themariogamer

Try Everything At Least Once

Published: February 27th 2025, 6:34:36 pm

Hey there dudes and dudettes!

I am back again, this time a trade with "Li3L4" who gave me the theme of "Try everything at least once".

I hope that you all like the cap!
And with that, I take my leave again, and until next time, stay happy and healthy!

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„L-lily, I think those ropes are a bit too tight. I start to lose the feeling in my arms...“ Vince whined to his girlfriend, struggling a bit with his arms to try and get the ropes to loosen up to no avail.
„Nonsense, they are perfectly fine!“ Lily just said, dismissing Vince's complains immediately. „Remember, you are not supposed to be able to move, so they have to be tight, no way around it!“
„Oh, ok...“ Vince murmured, not liking the facts, but understanding the reasoning. „But did you really have to go all out like this with all the make-up and those clothes? This is too much!“
The whining just made Lily roll her eyes in annoyance, having heard this spiel for the third time now. „Jesus, stop complaining already, ok? We had a deal!“ she said before leaning down to his ear.
„You fulfill my fantasies, and I fulfill your fantasies“ she whispered into his ear, and despite the situation he found himself in Vicne could not help the pleasurable shudder running down his spine.

And to think that just a few hours ago Vince was far from the tied-up brunette beauty he resembled now, instead he was his usual male-looking self, having another argument with his girlfriend.
„For the last time Vince, no means NO!“ Lily shouted at him, anger visible on her face as she nearly screamed at her boyfriend, not believing how insistent he could be on that matter.
„Common babe, don't be like that“ he tried to placate her. „There is nothing wrong with my idea, alright? No need for you to get all uptight all of the sudden“ he continued in a dismissive tone.
„Nothing wrong? Uptight?!“ the female said, nearly screeching. „You have been pestering me to let you invite some girls over for some bedtime fun for months, and I always said no, so stop pestering!“
„Common Lily, we have the year 2024, we live in an open-minded world! We must try everything at least once, right? And this is not even everything, this is just one small little thing between us.“

„Yeah, between us and some skanks you invite over, huh?! Forget it Vince, I am NOT allowing you to just bed other women besides me. And if you even DREAM about it I swear I will leave you!“
„Ok ok, chill“ the male in question said, raising his hands in defeat. „I never knew that you were such a bore with a stick up your arse. I leave it be, alright?“ he grumbled, leaving the room.
What he did not realize was that the last comment really made his girfriend mad and fill with rage, after all how dare he insult her like that simply because she wants her man to be loyla to her!
So Lily wanted to storm out after him and continue their argument, but then suddenly she halted as an idea manifested in her mind, and soon a big smirk grew on her face as she thought about teaching Vince a lesson that he will not be able to forget.
So a few hours later she finally went after him, catching him in the bedroom where she sat down beside him and snuggling up to him, confusing Vince as he did not expect this after the fight.

„You know, I am sorry, Vince“ she started to say in a placent tone. „I should not have exploded like that. After you left I thought about what you said, and maybe we really should try everything at least once.“
„W-Wait, does that mean you really are gonna let me fuck some other girls? Heck yeah!“ he exclaimed, missing how Lily gnashed her teeth together as she did her best to hide it behind a smile.
„Yes, I think it is a good idea. Though there are two conditions“ she replied instead, and Vince eagerly nodded his head, making his girlfriend smile as her plan started to work.
„First off, I want to be the one to choose your partners for the moresome. Secondly, I want you to fulfill one of my fantasies as well, alright? If we give your idea a try I want mine too!“
„Yeah, of course, everything for you!“ Vince agreed with no hesitation, willing to do everything to be able to get his wettest fantasies turned into reality, making Lily smile more. „Perfect! Then come with me!“

With that Lily led Vince to the bathroom, where she first ordered him to strip, before handing him a razor. „Remove everything below your head, got me?“ she ordered, and Vince did as he was told.
He shaved his whole body, turning it smooth like a baby's butt, confused why Lily wanted this, but when he stepped out of the shower and saw her holding what appeared to be breasts and an ass he was shocked.
„W-What are those?“ he asked, nervously and wide-eyed, but Lily just smiled. „Well, my fantasy is to have a feminized male be part of an orgy, so we can kill 2 birds with one stone!“
„WHAT?! I can't do that! Your friends will think I am a freak!“ he shouted, only causing his girlfriend to laugh. „Oh, don't worry, I promise they will not think you are any less of a man because of this! Of course if you don't want your orgy we can call it quits here“ she said, daring him.
Vince thought his options over carefully, after all he DID want to have an orgy, and this was maybe his only chance to have it, but on the other hand he did not want to be feminized in any way.
Though in the hand his second head won out, and he agreed to continue, making Lily smile.

