[MMMMF] The Janitors’ Artist. [Mdom], [BBW], [bd]

This was a follow up to a previous prompt i did for someone. They drew a picture for me as thanks. The picture was so great I opted to write a story about it. As always comments and PMs are welcome.

The Janitors’ Artist

I have been at this job for seven years. Being a janitor is a mixed bag. At the beginning of our shift me and the other janitors sat around playing cards and shooting the shit for hours on end. After that it was mopping the shit, cleaning the moldy messes in the office kitchen, vacuuming the crumbs and questionable stains in the executive offices and emptying trash cans full of god knows what. There were 4 of us who worked the floor at that massive cubicle farm. We would react when they called and then every night after the workers left we would go to town cleaning, polishing and emptying. Our jobs were pretty much what you would expect. Some people respected us, most ignored us, and a few looked down on us. I was the senior member but i was still in my prime. They called me Boss. Under me I had Red who was a little younger than me, Jacobie who was our resident pretty boy who got a few reprimands for flirting with the staff, and Rook… who started this year.
They were all good guys and we did our jobs well. Nightly we’d finish our shift with a beer in the maintenance room and talk some more.

Usually we began our cleaning run around 6 after everyone left and we liked it like that. Having a bunch of office workers underfoot slowed us down and tended to make our jobs harder. About a month ago though. I met her. She was a stocky girl with big hips and belly and a chest that complimented her frame. She was probably in her mid 30s. She gave an air of an almost cliche single working girl. I envisioned her coming home to a house with 3 or 4 cats and chinese takeout. She had smile though that could light up the room. I was cleaning trash cans outside the main executive suite.

“Oh Hello,” she said.

“Er… Hi miss.. I’ll just grab your can and get out of your way.” I fumbled.

“Oh no bother. I think you will be seeing me more these days. My boss moved my shift so that I could answer late calls in the office. It’s silly, nobody ever calls… I end up just sitting here. What’s your name” she cutely babbled.

“Oh, uhh they just call me Mr. Boss… it’s kind of a nickname.” I fumbled more.

“Oh well “Mr Boss” I will be out of your hair by 9. That’s when I leave. Feel free to come by and chat to keep me company.” She smiled warmly.

I awkwardly finished cleaning around her desk and moved on the to the office break room. I bumped into Jacobie.

“Hey apparently there is a girl who is going to be working here till 9 each night now.” I told him.

“Great… is she cute?” Jacobie was always a little pervy
“Shit.. i don’t know.. She is a bigger girl but.. Yeah I guess I wouldn’t throw her out of bed” full macho mode engaged.

“Slap the sides and ride the waves in?” Jacobie teased.

“Shut up man, you want to get slapped with a reprimand again… besides she seemed real nice.” I hit him for good measure.

“Whatever, er… what cubicle ill stop and say hi” he changed tack.

“You are so predictable… cubicle 408, don’t get yourself fired.” I warned.

We finished our shift. And met up for beers in the maintenance room.

“Hey you guys hear we got a new office mate at night now? I think Mr Boss is sweet on her.” Jacobie blurted, I whacked him one again.

“Yeah,” said Rook “I stopped by and said Hi. Bigger girl. She seemed nice though”

Red spoke up “That in 408? Yeah i caught her as she was leaving. Quite a caboose on her. But hey I was going to show you guys this. She is quite the artist. Found this at her desk.”

I started to reprimand Red for digging something out of her trash before I caught the drawing on the paper. I was really good. But the subject matter. Woo boy. There drawn in pen and paper was this depraved scene. It was a woman, tied down to a chair and naked. Her pussy and everything in distinct detail. In the corners of the paper were more explicit drawings of a pussy with a cock going into it. Another with just a drawing of lips around a big fat cock. It was… really well drawn.

“Uh…. hey Red.. you really shouldn’t be picking through her trash like that. That’s against the rules” I weakly stammered.

“Yea but Boss, she left this on her desk, I think i saved ehr… besides who is gonna know? she shouldn’t be drawing things like that on office hours anyways. “ he protested.

He was right of course and I didnt want to look like a stick in the mud. The picture had gotten me a bit flustered. This nice girl with such dirty thoughts. I made Red give me the picture.
I put it in my bag and forgot about it.

The next day things went as normal again. When I went to the girl to pick up the trash around her I saw she was doodling.

