered the AI Globe.

"Yes Master." Luxion said and then disappeared again. Angie looked over at Leon and gasped.

"Leon! You could buy an Airship with just one of those." Angie said in awe and Leon smiled at her.

"I want everyone...Especially those other Girls to be envious on what they are never going to have. Namely me." Leon told her and Angie at first wanted to scold him. But knew that this was just how Leon was. "I also want to make sure that neither your Father or Brother think I am not financially worthy of you." He said softly and Angie smiled at him fondly. No longer anywhere sorry that it had not worked out with Prince Julius. For Leon was far better then the Prince could ever hope to be and she now knew that she deeply was in love with Leon. More then she could be with the Prince. When the Silver lighted Globe returned, it deposited a Ring onto Leon's open palm. He knelt and presented it to her and slipped it onto her Left Ring Finger. He kissed her hand and she could easily hear those around her gasp audibly. Some were voicing their shock at the fact that Leon just proposed to her and she had accepted. Standing once more, she immediately pulled him closer and kissed him.

"Now let us go tell Livia and then you propose to her as well." Angie said as she parted from him and Leon nodded with a small smile. Word spread as fast as the wind that Angelica Rapha Redgrave Daughter of Duke Vince Rapha Redgrave had just become engaged to Vice Count Leon Fou Bartfort. Though they beat the news to Livia's Room by mere minutes.

The Second Proposal and What Happens:

"YES...YES...YES OF COURSE I WILL MARRY YOU!" Livia said loudly and before Leon was ready she lunged onto him. Kissing him so roughly that their teeth clinked together. It had taken Angie at first to tell Livia that she wanted her best friend to be also Leon's Wife. To also be engaged to him and in doing so they would be Sister Wives. They would be Sisters. That was all it took for Livia to agree and barely contained herself long enough for him to give her the Ring.

It took a good hour before the two Women let him leave and Leon was so flabbergasted over the fact that he was now engaged to the two of them that he barely remembered returning to his room. He did though have the mental compacity to be able to overhear those that he passed whisper to each other about his recent Engagement to Angie. Most were confused and some even complained. But these were the same Girls that thought of him being nothing more then trash and it seemed from what he overheard their opinion of him had not changed. Sitting on his bed, he began to feel worried about Angie's reputation. To be known as his Fiancé could result in her gaining a lot more enemies then what she had before. Which was not something he wanted her to encounter or be subject to. He did not mind that just about everyone despised him. But he was not about to let Angie or Livia also become despised and ridiculed. "Maybe it is not such a good idea for them to be engaged to me." He muttered and slowly he laid down knowing that he would have a hard time falling asleep tonight. Then when he did doze off, he did not even hear when his Door opened and closed later that evening.

Awakening in the Morning at first Leon found he could not lift either of his arms. Fuzzy from just waking up, his mind only registered that something or rather someone was laying partially on top of him on both sides. "No...Two someone's." He whispered forcing himself to fully come awake. He then recognized who the two were and he paled. On his left side laying mostly on his arm and with her head pillowed on the left side of his chest was Angie. On the right in almost the same position as Angie was Livia. Angie was holding Livia's right hand in her left on his chest and both had their right legs over his legs on what side they were and both he immediately notice were wearing light Pajama shirts that almost barely covered their Panties. He swallowed heavily and tried to jostle them awake gently. This only caused them to make them both move more against him. Swallowing heavily and he felt small beads of sweat beginning to form on his forehead. He decided to try more of a direct approach. "Angie...Livia." He said softly to both of them and then after the third time he said their names they slowly started to awaken. They both blinked and smiled at him. "Uhm...What are you two...Doing here?" He asked them and they both seemed to smile even more as they closed their eyes simultaneously.

"What does it look like? We are sleeping with our Fiancé." Angie replied and Leon was shook his head.

"I do not think that this is a good idea." Leon stammered out using most of his concentration to keep something from arising. But given the situation he was in and the fact that he could actually feel both of their bodies pressed against him. Also from what could plainly see of their bodies. He knew that he was not going to be able to keep it from arising to the occasion.

"We decided right after you left us that from now on..." Angie said and then Livia chimed in the rest.

"We are going to sleep with you at night." Livia finished.

"This...This is not a good idea...Trust me. In that this is not a good idea. There is something that...I am having a difficult time keeping...Down." Leon blushed heavily and both Girls looked down to see the slowly forming tent in his Pants. Both blushed and then giggled.

