Day 8
I slept in Rachel’s bed yesterday. She’s really starting to get more comfortable sleeping topless next to me.
Rachel is the first one to wake up.
Rachel: (He’s still here! It’s so different waking up like this. His smell, the way he holds me in his sleep. I don’t want him to wake up yet.)
She turns around on her stomach and stares at my body.
Rachel: (That kiss from last night, wonder if he would like to do it again. All the boys I kissed up until now were so clumsy, that’s for sure.)
She’s really thinking about last night’s french kiss.
Rachel: (And then his tongue was inside my mouth. I’m getting that fluttery feeling in my stomach again from yesterday. Could it be? No, he’s my brother.)
I woke up while she is still staring at my body.
Rachel: Morning, sleepyhead!
Me: Hey, Rachel.
Rachel: Don’t get up. I want to cuddle!
Me: I have no intention of getting out of bed while you’re still in it. Though I have to go eventually. My new job is waiting.
Rachel: You have a job? I thought you didn’t need the money.
Better not tell her the reason why I’m working at a supermarket.
Me: I like to be busy. Besides, the house is very empty when you guys aren’t around.
Rachel: I bet. But where are you working?
Me: I’m starting today at the supermarket on Main Street.
Rachel: The one where Brody is working?
Me: Yeah.
Rachel: Why on earth would you want to work there, with him around?
Shit! I didn’t expect all these in-depth questions!
Me: To be honest, I want to keep an eye on the guy.
Rachel: So you’re doing it for Liza?
Me: Yes, I don’t think Brody is a healthy influence on her.
Rachel: That’s so sweet!
Phew! I guess Rachel likes white knights.
Rachel: And I agree, Brody is a total dick. Aafi?
Me: Yes?
Rachel: I see your thing is getting bigger again.
Shit! I am having an erection, perfectly normal in the morning. But not when you’re lying in bed with your sister
Me: Shit, sorry.
Rachel: I don’t mind. Does it hurt? Like, er, when you can’t get any relief?
Me: No, not really. I mean, it’s not very comfortable when you’re wearing tight jeans. Sometimes, the release is even more intense when you abstain for a while. Edging, you know?
Rachel: I’ve noticed that.
Me: Do you masturbate often?
Rachel: I… (Why do these questions make me so tense? We agreed to be open to each other, and Aafi isn’t holding back, so why would I?) I do. Just before I go to sleep, most of the time.
Me: Yeah, it’s one of the best ways to fall asleep.
Would she trust me enough to let me finger her to orgasm? Better not risk it, yet.
Rachel: (What is he thinking about?)
Me: I’d love to stay in bed with you, but I need to go to the supermarket.
Rachel: Hope your first day isn’t too painful!
Just one kiss on those beautiful lips
Rachel: What was that for?
Me: Just for being you!
Rachel: That’s so cute!
Me: I’m going to take a quick shower.
Rachel: Will I see you again tonight?
Me: Count on it!
I got up and went to take a shower. This could be such a delightful routine. Waking up next to Rachel. Kiss her lips. Kiss her whole body, actually. Maybe tonight.
I also have that appointment at Discreet Incorporated at 2 pm to see if my Mom really works there. I’ll have a late lunch hour. I’m sure that girl at the supermarket will understand, she was nice.
Better dress nice. James mentioned business people coming in and out of the building. Have to meet Ana as well. Fuck, this is going to be a busy day.
I arrive at the supermarket. Riley is already there, but there’s no trace of Brody.
Riley: Hey there. Ready for some hard work?
Me: Not particularly.
Riley: Great, because there’s barely any work here.
Me: So, have you been working here long?
Riley: For about a year now. Dropped out of college, and I’m still not really sure about what I’m going to do.
Me: So you’re not eager to ascend the ranks here and once become as powerful and respected as Brody?
Riley: Haha! No. I like it just fine as a worker drone. I’m sure I couldn’t handle all that responsibility and Brody’s increased presence.
Me: I get that. So, are you living with someone?
Riley: As soon as I was able, I left my parents’ house. I felt so restricted. Now, I have my own apartment. It’s nothing much, but it feels so free.
Me: Funny, I lived with my dad until he died, and he was rarely around. Now I live in a house with my mother and three sisters. And I’ve never felt more at home, really.
