RELATED TAG: work spanking sex stories
Boss Needs Lovin’ [part 1 of 2]
By: Pent Up (cell239@hotmail.com)This is my first story, so be nice…
- – -
Now it was a day like most days: boring and a waste of time. Ken had always hated going to work and being behind a desk all day. He usually ended up getting his work done ahead of time anyways; leaving him to play with a Tangle, a toy that always kept him company. In fact, he had a bad case of picking at his fingers, a symptom of his anxious nature. He had lost blood doing this, and his fingers got infected often; the Tangle, a simple plastic toy, got him off it.
Now, if finding himself in a situation that got him anxious, he picked up the Tangle and started messing with it. It especially helped when his boss, Ms. Trelawney, walked in on his playing on the computer. He was a bit of a nerd, so he was always playing Star Trek games online, charging his fees to the company tab, which had gone unnoticed ever since he was moved up to the desk job, and at 25, Ken didn’t look anything like a nerd: broad shoulders, heightened muscle development, and a 9-inch cock that had never been used before.
It was especially troublesome at night. He always worked nights, relentlessly typing up reports for people too lazy to do it themselves, especially for the female employees, who went under his desk and paid for his services rendered for an old-fashioned blowjob. It beat beating off, something that he had almost got caught for by Trelawney herself: a very embarrassing experience. But Ms. Trelawney herself, a woman in her late-40′s to early-50′s, was a MILF beyond comparison. She was even a grandmother!
Ken had more than once imagined his boss getting under the desk for him and giving him more than the blowjob. He saw his dick slipping in and out while between her luxurious D’s until finally coming all over them, getting her in the eye accidentally in every one or two fantasies.
This night, however, was different. The office building was empty, and Ken was, as usual, staying behind to do his reports. He had just received a blowjob from the cute secretary for Ms. Trelawney, even going as far as repaying her for her services with his tongue lapping at her engorged clit. Before she got to orgasm from his oral pleasuring, there was a knock at his office door. The secretary kissed him full-on and fixed her skirt while Ken got up and fixed his clothes: it was Casual Friday. Another kiss and she was off, only to finger herself for the rest of the night, imagining Ken’s penis ripping through her slit and going in and out of her.
As the secretary left, Ms. Trelawney was the one to step into the room. She was also dressed for the casual workday, but her clothing was different from the usual casual days. Instead of a sweatshirt, she wore a form-fitting blue blouse. Instead of a pair of loose jeans, hip-huggers revealed the beautiful curvature of her ass and thighs and calves. And instead of the usual bitchy complaints she always had for him, the divorced mother of 3 walked up to him, holding a cassette tape. Ken thought the worse; he never expected there to be a security camera in his own office! Do you know what this is? she asks, a regular tone of voice being used. This is a tape I recorded of your ‘work’ for the past month. Aside from completing your own, you’ve also been paid in… other ways… for your work.
Before Ken could respond, she kisses his lips, silencing him immediately. She walked over to the TV in his room, and flicked a hidden light switch; the TV glowed from inside, revealing a video camera that had the perfect angle to catch any woman that crawled underneath his desk to ‘pay’ for his work!
work spanking sex stories
This is far from acceptable, Ken, Ms. Trelawney says, turning off the light and pushing the tape into the VCR. This is from today. Ken was turning pale as the video started normally. Ms. Trelawney walked back over to where he was, sitting on the edge of his desk, right behind him. It was of him and the secretary that he almost made come in his mouth, HER secretary!Now I know why her work gets done so quickly, Ms. Trelawney says behind him, as the image slowly degenerates into the secretary going to her knees and starting to undo Ken’s pants. Ken heard a bit of a rustling behind him, but he paid it no mind as he got an erection, watching the buxom secretary suck him off. He feels his own pants being undone, thinking he did it himself as the secretary wraps her legs around Ken’s head, forcing him to lick her pussy through the tight black thong underneath the micro-skirt. When Ken feels a hand on his boner, he looks over to see Ms. Trelawney, working his cock with her free hand, the other hand buried in her undone hip-huggers as she fingered her beckoning vagina.
Ms. Trelawney!
Ken cries out, trying to back away, but she, moaning as her fingers leave her pussy, covers his mouth and says, Call me Denise. I’ve been watching these videos, and they make me so wet, Ken. These women are my own employees, and I can see why they’re all single. This is a very tight-knit company, Kenneth, and now I’m going to see what these women see in you. Denise immediately took her hand off his mouth, her sexual juices staining Ken’s upper lip as they left an unmistakable scent of desire. Denise was obviously a professional cocksucker, because as soon as her mouth went around Ken’s 9 dick, it went right down her throat without a single gag reflex! He came as soon as he felt the back of her throat, groaning as the sudden surprise he felt. Denise swallowed every drop, and looked up at him, disappointed.
