A Hole is a Hole 4 - (Femboys/Traps Stories)

Episode: 'Grand Order: Keeping em Traps Under Check 1'

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Being a bulky muscular technician can come out as something unusual for someone working at Chaldea, but having been born with pathetic circuits from a lesser family, I had to take control of my life somehow.

My name is Eden Thomson, and I have a bit of a thing for traps. Not a prominent thing, truth be told, but I don't hide it. I see no issue in liking big butts and making sure that slutty girly boys are reminded that they have to serve rather than try to play 'womanizers' with others' lovers.

There is indeed such a situation, and I was the one that caught up to this very matter when I heard of one of the Masters, Gudao, mentioning by the cafeteria that Astolfo had been giving some issues to poor Mash. Gudao was the kind of guy that was down-to-earth, lovable and friendly. He was also a bro at times.

Likewise, Mash Kyrielight was equally nice and kind. For her to be harassed by that pink-haired trap-whore was outrageous. And, with that in mind, I decided I had to take action before this trap NTR'd the good Master.

To solve this matter, I had to involve Da Vinci-chan on it. Curiosity swelled on the eccentric inventor, and she admitted that she had been annoyed by Astolfo too. Actually, the pink-haired big-bootied slut had been nagging at a lot of women around. So... it was time for some comeuppance.

The solution to this was a rather simple set up. There was a room in Chaldea- a very 'infamous' room at that. It was called the '50 Orgasms' Room, and its name was given by the idiotic notion of having it sealed away from reality when the door was closed until the occupants achieved 50 orgasms.

I know for a thing that Gudako-chan, the twin sister to Gudao, got stuck there with Jeanne Alter, Saber Alter, and Kiyohime. And, out of the four, only Gudako was awake to carry the three Servants out of there. They had happy faces for weeks, but they were out of business for that same amount of time.

It was a scary room, I have to admit, but it was ideal to what I needed to do - teach a lesson to Astolfo and remove any notions of NTR'ing his Master by playing the dom trap.

The overall 'escalation' was ordained by Da Vinci-chan herself, as I was sent to 'fix the circuitry' in the room, and Astolfo was asked to carry some boxes there to 'help'. Despite some fussing, the pink-haired Rider was soon bringing said boxes in the room and, quite unfamiliar with the place, he closed the door behind him as soon as he stepped inside.

As I heard the door clicking shut, I turned back to the door and then to him. He appeared unexpecting of what he just did, and I paused briefly to notice his school girl uniform before telling him he fucked up.

"Did you just close the door?"

The Servant frowned at my question. "Yeah? What about it?"

I didn't say anything, rather I aimed a finger at the signboard above the door. Pink eyes turned to where I was gesturing to, and Astolfo read the name of the room.

...

"Shit."

"Yep."

"Well... how about we fap our way out of this~?"

I narrowed my eyes and scowled. "Nope."

"What? But we have to get out-"

"I am not pulling my dick out with a known womanizer."

His jaw hit the floor at that accusation, but I was swift in following through with the script.

"I am just going to play a bit and hope Da Vinci-chan notices what happened."

Shock flared within Astolfo's face as I just walked up to the edge of the bed, sat there and turned on the TV and console right in front of me. This here was a bait. One to force Astolfo to follow my pace when it comes to sexual shit and deprive him of that control he had so many times exerted around others.

It didn't take long for him to concede to a form of 'capitulation'. He took one of the joypads and lied down beside me in bed. The skirt he was wearing was quite short considering it didn't cover much of his huge ass, and it further made me ogle and feel aroused at what was to happen shortly after.

Astolfo noticed the staring, a cheeky grin on his face as we were playing a casual game of Turbo-Kart 77. And soon his playfulness got to the useful point I needed it to be.

"Hey, wanna make this a fun game?"

I glanced at the pinkette. "How?"

"I win the race, you jerk me off. You win the race and... you get to ask me to do kinky stuff."

That sounded more like a win-win situation for him, but it was something I could get to work with the script.

"Deal."

The grin widened, and soon Astolfo revealed why he was so confident - he was good at this game. Way better than me. And, for a moment, I was sure the plan was about to collapse but... there was a saving grace.

No one said anything about cheating.

As Astolfo felt ready to win this competition, his posture stiffened as he felt one of my hands reach and squeeze at his fat butt.

"W-What are y-youuuuu~!"

His voice trailed a bit due to the pleasure of having his bun massaged, my fingers teasing at his anus as I continued to multi-task between distracting him and keeping on with the race. Astolfo tried to keep up, but it was over as soon as I pulled those thin panties aside and slipped two fingers inside of him. His inner walls clamped hard on my digits, sqeezing against those as I continued to remove his focus from the game.

