Only moments ago you had just excused your other club member from your home. Having invited them over to assist you with preparations for the school festival that was to take place tomorrow. It would have been a fun way to spend your weekend if not for the worry that had come previous. Sayori's confession of the despair she'd been plagued with nearly all her life. The depression that even now was haunting her. You had wanted to be there for her, to support her like you should have always done but hadn't. Maybe too caught up in yourself to see it or maybe Sayori was that good at keeping her true feelings hidden away. But now with all of it laid bare you'd done the same and confessed your love to her and desire to be by her side and help her through it.
Unfortunately it didn't seem to be helping her.
To be honest you didn't know how to help her exactly. There was just the desire to be by her side and support her, for her to no longer be in pain. You reassure Sayori that it was likely her feelings wouldn't change immediately but you'd still be there to help her along the way. Hesitantly she agrees with you and the embraced you'd held together slowly comes apart, leaving your best friend before you a shadow of the image you'd known her to be. In hope of lightening the mood you suggest the festival tomorrow would be your first date with her. She wipes her tears away and gives a small smile along with that small laugh that you're just now realizing has been a pleasant sound in the background of your life for so many years now.
"What are you saying? I don't want to think about those things, you know? I want everything to be the same as it always has been. Even if we really are... a couple. I don't know if I could handle anything more right now..." The smile drifts away from her face as she considers the weight of the situation she's in. Her emotions which you'd previously taken for granted as unshakable are now under your scrutiny as you watch for the tiniest shifts in her behavior. Sayori's feelings that were once a sturdy bridge you had always considered strong and reliable were now revealed to be barely supported by her greatest of efforts for everyone that needed her to lift them up. You let her know it's fine and that you can take things as slowly as she needed to. Supporting her well being was your greatest concern now.
"Hey..." Sayori began as she seemed to be lifting herself out of the deep thoughts that were the "rainclouds" she wished would clear her mind. "Even if I get really, really sad... this is the best thing for me... right?" Her question is almost more than you know how to respond to. Rather than rushing to an answer you ask Sayori if this is still making her feel sad.
"I-I don't know... I don't understand what I'm feeling. It felt like a bunch of thorns when you told me you love me..." Her voice wavers with uncertainty, as if she doesn't know herself if she should say these things. It had only been an hour ago Sayori had confessed the weight she'd been carrying her whole life to you and now she was walking into another situation she was afraid of. However that sad smile, what might have been her true smile, came out to meet you again. "But that's why I want to trust you. You know what's best for me..."
You tell her that's the truth, wanting to take some of that weight off of her shoulders so she doesn't have to bear it all. But the truth is you don't know what you're doing. The uncertainty building in yourself realizing the importance of what you're proposing to her. The only thing you can be certain of is that you love Sayori and she loves you. But how to help her through her feelings when neither of you truly understood them was a daunting task. So much you could feel a hint of why Sayori found her emotions scary with every turn of them. Providing comfort was easy and natural enough for you but what more could you be doing? What is the thing you should be doing?
Maybe that was more than you could answer today in the moment, but you wanted to help her get back to how things were before like she wanted. When it seemed like there were no rainclouds in the skies. You wanted to take the bitter away from Sayori's sweet. Just enough to show her why all her friends loved her.
"Well, see you tomorrow." Sayori said slowly as she turned to leave, but only got halfway as your hand reached out to hold hers. An act that surprised both of you. "What? What's wrong?"
You didn't understand why yourself but there was a nagging feeling in your mind. Something dreadful in the pit of your stomach, an awareness that you couldn't place but wouldn't leave you alone in the moment. Fearful yourself you tell Sayori that for some reason you're feeling scared too. As of right now you just don't want to be separated from her. It was as if you left her alone for a moment something terrible might happen despite being unable to understand what it was. Unspoken are your worst fears but hesitantly you suggest Sayori spend the night at your place.
She takes her hand back and looks at you in shock. "I don't think... I'm not sure if... I'm ready to do something like that." Sayori stammers, caught off guard by this suggestion. "I know I came over here today but honestly I just wanted to hide in my room. It feels safer in there than out here. Besides I'm supposed to be available if Monika wants to talk to me online."
