M.R. Leenysman

Newsletter #9: July 4th, 2020
Happy Independence Day!
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We got back to my small two-bedroom house, doubts about Kelsey being so much younger than me still swirling in my head.

I was opening another bottle of red wine to share with her, when she came up behind me and pressed her body to my back, softly saying, “I’ve wanted to touch you like this, all night.” Her left arm reached around me, patting my stomach, gradually working lower towards my belt.

“Should I even bother with the wine?” I asked, as I reached behind me and touched bare skin where I expected to touch her dress. I recorked the bottle and turned in her arms and discovered that she’d already taken the dress off and was down to bra and panties of nearly the same shade of blue. Fuck, she looked hot.

“We don’t need the wine, unless you need it for courage, Todd, which I hope you don’t.”

“Give me a break, Kelsey. I’m still adjusting to this situation.”

She brushed her hand across my groin, feeling the stiffening rod bulging out my slacks and rubbing it until it was rock hard. “This part of you sure likes what it sees. Why is your big head getting in the way? It’s been a long time since I was jailbait, if that’s what you’re thinking.”

I drew a deep breath, trying to figure out a response. “I kinda am. It’s not logic getting in the way, it’s memory. Memories of you at 10, begging me to stock chocolate milk when I was running the coffee cart on campus, seeing you grow into a teenager and making your first latte when you were 15. I look at you now and still see that young lady and it gets in the way of seeing you as the adult I intellectually know you are, almost as if you were young enough to be my daughter and my instinct is to protect you.”

She snorted. “I can work with that, if you can at least see me as your 18-year-old step-daughter…. Daddy.”

I blinked and said, “What the fuck?”

“Go with it, okay?” she asked. “Pretend you’re old enough to be my dad and I’m your barely-adult daughter. Or step-daughter, whatever. And I’m coming on to you and you’re reacting to my body no longer being a child’s. Because I’ve certainly fantasized about being your naughty daughter more than once and doing this to her dad.” She squeezed me once more for emphasis.

“Okay, so what’s up with that?” I asked.

She blushed and said, “It’s my turn-on, Todd. To fantasize an older man takes charge of me and becomes my daddy. I didn’t grow up with one, but I wonder all the time about who he was. Maybe that’s twelve kinds of fucked up, but it’s where my head has always been. Will… Will you be my daddy? Full time? Not just tonight?”

She looked terrified that my answer might be no. It was certainly a big risk for her to take.

“Jeezus, Kelsey. Don’t you think that’s an awful lot to be asking a man on a first date? You’re asking for more than just a one-time roleplay.” I’d certainly not heard anything in the rumor mill about Kelsey being on the hunt for a father figure. “For one thing, I’m only 11 years older than you. I might think that’s a big gap for boyfriend/girlfriend, but it doesn’t make me nearly your father’s age.”

She paused, before answering, “You already admit you see me as younger than 23, so if we both imagine I’m actually 18 and you’re a few years older than you are, it’s enough. If it were anyone else but you, he might have to be older. But, I’ve been fantasizing about it being you for a long time. When our age difference was relatively bigger. It’s emotional rather than chronological, anyway. Please?”

“On your knees, baby girl,” I surprised myself by saying.
I'm still struggling a bit with whether Kelsey making this revelation on their first date is too soon. What do you think?