„Perfect! Don't worry, I will promise you will looks like the perfect girl once I am done!“ she exclaimed in glee, though this was something that Vince actually dreaded would happen.
But before he could change his mind Lily grabbed the forms, slathered them in glue and attached them to his chest and ass, giving him a curvy appearance even before she grabbed a corset.
She then wrapped it around his stomach and began to pull on it with all her might, slowly but surely crushing Vince's waist and robbing him of breath until she was satisfied with the results.
His body now looked like that of a voluptuous female, which made Lily squeal in unadulterated glee. „Oh, you are just looking precious, Vivienne! I can't wait how you turn out in the end!“
Vince was too disorientated and woozy from the lack of air the corset caused, so he totally missed how Lily called him a female name, or how she next glued his willy between his legs.

After that she grabbed some lace panties with a hole at the back and pulled them up her boyfriend's legs, followed by a black lace bra being put onto his chest, making his new boobs pop.
Next came the outfit, consisting of a simple black top with an open midriff and a black pleated skirt that was not even long enough to fully cover a girl's ass, especially not one as big as Vince's.
Vince was now finally starting to get his breathing under control, but he still could not stop his girlfriend from continuing the feminization by starting to do his make-up.
Lily began by using tweezers to put his eyebrows into thin feminine arches before caking his face in a myraid of powders and foundations, leaving him with a pale and smooth complexion.
This was followed by eyelashes glued to the eyes, after which Lily added blue eyeshadow and eyeliner to make them pop before she continued with his lips, painting them a nice red.
Lastly she grabbed a long brunette wig and glued them onto his head, leaving Vince with a new mane of brown hair that reached down to his butt.

„And done! And I have to say you turned out better than I could have hoped for!“ Lily said with a smirk, grabbing a mirror so Vince could see, and what he saw shocked him to the core.
Because instead of his usual male self looking back there now was a sexy brunette in its place, the feminine figure making his dick harden, but to his confusion, he felt a weird tugging sensation.
Though before Vicne could ask his girlfriend about this he saw her approaching him with some rope, making his eyes go wide as he backed up a bit. „What are you doing?“ he asked nervously.
„Tying you up of course, duh“ Lily answered as if this was the most logical thing in the world. „What, part of the fantasy is for you to be submissive, and what better way to do that than with some bondage?“
Vicne wanted to protest, wanted to disagree, but he knew that he was so close to the goal, so he knew he had to do what had to be done. „Alright alright, tie me up“ he said with a sigh.
With that Lily gleefully approached him, and expertly she tied his hands behind his back and his arms to his side, making him nearly unable to move, before she put a blindfold onto his eyes.

„Don't worry babe, I just want it to be a surprise who my friends are, ok?“ she whispered in his ear, sending eager tingles down his spine. „So just sit tight and let me make my call, alright?“
And so Liuly left the room, leaving Vince alone with his thoughts as he contemplated all the options he had, going through all the female friends he knew Lily had and thinking which he wanted to be here the most, which just increased the weird tugging sensation he felt.
After what felt like hours to Vince, but in actuallity was just above 30 minutes, he could hear multiple footsteps in the hallway coming closer, making his eagerness skyrocket.
„Hey Vivienne, I am back with my friends“ Lily said after she opened the door and approached her eager boyfriend kneeling on the ground. Vince meanwhile could barely contain his excitement, but that only lasted when he heard a deep voice that was definitely NOT female from the front.
„So, this is the needy minx in need of some loving you talked about?“ the deep voice said just as Lily removed the blindfold, and to Vince's shock he was met with 7 burly men looking at him.

„Yep, this is my slutty little friend!“ Lily said with glee, while Vicne was paralyzed from shock. „Now remember, she is very freaky and open-minded if you did not guess already from all her kinks I told you about. Just remember her safeword, and try everything at least once, okay?“
With that Lily turned around and grabbed one of the men for herself before leaving the door, leaving her boyfriend to have fun with the orgy he always pestered her about.
And as Lily was plowed into the matress

upstairs by her lover she sometimes looked a tthe TV displaying what happened a floor below, and Lily just knew Vince will not pester her with his kiinks again.