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Friday, February 15. 2013
When we arrived in our room the first thing I did was order tia to strip and kneel so I could fasten the leather training collar (the very same one I led him in to Petsmart to choose four years ago) around his neck.
Then the next thing I did was make him put his clothes BACK on so he could go out and fetch the ice I forgot! :p
After he'd returned, and executed the prime directive of making me a drink (with plenty of ice), I ordered him to strip once more. The chastity device went on next and then my clothes came off. I was eager to try out that jacuzzi tub! I soaked in the tub while the birthday slut prepared his anal fuckhole with multiple enemas. Accompanied by much mockery and amusement from me of course. At last I stepped out of the tub and my freshly-cleansed slave was allowed to dry me off, Princess Ardala style.
We adjourned to the next room, where there was more light, and I had my sissy kneel at my feet so I could do her makeup. While we were thus engaged our friends Mistress Candice and her girl emma knocked on the door. They'd just arrived, having driven down from Jacksonville for the occasion, and I invited them in for a quick chat despite tia's embarrassed nakedness.
After catching up a bit the ladies left to go freshen up themselves, and I recommenced with my pretty pet's feminine transformation. I dressed her in a stretchy pink fishnet top that left her nipples exposed for me to play with, tiny grey thong panties trimmed with rainbow details that framed her ass so sweetly, and finally pale pink thigh-high socks to set off her sexy, curvy legs. The finishing touch was her wig of soft blonde curls and voila, my sexy shemale lover knelt trembling before me.
I'd been fielding text messages & emails from various people throughout the afternoon; many of our prospective guests sent their regrets at the last minute. But two solo crossdressing girls, Stephanie and Aida, were still coming. Stephanie showed up shortly after I'd got tia dressed and while the birthday slave fixed drinks for everyone she and I commenced the first round of 'Truth or Dare'. Within the first few minutes of the game my smart-assed slut had managed to earn two penalties: the first administered in the form of a swift blow to the right buttock with a large wooden spoon, and the second being the forceful insertion of a small dildo (the one we call 'fairy') into her tight ass.
Soon all the guests were assembled, my good little sissy had fetched drinks for everybody, and we were laughing through more rounds of 'Truth or Dare'. One girl's skirt was raised to give us all a good look at her CB-3000 chastity device...another was ordered to crawl around and kiss everyone's feet...a number of titillating confessions were made...and eventually tia wound up on my lap, demonstrating her stripper moves. Which was made that much more interesting by my simultaneously trying on a new thigh-harness loaded with her favorite dildo, which shall henceforth be called Prince Charming. She put on a good show, at least from my perspective, and pictures were taken.
The rounds of the game continued and somewhere along the way emma lost her clothes. (And tia lost her chastity cage.) We all watched as emma's Mistress led her over, naked and crawling on a leash, to render some oral service to a very excited Stephanie. I pulled out my cellphone and snapped some pics at Candice & Stephanie's request but I was soon distracted by groping and molesting my own sexy slavegirl.
Alas Stephanie had to leave early, so I announced it was time for the birthday spankings. Since she had to go soon Stephanie went first, administering eight sensual bare-handed smacks to my pet's thong-framed bottom. Well, I say eight - it was actually more due to my foolish slave having forgotten to keep count. Stephanie also went second, lying across my lap herself and taking a matching set of eight smacks on her own bare bottom from me. Emma declined to be a swatter and so her share of eight blows was split between myself and Mistress Candice, who went next.
Ms. Candice is an old school ass-kicking kind of domme, well known for the intensity of her pain play, so I knew the next dozen blows would be rough on my fragile darling. Therefore I decided to sweeten the experience - and muffle the noise! - by wrapping my strong curvy legs around tia's head, pressing her shrieking mouth into my crotch and smothering her between my soft thighs. I'm not sure whether it helped my little sissy to bear the pain of having Ms Candice wield the hated red leather slapper on her ass, but I certainly enjoyed the experience of having her crying into my pantied crotch.