Riley: I think that’s probably because your family isn’t puritanical control freaks, like my family.
Me: Hehe, could be. Where is our exalted manager?
Riley: To be honest, I sometimes don’t see him a whole day, which is absolutely fine. I guess he doesn’t need to use that punch clock in the break room.
Me: And what about that woman? She isn’t an employee, right?
Riley: No. She definitely is not.
Me: Does he have her around often?
Riley: Yes, he does. I think he’s fucking her in his office.
Me: That’s…
Riley: Really gross, yeah, I know.
Me: Riley, I think you deserve to know what’s going on.
Riley: I’m listening.
Me: Brody is dating my sister. They’re going to get engaged real soon, and I don’t think he’s right for her. His temper, the way he treats her. Yesterday confirmed a lot for me. I have to stop that engagement.
Riley: Normally, I would say you were an overbearing bastard who shouldn’t meddle with his sister’s life. But in this case, I wholeheartedly agree with you. Nobody should be engaged to that cheating fuck-wad.
Me: I’m glad you think so. Now that I know he’s cheating on her with that skank, I’m really convinced he’s bad for her.
Riley: I see your point.
Me: One of the reasons I took this job is to gather evidence on Brody because Liza doesn’t listen to reason.
Riley: And here I thought you took the job because you thought I was cute.
Me: You are. You certainly made it a lot easier to take the job here. That’s for sure.
Riley: You really know what a girl wants to hear, don’t you.
Me: I aim to please!
Riley: Charmer. So you plan to expose him?
Me: Yeah, he’s having sex regularly in his office?
Riley: Yup. Brody’s Cum Hut. I’ve been meaning to order a sign for the door that says that. You want to catch him in the act?
Me: I’m not sure if that accomplishes anything. I think Liza needs to see him do it. So pictures or videos might be the best way to go.
Riley: We could install a webcam.
Me: We?
Riley: Yeah, I’m going to help you. Or rather, I’m going to help your sister.
Me: Cool! Thanks. So I’ll get a webcam, and together, we’ll install it in the Cum Hut.
Riley: I see the name is catching on.
Me: Great. Tomorrow we’re going to set up some serious surveillance.
Riley: I knew from the start that things were going to get interesting with you around. I wasn’t wrong.
Me: Glad to hear that!
Riley: Can’t wait to bring that fucker down. Maybe we can send a copy of it to the management, and he’ll get thrown out.
Me: That would be a great bonus.
After that, we both started working till lunch. It was time to visit Discreet Incorporated. Let’s put some nice clothes on and visit Mom’s workplace.
After a short walk to the town center, I arrived at the office building Discreet Inc. I took the elevator up to the fifth floor. It is like a typical hi-fi corporate office. Luxurious even. A girl is sitting behind the reception desk.
Receptionist: How may I help you, sir?
Me: My name is Mr. Holmes. I have an appointment at 2 pm.
Receptionist: Yes, I believe we spoke on the phone. So good of you to come, Mr. Holmes. As is customary for all our new clients you’ll be asked to fill out a personal questionnaire.
Fuck! A background check?
Me: That will be a problem, I’m afraid, as I’m a private person by nature. A background check of any kind is unacceptable.
Receptionist: No, no, I’m afraid you misunderstood, Mr. Holmes. We value our clients’ privacy very much. After all, we’re named Discreet.
Me: Oh!
Receptionist: It’s just a tool to determine whether a potential client and our company will be a successful match. We will destroy the results of the test later.
Me: Hmm.
Receptionist: We will never ask for personal information, like a home address. We do ask for immediate down payment of 2000 after the contract is signed.
That’s pricey, and the test still sounds invasive. But if I don’t do it, I won’t find out what Mom is hiding.
Me: All right, I’ll take it.
Receptionist: Good! If you follow me, please.
Damn. I forgot to tell you how she looks. She’s really hot. I love the work uniforms here. They’re certainly not a standard issue.
She’s wearing a black sleeveless dress that is barely covering her ass. What a nice ass! She’s wearing black stockings till her thighs. She has short blonde hairs which are just above her shoulder.
She handed me a booklet and left. This is awkward. I almost feel like I’m back in school. Let’s begin.
My name. That’s easy. Two pages of questions follow, asking general things about my childhood and upbringing.
