Ski Buddies free porn video

Ski Buddies By Erica Wright Scott was my best friend and at 35 had been divorced 3 times. He knew what his problem was. Hell, we all knew it. He liked his sex nasty and kinky. Now we'd all like to think that there are beautiful women out there who can be `sluts in the bedroom and ladies in the living room.' Truth be told, there aren't many out there who can fulfill both needs. Scott would find cute girls who his parents loved but who were prisses in bed, or nasty sluts who he couldn't bring home. All of his relationship problems could be traced to this one issue. Well I finally came up with a plan. Now, while all of our friends knew Scott's `problem', no one but my wife, and my counselor knew mine. At this point in my life, after years of counseling, I try not to categorize it as a `problem', more like a socially unacceptable hobby. I'm a serious crossdresser, closet queen, transvestite, what ever you want to call it. My wife after initially freaking out had come to accept me, but not get involved which I now know in our case is actually a good thing. Thus, I found myself, 35, sometimes sexually frustrated, with a best friend who needed some discreet hardcore sex. Hummm, can you imagine where this might lead? I planned to spring my plan on Scott during one of our upcoming ski weekends. In addition to the many day-trips, every year we would spend a few 2-3 day weekends in Vermont skiing and snowboarding. I always felt kind of physically high after a good day of hard activity and I was hoping Scott would too. I also remembered that we usually drank too much alcohol at dinner after not enough water during the day and got back to the hotel quite buzzed if not plainly hammered. When we finally had a weekend planned where we would be alone I packed a bunch of `extra' things. Everything I was planning to wear for Scott scrunched down except the pumps, breast forms and wig. The drive up, as well as the day spent on the mountain passed in a blur. All I wanted to do was get back to the hotel. Finally after a bunch of beers and margaritas we were walking (if you could call the limps and stutter steps we were taking walking!) across the little New England town to the Hotel we usually stayed in. Scott said something that almost made me blurt out my plan right there on the 14-degree street. "God I'm fucking horny, I wish there were some other choices besides the 18-yeard-old bunnies back at the bar..." I just shook my head and said, "Ayuh..." in my best local accent. "... might something'll turn up at the hotel..." We staggered into the lobby and up the stairs. "Do you mind if I take the first shower?" Scott said. "Of course not, you're what 5 months older than me, age before beauty right?" "Bahhh..." He grabbed his bag of gear and limped into the bathroom. I double checked the curtains and turned up the heat. I sat on the edge of the bed and thought about my next move. I could still back out without any repercussions. But as he said, Scott was horny, I was horny, we were buzzed and we were alone. I turned on the TV and was surprised to see the options I'd only seen at the national chains. In-room movie service on demand! The shower had just turned on so I flicked through the options. There it was, the friend of every lonely salesman: `Adult Selections Push 9' I did and was once again amazed at the choices. The manager must've been into some interesting things or had received some specific requests from regular customers. There was a list of over 30 movies. I flipped through the menu. There were five lesbian choices, two gay choices and two she-male choices! I couldn't have been luckier if I'd been writing a script. (Oh... that's right, I am!) I had seen clips of both videos, and I knew the first selection had an incredibly sexy dominant she-male fucking a guy up the ass and though that turned me on incredibly, I didn't want to scare Scott! I selected the second one, hit `Pay for Selection' and waited for the water to go off before hitting `Begin Play'. Finally after a 25 minute shower the water went off. I waited another five minutes and then started the movie. On cue (Scott and I had traveled a lot together, so I knew his routine.) Scott came out of the shower in only a towel. "Ooops..." I said pointing to the television. "...I selected the wrong movie and can't seem to turn it off or cancel it." I knew Scott was not a prude or stupid and if he found the movie even slightly interesting he'd let it play while he got ready for bed. I grabbed my bag and closed the door to the bathroom, locking it as quietly as possible. The last I saw of Scott he was standing in front of the television with a slightly tented towel watching a sexy blonde transvestite getting butt-fucked by a muscular Italian guy. He looked interested! I quickly lathered myself up and shaved all the important areas. I washed my hair and then used a flower-scented conditioner. Though I'd be wearing a wig I knew the pleasant smell would make it through. I soaped up, rinsed and then rubbed the scented oil into my wet skin. Stepping from the shower I dried off with a thick white towel and stood there looking at myself, not quite as firm as at twenty but still in damn good shape. I rolled the pink thigh-high stockings up my smooth legs and positioned the seam in the back. Next came the frilly lace garter belt. I clipped the stockings on quickly and then tugged on the panties. They were one of my custom creations. A pink spandex panty girdle that I had carefully cut the back panel from. While sewing the thin foam contour pad into the front I'd sewn a row of lace around the legs and waist also. When pulled tightly into place my cock (even when rock-hard) was hidden behind the carefully cut foam pad. Looking at my reflection in the mirror I looked like an ever so-slightly chubby young woman. I held the latex breast forms in each hand and was, as always, thrilled with the next step. I carefully affixed them to my chest and looked at the mirror again. The full c-cups were pert with large brown areolas. I loved running my hands over them and imagining real breasts under my fingertips. I pulled the beautiful satin and lace bra from my bag and contemplated not wearing it. After a minute of indecision I pulled it around and clipped it, adjusting the straps until they supported my warming breasts. I wrapped the pink satin robe around my waist and tied it shut with the tiny ribbon. I had seen glimpses of myself as I dressed and held off looking into the mirror until I pulled on the shoulder length dark-brown wig. I turned and soaked myself in. Long rolling curls danced around my shoulders, framing my face, the pink robe clung to my full shapely breasts and thin waist. The robe was just long enough to cover the tops of my stockings, so it draped over my curved panty-covered butt. I