Sure enough at the end of the shift Red came back with another one of her drawings. This one with a woman (who unmistakably looked like her). Handcuffed to a bed and all sorts of hands and penises all around her.

“I talked with her a bit too” Red said. “Nice girl but damn foolish, I took her sketch to make sure it didn’t fall into the wrong hands. I’d hate to see her get in trouble.”

Rook spoke up. “Hey, you fellas ever been with a bigger girl, like that?”

Jacobie blustered “nah man mine my conquests have all been supermodels”

“Oh shut up Jacobie, you are so full of shit. Yeah, my first wife was a bigger girl. She was a pain in my ass but.. Man she was an absolute tiger in the sack” Red said.

“No, to be honest I never have. Always liked girls that looked like that though. I like a sturdy girl like that. She’s real pretty too. I’m surprised she doesn’t have a ring on her finger or any pictures of boyfriends” I said.

“Uh oh…” Jacobie mocked. “I think Mr. Boss is in love….”

“Shut the fuck up Jacobie” Rook, Red, and I said in unison.

“Seriously though Boss, If you like her, you should talk to her. If nothing else you should warn her to take better care of these pictures. I’ll try to catch them but if one gets through and someone sees it in her trash it could be trouble”

I took the second picture and put it in my bag. That night I pulled the drawings out. Stared at them for a while and pulled out some lotion. I have never jerked off to a drawing before. My well used web browser can attest to that. It was different. Something about stroking my cock to something someone created, it was almost.. What? Romantic?… No, that’s ridiculous. But it was intimate. I thought of the office girl as I looked at the pictures. Her thick legs like marble columns in panty hose coming down from her business dress. Her white blouse demure but covering what i could only imagine were massive tits. Her dirty mind was conceiving these things out of what? Boredom? Sexual Frustration? I came hard thinking about all the things I would like to do to the office girl.

The next day before we went out cleaning I told the guys i would talk to her. Jacobie naturally got a few ribs in but the other guys were supportive. They liked her and they wanted to make sure she didn’t get into any trouble.

I went about cleaning by her desk she was idly sitting doodling on some paper.

“Hey what you got there?” I asked in a friendly voice.

“Oh nothing” she blushed and covered up the drawing.

“Hey, no offense meant, just you know. Be careful with where you put your art, you wouldn’t want it to end up the hands of some nefarious art thief” I teased but also layered on a warning, telling tone.

She blushed more… “OH!? I see.. Uhh. thanks..”

“Besides.. Wouldn’t you rather bring your pictures home to your, uh.. Boyfriend?” I pried.

“Oh n.n…no boyfriend. Not really in the market for one. My job is important right now and I’m starting to get back into drawing. I always found that I drew more vividly when i wasn’t tied down…. Er should i say.. Preoccupied with monogamy. You know?” she was cute when she rambled like that.

“Oh sure.. Not meaning to pry. Just be careful is all” I warned.

She paused in thought for a second. “I am so bored here though. And I want to draw. What if i just gave them to you at the end of my shift? At this point you know what they are and… you seem like a fine virile man.. I’m sure you can handle the stuff i draw. Maybe even enjoy it? Maybe? Huh?…” she prodded me. Oh man she was cute…

“Sure” I said in almost a goofy eagerness. Before shyly shuffling off to the office kitchen.

She furiously went back to her drawing.

At the end of the shift she found me before leaving. Wordlessly she handed me some papers and confidently strolled off.

The pictures were a sequence this time. They told a story. The first very g-rated of her walking into an apartment with two cats in it. The second more pg-13 standing in her bedroom in her bra and panties. The third had entered X rated territory as it showed her spread eagle on her bed. One hand on her pussy, and the other… holding a mop? She was looking straight forward.

I decided not to show the guys.

“No picture on the desk today, apparently she listened to you Mr Boss.” Red said.

“Aww man. I was starting to enjoy those.” Jacobie said “She is one dirty girl, I enjoy a girl with a mind like that. Big or no.”

“Yeah..” said Rook “I imagine a mind like that is attached to a tiger in the sack eh Mr Boss?” I chose to ignore that he had taken Red’s line from the day before I suspected Rook was a virgin but as someone who has had a pretty cold decade himself I didn’t think it would be fair for me to bust his chops. In fact I think all four of us were pretty lonely. Red’s second wife passed away shortly after they got married a few years ago and Jacobie was so full of shit it was up to his eyeballs. He confided in me once that he was all bark and no bite. Your bar mojo picking up chicks goes downhill real fast when you tell your potential paramore that you plunge office toilets for a living.

