Author's Note

Yahallo! I was having a bit of a problem deciding what to do with this chapter, mostly because I'd never written a phone sex scene before, and wasn't entirely how to even go about it. I've always been good at planning out big events, but it's the smaller stuff like this I struggle with. This chapter is mostly filling in some blanks about Diane's past and adding some more pieces to the puzzle, and while most of you have got it figured out, there might be a few surprises. The last half is for perverts who like the sex scenes and stuff of this story, and I'm going to say that you'll be getting exactly what you're wanting next chapter, mayhaps. Tell me if you see any story or grammatical issues, thanks for reading, enjoy!

Chapter Five: Phone Fornication. (NSFW)

‘So you prefer pink? That’s good to know, I’ll make sure to remember that. ;)’

Though Jason couldn’t see her, he knew Diane had one of those erotic smirks on her face right now. Even through text he could tell when she was teasing him, not that he minded if she did, it let him know she was still interested in him.

‘I thought you didn’t have a phone? Did you...get a phone just to talk to me?’

If she did get a phone just to talk to him, he’d feel really conflicted. On one hand, he’d be happy that she went that far just to talk to him. On the other hand, he’d feel very bad about her spending that much money on him. He knew she had a job, but still.

However, he did actually like texting, more or less. When he texted people, he sounded normal. There was no eye contact, no feeling obligated to speak so things weren’t awkward, and he couldn’t stutter in text.

‘No, not really. Like I said last night, I didn’t have one because social media’s bad for me. But for the past couple of weeks, I’ve been thinking about getting one for other stuff. I really like listening to music, but my mp3 player is getting too old and there’s some songs I can’t get on it. I also get super bored sometimes and have nothing to do, so having a few games to play would be nice.

Though, if I’m being honest, I did like the idea of being able to talk to you outside of that alleyway. So, you were just the final push, not the only reason. I should also let you know, since I’m usually so busy throughout the day, I probably won’t usually be able to text you till night time, assuming I even can. I should also let you know, you're the only person that has my number, and that I would actually text. So, don’t give my number out to anyone, k?”

He breathed out a sigh of relief, glad he wasn’t the sole reason she bought a phone. That only made him a little less confused, however. He did ask her to give him her number, but when she said no, he didn’t say anything else. So how did she get his number? He started typing and was about to ask her that exact question, before she sent him something else.

*Wow, she’s a fast typer, she must have used to text a lot of people.*

‘Hey, so, I don’t actually like texting all that much. Do you mind if we call? I...prefer to hear your voice.’

Jason was a bit surprised, she seemed so good at texting, he just assumed she liked it. While he was a bit disappointed since he was comfortable with that, it didn’t bother him enough to say no to Diane. He had trouble telling most people no, but with Diane that seemed to be even harder. He started calling her after quickly changing her contact to ‘Diane’, and she picked up almost immediately.
She didn’t say anything when she picked up, but he knew she was there by her breathing. He couldn’t hear anything else but it, and it sounded...erratic?

“Diane?”

“I’m here, I was just...doing something.” He heard her whisper, hearing what sounded like a door being shut and locked. “How was your day? I didn’t see you at lunch, Pinkie and her friends too much for you?”

“Well...yeah, they were kind of overwhelming, even for me. I think I’ll be eating my lunch by myself from now on, no offense to any of them. By the way, how did you get my number? I don’t remember giving it to you.”

He heard a slight bouncing noise, which he guessed was her jumping on her bed. She began to shift around, getting comfortable on whatever she was on.

“Can’t tell you, it’s a secret, all girls gotta have a few secrets.” She said teasingly, giving out that adorably devilish giggle of hers. “You know Jason, you sound a bit more confident over the phone. I think I like it.”

*She’s steering the conversation where she wants it to go, I’ve noticed she does this whenever there’s something she doesn’t want to talk about. I get there’s some things she doesn’t want to talk about, but I just wish she’d be more honest with me.*

“Really? I’m just less nervous because I don’t have to worry about eye contact or anything, I don’t think I sound more confident or anything.” Jason said as he gulped, this might have made her upset, but he was worried and felt he needed to ask. “Do you mind if...ask you a personal question?”

