THE NEW COACH CHAPTER 39 (Scott’s PoV)

Scott’s PoV:

Over the past two days, I've forced myself on Josephina several times. Mostly asking her to suck my cock, but I also ventured into a new zone: anal sex. It was actually Josephina who suggested it to me. I didn’t refuse her invitation.

After I properly lubed my cock, I slowly pushed my cock into her waiting rear. Josephina had spread her ass cheek with her hand. Her ass was tighter than her mature pussy.

“Oh God, I feel like you will rip me apart with your cock, Master.” Josephina moaned. I don’t know whether she was faking it or it was genuine. Well, I didn’t care. Her words made me feel good.

Unfortunately, I didn’t last long inside her ass, and cum inside her ass.

“Good Job, Master. So, do you prefer anal sex or vaginal sex?” Josephina asked.

I came faster from Anal Sex with Josephina; it was good, but it didn’t mean I prefer it over vaginal sex. Vaginal sex with Josephina was my first sex, and it’s left a deep impression despite her looser pussy.

“Vaginal sex. I prefer your pussy over your ass,” I answered.

“I see,” Josephina responded.

It might be just me. But Josephina sounded disappointed when I said I preferred her ass over pussy. Was she the type that loved to take it on the ass? An anal slut. I couldn’t help but imagine that Josephina had a buttplug on her ass all the time. But she wasn’t that kind of woman.

I pushed the memory of last night to the back of my mind. I needed to focus on today’s agenda. I still need to fulfill the deal with Astrid. I need to help recover Mrs. A. According to Astrid, there was a high chance that Mrs. A was controlled by Darel, so this would be a risky action. It could expose me to Darel again if I was not careful.

You can do it, Scott. You need to do it. I encouraged myself to calm my nerves.

“You look nervous, Scott. Do you want me to help you calm down?” Josephina offered.

“No, I’m fine,” I refused her offer. To be honest, I was tempted, but thankfully, I still had some self-control. This wasn’t the right time to have sex with her. Maybe this was a kind of test from Josephina. She was the one who told me that I needed to be able to control myself to make me a good Master.

I was saved from awkwardness by the sound of the doorbell.

“Ah, it must be Astrid.”

Josephina left the room to welcome Astrid. I thought they would briefly return, but it took half an hour before Josephina returned with Astrid. What did they do out there that took so much time?

“Sorry to make you wait, Mr. Robinson. You know how sometimes girls forget time when they were happily chatting,” Astrid explained the reason for their late return before I even asked them, as if she knew what was on my mind.

Maybe I was too anxious, but her answer didn’t entirely reassure me; instead raised an alarm in my mind. Considering Astrid had interacted closely with someone under Darel’s control, I feared she was caught by Darel, and our plan was compromised.

I observed Astrid for a moment. She was wearing a black blazer, a white blouse, and a black short skirt. Her skirt was above the knee, but it wasn’t on a scandalous level. She had the top three buttons of her blouse unbuttoned, giving an ample show of her cleavage. Overall, she looked sexy, but still had an acceptable level of sexiness.

All I knew about Astrid was based on what Josephina told me. According to Josephina, the Indian girl was quite a serious one, but she didn’t have any problem flaunting her body. In her line of work, she sometimes needed to seduce others to gain information. So, it's hard to tell whether she had been turned into a bimbo by Darel or not.

“Mr. Robinson, is there anything wrong with my face? You look at me so intensely,” Astrid asked. She might have thought that I was ogling her; well, she wasn’t entirely wrong

“Nothing, sorry for my rudeness,” I replied and averted my gaze embarrassingly.

“Oh, it’s fine; I feel appreciated, actually,” the Indian Private Investigator said.

Feel appreciated when a man ogled her. I hoped that I was just overthinking this.

“I have arranged the thing you needed. First, we will meet with our target to talk. After the talk, we will go to my place, where we will proceed with trying to free the target of Darel’s influence. So, should we go now?” Astrid asked.

I looked at Josephina, who stood a foot behind Astrid. If Josephina thought there was something wrong with Astrid, I believe she would give me a sign. Josephina seemed to realize that I silently asked her for guidance. The mature woman just nodded her head. Meaning that it was okay for me to go with Astrid.

“Let’s go,” I replied to Astrid.

Astrid brought me to a vintage cafe to meet with our target. We seemed to be quite early, and there were only around three other people. Two middle-aged women and one old man. The first woman was a mature Indian woman in her 40s with long black hair. The other one was a Japanese woman who looked younger than the first woman; she was probably in her early 30s from how she looked. Her hair was styled in a shoulder-length bob. And the man was an old white man; he reminded me of my old grandpa. He looked friendly. At least, he didn’t look like the type that Darel would control.

