My fingertips graze against the silken, soft fabric, then travel under, greeting taut, warm, muscular skin. Low, gentle moans hang heavy with lust; sexual heat rising as my nipples are pinched, grow erect and brush against the satiny material. My tongue trails over my bottom lip as my need elevates and I reach down, finally, and touch smooth, unyielding steel whilst my mind becomes flooded with indecency.
"Mmm, Ashleigh... Ahh, fuck!"
The flash of pain from my sensitive flesh, being crushed within its prison, wakes me up fully and rapidly my erection is sent back in retreat.
"Fucking bollocks!" I yell out in frustration.
I feel dirty, disappointed by being unable to relieve myself, but mostly just disgusted by the filthy dream that had invaded my head; my first time with Ashleigh, Louise's sister. Something that led to the actions that will forever haunt me and the reason why Louise treats me the way she does. Unable to sleep, nauseated by my own mind, I climb out of bed and head to the bathroom.
At the sink, I start brushing my teeth in an attempt to feel less unclean. A pretty, long-lashed, hazel-eyed boy; not a man, with nearly shoulder-length, touseled, mocha brown hair stares back at me, tired and unimpressed. I look like my mother without my facial hair.
I glance down at the nearly see-through, silk negligee covering my completely smooth, tattooed torso, skimming over my hips and ending at my upper thighs. The bulge of my restrained manhood is the only thing that indicates my biological sex, blurring the lines of how others define sexuality. My father would lose it if he saw me like this. Even as a kid, he pushed me to act a certain way.
I strip out of the nightie then step into the shower, resting my head against the screen, still repulsed over the memory of Ashleigh, due to my own hurtful behaviour. I over-compensated to conceal my sexuality from my father and the object of my desire and frustrations; Justin. I hid behind a mask of toxic masculinity, with promiscuity and aggressive behaviour becoming my norm, although that wasn't how I originally wanted to be.
When I lost my virginity, it was to the girl the other guy's lusted over with her tiny, rolled up skirt, perfectly curvaceous arse and huge breasts barely contained by the blouse she deliberately left open to show off her cleavage. Everyone wanted her, although she wasn't my type. I chose her because she appeared easy, angered that Justin had fucked Lydia the week previously on my sixteenth birthday when I had planned to admit my feelings after gaining the courage to do so.
Ashleigh was gorgeous, there was no doubt about that, and she knew it. Only a few had been brave enough to attempt to ask her out, stumbling over their words clumsily and she flat out rejected all of them. I was aware that the girls found me attractive, so I was very sure of myself, and I wasn't going to let their failure unnerve me. Confidently, I approached her at the lockers and asked her out in front of everyone.
She sounded disinterested from the tone of her voice, but I was able to tell from her blushing, shy face that she was more than pleased as she tossed her shimmering, blonde hair and agreed to my girlfriend. To whistling, I pushed her up against the lockers and kissed her, giving her the first kiss that I'd been saving for Justin. Until that moment, I had been standoffish with any girl who'd approached me, so it became pretty big news.
I fingered her that evening, slipping my hand beneath her skirt as we made out, but her clothes remained firmly on. It was amazing to hear her get enjoyment from what I was doing, but frustratingly the weeks passed without anything else happening. She was too embarrassed to let me see her naked.
It wasn't until Valentine's day that I finally got to fuck her, nearly three months after we'd begun dating. Ashleigh had told me she had a surprise for me and I knew it was something big. She'd almost taken it further the previous weekend, but at the last moment, she'd stopped. I hoped she'd finally let me see her breasts finally. She hadn't even let me touch them.
We went to the woods like we usually did with my friends and some others, with a crate of beer, and some weed but we parted from them, heading further into the darkness. With a torch placed down on the ground nearby, she unzipped my jeans and dropped them down along with my boxers.
She'd seen my body before but not my cock. She hadn't even touched it although it had pressed against her several times. I wasn't shy as she looked at it. Most of my confidence came from the knowledge that I'm packing. She hesitated but then touched it, stroking down the length of it and around the base before she decided to lower her underwear, keeping her skirt on and placed my hand between her legs.
