Hypnotized by a Fan's Requests Pt. 03

Startled, Ness got up from the bed and put a white shirt on, pulling his duvet over his pitiful stains. Opening the curtains to his room, illuminating a pristine working environment.

Aside from the OF content, Ness spent most of his time invested in books, studying and researching for his computer science degree. The money coming in for the OF was paying his way to a slightly nicer lifestyle than a typical broke student. Besides, it wasn't hard work most of the time, only when he wasn't able to make himself cum.

"What have you been up to Nessy?" The warmth from Jane's words could be heard through the door of Ness' room, Ness cracked a smile and shouted back.

"You made me shit myself then! I was in my own little world! Can you be a little bit more tactful when you come home please Janey!" - "Just cause you were knocking one out! You think I don't know what you're like but you're a little perv!"

Ness burst out of the room, Jane was waiting with her hands on her hips, she looked down at him smiling. She was still in her work attire, pencil skirt, white blouse and stockings as she embraced Ness.

"God what a fucking day." She sighed "You're telling me." Ness replied, she had no idea.

"Do you fancy going out for a drink or anything Nessy, I'm honestly so done with today I just need some cocktails and a chat."

"Better not, it's a school night isn't it, you can go though I don't mind having the house to myself." Ness really did want to but he had other things to contend with.

"I'm sure you don't!" She replied slyly.

"God my boss is just such a bellend, I swear I just wanna knock him out sometimes, you'd fucking hate him Nessy I swear. Classic dickhead who only cares about t&a, thank God you're not like that, I think I'd disown you".

"Hey I like t&a too!"

"Yeah but you're not a cock about it. I mean you're a bit placid and could do with being a bit more assertive but hey ho."

"Thanks, Jane... I think?"

"It was a compliment masked by the fact you're a sissy"

"I'm not a sissy! And actually, you don't even know what that is."

"A blunder," Ness thought, "I don't want to talk about this with her."

"Oh, and what is a sissy then Nessy, enlighten me." Jane's face contorted into an evil smile, she'd just played a brilliant move.

Ness was pinned to the queen, he needed to play something good here. "Can we just move on?" A fork from Ness, but one that Jane saw almost immediately.

"No come on, I'm interested, what is this like one of your kinks or something? You can tell me Nessy." Ness was down a lot of material here and Jane was looking for checkmate. Time for a risky move.

"Let's not go there, you've got like a billion sex toys in your room and not just dildos too! A butt plug, hand cuffs and worst of all a chastity cage? If you're not using it on yourself then who are you using it on hmm?" Ness thought he'd played the best move, but his king was wide open.

"Why are you looking around my room?" Jane had gone from jovial to forceful. Checkmate.

"Think of a lie, quick!" Ness was screaming internally, will today ever end? Ruined Orgasms and now he has to tell his sister his kinks, there has to be a way out of this.

"Ness. What were you doing in my room?" Jane wasn't laughing anymore, this was a breach of trust, not a game. "Why were you looking through my stuff?"

Ness resigned himself to shame, the truth was better than any lie he could come up with.

"Fucking hell." Ness was pouting. "God I really don't want to talk to you about this." Jane said nothing, singing his face with her stare. He could feel the heat from it. "Fine, Jesus, look, I." The words were not spilling out freely. "I'm, well, ummm. Interested by your clothes."

The space between Jane and Ness was dead. A No Man's Land in which no foot should ever tread. Jane bravely made the first step. "Are you like, wanking into my clothes or something?" Ness dived onto that grenade.

"Oh fuck no God that's awful. Jesus I wouldn't make you wear spermy clothes." He looked for a smile, he only found a pale, confused face, he followed up with a sigh. "I wear them alright. I just like the way they feel, that's all." Jane's color almost immediately returned.

"Oh thank fucking God for that!" Jane said laughing. "God I thought you wanted to fuck me for a minute then. So you dress up like a girl then? And you wear my clothes? I mean that's cool I guess. Good for you! I mean, buy your own clothes Nessy, but yeah okay." Ness was shocked by her reaction, he expected her to be angry.

"This is so embarrassing, I never wanted you to find out." - "Meh, so what! God you could become one of the girls! Wait, oh my God we could go out for drinks tonight! Honestly I could make you just glow, can we do it? Please can we do it?" Jane was pleading with him.

"Fuck off! It's not like it's something I want to do all the time, I just like doing it for fun that's all."