“I’m a D cup, my bra size is 41.”

“What? No, not that!’

*Is that big? They certainly felt and looked big, no! Don’t let her throw you off track.”

“I wanted to ask if you...used to have a drinking problem?”

He may not have been able to see her, but it was like he could feel her scowl. He didn’t hear her say anything for a few seconds, he couldn’t even hear her breathing, he wasn’t sure if he’d ever been more tense in his entire life.

“She showed you the pictures, didn’t she?”

It was phrased like a question, but the tone of her voice made it sound like a fact. There was no anger or hostility, not even accusation, her voice was just...blank.

It kind of scared him.

“Y-yeah, she did. Did yo-”

“Of course I knew, they weren’t as subtle about taking pictures of me as any of them would think. I figured people would have told her about me and she’d get curious about what I looked like and asked people to take pictures of me, there’s nothing that girl can’t get if she really wants it. I just didn’t care, if people want to take pictures of me, let them.”

There was more anger in her voice now, which wasn’t much better, but was more comforting than the emptiness it had before. He heard her open and close a drawer or something, she pulled something out, but he couldn’t tell what it was.

“I’m so-”

He heard what sounded like her slapping her phone, and then making a grunting noise. “Shit, I can’t boop you on the nose. Jason, do me a favor and boop yourself on the nose for me.”

He stayed quiet for a few seconds, not entirely sure if he heard her right. When she didn’t say anything, he put the phone between his shoulder and ear and smacked his hands together, hopefully producing a noise that convinced her.

“Good boy. Listen, don’t blame yourself Jason, I don’t want you apologizing everytime you ask a question you didn’t know would bother me. It’s just...that period of time was really rough for me, and thinking about it makes me...upset. I don’t want to talk about it, and I know I said not to ask me about things I don’t want to talk about, but...I need to talk about this, I can’t keep it bottled up. I…”

He heard her stop talking for a moment, even stop breathing like she held her breath. Then he heard her get off her bed, her light footsteps walking across the room and abruptly stopping. The sound of wind blowing as she opened a window, her sharp breath as she deeply exhaled and inhaled.

“I didn’t have a drinking problem, no. I had a lot of problems, and drinking was how I dealt with them. I still have these issues to this day, but I don’t drink anymore, I can tolerate them now. Back then I was...lost, confused, I didn’t know what to do with myself or who I was. I was completely miserable and depressed, I...can’t tell you why exactly. Not yet, I’m not ready. It wasn’t just because of one thing though, there were so many things going through my head then, going through my head now. I hated being alone with my thoughts, so I spent my free time going to parties and getting so drunk I couldn’t think, and then I drank some more.

I do a good job of being composed now, but honestly Jason I’m...still kind of like that. It’s hard for me to get out of bed in the morning, even harder to get through the day just trying to stay positive. I’m not even sure the last time I can remember being genuinely happy.”

There was a deep sadness to her voice, filled with sorrow and regret. He couldn’t imagine what her face looked like right now, maybe it was better that he couldn’t. He had always been terrible at dealing with sad people, he couldn’t even cheer himself up, how could he make others feel better?

The best he can do is try to understand other people's sadness, and help them anyway he can.

He tried to think back to everything they’d talked about, anything she mentioned from her past that would indicate one of things she was talking about. He did recall one thing, it might make her worse, but it was all he had.

“Is one of those things...the boyfriend you talked about?”

He heard her sigh, like he’d brought up a topic she’d been dreading. He heard her set the phone down on the windowsill, a beep noise as she put him on speaker.

“Jason, if I told you that I’ve only ever slept with one person in my life, would you believe me?” She sounded a bit more distant now, but he could still distinctly make out her voice.

He stayed silent for a few moments, believing her meant trusting her, he’d been thinking about that almost all day. It was obvious there were some things Diane was hiding from him, but they all just seemed to be things she was sensitive about. He didn’t know her very well, but she had been nothing but nice to him.