You didn't want to do anything disrespectful with Sayori, but you didn't want to leave her alone for the night. Thinking it over you ask Sayori if it's okay if you can sleep on her floor tonight in her room? There wasn't a need to make it complicated, it would just be a sleep over like when you were kids. Just for tonight so that your own rainclouds would leave. Sayori ponders it carefully as if she's unwilling to drop her guard to you that much. Confessing your feelings had already been a big step and neither of you were kids anymore. Sleeping together in the same room suggested things between the opposite sexes.
"Okay." Sayori eventually said. "Just for tonight. But um... don't tell Monika, okay?" That was a request you could easily agree to, after all you were going to keep your relationship hidden from your friends until Sayori was comfortable to go further anyway. Heading back into your own house to get some pajamas for tonight you prepared for your first sleepover at Sayori's in years.
While it had been awkward at first being together with Sayori in her room you were grateful that somehow things seemed to fall into a level of mundane and comfort after enough time had passed. Monika never did reach back out to Sayori so it left the two of you to just find things to do together to pass the time. For a while you were on your phone while Sayori was at her computer before eventually watching things on video sharing sites together. Before long you were both just making small talk and after a simple dinner it was getting late enough to start heading for bed. Sayori found some blankets and pillows for you to use while sleeping on her floor and you managed to help her clean up her room enough that there was somewhere to sleep. A quick change into your pajamas after alternating trips to use the restroom and you were both laying down in the dark to sleep.
Aside from the sound of the air conditioning running through her house everything was quiet and you suddenly began to wonder if you snored in your sleep or not. It would have been pretty embarrassing to insist on coming over only to ruin a good nights sleep for your new girlfriend. But thankfully Sayori had never mentioned anything of the sort in the past so you decided to let yourself relax and drift off. You would have managed to be on your way to slumbering dreams had it not been for the soft sounds you could hear in the dark. That of a young woman whimpering from above you in her bed.
You quietly call out Sayori's name in the dark but there wasn't a response back. After a while it becomes clear that the sounds she was making were in her sleep, completely unaware of them. Similar to a dog making quiet barking noises as they slept but instead it sounded like Sayori was struggling to hold back tears. Sitting up from your sleeping position you could see her form curled up under her blanket, facing away from you in the dark. Listening to her tortured sounds was painful but it was unclear what you should be doing in this situation. Was it better to leave her be? If you disturbed her she might get upset that she kept you awake and ask you to leave. But if she was this bothered by her own issues when she let her guard completely down you had to wonder if you shouldn't be doing something to help her through it. Maybe it was the more foolish of options to choose but slowly you stood up and began to approach her bed.
Gently you reached out and laid a hand on her shoulder, not shaking her and hoping she would stay asleep. To your relief not only did Sayori not wake up but her whimpering began to subside the longer your hand stayed on her shoulder. If you stayed like this all night there wasn't any way you were going to be able to function tomorrow so very carefully you crawled into bed with Sayori, staying above her bedsheets while she was below. It was difficult trying to not wake her up but thankfully with enough time you were able to get yourself into a position that was comfortable enough without touching her with anything other than your hand. Letting out a sigh of your own you let your eyes close and sleep overtake you.
"Hey." A voice called out to you in the dark, a hand gently tugging at your wrist. "Hey um... what's going on?" It was Sayori speaking to you, slowly rousing you from your sleep. You could feel her hand grip your wrist and shake it around. "How come you're in my bed?"
It took a moment to realize this wasn't right after you'd slipped into her bed either. Clearly some time had passed and it was later on in the night. Evident by the fact that your own body had moved closer to Sayori's to the point you were against her back. Further more your hand had moved from her shoulder to over her stomach and was currently holding her in a hug. As your senses were slowly returning to you it was becoming obvious the position you started in had changed to one that was much more intimate. Trying to clear your mind you wrestled for the right response to her question and could only come up with on the spot that you were sorry and would leave if she wanted.
