Dressed for Pleasure

by D. L. Savage

  “Oh goody!” she said, her mood once again switching from bitchy ice queen to excited girly girl in a heartbeat. “This is going to be soooo much fun, baby!”

  I took a seat on the edge of the bed, hanging my head in my hands, feeling like I was trapped in some alternate reality, some negative timeline. Sure, we’d had fights before, and it wasn’t unusual for Cassidy to exert her will and get her own way, even if it meant playing dirty. But this was totally different. It was like I’d seen a whole new side to her – she’d shown off a strict, dominant side I never knew she possessed — and what’s more, I guess I’d discovered a whole new side to myself too.

  After all, I’d never have guessed in a million years that I’d actually have so much weird fun and pleasure from dressing like this.

  Because even now, as I sat on the edge of the bed, worrying about what devious tricks Cassidy still had stowed up her sleeve, I had to admit, some fucked up part of me was still enjoying himself ...

  Or should I say ... herself?

  7

  The hour seemed to race by, as Cassidy got herself dolled up while I watched her from my seat on the bed – picking out a hot pink bra and matching thong that I remembered her buying one afternoon in Victoria’s Secret at the mall. And as she tugged on her skimpy panties, her pert butt quickly enveloping them, I even caught myself thinking that I’d like to try them on sometime, too.

  She wore stockings, too – classy black holdups – and picked out the shortest black mini skirt in her closet. Sure she was normally a pretty outrageous dresser but even so, this was pushing it. It was the kind of thing she’d only ever put on in private for me normally, and the idea that she was planning to wear a skirt so short it barely covered her butt cheeks in front of my buddies had me totally confused: both angry and turned on in a way I couldn’t quite explain.

  Fuck. It was like I was learning all kinds of new things about myself that day. I’d never had even a passing interest in all that cuckolding or swinging stuff before, but suddenly the idea of my sexy, slutty wife getting my buddies dicks hard in a criminally short mini skirt had my cock throbbing hard in my panties, as I imagined how sexy she must feel – how feminine, how in control. Because now that I was transformed, I felt like I had a much clearer understanding into this whole deal; for the first time, I felt like I could really put myself in the mindset of a sexy, slutty chick, who got off on getting guys off, using her body and skills to make them hard ...

  “Tiffany,” Cassidy said just then, as she was tugging on a crop top so skimpy it left almost all of her toned tanned stomach on display, the bright white fabric stretching tight across her ample breasts.

  “Huh?” I said, wondering who the hell Tiffany was.

  “That’s what I’m going to call you,” she explained. “There was this girl I knew back in high school called Tiffany, you see. She was a blonde like you. She was a slut, too. One night in the locker rooms, she blew six guys at the same time while a bunch more watched. It was a total scandal at our high school. Shit, back then I’d only kissed a few people, and there she was, down on her knees, sucking dick and swallowing cum like a true whore. She was so shameless too! She was fucking bragging about it the next day, saying which cocks she’d liked best, and how turned on she got ... God, it still gets my panties wet, just thinking about it ...”

  Just then, she bent forward to check her makeup, her mini skirt riding so high I could see her bare buttocks and the soft mound of her plump pussy lips enclosed in the pink fabric of the thong as she picked up a tube of matching hot pink lipstick.

  “I remember the first time I sucked a cock,” she continued, as she worked the creamy pink stick across her lips. “Before I did it, I thought it was just something girls had to do to please guys. I never actually thought I’d enjoy it. But oh my god. The feeling of that hot throbbing meat in my mouth got me off way more than I was expecting ...”

  I knew exactly what she was doing with all this dirty talk. She was trying to plant the seed in my mind – to try and get me turned on about the idea of sucking dick. And what’s worse, it was working. Because slowly, almost imperceptibly, I could feel myself getting more and more curious about the idea, more and more aroused at the thought of actually doing something like that myself: of being so slutty, so submissive, of getting down on my knees before some macho dude and working my pretty pink lips up and down his hot throbbing shaft ...

  Woah … What the fuck am I thinking?!