reached into my bag and took out my make-up bag. Opening it I applied a thin blush, some dark eye shadow, mascara and super-glossy frosted pink lipstick. As I had planned, I looked trampy and cute at the same time. Not wanting to wear the slightly tight mail order pumps longer than I needed too I finally slipped them on my feet. I spun around slowly making sure all was in order. I put my hand on the doorknob and began to turn it. I stepped into the room. The lights were all off and Scott was passed out on the bed. His towel slightly open, revealing his balls. I looked at the television; a she-male was on her knees sucking a huge bone, suckling the guy's balls before bouts of deep-throating the member bobbing in front of her face. This was the scene I knew, it was an incredible twenty-minute blowjob and it had just begun! I tiptoed over to the bed and quietly joined Scott. I carefully pulled the towel away revealing his cock and heavy balls. I licked my lips, tasting the fruity bubble-gum flavor and moved my mouth to within an inch of him. Extending my tongue I licked over his wrinkled ball-sac. He stirred but didn't wake. Only turned on more, I quietly licked and nuzzled his balls until they were glazed with my saliva. By this time he was sighing in his sleep and his cock had become semi-erect. It wasn't the biggest tool I'd ever seen but for a smallish guy it was big, maybe 6 inches long and very thick, capped by a blunt rounded gland that was throbbing to life even as I watched. I couldn't resist anymore, I traced the underside of his cock until my tongue felt the smooth heat of his cock-head. I ran my tongue around the tip and closed my slippery lips around him, gently sucking him in deeper. When my lips were wrapped around the ridge of his knob, I began twirling my tongue around his pee hole. In an instant his cock hardened until it was stiff and fully aroused in my mouth. His sleep was also lighter; he was tossing around slightly and really sighing with each tease of my tongue. Finally the inevitable occurred, he awoke with a stir, "What the... Who the hell..." As I sucked his cock, I had been thinking about what to do, so the instant he awoke, I took a deep breath and proceeded to deep-throat his cock, sucking and swallowing until my lips were pressed to the curly hair at the base of his prong. A deep guttural moan escaped as I sucked at his cock. "Oh you little honey... if this is a dream I don't want to ever wake up... your mouth feels sooooo fucking goo....od!" I hummed happily deep in my throat as I bobbed my head up and down on him, careful to keep my long curls draped over my face. I kept sighing and moaning and purring as I gave his cock everything I had. "A fucking world-class hummer... no woman has ever known how to do that right... the vibrations from your moans are shooting up my spine... keep it up honey..." He was completely awake now, and I knew in a moment or two he would start wondering who the stranger giving him a `world-class' hummer was. His hands twirled into my hair. "Who are you... I know you're not a dream because I can feel the real you..." His hands were on the back of my head, pulling me on and off his throbbing rod. I pulled back and dropped down between his legs, allowing my curls to fall over his cock and balls. I licked at his balls, sucking one then the other into my mouth. "Promise not to freak out...?" I whispered reaching up and stroking his cock in time to my sucking. "What did Sam pay you? He knew I needed this... I needed it so bad..." Quietly I said, "Sam had a lot to do with me being here..." I brushed my fingers through my hair and tossed it to the side. We locked eyes, my hand wrapped around and stroking his cock. "Call me Samantha or Sammie if you'd like..." I said nibbling on one of his testicles. It took a moment that seemed to last forever before I noticed confusion change to recognition. His hands slid from the top of my head to the sides. He didn't pull away and his cock stayed rock-hard. "Why..." he mumbled. I kept stroking his cock as I explained, ending with a bigger admission than I had planned, "You and I both know that in order to have a permanent relationship that your family approves of, you need a secret whore to do nasty things with... well... um... I think I can help... if you need a little secret whore... I have a need and a desire to be treated like a nasty little whore... a sex toy for a strong man... a plaything for every dirty desire... play with me...please." My voice had trailed off to a tiny whisper, but even I could hear the pleading in my voice. I desperately needed his acceptance. He ran his fingers through my hair, "Does Kristy know?" he said asking about my wife. "She knows about my `hobby', but of course nothing about what is happening right now..." Still holding the sides of my head, he shook his, side-to-side and finally said, "I don't want to play..." Instantly I felt tears welling up in my eyes. Embarrassed and crushed I started to pull away. "No... no... Sam...antha stay..." Now it was my turn for confusion. I whispered, "What do you want then?" His voice changed and took on a much more demanding tone. "Miss Samantha, when it comes to sex, I don't `play'...ever. You will do what I say, exactly what I say, now, I want to feel your sexy pink lips wrapped around my throbbing cock as I explain what will happen next." His hands moved back to the top of my head. "Make a nice round `o' with those pouty lips..." I did and he guided my mouth to his shiny cock-head. "No... don't suck... just relax... I'll tell you how I want this to go, after sucking my cock like this for a few minutes, you'll roll onto your back and open your mouth. I'm going to climb on top of you and choke you with my cock... no matter how much you're loving it I'll want to feel you struggle as I start to shoot my cum down your throat. Then I'll want you to look at me as I pull out, and spurt cum all over your sexy face. Now show me what you can do to my cock Samantha..." He pulled my head down while thrusting his hips up. His cock slammed down my throat gagging me harshly. I tried to breath and only succeeded in sucking him deeper. My chin slammed into his sticky balls and he held me there. My head was spinning as I ran out of oxygen. I tried to say something but failed completely. "Ohhhh Sssssamantha... just like that... that groan felt so fucking good!" He pulled me off and I barely gasped for air before he slammed my face down again. This went on for long minutes, I was light-headed from hyperventilating. But my best friend was using me, using me like the sexy woman I'd always wanted to be! Finally he pulled my face up. Between gasping for air, I licked and sucked at his hot wet cock between my lips as he spoke. "You really are incredible Samantha... now that I've fucked your face, show me how