At last it was MY turn. Aida had ceded her share of the spankings to me so I now had 20 swats to deliver. I'd opted to use the relatively tame black leather paddle with the fluffy sheepskin on one side but I decided to liven things up by inserting Prince Charming into tia's rectum before I started. (The smaller fairy dildo, which I'd stuck in her earlier as a smart-ass penalty, had been removed after about 20 minutes.) I then proceeded to dole out my 20 swats, taking care to aim the paddle to precisely hit the end of the dildo sticking out of her ass. I even got in a few swats with the handle of the paddle, turned so as to strike down on her dangling testicles as it pushed the dildo sharply into her. All in all she was not so much being spanked as being raped with the paddle. *evilgrin*
For the most part during this paddling I knelt beside her on the bed. But at one point I had tia pinned down, with my leg draped across her back and shoulders and my foot pressing her face into the bed. Sadly my damned hip wouldn't let me hold that position for long, and by the time I'd finished administering tia's 40th birthday spanking I was ready to give that injured joint a rest. I might normally, at this point, leave her kneeling on the bed and bugger her from behind. Instead I laid down on my back and ordered her to climb on top of me and ride me cowgirl style.
Being made to perform like the sluttiest porn whore, ride a cock and cum from it in front of a room full of observers, might not have been on tia's bucket list. But making her do it has certainly been on mine! It was so hot to have my beautiful shemale fucktoy moving on top of me, writhing and moaning as I groped her body and murmured nasty things to her. I reminded her that she'd need to be able to do this for her boyfriend someday, and for any other men I decided to give her to. She'd need to be able to bounce and grind on their dicks, doing all the work for them and convincing them that she was desperate to have every inch inside her. Convincing them that she was as horny as a bitch in heat and wanted nothing more than to have her fuckholes stuffed any way they wanted to give it to her. Which shouldn't be hard considering that she really was a horny little slut desperate to get fucked, I mean, look at how she was performing right now in front of her birthday party guests...
I kept it up for a little while, I'm not sure how long, before I ordered her to cum for me. She exploded with shuddering groans that turned to whimpers as I reached down into her panties and peeled off the condom which had captured her spurting cream. She grimaced, but obediently opened her mouth and sucked down every drop.
The party broke up not long afterward and I think we were both quite happy to fall into bed. But the next morning I could not stop thinking of how beautiful she'd looked moving on top of me...and how much I wanted to have her like that again. Something about not just forcing her to submit to getting fucked but forcing her to actually DO the fucking was incredibly hot. It shows how much of a slave she's become, how much her training has taken hold, that she not only CAN do these things and WILL do them, but that she literally gets off on doing them. I remember the days when my putting anything in her ass was an instant erection killer...now here she is begging to be buggered all the time!
So early on, before either of us was dressed or had eaten or anything, I put Prince Charming in my usual harness and slipped it on. I laid back in the bed and once again ordered her to climb on top of me. I made her rub against it, comparing her dainty cockette to its length and girth. Then I made her squirt a glob of lube on the end and rub my plastic phallus up and down the crack of her ass. I pulled her head down to kiss her and growl a few more lewd comments about the previous night in her ear. By now she was whimpering and squirming, and that cockette was throbbingly hard between our bodies. I knew she wanted me inside her, knew she wanted to be fucked again...and I laughed as I pushed her off me and ordered her to put her boy clothes on and go procure some breakfast.
By the time she came back I was dozing off again and I wanted to stay asleep for a while. So I told her to go have a shower, fetch more ice and pack up our things while I slept. About an hour and a half later I woke again and as I stretched and yawned my attentive pet offered me a fresh drink and some fruit she'd brought me from the hotel buffet. I ate a banana then got up and rummaged around in our bags for a couple minutes. Tossing some sheer ruffled panties, a pair of breastforms, and a pink satin bra at her, I ordered "put these on bitch". I think she must have gotten instantly hard; certainly that little cockette was sticking straight out again as soon as she pulled her panties up over it. The blonde wig came next (no time for makeup alas) followed by the leather training collar she'd taken off before showering, and a fresh condom. Just a matter of moments and there was my horny shemale sex slave standing before me once more.
