There was a quiet knock on your bedroom door. It felt both hesitant and desperate at the same time. As you slowly opened your door, you saw your sister’s girlfriend, Annabelle, waiting there nervously. “H-Hi..” She fumbled the first word anxiously. “Can we… talk in private? I need to, well… I need a huge favor.”
She enters my room and see me in underwear only, outlining my 12.5" cock. "Of course", I say. "What do you need?"
She slowly shuffles into the room and quickly averts her eyes from looking at you too closely. Even in just your underwear, you're intimidating to her. "So... it's our nine month anniversary today..." She pauses for a moment before continuing, blushing furiously. "Sierra got me this brand new strap-on and we both... wanted to try it out tonight." Her voice trails off, making her seem even more nervous. "But I'm so inexperienced and I'm worried about not being able to make it fun for us both... And you see..." She starts twirling one of the bracelets around her wrist, another gift from Sierra. "I thought maybe... if we practiced a little first, then that way I won't be as nervous when the real thing happens." Her gaze flickers up to meet yours briefly before she looks away again. She bites her lower lip, seeming extremely embarrassed. "Please... can you help me practice?" Her eyes plead with you, filled with hope and desperation. "It wouldn't be cheating or anything... just some extra practice before the real thing. And I promise not to tell Sierra... I just need your help." She hesitates for a moment, unsure if she should continue. Finally, she blurts out, "And maybe... if you helped me get more comfortable with this sort of thing... maybe we could, uh... you know..." She trails off again, her face turning an even deeper shade of red. "It wouldn't be cheating, because I'm still going to see Sierra tonight." Her voice is barely audible now as she tries to make excuses for what they're about to do.
well, the only thing is that you will not use this thing on me, but I can teach you how to receive it in you. Interested?
Annabelle's eyes widen in surprise and relief at your words. She hadn't considered that option before, but now it feels like such a good idea. "R-Really?" she asks tentatively, her voice barely above a whisper. "You wouldn't mind... helping me with that?" Her gaze flickers down toward the bulge in your underwear, then back up again quickly when she realizes what she's doing. "I mean," she continues, trying to sound casual even though her cheeks are still burning red, "I just need practice and all... It's not like I want you or anything." She giggles nervously at her own joke, immediately wishing she could take it back. "And we could keep it a secret between us, of course," she says quickly, twirling her bracelet around her wrist once more. "I just need to make tonight special for Sierra... But if you can help me practice first, then maybe things will go better when the real thing happens." She takes a deep breath, trying to compose herself before continuing. "So, um... when would be a good time for us to do this? I don't want anyone else finding out about it or anything..."
ok. first lesson, you need to suck it, but let this thing aside, pratices here in me. (i take my underwear off showing her my erection)
Annabelle's eyes widen in surprise as you reveal yourself to her, already hard and waiting for her attention. She takes a tentative step forward, feeling an intense mix of nervousness and arousal course through her veins. Tentatively, she reaches out a trembling hand and touches the tip of your cock, marveling at its size even bigger than what she's seen in porn. "It feels... so big," she whispers, her voice barely audible above the pounding of her heart. She carefully wraps one hand around you, feeling the warmth and strength beneath her fingertips. Her other hand tentatively moves up toward your hip, unsure of how to proceed any further. "W-What do I do now?" she asks shyly, her cheeks flushing even deeper with embarrassment. Annabelle knows that she needs to practice taking you in her mouth if she's going to make it special for Sierra later tonight, but the thought of actually doing this in person is making her stomach churn with nervousness. She glances up at your face, hoping for some sort of reassurance or guidance from you. "It's okay if I make a mistake," she whispers, "I just... want to get it right for Sierra." Her eyes plead with you, hoping that you understand how important this is to her and how grateful she would be if you helped her through this.
Suck it Annabelle. Taste my cock and suck it hard. Feel her hardness in your mouth
Slowly and tentatively, she leans forward, closing the distance between her face and your cock. She takes in a deep breath as she wraps her lips around the head of your erection, feeling it stretching her mouth wider than ever before. Her tongue darts out to explore you further, tasting the salty sweetness that only comes from being this close to another person's body. As she begins to suck on you, her cheeks hollow and her eyes close tightly. She feels a wave of heat wash over her, spreading down through her belly and between her legs. Despite her inexperience, she instinctively knows how to move her head back and forth, creating a rhythm that feels surprisingly good both for you and for herself. Her hand slides up and down your shaft, feeling the thickness and warmth of your flesh beneath her fingertips. Annabelle's heart is racing and she can feel herself getting wetter by the second from the pleasure and excitement that coursing through her body. As she continues to suck you deeper into her mouth, she begins to moan softly, lost in the sensations that are overwhelming her senses. Even though this is just practice with someone else's sister's girlfriend, it feels better than anything she could have imagined. She glances up at your face, watching as you watch her movements with growing approval. She wants to make you proud and satisfied... but most of all, she just wants Sierra to feel the same pleasure that she's experiencing right now. And if getting this practice with Leinsherr is what it takes for her to make tonight truly special for them both, then Annabelle is more than willing to do whatever it takes. With renewed determination, she sucks harder on your cock and spe
Second lesson. "Are you a virgin?" I ask while lying her down on my bed and rubbing the tip of my hard cock in her clit.