you give a long luxurious blow-job... and just so you know, my dirty-girls always talk to me... talk to me as you suck my bone..." "You mean like this... `Oh your cock is so hard and thick, I love the way it tastes... and the way it feels sliding between my lips'..." "Yeah honey, just like that..." "I loved the way you fucked my face before, the way your thick cock slid down my throat, how it throbbed between my lips, your hairy balls pressed to my chin... when your strong hands grabbed the back of my head I thought I'd cream in my panties... I feel like I'm getting a chance to show you everything I can do... like this..." I took a deep breath and gulped down his penis, closing my lips around his pulsating base, I swallowed over and over again, milking his bone with my willing throat. Groaning out how much I loved sucking his cock, between gasps. "You smell so fucking sexy... I love pushing my nose down into your curly hair, your muskiness is making me light- headed!" I deep throated his veined dick for almost fifteen minutes. I could tell he was loving it, but waiting for more. Over the years he had told me all the nasty things he'd had done to him and I wanted to make him feel like I was the perfect dirty slut he'd been looking for. I pulled back, licking my lips as I stroked him. "Tell me how many of your dirty girls have done this for you..." I ran my hands under his legs until they rested behind his knees, I pushed his knees up to his stomach as I extended my tongue and lapped down the underside of his cock. In an instant I was rolling his hairy cum- filled testicles between my lips as his cock rubbed all over my face. He was loving it. Rolling around under me. He grasped the back of my head and pulled me tight against him, mashing my nose and lips into his super-sensitive balls. What a good girl little Miss... keep sucking and licking, give my heavy balls the tongue bath they need!" All I could do was groan with happiness as to how the whole night was turning out! As I lapped at him an even sexier thought crept into my sex-crazed mind. I began fighting against his control, pulling down as I did so. "Where do you think you're going you little cunt?" he growled trying to pull my adoring mouth back to his saliva coated ball-sac. "I... I... want..." I was whispering now between gasps because I was so excited and embarrassed by what was swirling in my brain. We locked eyes, his cock pulsating with blood, his hairy saliva coated balls an inch from my mouth, I closed my eyes, "I want... I want to be your... dirtiest-girl..." I leaned an inch lower and lapped at the musky bud of his ass and he groaned, "Ohhh you can be.... Yes you can be... Stick out your little pink tongue slut..." I did as he commanded, and waited. He pulled his legs up and then he was pressing my face down. "Lap at my butt-hole you dirty whore... pull my cheeks apart and tongue my musky ass..." I was whimpering with excitement as I did as he commanded. I could taste the soap from his shower mixed with something darker... "That's it... just like that, twirl your tongue around my hole... now stick it in, push your sexy pink tongue inside me..." I'd tongue fucked girls asses, but this was so much sexier...so much darker... I couldn't believe how deep I was sinking... I was rimming another guy's ass while dressed like a sexy whore. My cock was throbbing painfully in my panties as I slid around on the bed. "Stop moving around Missy... forget that little thing in your panties, pay attention to me..." After a few minutes my tongue was buried in him, my lips pressed between his cheeks. He squirmed around as I twisted it side to side; sucking at him while I roughly tongue fucked him. After what seemed like an hour of servicing his musky ass, Scott wrapped his fingers in my hair and pulled my face up. "Now you look like the kind of cheap whore I like... climb up here and roll onto your back." He patted the bed. I did as he requested, lying back looking at the ceiling. He stood over me, giving me an incredible view from below. His hairy ball-sac was shiny with dried saliva, the hair matted down in places from my earlier sloppy kisses. His cock was standing straight up, pointing at the ceiling, not at 45 degrees, but straight up, pulsating slightly with the surge of blood pumping through it. He spun around and reaching back, spread his muscular cheeks. Between his cheeks was wet with my saliva, his light tan butt-hole, puckered, waiting for more. "Stick your tongue out Missy, stick it out as far as it goes..." I thrust my tongue out, pointing it straight up. He kneeled backwards, straddling my face; my tongue snaked up inside him effortlessly. "Ohhhh my little sssssiissy...fuck my butt with your hot tongue..." He released his cheeks and they closed around me, I was in a dark musky, saliva soaked world and I loved every moment. He began riding my face, slowly at first and then harder and faster. His balls repeatedly slammed into my chin, his cum-dripping cock-head pressed between the cups of my bra. He was groaning, and sighing calling me his little sissy-slut. I was gasping for air between tongue fucks. I loved hearing him moan and groan from the pleasure I was giving him, it only drove me on harder. His hands were on the bed as he rocked back and forth fucking my face. "What a good girl, maybe I should make you feel good too..." He reached between my legs and began stroking my tightly contained cock and balls, rubbing between my legs as if there were a hot cunt under his fingers. I bucked up at him, raising my hips off the bed, humming with appreciation as he rubbed me in time with his face fucking. "Ohhhhh your cunt is soooo hot, I can feel it through your anties..." He was now rubbing the outline of my erect cock with one hand while tracing down between my cheeks with his other. "Your hole is soooo fucking tight... I wonder how good it will feel as I shove my dick in..." Each time a finger brushed over my tingling opening I would groan out, `yessss!' After a few teases he reached behind and said, "Get my middle finger all wet and slippery..." I lapped at it, waiting breathlessly for the moment he would stick it in me. He pulled his finger away and leaned forward, rising off my face. I sucked in the cool air. With one hand he was pressing and rubbing my panty covered cock and balls while with the other he traced his wet finger around my tight sphincter. "Does my little Miss want this..." He teased by pressing against my tight opening. "Yesss..." I hissed, thrusting my hips up to meet him. "Ohhh... Miss Samantha is a horny little slut..." "Yesss I amm... Samantha is a horny slut..." "Maybe I should just wait... wait until I'm ready to fuck you... I want you nice and tight when I finally fuck you..." "ummm... I can't wait... just slide it in me for a minute or two..." "Slide what in