Free Erotic Stories

Office Assistant - Part 3

“Good morning beautiful, how did you sleep?” He asks.

“I haven’t slept that well in a long time, it must have been all the exercising that we did yesterday. I feel great this morning and look forward to our day.” She says.

“I am excited about our day too. First, we need coffee and since you’re on my payroll now, I think we should start with a morning inspection. Let’s have coffee in my office, I will do my first inspection at my desk.” He says.

Leading her to his office, he says “bend over beautiful, this will be a trial run for what’s to come.

Bending over his desk, spreading her legs she says “Sir, I am ready for my inspection.”

His hands explore her body, first down her back, then down her legs and finally her ass. Slapping one cheek and then the other, spreading her ass cheeks he rims her anus with his finger.

“I see that your out of compliance my dear, you’re a naughty girl slapping her ass. This will require corrective action. Open your legs wider.” He commands.

Spreading her legs open wider, she says “I am sorry sir, I promise that I won’t do this again. I am ready to accept the consequences.” Hearing her say “sir” sends him over the edge. Shoving his cock hard and deep in her pussy makes her whimper. “Not so hard.” She begs.

Grabbing onto her waist, he plunges his cock deeper and deeper. She begs him to slow down, he doesn’t. Her begging made him thrust harder. Smacking her ass, a little firmer with one last push, he unloads inside of her.

Turning her around he says “I am sorry that was so rough. I promise I won’t do that again. You send me over the edge, and I couldn’t restraint myself.”

“It’s alright, I admit even though it was a little rough it felt incredible. I was out of compliance, so it was to be expected. Sometimes rough sex can be fun.” She says.

“You’re so naughty beautiful, it’s sexy to think that you want me to overtake you sometimes. What a turn on.” He says.

“Only on occasions and I will let you know when.” She adds.

“Okay, I understand. Now let’s get our day started, we have some shopping to do.” He says

“I think our first stop should be the adult store. Visualizing you with a butt plug excites me. How do you feel about wearing it while we shop today?” He asks.

“Sure, will you be able to contain yourself?” She asks.

“I will contain myself. Once we get home however, I can’t be responsible for what may happen.” Laughing

Arriving at the store they are greeted by a very helpful saleslady. Leading them to the anal toys suggesting a size. She informed them that they are welcome to test the size, showing them to a private room. Bending over spreading her legs, her lubes her ass. Inserting two fingers he asks if she’s ready for this.

“Yes, I am ready.” She says.

Inserting the plug into her ass. “How does that feel?” He asks, “It feels amazing.” She says.

“Good because it also looks very sexy, he says.

Returning to the store floor, he tells the saleslady that the size is perfect. “She’s wearing it now; we hope this is okay.” He says.

The saleslady asks if there is anything else they need. She says yes, “Do you have the penis toy that goes on him? You know the one that would allow DP play?”

“Yes, I do, in fact my husband and I use this, it’s pretty amazing.” she adds

Looking surprised he says to the lady “whatever she wants.” He says.

“Great, I would like that too.” She says.

In the car he asks, “What is this DP toy you’re talking about?”

“Well, it allows you to have your cock inside my pussy or ass and the toy goes where you’re not. This means you can fill both holes at the same time. It’s a fantasy of mine to have two cocks at once. Since that will likely not happen, this is the next best thing.” She says.

“You have a fantasy to be with two men?” He asks.

“Yes, I do, it’s been a fantasy of mine for years. Since it’s not happened yet I thought I may as well give up on the idea of it happening.” She says. “I have news for you beautiful if you want two men your wish is my command. I would love to fulfill your fantasy and I know just the person who would be willing to help me with that.” He says.

“Oh, do you now? Is this something that you have done before? She asks.

He tells her the story from long ago when he traveled for business. He met a couple at the hotel bar. They invited him to their room; the husband was into watching his wife with other men. He went onto to say that at some point the wife wanted us both inside of her. She was on top of me while her husband entered her behind. He admitted that it was the first and last time he had done this. And went onto to say that it was hot to see a woman being serviced by two men. It was a huge turn on for him and he had always wanted to try it again. He added that he and the husband fucked his wife the entire weekend.

“So, if this is something that you would like to try, I am on board. I have someone in mind who I could trust, and I am certain that you wouldn’t be disappointed. Let’s try the toy first to see if it’s something that you really enjoy, and we can talk about.” He says.

“Fair enough. While it’s been a fantasy of mine, I am not sure that I could handle two men. After all I wouldn’t want it to be all about me.” She says. “It’s all about you beautiful, you don’t need to worry about pleasuring us, the pleasure would be all ours.” He says.

