Mary's 20 Labors

I was sitting at the bar one Thirsty Thursday in late October. My buddy, Jim a local cop, was talking about taking his wife the weekend before up to his NH house on a lake. It's a beautiful place. His Father had bought a big piece of land when he was young. Got married, had kids and never had the money to build a cabin. My buddy and his brother bought a huge prefab log cabin. The company came up and built it. Well I don't know the term. They put up the walls roof windows and doors, and with friends the sons did the finish work over an entire summer. Calling it a log cabin doesn't do it justice 4 bedroom, 2 bath, floor to ceiling windows overlooking the lake. The place is beautiful.

They finished enough to bring their parents up for fall foliage and give them the keys. Since then the parents have passed and the bothers share it.

"Hey would you like to rent it out to a friend?"

"Just ask and it's yours. I am not charging you. You helped me build it. Well let's be fair. You were a good gopher. He laughs so hard he snorts.

"Do you or your brother have plans Christmas/ New Years? It would be great to go with a couple of couples we get together with for New Years."

"Let me check with my brother. I think that time is good. We usually ice fish on the frozen lake in Jan/Feb. Let me text him."

I wave Cathy over for the next round on me. It takes a few minutes, and no his brother has no plans. He tells him he is letting me use it for that week. I am so excited I tell Cathy to put his tab on mine.

The next day at work I encourage my assistant to take off early. "It's slow enjoy your weekend."

"Thanks Boss I will."

I text Mary.

Me - Report to my office before going home

Mary - Why

Me - RU questioning me?

Mary - No

Me - Good I would hate to have to take my belt off when you get up here

Mary - No no. I will see you soon

Just a few minutes after 3:30p Mary walks in my office. I use my tone. "Close and lock the door." She looks at me unsure of what's happening, but does as she is told. "Strip". Now she has a deer in the headlights look. "It has come to my attention that you are behind on your labors. We are going to remedy that this evening. Now strip or I will bend you over my knee as is and I Will use my belt on your ass."

That gets her moving. It takes a moment and there is nothing sexy about it. I push my chair back and wave her over. She stands between my legs and I push her back into the desk. I start tweaking her nipples softer at first but firmer as I question her.

"You said you have Rob for Christmas and asshole gets him for New Years. What day does he go to assholes?" I ask.

"The 28th and he comes home the 2nd." She lets out a deep moan as I squeeze a little harder. "Why?" She asks.

"You don't get to ask questions. Crawl under the desk with you head sticking out."

She looks at me and smiles, and drops to her knees and backs up under the desk. I drop my pants and sit on the edge of my chair and roll forward. Get to work while I make a call. Mary puts her hand around my hardening dick and sucks it into her mouth.

"Hi Jim. So does the 28th to the 2nd work? It does. Are you sure neither you or your brother have plans? That's great Jim I just need to double check with Mary and be sure she has no plans. No she hasn't gotten back to me yet. OK I will see you Thursday, and drinks are on me. OK. Thanks again."

Mary pulls herself off my dick. "What plans? Get back to you about what?"

"Didn't I tell you no questions?"

"Yes sir." She answers.

"Get back to work." As she sucks me into her mouth again. "Look at me." She looks up as she sucks. "Make me cum three times before 11:59pm and I will tell you."

She pulls off me real fast and smiles at me. "Piece of cake."

"Oh one small thing. Tonight I am taking you to dinner, a movie and a late night drink after the movie. We won't be home."

Mary just shakes her head but keeps sucking. She keeps going for a few minutes but I want a little more. I push the laptop aside on my desk, I roll my chair back and look down at Mary. "Ass on my desk Now."

Mary crawls out and sits on the edge of my desk, and leans back. I sit back in my chair and roll forward for my late afternoon snack. She has a big smile on her face as she realizes what I am planning. I run my tongue up between her pussy lips and she lets out a long MMMMMMMmmnm. She gasps as I suck her clit into my mouth. I pull off her clit and slap her ass to get her attention. She looks at me. "If you cum before I cum three times tonight we aren't going anywhere. We will stay home where you will get spanked and ass fucked every night tied to the bed while Rob is at assholes."

I lean back in and suck and lick her clit. "Please no!" she begs. "Don't say that and then eat me out. Please!! Oh god."

"Was that too much? Were you getting excited?" I ask.

"God please don't do that and say I can't cum."

