Training my step-sister. Part 1 [MF]

I’m relishing having a Friday evening to myself. I’ve plugged my headphones into my PC and fired up my favourite game, happy to not have to see people for the next few hours. It’s about 10pm as I’m about to begin the first round, and my door bursts open. My step-sister is bawling her eyes out, her mascara leaking over her perfectly done makeup. As I pause the game, and turn to her, she closes the door and starts muttering uncontrollably.

“W-w-why does this always happen to me?” she says, tears streaming down her face. “I just don’t know what I’m doing wrong.”

I’m a bit perplexed. I know she went for dinner with a guy she’d been seeing for the last few weeks, but to be honest I didn’t really expect her to be home so early. She puts her arms out and I know she needs a hug. Taking a moment, I remove my headphones and then stand up to embrace her. I let her nestle into my chest, as I hold her protectively.

“What’s happened?” I say, “do I need to go and sort this guy out?”

She looks up at me, trying her best to wipe the tears away. “No, no. He’s just a jerk” she says, as she keeps crying again.

I hold her close for a second, and then take a step back, and talk to her sternly. “If he’s done something to you, let me know and I will go find him.”

Her eyes widen as she see’s how angry I’m getting. This wouldn’t be the first time I’d hurt someone for her. She considers her words for a moment. “No, it just keeps happening” she says. The worst of her crying is over as she collects herself. “First with Jack and now with him, I just don’t know what I’m doing wrong” she says with annoyance.

I put my hand on her arm, reassuringly.”Tell me what you mean” I reply.

She shakes her head, blushing as she wipes away the last tear.”I can’t say, it’s just, it keeps happening”

Slightly exasperated that she wont just tell me what’s up. I reply, “Whatever it is, you can tell me.”

She looks at me for a second and then says, “Ok, fine. But you have to promise not to tell anyone.”

I nod my head in agreement.

She takes a second to compose herself, before starting. “Well, every time I like a boy, it goes well, and it seems like they’re into me” she says, really considering her words. “But, eventually, they just don’t want me anymore.”

I look at her, raising my eyebrows quizzically. It feels like she’s dancing around what she really means. I go to say something, but she interrupts me.

“Ok, fine. Once they want to get intimate with me, I don’t know what to do” she says, as another tear falls down her face.

I wipe it away, and respond “So you’ve never been with a guy?” I ask, already basically knowing the answer. She shakes her head. “Ok, well that’s nothing to be ashamed about” I say “Honestly, they should be happy to take it at your pace, if they like you.”

“I know” she replies, “I just don’t know what to do. Everyone always assumes everything should come natural to me. Like Jack said to me that he thought I’d been with other guys, and got really angry at me when nothing happened between us yet” she said getting sad again. I paused for a second to think about the best response.

“Well” I say, trying to gather the words, “whoever you’re with should like you for you. And be willing to go slowly. Be honest and tell them you’re nervous, and it’s your first time, and I’m sure they’ll understand. If they don’t, they’re not worth your time” I say as lovingly as possible.

She looks at me, and replies, “Thank you. Like really, thank you for listening.” It feels like she has something else to say, maybe something she’s really not sure if she should share.

“Is there anything else you want to tell me?” I ask as openly as I can.

She blushes, and averts her gaze, unable to look me in the eye. A second later she coyly looks up. “Uh” she says, with obvious trepidation in her voice.

I look at her reassuringly.”You can tell me anything. I’ll be happy to help” I say, not wanting her to feel bad about whatever she’s embarrassed about.

“Well, I’m sure you would say that” she says, still not wanting to open up. Waiting a few seconds, and letting the silence fill the room, she talks again. “I can tell you, I just don’t want to overshare” she says sincerely.

Knowing that I want to help her I just say, “Of course, tell me and I’ll help you in whatever way I can” whilst putting my hand on her arm.

She softens now, smiling at me. “No one really knows this but I have never been with a guy before” she says, sounding far too embarrassed for something that’s normal for a 19 year old.