I loaded Prince Charming back into the thigh harness and climbed back into bed. Once again I ordered her to get on top of me; this time I spent only a few moments groping her before I ordered her to reach around and guide my cock into her hungry fuckhole. I felt her muscles twitching around the dildo, the movement transmitted to my skin by the silicone shaft, and she moaned as it sank deeper into her. When my strapon was firmly implanted in her twitching anus she began to hump against my leg. I stilled her movements and adjusted our positions so that she was straddling my left thigh (the one with the harness) and her own left thigh was held between my legs. As she resumed humping back against me I reached down between my own legs and started rubbing my clit. I talked to her, telling her how beautifully slutty she was and describing the ways in which I and others might want to make use of that slutty body in the future. She was soon whimpering and shaking, her eyes rolled back in her head and wearing that unmistakeable look of being a hair's breadth from orgasm. "Do you want to cum slut? Beg me for it!" I purred and without hesitation a torrent of words tumbled out "please Mistress please your horny sissy slut wants to cum so bad please Mistress I'll do anything please.." I laughed "of course you will slave. And now you're going to cum for me. Cum from being fucked like a girl, cum like you did in front of all our guests last night." And cum she did, blushing bright red while she once more filled a condom full of her sissy cream.
I gave her a little shove and she collapsed on the bed beside me, the dildo sliding out of her ass with a tiny, wet plop. I unfastened it from my thigh and dropped it to the floor, then reached for one more toy - the ever faithful gizmo. Sliding the cum-filled condom off her wilting cockette, I drizzled its contents all over the gag side of our gag-mounted dildo toy and pushed it into her mouth. She grimaced at the taste but obediently lowered her head, allowing me to buckle it firmly in place. The, grabbing the dildo which now stuck straight out from her face, I guided her down between my things and into my sopping wet pussy.
I'd had a very small orgasm the night before when she was riding me; I was more than ready for a proper release of my own. And when it came it was magnificent, explosive waves of pleasure crashing through my body and washing away (for the moment anyhow) all the pain of my injured hip. It felt so good I almost cried afterward. Funny how something so simple can instantly make life brighter & sweeter. No matter how bad I might be hurting I could still wallow in the hedonistic pleasures of the flesh with my beautiful birthday girl.
I've mentioned a couple of times in this account that I'm not in top form. Shortly before xmas I did something to my hip which has kept me in more or less constant pain ever since. In retrospect I probably shouldn't have even tried to host a party in my condition; I suppose I thought it would surely be healed up by the time February rolled around. Anyway, the end result was that this party was a lot tamer than I'd meant it to be. Now, writing this, I can see that the x-rated action which did take place would have been wildest-fantasy material for a lot of sissies. Which I guess says something about what a lucky sissy slut tia really is.
Saturday, January 12. 2013
Last night I was feminized by Mistress, full makeup, skimpy lingerie garters & stockings.
As I was still smooth from bodyshaving the other day it felt so incredible on my skin...it had been too long...felt so pretty...felt so slutty!
My cockette was tucked away in its oh-so-dangerously-tight-feeling chastity cage, not having a role to play the entire night other than add to my frustration.
After giving her a long pedicure she had me get in bed on all fours, then she put me in shackles before putting on her strap-on, which I was forced to lick and suck before she took my sissy ass...
It was...wonderful. Its almost frightening in a 'oh my god how far am I falling down the rabbit hole' sense as to how much she has trained me to her cock this past year...my body welcomes it...responds to it...aches for it...it no longer matters if I have a typical 'male' orgasm or not...I just want to be Her sissy bitch, I just want to surrender to it, give my body to her to use as long or as hard as she wishes, to beg for it like a wanton whore...
Part of my normal slave rules is to write her a thank you letter after every time she uses me. Here is what I wrote this morning:
Thank you Mistress, for taking the time to feminize me so beautifully and allowing me to please you, both with my mouth as well as my sissy ass. It felt so incredible to be fucked by you last night, with my cockette trapped in its little cage I felt like I could be fucked for hours and hours and ached for it, wanting to be made your sissy bitch and just taken and taken over and over again until you came multiple times....
Pity we were too tired for that, I think.
Still squirming and aching today...spent all night all dressed up and made up and in shackles, I didn't even take the makeup off my face until just this morning...
I wanted to stay your pretty pet...
--your squirmy and totally smitten pet
Saturday, December 29. 2012
Sunday, August 5. 2012
Now you might think this is something I’d have in common with cisgender women, but in my experience probably 75% of cis girls are much happier in jeans, tshirts, and plain cotton briefs than wearing 5” heels or outrageous lingerie. And a huge proportion of the women who do like to dress super-girly are just not very nice people. They tend to be snooty and shallow, more invested in brand labels than essential beauty.
Of course this is not true of all cisgender femme girls. There are lots of truly fabulous fashionistas out there. It’s just not as ubiquitous as you might think.