They spend several hours shopping. Before going home, they stop for dinner and some wine. Arriving back at his place, he asks her if she would like to try the new toy.

“Are you anxious to see if I like DP” she snickers.

“As a matter of fact, I am, something wrong with that?” He smiles.

“I admit I am anxious to see what the hype is all about.” She smiles.

Racing to the bedroom, stripping out of their clothes, he removes the butt plug from her ass. “Your ass should be good and ready.” His cock rock hard and ready for her. He puts the toy on and tells her to get on her hands and knees. Before entering her, he rubs her cheeks, “you’ve been a naughty girl today (slap, slap). Are you ready for two cocks? He says.

“Yes lover, fill me up with those cocks. Inserting the dildo into her pussy his cock into her ass, he pushes slow and deep inside both holes. Gasping, she moans “oh my god, this is feels incredible! YES baby, fuck your naughty girl.”

“You like how two cocks feel naughty girl?” He asks.

“Yes, it feels amazing.” She says.

Pushing both the toy and his cock deeper, their bodies moving in sync back and forth. He slows his pace while she quickens hers. “That a girl, fuck those cocks.” Slapping her ass. Holding onto her waist, he pushes deep inside both of her holes fucking her hard and fast. She moans many times that she’s coming. Fucking for a good 30 minutes, he says “I am going to fill your ass.” Pushing one last time deeper he screams “I am cumming.” Filling her sweet ass with his hot juices.

Falling onto the bed he asks,

“So, how did it feel to have two cocks inside of you? Is it what you expected? And did you like it?”

“I loved it. I imagine feeling 2 real cocks would be mind-blowing and would be so much better. In the meantime, that was incredible I had multiple orgasms. How did you like it? Was it a turn fucking me with a toy and your cock?” She said.

“Yes, I liked it, it was hot watching you take two cocks at the same time. And you’re right 2 real ones would be so much better. The feeling of two sets of hands exploring your body will take you to another level I promise you. If you want to explore this we can when you’re ready, no pressure. We can keep playing with the toy in the meantime.” He says.

“I appreciate that you’re not pressuring me into anything. I would like to explore that with you if you’re into it. Surprise me with this. Let it come to you naturally when you’re ready. There’s no rush as I am not going anywhere. We have work to do after all.” Giggling

“I am into pleasing you in every way and yes, I want to fulfill your fantasy, I think it would be so hot to pleasure you with another man at least once. I don’t want to share you indefinitely. I will surprise you when you least expect it.”

Before falling asleep they make love slow and gently one last time.

Waking in the morning her body felt a little exhausted. She hadn’t had sex like this ever, she loved the feeling. She needed to go home at some point, yet she also wanted to continue playing with him. Reminding herself there was plenty of time ahead. He brings her coffee in bed. “Good morning handsome, thank you for the coffee. The past couple of days have been amazing. I never thought things would go so well. I am excited to see what happens next. I don’t want to leave; however, I do have some things to do before I start working with you tomorrow.”

“I understand, I also need to get things ready for you to start tomorrow. I have a favor before you go. I would like to do a test run on what your morning inspection will look like. Would you indulge me? Get dressed in one of your new outfits and meet me in my office? I will be waiting for you.” “Sure, I will meet you in your office shortly.” She says.

She gets ready for her test run. Wearing short skirts, low cut blouses and heels made her feel incredibly sexy. She purposely forgets her butt plug knowing this could result in disciplinary action, something she wanted. Entering his office, approaching his desk she greets him with a smile, Good Morning sir, Are you ready for me?” She asks.

Facing her, he begins his examination.

“You look beautiful this morning; I like your clothing choices today. Now let’s see the rest of you, bend over.”

Bending over, he lifts her skirt. “Good girl, I see that you didn’t wear any panties. I do however see a snag. It seems that you have forgotten something, you understand this is a violation of your revised dress code. Slapping her ass, he says, “I must take corrective action, you understand?”

“I am sorry I forgot. I understand the consequences.” Whimpering and wondering if he would be rough with her.

“Good, I promise that I won’t be rough this time.” Rubbing his cock up and down her wet pussy, he slips inside of her pussy, pushing hard and deep.

She moves her body to meet his, he pumps her faster. Pulling out of her pussy, he slowly inserts his cock in her ass.

She moans, “yes, fuck my ass I am a bad girl.”

Pushing deeper inside her, gently spanking her ass he says, “Good girl, fuck my cock with your hot ass.” Their bodies move in sync a little faster. She moans,

“I am cumming”

“I am ready” He moans, unloading his juices deep in her ass.

Holding her he says “that was amazing, I can’t get enough of your sweet ass. I could stay inside of you for hours.”

She moans, “I love it too.”

To be continued: