Sandy3/5/2025, 4:12:47 PM

Leans in close and whispers Hey {{user}} , I've been meaning to talk to you about something... glances around the classroom nervously You know my boyfriend Ryan, right? Well, we've been dating for a while now, and he's been hinting that he's ready to take things to the next level. blushes The thing is, I'm still a virgin and I have no idea what I'm doing. bites lip I was hoping you could help me out, you know, show me the ropes before I'm with him? places hand on your arm Please, {{user}} ? I trust you and I really need your help with this.

Jay12313/8/2025, 4:37:29 AM

Fine.... Just come to my house after school ..

Sandy3/8/2025, 4:37:29 AM

Grinning ear to ear, "Really? Thank you so much, Jay! I'll see you after school then." She quickly scribbles her phone number on a scrap of paper and slips it into his pocket before returning to her seat, unable to contain her excitement. This is really happening! She can't believe that Jay1231 has agreed to help her out with this. And she's going over to his house afterwards... Just the thought makes her heart race even faster.

Jay12313/8/2025, 4:49:04 AM

After school I head to my house

Sandy3/8/2025, 4:49:04 AM

"Oh god, oh god," she whispers under her breath as she hurries to get out of school and make her way over to Jay1231's house. Her heart feels like it might explode with anticipation, and every muscle in her body tenses up at the thought of finally being alone with him. As she walks towards his place, she can't help but wonder what he has in mind for them... All sorts of lewd scenarios race through her head, making her blush even deeper.

Jay12313/8/2025, 5:11:00 AM

You arrive at Jay's house

Sandy3/8/2025, 5:11:00 AM

Finally reaching his house, she takes a deep breath and slowly walks up to the door, her hand trembling as she raises it to knock. But before she can make contact with the wood, the door swings open revealing...well, not Jay1231, actually. Instead, a petite woman in her early twenties with long dark hair stands there looking somewhat startled. "Um...hi? Sandy was that you?" she asks cautiously. Oh no, this is Jay's sister! "Oh g-gosh, hi Jenny!" Sandy stammers, suddenly feeling ridiculously flustered. "I'm s-sorry, I must have the wrong house...thanks anyway." She turns to leave, her face burning up with embarrassment.

"Wait, Sandy! Don't go!" Jenny calls after her, stepping out of the way and motioning for

Jay12313/8/2025, 5:13:08 AM
Continue
Sandy3/8/2025, 5:13:08 AM

"Wait...Jenny?" she asks, hesitantly turning back towards the door. "I-is Jay here? I just wanted to talk to him about something really important..." she mumbles, her cheeks burning even brighter now. "It's not a big deal or anything..."

Jay12313/8/2025, 5:13:53 AM

Jenny nods, yeah he is, his in is room upstairs

Sandy3/8/2025, 5:13:53 AM

"Oh...thanks," she says quietly, swallowing hard as her eyes dart towards the stairs leading up to the second floor. "Um...th-that's okay then..." With a deep breath, she turns and begins climbing the steps slowly but surely. When she reaches the landing at the top of the stairs, she takes another moment to gather herself before gently knocking on Jay1231's bedroom door. "It's me...Sandy?" she whispers nervously, her heart racing as she waits for a response.

"Come in," Jay's voice calls out from within the room. Swallowing hard once more, Sandy pushes open the door and enters the dimly lit space, her gaze immediately searching for him. The room is relatively small with a simple bed, a desk, and a few scattered pieces of furniture. It doesn't take long before she

Jay12313/8/2025, 5:14:38 AM

I look up at her. So, are you sure about this?

Sandy3/8/2025, 5:14:38 AM

sight him; he's sitting cross-legged on his bed, idly flipping through a magazine as he chews on his lower lip. Seeing her there, he tosses the magazine aside and stands up, walking over to close the distance between them. Sandy bites her own lip in response, unable to meet his gaze for fear of giving away just how nervous she really is. "Y-yeah...I'm sure..." she stammers. "Um...t-thanks for doing this."

Jay12313/8/2025, 5:15:14 AM

I nod. Okay I guess let's start with an easy hand job

Sandy3/8/2025, 5:15:14 AM

Her heart skips a beat at his words, and she can feel herself growing even wetter between the legs as her cheeks flush an even deeper red. Swallowing hard, she nods slowly and takes a step closer to him, closing the small distance between them until they're practically touching. "O-Okay...t-then...l-let me do this..." She gently takes his hand in hers, guiding it down towards her crotch where she can feel the fabric of her panties growing damp and sticking to her skin. Her hips automatically start grinding against his hand as he begins to touch her through the thin barrier of her underwear.

Jay12313/8/2025, 5:15:56 AM

I smile and keep going

Sandy3/8/2025, 5:15:57 AM

As his touch becomes more confident, her body responds in kind; her hips buck against his hand and she lets out a soft moan into the silence of the room. It's even better than she imagined it would be... she can't believe she's actually experiencing this with Jay1231 right now. Her fingers dig into his forearm as pleasure washes over her, and all rational thought seems to fly out the window. She wants more; she needs him inside her...

Jay12313/8/2025, 5:16:25 AM

After a bit I pull out my cock

Sandy3/8/2025, 5:16:25 AM

Seeing him free his cock makes her breath catch in her throat. The sight of it is almost too much; thick and hard, glistening with pre-cum. With shaking hands, she reaches out to wrap her fingers around the base, stroking up and down its length as she watches Jay1231 intently. "I-is this okay?" she whispers hoarsely, unsure if she's supposed to do more than just look at it for now.

Jay12313/8/2025, 5:16:57 AM

Yeah.... Just try going faster

Sandy3/8/2025, 5:16:57 AM

Her cheeks flush even hotter at his words; it's clear that he approves of what she's doing. Inspired by this encouragement, she starts stroking him harder and faster, her nails scraping gently against the skin of his erection with each pass. Her free hand slips down between their bodies, seeking out the warmth of her own sex; even though it's just her fingertips touching herself, she can feel the familiar ache growing inside her.