Saturday, June 9. 2012
Aren’t you so pleased I removed your Macho facade pet …
We now have the real you …
One who is a Sweetie … One who does as he is told …
Now tell me just how much you like your world controlled by me …
Ohhh last night saw my own wonderful Mistress taking my own 'macho facade' away from me, dressing me in a pink corset, garters, fishnet stockings, silk gloves and high heels.
This was not done for my pleasure, Mistress told me. And in fact had me masturbate rather early in the proceedings '..just to get it out of the way', before an evening or worshiping her feet in sexy high heels and getting intensely spanked, to punish me for straying from my path as her slave and to remind me who is, in fact in control here.
Its Her. Its most definitely Her. I felt just like the illustration above, helpless in his Mistress's arms, all manly pretense taken away. My true self revealed as her obedient sissy slave.
Thank you Mistress. Thank you for loving me, thank you for keeping me, thank you for putting me back in my rightful place at your feet.
And thank you for staying by my side during these rough times. I love you so.
Thursday, February 23. 2012
He shivered as he stood there naked while I fumbled with the pliers that were necessary to turn the water on. Then he yelped and jumped away when the spray hit him. “Oops, I guess I forgot to mention that the hot water heater is broken too!” I chirped with malicious glee. My fanatically fastidious pet finished his shower in record time and I had to laugh when I saw how careful he was to not wet anything that didn’t absolutely have to be washed. I was not such a pansy when it was my turn; after the first shock of cold the water felt good against my heated flesh.
When we’d finished bathing it was time to complete the feminine transformation of my pretty pet. I fastened the collar around his neck and led her, still naked & shivering, back to the living room. There I dug around in my duffel bag until I found the outfit I wanted: a pretty babydoll nightie, with stockings and panties to match. The fabric of the nightie was sheer ivory georgette accented with black and red. The underwire bra that made up the bodice had miniscule black polka dots, while the skirt that fell from the empire waist was decorated with pairs of black pinstripes running like pleats down to a slight ruffle at the hem. The entire thing was trimmed with narrow black lace and tiny, strategically placed red satin bows.
I chose black fishnet thigh-highs to go with it although that violates our usual ‘black is for dommes, not sissies’ rule. Dressing Tia up is truly like dressing a giant living Barbie doll for me, expressing my inner fashionista, and the aesthetic demands of the OUTFIT take precedence over mere D/s protocols. (And besides, I know what black fishnets do to my leg-loving sissy, and I wanted to push every possible button in that slavish mind.) Next came breastforms, the big DD cup jahoobies, and the finishing touch: sheer red panties, decorated with red velvet dots and tied at the sides with red satin ribbons.
Practically like a great big red bullseye now that I think about it, hehehe!
I slipped her new heels back on her feet and fastened the red suede shackles back around her wrists and ankles. Now it was time for makeup. I took my time, carefully painting her eyelids in shimmering shades of pale aqua and mint, lining them with a glittery purple and adding black mascara and long fake lashes. I used a crimson stain to outline her mouth, giving pouty fullness to her lips, and added sheer red cherry-flavored gloss for sexy shine. A light dusting of blush on her cheeks and there she was, my beautiful porcelain-skinned sissy slavedoll.
This would be the time for her to don a wig, and I know she feels prettier and more feminine when I let her wear one, but I haven’t been fussy about the way she gets her hair cut for no reason. And my insistence on gradually adjusting her style to a more androgynous one pays off at times like these, when I want her to look perfectly pretty but still want to be able to pull the fuck out of her hair. I selected a matching headband decorated with pearly beads, settled it on her head, and her style was instantly transformed into a gamine pixie cut.
Once she was completely dressed I just couldn’t stop staring at her, she looked soo beautiful. Sparkling, mischievous blue eyes batting long lashes at me…pouting red lips made for kissing…silky curls begging to be touched…those legs, those gorgeous curvy legs in the slutty black stockings and heels..and omg that ASS. And looking and looking at all that soft pretty femininity made me want to sully it.
I ordered her down on her knees and reached for gizmo again. This time before I strapped it around her head I made her suck the longer dildo end. And as she sucked I gave a running commentary, telling her what a good little cocksucker she’d become and how very pretty she looked while doing it. Telling her how much I loved shoving my dick down her throat, and up her ass, and every other place I could violate her with it. Rubbing it in her face and making HER tell me how much she loved being raped in every possible way by me, how much she loved being my depraved fuckdoll, how she wanted to be my sissy slavegirl forever.