“Ok, that’s not a big deal. That’s quite normal” I reply.

She looks back at me, “I know, it’s just. Like, I have never seen a guy naked even, and no one’s ever seen me naked either.”

I take a second to process what she’s saying, as she gets flustered.

“See, you don’t even know what to say, do you?” she whines.

She’s hung out with a few guys before, so I’m starting to understand why she’s feeling so flustered.”If you’re not ready then that’s ok” I say to her. “You don’t have to rush these things.”

She seems slightly annoyed now. “I’m definitely ready, I just…I just don’t know what to do. And I don’t want to get it wrong” she says earnestly.

“Are you sure, it’s ok to wait” I say reassuringly.

She looks at me, her eyebrows furrowing.”Of course I’m ready” she quips. “It’s all I can think about. Like all the time. Even right now, all I can think about is getting on my knees and sucking a hard cock” she says honestly.

We both realise exactly what she’s just let slip. She blushes crimson red, her cheeks contrasting with her usual complexion.

“That’s ok to sa-” I begin, before she cuts me off.

“It’s ok to say that all I want to do is suck a thick cock and slobber all over it? To just be used for someone else’s pleasure. Letting them do whatever they want to my body?” she asks annoyedly.

We both sit in silence for several more seconds unsure about what to say next.

“Well, yeah it is. You’re an adult. You can do whatever you want” I reply.

“I just feel embarrassed about constantly thinking about this stuff. Like right now I’m just thinking about taking my clothes off and seeing what happens with the first guy who sees me?” she says.

“So what stops you then?” I ask, trying to be helpful.

“I don’t know. I just clam up. In my head, the guy always takes charge” she says shyly.

“Ok and you just do what they say?” I ask in a low tone.

She looks at me, clearly getting swept away in her own thoughts. “Well, they usually tell me exactly what to do in intricate detail. Every little thing they want from me just laid out” she says, not breaking eye contact.

“And that helps you, because you can’t disobey any command?” I ask almost rhetorically.

She just nods her head.

“So that’s what you need help with” I say.

She looks at me, pleading with her eyes, clearly not wanting to say it out loud.

“I guess, if you’d find it helpful, I can teach you” I say slowly.

A smile beams across her face.

“We won’t actually do anything, but I can talk you through it, if it’ll make you feel better” I say.

She nods back happily.

“Just so you know” I say, “you can stop at any time you like. I’m just here to help.”

A few seconds pass as I think of what to do. I think I’ll start off easy.

“Get on your knees” I command. The split second after the words leave my mouth, I can see her expression change. I feel the shift in energy that comes from having someone follow your words to the letter. The dance of two people entwined, responding effortlessly to each other in the moment. She slowly lowers herself down, looking up at me with her puppy dog eyes.

She looks at me expectantly, not breaking eye contact, so I just speak without thinking. Knowing that if I really want to teach her properly, I just have to let go completely.

“Looking up, you’d want to take your clothes off, doing it slowly so they can’t help but stare” I say honestly.

She smiles softly, slowly moving her arms down as she looks away coyly. Wordlessly, she grabs the bottom of her shirt and looks up to see if I’m watching.

“You don’t have to do -” I start but she doesn’t seem to hear me.

Glancing back down, she slowly lifts it up, taking several moments to just let her shirt slowly unveil what’s hiding underneath.

“How was that?” she asks innocently as she adjusts her black bra to make sure her chest is fully covered, “did I do a god job?”

I look at her blankly, maybe if I say something this will be over quicker. “You’re doing fine for your first time. Just take a deep breath and don’t over think it.”

She nods.

“Now, if he’s starting to lose control, he might just run his hand through your hair and hold you in place, so he can use you exactly how he wants to” I say talking slowly.

“Okay, can you show me?” she replies.