As for the two women, the indian MILF was wearing a golden sequin crop top, a black cardigan coat, and a cutout denim short, which was more like panties than shorts. The indian woman was quite full-figured, a curvy woman with thick thighs to show off. Her face was caked with thick, sensual makeup. At a glance, she looked like Astrid, but maybe it was just my feeling; her makeup made her look different, and hard for me to be sure. While the Japanese woman was wearing a sexy, hot pink hollow-out dress. Both women looked borderline slutty. Were the two under Darel’s influence? So which one of them was our target?

I followed Astrid toward the table where the two women were sitting.

“Hello, Mrs. Anjali, and Mrs. Saito. I don’t expect to meet you here, Mrs. Saito,” Astrid greeted the two

Anjali and Saito. From their name, our target should be the Indian cougar MILF named Anjali. So, what's the deal with this Saito? It seems even Astrid was surprised to find the woman here.

“Good day, Astrid. Yeah, it’s a lucky coincidence. I just want to get a quick coffee after a rough night. I didn’t expect to see Mrs. Anjali here; she said she was waiting for you, and then we had a chat while waiting,” Mrs. Saito explained.

“I see.”

“So, who is that boy you brought here? Is he your boyfriend?” The Japanese woman asked in a teasing tone.

It seemed that the relationship between the Japanese lady, Mrs. Saito, and Astrid was close enough that she could tease her that way. Was she her neighbor or a client like Josephina?

“He isn’t. He is a helper I recruited to help solve some cases,” Astrid explained.

“Just as I expected. I don’t think you are the type that dates weak-looking boys; you should date a manly, real man that can protect you,” Mrs. Saito said with a dreamy look.

I clenched my fist. Real man this, real man that. Without a doubt, Mrs. Saito should have been influenced by Darel. I recalled how my mom, Lisa, and other women also similarly looked down on me when they were under Darel’s control.

But with the two of them under Darel’s control, how should we proceed? Our plan was to bring Mrs. Anjali back, but what if Mrs. Saito told Darel about us? This would be quite complicated. How would Astrid handle this?

Astrid still looked calm despite the unexpected factor in our plan. She took a seat across from the two of us while I was still standing behind her.

“Mrs. Anjali, this is the person I mentioned before. Does he fit your bill?” Astrid said to Mrs. Anjali.

The Indian looked at me from head to toe a few times. But her look was not a look of hostility. She licked her lips, like a cougar finding its prey. It was a look of lust. I was expecting a look of disgust from her, considering how Mrs. Saito looked down on me. What kind of game was Darel playing right now with these women?

“Might be. I need to make sure first,” Mrs. Anjali answered.

“I will give you two times to chat.”

Astrid stood up from her seat and walked toward me.

“Just entertain her, and hold on for some moments until I come back. I will take care of Mrs. Saito first,” the private investigator whispered.

Astrid then turned toward Mrs. Saito and grabbed her by the wrist. “Mrs. Saito, let's give the two a room to speak privately.”

The Japanese woman followed Astrid without resisting. I was worried that she would insist on staying. But the main issue was whether she would tell Darel about our meeting with Mrs. Anjali. I hoped Astrid was really able to take care of Mrs. Saito without raising Darel’s suspicion. We were going to free Mrs. Anjali from Darel’s control, but if there’s someone who snitched on us, it would put us in unnecessary danger, and what we did could be undone quickly by Darel.

“Sit down, boy. I’m harmless.”

I sat down across from her, on the seat where Astrid had sat previously.

“Good boy, do you have something you want to ask me?” The busty Indian lady asked. She had a playful expression on her face. A moment later, I could feel her feet caressing my crotch.

“Feel good?”

Thankfully, I had better self-control from playing with Josephina these past few days. My cock was quite sensitive, but because I still had my pants on, the stimulation from Mrs. Anjali's feet was bearable.

I tried to distract myself from the stimulation by asking her a few questions: “So, Mrs. Anjali, may I know why you are looking for me?” I was curious about how she answered Astrid before: Might be; I need to make sure first. She made it sound as if she wasn’t looking for a specific person, just someone who fit a certain criterion. I thought Darel was looking for me, but that answer made me feel that he was looking for another person. But who?

“Why? Hmm…I didn’t tell Astrid to look for you specifically; I only asked her to look for some young boy who might be able to quench my desire,” The Indian MILF said nonchalantly.

“So, you look for a young boy to hook up with?”

“Yes.”

Mrs. Anjali was a 100% cougar who preyed on young men.

“Am I your first?”

Mrs. Anjali shook her head. “No, there were a few before you, but in the end, they weren’t the ones that I actually seek.”

“So, you don’t just hook up but seek something specific?”

Mrs. Anjali chuckled.

“Why did I even bother to ask Astrid to find a person if I don’t have some specific criteria? I could just find them in my neighborhood instead."

“Did Mr. Brown know you were hooking up with young men?”