you..." "Slide your finger in me... in my tight pussy-hole..." "Ohh Miss Samantha..." herubbed my cock roughly, "...you don't have a pussy-hole do you?" "No...no I don't... but I still need something inside me..." "Where should I stick my finger then..." "Ohhhh don't fuck with me... please stuff it up my ass! Ughghh! Yesss... Just... like... that!" My cheeks clenched around the intruder but the sensations swirled through me. Scott pulled back and pushed his finger back into me, sitting back on my face as he did so. "Tongue fuck my ass while I finger fuck yours!" In seconds we were a tightly wrapped mass of arms and legs, grunting and writhing together as we rushed to climax. Scott's cock was leaking streams of pre-cum, glazing the area between my breasts. Meanwhile my cock was leaking also, soaking the foam pad inside my girdle. Everything felt so good, my toes were clenching and relaxing as the waves of orgasm gathered. "I'm... gonna... cum...in my... panties.. I'm gonna cum..." I grunted between the slaps of Scott's backside against my face. "Fuck my hole cunt, fuck it..." I drove my face up snaking my tired tongue up inside him one last time, he slumped back. "Yessss Misssyyyy!" I felt his balls throbbing against my chin as his cheeks tightened and loosened. An instant later I felt the first hot slippery blast squirt between my tits. Then another and another glob spurted out, in seconds my chest was covered in hot white puddles of steaming cum. Scott had stopped fucking my ass as he came, but as the last few loads streamed out of him he re-started with a passion. "C- cum... cum in... your tight... panties you little slut... shoot already..." He slammed a second finger in my ass while biting at my cock through my panties. "Cum Samantha... cum!" He brought a hand down across my ass and the sharp sting pushed me over the edge. I began to shake, cum spurting out of me in almost painful blasts. I shrieked in a high-pitched voice as I came. Scott groaned as he continued to rub my cock and finger my twitching hole. "Good girl...shoot your cum... pump your tight panties full of fucking sperm!" In a daze I almost didn't notice him sucking at the knob of my cum spurting cock through the panties and padding. In a few seconds my cock and balls were swimming in my own cum as I came down from my orgasm. Scott pulled away and I expected him to get weird now that we had both cum, instead he crawled up next to me and pulled me close. Massaging my cum soaked panties he reached between my breasts and brought a glob of still warm cum to my lips, he let it drip down into my open mouth, I smiled and made a show of swirling it around before swallowing it. "Its such a waste don't you think?" he said using two fingers to wipe up another splatter. I sucked at his fingers, and reached down between his legs, his cock was still partially erect and jumped as I wrapped my fingers around it. "Ohhh ... more?" he sighed closing his eyes as I began manipulating his hardening penis. "You said you were going to choke me with it and then cum all over my face... you seemed to miss my face by a few inches..." I cooed pointing to the mess between my breasts. He was completely hard. "Do you want to freshen up a little?" he said squishing my cock around in my soaked panties. "No... not unless you want me to... it feels really sexy, all wet and sloppy..." "Could you take the pad out? I think I want to feel your hot clit through your panties" I smiled at him seductively. I could sense control of the situation shifting; I thought he was giving in at least temporarily. "I think you know I don't have a clit... but you did seem pretty amazed by what I have in my panties..." He looked down embarrassed, "I'd never even thought about it before, but when I felt you cumming, pulsating, throbbing inside your panties, and then thought about how good you'd made me feel, I just wanted to wrap my hand around you and help you feel good too..." He was still looking down, "Ummm... well... wow... a side I'd never imagined existed..." I whispered wrapping an arm around his head while reaching down. I pulled him close and heard him take a deep breath. "Doesn't it smell so sexy... so earthy..." I could see his nostrils flaring as he processed the aroma of his own sperm. "You wanna taste some of your own...?" He didn't answer but didn't resist as I brought his mouth between my breasts. He took a tentative lap with his tongue and I saw him shudder, at the same time I felt his cock throb in my hand. I gave his penis a hard stroke, squeezing harshly as I came to his knob. "Why don't you clean up your mess..." I whispered. I heard a little groan of fear, but then not giving him a chance to change his mind, pulled his face into the main puddle of cum. He didn't hesitate, Instead gulping the thick splatters, his breathing got faster and faster as he licked and cleaned up his own cum. I could feel his cock on the verge of another spurt. I stopped, and taking full advantage of his excitement, grabbed his hand and slid it towards the waistband of my panty-girdle. Once again, he hesitated for a brief second before pushing his hand down into the goo surrounding my cock. He wrapped his fingers around my cock and he began squeezing. I heard him whisper, "Its so hard and big..." "That's why I keep it so well hidden... a big bulge like that ruins my girlish shape..." I giggled softly, "But now that you know its there, why don't we pull out the sloppy pad..." I helped him by shimmying side to side. "Ummmm that's much more comfortable... I think you're almost done cleaning your mess up..." He mumbled something as I pulled his face from between my tits. He was glazed with cum... his eyes were wild with excitement and his breathing was hard and gaspy. "You... liked... that... didn't... you?" I asked squeezing and stroking his cock harshly, emphasizing each word. All he could do was shake his head `yes'. I could barely squeeze it his cock was so hard in my hand. "Well... what about this..." I held up the soaked foam pad from my panties. I felt him shudder, but also felt his cock throb once-again. It was streaked with thick globs of sperm. I placed it next to him, face up on the bed, "Roll over onto your stomach and lap it up..." He didn't hesitate as I pushed his face into the goo. I was amazed by this submissive side of him and decided to push arther. I rolled over onto my knees and moved behind him. I reached for his hips and tugged backwards and up. He rose up to his hands and knees. "What are you going to do to me?" His voice cracked with fear. "Nothing you don't really want..." I leaned down and gently spread his cheeks, lapping at the tight bud of his asshole. He pushed back against me, rotating his hips as I dug my tongue deep inside him. I reached under him and stroked his cock; my hand came away wet with