First Night With Anna (R18)

-Warning-

-This chapter contains sexual content, reader discretion is advised-

Intentionally or not, Anna and I had set a good mood for ourselves. The lights were out, so the only light dimly illuminating the living room was coming from the TV.

Having a girl rest on my lap while caressing her hair would easily pass on as a cute romantic scene in such a setting.

Yet, when she made her offer, I refused, and even now, I'm frantically trying to hold Anna back from my son.

Anna: "Why though?"

She pouts and tries to struggle against my hands holding her in place.

Back then I never would've imagined myself refusing the advances of a girl like this, but...

Miwen: "I'm already in a relationship."

Anna: "With Licia, Claire, and Mia right? I already know that, so what's the problem with one more?"

She was wrong about Mia, but even if I accounted for that, her point would still stand as i couldn't deny doing it with the others...

The problem was that those two were pretty much a special case...

Miwen: "Those two had an agreement, I don't think it's fair to do it with someone else behind their backs."

Anna: "... It's fine, they won't mind it."

Miwen: "And how would you know?"

Without any further explanations, it felt like it was just wishful thinking on her part to me.

Anna: "All this time you've been fooling around with Mia though, and I've never seen them act with jealousy."

Miwen: "This and that are different though."

I might not be a genius, but even I can see how going from jokes to actually doing it with another girl is a huge jump.

If either Licia or Claire got mad at me for joking around with Mia, then I might've toned it down a bit and expected things to be alright with us.

I guess allowing me to do that does show a bit of a willing side to them, but again, there is a huge gap between accepting your partner to mess a bit with other girls and actually accepting that he lays with them.

Anna: "Sure, but even when you saw three other girls' naked bodies, they still kept mild. Even when Beatrice hugged you, they didn't show any care towards that, so I think they don't actually mind you being with other girls."

Again, all those situations had their own circumstances behind them, and her point isn't really strong since It's mostly her opinion of what she has been observing. 

Which brings me to...

Miwen: "Since when have you been so observant?"

Anna: "Since always? It's a necessary trait for a heavy knight... but that's beside the point, so, can you take off your hand from me ?"

Miwen: "..."

Strange, I thought I had a good grasp on her...

Is it due to her attentiveness towards the others' actions that she's outperformed in the dungeon? Maybe I actually read her standing wrong... 

Yet, the first time she said it, I thought it was just thanks to her drunkness kicking in, but her actions have been consistent towards her intention of getting on with me, and what's more, she seems uncharacteristically desperate for it.

Miwen: "...What's your reason for doing this? I haven't done it with anyone other than those two, and I provide the same for everyone. Furthermore, if there's something you really want, you can just ask me without doing this, like Beatrice."

In other words, I don't understand what is it that she expects to gain from this.

What would make her so desperate that she felt necessary to offer me sex instead of just asking for it normally?

Anna: "Do I need one?"

Miwen: "I won't lay a hand on you without a good reason."

And with this, I've brought an end to the whole situation. Much as it hurts me to deny her, I already have two cute girls by my side that I wouldn't want to risk losing without a reas-

Anna: "...There's something I've been keeping from you, it's not really a lie, more like an omission, but I couldn't tell you at the time, only now that I know you better do I feel safe sharing it..."

The way her act changed in an instant made two things clear in my head, first of all, this wasn't happening thanks to the alcohol flowing through her blood. 

And second, it seemed like she was really serious.

It would still do me good to doubt, but I decided to play along and try to get a few more out of her since whatever she's hiding might impact our group.

Miwen: "I'd be glad to hear you out though, no need to go this far."

Anna: "I need to make up for keeping it from you first... Won't you let me?"

Haah... it's impossible for me to resist when she's almost begging for it like this.

Still, no matter what was at stake, I didn't want to sour my relationship with Licia and Claire, so I left the sofa and went back to my room without uttering a single word, which seemed to make Anna shocked with my iron will...

...And then, less than a minute later, I came back.

Miwen: "I got permission."

Truth be told, this was the easiest and safest way to resolve things aside from outright denying her.

Though I'd like to hold an actual conversation with Licia and Claire to understand their feelings on the matter better, this time they were a bit occupied so I had to ask them from outside the room and kept it to a simple "yes or no" question.

With this I now know how far they are willing to let me go with other girls... and I also get to know what Anna is hiding too.

Anna: "Eh? Did you ask them that? That's... shameless!"

Miwen: "Said the girl begging for cock..."

Also, my relationship with them is not exactly the most common out there, so these things were a bit unclear, someday we'd have to define what's okay and what's not between us, so this ended up being an opportune moment.

Anna: "This and that are different!"

Miwen: "Yeah your situation is way worse."

Anna: "You're a three-timing bastard!"

