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Chapter 19 by Otaku101
A job well done!
The second request comes in!
In contrast to the previous request where Barry visited the person’s house in broad daylight, this time he was at the person’s office late at night.
The day before, Sheila had said that, now with both her and Mia singing his praises, more and more of her friends were starting to unbend, to really take the offer seriously.
“GLRK GHHH… ah! With that said, though…” Sheila said, taking a break from sucking Barry’s cock as he reclined on the seat while she kneeled before him and went to town on his cock.
Though she was taking a break, she still did her due diligence as she continued to jack him off, alternating her pace with what she said in a weirdly pleasurable way.
“Caroline is kinda like how Mia was before, but even more self-assured and proud.” Sheila continued from earlier. She’s not a bigwig at her company for nothing; she doesn’t stop until she gets what she wants.”
“Not… exactly a housewife if she’s working, ya know, Sheila? False advertising right there, that is,” Barry said, slightly struggling to get the words out as Sheila’s hands seemed to be working some incredible magic on his cock.
“Did I say that? Well, housewife or working, they are still lonely women in **** need of attention, Barrower! Your attention, hehe. Anyways, she and Mia gave me the biggest trouble when I was talking about you, Barrower, so you may want to take this summons with a grain of salt.”
“Mmhmm, will do!” Barry groaned. Sheila’s handjob was proving to be an unexpected marvel, and he could feel himself getting ready to burst at any moment. “One more thing, though.”
“What is—GHHH! GLRKKKKK… GHHH! KAKH!” Barry grabbed Sheila’s head with both hands while she was talking, and brought her mouth down to the base of his cock just as he unloaded his cream into her mouth. Sheila gagged as she tried to swallow it down, with Barry keeping her there and not letting her escape until he was done. Finally, he was done, and allowed Sheila to come off of his dick with a small ‘Pop!’ and catch her breath.
“Don’t worry, there’s more where that came from!” Barry proclaimed. “Both for you, and this Caroline.” Sheila giggled at this show of confidence.
“Of course you do, baby…” Sheila crooned. She turned around and spread her legs for him, giving him a view of her dripping pussy. “Why don’t you prove it and give it to me now, baby?”
At this point, however, Barry realized he’d been thinking about Sheila for too long, and had just been standing there for the past few minutes. Fortunately, no one was there to see the lawyer standing in place with a hard-on.
“Well, let’s go up and meet her,” Barry muttered to himself, double-checking the floor number he’d been given.
—
Caroline Clark was the picture of a successful businesswoman. As a high-ranking executive, she struck a memorable figure as one of the only women in a top position at her company.
Dressed in a blue suit with a white shirt, Caroline Clark looked at Barry over her chic rectangular spectacle frames. Lipstick accentuated the curve of her lips and makeup highlighted the sharp planes of her face. The few lines on her face only served to make her look more mature, and her body was still in shape despite hours of working at a desk. She was a striking beauty, no doubt about that.
However, at the present moment, those lips were split in a cold, cordial smile as the businesswoman looked at the lawyer with thinly veiled contempt.
Barry expected from this that much of what she had to say would simply be a rehash if what Mia had to say before he showed her the error of her ways. His supposition was correct, and he tuned out much of what Caroline Clark had to say.
That was the case until Clark said, “…so, I figured that even you would have your use. Let me see that dick of yours.” Barry, caught off guard by this request that seemed totally contradictory to what the woman had been saying, simply obeyed. Not that he needed much encouragement, he’d been ogling the businesswoman’s curves the whole time, and his dick was certainly ready and—
“Standing at attention, and there we go,” Clark quickly took a photo as the jeans came off and his erect cock sprang into view of her phone’s camera. “I had thought you’d be more careful, considering you’re a lawyer, but even monkeys fall from trees, as they say.
“Now, if you don’t want me to ruin your career, you can do what Sheila told me you’re good at: pleasuring women. Now, get under the table and start licking.” Caroline Clark’s eyes shone with a vindictive light, clearly humored by the whole situation as she took pleasure in bringing the overconfident, misogynistic lawyer to his knees as she spread her legs, inviting him to get to work.
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Barry "the Barrower"
a busty woman's attempts to resist a horny jock who loves humiliating women
The story of a busty late 20's girl and her attempt to fend off the advances of an asshole co-worker.
Updated on Mar 14, 2025
by Otaku101
Created on Sep 17, 2017
by Killnsteal
You can customize this story. Simply enter the following details about the main characters.
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