pre-come. "Ohhh... somebody is really liking this..." He groaned as he sucked and licked at the cum-soaked pad. My cock was throbbing, tenting even the tight panty; it wanted a nice tight place to hide. I pulled back and looked at his puckering butt hole. It needed, what I had, I could tell by Scott's obvious desire that I had tapped into a dark fantasy of his. I couldn't believe what I was about to do, but a moment later I felt myself tugging my panties down. This was not the way the night was supposed to go! My cock sprung from its tight confines, it was streaked with sperm. It was hard, so hard. The head of my cock was shiny and purple, each vein and blood vessel throbbed along its length. Scott looked over his shoulder as I stroked it, staring at me as I thought of my next move. He made it easier for both of us, reaching back he pulled his cheeks apart, "Please... stuff it... stuff your cock... in me... up my ass... stick that big hard thing inside me... please I want it... I want to feel your cock throbbing up my ass... stretching my tight hole... fuck me Samantha, fuck me with your big she-male cock..." I shuffled a little closer and dropped a glob of saliva between his cheeks, it ran down his crack and some disappeared inside his hole. I rubbed my hot cock-head between his cheeks and then positioned the tip at his entrance. He was hyperventilating with desire. "Are you ready dear..." I said somewhat sarcastically. He moaned and shook his head side to side. I leaned forward and pumped my hips forward. The sensation of his tight hole accepting my cock was incredible, every nerve ending in my cock-head was on fire as it slid between his cheeks. Scott was moaning in pain, "Ohhhh fuck it's so big... so fucking big and hard.. keep fucking me... keep fucking me though... I don't care how much it hurts!" Despite his obvious pain he was still pushing up and backwards, impaling himself on my blood-gorged rod. I looked down just as his tight hole opened and then closed around the ridge of my gland. I teased him, "Ohhh you've got the big part in now... its all easy from here..." Despite the uncountable times I'd been fucked up the ass I'd only had the pleasure of being the fucker twice before in my life, both times had been with only slightly willing girlfriends. The third time was obviously the charm, hearing Scott groan in pleasure only heightened my own. After a few minutes we stopped for a brief breather. Scott was panting, his stretched asshole twitching uncontrollably around my prick. "Ohhh Miss Samantha, how much is left? How much of your long prick is left?" I swirled my hips in a gentle circle, "About 4 thick inches... do you think you can take it all?" He was lapping at the sperm soaked foam pad. "Fuck what I think, MAKE me take it, just keep SHOVING until your BALLS slam into mine, then I'll let go of my cheeks and you can fuck me, fuck me, and then fuck me some more..." I didn't need to be told twice, I pulled back sliding my cock completely from him, I looked down at his already distended butt; I dropped another glob of saliva and grasped his hips. I shoved forward in one long harsh thrust. His squeal got higher and higher as my cock disappeared between his cheeks, in an instant I felt my balls pressed to his, His fuck-hole was so tight, it was like a hot wet leather glove, squeezing and grabbing my bone. "Deep enough dear?" "Oh... fuck yes... fuck yes Samantha..." he released his cheeks and bore down, squeezing them together tightly. He twisted his hands into the edge of the mattress, "Now FUCK ME, Fuck me with your hard She- male cock, fuck me... just fuck me hard!" He leaned forward, pulling away from me. "Ohhh no you don't..." I pulled him back hard, thrusting downward. "Yesssss... just like that, long hard fucking strokes... use that monster on my ass... pound me hard... I wanna feel that big purple cock-head splitting me open..." I couldn't believe what I was hearing, but was in heaven. I rode his upturned butt for almost fifteen minutes straight, all I heard was an occasional `ohhh just like that' or a `fuck me... that's it fuck me!' He was getting hard to hold onto, his hips were slippery with sweat and after all we were rutting like animals. "I think its time for you to work a little..." I said slapping his ass, "...I want to lay down and see you sliding on and off my rod..." "Give me a couple more hard thrusts this way first... please?" Like countless porn stars I'd seen, I rose up and climbed on top of him, for the first time really mounting him like a dog in heat. He was bearing all of my weight as I pushed down on his hips and gave him nine or ten incredibly hard thrusts, the angle was perfect, straight down into the depths of his asshole, He was whimpering like a little girl, quieter with each thrust, until finally he was just hissing `yesssss...' "You like it hard like this don't you? Perfect punishing strokes, long, hard and deep... your ass is so loose now, it feels like a sloppy pussy now, like a dripping wet cunt... can you feel what my big she-male cock has done to you?" "It feels... so... perfect... in all my dreams I could've never imagined it would feel... this... good..." "I can't believe what I'm hearing, I'm the one dressed like a little hottie and yet you're the one getting the fucking! Are you a queen too?" He shook his head. "What? I couldn't hear you..." I fucked him hard, burying my cock balls deep and then kept pushing. "Ughhh... stop... I can't take it any deeper..." I kept pushing. "unnnnh!!! Yessss..." He broke down, sobbing, "Yessss... I'm a... little sissy... I only act tough... every time I treat a woman bad I wish... I wish it were me... I've been dressing up for years and years..." I was amazed, excited and embarrassed all at once. I really only wished that I'd had another outfit to dress him in. "Well I want to fucking relax while I wrap my brain around this surprise..." I pulled back with a wet slushy pop... there was a raw pink line where his cheeks had been clenching me, the line led directly to his completely loosened butt hole. I rolled off him onto my back. "Climb on sister... climb on and ride my big bone..." I stroked it a few times, squeezing it until my glan was purple, and obscenely engorged. I looped my fingers around the base and said, "c'mon my little fuck- slut... climb on... I wanna see your tight fuck-hole wrapped around my big cock..." He looked at me timidly. I grabbed his head and twined my fingers into his hair. "Now... because you hesitated you get to suck it first...," his eyes widened in horror, but there was no real fight as I led his mouth to my musky cock. "Lick it... just like that..." Every time his mouth moved anywhere near the tip of my cock I would push up, sliding an inch or two between his lips. Finally completely in my new persona, I grabbed his face with both hands and