Miwen: "You'll be the one turning me into a three-timing bastard though, so why don't you get on your knees for starters?"

Seems like during our back and forth she lost track of what we were going to do.

Well, can't really blame her since a lot of thoughts must've gone through her head when she was left alone before.

Anna: "Hmm. Sure... is this fine?"

While I sat on the couch, she stood on her knees in front of me on the floor, I had my legs open, inviting her to come closer.

Obediently, she approached my private parts resting place but took no further action.

Miwen: "What's the matter? Unzip it."

Anna: "Y-yeah... sorry."

Surprisingly she doesn't seem as experienced as I expected, and I definitely managed to steal the momentum from her.

Seeing Anna submissively kneeling in front of her, doing as ordered while showing signs of embarrassment also awoke something in me, my will was starting to be overtaken by the desire to order her.

Even without words, using only gestures I was capable of making her do as I pleased.

For example, I really felt like having her lick my balls and then slowly do the same from the base of my shaft to its head, so I gently pressed down her head until it reached the spot I wanted, and kept her there until I was satisfied.

From there, I slowly lessened the pressure, allowing her to circle around my dick at the pace I wanted, eventually reaching the head and starting to suck it.

Anna: "Nn... I thought we had a good mood going, but it wasn't like this before..."

Miwen: "It's too early for you to say that..."

Anna: "Eh?"

Ever since my first time, my son's full potential was unleashed and now I know the precise heights it is capable of reaching.

After having Anna gulp it down and slowly release it I confirmed that she still had a long way to go before facing its final form.

Yet, this is by far the most excited I've ever been outside of a girl's pussy.

The only noise in the room was coming from the slurping sounds she made by frantically trying to suck my cock.

Looking at her from above, as she gives her best effort to service my dick only to choke on it after I press her to keep blowing it gave me the most blissful feeling of conquest I've ever had.

Miwen: "Ah... I'm gonna let it out, keep it in your mouth."

Anna: "...Gwnn? Ahf...ahf..."

She kept submissive until the end but failed to keep my milk in her mouth and began to drop.

Still, she did try her best, and she opened her mouth to show me there was still a lot left in there.

Miwen: "Good girl... be sure to drink it all..."

Anna: "...Ahha...ah..."

I kept having the time of my life petting her and ordering her around while she recovered her breath.

But as fun as it was, after doing so much, I managed to comply with her conditions, so it was time she started talking about what she's been keeping from me.

Miwen: "You can start talking now."

Even though I wanted to come out as my normal self, for some reason i didn't manage to revert back and kept the assertive attitude towards her.

Thankfully it didn't seem like she had anything against it, and began to explain things to me.

Anna: "... My Gift's name is [Flower Walls Of Gyerundia], a very well-known reference to an old tale in my world. it's a bit of a lengthy story, but at some point, a king from the wealthiest kingdom, in an attempt to flaunt his wealth and power ordered that the capital walls should all be completely decorated with flowers and vines..."

Oh, so stupid actions among kings are a thing even in other worlds, good to know this type of thing isn't exclusive to Earth's kings...

Anna: "The king continued to boast his wealth, but nothing was a big of a mistake as this one. When he was attacked, even though his nation was the most powerful around, thanks to holes made in the walls, hidden by the flowery decoration, the enemies managed to infiltrate and siege down the capital."

Miwen: "Did this really happen?"

Anna: "Who knows..."

So it's not exactly a true story, probably more of a cautionary tale, like King Midas... 

Miwen: "I get the gist of it, but does it have any impact on your Gift? I mean, when I asked about everyone's Gift back then, you said yours brought you shame, but you still agreed to tell me its effects nonetheless."

Anna: "Yeah... about that... I'm sorry, I lied to you! It wasn't just the name that was shameful, but the effects as well... you see, aside from what I told you, there's a second part... and it might be very helpful to you but... I need to... um... deepen our relationship first... and at the time I couldn't risk telling you about it since I didn't really know anything about you..."

I understood what she was saying, and to be frank, I was actually relieved that it wasn't something bad, but she was being a bit vague about it all, so I pressed her to be more specific.

This prompted her to ashamedly come closer and whisper in my ear what it was all about, which admittedly also made me a bit bashful, but most of all...

Miwen: "Ha... sorry... haha..."

Anna: "Don't laugh! I've never told anyone about this..."

Miwen: "Ahh... I can't believe you made such a big deal out of this... so you only need me to fuck you and then the second part will come into effect, the one where I get some of your total defense and strength status added to mine, right ?"

From what she explained, to completely unlock the second part of her Gift, she needs to reenact the tale, that is, have the holes in the flower wall penetrated.

I can see why she didn't share this with me on our first conversation, but man, I can't help but think how screwed up it is.

