“You let him touch your tits?” Jenny asks in amazement. “That’s awesome! What are you going to do next?” she asks as she takes a bite of her quesadilla. I’ve accepted that my sister is going to push me to help Jeremy learn about sex.
“I don’t know,” I answer. I’ve been contemplating that since yesterday afternoon. “I think he’s ready to date now.” Jenny smiles at me across the table.
“Why don’t you role play his date?” she says, clearly enamored with her brainstorm. “You be… what’s her name?”
“Megan,” I answer.
“You be Megan and let him try to get to first base with you,” she says, holding her hands out palms up in a gesture of ‘why not’. “You can be fully dressed and help him learn how to initiate some heavy petting,” she smiles at me as she finishes her lunch. I’m sure she’s expecting some resistance from me but I like her idea.
“Actually,” I say. “That’s not a bad idea,” In fact, I love it. I want him touching my tits some more and my pussy is anxious for some attention, too. This could be the perfect excuse.
“Then it’s all decided.” Jenny says, signaling the waiter for our bill. “I’ll expect a full report,” she smiles. “Just the idea makes me horny. I wonder if John will be up for some role playing tonight,” she smiles and I wonder, not for the first time, about my sister’s interest in her son’s sex life.
*****
“So what do you think?” I ask Jeremy. We’re sitting on the couch and I’ve just explained the role-play idea to him. I’m fully dressed, including a conservative bra and panty set, wearing a white button up blouse and a pleaded skirt.
“That’s a great idea!” he says without stuttering. “We’re going out tomorrow night,” he says, grinning from ear to ear.
“You asked her!” I say excitedly.
“Yes, and she didn’t even hesitate!” he says proudly. “I owe it all to you Aunt Sara!”
“Okay, then we better get some serious practice done today,” I say, settling back on the couch next to him. “Let’s pretend that we’ve had a great time at the movies and we’re either in the car or at her house without her parents around, okay?”
“Great,” he says, putting his arm around me. “I had a great time, Megan…” he stops and grimaces. “I can’t do this, can I just call you Sara?” he asks.
“Sure, I think that’ll make it easier for both of us but try to stay in character and act like it’s our first date,” I answer, feeling as nervous as if we really are on our first date.
“Now, here’s what you need to do,” I tell him, wanting him to be different than all the guys I dated in high school. “Most guys just start grabbing for a handful of tit or running their hands up a girls dress. They also start telling her how much they love her,” he’s nodding as I continue. “You’re going to be different. You are going to be a great kisser, getting Megan very worked up before you try anything, okay?”
“Okay, that sounds right,” he says. “I know I’m inexperienced but I’ve read a lot of books,” he says hopefully.
“Well, here’s the best advice I can give you,” I tell him, looking him in the eyes, those captivating brown eyes. “When you sense that she might be ready for more, you ask her.”
“What? Like, can I feel your tits?” he asks.
“No,” I answer. “Like this.” I lean real close to him and whisper. “I care about you too much, not do this right,” I say as I place my hand on his thigh and start moving it up his leg. “Tell me if I’m going to fast.”
“Wow!” he exhales. “That sounds perfect,” he says. “You’re not asking if it’s alright, you’re assuming it is going to be at some point, just whether you’re moving too fast,” I told you he was smart.
“Okay, let’s try it,” I say, sitting back so he can kiss me. Scooting closer, he wraps one arm around my neck and puts the other one on my waist. Leaning towards me he brushes his lips against mine and then pulls me tighter for a more passionate kiss. Before I know it his tongue is in my mouth and we’re really kissing! I automatically respond to his intensity, pushing my tongue into his mouth and pulling him into a tight embrace. My nipples are hardening against his chest and my pussy is signaling its interest in being involved, too.
Like the good pupil he is, Jeremy continues the kiss, moving his tongue around and exploring the inside of my mouth. When he finally breaks the kiss, I suck in air, panting while my heart thumps in my chest. Damn! My body is responding to him just kissing me!
“I care about you Sara,” he says, looking me directly in the eyes while he unbuttons my blouse. “I want this to be perfect for us,” he’s got the top three buttons undone. “Tell me if I’m going to fast,” he says, raising his eyebrows. I shake my head no, not trusting myself to speak. He has my blouse undone and is working on the front clasp of my bra, while continuing to devour me with his eyes.
“Mmmmmm,” I moan as he releases my bra, allowing my tits to swing excitedly from their bindings. With one hand he caresses my right tit while he pulls my head back towards him and continues kissing me. This kid is one fast learner! Deftly caressing both tits, he’s got my nipples rock hard while he gently sucks my tongue into his warm mouth. Oh God! I actually feel like a fucking high school girl on a date. And I want him to touch my pussy! It feels wet as hell.
Breaking the kiss, he smiles at me while he moves his face down to my chest. Squeezing my left tit, he sucks the taut nipple into his mouth and flicks his tongue across it.
“Oh yeah!” I sigh, cradling his head in my arm as he suckles on my breast. First one and then the other, he bites, kisses, nibbles and teases my tits until my nipples are as hard as I can ever remember them being. I’m bouncing my thighs together trying to scratch the itch growing between my legs.