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Chapter 24
by Manbear
Well?
Bend her over the desk and get her ready
“Turn around, Miss Miller and put your forearms on the desk.” Alison almost hides her smile but I know my young tenant well enough by now to know that this is exactly what she is hoping for.
“What? Like this, Sir!” She tries to look back as she nervously gets into the indicated position. Alison must know how sexy she looks, but she is playing the role of a young woman even more innocent and naïve than her.
“That's very nice Miss Miller,” I tell her as I move behind and rest my hands on her hips. “You may not be much of a secretary, but there may still be a way for you to serve in this company.” When she feels me pulling up the tight-fitting pencil skirt Alison renews her feeble protests.
“You can't do this, Sir!” Her protests don't even slow me down. Once again I find the smooth bare skin of her thighs between the elastic band that holds up the smooth stockings and the scrap of black silk that only barely covers her ass. “Please, I'm begging you.” With her skirt pulled up all the way to her waist, I reach under her to cup her hanging breast through the sheer silk of her top.
“Are you really a virgin, Miss Miller?” I ask grinding my crotch against her ass, “How could anyone as hot as you still have her cherry?”
“Yes Sir, I swear.” Alison is able to put a glimmer of hope in her voice, “That's why you can't do this!”
“On the contrary,” I correct her with a evil chuckle, “That's the reason that I'm going to take you right here, right now.” Her only response is a soft whimper and I drop to my knees behind her and bury my face between her ass cheeks.
“What?! Stop that!” In spite of Alison's protest, her ass wiggles helpfully when I pull down her underwear and once the scrap of silk is pulled off her her legs spread wide at the slightest touch of my hand. This time when I press my face back against her my tongue is at the perfect height to probe between her dripping petals. “What are you doing? Oh that feels so strange ... Sir, you have to stop ... please, oh ...oh, Please!” I realize that there is a very good chance that this is the first time that my sheltered young tenant has ever been eaten out, and I take the time to make it a memorable (and pleasant) experience.
Don't get me wrong, I love to tongue a woman's labia and tonguing her here in Walt's office with Alison dressed up like a sexy secretary the experience is even more amazing. As much as Alison seems to be enjoying the novel feeling I decide to up the stakes with a wager that I know I cannot lose.
“How about a bet, Miss Miller.” I pull away so Alison can hear my words clearly. “If you can keep from cumming when I lick you, I'll let you walk out of this office with your precious virginity still intact. but if you climax as I eat you out, you're going to have to spread your cheeks for me and beg me to pop your tight little cherry. ”
“But I'm a good girl, Mr. Patterson, I can only give this treasure up on my wedding bed.”
“I don't think so.” I lick the crack from the front of her pussy all the way back to the puckered brown star which makes her jerk in my grasp. “Does a good girl lie on her resume?” I lick her again, this time flicking the tip of my tongue against the clit that is starting to peek from its folds. “Does a good girl stay after hours with her boss dressed in this 'fuck me' outfit?” Another slow lick and I can feel her back end start to wiggle even more. “You are going to cum soon, and when you do I'm going to ram my hard cock so deep into you that you'll feel like it's tearing you apart.”
“Please, no ... Oh Dear Lord Jesus help me ... Oh no ... no please ... OH YES ... Aiiggghhhhhh!” To my surprise her orgasm is accompanied by a sudden flood of juices that gush from her pussy and dribble down my chin and her thighs. Her climax is sexy as all fuck and before she has fully recovered I am back on my feet with my pants pooled around my ankles. Thanks to the miracle of pharmaceuticals I am ready to go, and if the pills work as well as I've heard this will just be the first time of many.
“Please, Sir!” My secretary is still pleading for mercy even after the orgasm that rocked her world. “Please don't... not like this.” She looks back at me again when she feels me lining up my cock. “Shouldn't a girl's first time be on a bed?”
Well, does Miss Miller's plea buy her a little longer?
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Paying the rent
A dirty old man takes advantage of his young tenant
A recently retired widower has a pretty coed living upstairs who is having trouble paying her rent. He makes the shy blonde an offer she cannot refuse. In exchange for living rent-free in his house, the young woman agrees to fufill his many fantasies. Some of these fantasies are pretty similar to encounters depicted in my other writing, but in addition to dom/sub, light bondage and themes this story hopefully will have elements of romance and humor as the two main characters from different generations learn to live together. Unlike my other stories, this one will be pretty linear. The reader will be given choices about how the homeowner enjoys the 19 year old, but the overall flow of the story will not be affected by these choices.
Updated on Jan 15, 2024
by Manbear
Created on Jun 29, 2020
by Manbear
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