Despite Astolfo's best efforts, I succeeded in winning the race and... make him cum. I saw the tip of his tent through the panties he wore darkening as jizz leaked through the fabric. Yup, fingered this boy-whore into orgasming, and I saw the counter had gone down by one.

"T-That wasn't fair! You- you are a jerk."

"There was no mention about distractions, and I won," I rebuked much to the pinkette's chagrin. "So, I get to pick what you have to do with me."

His lips twitched. Astolfo tried to appear reluctant, but I could see in his eyes he was curious on what I wanted him to do.

"First, you will have to sit on my lap."

He rolled his eyes, giving me his back as he sat down but-

"Face to face."

He tensed up again, surprise doubling as he slowly turning to me with a blush on his face.

"Y-You know, this looks like you are about to- Mph~!"

He may have predicted the next step with that tease, but while he was initially unresponsive as I pulled his lips against mine, and invaded his mouth with my tongue, the little slut was soon hugging me and grinding his groin against mine. Horniness burned through his eyes as I had my hands by his butt, my fingers back to stimulate his bussy and remind it of the feeling my digits had while thrusting into him.

The foreplay was brief as he orgasmed once more with all that stimulation, but he looked hardly 'winded' with the two back-to-back orgasms.

"How about another game?" I offered, and Astolfo nodded even before I told him what it was all about. He just knew this was going to get smuttier by the second, and he wasn't wrong.

The next challenge was 'simple'. We would masturbate and, the one that held up the most, would get to dare the other to do kinky things. In Astolfo's mind, I could tell, this was a sure victory. But he had underestimated one thing: I was good at holding out while fapping, while he just came twice very recently. He was raw, and the mere touch of his hand as he rubbed one out proved to be quite intense.

His smug look lasted roughly ten minutes into the challenge, with his shaft-rubbing going at a steady pace and yet he looked ready to come anytime now. I was set on winning this competition once more, but I had not taken into account how horny and earnest Astolfo was about getting the sex started. Then again, there were signs with the way he was looking at my meatier dick.

In less than a few moments, he shifted from his sitting position to lean down towards me. His lips opened and he was soon suckling on my cock as if his life depended on it.

Part of me wanted to push him away. He was sucking me aggressively, barely going beyond a few inches, but very proficient in working with just the tip. The cocksucking proved to be fatal for my chances, as I felt the previous arousal compounded to the new intense interaction leading me to cum into his mouth.

Astolfo, to his credit, didn't pull away. Rather, he firmly pulled more inches inside so that no cum would leave his welcoming mouth. He waited until the ropes sprayed onto his throat were all there for him to gulp down loudly and with gusto. Once he pulled away, his opened his mouth wide open, showing proudly how he had drank the cream I served him. I looked down and his cock spasmed before littering the covers of the bed with more of his own cum.

"You... won."

This was a bit of a problem despite the way he beamed at me.

"Yup!"

I expected him to try and pull a reversal on me but... he just removed his panties, and spread his legs.

"Fuck me~!"

I frowned at this turn of events. It was as I intended it to be, but it made my little 'hesitation' a bit more awkward to sell to him as I brought my semi-hard boner to his gaping ass.

"One thing," I said as I tapped the tip against his rear entry, causing him to twitch in anticipation. "You are mine from now on. No more nagging on women and on Gudao."

Surprise flared on his face and he didn't seem to grasp it was that simple. He beamed and drew different conclusions. "Oh, you want me to be your... girlfriend?"

"Yes."

He licked his lips. "That could be fun. Sure and- Ah~!"

I didn't need any further confirmation. With a single decisive first thrust, I saw Astolfo fold at the sudden penetration. His eyes went wide open and his mouth opened to let out an obscene girly moan.

The ensuing few hours saw Astolfo getting his pretty ass drilled like a cunt would, his super-tight hole stretched to be molded to my dick as I got him drained up just nice before taking a break for both. The way his dick flapped at the constant fucking, cumming intensely and frequently, made the room's challenge easier to handle as I noticed the counter before I carried Astolfo to the nearby bathroom.

I made sure that a slow sensual bathing session had him cum again and again before we got back to bed, this time fully undressed and, by the time we were done with the room, Astolfo was clinging on my arm like a lovestruck girlfriend. As we were moving to the cafeteria since it got to the time for dinner, someone I don't remember knowing from the staff asked why Astolfo was behaving like this with me and-

"Oh~? This is Bill, my boyfriend~!"

If only I knew that my good-willed effort would only draw out more horny and BF-looking traps from the ranks of the Servants...

AN

No Astolfo! We are not going to have you turn to the dark Ankoman ways! GET PLAP'D!