stuffed my cock between his lips. He was crying, but his cock was dribbling pre- cum. "Oh fuck yessss... is this your first cock honey?" He mumbled around my cock, `my first real one...' "So you've imagined sucking a big prick... does it feel as good as you thought?" `ummmm' was all he said as he shook his head yes. "Just think... not only is this your first cock, but it's the same one that was up your ass a minute ago...think where it was... deep... all the way up your dark asshole. My big purple cock head that your licking like a lollipop was at least 7 or 8 inches up your ass... does the thought of that make you horny sissy?" He couldn't answer any way but by shaking his head yes, but he WAS saying yes. "I think its time for you sit on my cock... time for you to show me how good my dick feels up your ass..." He kept sucking and licking my cock, trying and failing to deep throat my dick, I pulled him away forcefully, "There'll be plenty of time for that..." "I... just... can't... believe how sexy it feels to have your big dick in my mouth..." "I can't believe how good it feels either, now climb on top of me and sit on my fucking pole..." He crawled on top of me kneeling over my dick. He moved around until I could feel my cock head nestled against the heat and wetness of his hole. I looked up at him, amazed at what I saw, he was enthralled, and I could see the pleasure radiating from his pores. I reached up and put a hand on each hip, "Now relax and sit back... sit on my big bone... let it slide all the way up inside you... let it stretch you wide open again... you'll be able to take it even deeper in this position...just relax..." I was pushing down slightly, and could feel his resistance. "Does my little sissy need to be taken?" "noooo..." He closed his eyes and relaxed, flopping down on top of me. In one quick movement he was completely impaled on my dick. A second later he rose off me and then down again, he was riding my cock. His balls were squeezed between us on every down stroke but he didn't seem to mind. His cock was whipping around, slapping against my stomach, leaving tiny shiny ribbons of pre-cum. His eyes were closed and his head was thrown back. I relaxed and enjoyed the sensations of his fucking. His muscles seemed to tense each time he bottomed out on my prick, he would press down a tiny bit before rising up only to slide down again. "I want too see your sissy cunt wrapped around my dick... reach down and pull your balls back... right just like that... ohhh that looks fucking amazing. Your pussy- hole is so sexy wrapped around my prick. I bet if you're like me sissy, you probably sit in front of the mirror in this position, riding a big rubber dick holding your balls up so it looks like you have a pussy..." `yesss I do... all dressed up... like a little slut..." he whispered. I looked up at him amazed; maybe we had become best friends so many years ago because we shared something subconsciously. I watched as he fucked himself silly, riding my cock and had a fantastic idea. I rose up onto my elbows. "Reach behind me and unclip my bra..." "Huhhh? What..." he said confused. "Just do it sissy..." He reached behind me and fumbled with the clasps. After a minute I felt first one then the other release. He sat back, still stuffed with my cock. I pulled my arms from my bra and held it to the side. "How do you like my tits?" "Almost as much as I like your dick..." "Lean down... come closer..." Still looking confused he did as I asked. I looped the bra around his chest and reached behind him, wrestling with the clips until it was closed. Without missing a stroke he slid his arms through the straps and while still riding up and down on my dick adjusted them. He looked down at me smiling, "This feels so good..." he cupped his `breasts' and squeezed his nipples through the bra. "Ummmm..." He closed his eyes and really began to fuck himself silly. I laid back and enjoyed the incredible sensations circling around my hard cock. "Keep riding sissy... your pussy-hole feels so good sliding up and down on my cock... and I love watching you play with your tits..." With his eyes still closed, he began to shift his weight, attempting to spin around while keeping my dick inside him. "I want you to see what your cock looks like sliding in and out of me... I want you to see it disappear between my cheeks...if it feels this good it must look incredible..." In a minute he had spun around and was facing the wall. True to his word I could now see my cock effortlessly pumping in and out of his ass. He would rise up, squeezing his curved cheeks together the entire time, until my cock popped from him, then with one quick movement he would flop down, sucking my cock deep inside his musky hole. Each time he hit bottom I could see and hear him groan in pleasure. His balls squeezed tightly against mine, he would rest for a brief second before rising up once again. He was an incredible fuck, I wanted to stuff my cock in him everyway possible. I rose up to an almost sitting position as he sat back down on my cock. I reached around and closed my hand around his throbbing prick. It was the hardest and hottest cock I'd ever felt in my hand. His spongy cock head was soaked with clear pre-cum. As I gently stroked his cock I slid my other hand up until I was cupping his breast. I found an erect nipple and twisted it roughly through the satin of the bra. "Ughhhh..." he tossed his head back, trying to kiss me as he twitched his sweaty cheeks around my cock. "Your big tits feel so sexy, I can feel your nipples digging into my back, the feeling of your hard thing up my ass combined with all the soft sexy lingerie is driving me fucking wild, I don't know how long I'm gonna be able to hold out..." "Well you're a sissy, do you think you can cum more than once, most women can?" "What? You mean cum like this and then another way too?" "Yesss..." I hissed, bumping my hips upward. "You are turning out to be the most incredible piece of ass I've ever fucked, real girl or not, I want to fuck you all night long, everyway I can... if you think you can keep up..." I released his cock and slid my fingers down until I could rub around where we were joined. I ran my fingers in a V shape, squeezing his asshole together around my cock. "I know with this hot thing wrapped around my cock I could go all night, I want to fuck you on your back, on your side, bent over that chair over there, maybe in the shower... I want to feel my cock inside you from every angle imaginable, I want to poke you every way..." He wasn't saying a word, only panting with each short upward stroke of my cock. "I... want... to ride... you... your cock...THIS way... long and hard, grab... grab my hips and fuck me with your she-male thing..." I wished I could see what we looked like! Me dressed in my frilly lingerie, full