At the mention of Darel Lebron’s fake name that I found from Astrid, Mrs Anjali's expression became flustered. Her feet stopped caressing my crotch.

“Of course, he knew. He was the one who told me to seek young men like you.”

“Do you want to know why he wants me to seek young men like you? He wanted me to seek a weak-looking loser white boy that could help an old bitch like me learn a new trick,” Mrs. Anjali added. She then moved from her seat and crawled under the table.

The Indian slut had pulled down my pants. She didn’t give me time to react and started sucking my cock under the table.

“Mrs. Anjali, what are you doing? Please stop,” I whispered weakly to her to avoid unwanted attention. I thought she would only tease me with a footjob, and then invite me in private for the more steamy stuff. I like to get a blowjob, but not in public. What if others saw us and called the police for public indecency? This could be a problem for our plan.

I turned my gaze to the old cafe owner. He was not facing us currently and was busy cleaning the utensils, but how long would he do it? He could turn around anytime and find out that Mrs. Anjali gave me a blowjob.

There was only one way to solve this. We needed to finish it sooner. I needed to cum as quickly as I could, even if it made me feel pathetic.

I closed my eyes. I fantasized that the one sucking me was not Mrs. Anjali, but my mom, Anna Robinson. Mrs. Anjali’s blowjob wasn’t as good and enjoyable as Josephina's. She was quite sloppy, and sometimes her teeth bit my cock. I even suspected that she did it intentionally.

I focused on fantasizing about my mom instead, so even if it was not an enjoyable blowjob. My cock was still hard as hell.

“Mommy…”I unintentionally slipped out. My cock twitched like crazy inside the MILF slut’s mouth.

My mind wandered a little. Would my mom give a good blowjob or a sloppy one? Mom’s blowjob skills should be good enough.

My fantasy about Mom giving my blowjob was disturbed as Mrs. Anjali lightly bit my cock. The stimulation was one last push to make me cum. I unloaded my cum inside her mouth.

I couldn’t enjoy the feeling of afterglow as I worriedly glanced at the cafe counter once again. I felt relieved that he hadn’t yet finished cleaning all the glass and utensils, but then a moment later, the old man finally turned around as if he felt my stare. He looked in my direction

“Can I help you, sir?” He asked.

“Can I have a hot cup of Milk, Jackson?” The one who answered the old man was Mrs. Anjali. The Indian lady had quickly returned to her seat and acted as if nothing had happened.

“I am disappointed that you cum so quickly, Mr. Robinson. I just started feeling good,” Mrs. Anjali said. “I’m not sure that you are the one I seek. But I'm willing to give you more chances. What should we do next?”

I gulped down my saliva. This slut wasn’t satisfied yet.

“So, how was the talk between you two? I hope there was no problem.” Astrid returned at the right time and came to my rescue.

I’m not sure how she handled Mrs. Saito in such a short time, but I was thankful that she had returned here quickly.

“He isn’t as good as you tell me, but I am willing to give him another chance,” The Indian MILF said.

“How about coming to my place? You can have fun as much as you want with him there. My place isn’t far from here,” Astrid replied. She understood what the Indian MILF meant by giving me another chance. I suspected that with or without Mrs. Saito's presence, the event would proceed the same. Astrid needed Mrs. Anjali to be disappointed in me, and she would offer for the older Indian lady to come to her place. It felt unpleasant to be treated as bait.

“Fine, let’s go after I get my drink,” Mrs. Anjali said, accepting Astrid’s offer.

“She’s all yours.” Astrid handed me the remote switch and took a step back after she bound the unconscious Mrs. Anjali to the chair.

Astrid woke me around twenty minutes ago and explained a little about what she did to us. We were currently in her basement. Astrid had drugged the Indian MILF when she was in the car using sleeping powder. I also fell victim to the unknown sleeping powder that she didn’t tell me about beforehand. Driving under sleeping drug’s influence was a dangerous maneuver; thankfully, it all worked out in the end, and we arrived at Astrid’s place without any accident. Astrid declined to comment further about how she brought us to her home.

I could only hope that the electric chair method could save the Indian MILF from Darel’s control. How did Agent Hannah free me back then? I needed to get the voltage right, or I would unnecessarily harm her.

I rotated the switch to number 1 and started our ‘gamble’ to save Mrs. Anjali from Darel’s control. Please let it work. I prayed in my heart.

Continued in the next part >>>

---------------------------

Like my work and want to find more?

Please support me on Patreon: https://www.patreon.com/deepediamcs

Every penny of your financial help counts toward helping me survive and have more time to write.

You can read all my stories earlier than others as a perk of becoming my patron.

You can also find my other work and captions on:

DA: https://www.deviantart.com/deepediamcs

Pixiv: https://www.pixiv.net/en/users/108823381

If you want to request a commission, you can DM me directly here or on my Patreon. We will talk about the details and rates.