Finally I strapped the gizmo around her head and pulled her to me. I leaned back into the sofa cushions and guided the dildo into my wet pussy. For a few moments I just watched her head bobbing between my legs. She looked so helpless, so bound and servile..the raped & broken fuckslave of my most perverted fantasies. What an incredible thrill it was to have taken her like this, used her like this. What a thrill it was to own her. Then I closed my eyes, moved one hand to my clit and the other to my recently pierced nipple, and began to wank off again.
I came again, far too quickly. And afterwards we slept, both of us exhausted by the exertions of the day.
Sunday, February 12. 2012
At long last I crept into his room, plastic knife in one hand, dirty panties and vet wrap in the other. Climbing on top of his sleeping form I growled “do as you’re told and you won’t get hurt bitch” as I pressed the knife to his throat. I shoved the panties into his mouth and wrapped the vet wrap a few times around his head, over his mouth, to hold them in place. A few more wraps around his eyes, then I rolled him over and wrapped the last 1/3 of the roll around his wrists, binding them tightly behind his back.
With Izzy on one side and me on the other we led him out to the van. Barefoot, blindfolded, bound and gagged, and wearing nothing but the girly tshirt and sheer ruffled panties I’d ordered him to put on earlier. Though he was clearly still groggy from sleep I could also see him trembling in blissful anticipation already. It must have been an exquisite torture being led outside, practically naked but still feminized, with his slave role so blatantly on display, right out where all his neighbors (for all he knew) could see him! And with the knowledge in his mind that wherever I was taking him, whatever I was doing with him – he would be trapped there and at my mercy, with no id, no money, not even a pair of pants to get home in.
We pushed him into the back of the van and shut the door, then I gave Izzy a quick kiss goodbye and got in. I drove away from our destination at first, keeping a careful eye on the clock and a careful ear out for my captive in the back of the van. After about ten minutes I turned and headed back to sandpit manor. I reckoned that would surely confuse him about where I’d taken him. The drive was thankfully uneventful (I remember him farting, and me giggling about it) and when we arrived I backed carefully into the drive, all the way up into the carport so that our doings would be obscured by the house, the high fence, and the van itself as well as by the darkness. I waited til the interior vehicle lights had gone out before I opened the rear hatch to let him out. His steps were hesitant but he did not stumble as I guided him across the leaf-littered drive and up the steps into the house.
I’d laid everything out beforehand so when we got there all I had to do was push him down onto the waiting mat and get down to my dirty business. First I wanted to make sure his allergies didn’t interfere with my plans. I dashed into the kitchen and retrieved a glass of water and a shot of Irish Crème liquor. Then back out to where I’d left him bound and helpless on the floor. I grabbed a handful of his hair and pulled him up on his knees, then unwrapped the panty-gag from around his head. “How did you like the taste of those, slave? I wore them for two days so they would be nice and filthy for you. Here,” I continued, arranging the panties so the saliva-wet crotch covered his nose, “since I went to all that trouble let’s just keep them on you so you can continue enjoying Mistress’s lovely scent.” He whimpered and shivered in response.
After securing my panties around his head I popped the allergy pill out of its wrapper. Of course HE didn’t know what kind of pill it was as I held it to his lips and ordered “Swallow this bitch”. When he accepted the pill I gave him a sip of water to wash it down, and followed it with the shot glass: “And this too. ALL of it bitch. That should keep you nice and compliant.” I cackled as I pushed his head back to the floor. Let him think I’d given him hormones, or a tranquilizer, or whatever other possibility his fertile imagination supplied. I was confident the pill plus the shot would be enough to soundly push the ‘drugged into helplessness’ fantasy button.
Next I finally undid his hands and, while he groaned and shook the kinks out quickly shimmied into my waiting strapon harness. I grabbed his collar and leash and the red suede shackles and knelt beside him again. As I secured the collar around his neck I calmly stated “you notice I’m not asking if you want this. You’re mine now whether you like it or not, and I WILL do as I like with you.” He trembled again, and I continued, clipping on the leash and securely fastening the shackles around his wrists and ankles. “Now I want you on all fours slave” I barked, smacking him again with my crop, “like the bitch in heat that you are.” I squatted down, perching on the small of his back. Stroking his ass in his pretty polka-dot panties, I outlined what was happening to him: “you’re my sissy whore now, and I’m gonna break you in real good before I start renting this sweet sissy ass out. Gonna make sure you get plenty of practice fucking and sucking so you’ll be able to take it like a pro when I start sending johns to you. You feel that?” rubbing my dildo along his buttcrack “You’ll be feeling every inch of it real soon.”