"So you do wank in my clothes then? God that's fucking gross eugh. You need to get that little pecker under control to be honest. I swear all you do is jerk it off." Ness was blushing.

"Shut up! It's not that bad really, to be honest I've gotten a lot better till recently. I just, well your clothes are just."

"Look just shut up, too much detail. This is still really weird. I liked it better when you were my gal pal and not my pervo little brother."

A moment of genius came to Jane suddenly "Actually, since you asked about my toys, you could probably use one of them. What do you think about chastity, Nessy? I've used it on some of my exes and it worked wonders for their little fantasies."

"Fuck no, God why are we talking about this, I enjoy jerking off, why would I ever lock my cock away in one of those fucking things?"

"Fine! Fine, suit yourself, just an idea as all. Look I'm just gonna go shower and head straight out, at least you've made my day a little better Nessy, thanks for your honesty and all that. Should I call you like slut or anything instead of Nessy now?"

"Please stop." Ness replied, cringing.

Ness retreated back to his room, jumping on his bed and looking at the ceiling. He was letting the day soak in, all that had transpired. "Why does all of this have to happen at once?" He thought. He thought about the chastity cage in his sister's room. He had considered it before, just trying it on, but he never did it, always just to see what it looked like. It was a feminine pink nub cage, tiny for an average sized cock, but an almost perfect fit for for Ness. The thought played in his mind until Jane shouted to him.

"Bye Ness, I'll see you later, seriously don't worry about what we talked about earlier. I still love you, just have a nice night, okay." Ness loved that about Jane, she only ever wanted the best for him. He picked up his phone and saw 3 unread messages from GoonErryDay.

"I bet you loved that video didn't you? You've probably already ruined to it but we're too shy to record it."

"Hey, how's my little ruin slut? Where's the video, I want it now."

"If you don't send me the video soon, I'm not going to help you and you're just going to keep ruining forever."

Ness was losing less and less faith in this fan, but still he was getting just as turned on as earlier. He opened the video he was sent, reading the words he felt his little cock getting hard already. Just the humiliation he felt was enough to get him in the mood. But he'd have to set up his computer for this one if he was going to record it.

He started to boot it up when he got another message. "Too slow, sorry I'm not helping you any more." Ness immediately started to reply to the message, he nearly dropped his phone with his desperation.

"Sorry, sorry, I was talking to my sister, I was busy I'm doing the video now."

"Your sister hmm? Well, Not my problem is it mate, if you don't obey orders, then I'm not at liberty to help you, sorry." Ness was worrying, he needed to act fast.

"I'm sorry, I'm sorry, please I'll make it up to you just help me with this, I'm so horny and I just need some relief."

"That's better slut, fine I'll make you a deal, I've got another file here for you to listen to, if you send me the recording of your pathetic dribble, then listen to that file, I'll think about helping you."

Ness wasn't one to argue here "Fine, send the file, I'm recording now." Ness sat in the computer chair and put the video of GoonErryDay having a satisfying orgasm on repeat. It was only 20 seconds long, just as he was about to start he got the new file sent over.

"Here you go mate, I think you'll really like this one! Also make sure you throw some edges in this ruin, I want the video to be at least 5 minutes long. You should savour it, we'll make a gooner of you yet!". Ness, Equipping his masquerade mask, got to work.

He started reading the words. Over and over again. "This is what you can't do, enjoy your ruins!" Ness hit his first edge and breathed through his nose, his cock begging him to stroke through. But he held strong. He looked at the time, 30 seconds in so far. He stopped for about 20 seconds till he started again, this time the edge came very quickly, he must have only stroked 3 times before he had to stop.

Another edge came and went. As the fourth rolled closer, he looked at the time, only 2 minutes. Ness stopped at the last possible moment thrusting his little cock in the air, but the air resistance was enough stimulation. "Fuck! I've gone over!." He tried to stem the flow but there was no chance. He felt his cock convulsing, but he knew he'd let go too early to feel any pleasure from this, his hands still held back by the voice in his head.

"Fuck, no please God let me get just one more stroke." He was talking to himself, helplessly, he could only watch himself, his hands stuck to the chair. He hung there for nearly 10 seconds when he finally let go, drooling cum onto his pubis. Collapsing back down, covered in his own disappointed load. He looked at the camera and blew a exhausted kiss, hopefully this shorter duration would be acceptable for GoonErryDay.