1st Time with Jack.

7'30pm Friday, we met at the coffee shop in Randwick, as arranged. I recognised him from the pics he had sent me. I sat drinking coffee as he gazed over me, I was wearing stay black seamed stockings, 4" heels, and my little black dress. black cotton lace panties, no bra, heavy eyeshadow, mascara, rouge, pink lipstick, I had a small carry bag with my tracksuit and a pair of flat soled slip'ons inside for the drive home. he told me I looked good, and I thanked him. He looked good too, thick bulge in tight black jeans, deep blue shirt, open at the neck, top 2 buttons undone, showing thick black chest hair. we chatted about general things, my trip down from Point Clare, and my slight nervousness eased. we finished our coffee's and left, it was a short walk to his house. he unlocked the door and we walked down the hallway, his hand massaging my arsecheeks. my panties already wet with anticipation. he walked me through the living room, down another corridor to a door, opening it and pulling on cord, lighting up a staircase. "After you Karen" he said, and I descended carefully into a wine cellar. he walked me past the racks of wine then opened another door, it was a room about 30' x 20", brightly lit by banks of lights on each side. there were mirrored panels on each wall, interspersed with racks of of whips, straps, canes, crops, some of them had leather harnesses hanging, chains, clamps. there were shelves with weights, a box of ropes, and 2 small cupboards. there was a raised, vinyl covered box like structure, with 4 timber upright posts at each corner, a sawhorse, a whipping cross on one wall, and a bar hanging from a rope, in the ceiling, the rope was attached to a pulley. each piece of equipment had numerous, metal eyelets attached to them. I gasped as I took it all in, even though he had described it to me online. "Take off your dress" his tone had changed, stern, a tingle ran through me. I pulled my dress over my head, as he walked to a cupboard opened it removed a roll of tape, and a leather hood. he took the dress from me and d****d it over the sawhorse. "Arms behind your back, and hold your elbows" I did, and he quickly taped the length of my forearms together, before slipping the hood over my head and zippering it tight. the effect was instant, claustrophobic, plus the heavy scent of leather, it had 2 eyeholes, with small zippers on them, a nose hole, and a hole for my mouth also with a zipper. i stood there in stockings, heels and panties, tits jutting out, helpless. "Very nice". his hands came around from behind as he began squeezing my tits, mauling them, digging his fingers into my breast flesh and releasing, " Let's get these warmed up" he kept squeezing for about 5 minutes, pulling and twisting in every direction, really hurting them, making me gasp. I could see in the mirror, his fingertips disappearing into them, see the twisting and stretching, him smiling over my shoulder, it felt like they were torn off my chest. I had told him I didn't want a safeword, in fact I wouldn't speak, and he had agreed not to cause any permanent injury. he had told me he was experienced, and i'd believed him. finally he stopped, I could see my tits had turned red, they were throbbing painfully, he reached down, and rubbed the gusset of my panties into the wetness between my labia, before going back to the cupboard and getting 2 leather cuffs, attaching them to my ankles, and clipping them together, he then lowered the rope, removed the bar, and clipped the rope to a steel d clip at the top of the hood, before tightening the rope, I was unable to move. then he went to the wall and took a riding crop, he swished it several times in front of me, then zipped the eye and mouth holes shut. he hit my left breast first, hard, the crop had a thick leather tang, the pain sharp, and deep, he followed quickly with 2 hard hits on the same spot, my screams muffled by the leather hood, he worked my left tit clockwise, around the outer side of the globe, underneath, and back around the inner side to the top. each spot received 3 hits, he worked hard and fast. I was screaming and sobbing, in intense pain, I counted 30 strokes. I was shaking, breathing rapidly through my nose, I thought I was going to pass out, the hood taking most of my weight. he unclipped my ankles, and held me as he unclipped the rope from my hood, I was walked shakily to a wall, then he unzipped my eyeholes, I was looking into a mirror, my left tit was completely bruised, black and blue. it was also slightly swollen. "Beautiful" he said looking over my shoulder. he rezipped my eyes, and mouth up, and walked me back to the centre of the room, reattached the rope to my hood, and reclipped my ankles together. I was sobbing and screaming, but my cunt was dripping, I could feel it quivering, and knew an orgasm was building down there. then my whole world was focused into my right tit, as the crop slammed into it, my sobs again turned to muffled screams, I thrashed around, but was completely helpless, about halfway around my right tit my orgasm exploded, huge waves of pleasure fighting against the intense pain, it continued pulsing through me, my cunt gushing wetness down my inner thighs, body convulsing as he continued beating my throbbing tit, and then it was over, the orgasm, and the beating. I was covered in sweat, my chest on fire, deep constant, throbbing pain.the inside of the hood wet with my tears. he unzipped my mouth, but I couldn't speak, just gasp for breath, blubbering and drooling as I sobbed. he lowered the rope slightly, then unclipped my ankles and forced my legs apart. I felt his hand rubbing my panties into my soggy cunt, then sliding them down my legs and off, he wiped my inner thighs with them, then my cunt, roughly, the gauzy material scratching at my