Following on from last fortnights post I take you back to a drug fuelled very sordid, very filthy sex marathon. As things were left having started with vanilla style sex, we progressed into a light cross dressing and some dominatrix role play, some very intense water sports completed with me rogering my man with my glorious giant purple strapless strap on. Now it was collar off for him and collar on for me.

This brings a somewhat rather different dynamic to the evening. When he wears the whore collar, he’s submissive and under my command. When he has me wearing the whore collar the idea is for me to demonstrate how much of a whore I can be. Normally this starts with me having to clean his cock up. Often he will leave it unwashed for a few days to ensure I’m tasting something that’s a cross between Gorgonzola cheese and an old sock. There’s something so repulsive of having to undertake this act that it turns me on doing it.

That having been done I have to make myself look glamorous so I’m ordered to ‘make’ myself up. The set up of the room and the dark lighting means I need to be near the dress mirror but always open to any advances whatsoever. Thus my legs must remain parted and to ensure the make up is immaculate I have to do my best to ignore him kneeling between my legs and flicking his tongue over my clit as his fingers push deeper and deeper into my cunt.

No sooner am I finished than he informs me he wants proof of just how much of a whore I really am. Implied duress and I find myself asking him to piss on my face. I hate this. I always have. It seems so disrespectful but its part of the game. And it’s the one part of the evening where I couldn’t feel any more like a whore – participating in a sexual act that I loathe and detest and yet that I trust him and want to please him and allow him to do it demonstrates great love and that in itself gets my cunt went.

I’m soaked through. He’s deliberately chosen to piss in my newly washed hair and I’m showered in it. He insists I rub it all in. Surprisingly enough as I rub it in, I find my cunt is wet with my own juice as well as his piss and he’s pleased when I bring myself to orgasm.

Soon enough I am on the bed on all fours in a possession of a 9 inch pink vibrator. I am using it to stretch my bottom and the vibrations in my arse are amazing. With a huge whiff of poppers my head becomes floaty and I’m trapped in only the physical sensations. Now my partner is using a glass decorative object (a rather nice 9inch glass dildo with balls increasing in size towards the base) into my arse. He encourages me to sit on it for it to go deeper but my rectum is not ready for this kind of invasion. My flinching must imply this to him as he stops quickly. I ask that he lube his fingers and insert them in me and spread them. At one time he used to be able to get 8 fingers in and when fucking my arse once relaxed he said it was like a second cunt. He seems pleased with how quickly my arse has reverted back to the size and stretch of its former glory. So much so he spreads my cheeks widely and plunges his tongue in. So stretched and so relaxed it triggers an anal orgasm – for most women this is unusual and difficult to achieve but with practise you have my word that the quality of orgasm puts it on a scale of its own. After much play he places a large butt plug my arse.

With that he asks me to get him hard, which takes seconds. His cock is beautiful and I’m desperate for his cum and tell him. We decide he will cum on my clit and I’m to  rub it in for my  last orgasm of the evening and then lick my fingers clean. Knowing this awaits the end of the sex marathon is something to look forward to rather than dread.

Pushed over onto the edge of the bed, my legs dangle over the edge and I’m instructed to raise my legs and spread them wide and instructed to pull my cunt as wide open as possible. I stretch it and am rewarded with licks and flicks and a tongue fuck. Such attention to my clit begins a multiple orgasm. The first comes but his tongue and fingers are relentless. No sooner has the first finished than a second starts. No sooner has the second finished then with a firm thumb placed over my clit and a third starts. From there on the orgasms continue as fast and with ever growing intensity till I can barely breathe, I beg him to stop – not because of the effort and attention he’s lavishing on me but the intensity and physical exertion of having a prolonged orgasm for more than 15 minutes is physically exhausting. I sit up, sucking his cock to distract him from spending more time on my genitals. Cock half hard he places it in me. I notice he has moved a bowl next to the bed, under where my legs are spread, my cunt cuddling his half erection. I feel his cock strain and then my uterus fills. There’s a warmth feeling and then a pressure, a pressure that touches every nerve sell in my uterus. He pulls out and a wave of his piss floods out between my thighs. The rush of it has my rubbing myself. He aims his cock and pisses directly onto my clit brining on an unexpected orgasm.