I run my hand lightly through her hair, I can smell her summery conditioner waft upwards. Grabbing her hair, I make her look up at me. Her mouth’s open in shock. She exhales as her eyes close, as I slowly guide her head forward.

“Wow” she says softly, “that’s far better than I ever imagined it being.” She swallows slowly as she tries to compose herself.

“Don’t lose focus, you have to keep your mouth open” I say sternly.

“Sorry, I really want to do a good job. What’s next” she says eagerly.

“I’m sure you know. I think we’ve done enough for now” I say, realising I might accidentally slip and lose control.

“Pleaseee” she whines. “I really need you to show me.”

“Fine. Put two fingers in front of your lips” I say.

She slowly moves her left hand in front of her mouth, just in front of her lips, seductively bending her fingers so it’s just her index and middle finger almost grazing her lips.

“Keep your mouth open” I say, as I move her head forward again.

“Ok. What would you like me to do?” she asks keenly. “Please tell me in detail.”

“Suck on your fingers, slowly. Let the softness of your lips moisten them as you welcome them into your mouth. Suck on them a little more as they go in and tease them with your tongue, closing your eyes and enjoying every moment yourself” I say as descriptively as possible.

I can hear her soft lips take her two fingers slowly into her mouth. Her whole body weight moves with my guidance, until the tips of her fingers are pushing against her tongue. I pull her head back slowly, as her lips tighten against her fingers. As her fingers leave, a drop of saliva follows in their path, moistening her lips.

She looks up at me. “Oh my God! That was amazing! I’m usually far too nervous to do anything like that” she says excitedly.

“I really liked how you held my head in place and moved me around as you pleased.”

I can feel myself starting to get turned on. I know I shouldn’t be, but honestly, seeing her slobber all over her fingers is having an effect on me, but I need to stop this before it goes any further.

“Good. Well if you do that with the next guy, I’m sure things will happen naturally from there” I say.

“I just need to make sure it wasn’t a fluke” she says, using her puppy dog eyes to convince me.

Begrudgingly, I move her head forward slowly as she gladly takes her fingers in. Her fingers glisten with spit, as she takes them deeper into her mouth. Her first knuckle goes in, then the second and then she moves forward herself, taking both fingers entirely into her mouth. I pull her head back more abruptly this time, as she whimpers softly and looks up at me slightly annoyed.

“It’s never going to be that small” she says adamantly.I smirk at her.

“You’d be surprised” I reply flatly.

“I really want to be good at this” she whines. She looks at my free hand and then back up at me. I go to shake my head, but she interrupts me. “You promised you’d help me. You said you wanted me to feel better about this” she says petulantly.

“I know, but I think I’ve done enough” I say bluntly.

“Please, just one more. You saw how sad I was and this will help me feel better” she basically cries out.

I go to move her head in place but she doesn’t stop looking at my fingers.

“My fingers are too small to practice with” she says not able to hold eye contact.

My hands are far bigger than hers. I don’t want to hurt her, but at the same time she needs to learn a lesson. I bunch up her hair in a ponytail, holding her head still. I outstretch two of my fingers just next to her lips. I can see her breathing quicken, her chest rising and falling faster in anticipation.

I move my hand slowly toward her mouth. She closes her eyes and her body relaxes her lips slightly agape. I can see her biting the corner of her lip, not able to hide how much she’s looking forward to this moment.

Slowly moving my hand forward, she eagerly moves her mouth towards me, but I hold her head in place by her hair. She smiles as I pull a little harder to keep her in place, knowing she’s not going anywhere no matter how hard she tries.

As my hand moves forward, they finally touch her soft lips, as my fingers push into her mouth. I don’t go too deep on the first thrust, letting her spit moisten my fingers a little. On the second, I keep going. Slowly moving my fingers deeper until they’re almost touching her throat. She moans out, enjoying the feeling before she nods at me, wanting to take me deeper into her mouth. My fingertips hit her throat and she comfortably accommodates them. I start moving my fingers back and forth, training her mouth to take them properly.

