Blackmailed: Chapter 4 Caleb's Past Pt 1 (Friday and Saturday)

This chapter is about the Mr Salozar perspective about being with Caleb on his last three days of being Headmaster (part 1)

"Well Sebastian I suppose you have the right by now to how I know your brother and what I did with him, but you should also know that this was the one and only time that I fooled around with him" said Mr Salozar explained everything to Sebastian, "Okay Headmaster, so how did it started?".

Caleb, who 15 at this moment, was playing football with his mates during lunch time and while playing football his mate accidentally shoots the football into one of the classrooms windows but because Caleb was such a good friend he was gonna take the fall but what he didn't know was that it was gonna be his big mistake.

Mr Salozar then burst out through the double doors screaming "who did this, step forward now!"very hesitantly Caleb stepped forward saying "sorry it was me sir" Mr Salozar was shocked as Caleb was a bright boy and always was a good student "Caleb? Wh- why would you do that?" I didn't mean to sir, the kick was just too powerful and I didn't mean too" Mr Salozar then had a evil plan in his mind since today was his last day a Headmaster he was going to do something that he always wanted to do so he gave Caleb After school detention and to meet him in his office.

"What? Sir it was an accident, please don't do this" said Caleb in a pleading tone. "I'm sorry Caleb I already made up my mind" after walking back inside with a evil smile Mr Salozar is already making a plan about what he was going to do and maybe thinking about something else.

While walking back to his office he bumps into the janitor who he know he's been looking at Caleb with pleading and lusting eyes. He walks up to him and says "I know about you wanting to fuck Caleb and that's okay because I have a plan and could make both of us happy and maybe keep Caleb at school only for the weekend" the janitor agreed to this plan but then remembers that in the weekends on Sunday the boys come to school for football practice and all Mr Salozar could say was "I'll handle it".

It is after school and unfortunately Caleb hadn't changed into his normal clothes and is still in my school uniform he knocks on the Headmaster's door and he says "enter, ah Caleb come in come in, I suppose you know why you are here?" "Yes sir, I accidentally broke one of the school classroom windows".

Mr Salozar then gets up from his desk and walks towards Caleb who is really nervous and doesn't know what is going to happen to him during this afternoon, then evening and then the weekend.

Mr Salozar reaches into his pocket and is behind Caleb and then places the rage around Caleb's mouth and nose are tells him to breath in because we're gonna have some fun, luckily for him they are the only ones that are still on school property as well as the janitor who is getting ready setting the secretary classroom in school. And that is the place where they are gonna keep Caleb.

After knocking out Caleb with the rag, he sends a text to the janitor saying we're ready, and also sends a text on Caleb's phone to his parents saying that he is gonna sleep round at a mates house so they wouldn't get worried when he doesn't get home and he also sends the coach of the football team that he is not gonna make it to practice because his grandma isn't really that well. Both his parents and the coach said that it is alright.

The janitor then arrives and helps Mr Salozar with carrying Caleb to the secret Classroom and stripped Caleb from his clothes and tied him to the bed at was already there and no windows are in this classroom it is already sound proof thanks from the help of the janitor. Also just to make sure, they also gagged Caleb with a ball like sex toy so he shouldn't make any noise once he wakes up.

When Caleb wakes up he finds himself naked and is crying "afgagahmm" trying to say what are you doing please let me go, he then realises that the Headmaster and the janitor are both naked and immediately he starts having a boner.

"Oooo look at what we got here Headmaster, somebody loves seeing us naked, oh how much more fun" says the janitor in a very very excited mood, "yes definitely and we are gonna use his cock and ass all day/evening as well as the weekend. Oh and don't worry about your parents and football practice Caleb I've already notified they saying to your parents that you are staying with at a mates house and your football coach that your seeing your gran who is sick haha" Mr Salozar said in a evil grin tone.

Caleb just continues crying through the gag and trying to wiggle his way out. The janitor sees this and says "sorry kid but you are not going to be able to escape since you are tide with a triple knot".

Mr Salozar then straddled himself onto Caleb's face and grinds on him while jerking off, and then the janitor gets really turned on and starts rimming Calebs ass and both of then hearing Caleb starting to moan underneath the Headmaster's ass.

The janitor then inserts his cock into Caleb's ass raw which then makes Caleb scream but he is gagged and muffled nut Mr Salozar's ass, the janitor didn't slow down he just immediately fucks Caleb hard and rough and doesn't stop. His cock goes in and out, in and out over and over again, he then looks at Mr Salozar and says "mmm, his ass is soooo good and tight. Thank you so much for this, will you be having a go at his ass?" "You're very kind, no worries and no I'm more of having a dick up my ass guy" the Headmaster said gleefully "mmm, I know what you mean but I'm more of an ass guy as you can tell" janitor said also gleefully.