Did he trust her? There was only one answer for that.

“Of course I would, you’re my friend, I trust you.”

She sharply inhaled, as if surprised at what he said. Then she giggled, at least he made her a little less gloom.

“Thank you Jason, that means a lot, I know how hard it is for people like us to trust others.”

He heard her shut the window, another beeping noise as she turned him off speaker and brought the phone back up to her ear. He heard her walk to her bed again, but this time she seemed to just sit on the edge of it instead of laying down.

“I don’t like sex for the pleasure, not just the pleasure, anyway. It’s about intimacy, the feeling of being truly close with someone, the warmth of another person’s body, being trusted and being able to trust someone else like that. Honestly, a lot of the time I'd prefer to cuddle. When I met him, I was easily at the lowest point in my life, I would have done anything to not feel like shit, to feel like I had some purpose in life. He was my first, and only, hookup. He wasn’t my boyfriend so much as someone I exclusively had sex, and that was basically all he wanted me for. He didn’t actually care about me, he didn’t comfort me when I needed it, I was nothing but a living sex toy to him.”

Something flared inside Jason, something he hasn’t felt in a long, long time. Anger.

“You...deserve better than that.” Jason growled, a little surprised at himself.

She didn’t even seem to notice, she laughed in response. It wasn’t a happy laugh, he wasn’t sure how to describe it, but it sounded...somber.

“It’s easy to tell me that, you’ll find it’s a lot harder to convince me it’s true. I don’t value myself very much, a lot less back then. When we had sex, it was the closest I’d ever been to someone, and it was also the happiest I’d ever made someone. I felt like I’d finally found something I could do that’d make other people happy, even if it was just one person. I devoted myself to it, learned everything I could about it. I learned to pleasure him the best way that I could, in any way I could. I let him do whatever he wanted to my body, however he wanted to. I knew then just as I know now that he was just using me, but I didn’t care, I was being useful.

We ‘broke up’ when he lost interest in me, more specifically, when he thought I was sleeping around with other guys. He didn’t believe me when I said I had only gotten so good at sex all the sudden was because I was trying to please him, he was convinced that once I had gotten a taste for sex I became a whore, said that I already had the body of one. Then he just...abandoned me, never talked to me again, like I was trash. Like everything I did for him didn’t mean anything, l-like I-”

Her voice sounded shaky, like she was on the edge of crying. He’d never heard her like that before, she usually sounded at least somewhat confident. Now she sounded so...hurt, he knew that there were some guys in the world who only dated girls for sex, but to hear someone he knew was being treated like that and then just thrown away was...infuriating.

“Diane...you don’t have to talk about it if you don’t-”

“No...I need to, I’m alright.” He heard her mumble, hearing something like sniffling. “After that, I kind of just spiralled out of control. I drank until I passed out, and it eventually took a really bad toll on my body. I ended up having to go to the hospital for alcohol poisoning, the doctors said it was a miracle my liver was even working properly. I couldn’t drink for a while and it forced me to deal with my problems, and I finally...broke down.”

She stayed silent for a few seconds, her breathing sounded erratic again, but it didn’t sound like she was crying.

*Pinkie was right, that girl really is terrifyingly perceptive.*

“After a while I just drifted around, I’d cried until I couldn’t anymore and I had no one to talk to. I stopped going to parties, stopped drinking, I...needed to be alone for a while, being around other people was bad for me, and I was bad for a lot of people. So in my free time when I needed to get away, I’d go to that alleyway, and I haven’t talked to anyone since. Well, until you, anyway.”

Her voice was slowly getting back to normal, she was starting to sound less sad and more like she usually did. Everything she was saying made sense, and it lined up with everything Pinkie said. Even so, he couldn’t help but feel like there were still things she wasn’t telling him, important things.

There was also a question he’s had on his mind for a while, her explanation only brought it to the surface of his mind again.