As my fingers became wet, she'd begun to sigh, so I kissed her neck with my arousal pressing against her side. I wanted to see her breasts, and she didn't stop me as I unbuttoned her blouse and continued to kiss downwards until I reached her bra.
I opened my eyes to glimpse what I had wanted to see for so long but what I actually found was a white, heavily padded bra. It had a clasp on the front, and when I undid it, I discovered pert B cup breasts. Still gorgeous with rosy nipples but considerably smaller than the ones I had been expecting.
It didn't matter to me, although the reason for her original reluctance became apparent. It was something she had kept secret up until this moment, a secret that probably only I knew about and she put her trust in me.
More than ready to lose my virginity after hearing of Justin's exploits with a different girl most weeks, I lowered her on to my coat I had laid out on the ground. I got a glimpse of her pussy as I entered her, and she whimpered in pain as I broke through her hymen. It felt as good as I had envisioned, although it was with the wrong person. I managed to make it last for at least ten minutes which from what I could tell, was good for my first experience. I'd been practising edging to delay myself when I masturbated to porn.
After the most incredible orgasm I had ever experienced, I went down on her for the first time. I tentatively licked her, following the motions I used with my fingers, but not really knowing what I was doing. Gently my tongue stroked at first until she grasped my hair and moaned, and my ego was stoked with the noises she'd made as I brought her to climax.
We had sex most days over the following couple of weeks, occasionally in the science rooms at lunch, sometimes behind the back of the bike sheds and twice in the changing rooms after PE. I rapidly lost interest, though. She didn't do anything, and it was becoming boring for me. We didn't have anything in common, and I could only think about Justin. All she did was complain about the other girls, which was tiresome. The rumours over the size of my dick and our exploits spread like wildfire, however. Girls would regularly try to flirt with me, quite openly, which made Ashleigh jealous and needy.
In the changing room after athletics, just before the May half-term, the guys were chatting about the girls, discussing who they thought had the best tits whilst they played netball. I should have backed out instantly, knowing the truth about Ashleigh's, but Justin dragged me into it, asking me outright how big they are.
"They're alright," I shrugged, not thinking about it much.
"They're alright?! Do you not like boobs?" Justin exclaimed. "They're wasted on you!"
"Her tits aren't as big as you think they are. It's all padding," I whispered to him.
"Padding?! What the fuck?" he yelled, so everyone knew. "Holy fucking shit! Does she give good head at least?"
"No, she won't do that. All she wants is for me to go down on her all the fucking time and that's literally it. I feel like I'm just wasting my time," I admitted.
Very quickly the news that Ashleigh padded out her bra and wasn't very good in bed became known to everyone, including Ashleigh by the end of the day. In front of everyone at the lockers, she slapped me, but I didn't care a great deal. I ended up sleeping with another girl called Tanya by the weekend and then her friend Stacey the following fortnight. My reputation grew, and I set my sights on the other girls, older than me in the sixth-form, remaining unobtainable to the ones in my own year.
I began sleeping with women my older brother knew, preferring those with experience; anyone who distracted me from the constant jealously I felt over Justin. I even seduced the lab technician, fucking her at lunchtimes, after being wound up from watching Justin flirt with Sarah during our science class. Ashleigh never forgave me, but it didn't matter because I had my own concerns. I just ignored her and got on with my life.
Looking back now, I know that I was entirely in the wrong. I could have easily not said anything and should have just ended the relationship without embarrassing Ashleigh. I didn't need to brag or treat her like that. I was over her, immediately because I never actually liked her, but those stupid, immature comments I made stayed with her whilst I just fucked around.
I didn't join in with teasing her afterwards like my friends did, but it was me who directly caused it. I was regarded as an alpha to some extent, taller than most, attractive with a good build and rumoured to be skilled in bed that I should have used my influence to stop it. I just snubbed her, safe in the knowledge that no-one knew I was anything other than a heterosexual male.