Both men then lean into each other whilst Mr Salozar is grinding on Caleb's face and the janitor fucking Caleb's ass, both men began giving each other sloppy kisses and licking each other's faces. Then Mr Salozar gets up and straddles himself onto Caleb's dick and face Caleb's face and inserts his dick into his ass. The janitor finds it so hot that while fucking Caleb's ass his starts kissing the Headmaster's neck.

Caleb now begins to moan while fucking the Headmaster and also getting fucked by the janitor, non of them cummed yet and it is alright 22:30pm and they've been in the same position since Caleb was brought here in this secret Classroom.

At about 23:00pm Mr Salozar then starts to cum all over Calebs belly and chest, and that gets Caleb going and he moan through his gag "mmmm imamshshs cummmsisn" Mr Salozar knows what he meant and starts bouncing hard and faster and one last bounce he ends up balls deep with Caleb's cock while he releases his sperm in the Headmaster's ass.

He gets up and says to the janitor "would you mind licking it up for me please " and gladly the janitor did it without saying and having to be asked twice while still fucking Caleb. After 5 minutes the cum in the Headmaster's ass was out and is down the janitor's throat and is now cumming himself "ohhhhh, I'm cumming now, I'm cumming, ahhhh" the janitor the finishes cumming inside Caleb's ass and gets out of his ass walks to Caleb's face. They both knelt down and then leant down and taken off Caleb's gag and starts kissing him with open mouths and both tongues going at it inside his mouth.

After that they both get dressed and decided to leave Caleb there for the night, and Saturday and at last Sunday. Caleb says in tears before the two men leave "why are you doing this to me?" Mr Salozar just turns around and says "because you're hot" then leaves with the janitor and locks the door, Caleb is just laying there covered in his sweat and both mens cum, but all he cound do was scream and screech saying "help, somebody, anybody, help me, please" but it is a sound proof room and nobody will be able to hear him.

Mr Salozar and the janitor gets out of the building and starts walking towards they're cars but the janitor walks behind the Headmaster and stops him before getting in his car and says "thank you for today sir and don't worry I won't say anything to anyone" "oh I know you won't because you'll be dead" says Mr Salozar the janitor confused says "what?" And immediately gets his throat cut and falls to the ground dying.

The Headmaster just looks at him coldly before moving just body and hurrying him somewhere on the school property where no one will find him, he then hides the janitors car and then he'd goes home and sleep.

The next day (saturday) was basically the same as what happened on Friday, there was kissing from both sides, Caleb pleading to be let go and had Caleb's ass up the Headmaster's ass and cumming inside him. After Caleb cumming inside him he leans down and says to Caleb "you know the reason why I'm here on my own is because I've killed the janitor so when I let you go tomorrow you'll never going to tell anyone. Are you?" Caleb, who is very scared at this point saying "no sir, I promise I'll be a very good boy and won't tell anyone what happened here and as well as what happened to me".

Mr Salozar then leans down and smooches his and Caleb did the same thing back to him. The Headmaster then gets Calebs dick out of his ass and walks naked over to a bag and brings back with him sex toys but these are not lick dildos but these a more like wips and vibrators.

He then unties Caleb's knots that are on both his ankles and turns him over so that he is laying on his front and that his arms and crossed above his head. "You have a very nice ass boy. No wonder why the janitor loved it so much" he then starts wipping the boys ass making it very bruised.

Wipe, wipe, wipe and wipe, each sound of the wipe hitting Caleb's ass there is a moan coming out of Caleb's mouth and that gets Mr Salozar changing from the wipe to using his bare hand.

Each hard smack gets Caleb moaning for asking for more "please sir I want so more, I've been a bad bad boy" Caleb said pleading for more, this made the Headmaster really pleased with himself because this ment that he'll keep getting fucked by him and he'll love it.

After Mr Salozar walked to be in front of Caleb, Caleb lifted his head up and stuck out his tongue and mr Salozar immediately went to town at kissing him as well as sucking his tongue making Caleb moan and moan.

Just before leave he asks Caleb if he can enter something into Caleb's ass, Caleb nodded and was inserted with a vibrator with had a remote control with it. He turned it on with the 1st level wich got Caleb moaning even louder "ohhhhh sir that feeeelllllssss so good Mr Salozar kisses Caleb goodbye and starts to get dressed while also leaving Caleb moaning while still having the vibrator inside his ass and still on.

Goodbye Caleb and see you tomorrow" Mr Salozar said in a very happy and cheery tone, "bye sir and see you tomorrow, oh I'm cumming sir, ahhhh" said Caleb who is moaning and cumming at the same time as saying goodbye.

Mr Salozar drive back home talking to his daughter about how her day was and not saying anything about Cabel and every so often he'll raise the level of the vibration knowing so well that Caleb is enjoying it and is never sleeping tonight.