I thought my Gift behaved in the strangest way since it threw me in a wolves' den, almost as if trying to get me killed in a war, but hers making her fuck someone else is a serious contender... I can't help but laugh at the absurdity.

Anna: "Y-yeah... it's basically like that so..."

Miwen: "I get it, I get it. Turn around and point your ass this way..."

Though I was fine with ending things after I learned what she was hiding, given the new circumstances, I would feel bad for not accompanying her until the end, especially after seeing how hard it was for her to talk about it.

I also don't know if Licia and Claire have finished their business, so what's wrong with having a bit more fun?

Anna: "...Please be gentle..."

Miwen: "Got it."

She must've gotten the wrong impression of me since I was so assertive before, though it's true that I tend to give in to my instincts, I ain't that forceful when it comes to sex... I think...

Still, I went slowly with her and prayed her pussy open with as much delicacy as I could.

Every time I felt a little bit of resistance I'd stop and take it all back, which made her let out soft moans.

I could keep teasing her like this, but eventually, I would need to penetrate her wall, and when that moment came, like it or not, I started being a little more forceful.

Anna: "... you can move more..."

While I felt a bit challenged by that, I tried my best to control myself and kept exploring her cave, after all, I still hadn't put everything inside, and I doubt she'd be unsatisfied when I started moving seriously.

As if to answer me, when I poked at her deepest parts, her moaning became louder and more uncontrollable.

Anna: "...! Ahn... Aihn..."

Her pussy was pretty wet, and she managed to moisturize my dick pretty well. Thanks to that, I was able to start pistoning Anna at a good pace.

Though her walls were incredibly tight, every time I'd slap her butt, she would squeeze me really hard, which gave me a devilish idea...

Anna: "Aaaah... nhn... it's too good... I'm gonna cum."

Hearing her say that, I diminished the pace greatly, and even took my dick out of her.

Anna: "Uhnn...? Don't take it off... noo... I'm so close..."

She had teary eyes and started to wave her ass looking for my cock, but every time I would refuse to enter her pussy.

It didn't take a minute for her to start to beg me with a pleading face while using her hands to open her hole...

Anna: "... I wanna cum... please...put your dick back inside me..."

Miwen:" Oh, I'm gonna make you cum, just not with this hole."

Anna: "Eh? Awn... ahn.... n-not there... that place is... uhn..."

Though her pussy was great, ever since Claire denied me access to her asshole, I've only been thinking about fucking ass, and though Anna's not as great, it's not shabby at all, a bit less plump but appetizing nonetheless.

Furthermore, I might've gotten the perfect excuse...

But before I did her ass, I had to finger it, since it would be impossible to fit my thing in there the way it was.

With that purpose in mind, I also kept fingering her pussy to keep the supply of pussy juice going.

It seemed like there was a lot in there, and soon splash noises could be heard coming from it. A moment later and...

Anna: "Cumming... cumming! ...AAaaah... that's so good... ahh..."

She started squirting with no regard to the fact that I was there, and since it was way more juice than I needed, I decided to taste it for myself, and I gotta say, it was pretty good, a mix of salty and sweet that made me want to lick her clean.

I never forgot about her asshole though, so as soon as I finished taking drinking the reward for my good efforts, I started pressing my dick against her hole.

Anna: "You can't be serious... it's never gonna fit!"

Miwen: "It's your punishment for keeping a secret from me, so bear with it."

Anna: "Eh? But i... UNhn!"

I knew that if I wasn't fast enough she might dislike it enough to run away, so before she could, I entered her ass and started to pound it.

Her pussy was pretty tight, but this was on a whole other level, every time I put it in, I'd have to struggle against her walls from every direction, the pressure was insane and I thought that she might snap my dick off.

Still, I kept pounding her, slowly, then hard, until she had accepted all my dick inside her ass.

Anna: "Aaahhnn... It's too much... you're tearing me apart...haa..."

Miwen: "Let me ease your pain then..."

Though she was feeling good, I wanted it to be the best possible experience for her, so I leaned forward and started kissing her.

It was a bit hard to do since we were doing it doggy style, so my pace went down a bit during it, which might've alleviated things for her, if only for a while.

For the first time, I stopped holding her by the waist, and in that moment, I noticed that she was also liking it, as she kept bouncing back on my dick.

Still, I really wanted to hold her by the ass as I was about to nut inside her.

Her moaning was very loud now, if not for the girls being distracted, I'm sure they would be able to hear it.

Miwen: "I'm gonna cum... squeeze your ass..."

Anna: "Ahnnn.... Ahhh...."

My ejaculation seemed to have no end as she did her best at the end, I think I came buckets inside her.

And even though it was pretty good...

I still wasn't completely satisfied, and the night was pretty long, so we continued to make company for each other for a while...