The more I watched Justin flirt and screw around, the more convinced I was that admitting I loved him was a bad idea. I valued our friendship too much, so hiding my sexuality was the only thing I was concerned about. In fact, I forgot all about what I did until it bit me back in the arse when I met Louise. It was no wonder that she hated me the way she did.
The thing that is nagging at me right now is that everyone knew about Ashleigh and me. Our relationship, the sex, and the disgusting comments I made were gossiped about for months. Louise told me she had no idea that I had dated her sister when we initially broke up, but there is absolutely no way that she wouldn't have heard about it.
Louise told me she'd heard I was good in bed and one of the guys most of the girls wanted to date which is why she chose to seduce and fuck me as some kind of weird bet she had with Ashleigh. I'm now strongly suspecting that it was more than that and not just a terrible coincidence.
Unfortunately for Louise, she'd ended up pregnant which I don't believe was part of the plan with her wanting to study at university. Still, the rumour was spread that I'd taken advantage of her and then the other lie that I also wanted nothing to do with my child, by Ashleigh. That was enough to completely ruin me, the notoriety of my exploits being turned around to set me on the downward spiral to who I am now. Within the year, I lost most of my friends, been in constant fights and disappointed my father more times than I'd ever done previously. I changed completely, losing my confidence, and I only have myself to blame because it was down to my original selfish actions.
If I'd been true to myself originally, this wouldn't have happened. Over-compensating by being a cunt at everyone else's expense was bound to lead to disastrous consequences. I was right about one thing, though; my sexuality appears to have ruined my friendship with Justin. He'd remained my friend through everything else, and then silence ever since he found out about Liam.
Switching off the water, I wrap a towel around my waist, walk back through to the bedroom and sit down on the bed with my phone. There's no response from Louise, but I figured that would be the case. I'll need to try another approach with her. I can't put myself through that again. I click through my contacts, working my way down to Justin's name, deciding to try to call him in an attempt to see if a friendship can be salvaged before I give up completely.
It goes through to the answer-phone, so I leave a message letting him know I hope he's doing okay and to call me back so we can meet up soon. If I don't hear from him again, then it'll confirm it.
With the towel still wrapped around me, I head downstairs to grab some breakfast and a coffee, famished from not eating since my time with Selena yesterday. I walk past Will, who's drinking a coffee at the counter, switch on the coffee machine and then pour out a large bowl of cornflakes which I eat ravenously.
"Well, this is a perfect morning. I appear to have a virile, sexy, wet man before me. Give me a peek?" William grins.
"You want a peek? Are you asking nicely or are you demanding it?"
"What if I say I demand it?"
"I'll say, yes, Sir! and give you what you want," I say, placing down my empty bowl and removing the towel.
"Hmm, it's definitely a beautiful view this morning. You're incredibly appealing," he responds, raking his gaze down my body.
"Am I? What's your arrangement with Liam?" I ask, approaching him and leaning against the counter on my forearms.
"I'm allowed to play with you if you let me."
"Good to know."
"So how are you feeling?"
"Frustrated..." I sigh.
"You had sex yesterday with your ex? Surely it can't be that bad already?"
"I have a ferocious appetite... Then you two humiliated and fucked me. Who wouldn't be feeling wound up after that?"
"I offered to help last night."
"Does the offer still stand? Can you teach this cock slut new tricks?" I ask, licking my lips in an attempt to be seductive.
He beams widely.
"Yes, absolutely," he responds to my delight.
I abandon the plan of making a coffee and walk back upstairs with William to the playroom and kneel on the bed on my hands and knees. I'm feeling fairly nervous, but I'm desperate after being unable to masturbate this morning although this seems clinical rather than sexy.
With lubed up fingers, kneeling behind, he enters me gently, finding my prostate quickly with ease. With firm pressure, he begins to massage me.
"Hm, that's nice, Sir," I whisper, trying to relax into it.
"As good as when we fuck you?"
"The same, but it's also different... Sir."