Q: Imagine you are naked, sitting in a classroom. Your teacher, a beautiful middle-aged woman, has just entered the room and conducts her lessons while pretending not to notice you. Describe your feelings.
It gets weirder. Now they’re asking me to imagine some high school sex fantasy?
Me: I try to hide my erection as best as possible and try to follow my lessons as best as possible. I’ll savor the memory of being naked in front of my beautiful teacher and use it later for my personal pleasure.
Even more questions. ‘When did I lose my virginity? How many sexual partners?’ The list goes on and on. This is a gem.
Q: You are stranded on a desert island with a young adolescent girl. Because you quickly run out of activities, you start a sexual relationship with each other. One time she asks you to pleasure her completely. What do you do?
Me: I ask her to lie down and relax and start to kiss her body all over, paying special attention to her inner thighs and belly. When she is sufficiently relaxed, I’ll move down to her pussy, kissing and licking her labia while caressing her clitoris with my fingers.
Me: Only when she’s sufficiently wet and breathing heavily I’ll start to massage her clitoris until she climaxes.
Last page!
Q: Your mother has discovered you have been smoking cannabis behind her back and has just confronted you with the fact.
Me: Respect her authority. I sincerely apologize to her and promise I won’t do it ever again.
That’s it. I’ll just head back to the lobby.
Receptionist: Did you have any problems answering the questions?
Me: Not really, but the questionnaire was rather weird.
Receptionist: We like to be as thorough as possible. A straight answer to a weird question may reveal a lot about your personality, Mr. Holmes. We’ll contact you as soon as the test results have been processed. Hopefully, this is the start of a productive business relationship.
Me: Certainly. I’ll await your phone-call. Have a nice day.
Receptionist: Good day, Mr. Holmes.
That was weird, weird, weird. I didn’t see Mom anywhere. In fact, I didn’t see anybody there apart from the hot receptionist. Let’s see what tomorrow brings. I leave the office building and head back to the supermarket.
Riley: You’re back. All quiet on the Brody front here.
Me: Good! I owe you one.
After working for few hours, it was time to leave.
Riley: So, I guess I’ll see you tomorrow?
Me: Yup! I’ll bring the webcam.
That wasn’t bad for the first day. Riley seems to like me, and I think I like her as well. Very independent, reminds me a bit of Rachel, but perhaps less naive, more independent. Of course, I’m going to sound like James now, but she has a great rack.
Anyway, let’s make a stop at Ana’s on the way home. Ana’s and James’s house is near my home. The front door opens almost as soon as I ring the bell.
Ana: Good, you’re here. Let’s go straight to my room. Mom and James aren’t home, but I don’t know when they’ll be back.
Ana isn’t much for small talk. Straight to business. I followed her, staring at her lovely ass.
Ana: Are you going to fuck me, Aafi?
Me: The thought has crossed my mind – a lot.
We were in her room. Ana took off her top and jumped on her bed on all four.
Ana: Let me get you ready.
Ana unzips my trousers and frees my growing member. She starts kissing and licking my penis while gently massaging my balls.
Ana: You like that, don’t you? Do you want me to suck it, make it all wet?
Me: Put it in your mouth.
Clearly already adjusted to my size, Ana’s mouth slides down the full length of my shaft, her tongue whirling fast and eager. Oh fuck, this is so good. If she keeps at it like this, I’m going to cum already.
She clearly sees me struggling not to fill her mouth with semen. Ana stops and looks at me longingly while fingering her pussy.
Ana: Stay with me, Aafi, don’t cum yet. I want your dick in my pussy. Would you like that?
Me: Hell yes. Spread your legs for me, show me that sweet pussy of yours.
She sits on the bed with her legs spread wide. I tease her glistening pussy lips with the tip of my penis. Ana moans with abandon.
Ana: Put it in Aafi. Fuck me!
I push the tip of my penis past her labia. Ana gasps, and I push further until my member is completely engulfed by her womanhood.
Ana: Aah, you feel so good, Aafi.
Me: Yeah, you want me to fuck your dirty little pussy? Make you scream, you little slut?
Ana: Make me scream, Aafi!
Slowly I fuck her pussy in missionary. Ana’s hands are all over my back, squeezing and raking as if encouraging me to go deeper and faster.