With the new pictures in tow the images in my head were more vivid as I jerked off to them at home. This time with a clear knowledge that she knew I was looking at them she sent some very explicit messages in these pictures. Was it idle flirtation? She made a point of telling me she didnt want a relationship. Maybe it was nothing. Or maybe she wanted just a casual fling. I don’t know. This girl’s mind was almost out of my league.

The next day we had what I often felt was my least favorite job in the office. Once a year or so we had to shampoo the rugs. This was a team effort. We started over by the executive suite. All four of us went to her desk.

“Hey I just wanted to apologize but, we are going to be super loud tonight, we have to shampoo the rugs.” I told her.

“Don’t let it bother you we’ll be out of your pretty hair in no time” Red added.

“Unless you want us doing some cleaning under your desk there. We could take some time there for you” Jacobie inappropriately said

“Shut up Jacobie” Rook said “Don’t be rude to the nice lady”

“All this fuss.. Don’t worry boys. I’ll be fine.” she said. Flustered.

The shampooer was unwieldy with a really long extension cord. Red would run the machine while Jacobie moved furniture around, Rook kept the cord out of the way and I guided them as to where to go. I could see her watching us over the cubicle popping up like a prairie dog before popping back down again. She did this several times. I was distracted and the boys knew it. They jovially teased me about it as we finished the floor.

She came by before she left and handed me the days pictures. I looked her in the eyes as I took them trying to read her intentions. She was so pretty, intense. I could tell that she enjoyed giving me these pictures and it gave her some intense confidence. She smiled widely and strode away, her cute wide ass hypnotically shifting with her as she did.

I gulped and looked down at the pictures. The pictures last night were a little clumsy in their subtlety these ones abandoned the enterprise all together. The pictures vividly depicted what was unmistakingly me, Red, Jacobie, and Rook standing around a figure of a girl with her Arms and legs bound behind her, her breasts framed by the bonds, She was hanging from the ceiling.

My eyebrows went up. This was too specific to be ignored. I am not a fool and know that this could have all been framed as passive fantasy. But now that she knew that I was going to see these pictures it all felt less passive. She wanted this to happen it was her fantasy and she wanted me to know.

The guys and I were exhausted after finishing our rug shampooing. The beers were well needed. I was extremely uncomfortable when I paused their bullshitting with my bold suggestion.

“Wouldn’t that mean we would be seeing each other’s… you know?” Jacobie said.

“THAT’S your biggest concern Jacobie? What you afraid you aren’t as big as advertised… no, the real issue here is… can’t we get into a lot of trouble here. “ Red said.

“I won’t put you guys on the line. This whole thing is my idea and i’m willing to risk it. I will pose it to her and hopefully she will say yes, or if she says no then hopefully she dont report me… i won’t bring you in unless she says yes” I assured them.

“Can you even rig that? She is a big girl.” Rook said trying to hide his erection at the simple idea of what i was proposing.

We had so much rope in the maintenance room i simply grabbed some and started doing all sorts of complex knots I had learned in boy scouts showing them to Rook.

“Be prepared… was the motto. That beam there will be fine for support. Now by show of hands.. Who is on board?”

Rook’s hand shot right up, Red took a deep breath and slowly raised his hand, Jacoby looked at the three of us.

“We should give her a safe word.” and put up his hand.

I spent the evening practicing knots and drawing diagrams. This actually got me surprisingly aroused.

The next day Red and I had to laugh at Rook and Jacobie and the outfits they were wearing.

“Jesus guys it’s just sex… we aren’t going to take her out for a dinner and a movie” Red joked.

I was nervous. This had so many ways of going wrong and only one way of going right.

She looked perfect that night. As always dressed professionally in a navy blue skirt cut off just above her knees and a white blouse.

It was hard to keep my mind on the job.

We agreed I would be the only one to talk to her before if and when whatever happened. happened.

My palms were super sweaty. She needed to work her full shift and I wanted to respect that.

“Good Evening” I managed to get out.

She flashed me a warm smile. “Good evening Mr. Boss. how are you? I hope you have been enjoying my pictures. I really think i’m getting the shading down. I got these new pens and I think they are really perfect for what i am doing and….. I’m rambling aren’t i?” she demurred a bit.