I don’t know what that was about, Denise said with a devilish grin, but let’s see what you can do with my pussy. Lying down, she pulled Ken onto her, but he pulled away, not really wanting to do anything with his boss.
Denise was quick to grab his arm and throw him to the ground, an obvious Judo background showing itself at this moment. Before Ken had the chance to get away, Denise’s pussy was pressed against his face. Lick it, you bastard! she said in a horny stupor. Without question, Ken started to lick her pussy as Denise moaned in anticipation fulfilled. She never felt someone’s tongue go so far into her; she almost came with the feeling of his tongue stroking her G-Spot unknowingly! She was silent for the most part, letting out grunts and groans as Ken worked his oral magic on her. He also inserted his fingers into her, coaxing her clit out to suck on. OH MY GOD! she cried out as Ken started to fiddle with her clit using his tongue. Oh more; gimme more!
She moaned out loud, crying out his name as she had a mini-orgasm, building up to a larger one. Oh stop, Kenny, she says. I’m going to pee… Stop… DON’T STOP! Denise had an earthquake of an orgasm as she screamed, shooting female cum all over Ken’s face. Luckily for him, he was able to get his eyes closed before she got any into his eyes.
Ken’s cock was hard again, and Denise felt it against her neck, having fallen back against him after her orgasm. She started licking his shaft, and he groaned, his dick sensitive after the sudden ejaculation from her deep-throating.
Turning over, all while straddling his face, Denise took off her blouse and matching lacy bra, and started to tit-fuck him. Ken couldn’t believe what was happening; his fantasy was coming true, so he started to get a little more active. Ken took off Denise’s blue thong and took his lubricated fingers to her ass, driving the three into her tight hole. She cried out as Ken started to push them in and pull them out, all while sucking on her clit. Smiling at her predicament, Denise wasted no more time, deep-throating his cock once again as her tits massaged his shaft.
Ken’s groans acted as vibration, and it didn’t take long for the 50-year-old woman to fly into another steaming orgasm. She had enough of teasing, and she literally shit Ken’s fingers out of her ass, getting off his face and straddling his hips.
As Ken started to realize what was going to happen next, he quickly stopped her. Ms. Tre… Denise, I’m a virgin! I don’t know what I’m doing, he said, clearly embarrassed. She looked at him, gawking. He was pleasuring all these women, and having them pleasure him, but he was still a virgin? Her jaw was drawn back to her face, and she gave him a devious grin. Oh then I’ll fix that. With a deep kiss, tongues entwining and looping about, Denise forces his hard-on directly into her pussy, crying out at the sheer size of it. Ken also groaned loudly, her pussy tight from years of no sex, except what the dildo in her desk drawer had given her as she watched Ken’s sex tapes. Oh God, he said, looking at her. You’re so tight for an old bag! She smiled, and gripped his throat. Her pussy also flexed tight, squeezing his shaft and inflicting pain. Listen you fucker! she said with a very authoritative voice. Now you’re my bitch.
Whatever I tell you to do you will do, no question, no complaint. Got it? Ken groaned silently in pain, her grip choking him. He nodded quickly, not breathing. What did you say, whore? she said to him, giving him some air to breathe. Yes, ma’am, he said with a wheeze. I will be your fuck-puppet. Denise smiled and started pounding against his hips, his cock being milked from her tightened pussy. Ken groaned, writhing in pain and pleasure from the sensation of being dominated by this woman twice his age. Never would he have thought that his fantasy was now to become a reality for the rest of his life!
Tomorrow, she said, moaning in between words, you will report to my office, and you will bring my secretary in with you! You will fuck her on my desk as she licks my pussy clean. She is another one of my bitches. Ken smiled at this opportunity and nodded. Yes, mistress, he says, gasping a bit as he felt a twitch in his balls. Oh God I’m gonna come! Denise smiled, going faster. Not until I say so! she commanded, and Ken held his breath, pressing against her. This is why my husband divorced me, she said cackling. I dominated him, and he couldn’t fight back. He went for so long that I almost crushed his pelvis from all the force. That was only ten years ago… Ken laughed as he forced her up and started pounding her pussy with his hips. Denise cried out, loving every minute of Ken’s relentless assault on her pussy. Oh Kenny, that’s my boy! she yelled. No longer a virgin, but every bit my man slave! I’m coming, you son of a bitch! She cried out his name lustfully as they came together, Ken filling her pussy with his semen. He passed out onto her chest, his head nestled on her tits. She smiled and kisses his head, rolling him off.
Finishing up the report, she dresses, leaving her thong on his face as a parting gift, and left him a note on his desk. She leaves, a very happy woman. Who said this story was about Ken?