I drop my tone. "I can and I will. I am going to take you to the edge and then stop all night. I am going to make you so wet your socks will be wet. I am going make you so sensitive your clit will be thumping like a bad toothache."

She has a horrified look on her face. "I will give you one out right now. I am going to fuck you, if you can't hold out just tell me and I will pull out... and finish in your ass." I tell her.

She groans and drops back onto the desk. I step up and push right into her. Within 30 seconds I am fucking her hard. I have her legs on my shoulders and I am watching her boobs bounce with the fucking. I can feel myself building up. I can feel her squeezing me harder and harder. I think she is try to hold herself back and probably doesn't realize what it's doing to me.

Mary starts gasping. "Please stop I can't. I am going to cum." I keep fucking and reach down for her clit and give it a firmer squeeze. Her face reacts first. Her eyes open wide, her mouth opens in shock and she lets out a Scream. Thank god no one is in the office. They would have thought she was being killed. What also happens is interesting. Her pussy clamps down on me like never before. I can't help myself. I cum inside her.

I fall against her and the desk as I cum and stay buried in her. She is lying there her face scrunched up as again I feel her squeezing around me. She is just muttering. "No no no no." She opens her eyes and looks at me and pleads. "Please pull out of me. PLEASE."

I pull out and sit in my chair. Mary stays on my desk just laying there clenching up now and then for about a minute or so. She looks up at me. "Shit that hurt."

"But you liked it didn't you?"

"No!"

"Then why did you squeeze me like a vice, and then lay there fighting not to orgasm? Just admit you like the pain & pleasure." I reach out and rub her clit gently.

Her body spasms and she pushes my hand away. "Please you said you would stop."

"And if you didn't like it you wouldn't be ready to cum at my gentle touch." I tell her.

She covers her face with her hands. "What did I ever do to deserve this."

I grab her arm and pull her off my desk. And then onto my lap. I grab her hair on the back of head and pull her to me and kiss her hard. As we kiss I start rolling her nipples between my fingers. She is moaning as we kiss. I break the kiss, but keep a hold of her hair. "What did you do? You smoked pot while working and agreed to 20 labors to save your job. Have you forgotten?"

With just a slight smirk on her face. "No sir"

"Good now suck me clean so I can get dressed." I tell her.

She drops off my lap onto the floor and starts to lick and suck me clean. I stand up and pull up my pants. I can see out my window our cars are the only ones left. Mary starts to get up. "Did I say you could get up?"

She gets back on her knees. "No sir."

I walk over to her clothes and pick them up. "I will pick you up at 6pm. I want you in a nice dress, and one of those thin bra and panties sets." I drop her panties on the floor and walk out.

I hear Mary yell in a pleading voice. "John no..." and my door closes. I drop one shoe outside the door. I walk about 10ft and drop the other shoe, another 10ft her bra. I come to an intersection in the hallway. I toss her shirt and pants in opposite directions. Down the hallway behind me I hear. "You are an ass."

I turn and stare at her. "And your ass will pay for that comment later tonight. See you in about 2 hrs." I turn and walk down the hall.

Just a little after 6pm I ring Mary's doorbell. She opens it and looks nice. I nice black dress to mid thigh with a bit of a scoop front. It shows some cleavage but not too much. I put my hand on her collar bone and push her back in the doorway and against a wall. I slide the hand up to her neck and lean over and kiss her hard. Her hands at first push against me. I think it's a reflex to being pushed back and my hand going around her throat. They then relax against me and she kisses me back. I break the kiss and nuzzle and kiss her neck.

"Jesus you look good enough to eat." I say in her ear as my hand starts to pull her dress up.

"John the door is open. Close the door."

I pull back and give her my tone. "Are you telling me what to do?"

"No, but..."

"Did you forget I told you you owe me a labor?"

"No"

I grab her by her shoulder and flip her around so she is facing the wall. "Take a step back." She shuffles back. "Again." She backs up again. I push her shoulders forward into the wall. I reach down and pull up her dress over her ass and then her panties down off her ass. I rub the remote vibrator along her pussy lips.

"Oh please no." She begs. "You said I can't orgasm before you. Please not that."

"Did you expect me to just let you use your hand or mouth and win?"

"No, you are..."

I smack her ass firmly. "Be careful. Your mouth has already cost you a punishment still to come. Do you want to make it harder on yourself?