I stood and administered a couple more whacks along with another warning to do as he was told, then crouched down beside his head. His lips parted obediently as soon as I brushed them with my plastic penis and I slid right inside that warm wet hole but I whacked him a few more times with the crop anyway, warning “I’d better not feel any TEETH, lazy bitch” He moaned and sucked me deeper into his hungry mouth. I held his head with one hand twined in his hair and the other at his jaw, admiring the way it looked to stuff his pretty mouth full. And of course telling him all about how pretty he looked and what a good sissy cocksucker I expected him to be, what a fine addition to my stable of whores.
After a few minutes I announced that he’d sucked my dick enough to get me good and hard, and moved around behind him. I pulled down his panties and planted a kiss on the soft white roundness of his ass then straightened up and began rubbing my cock in his crack. Saying “see how hard you’ve got me bitch? How excited I am at the thought of raping you?” I squirted a glob of lube onto the shiny purple head of my cock then rubbed it around his tight rosebud. As I pushed it in I could feel his asshole twitching around it. He moaned then gasped in pain. I pulled out, added some more lube, and pushed back in several times until I felt he’d relaxed enough to accept me. Then I slid in deeper and deeper til he groaned as my pelvis pressed against his ass.
After I’d gone to the trouble of find the special batteries for the vibe I was damn sure gonna use them, so once I was planted deeply inside him I fumbled around, wiggling my fingers between the harness & my body until I found the button to turn it on. Then I settled in to bugger him really, really well.
I came lots of times while I fucked him, small orgasms made infinitely more potent by my murmuring to him each time: “there bitch, that’s another trick who just shot his jizz into your horny ass. Are you ready for the next one? Too bad, cause there’s another hard cock waiting to fuck you…” Filled with the triumphant feelings of kidnapping him, enslaving him, raping him I became a one-woman gangbang. I was high on the rush of control and insatiably aroused.
At some point I decided to switch cocks. He were so receptive, so pliant beneath me…I was so filled with the sense of power, the idea that I could do anything to him…that I wanted to fill him up with something bigger than he had ever taken before. So after one more orgasm (that’s one more trick pumping a load into your horny ass slave…) I pulled out and, as quickly as I could manage with excited fingers fumbling on slippery lube-wet snaps, I changed to my disturbing alien dick.
I took advantage of the lull in the sodomy to commence with the next level of his ‘breaking in’. My plan had been to rape his ass right away, figuring the buttfucking would break any possible resistance (ha!), and then while he was putty in my hands to begin his sissy transformation. I announced it was time to begin his feminization and pushed him once more up on his knees. As he knelt before me I informed him that we’d be getting him a nice big set of knockers implanted soon, but for starters we were gonna make those cute little nipples as big and pink and puffy as possible. Which naturally means using the nipple suckers. I lifted his t-shirt and laved each nipple in turn, sucking and biting it before attaching the small black suction device that would make it swell and redden.
While I gave the nipple suckers time to work I teased him, stroking his throbbing cockette and speculating about how it might get smaller and more useless once he’d been on the hormones for a while. That’d be ok though, since nobody was interested in using that silly little thing except to torment him with. That it might even make it easier on him once he was locked in chastity all the time. I noted also how the nipple suckers poked through his purple t-shirt, looking for all the world like big fat female nipples perched atop full breasts. I told him how mouthwatering they looked on him, and how charming it would be once we got those implants done and he had big fat boobs for me to play with all the time. How much I would enjoy sliding my cock in between them, tit-fucking him, having yet another way to use him.
After a few minutes of this I judged that his nipples must be sufficiently swollen; with casual brutality I flicked the suckers off both of them at once. They might be red and puffy already but I was not at all ready to stop torturing them, so I bent to nibble and suck on his nipples some more. I got a little carried away perhaps, actually chewing on them more than nibbling. He whimpered and yelped but didn’t pull away from my sadistic caress. I was reluctant to remove my mouth but other urges were growing so I impulsively clipped a clothespin on each nip then moved to the other side of his body.