"That's because I'm just massaging your prostate. Does it feel better when I have sex with you or your Master?"
"Uhh. I'm not answering that Sir," I respond although I know the answer.
"I won't tell him," William chuckles.
"You, Sir..." I admit.
"I thought so. You were fairly close to orgasm with me Friday before I touched you further and you came spectacularly when you were fisted. You just need to be stimulated longer and directly. Try to use your imagination more. Also, you can try using your pelvic floor."
"Ahhh, god," I sigh, feeling blissful.
My cock starts trying to become aroused and is constricted painfully again inside its prison. I let out a gasp, but I'm determined to keep going.
"Haha! Does it hurt?"
"Yes, Sir. So bad," I growl. "Don't stop...please."
"May I fuck you?" He asks as his erection brushes against me.
I look behind and see his thick, perfectly formed, eight-inch cock, with precum beading from the tip. I rapidly nod my head, eager to feel more, deep within me. As he enters, a growl is elicited from my throat as he opens me up further. He isn't rough like last night. Instead, he grips me by the hips and starts grinding me rather than thrusting hard. The good feeling continues, and I moan gently in enjoyment, leaning down on my forearms to improve the angle as I rotate my hips back into him.
It's so pleasurable feeling full, and I sigh again. It's a bit like that moment before orgasm and precum leaks through the small slit in my chastity device and onto the bed beneath me.
"Sub, you're absolutely dripping," William gasps.
"Mmm, it's good, Sir. Uhh..."
"If only your cage was off..." he groans, becoming more forceful by thrusting.
"Yes, ah!"
My cock feels uncomfortable, but I try my best to ignore it as I stroke over my nipples, pinching and pulling my piercings, increasing the sensation flooding my body. My legs are trembling slightly as I creep closer towards my goal, with pressure rising and radiating downwards, building my pleasure up as it intensifies.
William speeds up his thrusts as I continue to grind him, visualising as my prostate is rubbed and firmly caressed by his movements. This no longer seems clinical as his own moans of pleasure spurs my desire higher.
Suddenly, there's a knock on the door then Liam opens it looking worse for wear, in his underwear and clearly hungover with the key to my lock around his neck. Distracted, the impending orgasm fizzles out and frustration sets in at being interrupted right at the good part. William however, releases a loud groan and cums as he cuddles into my back.
"So you started without me..." Liam says, tutting.
"You weren't awake," William shrugs, unapologetically.
"Right, well, you've had your fun. Fuck off," he responds.
William withdraws and sighs as he leaves the room. It looks like they may have had plans and he'd been too impatient.
"Master? Am I in trouble?" I ask, wondering whether I've actually done something wrong.
"No," he says, patting my head. "How much do you want an orgasm today?"
"I'll do anything, Master!" I nod enthusiastically.
"I've decided to be merciful and allow you one orgasm a day until I remove the cage fully. The requirement is that you perform for me."
"You want me to strip off, Master?" I ask, surprised by his generosity.
"Yes," he says sneering. "Music and outfit to be chosen by me."
At the mention of an outfit, I feel nervous. This is going to be humiliating surely? The music will probably be something like at the club or from the training sessions.
"What kind of outfit, Master?" I ask as I watch the curiously smug expression spread over his face.
"You'll see. It will be filmed by me."
He is definitely going down the humiliation route again. Perhaps that was why William had been around all weekend with it being something he enjoys. An audience would make it harder for me to perform.
"Yes, Master," I respond, feeling desperate.
Climbing onto the bed, he pulls me to sit on his lap to cuddle. His lips brush against mine before lightly kissing me, and inadvertently I sigh. I haven't had any closeness with him like this and yesterday's troubles just seem to melt away. Both of us had upset each other; him by bringing a woman into his bed, undermining the entirety of the reward system we had between us. Whilst I broke our agreement and kept a secret from him.
"You're such a lucky submissive to have such an understanding Master, aren't you, Lover?"
"Master, thank you for your kindness. I don't deserve it," I breathe as he strokes my face, happy at hearing a name other than slut.