“Diane, what...am I to you? Are you only interested in having sex with me so you feel useful? Are you just using me to help deal with your insecurities?”

He felt stupid asking her that, even if it were true, he wasn’t sure if she’d give him an answer. But ever since Pinkie told him she might just be using him, it...bugged him, and had been all day. He might not have thought very highly of himself, that didn’t mean he was ok with being used.

“I’d be lying if I said that wasn’t at least a little bit of why, I miss feeling that close to someone and making them happy again. I can’t make you believe me, but I promise you that I’m not doing that with you. If I just wanted sex, there would be easier ways for me to get it than that. As someone who’s been used like that before, I could never do that to you. You..”

She was silent for about a minute, he could just barely hear her shaky breathing. It wasn’t sad as if she were on the verge of crying like before, it was more like she was...afraid. Of what? He didn’t know.

“Mean more to me than that.”

Her voice was raspy and quiet, little more than a whisper, but he could tell she meant it. Hearing her say that made his chest feel warm, for a moment he didn’t know what to say. He’d never felt that he really meant anything to anyone else, sure some people have been friends with him, but he knew most people who were friends in highschool were out of convenience, they didn’t really care about each other. Since he’d never had parents or anyone that was close to him, no one had ever told him they loved him or they cared about him, this was the closest he’d ever heard.

It made him feel very flustered, but...also happy.

“Diane...I...thank you, I care about you too. Even though we haven’t known each other very long, you’ve made an impression on me no one else has.”

“Same here, but it isn’t so much the how long we’ve known each other, I’d say it’s more about what we do in the time we have shared.” She said with a giggle, he could hear her shift around as she laid on her bed. “So, this might be a little weird to ask, but do you mind if I come over to your place tomorrow night?”

“Why do you want to?” He wasn’t upset that she did, just surprised. Surely wherever she lived was better than his dingy apartment, maybe she just didn’t want her sisters knowing about him?

“It’s no problem if you don’t want to, I’ll get it. It’s just...if we’re going to keep doing stuff like we did last night, I’d rather not do it in an alleyway where we might get seen or heard. I might be into a lot of things, but I’m not an exhibitionist.”

He felt his cheeks get hot as he remembered the details of last night, if someone had seen them during that, there was a very good possibility he would have had a heart attack. At the time he wasn’t really worried about it, if his moaning was any indication. Thinking back on it now, he was embarrassed at his lack of shame then.

“No, you’re right. So, do you want me to bring you here tomorrow?”

“Nah, just text me the address. I’ll tell you when I’m on my way.” He heard the sound of her clothes moving around, not able to tell whether she was taking something off or putting something on. “You know Jason, there’s another reason I called you than to talk.”

(Sexy stuff starting here, skip if you want.)

He noticed the sudden erotic tone in her voice, the same one she usually used when she straddled him. Not only that, but her voice shifted a bit and became more husky, like when she’d whisper straight into his ear. He’d never experienced it before, but the feeling of someone’s hot breath on his ear as they licked him was...arousing.

“What...would that be?” Jason asked as he tried to relax, he could feel his member starting to slowly rise at her voice.

“You asked me if I thought about you at all, and I told you only once or twice, that wasn’t a lie. But after last night, I haven’t been able to stop thinking about you.” He heard her breathing pick up, but couldn’t make out what she was doing. “The cute way you move around when I touch you, the way you try to stay quiet just makes me want to try harder to make you moan. Your body is so soft like a girls, you're so warm and nice to touch. The feeling of your cock twitching in my mouth, the warmth of your cum on my tongue and the sweet saltiness of it, the way your body tense up as you unload yourself inside of me. It’s all I’ve been able to think about.”

He could practically feel the desire coming from her voice, she was speaking in the same way she did before they started making out. It sounded like she was breathing directly onto the phone, her shaky breath was almost strained. He could also vaguely hear the sound of something wet being squished, something about it was familiar.