  I felt a pang of disgust at myself, and anger at Cassidy too. It was like she was trying to turn me gay or something ...

  Just then, my swirling thoughts were interrupted by the chime of the doorbell and my stomach vaulted afresh.

  “Is that the time already!” Cassidy giggled. “How do I look?”

  She turned to face me, hands on hips, long legs perfectly shown off by those slutty black stockings, her criminally short mini skirt only barely covering her panties, and the tiny white crop top stretched so tight across her breasts you could plainly see her hard nipples poking in prominent points through the fabric, while a sexy smile playing on her bright pink lips.

  “You look ... great,” I admitted, feeling myself getting more broken down with each passing second, as I lost the will to fight back, even enjoying the sensation of submitting to this strange, fucked up game, despite – or perhaps because – of how goddamn humiliating it was.

  “Good,” she said proudly. “Now come with me, Tiffany.”

  She offered out her hand.

  “And don’t you worry. I’m not going to make you answer the door to your big macho college buddies dressed like that. I’m going to hide you away in the closet in the den ... That way you can hear everything ...”

  8

  A short while later, I stood in the closet, my breath shivering past my lips and my heart beating a mile a minute, while I listened to Cassidy at the door, welcoming in Colby, the first of my buddies to arrive.

  “Hey sweetie!” I heard her say in her most sexy playful voice. “Come in, come in. Now I’ve got some good news and some bad news ... The bad news is, I’m afraid Josh is sick. He’s suddenly come down with some kind of food poisoning or something, probably from that shitty fast food he had this afternoon, but yeah, I’m afraid he’s told me to pass on the message that he’s super sorry but he won’t be able to hang out with you tonight. But don’t worry! As it’s so last minute, I’ve decided to take care of you boys myself. I’ve got beers chilling in the fridge and I’ve set out the den for you, and Josh has even left a few movies for you guys to watch. So don’t worry, you can still have your little boy’s night. And best of all, I’ll be there to serve your every need ...”

  Although I couldn’t see her, from the playful tone to her voice, it was easy to imagine her leading Colby this way, shaking her booty at him, and maybe even giving him suggestive little looks and winks. Because from the tone of her voice, it really sounded like she was making no mistake that this was no regular boy’s night – that she was part of the entertainment, too.

  My stomach vaulted again as I heard her leading Colby right this way, into the den, where I was hidden in the closet, just a few feet from the sofa.

  “Now you get comfortable, mister,” she told him in a sexy, sultry tone, “and I’ll go fetch you a nice cold beer ...”

  * * *

  Pretty soon, all the guys had arrived – Colby, Greg, Danny and Sam. I could hear them all laughing and joking amongst themselves while Cassidy trotted back and forth, flirting and teasing with them as she fetched them all beers, no doubt making a show of herself in the process. I could imagine her bending over to give them an eyeful of her sexy butt in that tiny miniskirt, and pushing her tits right in their faces. But even though I felt totally pathetic and humiliated, my cock was throbbing so damn hard in my panties, I knew that if I could only get that damn cage off and touch it, I’d come almost instantaneously.

  In fact, I don’t think I’d ever been more turned on that I was in that moment, shiv
ering in the closet in a state of total horny frustration, listening in to their conversation.

  “What’s with Cassidy tonight?” I heard Greg say in a low voice at one point while she was out in the kitchen.

  “Beats me, but I’m sure as hell not complaining!” Colby replied, and a fresh round of laughter ringing out amongst the group. “Did you see that ass? Man, what I’d give to tap that ...”

  “We gonna tell Josh about the way she’s acting?” Sam cut in cautiously.

  “Hell no!” Danny laughed. And then in a low whisper he added, “I’ve gotta feeling if we play it cool, she might even give us a little something something, if you know what I mean ... She’s obviously begging for it …”

  Just then I heard the click of Cassidy’s heels as she returned from the kitchen. “So boys,” she announced. “I’ve got you a fresh round of beers and I’ll just put them over ... here for you on the table.”

  Once again, I pictured her bending over to set them down, no doubt thrusting her toned butt right in their goddamn faces.