My fatigue is apparent and he relents momentarily from the endless orgasms but insists I get onth e bed doggy style. His cock pounds me and he taps the butt plug. I’m handed a pink vibrator and before long my entire body is convulsing. And he continues, his own fingers reach round to touch with my clit. His hands move up and down my body, pinching my nipples, spreading my buttocks to tap the butt plug and I begin to orgasm- clitoral, vaginal and anal. The sex is now straddling something between a religious experience and cruel torture. He eventually releases me.

Cuddles are brief and arbitrary before he gentle takes me down off the bed and onto the floor. I find myself kneeling on the carpet with towels placed around me and I know what’s coming. The anticipation excites me and my cunt gets wet. So wet there’s no need for the tubing attached to the funnel to be lubed. With a stretch arsed the tubing slides in easily. I allow it to go  as far up as possible so that a little pressure on it brings small waves of orgasm throughout my being. The sound of him pissing in the funnel is almost as intoxicating as feeling his piss seep into me. His stream of piss is so strong there’s a splash back and little sprinkles of his warm piss shower onto me. I had an urge to finger or vibe my clit as he did it but with him working the tube in and out of my arse at varying speeds and depths yet another orgasm was inevitable. When it came the jolts through my body meant some of the piss spurted back up the tube only to have to be worked back into my colon. After that the decorative glass object is pushed into my arse, only this time its the full length of it. I’m proud I managed more than him. Apart from being a good bedroom achievement, I love the feel of my arse clamping round it.

High on poppers and in a state of bliss I could barely move – it was far too easy to drown in the moment knowing my intense sexual appetite had been satiated.

But the night had to finish and there were final duties to be performed.

At this hour I can take my mind. It’s never just a simple blow job. It’s about shifting consciousness and submitting to the suggestion and sensations experienced. His beautiful cock is perfect in colour, shape, size and girth – it is one dildos should be modelled on. But the beast is proud and he wants to fuck my mouth and I want it to – knowing I’ll suffer tomorrow with the exertion and technique required. Once he’s hard, we inhale poppers and I’m told to feel each thrust in my mouth as if it were being delivered to my cunt. I hungrily take his cock in my mouth and do my best to slacken my throat to stop any reflux but the size of him hits my throat. He can read me,he knows I need to be fucked so as I take him deep and desperately his hand goes over my head and holds it there. He fucks me slow and deep, all the while whispering for me to feel it in my cunt. With closed eyes and an ability to move me consciousness and attention to other parts of my body I can feel his cock in my cunt, even though I hold it in my mouth. As he holds my head tight and I struggle, he lets me until my body wracks with an orgasm originating from my vagina. Only when I achieve climax does he release my head so I can get my breath back.

Then it’s time for me to finish him off. I work with a vibrator, my mouth, with my tongue, with my musician hands and with my piss. Forget lube or spit, my piss is what has his prick leaking thick clear pre-cum. After 8 hours he needs a break- we talk for an hour and begin again and soon enough he’s knelt between my spread legs and I see a huge wad of cum eject from the head of his cock and onto my clit. While he watches I rub the creamy cum into my clit to finish the evening with my final orgasm. I lick my fingers while he watches and we lay down in each others arms hoping that the drugs won’t keep us awake. As whenever he comes, the ejaculation is like a tranquillizer and he sleeps immediately. I can feel remnant of his sperm seeping down to the entrance of my vagina and feel all horny again with nothing to do but count down the hours till he wakes.

My soon to be husband said to me very early on in our relationship that the the great thing about monogamous sex was that it could really improve over time as you got to know how each others bodies responded to certain stimuli and also, knowing how each other’s minds operated meant you could improve your sex life with creativity and imagination. Foolishly I pooh poohed him on that, under the misapprehension sex could only ever stagnate and become vanilla.

Four years on and I have seriously had to review my initial opinion.

There comes a time when one must reconcile one’s self with age and physical capability. A sex marathon should never be passed on but it needs to be prepared for and in our case it needs to be drug fuelled. With age and a decreasing level of fitness non-stop excessively athletic sex needs a little help and if you can get your hands on a gram of go-gaine you’ll be set for a good 8 to 12 hour session. And after a little sex drought that’s what we decided to do in a bid to kick start things and get our sex life back on track.