clit, and sensitised vulva, then he pushed them up inside me, twisting them in my cunt. he took them out and forced them into my mouth, and rezipped it. my mouth was stuffed, the flavour of my cuntjuice exploding on my tastebuds. he reclipped my ankles, and retightened the rope, I stayed like that for several minutes. the throbbing in my tits still hammering, but also a deep dull ache as well. my breathing slowed, my sobbing turned into low groans. then I was shocked back to reality as the crop smacked hard against my left nipple, again and again, 5 hard strokes, perfect aim, pain shooting straight into my brain, then the right, his aim perfect, no holding back, cruel hard strokes, 5 again. then he unzipped my eyes, he had taken off his shirt, and jeans, I could see his huge erection in his briefs. he leaned forward and sucked my bruised left nipple into his mouth, I gasped when he bit it, loosing control of my bladder and pissing down my thighs, he smiled then bit the right one. he knelt down and I felt his tongue licking piss from my thighs, and labia. "Mmmm tasty". he went to the wall and came back with a pair of clover clamps, I gasped as he attached them to my tortured nipples, now the sting in them was constant, then to the box of rope, bringing back a long length of thin rope, I screamed when he lifted my tit by the clamp and passed the rope under it, circling the base of my right tit and pulling it tight, then winding it round and round tightly, binding my tit and increasing the pressure on the nipple clamp, he then did the same to the left one, binding halfway up each one, leaving 2 heavily bruised stretched balls of titflesh, with a clamp poking straight out from each nipple. my tits felt like were falling off, but the pain was steadily increasing, I was sobbing again, almost hyperventilating, he walked to the wall and selected a flogger, returned, took a stance, and whipped me hard across the belly, I gasped and rocked on my heels, he struck again, and again, setting up a rhythm, as my belly reddened, flogging me hard for several minutes. the ache spread. he unclipped my ankles, then unzipped me out of the hood, " Yes, you look much better like that." he said as he pulled the panties from my mouth. I looked in the mirror, my face was a mess. mascara run s down my cheeks, eye make up smudged all over, my hair drenched with sweat and wild. lipstick smeared. he got some scissors and cut the tape from my arms, I hadn't realised how badly my shoulders had been aching, and gasped as they were released, also increasing the pain in my bound tits. "Kneel down Karen". he said, I knelt gingerly on the ground. "Time to get some fluids back into you. I'm going to put the head of my cock in your mouth Karen, and take a nice long piss. You're going to drink every drop of it down. If you spill any I'll take a thin cane, and cane your stretched tits." I started crying again, "Open your fucking mouth, cunt." he shouted at me. I slowly opened my mouth as he pulled his huge cock out, wider as my cunt tingled at the sight of it, long, thick veined, the knob barely visible under the fleshy foreskin, it was unwashed, smelt strongly of stale piss, inhaled deeply, feeling a wetness once again between my legs, as he grabbed my hair and tilted my head back. then it was in my mouth, my tongue involuntarily sliding under the skin to taste the bitter slime. his cock pulsed squirting a hot stream of acrid piss into my mouth, I gulped it down quickly as the stream increased. I fought hard, swallowing rapidly, drinking his piss, keeping up with him. my cheeks bulging, the piss was burning my throat, it seemed endless, 10 seconds passed, and still the stream was heavy, I was struggling to keep it down, and keep swallowing, then just as the stream seemed to weaken slightly, I coughed, gagged, and spilt a mouth of piss over my chin, and down the front of me, I quickly recovered, swallowing fast again, terrified, hoping he wouldn't notice, as he trickled the last squirts into my mouth. I was gasping, taking deep breaths, coughing, I could feel the hot piss burning in my guts, threatening to come back up. he looked down at me, drool hanging from my open mouth, and grunted. took his cock slowly from my mouth, and rubbed the head over my face. "On your feet" he said dragging me up by the hair, leading me over to the sawhorse. I stood there watching as he unclipped the hood from the rope, then bent and grabbed my soggy panties, he used them to wipe up the piss I had spilled on the floor, before coming back and pushing them back into my mouth, then refitted the hood over my head and zipped it up. I felt him fastening leather cuffs to my wrists, then he was positioning my legs, far apart, clipping my ankle cuffs to eyelets at the bottom of the sawhorse legs, grabbing my hair, pulling me forward, down, my belly resting along the wooden beam, my aching tits hanging down either side of it, then attaching the wrist cuffs to eyelets halfway down the front legs of the sawhorse. he then collected several things from cupboards and benches, unzipped my eye holes and showed me a large metal alligator clip, pressed it open so I could see the metal teeth, the clip had a loop of twine on the end. then he was behind me, roughly wiping my wet cunt dry with a towel, he pulled on my labia stretching it before clamping a clip onto it, then 2 more, evenly spaced along the tender meaty lip, he repeated it on the other lip as well. I could feel the teeth biting deep into the flesh, starting up a new source of stinging pain which increased, making me scream as he added heavy weights to each clip, I turned my head sideways and saw in the mirror how stretched my cuntlips were, saw the heavy weights swinging gently, I also saw him lubeing up a large black butt plug, he caught my gaze in the