  “And I know Josh had already some movies picked out for you to watch. Let me see, what have we here? Ninja Cop? That might be fun. Or wait, what’s this one! College Sluts go Black! Now I wonder what that’s about? Why don’t we put it on and find out?”

  There was a murmur of shocked agreement, and I could sense a ripple of horny excitement shooting all around the room, as Cassidy slipped the DVD into the player then set the movie playing on the huge flatscreen screen TV that faced the sofa.

  There was a moment’s silence, and then the sleazy music started up. I’d seen this film already, so I knew exactly what was happening: an intro montage of cute teen girls sucking and riding huge black monster cocks, stretching their cute mouths and tiny pussies so wide that they squealed and moaned with pleasure.

  “Oh my!” I heard Cassidy giggle. “Just look at those big juicy cocks! Mmm. What I’d give to have something like that to play with right now ...”

  There was another murmur followed by a tense, horny silence, the only sound now was the first scene of the movie starting up – an interview on a bed with a shy, fresh faced white college girl, as the cameraman grilled her about the biggest cock she’d ever seen.

  “God,” I heard Cassidy purr. “These kinda movies always get me in the mood. Y’know what, if you boys were to get your dicks out, I don’t think I could resist dropping to my knees and sucking on them!”

  I felt paralyzed with shock. Had she really fucking said that? It was so slutty, so brazen. What the fuck would my college buddies think about my girlfriend now?

  “I don’t know, Cassidy,” I heard Sam say in a tense voice. “I mean, that sounds fucking great and all, and I’m sure we could all use a little, uh, relief. But Josh is our buddy and ...”

  “Oh, don’t mind him,” she cut in in that same playful tone. “Y’know, Josh and I have a pretty kinky lovelife. I’m actually surprised he hasn’t mentioned some of the stuff we get up to in private. But let me tell you this, he’d be super turned on if I told him I’d had a little extra-marital fun while he was upstairs ... In fact, it’s one of his biggest fantasies. Say, I’ve got an idea,” she continued. “Why don’t I blindfold you all. After all, a bunch of straight boys like you don’t want to be looking at each other’s dicks now, do you?”

  I heard the guys all quietly agreeing, then Cassidy said, “Oh goodie! This is going to be so much fun ... You boys wait there and enjoy the movie, and I’ll be back with some blindfolds ...”

  As she raced off, I began to guess exactly what her devious plan for me would be. I stood there in the closet, shivering in a crazy mixture of horny anticipation and pure stomach churning dread, my whole body tingling and my cock throbbing hard in my panties despite myself. Damn, I could even feel them getting wet, no doubt from all the precum that was leaking through the hole at the end of the chastity device, and it made me feel even more girly and slutty, as I found my head suddenly swimming with images of my best buddies all pulling their big hard cocks from their pants.

  Soon Cassidy was back and she set to work blindfolding them with what I guessed were probably a bunch of my work ties. Once she was done, she announced excitedly, “Okay boys, let’s see what I’m dealing with here.”

  As the sound of zippers pulling open filled the room, I jumped in shock as the door to the closet slowly opened and a stream of light flooded in. As my eyes adjusted I saw Cassidy standing before me, a naughty grin on her face as she beckoned me out with her finger.

  My heart was in my throat as I tentatively emerged into the den. For a moment, I worried that my slippers might make a sound on the hardwood floor, so I found myself kicking them off, leaving me in just my stocking feet as I made my way further into the room, edging around the sofa to be greeted by the sight of my four best friends all sitting in a row on the couch, their faces wrapped in four of my work ties, and their zippers open.

  Greg and Colby were already fully hard – and I saw that Colby’s dick in particular was actually pretty huge – while the other two were still only semi hard, their meaty packages flopping out of their open pants, as if waiting to be toyed with.

  “My my my,” Cassidy purred. “What a nice juicy bunch of cocks. What a lucky girl I am! Hmmm, the only question now is which one I wanna suck first ... Greg! You’re already nice and hard for me, baby. So why don’t I give you a little lick?”