Ana: Fuck yes! Fuck me harder, Aafi! Harder!
Ana’s room is filled with moaning, gasping, and the wet, rhythmic sounds of penetration. With closed eyes and a look of bliss on her flushed face, Ana starts rubbing her clitoris.
Ana: Aaaah… Don’t stop! Please don’t stop!
I feel her muscles contracting, applying more pressure to my dick. I’m about to cum, and Ana is close too, I feel.
Me: I’m cumming.
Ana: Yes! Give it to me!
A thick load of sperm fills Ana’s vagina. With clawed hands, she pushes my body down, clearly urging me to keep going.
Ana: Fuck me! I’m about to…
With much effort, I keep fucking her. Sperm is leaking from her vagina, making my spasming dick slippery. Both her hands slam down on my ass as she holds me tight, orgasming wildly.
After I pull out, Ana slides her fingers lazily in and out of her cunt, spreading cum all over her pubic area. She still moans softly. It takes a while for us both to recover. We both lay naked on the bed, Ana’s vagina still oozing with my cum.
Ana: That was so good.
Me: I agree.
Ana: If you’re not careful, I’m going to call you every hour for some exercise.
Me: In that case, I hope I have the stamina to perform.
Ana: Hate to say this because I could have another go. But my Mom is about to come home. And I want to avoid the complicated questions she might have.
Damn, she’s insatiable. Though I could go again as well, now that she mentions it.
Me: I understand.
Ana: I’ll see you again soon.
I went back to my home. It was already night. Time to visit my sisters to see what they are doing. I went to Bella’s room. She’s lying on her bed in her black bra and panty.
Bella: Here, I was hoping you’d forgotten me.
Me: Who could forget you, darling sister? So I’d like a little show tonight, before going to sleep. You were so relaxed yesterday when I massaged you. You clearly like to be touched. I’d like you to touch yourself.
Bella is in shock hearing that.
Bella: You want me to masturbate for you?!
Me: That’s exactly what I mean.
Bella: … I refuse.
Me: Okay… But you didn’t say the word. Are you sure you won’t do this for me?
As I turn around to walk to the door, I see the doubt on Bella’s face. This is clearly a new line for her to cross. When she moves her hand to her back to unclasp her bra, my heart seems to skip a beat. Here it comes!
My sister removes her bra and panties and lies down on her bed.
Me: Good girl. Let yourself go, and no faking.
Bella: Fuck you.
Me: Remember to smile, dear Bella.
Bella: Fuck. You.
She clearly doesn’t know that her swearing arouses me even more. Bella moves one hand to her vagina and slides two fingers up and down her labia.
Bella: (What am I doing? Why do I let him do this?! Look at him. Wait… does he have an erection already?)
A small moan escapes my sister as she rubs her pussy faster.
Bella: (He’s almost devouring me with his eyes. Does he want to fuck me as well? Goddammit, I’m getting so wet. What’s happening?)
I see Bella losing herself in the moment as she massages her clitoris. Her eyes close as she starts squeezing her breast and stimulating her nipple. A finger slides between her pussy lips as the muscles in her legs and thighs tighten.
Bella: (I’m already so close…) Ah…
This is beautiful.
Bella: Ah! Aaaaaaaaah!
With her hand still between her thighs, Bella closes her legs while she convulses in orgasm. Wow. She clearly hasn’t masturbated in a while. That was hot. I think I nearly came myself.
Bella: (God! What did I do?! I lost it. I lost it completely. I never felt like that before.)
Me: Thank you, dear sister. That was some show.
Bella: Go away.
Next, I went to check on Liza. She’s sleeping in her pajamas. At least she’s not sleeping at Brody’s. Next, it was Mom. She’s sleeping in her inner wears. I may be one step closer to finding out your secret, Mom. I have a feeling it’s going to be a big one.
Finally, went to sleep with Rachel. Shit. She’s already asleep. She’s sleeping topless. I quickly joined next to her.
Rachel: Hmmm, I waited for you, but I was so sleepy.
Me: Don’t worry, sleep well, Rachel.
Rachel: Kiss me! I love…
My sister falls asleep before she can finish her sentence.
Me: I love you too, Rachel.
Let me stop here. More to come for sure. Please provide your feedback at my new email or hangout.
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