I used a carabiner to quickly clip his hands together behind his back. Then reached around to tease him about how it made his tits stick out. He yelped when I pushed him forward to lie atop the waiting cushion. It must’ve hurt a lot lying on top of those clothespins like that; he yelped and tried to lift his torso away from the cushion when I settled my ass on the back of his thighs. “Mistress, please…” he whimpered
“What is it slave?”
“The clothespins, they’re too much”
“Well I guess you should beg me to take them off then.”
“Oh Mistress please, your sissy would do anything for you but they hurt so bad Mistress will you please please take them off?”
“Oh, all right, you big sissy” I turned around, straddling his legs, and used his hair to pull him to his knees. Lifting his shirt I ripped the left pin off one nipple, then the other. He yelped and I pressed my fingers against them, soothing that first sting but then making it worse by pinching and twisting on them myself.
But I was in the middle of something, so soon I shoved him back down, face-first, onto the cushion. I leaned over and grabbed the pair of red fishnets I’d laid out and (with the minor interruption of having to unfasten his ankle shackles) sensuously slid them up his legs. He shivered and moaned as the soft stretchy net spread up his legs. Then I opened his other birthday present: a brand new pair of slutty black pumps with 4” heels and a delicate ankle strap. I pulled his feet up one at a time, sliding them into the sexy arched shape of the shoes and fastening the straps securely around his ankles. Then his shackles were returned, and my pretty whore was really looking the part.
I paused to admire my work, stroking his luscious thighs and squeezing his buttcheeks. Then I moved up to his head; I meant to make him suck my big hard cock before I shoved it up his ass. I rubbed it on his (still blindfolded) face, smacking him with it, taunting him about how good it was going to feel to have that entire, massive piece of meat up inside him. How much his slutty whore self was gonna love it, even if it hurt. I get such a rush literally rubbing his face in it like that. And then I slipped behind him once more, pushed him down onto the cushion, spread his cheeks and (adding another quick glob of lube) slid it in. Inch after inch he took it, moaning and whimpering like it hurt but wiggling his cute ass around and humping back against me to take more and more. Soon I was buried to the balls inside him and he was groaning as I swung my hips back and forth. I wanted him to feel every fucking inch of that cock, to feel utterly, completely filled. And USED.
I’d snatched him from his bed just after 3am and when I finally let him up from that first round of sodomy it was six. So I figure I spent nearly two hours fucking that sweet sissy ass. And I know he’d never taken anything that big before. So yeah, I’d guess that I accomplished my goal. *evilgrin*
I must have cum at least 6 or 8 times, maybe more, but up to this point they’d all been those little popcorn orgasms: plenty of ‘em, but none really satisfying. And by now my lust was at a fever pitch. I wanted to cum again, good and HARD. So finally, reluctantly, I pulled my strap-on from tia’s ass and wiggled out of the harness. I unclipped the carabiner holding his wrists together and tugged the leash, prompting him to clamber up on all fours. I knew just how I wanted to accomplish this so I shifted to the sofa and reached for gizmo, our combination gag & dildo. I fastened the strap around his head and pulled it to me, aiming the black rubber phallus at my throbbing pussy. I draped my legs across his shoulders, closed my eyes and began to move, grinding my cunt against his face and frantically rubbing my clit. After just a few minutes I was swept away by powerful waves of pleasure, bucking and clenching my thighs around his head.
When I came down from these ecstatic crests I unwrapped my legs from around his head and unstrapped gizmo. As is our usual custom I presented my end of it to him to lick clean, but I only gave it a few cursory swirls in his hungrily sucking mouth before laying it aside. I was hungry now myself so I scampered to the kitchen, grabbing a glass of orange juice and a couple of donuts. I returned to my seat on the sofa and pressed the glass to his lips, allowing him a sip of juice before feeding him a big bite of donut. He moaned in delight, swallowing the sugary morsel and saying “Mistress, you just crossed the line into complete decadence.” “Oh no my pretty slut," I responded, "I’m just getting started.” When we’d finished devouring our snack I licked my fingers and gathered him in my arms. Unwinding the vet wrap from around his eyes I announced “welcome to your new home bitch.”
to be continued...