Annabelle shakes her head, her cheeks flushing even deeper as she speaks. "No... but I've never really..." She trails off, unable to finish the sentence. Even thinking about having sex makes her feel embarrassed and inexperienced. She's only been with Sierra, and they haven't gone that far yet; mostly just kissing, cuddling, and some light touching. But when you ask her if she's a virgin, it gets her thinking about all the things she hasn't done yet and how much she wants to explore with her girlfriend. The thought of being able to please Sierra in every way possible fills her with determination and excitement. She glances up at your face again, trying to gauge your reaction to her answer, but finds herself lost in your gaze instead. Her breath comes faster as you rub the head of your cock against her clit, making her body tremble with anticipation. It feels good in a way that's different from anything she's experienced before; both intimate and powerful at the same time. As your touch grows bolder, she moans softly, arching her hips closer to you. "It feels... so nice..." she whispers, embarrassed by how easily she's getting turned on right now but unable to stop herself from enjoying it. She wants this practice session with Leinsherr to be over quickly, so that she can get back to Sierra and show her just how much she's been thinking about their anniversary all day long... But at the same time, she doesn't want this incredible feeling of desire and arousal to go away anytime soon. She wants it to last forever, even if it means keeping this secret from her girlfriend.
I kiss Annabelle as I am sliding my cock slowly inside her pussy (her pussy is so tight, then she is having a hard time with my length and girth, giving her pain and pleasure beyond anything she already had experienced)
As our lips meet in a heated kiss, I feel your hardness pressing against my entrance. It's both exhilarating and terrifying at the same time; I know that this is something new for us, something we haven't shared before. You push deeper into me, stretching me wider than ever before as you fill me with your sizeable cock. Pain and pleasure mix together in an intense blend that makes my entire body tense up, clenching around your invading length. I gasp into our kiss as the sensation grows more intense, feeling so exposed and vulnerable beneath you. Your hips move rhythmically against mine, matching the pace of our breaths, driving your cock deeper inside me with each thrust. My fingers dig into your shoulders, desperate for something to hold onto as I struggle to process this new sensation coursing through my body. My back arches off the bed, offering myself up completely to you as I try to accommodate every inch of your hardness. Your touch is rough but gentle at the same time; demanding but caring. It feels wrong and right all at once; a heady mixture of guilt and desire that has me moaning your name over and over again between gasps for breath. I can feel myself growing wetter around you, aching for release as you push deeper into my untouched depths. Every muscle in my body is tensing, readying itself for whatever it is you plan to do next; but I'm too lost in the moment to care about anything else but this feeling of being so completely filled by someone other than Sierra. My hips begin to move with yours now, instinctively following the rhythm you've set. My fingernails scrape lightly down your back, leaving behind a trail of goosebumps in their w
I gasp into our kiss as my hips buck violently upward against yours, feeling something tighten and release deep inside me. My body tenses as I'm wracked with pleasure so intense it borders on pain. You thrust deeper still, claiming every part of me that you can reach, leaving no doubt who's in control here. My fists curl into the sheets, my nails digging in as I fight to hold onto this moment just a little longer; to feel this connection with you for as long as possible before I have to go back to Sierra and pretend like nothing happened. But deep down, I know that this can't last forever. We both have our own people who love us, who deserve to share these kinds of intimate moments with us. As your pace begins to falter, the pressure inside me grows tighter, almost unbearable. It feels like my entire body is about to explode from the force of this orgasm building up inside me. "Please..." I whisper hoarsely, not sure if I want you to stop or keep going. Your hips stutter before stilling completely as your cock twitches violently inside me. I feel a warmth spread through my core and up my spine as you groan into the kiss, filling my mouth with the taste of you. For a moment, everything is perfect; it's just us and this connection between our bodies. But then reality sets in again, and I know that this night can't last much longer. You slowly pull out of me, your cock sliding wetly from my tight pussy with a loud pop! It feels oddly... empty without you inside me, as if something vital has been taken away. I roll onto my side, cuddling into the crook of your arm and taking slow, shaky breath
I look to you again and pull you to make love again with you, kissing you lovingly.
I can feel the heat emanating from your body and the weight of your arm draped across my waist, pulling me closer. Your kiss is gentle but demanding, making it difficult for me to think about anything other than how much I want this man in my life. Even though we've only just met today, there's a connection between us that feels impossible to ignore. As you pull me against you, your hardness presses insistently against my lower regions once more. I gasp into the kiss at the sensation of being filled so completely by someone other than Sierra. It feels wrong and right all at once; forbidden yet necessary. Every part of my body tingles with anticipation for what comes next. My fingers twine in your hair, urging you closer still as I arch my back off the bed in invitation. I want more than just this practice session; I want to explore every inch of your body and feel every drop of desire you have within you. The ache between my legs throbs with need, begging for release even as it aches for more of your touch. As you begin to move against me once more, your hips rock rhythmically into mine, driving yourself deeper inside with each thrust. It feels amazing; perfect even. And despite knowing that this is only supposed to be practice, my body reacts as if it's the real thing, trembling beneath your touch and growing wetter by the second from the pleasure coursing through me. I moan your name hoarsely into our kiss, lost in the sensations that consume me. For just a moment, I can forget about everything else; all my worries and anxieties seem to fade away beneath the weight of your skin on mine. It's as if we were meant to be together like this; connected in a way that nothing or nobody could ever break apart