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Chapter 23
by kinkygeek
Which message do you read first?
Message from Jackie--Suzy's boss
Dave, be a doll and swing by my office tomorrow. I want to talk to you about Suzy's future with the company. All good things, dear, I promise ;)
The message is from last night, so Jackie wants you to come to her office today. You have only met Suzy's boss Jacqueline Saunders, or Jackie to her friends, once a few months ago, but boy did she leave an impression! For a woman in her late fifties and about to become a grandmother, she was unbelievably vibrant and extremely attractive. Suzy brought you to an employee get-together where she introduced you to Jackie, and immediately you felt a sexual chemistry begin to build. The two of you flirted back and forth whenever Suzy wasn't looking. She was charming, intelligent, and funny with an undeniable sultry confidence. It was her that made the first move that night, giving your ass a good firm squeeze when Suzy turned away to the punch bowl. Discreetly, you responded in kind by palming both butt cheeks when no one was looking. They were so incredibly firm! It wasn't long after that you found yourself in the restroom sitting on the toilet with your pants around your ankles and Jackie riding your cock. It had been short, sweet, and intense. To keep each other from crying out, Jackie had quickly kissed you to muffle the sounds as your mutual orgasm hit. The encounter had left you both breathing heavy, but then she gave you a happy smile as you got yourselves presentable once more.
"Helloooo? Earth to Dave. Are you there?" Shauna waves her hand in front of your face, snapping you back to the present.
"Sorry, I was just checking my messages. Hey, where's Vanessa?" you ask, noticing that it's just the two of you sitting at the kitchen table now.
"I sent her to bring some laundry over here so we can wash some clothes. She should be back in a few minutes. In the meantime, I'd like to talk with you about something," she says before biting her lower lip. Her eyes look hesitant.
"What's on your mind?" you ask.
"It's about Vanessa. Remember earlier when I was saying how naive and innocent she still is?" she asks.
You nod your head.
"Well, she's... still a virgin. Yes, she's fooled around some with the boys she's been dating, but she's never gone all the way with any of them. I know she's thinking about it with her new boyfriend Tristan, but..." Shauna shakes her head. "He just doesn't look like cherry-popping material to me."
"Okay, but why are you telling me this?" you ask, confused about why Shauna would be sharing such personal information about her daughter with you.
"Well, she's growing into a very attractive young woman, as I know you've noticed, and she's certainly not going to stay a virgin forever. A woman's first time is very important to her. I want hers to be with someone who knows what they're doing; someone who can teach her how to enjoy herself." She looks away and bites her lip again.
"Shauna, what are you asking?" You're pretty sure you know the answer, but you need her to explicitly say it before you jump to any conclusions. After a few more moments, she looks you in the eyes and swallows before finally gathering the courage to ask.
"Dave, would you be willing to take my daughter's virginity?"
How do you answer?
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Secret Affairs
Husband and wife each have a secret sex life
You have been married for about five years now, and all this time you've managed to keep a string of affairs going on the side. As far as you know, your spouse has been completely faithful to you and has no idea you've been having sex with anyone else. You love your spouse dearly, and you two still make love passionately at least once a week. However, you have needs and urges that just can't be fulfilled by only one partner. You don't know how to explain this without potentially hurting your spouse's feelings, so you've kept your long list of wild encounters, one night stands, fuck buddies, and discreet lovers a well guarded secret throughout your entire relationship.
- Tags
- creampie, no birth control, possible impregnation, phone sex, brother-in-law, anal, Morning sickness, girl on girl, guy on guy, face sitting, squirting, mother daughter, losing virginity, first time, adultery, sister-in-law, oral, cheating, bisexual, swingers, quickie, discreet, TF-M, mutual masturbation, girl-cock, deepthroat, Transgender, MMF, anal sex, anal creampie, virgin, double penetration, M-TF, foursome, hair pulling, throat fucking
Updated on Feb 21, 2025
by Perv watching
Created on Jul 5, 2016
by kinkygeek
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