mirror, "Time to wake up your arsehole Karen" he chuckled. my eyes widened in terror as I felt the tip slide in, and then screamed in agony as he rammed it up my arse. " I love the sound of your muffled screams", he said. white hot searing, streaks of pain shot into me as my anus was expanded rapidly, I thought my ring had split, it felt like it. he pulled the plug out, I was gasping, my arsehole throbbing, he waited a few seconds and then rammed back it, I screamed again, tears pouring from my eyes, his hands moved underneath me, attaching heavy weights to my nipple camps. I groaned in agony, pain exploding from several areas of my body, he slid a finger into my cunt, pulled it out wet. " You're soaking wet again, such a fucking painslut" he picked up a 3 tail whip, and started striking my back and shoulders, the tails bit deep, white hot lines like electrical burns, he was striking hard, each stroke producing a scream from me, I could feel another, bigger orgasm building as he covered my back in welts, working his way down to my arsecheeks, and further down the backs of my thighs, my cunt exploded in a huge spasming release when the leather tails caught my stretched labia, I gushed thick slime onto the floor, pissing as well as my bladder released. my body trembling so hard it was shaking the sawhorse, screaming uncontrollably around the piss and cum soaked pantie gag, my head thrashing from side to side, it felt like it lasted forever. and then I slumped, wasted , exhausted. I realised the whipping had stopped, my back arse and legs a crisscross of deep burning red welts. he unzipped my mouth, removed the gag, and I lay there gasping. I turned my head, watching in the mirror as he added more weights to the clips on my cuntlips, I screamed, a deep guttural wail as I saw my labia stretching further, the metal teeth biting deeper into them, then more weights to my nipple clamps, my tits painfully elongating nipples stretched almost an inch. he pulled the plug painfully from my arsehole, then selected a cane, "20 strokes for making a mess on my floor" he declared. I watched them unfold, full blooded strikes, on the fleshy cheeks, then in the crease of my buttocks, he focussed 5 strokes there in the tender fold, each one drawing a full blooded scream from me as they impacted my stretched labia as well, then another 5 down the backs of both thighs. I was sobbing uncontrollably as he finished. he left the room for several minutes. the agony washed over my body, tears pouring from my eyes. he returned with a bottle of water, and unclipped my wrists and ankles, helped me stand, I winced as the nipple weights bumped against the sawhorse, he walked me gingerly to the centre of the room and clipped the rope back onto my hood. the weights between my legs were swaying, stretching my lips with each swing. he clipped my wrist cuffs together behind my back, then began to untie my tits, they were dark purple, with black bruising all over, I groaned in pain as the rope unwound, and gasped as the blood rushed back into them, the weights instantly pulled them sagging downwards, they were throbbing, pulsing with acute pain. he unzipped the hood, and lead me over to the vinyl covered box/bench. helped me to sit on the edge, the weights hanging free between my spread thighs, it hurt to sit, but I was glad for it, as it was becoming hard to stand. he unclipped my wrists, and gave me the water bottle to drink. he stroked his cock as he watched me drink, admiring his handiwork,htelling me to drink it all. he went to the wall, selected a short thick single tail whip, swished it several times, then went and unclipped the hood, next he picked up my soaking panties, and wiped the goo I had discharged unto the floor with them. he came back to me, "Open your mouth", I did and he stuffed them inside it, then refitted the hood onto my head and zipped it, " Stand up" he struck my thighs with the whip, I screamed as the welt burned, "Quickly slut" I stood up fast, all the weights swinging wildly, he bent quickly and removed my heels, moving my legs 3' apart, "Now I want you to jump, and keep jumping until all the clamps have fallen off", I groaned, and instantly felt the powerful sting as the whip cracked hard across the tops of my thighs and pubic mound, I jumped, again the whip bit into me just above the first stroke, the weights pulled painfully on my cunt and tits. "Faster" the whip struck again, just above my clit, I jumped higher, and when I landed the clip pulled from my right nipple, I screamed, muffled by the gag, felt the clips tearing my labia, again the whip, harder, biting into the soft flesh of my thighs, catching the top of my labia and hitting my clit, I screamed louder, jumped higher, 2 clips dropping from my cunt when I landed, the pain excruciating, "Again" he barked, the whip biting into my lower belly, white hot. I jumped, and each time I landed the whip struck again, concentrating on my lower belly, pubic mound, thighs, and cunt. I jumped more than 20 times before all clips were off. I nearly passed out from the mounting agony. he pushed me backwards onto the bench, pulling my legs up and clipping the cuffs high on the posts, he did the same at the other end with my wrists. I was like putty, a rag doll, he was just moving around as he pleased. then he began caning my inner thighs, I hurt all over, and was just grunting by now, I counted 10 solid cane strokes on each leg, then he really got my attention, using the crop to strike my exposed cunt, beating it hard for at least 5 minutes, it seemed like hours, my labia was swollen and bruised, my clit was mashed, the whole area blueish. but he noticed I had orgasmed yet again. he unclipped me, and removed the hood, and gag. "I'll see you upstairs, when you're ready, bring your dress and shoes. then left the room.