“You are. But I like it. When your shift is over come see me by the maintenance room I’d like to show you something” her cute insecurity was giving me some newfound confidence.

“Of course… plus i have to give you todays drawings don’t i?” This non rambled utterance came with a hint of sensuality that didn’t go unnoticed.

I went about my work trying to keep a level head. Our crew finished our work quickly and we were done before she was. The other three went to the maintenance room to prepare and calm their nerves with a beer. If this went south we promised to drink our loneliness away with a whole case. My palms were sweaty as I waited for her by the door of the maintenance room.

She looked beautiful as she smiled when she saw me. She had her drawings in hand. She pressed them into mine and asked.

“So you wanted to see me.”

“Uhh yeah.. So about those pictures. They are.. Pretty explicit… and specific… once you knew they were going to be seen by me, they got, more specific and explicit. I am very sorry if i have misread you but…. Were those an opus to something” I was rambling now…

“Are you asking if I went home one night and fingered myself thinking of a mop?” she jokingly asked… “that would be silly…. “ she leveled her eyes to mine. “I went home and fondled and fingered myself thinking of you… and it was awesome” her voice had grown less sweet and more sultry.

“So that picture yesterday?.. What about that?” I asked

“Well it’s all a fantasy isn’t it. Hanging a girl my size upside down with a bunch of janitors taking turns on me… it’s a nice fantasy but I am pretty sure that could never… happnnnnnnn.”

She trailed off as I opened the door to the maintenance room. On the floor was an elaborate and sturdy harness hung on a simple pulley system from the rafters. Circling the room were Red, Jacobie, and Rook all holding beers looking hungrily at her. On the wall was a collage of all the pictures she had drawn. At the bottom hanging upside down was a piece of paper which read “The safe word is “Cobbler”” She gasped and looked at me biting her lip.

“I take it that is a yes?” I stared right at her. She simply nodded. We encircled her.

I along with my boys wanted to tear her clothes off. But I kept it tempered. I wanted her to fully process what was about to happen to her and give her time to back out. I reached down and undid the top button of her blouse. Seeing the first hint of those massive breasts I knew were hiding behind them cause me to move quicker. Jacobie was at her feet helping her remove her shoes. Red was at her waist pulling off her belt and working around her hips and ass to pull off her skirt. Rook stepped behind us and closed and locked the door. As I undid the final buttonI threw open her shirt. She put her arms around me and leaned forward allowing Jacobie to pull off her shoes completely and allowing Red to start working on her panty hose. Her breasts pressed up against me I gestured to Rook to undo her bra. He fumbled for a second before I took over. Rook’s eyes looked like they were going to fall out of their sockets when Red finally finished pulling off her hose. He dropped to his knees and starting kissing the small of her back as he began to pull down her panties.

She gave some soft breathy sighs that sent reverberating chills down my spine as the boys finished stripping her and starting kissing and caressing her all over. I took her in my arms and led her to the harness. I gestured for the boys to back off. They took this as their cue to start disrobing themselves.

My boys were hard workers and though they were rough around the edges they could clean up well and were in very good shape. I gently lowered her to the floor to the harness I had designed. I had taken effort to put some soft cloth on where i thought the load would be most borne. She gave sharp sexy moans as I tightened the wrist and leg restraints behind her. Her body was warm to the touch and she seemed to radiate pleasure at what I was doing. One i had her trussed up I was ready to hoist her. She looked amazing. Her round ass was framed perfectly as it jutted out in the shape of the harness. Her massive breasts were on display as to make me salivate. She looked around the room at my boys. All pulling down their underwear to reveal their erect cocks. For the first time since this started I spoke.

“OK im going to hoist you and then we will be in control. The safe word is “Cobbler” and you will be in control again. We will let you down… you ready?”

“Oh god yes!” she exclaimed. I pulled hard and hoisted her up. She gave a joyful grunt. I tied the pulley end down. Her head was about three feet off the ground and she was splayed out for us to see. Jacoby stepped forward first… but Red stopped him and gestured to Rook. Rook was standing tall already feeling like her had hit the jackpot.

“Cmon Rook lets see what you got” Red said.