  As she spoke, she was gesturing for me to go over to him, and I shook my head. But as I silently protested, her big green eyes widened and she took a deep breath and cupped her hand to her mouth like she was about to shout out something along the lines of: Hey boys, quick, take off your blindfolds! Josh is here and he’s got all dressed up for you!

  I simply couldn’t handle the idea of that, and what’s more, I had to admit, staring at Greg’s hard, glistening dick, flushed a deep pink and jutting up from between his spread muscular thighs, a curious, slutty part of me kinda did want to suck on it.

  I can’t believe I’m actually doing this, I thought as I made my way in slow motion towards him, my heart booming in my chest and my breath shivering past my glossy lips, my body almost moving outside my own control as I actually knelt down right between his legs, while Cassidy moved in close so that her face was right near mine.

  “What a lovely dick you have, Greg,” she teased, reaching out and actually grabbing hold of it, working its meaty girth with her slender fingers, before offering it towards me.

  I could actually feel the heat radiating off it and smell its faintly musky sweaty scent, but strangely I found I didn’t mind the smell. It was so ... manly. And it made me feel even more girly and slutty, as I got more and more turned on by the idea of what I was about to do until I just couldn’t resist the urge any longer.

  I took a final deep breath, then parted my lips and lowered my head right into Greg’s lap, taking his thick hot cock deep into my mouth, closing my lips around it and starting to suck on it. And as I did so, I felt a surprisingly powerful shudder of pleasure run through me, as I was taken aback by how right it felt - the memory of Cassidy’s first blowjob story flashing back into my head.

  Soon I was really getting into it, as I began to jack his shaft in time to the bobbing of my head, even making sure to swirl my tongue around the silky, velvety head – which I knew was one of Cassidy’s little tricks, and something I loved whenever she did it to me. I let my other hand move to his big hairy balls, too, and I began to knead and massage them in my palm as I sucked, faster and faster.

  I could hear Cassidy making soft groans and slurps right next to me, obviously sucking on her fingers to make the right sound effects, and to give the illusion that it was her doing the work.

  It wasn’t long before I felt Greg tensing beneath me and I heard him groan, “Oh shit.” I knew he was about to come and I felt a pang of pure fear, as I began to wonder what the hell to do now. Because sucking him was one thing, but could I actually let him nut in my mouth? But before I could even pul
l my lips away, I felt his cock swell and pulse against my tongue, and my mouth quickly filled with creamy hot liquid.

  Out of panic, I gulped it back, and to my surprise it didn’t taste as bad as I was expecting. I’d always heard girls say it was pretty acidic and disgusting, but if anything Greg’s load just tasted like salt water taffy, and I kept my lips wrapped tight around his throbbing shaft, until I’d gulped back every last drop.

  When I was done, I actually felt ready to go again, flushed with a weird slutty energy. Because it turned out that one cock wasn’t nearly enough, and I actually felt excited now that I had a few more to play with.

  “Whew!” Cassidy gasped. “What a mouthful. Thanks, baby. Now, who’s next ... How about ... Danny ... I can’t wait to feel that big juicy dick grow nice and hard in my mouth ...”

  I shifted over to between Danny’s legs, staring at his meaty package which was half hard and flopping between his legs. This time, I didn’t even wait for Cassidy to give me instruction, instead eagerly taking it in my fingers, stroking its floppy hot girth a few times before enclosing my lips around it.

  And as I felt it start to grow and swell in my mouth the more I sucked and slurped on it, I felt fresh shudders of pure feminine pleasure, my own pathetic cock throbbing so hard between my legs that I felt on the brink of cumming, even though I wasn’t even touching myself.

  As I pulled my lips off Danny’s now fully hard cock to take a breath, I heard Cassidy say in a sexy purr right next to me, “Oh yeah, baby, your cock is so sexy. I can’t wait for you to blow a nice big load in my mouth ...”

  The moment she said the words, I knew deep down that I felt the exact same way. I was totally focused on my task now, eagerly diving in for more, once again sucking and jacking Danny’s big hard cock like my life depended on it, and it wasn’t long before he too was sighing and tensing beneath me. I braced myself for another load, and sure enough, seconds later he let go with a low manly groan.