*Is she...fingering herself?*

“It’s left me incredibly hot and bothered, but I can’t exactly do anything about that throughout the day. I couldn’t come to the alleyway tonight because I’ve been busy, so I figured we’d just have to do this instead. That’s why I sent you those pictures earlier, I was hoping to get you into the mood, and it’s also what I’ll be wearing tomorrow.”

“What…” Jason gulped as he felt his cock throbbing in his pants, he slowly reached down with his other hand and began to unbutton them. “Are you wearing now?”

“Socks.”

“Socks?”

“Just. Socks. The kind that goes up to my thighs, they’re pink if you were wondering.”

The idea of Diane being completely naked on her bed, wearing nothing but socks and masterbating to him was too much. He successfully whipped his fully erect penis out, wrapping his hand around the shaft and quickly moving his hand up and down. His breathing was getting erratic and he could feel his entire body getting numbingly warm, he could feel each heart beat throughout his entire body, especially his dick as it throbbed eagerly in his hand.

“Oh my, you’ve gone quiet on me. Are you...playing with yourself? You naughty boy.” She teased, he could hear her fingering get faster.

Jason closed his eyes as he listened to her fast breathing, just barely able to make out the sound of her putting her finger in herself. Her panting and occasional moan was putting him on edge, he didn’t know how much he liked the sound of others moaning until now. He couldn’t stop himself from thinking back to the previous night, focusing on when she was sucking him off. How warm and wet the inside of her mouth felt, the euphoric sensation it gave him when she wrapped her tongue around the tip, the feeling of his mind being overwhelmed with pleasure.

Even thinking about the moments before made him more aroused, the way she licked his body, the feeling of how soft and enjoyable it was to touch her. Her skin was flawless and her figure perfectly shaped, the thought that she was currently pleasuring herself to him made him feel more pride in himself than he thought he ever would.

He didn’t last as long as he usually did, which was likely because of how aroused he was. He couldn’t stop himself from moaning as he came, his baby batter spurting onto his stomach. A few seconds later, he heard Diane make a sound that was a mixture of a squeal and a gasp. The squishing sounds sped up and then stopped, her breathing got faster and more erratic, almost like she was wheezing.

(Sexy stuff over.)

“Well...that was fun.” She whispered, he could hear the sound of her licking something, like a cat when cleaning itself. “I’m sorry this is all we could do tonight, I promise I’ll make it up to you tomorrow. I have to go to sleep now, I suggest you do too, you’re gonna need a lot of energy for tomorrow.”

He heard a clicking noise as she ended the call, and then a dinging noise as she sent him another message. He looked at the phone, blushing as he saw she sent him a picture. It was another picture of Diane, but this time she wasn’t wearing anything, laying naked on her bed. He could see her entire upper body, the picture cutting off at about her belly button. Her bright pink nipples were fully erect, perfectly perky breast of hers without a single flaw was on full display for him. Some parts of her body seemed a bit shiny, like she was sweaty. She was looking up at the camera with a smirk and winking at him, her other hand between her legs past what he could see.

That image was more than enough to arouse him, he felt he could go again if he truly wanted to. But Diane was right, he needed to get to sleep, he felt he’d need every second. He turned his phone off and set it on the nightstand, reaching under his bed and pulling out a roll of paper towels he kept under his bed for emergencies. He cleaned himself and pulled his pants up, throwing the paper towels in a trash in his room.

Right now, Jason was at the most relaxed and most excited he could remember. Usually, he jerked off before bed every night, it made it easier to fall asleep. This time felt special, he didn’t feel an ounce of nervousness or anxiety, not even slightly nervous like he was about anything. The last time he remembered getting excited about anything was probably when Game of Thrones season eight finally came out, and even then it wasn’t like now.

*What a letdown that was.*

He’d expected that when she came over tomorrow, he’d almost dread it, he didn’t know how long he’d actually last in sex or if he’d even be able to pleasure her at all. But considering how considerate and nice she was with him, and that she seemed to understand his inexperience, He didn’t think it’d really bother her.

He had a feeling that tomorrow was going to be the best night of his life.