"I was just... surprised is all." Sayori said, not immediately pushing away from you. "I didn't think you'd do something this bold I guess? I mean we only just agreed to start dating." She asked, her head turning slightly towards you in the dark. "You didn't ask to come over just for this did you?" You let her know that was certainly not why you'd asked to come over tonight. But that you felt like being closer to her would have helped you sleep easier. Leaving out the fact you could hear her sad noises in the dark while she slept. "I see... I guess it's okay then." She finally concludes making your body ease up in tension. "Though I'm not sure we can sleep with you like that." Apologizing to her you pull your hand off of her stomach but Sayori continues. "No, that was okay... I meant the other thing."
Curious what she could be referring to Sayori shifted her weight in the bed and you could feel your erection pressing firm against her behind. Realizing the massive mistake you'd just made you apologize profusely and turn your body around in bed so your back was to Sayori. There was a little relief in hearing her giggle at your embarrassment despite feeling awful you'd been caught in such a position. No wonder she'd thought you'd come over just to get in bed with her. You try to make it go away with thoughts about things other than the girl next to you but it wasn't working so it seemed sleeping with this bit of discomfort in your pants was your punishment for the night. Not completely unearned based on your actions.
"You can't sleep like that, can you?" Sayori asked nervously, though you let her know it's fine and that you'd just have to deal with it. Promising to keep facing the other way while you both slept. Quiet returned to the bedroom but Sayori didn't fall back asleep, you could feel her next to you still awake and wondering if maybe you'd made things to awkward for her to be able to sleep comfortable tonight. After a while Sayori moved around in bed again and turned to face you. "I think I know how to help. If you trust me?" She suggested. You didn't know what she meant by that but you did say you trusted her and Sayori seemed happy to hear those words. "Okay, sit up for me please?"
Moving your body around to do what she asked you sat up in her bed, back pressed against the pillow. You could hear the sounds of the night outside through the window behind you in the dark. While in your position you suddenly felt Sayori's hands move over your lap and lightly pull at your pajama bottoms. It was surprising to feel those soft fingers in such an area and you ask Sayori if she was sure about what she was doing.
"I mean... I know it's uncomfortable for boys to be like that, right?" She asked from her position in front of you. "Besides I've seen things online where... you know... people do stuff like this together. So I think I know what I'm doing. Eheheh." Sayori laughed nervously not making you feel much more confident but you lifted yourself up to let her pull away your pajama bottoms more easily. Once they were off her fingers went back over your boxers and unbuttoned them, your erection easily rising up out of the area where she'd freed it. "Oh... it's bigger than I thought it'd be." There was a tone of hesitation to her voice as she felt what was in front of her. "Okay so... I'll do this for you tonight so you feel better, okay?" Helping others was what made Sayori feel happiest and you wondered if this was for her as much as it was for you. Agreeing to her terms Sayori began her work.
It was obvious she was new to this which was in a way comforting. Sayori was naturally kind of clumsy but you didn't want to learn tonight as well that she'd been doing this sort of thing a lot with other boys along with all of her own personal demons she was wrestling with. Leaning back against the pillow you let out a content sigh feeling her soft hands and fingers rub along your cock gently. She had the basic idea of what to do with it but was often changing her hand position to see what would feel best for her.
"Are you enjoying it?" Sayori asked from below and you let her know you were, though not mentioning her lack of consistency with her hands grip and movements was a little awkward. "It's funny, I thought you would have been finished by now. Should I move faster?" She asked, gripping harder and pulling at your cock. You quickly inform her after a few to hard tugs that that wasn't the case, looking avoid any more painful movements through her inexperience. Understanding she was a little too rough Sayori laughs nervously. "Sorry I've never really done anything like this before." You let her know that's okay and that she doesn't need to worry about making it faster or harder, she's been doing just fine. Not wanting to discourage her at all. "Hmmm... okay, I have another idea."