breasts pressed to his back, Scott, wearing my sexy bra, sitting full force on my cock, one hard thrust from shooting his cum. I slid my hands down to his hips, squeezing hard, "Now ride me sissy, I want to see your puckered hole sliding up and down on my prick, I want to watch my cock-head pounding you, in and out, all the way up and down, do it like a good girl...or should I say like a bad girl?" I heard him take a deep breath and then whisper, "I don't know how long I'll last..." I growled, "Just fucking do it... I wanna see you fuck yourself silly..." "ooohhh....um.... yessSSS," he was already shaking from the excitement. He rose off and then pounded down, I watched amazed as my big dick slid completely from him only to be swallowed up by his stretched ass. Over and over again. After about ten minutes of incredibly hard and satisfying humping I felt my orgasm building, every time his sweaty balls squished into mine, the electricity seemed to build and multiply. Knowing that at the same instant my cock was about seven inches up his hot squishy ass only drove me wilder. I knew I had a couple more fucks before I would lose control and shoot him full of my hot creamy sperm, but I wanted nothing more than to stay in control, though on the bottom physically, I'd never been in such complete control, I was loving every second and wanted it to continue, if I could only make him cum first and then somehow hold off my orgasm I'd be able to maintain the upper hand. "Keep fucking me sissy!" I screamed as I reached around with both hands and with one roughly grabbed his balls, pulling them away from his body while at the same time, grasping his slippery cock with my other hand, I formed a tight `o' and stroked him downward, pulling him harshly onto my lap, I thought my balls were going to slip inside his ass I was so deep. He mewed like a kitten and tried to pull up but I held him tight and gave him one more hard stroke, banging my hips upward at the same time. "oohhfufufu...fuckkkk!" he screamed out in an incredibly high pitched squeak. Then I felt his balls throbbing in my hand, an instant later he was shaking, his asshole twitching and contracting, fluttering around my hard cock, as he came. I felt the first throb travel up his cock as I held him tightly, and brought my palm to the tip of his cock as the first spurt squirted out, I felt the heat and warmth splatter all over my outstretched hand and then another and another and another. It seemed like every ounce of his sperm was spewing out of him. His loosened asshole twitching as he came almost made me cum too. The feeling of his hot pussy-hole wildly contracting
around my throbbing cock was incredible and it was all I could do not to give in and shoot him full of my sperm. He was still moaning like a woman in heat as his orgasm peaked. I felt his cock throb a last time and then felt the last productive spurt of cum land in my already filled palm. Still huddled together, joined by my erect cock buried up his ass, I brought my hand to his mouth. "Thirsty?" I felt his body quake in excitement as his mouth dropped to my palm and he began sucking down his own stringy cum. He gulped it down in three or four tries, and then began licking my fingers and palm. "Make sure to get every last drop..." I released his balls and traced my hand up to his chest, finding his nipple through the satin. Once again I twisted it side to side, it hardened to a pebble in an instant. "Keep licking, I want my hand spotless..." He was sucking my fingers between his lips, and licking between them like they were pussy-lips. As I tweaked his nipple I started gently rotating my hips. "Ohhhhfuck... you're still so hard... your dick feels... I can't describe how good it feels up my ass!" "How do you think it'll feel between your lips?" "ummm... I can't believe how... fucking horny you're making me... I'll do... anything... anything you want this whole night has been indescribable already." I pushed him off and my cock exited his well- fucked hole with a wet slushy sound. He stood at the edge of the bed, looking down, turned on, but also reluctant. His cock was soft, but I could see the desire still smoldering in his eyes. "Come closer... you know you want to, girls do it after they've been fucked, why not you too? I'll help you..." I smiled sarcastically. He slowly dropped to his knees; his lips were five inches from my shiny cock. He looked up at me like a sad puppy. I reached down and wrapped my fingers around the back of his head, pulling him closer and closer. I whispered to him, "Be a good girl, c'mon, think about how sexy it'll be, how depraved you'll feel, knowing it was up your tight ass just a few seconds ago, open your mouth honey..." His lips parted and I took full advantage, forcefully pulling his face downward. My slippery cock slammed into his face and only fighting back for the effect his mouth closed around my purple cock-head. He groaned deep in his throat and I pulled his face lower, shoving my cock deeper. His nostrils were flaring, sucking in the essence of our earlier fuck. In an instant saliva was pouring from around my cock. I held him tightly as his tongue worked over the knob of my cock, he was panting, slurping at my prick. "Are you gonna be a good girl and keep sucking or do I need to hold you down..." I could see he was loving every second, but again he tried to pull back, moaning, "Nooooo... pleaaase... stooooop!!!" around my cock. "Ummm it needs to be that way?" He was shaking his head side to side and half-heartedly pulling back, all the while still sucking and twirling his tongue around my hard bone. I reached up and using both hands pulled him down, I heard him gagging and gasping but my cock was disappearing between his lips. I remembered how I learned how to deep throat and applied the same tough love to him now. "Keep swallowing dear, before you know you'll have my cock down your throat... watch those teeth... you're loving every minute of this aren't you?" He was still shaking his head side to side but I could see that his cock was getting hard again. "How does it taste baby? Just think, my big spongy cock-head was buried in your musky asshole a few minutes ago, now it's down your throat! Be a good girl and keep sucking!" He closed his eyes and stopped fighting back, instead taking a deep breath through his nose before gulping a few more inches of my hard bone. "Ohhyeassssss... just like that honey... let me guess you've deep-throated your rubber dong too?" I thought I saw a slight smile around my cock. "Well then do it baby, show me how good you are, suck my bone like a cheap road-whore..." I moved my foot between his legs and began massaging his balls with the tip of my pumps. He pulled back and stroked my cock harshly, squeezing me almost to the point of pain. My cock head turned purple and