"No no. I was going to say 'you are right'"

I push the vibe in her and she moans. "I would suggest straightening your clothes unless you want someone walking down the sidewalk to see you."

I think for a moment she forgot the door was open. She swears and goes as close to the wall I had her against to hide behind the partially open door while she puts herself together. It's a cooler night. I offer her a coat from the coat rack and offer her my arm as we walk to the car.

I open the car door and hold it as she gets in. I lean down and into the car and give her a soft passionate kiss. I hold it long enough to cross the line of a simple kiss. Long enough to allow me to slide my tongue into her mouth and have her moan into the kiss. I pull back from the kiss as I cup her boob and squeeze the nipple through the dress real fast. "My Sexy Lady looks real nice." I stand up and close the door. I want to keep flip flopping tonight. Be the sweet loving John and then John the Dom assigning her labors.

I get in the car and drive off. It takes her a minute but she notices the butt plug I have on the center console in front of the shifter. Now in drive it's more obvious.

I hear "Oh shit."

I look over and she is staring at the medium plug. "I told you earlier calling me an ass was going to cost your ass. That's the cost. Do you have another comment to make?"

"No sir."

We pull up to a nice steakhouse a town over. It's been around for about 20 years. It's privately owned. It has nice private booths and tables. They have higher backs to provide some privacy and there is a comfortable space between tables. You don't feel packed in.

We sit there sipping our drinks while we wait for our salads after ordering dinner. For dinner she will have Sweet John. We are through with dinner, the dishes are cleared and she excuses herself to go to the ladies room. She comes back and sits. Now I have to check and make sure she didn't take the toy out.

Just a low level buzz, about 10-15%. Just enough for her to jerk herself straight and look at me and sigh. I think she has figured out. There is no winning tonight, only surviving until after my third load. With my tone "I had to make sure you hadn't removed it in the ladies room."

"No sir I didn't."

"Good girl. Maybe if you continue to be good you can have a special treat in the movie theater." Her face goes a little blank. "That's right you heard me right. You need to get number 2 soon. If you wait to long for #2 then you will need to work extra hard and long for #3. Of course the choice is yours." The waitress brings our check and I hand her my credit card. "I would think the parking lot or In the theater but again ladies choice."

I turn off the toy and she relaxes a tad. "Oh by the way. The toy will be on low like that to start with, but the longer it takes you the higher the setting goes. The waitress brings the check back I sign it and get up. I offer Mary my hand up and then my arm back to Sweet John.

We pull in to the movie theater and Mary asks. "How long before the movie starts?"

I look at my watch "About a half an hour."

She smiles wide while licking her lips. "Plenty of time." She reaches over and pulls my fly down and has trouble pulling me out because I am hard.

I unbuckle my belt and pull my pants to my knees. Mary is kneeling on her seat to bend over and suck me into her mouth. I recline my seat back to give her better access and she takes advantage of it. Once I am no longer sitting up she is able to take me deeper.

I pick up my phone and zip her right up to probably 75% on the vibe and right down to barely on at about 10%. She jumps up and off my dick and gasps. After the initial shock she settles back down to blowing me with a moan.

Mary knows I love her blowjobs. I love the feeling of the head of my dick pushing in and out of her throat. She backs off for a breath and jerks me, then sucks me into just her mouth licking my head and sucking on it. She just keeps going back and forth. After 2-3 minutes I up her a tad to just under 20%. She lets out another moan but keeps going.

I up the ante. I reach out and pull up her dress over her ass to start rubbing it. She never stops sucking but gives me a unhappy moan and reaches back to pull her dress down over her ass. "Are you Telling me what to do here?" I growl at her after pulling her off me by her hair.

"No sir."

"Get back to work before I bump up the vibrator."

Mary doesn't hesitate she swallows right down her throat. I take my hand off her ass and lick my middle finger getting nice and wet. I then reach back to her ass and wiggle my finger in her puckered asshole. This gets me another groan. I pull my finger out and wet it some more. I push it back in and this time I finger her ass. I can feel the vibe going off inside her. I push my finger down to push the vibe against the wall of her pussy.

Mary pulls off me. "Fuck. Jesus please don't push it against me."

"What's the matter are you getting close to cumming? So am I. Who will make who cum first?" I ask

She dives back down on me. Swallowing me again and throat fucking herself. She tries to get at my ass to do her prostate trick but my legs aren't spread enough in the car. She then starts gently rolling my balls in her hand. Short of pulling off me to gasp in a breath she never stops.