Moving around on the bed you feel Sayori separate your legs apart further and come closer to you. In the dark Sayori's lips gently meet your cock and give the head a little kiss, making you gasp in surprise from the sudden contact. Sayori understood she was getting somewhere here and gave you more small kisses along your shift, using her tongue to gently lick along you. Finding her hand in the dark you give it a small squeeze, Sayori squeezing it back and pulling her hand back to her so she could brace herself. Opening her mouth and slipping her cock between her lips while she sucked at it.
She was still slow and awkward at the task, more than once you had to let her know to be careful her teeth didn't touch your erection while she moved. However it did feel amazing and Sayori was dedicated to making it enjoyable. Each time her head going down you could feel her test herself to see how much more she could take. Feeling ambitious or dedicated Sayori moved her head down to take as much of you as she could, pulling back suddenly and coughing as she had gotten more in her mouth than expected. You lay a hand on her shoulder and ask if she's okay and between coughs Sayori assures you she's fine.
"Sorry, I went a little too far I guess." Sayori said. "Are you still enjoying it?" You let her know you were but didn't want to make her feel uncomfortable. "I don't feel bad at all... it's kind of nice." She confessed. "Knowing I can make you feel really good like this, it makes me feel good too." Tenderly Sayori used her hands to guide your cock back into her mouth, her head moving down again and sucking gently at you. Your own hand moved from her shoulder over her head and began to gently pet her hair while she moved. In the dark you could see Sayori's legs moving up and down as she worked as if she really was having a good time with you. Moving her head down again Sayori took as much as she could, gagging a little and pulling back up just above your dick to catch her breath.
"Almost that time..." Sayori said sounding nearly disappointed with herself. "Say if you want to... you know... push down on me? Use your hand to get it in more, I wouldn't really mind it." You ask Sayori if she isn't worried she'll choke and she shakes her head in the dark. "It's okay, I think I'm starting to get it. I'll tap your leg if it's too much. But let me know if you're going to finish okay?" You agree to Sayori's requests, not wanting to deny her anything she asked but surprised this was something she wanted. Going along with it you keep your hand on Sayori's head and gently press down as she bobs against your cock.
You're hesitant to move your hand against her but Sayori doesn't ever fight against it. In fact the first time she moves her head down to swallow as much of your cock as she can you don't even offer any assistance. However the second time Sayori puts her hand on top of yours, directing you to push her down as she deep throats your cock. Before long you don't need Sayori's guidance anymore as feeling her suck on you is so good you begin to move your hips up to meet her mouth. Hand pressing down on her head like she asked of you. There are small gagging sounds from her throat but she never gives you the signal to stop, and trusting her request from earlier you don't. Her blowjob is so intense that before long you tell Sayori you're about to cum. She pulls back from her position on your cock but keeps her mouth around it. Using her hand now to pumping your wet erection against her tongue.
When you start to cum Sayori lets out a sound of surprise but doesn't take her mouth away. Instead letting you shoot off everything inside of her lips as she collected it in her mouth. When you were finally done Sayori pulled her mouth away, her cheeks puffed out with your collected reward for her efforts. After a few hard swallows Sayori lets out a long sigh to catch her breath. "Eheheh. Was that a good job?" You let her know it was the best thing you'd ever felt in your life. Sayori gives you another one of the best feelings ever as she cuddles up to you with a hug. "I'm glad... I'm really really glad, you know? That I made you feel good." Letting her know that she has always made you feel good Sayori gives your arm a powerful hug against her chest and holds you tightly. "It's still hard for me to think about it. I liked making you feel good but it's weird when I think about it for a while. I just want to stay feeling this way..."
Deciding it would be best to not talk anymore tonight you agree to let her just enjoy feeling this way instead of analyzing it right now. Slipping under her blanket with Sayori you have her help you button your boxers back up and let her grip onto your body like one of her stuffed animals. It was a weird turn of events tonight compared to how your day had started but if nothing else you were glad you were able to give her something. Even if all it was was her being allowed to give you something. As she asked you let your own head rest on the pillows and eyes drift off to sleep. Tomorrow was another day and you'd face those problems then.