grew monstrous, it looked fake as he licked around the ridge. "Gag me with your big she-male thing... stuff this purple monster... down my throat and make me suck it deeper and deeper..." I roughly fucked his face, pulling his drooling mouth on and off my penis. He repeatedly gagged, but then it would slip down and I would feel his throat squeezing me. Finally I saw his lips wrapped around the veined base of my cock, "Ohhh sweetie, you have every inch of my cock in your mouth..." I patted the top of his head, "Move your tongue around on the bottom... ummm... just like that..." He pulled back, took a deep breath and then plunged down again. If I had been tempted to blow my load in his tight wiggling ass, his mouth was even more enticing. I could see the wanton desire in his eyes; he was loving sucking my prick. He was humming happily, the vibrations only driving me wilder with desire. "If you're not careful I'm gonna shoot my load down your throat..." He shook his head side-to-side and pulled off. Licking my pee hole he cooed, "I want this thing pumping my ass full of your hot creamy sperm... there'll be plenty of time for blow-jobs later..." He stood up and smiling, spun around the chair I had pointed to earlier. He leaned over it, reaching back and spreading his cheeks obscenely, "Stuff that hard thing up inside me and ride me hard, make me feel everything I've ever imagined...please?" He was pleading. I stood behind him, and with my heels I was a little too tall. I kicked them off and got a sexy thought. I picked up his foot and slid it in, they were big, but he would get to feel what balancing on high heels while getting fucked, felt like. I slapped at his upturned ass, "Keep those sexy cheeks spread until I tell you to let them go..." I started stroking my cock, squeezing harder with each swipe until it was hard as rock and throbbing with desire. I leaned forward and placed the red-hot tip to his wet hole. I kept stroking, "Beg me for it cunt, beg for my big tool... tell me how much you want it up your ass..." He was barely coherent as he started gibbering, "Don't tease me, just ram it in, stuff me full, I've been dreaming of this moment for years..." I grabbed his muscular hips and jabbed forward in one quick movement. Having fucked him for so long earlier, my cock sunk in deeply. I kept pushing until I felt his balls pressed to mine. "Let go of your sexy cheeks and get ready for the fuck of your life..." "yessss... please Fu-Fu-FUCK ME!" He released his hips and held onto the arms of the chair as I pulled back. "I'm gonna give you a huge load of hot creamy sperm you little sissy ... I've been so close all night, now I'm not going to wait, I'm just gonna ride you until I pump you full..." He was moaning over and over, "justlikethat... justlikethat... fuckme... fuckme ?.. just likethat!" his words running together with desire. "Yourbig...dick... stretching me... filling me... filling my tight asshole... it feels soooo good...!" The sound of two bodies coupling in heat was the only sound for a few minutes. Slap slap slap, over and over, my hips slamming into his squirming ass. The noises grew and grew, faster and faster, until all anyone would've heard was the sound of skin rubbing together. I slammed into him and pulled him close, using short harsh thrusts to drive my cock deeper into his quivering ass. His encouraging words turned into one noise repeated over and over. "yesssssssss!" His voice was getting higher and higher, more insistent with each short thrust until he finally squealed, "Pleasecum! Please cum! Shootyour H-h-hottt spuuurm in my assss!" A second from cumming, I reached between us, and gave his cock a hard stroke. "ohhhyou bitch!" he groaned, cumming immediately. His asshole clamped down on me when he started spurting and I started cumming too, pounding him in hard thrusts. I was fucking him so hard one of his pumps slid off his foot and he slumped backwards, impaling himself even more on my sperm-spewing prick. He let out a high- pitched `ughhhhyyyy!" squeal and began shaking, losing control of his body as he came. I was soaking his insides, I could feel load after load of sperm surge through my cock before it was deposited deep inside him. I was cumming so much I thought I would shrivel up from loss of fluid. I actually felt the cum gushing out around my pistoning shaft. "Ohhhh please keep going... keep pu-pump-pumping me full... it feels like a hot slippery enema... it feels so good, so fucking good... I'm imaging that I'm your girl... and now your making me your woman... keep pumping me..." After maybe ten or fifteen full spurts my cock was softening quickly, I was completely spent; every ounce of sperm was up his ass. I moved around enjoying the hot mess between his cheeks. He felt just like a satisfied woman and I told him so. "You feel just like a well-fucked whore... all sloppy, cum drenched, sperm running down your legs..." "I do... I do, thank you soo much... I'd never imagined I could feel this good..." He was trembling with excitement and exhaustion. My cock finally shrunk enough to slip from him, and my sperm gushed out, I reached for a towel and noticed that he'd cum all over the back of the chair, white globs of cum hung from the fabric. I wiped up the mess and tried to stem the sloppy cum dripping from his stretched hole. He hadn't moved and I thought he had passed out! I gently took his hand and pulled him to the bed, half asleep he moved next to me, only opening his eyes long enough to locate my latex nipple. His lips closed around it and he drifted off to sleep. I felt myself going also and let go, sliding into peaceful, satisfied, darkness. Sometime later I awoke, the room was pre-dawn gray and something hot and hard was nestled between my cheeks. Scott was whispering in my ear, "I was wondering how long it would take you to wake up, I was tempted to just push it inside..." "Last night was incredible... more than I'd ever imagined... but I want to make you feel good too..." I sighed and rolled onto my back, pulling him between my legs, He was still wearing my bra. "Just slide it in... honey, I'm more than ready for you... last night was fun, but I thought it was gonna happen a little differently... ugh... right there... push a little harder... yesss...just like that.... ummm" I wrapped my legs around his waist and pulled him deeper. His cock-head slid past my sphincter and then his hot dry shaft stretched me open deliciously. "Ummm that's more like what I expected..." I sighed looking up at him, "I think we need to go shopping today..." Did you enjoy this story? Drop me an e-mail at: [email protected] I'd love to hear from you! If you see this story anywhere other than fictionmania, it has been distributed without my knowledge, and though I don't really care, I would love to know where you saw it. Erica