Chapter Fucks Her Mom: #9
"You'll have to get a couple of drinks into me before I start answering personal questions," Nana replied, with just a tinge of flirtation in her tone.
"Is that how many of your dreams begin?" I quipped back. "Some young swain plying you with alcohol?"
"Curtis!" Nana gasped playfully.
"Samantha!" I parodied back.
"We're already quite late, we should get going," Mom suggested.
"Good call, Alexis," I concurred.
"You seem to really like calling us by our first names," Nana noted.
"Like I said," I smiled, proffering her my arm, "tonight you are not my Nana, but my hot date."
"You have two dates tonight?" she asked, while graciously draping her arm through mine.
"Double the pleasure, double the fun," I smiled slyly.
"Is that so?" Nana asked, giving me a skeptical look.
"That's what Double Bubble taught me," I joked, not wanting to be too aggressive so early in the evening, even as I imagined fucking both my mother and nana together later on.
Soon we were in the car and I was driving us to the upscale restaurant.
I won't bore you with the details, but the next two hours included two full bottles of red wine, an amazing meal and conversation that began as mundane as conversations usually do, before ever so slowly shifting to personal. Nana was no doubt tipsy and Mom was no doubt horny, evident from her stockinged foot rubbing my crotch non-stop for the last half hour.
Nana asked, as we waited for dessert, "Alexis, you said you had big news."
Mom nodded, "I do, but you aren't allowed to judge me at all."
Nana agreed, "Alexis, like I said before, you can tell me anything." "Very well, I'm already in a relationship," Mom revealed.
"Really?" Nana asked, surprised. "With whom?"
"It's complicated," Mom answered, pressing her toes hard on my cock.
"Just tell Samantha everything," I suggested, "tonight there are no secrets."
"You've met her before," Mom said, looking incredibly nervous, although gaining some confidence from me.
"Her?" Nana asked, surprised by the pronoun.
"Yes," Mom nodded, "I'm in love with a woman, and I have been ever since college."
"Ellie?" Nana asked, seizing on the obvious answer. Of course she would have known Ellie, if only as her daughter's best friend back then.
"Yes, Ellie," Mom revealed.
Nana wasn't surprised any longer. "So back when you two came to visit in college?"
Mom laughed, "Yes."
"Yes, what?" I asked, this being a story I hadn't heard before.
"I knew it," Nana said, suddenly breaking into laughter.
"Knew what?" I asked, feigning complete obliviousness.
"Nothing," Nana replied, remembering I was her grandson.
I pointed out, "Remember, tonight I'm your date and not anyone's grandson or son."
"Do you really want to know about your mother's past?" Nana asked.
"I want to know everything about both of my beautiful women," I smiled, before asking, "Samantha, have you ever been with another woman?" "Curtis!" Nana said, even though the sudden dark red of her cheeks made it clear the answer was yes.
"Mother, you have?" Mom asked, noticing the telltale blush as well.
Nana finished her glass of wine, before she smiled, "Mayyyyyyyybe."
"When?" Mom asked, suddenly very curious.
"Beauty pageants were a lot of fun," Nana revealed.
"No way," Mom said, clearly surprised.
"What? Your Mom can't lez out but you can?" Nana challenged, the alcohol liberating Nana from her usual conservative personality.
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"That is so fucking hot," I added, swearing on purpose, as I envisioned a late 1960s beauty pageant lesbian orgy all in and out of hippy attire.
"So it's like mother, like daughter," Mom smiled.
Just then dessert arrived and we all ate in silence. By unspoken agreement we each took a few bites of our delicious concoction before passing it to the one on our right, then repeating. I thought it was quite romantic. As we did, I pondered how I could orchestrate the shift from frank sexual discussion to full sexual activity.
Once we'd finished eating Mom suggested, "Let's take this party back home."
"The wine is free there," I added.
"But does that mean the date is over?" Nana asked.
"No, no, no," I shook my head. "I have some exciting activities planned for this evening for my beautiful companions."
"What would those be?" Nana asked.
"Well, obviously a lesbian orgy," I joked, standing up.
"Brat," Nana quipped.
"It's every guy's fantasy," I shrugged, leaving them so I could pay the cheque before anything else could be discussed.
We called one of those taxi services where they also pick up your car, and headed home. I sat between my two sexy ladies, and Mom slyly rubbed my cock, although I wasn't sure it was so sly that Nana didn't notice.
Back at the house I poured both of them wine and returned to the living room. Nana, accidently creating an opening for her seduction complained, removing her four-inch heels, "My feet are killing me."
I handed her the glass of wine, dropped to my knees and took her left foot in my hand. I then said, looking up at her, "Then I think you need a foot massage."
"You don't need to do that," Nana protested weakly.
I countered, "It's the least I can do after you got all dolled up for me."
"He gives amazing foot massages," Mom offered, slipping out of her heels too.
"And I see that you know that," Nana agreed, sipping on her wine, taking this not-too-shocking intimacy in stride.
"Let's play twenty questions," I suggested, while massaging Nana's nylon-clad foot.
"Really?" Nana asked.
Mom challenged, "What? You have more skeletons in your closet than the news that you're a lesbian?"
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"I haven't been a lesbian since the 1970s," Nana countered.
"But would you like to be?" Mom asked.
"Is that the first question?" Nana asked, a wide smile crossing her face.
"Yes," I answered.
"You really want to hear about your Nana's sexual fantasies?" Nana asked, looking down at me.
"Is that my first question?" I asked. "Whether I want to know about my date Samantha's sexual fantasies?"
"Yes," she laughed.
"Then yes, I do want to hear about my sexy dates' fantasies," I admitted, moving my hand up to her ankle and calf.
"Then yes, I would love to be a lesbian again," Nana answered, before asking Mom, "Is Ellie your only female lover?" "No," Mom admitted.
"Currently?" Nana delved deeper.
"No," Mom also admitted.
"No, she is not your only current female lover or ever?" Nana probed even more deeply.
"No, I have had a few ummm... assignations just in the past month," Mom revealed, "plus one sexy and dominant younger man."
"Oh my," Nana said, clearly surprised by her daughter's frank admissions. After a pause, she said, "I sure could use a sexy, dominant younger man."
As I moved to her other foot, I joked, "Hey, there's a younger man right in the room. Are you asking me to be dominant?"
Nana laughed, "If you weren't my grandson I'd be all over you."
I asked, "So if I wasn't your grandson you'd let me dominate you?"
"Curtis, what kind of question is that to ask your Nana?" she questioned, even though she let me keep massaging her foot.
"Well, we've already established that tonight you aren't my Nana, but my sexy older date Samantha and that I am your eager swain Curtis," I pointed out.