That little buzz it gives once snorted immediately relaxes and clears the mind. For us cuddles naturally progress to some very slow warm up sex; both lying on our sides with him raising my left leg slightly and sliding in. In that position our bodies are pressed against each other, we can maintain eye contact and the movement of his cock in me is slow and intense. It also allows time for a little dirty talk to discuss what activities can be undertaken on the night ahead.

What was great for me here was that leading up to this night I had been having sever hormone treatment which had all but stolen my orgasm so had to prepare him that I might have difficulty being my most orgasmic self but to not worry. How wrong I was. Even with slow intimate sex and a little filthy suggestion I began cumming on his cock. The ultimate vaginal orgasm. I don’t know if he was placed in such a way he could rub my g-spot but three times I came on his cock and then it was time to ramp it up.

It was decided he should wear the ‘whore’ colour first. This allowed me to put make up on him and after pissing myself in my pink frilly knickers making him wear them: thus he really was bitch.

There is one thing that brings me to instant orgasm and that’s seeing my man wanks his arse with an object. Our chosen one is a 8 or 9 inch glass decorative object. It stars with a small glass ball and towards the base of the object they get thicker and thicker. Normally I would instruct him in detail as how I like him to use it but on this particular occasion I requested that he wank his arse as he would if he was by himself but warned if unhappy with his performance I’d instruct him and he would oblige. But he was being a good little whore and knew what I liked. Taking to all fours, facing the end of the bed end  and raising his arse for my viewing pleasure; he slowly slid the glass dildo into is arse hole and began to work it in there – ball by ball. Given how out of practise we both were I was super impressed at the depth he achieved so quickly. Every so often he would raise on his haunches and begin to siit on the dildo to allow it to go further in. He managed to imbibe all but the last huge ball of the dildo. Then he resumed on all fours and begin rapidly moving the dildo in and out of his hole. With the thicker balls he would stop and rotate the dildo in a bid to stretch his arse hole. He knew I liked this. Done effectively and stretched properly it meant when he worked the item out as the smaller balls cam into view I could see a space in his arse where he’d stretched it to accommodate the bigger balls. This gap, the space, knowing I could slide a finger in there alongside the object at the same time drove me crazy. Sitting spread legged at the head of the bed with a pink vibe working my clit, as expected, my orgasm was phenomenally intense. The shudders of my body reverberated into him where my foot lay rested under his leg. I had promised if he did a good job with wanking his bum that I would not only rim but probe as deeply as possible with my tongue as a reward. Unfortunately after he heard me cum he immediately removed the object and turned round and asked if he could lick my cunt. I acknowledged the gesture but reminded him who was in charge. I spanked him twice with the leather paddle that leaves the imprint of the word ‘slut’ when struck on bare skin, but given the generosity of his univited offer I did spread his bum cheeks and tongue him. I would’ve allowed him to sit on my face had he been completely obedient but it’s all a learning curve.

Visual stimulation isn’t always associated with women, it’s considered more of a male trait on he sexual side of things. Whether a result of me being a gay man trapped in a woman’s body or the fact that I watch too much porn there are certain ‘pictures’ I like during a sex marathon. A favourite is porno cock – that is a nice hard large cock clearly visible through the underpants. With piss stained translucent lacy French knickers I wanted porno cock. I asked him to play with himself and he put his hands in his pants and began to wank. But the wait time was annoying. In the end I took over and moments after my hand clamped round his dick I felt it firm up. Now standing to attention I placed it back in the knickers so I could see his big cock straining to break free.

But I was in charge and he was wearing the collar so really I shouldn’t have had to wank him. For that there was punishment. Loving and gentle but disciplinary. I grabbed the leather paddle an the word ‘slut’ was soon emblazoned on his left buttock as a reminder that it was not my job to get him hard; he needed to do that himself.

