Like Clockwork

Just like clockwork, Dean wakes up in the middle of the night to familiar sounds. He almost doesn’t get up, he is extremely tired. But the thought of what is happening once again gets a rise out of his cock. He now has to take care of that before he goes to sleep so he might as well do some snooping.

Dean drops his pants and starts walking naked to leave the room. He stops a second and grabs a sock, he needed to be prepared and didn’t want to make a mess... did he ever clean up his closet? That’s not important right now to him.

Dean peaks out his door to see if the coast is clear. No one in sight, he hears Brooke and Richard making noise, still unsure of where it’s coming from Dean creeps down the hallway. He reaches Richard’s room and the top of the stairs, the sexual sounds are coming from downstairs again.

Dean looks over the bannister, the TV is on lighting up the room but Brooke and Richard aren’t there. Without knowing where they exactly are it could be risky, he could be seen. His hard cock twitches... he continues on, he wants to see them together.

Dean walks slowly down the steps, pausing every couple to listen to make sure they aren’t moving locations. He reaches the landing and decides to crouch down, it’ll be easier to hide if he gets caught off guard.

Dean slips behind the living room couch and looks over the back. He can see the kitchen, no sign of them still. He listens carefully, it sounds like they are in Brooke’s home office. He makes his way to the hallway leading to her office. The door isn’t fully shut, light shines from in the room out into the hall that is otherwise dark.

Dean pop in and out of doorways along the way to the office door just in case they decide to leave. Dean is now almost to the office, he decides he wants to go in the doorway just beyond the office. The laundry room is situated past the office so he will have to cross in front of the slightly ajar door. It’s risky but it’s the best place from him to be able possibly take a peak, listen and also have a hiding spot if they leave. He definitely doesn’t want to get caught naked in the hallway.

Dean hears sounds of pleasure before crossing the open door. He takes his chance and goes for the laundry room doorway, he quickly looks in the door while he passes by to catch a glimpse.

It was only a few seconds but he got a good look in. Richard was sitting on her desk, pants completely off, leaning back on his hands and his back was to the door. Brooke was sitting in her desk chair pulled right up to Richard’s cock, arms leaning on his thighs. Dean listens in...

*slurp slurp*

Brooke is going at it hard, slurping his cock. Richard can be heard moaning. Dean closes his eyes and tries to imagine what’s happening, he grabs his own cock.

It sounds very spitty and slobbery and Brooke can be heard **** on his dick occasionally, nowhere near how often she was **** when she first started to blow Richard, she must be getting used to his size. Heavy breathing is now heard while it sounds like Brooke is using her hand now.

Brooke speaks up, “You know I only have an hour lunch and then I have to start working again... and it’s almost halfway over and I didn’t even eat lunch yet.”

Richard replies, “Yeah yeah I know, don’t worry you’ll get your reward, I mean meal at the end.” He sounded cocky, Dean knew he was referring to himself cumming in her mouth as her lunch. It didn’t sound like Brooke protested this, she could be heard sucking away again.

*slurp slurp*

Dean continues to fondle his cock at the sounds of his girlfriend sucking another man’s dick.

Richard can be heard cursing under his breath, he starts to talk down to Brooke, “Yeah suck my cock, my little cocksucker, cumslut.” He continues on. Dean is loving this, he never dared say these types of things to Brooke before. Dean readied his sock, he could feel himself getting close to cumming. Luckily Richard was going to cum soon too, he says “I’m gonna cum!”

Dean hears movement in the office, Brooke can be heard saying, “Cum in my mouth!” Followed by a ‘ah’ sound, she must be sticking her tongue out to receive her meal. Richard’s grunts are heard while he pumps his cock. Dean cums into his sock while Richard cums onto Brooke’s face and open mouth. Brooke’s ‘Mmm’s’ can be heard, Dean is familiar with this, she must be licking his cum off her face.

Dean already in the laundry room discards his cum filled sock. He listens in on Brooke and Richard’s conversation to see what’s next. Dean needs to figure out a plan to get back to his room.

Brooke can be heard slurping again, presumably cleaning off his cock for him. They chat nonchalantly, Brooke should be getting back to work soon, there can’t be much more time for her break.

Dean’s right, Brooke kicks Richard out of her office. Richard closes the door behind him followed by another door. Dean peaks out and sees he is in the bathroom, he is his chance to go. Dean is one lucky guy. He rushes past both closed door and quickly makes his way upstairs to his room.

Dean jumps on the bed, now to get some sleep before the morning. But one quick thought jumps in his head, his notes for the master plan. He gets his crumpled paper out and reads over them.

They have reached unknown territory now... his notes he wrote say he left it up to Brooke to decide. To be fair to himself, he remembers when he originally wrote the rules and what not he was tired and wanted to go to bed so he just wrote ‘let Brooke decide going forward.’ Dean didn’t expect to write out their entire daily schedule he did well for the two weeks, plus Brooke and Richard had sex that was the ultimate goal, what more could they do? Maybe Dean will find out if Brooke has anything better planned. Also how long does this need to be kept up before Richard is the best person he could be?

Dean falls asleep eager to see what tomorrow and the days ahead bring.