Hearing her moan as she takes my fingers into her mouth makes my body respond to her. I can feel my pants tightening around my crotch, as my cock starts to thicken and grow. I shouldn’t feel this way, it’s just my fingers after all, but there’s nothing stopping my cock from getting fully hard as it’s responding to her pleasure.

She moans again as I see her hands briefly graze her tits. They were only there for a second, but it looked like she teased her nipples, before moving them on quickly as she realised what she was doing. As my fingers hit the back of her throat again, as she finally gags her spit going all over my hand.

She looks up at me, spit all over her chest. “So?” she asks nervously. “Don’t sugar coat it, how’d I do?” she says.

“You’ve never done that before?” I ask skeptically. She must be pretty out of it right now to not notice my erection.

She blushes again. “No…well, no. Except when I’m by myself sometimes” she says.

“I thought it wasn’t your first time” I say to her.

“But that’s only my own fingers, yours were so much different. I’ve never felt that full before” she says. She looks down realising she’s slobbered all over her chest. “I didn’t even realise” she said.

“I guess you were enjoying yourself” I say cheekily, as I grab her a tissue.

“Do you mind helping me out? I don’t want to miss a spot” she says.

“I’m sure you can handle it” I say as I shove the tissue into her hand.

She haphazardly wipes the tissue around, cleaning up most of the mess. She then stands up and looks at me again.”Thank you so much for helping me!” she says, as she gives me a tight hug and plants a kiss on my cheek. I can feel our hips grind together for a brief moment, until I pull away.

She turns out of the room.

“Fuck, you’ve got spit all over my shirt” I say frustratedly.

“Guess I’ll need to have a shower, then” she says as she turns back realising she hasn’t completely cleaned herself.

Without thinking, I just rip my shirt off wanting to wipe it down. Immediately I notice her eyes run down my torso and onto my abs. I realise she hasn’t seen me topless in a very long time. Her eyes linger at my waist, but she doesn’t say anything, just taking in the imprint of my hard cock. She waits for a few seconds and then keeps walking out of my room, slamming the door.

As soon as I’m alone, my hand just wants to run down and grab my cock. I shouldn’t be this turned on by her, but seeing her spit all over her tits and hearing her moan as she sucked on my fingers was too much to bear.

I shouldn’t think about how hard she made me, or how much I need to get off right now. I’d be lying if seeing her spit all over herself, didn’t make me think about wanting to cum on her tits. But I can’t think that about her. I’ve got to maintain control.

Frantically, I open my computer and search for spit on tits, cum on tits; anything I can get my hands on. As I start jacking off I hear the shower start running and even with everything in front of me I can’t help but think about her hands soaping herself up and playing with her gorgeous body under the steamy water. But they’re not her hands, they’re just hands. I would never think of her.

Just some 19 year old’s hands rubbing her body under some warm water. Getting her own spit off her perfectly shaped, untouched tits. Some gorgeous virgin, all by herself. I think about how she tugged at her tits, and how that’d probably be happening in the shower.

My hand starts moving furiously up and down my shaft as I feel the precum just oozing out of my tip. I can’t believe that I’ve had my fingers in her mouth. No matter how hard I pretend I’m not thinking about her, I know I am.

My hand desperately wanting to release all of my pent up energy as fast as possible. But some tiny part of me knows I shouldn’t think about her and stops me. Right before I’ve crossed the point of no return. My throbbing, aching, cock in my hand, as I just hold still. Not wanting to cum to the thought of my step-sister, no matter how much my body wants it. So I hold back.

Sitting in my chair and putting my pants back on. My dick has never ached this much but I know it’s the right thing to do. I did a helpful thing tonight. I taught her something that she didn’t know before. And I know that if I go down this path anymore that there’s no going back. So tonight I hold out. I just hope I have the will to hold back tomorrow.

Source: reddit.com/r/eroticliterature/comments/uss3kt/training_my_stepsister_part_1_mf