I can't stop. I pull my finger out of her ass and grab her ass cheek. With my other hand I hold her down on me and I cum hard. I am seeing stars. Mary is trying to pull off me and slapping my thigh. I finally realize and I let her head go. She comes off me coughing and gasping.

We are both catching our breath and she goes to sit. "Did I tell you to move?"

She looks at me "No sir". She bends over without prodding and licks and sucks me clean. Since she is learning tonight I turn off the vibrator.

Mary lets out a small "Ahhh. May I sit back now sir?" She asks.

"No you are in the perfect position do not move." I reach under her for the butt plug. I push it against her lips. "This is your punishment from earlier. Your ass gets the plug. Now get it wet or I will shove it in as is."

She opens her mouth and starts licking the plug. I pull it out, and hold it against her asshole. "Now remember this is stuck in your ass because you called me an ass earlier. Do you have anything to say?"

"No siiiiirrrrrr." As I push the plug in.

"Now you may sit down." I tell her.

She looks in the visor mirror and runs her fingers through her hair, blots her eyeliner that ran a tad, re-applies her lipstick, and pops a breath mint in her mouth. She then goes to work on wiggling back into her panties.

I get out of the car and tuck in my shirt as I walk around to open her door. I reach for her hand and help her up. I reach down to her hips and smooth her dress. Giving her hips and ass a rub. "Honey your dress bunched up a little in the car."

She smiles up at me. "Thank you."

I bend over and kiss her. Holding her softly against the car in my arms. I kiss her passionately. I break the kiss and she giggles and reaches up to wipe lipstick from my lips.

"I guess I should have done this." I bend over and start kissing and nibbling her neck and ear.

She starts moaning and then giggles. "John people are looking."

I stand up and take her arm. "They should have been looking a few minutes ago. Then they would have gotten a real show."

She hits my arm. "Stop it! What has gotten in to you tonight."

I turn and stop holding her shoulders. "You are my Sexy Lady & my Dirty Little Slut. You can be both at the same time. Tonight I will love you and use you, and if you are a very good girl before 11:59pm I might just take you home a ravage you until you beg me to stop."

Mary reaches up to me and pulls me down to her face and gives me a gentle loving kiss. "I am happy to be both of those things for you whenever you want."

"How about for the next 2 hours you are my Sexy Lady, well with a butt plug in her ass and a vibe in her hot pussy."

"God you don't stop." And she pulls my arm to keep walking. I let her pick the movie. Nothing I am interested in, so it's a rom-com. We get sodas and share a reasonable sized popcorn. Jesus these buckets got BIG. Mary spends the majority of the movie leaning against and hugging my arm to her. Now and again I twist my hand a little to rub her boob. She lets me get away with it until she hears someone move and then she pulls my hand away. I kiss her head every time and she rubs my arm. All in all an enjoyable 1 hour and 45 minutes.

We are walking out towards the car and I pull my arm from hers and wiggle the butt plug in her ass. "Stop!" And she swats my hand away.

We get to the car and I press her into the side of the car by the trunk. I reach between us and pull up her dress and wiggle the butt plug, and pinch her ass. "Did you just tell me to stop? Do you want me to pull out the plug and fuck your ass right here and now?"

"No I am sorry." She begs.

"As well you should be. I show her the vibrator app. Do you want to orgasm before I cum for the third time? I can put this to 100% and end this now."

"No I am sorry. Please don't."

I smooth her dress down and gently turn her and in the sweetest voice. "How about we go see Cathy for a nightcap?"

She looks at me and smiles. "Sounds great."

The drive to the bar is uneventful. We arrive and sit at the bar. Cathy sees Mary and runs around the bar to give Mary a hug. It's a longer bar so it gives Mary a chance to turn in her seat and me a chance to open the app. They hug and I roll Mary to about 50% and back down she goes stiff and yelps a little. Cathy steps back. Looks at Mary and in the mirror on the bar she must have seen me on my phone.

Cathy surprises me and snatches my phone. She looks at it, shows it to Mary. "Is this what I just felt?" Mary turns 10 shades of red, and nods her head. Cathy puts the phone on the bar, looks at me. "Why are all men pigs?" She takes Mary by the hand. "Come with me honey." And they disappear out back. I shrug my shoulders and ask the other bartender for a drink.