Sexy Associate, Second Time

After my first time with Lauren, I didn’t pressure her or do anything until last week. I loved writing about our first time and have more. From the feedback on my last post, you may not like it, but I have Lauren as my sexual partner now. And I’m reliving every little detail as best I can. Screw you if you don’t like it, I’m living out a fantasy and so far it’s perfect.

Lauren was nervous around me, but continued to do her work. She did okay, but still is just average at best. Two weeks ago she screwed up something and gave a really bad answer that upset someone in senior management. Last Monday I called her into my office and close the door.

I started by saying , “I told you I’d be your advocate, but it’s not easy when you make mistakes.” She replies, “I’m so sorry, I didn’t mean for that to happen.” I look at her and shake my head no slightly. “I know you didn’t MEAN for it to happen, but it did and it makes both of us look bad.” The error wasn’t the end of the world, but I played it up as if it was a major mistake.

We continued to talk about the error, and finally I said, “I think we need to try something.” What?” Lauren asks me. I reply “I think first of all you need to dress up a little more, and maybe you and I need to meet more often.” She freezes a little as she immediately understands where I’m going. She stares at the stapler of my desk and I continue. “You have great legs and a great ass. I’d like to see more of that. You’re breasts are perfect, so maybe we figure out something to show them off sometimes, too.” She doesn’t look up or nod her head, so I ask, “Are you listening.” She nods yes. Then I continue, “Okay, by Wednesday, you need to find a very short skirt and put on some hot shoes. Wear a tiny little thong underneath.” She just stared at the desk. “Lauren, it’s okay if you don’t want to do this, I just want to help you out.” Lauren looks up at me, stress on her face, “I’ll do it, I promise.” I reply back, “Are you sure you want to?” She timidly gives a reply of “Yes, I do.” Then she asks, “But what about HR? They already wrote me up for not dressing right, and this will be my third written warning.” I said “They won’t fire you. I’ll tell them I need you to be here now that I laid off Tammy in your place.”

Wednesday came and Lauren did as she was told. She came in wearing a close fitting black sweater with a white bra underneath that you could sort of see through the shirt fabric. The skirt was a large tartan pattern – blue background and white stripes. The skirt was pulled up to her belly button and the sweater just ever so slightly went past the waistline of the skirt. The skirt only covered a few inches of her thighs. She wore a pair of heeled black boots that went up to cover her knees. From behind her ass was covered but just barely.

At first I didn’t see Lauren, but I went over to her cube late morning to see what she was wearing. She sat stiff in her chair, legs glued together and hands in her lap to cover herself. I said, “Around 2:30, come to my office.” Right at 2:30, she hurried into my office and shut the door and locked it without me even asking. I got up from my desk and stood in front of her. “Has anyone bothered you about your outfit?” I asked. “No, I’ve been staying at my desk.” She replied. “That’s good,” I said, “have a seat.” She sat in one of the conference chairs around my little table. “Take your hands off your lap.” I said. She did, and the tops of her thighs were visible and the hem was maybe an inch from her crotch. I lifted her hem with a finger and saw her underwear was a small sliver of white fabric molded against her hairless pussy. I used both hands and pushed her skirt up around her butt, and she lifted to allow me to get the skirt up to her waist. The thong was amazing, just a landing strip of fabric maybe two inches wide disappearing between her legs, attached to a single elastic band running around her hips. Just a little piece of elastic for a thong in the back. Again I think of how lucky her husband is.

I looked at Lauren and said “Spread your legs.” She starts taking off her boots and I let her do it. She spread her legs until they rested against the arm supports of the chair, then I lifted her knees so they could rest on the arms themselves. I went down on her pussy, kissing and sucking through the fabric. She pushed forward slightly to meet my mouth. I eventually moved the fabric to the side and began licking between her labia. Every time I hit her clit she gave out a small “Ha, Ha, Ha, Ha, Ha”. Her clit is sensitive! I swirled my tongue on her clit and she grinds her butt in the seat. She shook her hips slightly to work her clit against my tongue. I stopped, undid my pants and pulled out my hard-on.

“Are you on birth control?” I ask. “No not yet.” She replied. I looked down at her thong string disappearing into her ass crack. “Have you ever had anal?” I asked. “Yes.” She says. “With your husband?” I press. “Yes, but only a few times.” She replies. “Do you use lube?” I ask, and she replies, “Yes, we do.” I’m kneeling between her gaping legs, my dick pointing to her pussy, and we’re talking about whether she does anal. “Okay, if you won’t be on birth control, you better get lube.”

Her pussy is wet so I move up to her and she wiggles her way to my waiting dick, we meet and I begin pressing through her labia. I get all the way in, but to get there, I’m on the balls so of my feet laying over her while she’s slid way forward in the chair, my hands clutching the chair back for leverage. Our faces are cheek to cheek while she stares at the ceiling and I sniff her perfumed neck. She is so wet and tight it’s amazing. I should’ve told her to take off her shirt, but too late for that. I keep pumping her up to the hilt. I can feel pressure building until she moans without opening her mouth and orgasms. “Shhh” I whisper and the orgasm caught me by surprise and I feel my dick well up with jizz. I almost lost it but I slowed and pull out. I get off of her and stand up. “Okay, stand up and turn around, lean on the table.”

She takes the same pose as last time, palms on table supporting her upper body, back arched and ass sticking out at me. I spread her cheeks to see her little puckered asshole better, then spit on my fingers and begin to lube it. “I’m not ready for that.” She goes, “please don’t…” she trails off. I say “It’s okay, Lauren, relax. I won’t push all the way in, just the tip.” I spit and rub her some more, between spit and her juices on my dick I’m pretty lubed. I push against her and she’s tight at first, so I say “relax a little.” She does, and her asshole softens. She pushes back slightly as I push in and I slowly press my penis head into her ass. I’m in maybe two inches at most. I stay there and pump lightly, maybe moving half an inch. I pull on her hips to stand up slightly and she does. Now she’s not balanced on the table and sways more so I get a better angle a little more depth but still don’t ram her. I run my hands over her tits through her sweater and bra. This only lasts a minute at most and I begin to spunk in her.

As I finish unloading my jizz, Lauren stands up more as if to move away. “Careful,” I say, “it’ll leak in your pussy.” I lead her by the hips and we walk backward to my desk. I grab tissues and slowly pull out while making sure to catch any jizz in the tissues. I stuff some tissues in her ass and use her thong string to tuck it in tight. I have her stand straight, then I roll her thong so that it pulls up in to her ass and pussy and wedges the tissues in her asshole. “There you go” I say pressing the tissues in. “Thank you” Lauren replies. I ask her, “Did it feel good for you?” She replies quietly, “Yes, I came hard. Thank you.” I tell Lauren how beautiful again and she smiles a little shy smile and says “Thank you.” I say to her “I have to drive up to our other office soon. When I go, I’m going to try to arrange for you to come with me.” She looks at me a little nervous and says, “What about my husband?” I reply, “He’s not my problem.”

I pull up my pants and say “Okay, you better go.” She pulls down her skirt and puts her boots back on. I let her out of the office just as an HR woman is passing by. HR looks down at Lauren’s mini skirt and says, “Come with me.” They head off to HR. Lauren got a verbal warning to watch her hemlines.

Comments

Anonymous

by Anonymous on Sep 30, 2020 at 3:59 PM

She actually sounds a little simple. I love how you came in her ass and she had to walk around with a tissue in her hole. You da man I guess.

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