"Oh don't worry about that...In fact I...I find it...quite...satisfactory that you find us that attractive that you have become...Aroused." Angie said though her voice was etched with embarrassment. "At some point Leon..Our darling...we are...We are going to...become more intimate. Until then...You will just have to get used to sleeping in the same bed with us." She told him and Leon wondered how he was going to be able to handle this from now on. But he had to admit that it did feel nice.

What Leon did not know or would not know until later when he returned to his room. He had found all of his things were gone. "Luxion did someone rob me?" He asked the floating globe.

"No Master. I observed three Servants pack your things and move them to Mistresses Angelica's Domicile." Luxion said with delight and Leon turned to go find out what was going on. Once at her Room and after entering he found Livia putting her own things away in one of the vast closets.

"Uhm...What is going on?" Leon asked and Angie smiled at him from where she was making room in her Closet for Livia's Miner bit of clothing.

"That is easy Leon...My Room is so much bigger then yours...So I decided that the three of us will be living here." Angie said then shook her head as she looked at Livia's meager clothes. "You know what Livia...I think sometime soon...We all need to take you shopping. Get you some more Clothes. What do you think Leon?" She asked him and he shrugged.

"Sure...Why not?" Leon replied knowing full well that at most he would be paying and they would have him carry whatever they bought for Livia. He did not mind that at all. In fact he wanted to spoil Livia a lot. "How about we go shopping tomorrow?" He suggested wondering what else could happen to him.

Shopping Day:

Awakening from a rough night of barely able to sleep. Leon once more found himself with two Gorgeous Women laying partially on top on top of him. "There is no way I will ever get used to this." He muttered believing that both Angie and Livia were trying to kill him. Both had their extremely impressive chests pressed against both sides of his chest and he could feel all four of the mounds on him. That and he could feel other parts of their bodies. For they both had one of their legs over his and once in awhile they would gyrate their hips against him. Letting out small content moans when they did that. What made it even worse was the fact that both had forgone wearing pajamas and were wearing only their panties and bras. He had considered somehow escaping their grasps, but found out that was virtually impossible due to they both held onto him so tightly that he could not even try to get away. But he still had to try otherwise he was not going to be able to survive much longer. So he lightly blew into their ears, one then the other of both of them. Causing them to move their arms that were on him over to wipe at their ears. With that he slowly and gently began to slip down towards the foot of the bed. Before he could get where he could escape, Anges and Livia both grabbed him once more with their arms and hands.

"Where do you think you are going?" Angie and Livia asked together at the same time and before he could answer she and Livia once more tightened their hold onto him.

"I cannot handle this much longer." Leon said to them and both smiled contently.

"You will need to get used to this Leon...We are going to be sleeping like this...Forever." Livia told him and snuggled closer against him. As did Angie which caused him to be almost enveloped between their two mounds on both sides. He groaned and tried not to feel the wonderful objects that was pressed up against him. But it was no use. He wondered if perhaps he should from now on wear that Padded Suit so he would not be subjected to this type of torture at night.

Walking with Angie on his left and Livia on his right. Leon had both of his hands being held. Which drew a lot of looks from those they passed. A good portion of the looks stemmed from fellow students and from what he could discern not any of them was pleasant. Neither were the whispered comments. At one such comment Angie glared at the person angrily. "Vice Count Leon Fou Bartfort is my fiancé...I do not care if you believe I made a mistake in having him as such! He is far better then...Anyone else...Even the Prince pales in comparison to my Leon. No strike that...My and Livia's Leon." She stated making the other shrink back with the others.

"You should not let what they say bother you Angie." Livia said soothingly with a smile.

"But it does bother me. I do not want anyone badmouthing Leon. Just because they are...I believe they are jealous that you and I are engaged to him. That is why they are making those comments." Angie said back to her friend and then smiled warmly at Leon. Who suspected that all three of them knew the real reason their peers were making comments and giving those not so pleasant looks. He was disliked, or rather hated by just about all their peers due to how much money he had won. Then there was the fact that his personality was not as regal as it should be. Neither Angie or Livia cared about that and even liked his personality. It gave him character.

"See that is why you two would do so much better then me. That is why I mentioned that you would be smudging your good name being engaged to me." Leon said to them and Angie and Livia both smiled broadly.

"Neither of us cares about that Leon. I am more then happy being engaged to you and I believe Livia feels the same way." Angie said and Livia nodded approvingly. "Now let's forget all these idiots and go shopping." She suggested and partially dragged Leon and Livia along towards the center of the City where a lot of the Markets were located.

After about three hours, Leon suspected that he was being punished in some manner. Standing off to one side as Angie held out two formal Gowns in front of Livia. "I think this light blue one would look incredible on you." Angie said presenting that one more towards Livia. The latter blushed, lowering her gaze and shook her head.

"It is too...much. I...do not think I...Everyone knows I am a Commoner. If I wear that...Won't I stand out?" Livia said sadly and before Angie could say something supportive. Leon did.

"Who cares what anyone else thinks. Only opinion that should matter is your own and then mine and Angie's. You looked really nice in both of them and In fact I think we should get both of them. The light blue one and the purple one too." Leon said with a small smirk. Immediately thinking how all those others would react to see Livia in either of the extremely fancy gowns. Relishing in how the other Men would almost drool over how incredibly beautiful Livia looks in either of them.

"I agree with Leon. Though I suspect that my reasonings are not as...I have to believe he is once more thinking of something...Well we both know how his mind works don't we Livia?" Angie said and they both giggled.

"Are you sure though...They both...That is a lot of Money for just one of them?" Livia said as she looked down at the price tags on both of them. Leon shrugged.

"Don't worry about that Livia. Now shouldn't we see about...Shoes. Along with some other clothes." Leon suggested and Angie nodded.

"Yes we should. Leon if you would go pay for these and then arrange for them to be delivered...We will then continue our shopping." Angie handed the Gowns to Leon and then clasped Livia's right hand in her left. Partially dragging the other girl over towards where several different variety of shoes could be seen. While Leon went to pay for the Gowns and some of the other things Angie had picked out for Livia. By the end of the day, Livia had an assortment of Gowns and Dresses along with some other things that a Lady needed. He also bought both of them a small token of his affection. Two Silver with etched Gold Bracelets. Which earned him several kisses by both.

Returning back to what was now their Room at the Academy, Leon flopped heavily in one of the comfortable chairs. He felt exhausted and swore that next time the two Girls could go shopping on their own. Never realizing how tiring it was to be nothing more then the Wallet and the Pack Mule. Though most of Livia's clothing would be delivered within the next few hours. "Thank God for that." He muttered thinking about everything they had purchased that day and how heavy all of it would have been if he had carried it all himself.

That evening, Livia wore one of the outfits that Angie had specifically chosen for her friend to wear. "This is just too much." Livia commented as she looked down at her Dress, Blouse and Shoes. Angie smiled.

"No it is not. I think you look lovely. Don't you agree Leon?" Angie said and Leon had to agree. Livia looked incredible.

00000

Sitting across from Prince Julius Rapha Holfort as a Servant served them both tea, Angelica basically flaunted her Engagement Ring towards her Ex-Fiancé. Which he noticed. "I am pleased that you and...Lord Leon Bartfort are...Engaged. I also wish you the best." He said with a smile and Angie smiled back at him.

"Thank you...Your Highness. Is that why you asked me to come? To congratulate me." Angie asked and Julius gave a curt nod.

"Yes...That and I am happy that you did find someone after what I had done to you. But I have to believe that it was for the best that...We did not continue. I fully love Marie and I know I could not feel the same for you." Julius admitted and Angie before now had thought about it.

"Do not be concerned about that anymore your Highness. For I fully believe now that what feelings I had towards you were mostly fabricated and they are nothing compared to what I feel for Leon. I truly love Leon where I only thought I loved you." Angie told him and Julius sighed with relief. "But I still want to...I have to warn you about Marie. She is not...She is not what she appears to be and I hope that in time you come to your senses and see just what type of person she is." Julius shook his head in denial.

"I do not know what you are talking about. Marie is a wonderful girl and I love her so much. As do the others." Julius said and Angie knew it was pointless to even try to convince him otherwise. So after some time and another cup of tea she departed to return to her, Leon's and Livia's Room. To find Livia and Leon both waiting for her.

"So what did the Prince want?" Leon asked hoping that it was not a round about way to challenge him again. He had sternly refused to take any more challenges from the Prince and his cronies. Already knowing what the outcome would be. He would defeat them and then become even more hated by everyone. Not that he really cared as long as Livia and Angie never hate him. He can deal with being hated by everyone else. Just not them.

"He just wanted to congratulate me in getting engaged. That was it." Angie told him and Leon visibly relaxed. Even though she had told him before going that she would not accept any challenges against Leon. She too has had enough of the Prince and his friends challenging Leon.

"Just in case and since we have this next week off...What would you two say about us all going to my Island?" Leon did not have to ask twice for the two were more then eager to go. Both wanting to again soak in the Hotsprings and perhaps even suggest that Leon join them.

To be continued.