The thing with go-gaine is that you get very dehydrated and drink – A LOT. Soon enough you need to go to the toilet. I instructed my partner to get on the floor on all fours. He obliged me and I grabbed a deep plastic bowl and put it under his head. Quickly but not cruelly I grabbed his head and said if he wanted to lick my cunt now would be the time. He pushed his face there and I held his hair firmly preventing him from withdrawing and pissed on his face. He had his tongue out wanting more so I picked up the bowl and allowed him to drink the piss from the bowl.

I was careful not to completely empty my bladder because I knew what came next. From our box of goodies I retrieved a 3ft length of tubing and a large funnel. I attached the tubing to the funnel and then lubed up the open end of the tube, as well as my man’s arse. Very slowly I began to insert the tube into is bottom and then slide the length in. Here I allowed him to tell me when it was in as far as he was comfortable with. I have him some poppers to help him relax and then took the funnel and squatted over it. I pissed into the funnel and began to watch my piss be absorbed into his body. It was intimate and filthy and wonderful watching his arse consume literally a litre of my piss. This action while incredibly pleasurable to receive does evoke an almost immediate desire to use the toilet. But wearing the ‘whore’ collar I felt he needed to be tested a bit. So as quickly as I pulled the tube out of his arse I replaced it with a small black but plug. I went round to the front, grabbed his hair and thrust his face in my cunt and pissed a little into his mouth. I straddled him and just pissed on his back – like his body was a urinal and then massaged my warm urine into his skin as he moaned. Not to let him off lightly I removed the plug and straight away began easing back in the tubing. Before he had time to complain he was being filled with my piss again and moaning in delight and despair at having to keep it all in.

Once done I put the but plug in and squatting over his arse let the final drops drip from my cunt so the piss fell down on his balls. He very quietly asked if he might be excused to the toilet to remove the butt plug as he felt he may have an accident and wasn’t coping with the excess of liquid inside him. Pleased at his efforts I allowed him to go to the toilet and even gave him a cigarette to have.

When he returned I cuddled him and fondled his cock. It was half way to an erection, I pissed a little on it and he whimpered as  I sat on it. That spongy feeling of him pushing it in me felt good. I could move around on him and rub my clit against his pelvic bone. It bought me to orgasm and the contractions on his cock meant I felt him firm up completely while inside me. I sprung off – this time of the night was about my pleasure not his. His would come later.

Aware that as a result of our recent lack of sexual inactivity his posterior I had to be  a little gentle. The idea was an attempt to recondition it, not abuse it to the point where it would be out of action. But I am a gay man in a woman’s body and it wasn’t long before the strapless strap on was out. I had him on his side and soon enough, after some rearranging and pliable body parts my 8 inch purple cock slid into his arse. I held him close in my embrace as his bottom became accustomed to the girth of my faux member, but soon enough he was begging for me to fuck him so I began sliding it in and out. In order to go deeper I knelt up and forced my cock in his ask while he remained on his side.

I rolled him on his back to admire how pretty he was. Decided he’d be much prettier if I shaved his pubic region. With a warm bowl of water, electric shaver, shaving cream and a razor I delicately shaved his pubic hair. He had a pre pubescent look and with the make up looked like a youthful gay boy made someone’s prag in a prison. Truth is I often fantasized about showing him off to gay men knowing how desperate they’d be to have a slice of his arse. Teasing and taunting them, showing them what he could do, how beautiful and flexible he is and knowing that his arse is all mine. The straight woman’s.

I requested he suck my cock, stroke it and mind the sensitive head. The drugs and being that high on intimacy I actually managed to orgasm from him sucking my cock. There was a definite physical reaction with my body shuddering and convulsing in delight. It was amazing that plastic strap-on didn’t spurt semen cause it felt like it should’ve.

So turned on I had his arms over my shoulder and had my cock in him. Rather than going for slow and seductive I let my lust dominate me and fucked him furiously and deeply. He never complained once. Moaned and groaned and tried to shallow the depthness but he didn’t say no or stop, until I made the executive decision to. But there was no rest for the wicked. I raised hi arse with two pillows and reached for the tubing and funnel. The tube was inserted into his arse and I stood on the bed so he had full vision of me pissing into the funnel. Better still for him he could see my piss moving down the clear tube and into his arse. Once he’s taken it all I removed the funnel and removed the collar.

‘You’re turn next,’ he said.