With his cock in his hand he walked to her. She licked her lips in anticipation. Rook wasn’t small by any means and he was definitely hard… Her mouth was perfectly in line with him he put his hands on the back of her head and pushed her onto him. We could see the shape of her mouth as her tongue was clearly working on and around him. Jacoby, Red and I then stepped forward towards them. By now I had disrobed as well.. We kissed and caressed every inch of her. Jacoby was still fixated on her feet. Red was kissing and playing around her ass and pussy. I had knelt above Rooks cock and was sucking on her nipples. She periodically gagged but was otherwise making contented noises.

“Oh my god I want to fuck these feet” Jacoby explained.

“Man Boss the ropes worked great and all but how are we going to get at this sweet pussy with it trussed up like this.” at this Rook with his cock buried deep inside our office slut’s mouth. Grunted

“Mmmm Boss… go check my bag” I stopped sucking on her nipples to look up at him “Be prepared right?”

I crossed the room to the Rooks bag. Son of a bitch had a veritable adult toy store in there. Lube, Vibrators, dildos, a butt plug you name it. I pulled out the lube and swapped with Red. I poured it over her trussed up ass using my hands to rub it in deep. I pulled out the vibrator and turned it on. I played with it over the lips of her delicious looking quim before holding it onto her clit. The sound of pleasure that came from her was apparently too much for Rook. HE groaned as he came in her mouth. The dirty girl swallowed some of it but let some of it dribble over her face. By now she was feral.

“More… More cock.. I need more” she growled. Red stood up and pushed himself into her mouth. As she sucked Red off I plunged the vibrator into her. Working it in and out of her was so much fun for me. I worked her into a rhythm which she clearly appreciated she was showing that appreciation on Red’s cock. For his part he managed to be able to still massage her massive upside down tits as she was sucking him off. Jacoby was still working on and rubbing around her feet. So that’s something I now know about Jacoby I guess. Honestly we were learning a lot about each other and I was proud of my boys. We had this office slut howling in heat and everything had gone without a hitch. Rook had recovered and had pulled out one of the butt plugs. Together he and I fondled and fingered around her lube soaked ass preparing her for it. I was still working the vibrator in and out of her. Finally when we thought she was fully open and ready we slid it in her as well. Another wave of deep feral groans before she gasped in orgasmic bliss. Red let loose as she did so. She took some of his cum in her mouth and now more on her face. She sucked him clean before panting for more. Jacoby took this cue… His fondling of her feet and toes would have to wait as she started sucking him off too. Rook and I took turns fucking her with the vibrator and one of the dildos he had brought. Jacoby was a lightweight and lasted only a few seconds. This time she swallowed and was ready to call for more. Rook and Red both indicated they wanted to go again.

She panted… “Both… at the same time. I want two cocks in me now”

This was a bonding experience I had not expected but Red threw his arm over Rooks shoulder as they pressed their cocks together and crammed them down her throat. Jacoby went back to her feet and I continued working her pussy and ass into a frenzy.

Like clockwork Red and Rook exploded all over her face. Which was still beautiful but the white cum started looking like a stark contrast to the reddening of all the blood flowing to her head.

Rook said it first “Boss Im worried this slut is going to pass out, I don’t know if you are going to get a turn”.

She panted. “Its ok you can let me down. I need Mr. Boss to look at the picture I drew him anyways.”

Everything seemed to slow down. The boys lowered her to the ground gingerly removing the butplug and the dildo and removing the straps. I crossed the room to where my clothes were. There by my shirt was the drawings she had done for me that day. The first drawing was another G-rated one. It was.. Me. and her… holding hands at the elevator of our building. The second was that same apartment with the 2 cats as before. She and I were at the doorway and she was kissing me. The third was us on her bed her naked riding me on top.

I folded the picture up. The boys looked confused as I crossed to get her a towel to clean up and collected her clothes. Wordlessly they helped her clean up and put her clothes back on. I started getting dressed myself.

Jacoby spoke “So you aren’t gonna fuck her Boss? This was your idea”

“SHUT UP JACOBY!” Red smacked him hard on his naked chest.

“Oh he’s gonna fuck me alright. But he gets me all to himself. And… for organizing this…. Any ways he wants….. Goodnight boys. Don’t forget to clean up!” She said coyly as she took my hand in hers. We walked to the elevator and rode home to her place.

Source: reddit.com/r/sexystories/comments/8zn26n/mmmmf_the_janitors_artist_mdom_bbw_bd