Special Delivery by DrGonzo124

As I stepped off the elevator, I had only two thoughts. Lexington Steele and a ride home.

I was thinking about the interracial pornography star because I had been working out for about a month but hadn't really seen or felt any significant changes.

I was thinking about the ride home because according to my wrist cuff watch, rush hour had started so I had, at best, a short window of time to drop off my last package of the day and sprint to a nearby subway station. Otherwise, every passenger car would be crowded to capacity.

I pulled the package from my courier bag and marched towards a door at the end of the hallway. I looked at the label and decided I wouldn't try tackling the long and foreign-looking last name by announcing myself. I just knocked on the door. I was thinking about putting the package back in my bag and saying it was a "No Answer". My courier company wouldn't bother me much and I could just as easily drop it off Monday morning.

Instead I heard a loud curse and a blur threw open the door. I had, at best, a few moments to take in the tall feminine figure in a leotard and robe.

"What is it?" She snapped.

"Um, package delivery," I stumbled while looking at her.

My flustered response to her sudden appearance was due to her lycra-spandex onesie, covered in sweat with stains under her ample breasts and her armpits. Straining the material at her crotch was a sizable package.

To force my eyes away from her engorged erection, I reached into my courier bag, rooting around in the voluminous pockets and pulled out the delivery ticket for the call. I thrust the piece of paper at her like a crucifix in an old horror movie.

She peered suspiciously at it then at my delivery identification badge hanging around my neck. The six month old picture wore an expression even more bemused then the one currently on my face.

"You've lost weight," She commented bluntly, "I wasn't expecting this until tomorrow at the earliest."

"Well they're kind of a big client," I replied, "my bosses would definitely freak out if you had to wait too long."

No need for HER to know I had been THIS close to skipping out on her. I wasn't lying exactly; I considered it good customer service.

A hot fitness babe, especially a trans, was a surprise; a nice surprise but a still surprise. I mentally thanked the good Lord that I decided to stick with this last drop off.

"Well come on in, I need to sign for this and I'm sure as Hell not doing THAT until I know they sent me exactly what I asked for."

She turned on her heel and strode down the hallway allowing me to look at her ass in the onesie. Whatever favours her outfit was doing for her substantial package , it was also making her butt look equally awesome. I noticed more sweat stains marking the curve of her butt cheeks. I filed the sight away in my spank bank image gallery.

"Sorry I'm so informally dressed," she called over her shoulder, "I was just finishing up a workout."

She veered off the hallway to a kitchenette area and stopped by a fridge. Opening it, she reached inside.

"You want a drink while I open this thing?"

"Soft drinks if you got it, water if you don't,"

She tossed an ice cold can to me which I barely snatched out of the air. My eyes widened in shock at a familiar logo.

"I love this stuff, whenever I search for it online they say they don't sell it by the case or it's super expensive to ship."

"Well it's probably expensive to a delivery courier, no offense," she replied, "I have a little bit more disposable income, or more accurately I have FRIENDS who do."

I could almost feel the emphasis on the word friends.

Opening the package, she sorted through its contents which she did NOT reveal to me.

Popping the top off the cold drink, I took a long pull. I felt the combination of sugar and caffeine work it's magic on my tired body. I sighed contentedly.

"Nice, huh?" She asked with a smirk.

"I'd drip-feed this stuff if it were feasible," I replied, "but I probably shouldn't be having them that often."

"Why not if you like um?"

I'm trying to get into pornhub dot com shape," I commented dryly, "I'm having a hard enough time sticking to my workout without adding a passion for energy drinks to the mix."

"Pornhub dot com?" She asked, "isn't that the site with buff as fuck guys banging hot chicks?"

"It's my nickname for my workouts," I nodded, "I'm trying to get into shape so THAT'S my end goal."

"You do know that the guy in the video-" She started.

"-Doesn't actually look like the guy in the video." I finished, "still not a bad idea to pound out a few reps every now and then."

She stood with her hands on her hips. I honestly tried and failed spectacularly to stop my eyes from moving up and down her athletic form.

"I hope it's more than a few reps," She commented.

I listed my entire routine and she looked at me.

"I start at fifty and work my way up to one-twenty doing ten and twenty reps per set. Then I work my way back down to fifty."

"-By which time that fifty pounds feels like one-fifty," she replied, "Not bad kid, You're taking it seriously."

"Not as seriously as you, but I try."

"Honey, this is me relaxing, you should see my full-on workout."

"That would be awesome," said someone who sounded exactly like me but couldn't be me because that was WAY more bold and flirtatious then I'm capable of.

"Sorry ma'am," I mumbled, "I swear I'm usually NOT a creepy pervert."

"You sure about that cause," She replied, "I've lost count of the amount of times you've checked out my twins or my package."

My eyes followed her hand as it trailed down her front to casually caress her huge erection.

"Okay, I'm normally not a perverted Chaser." I pleaded, "it's just I've got a few dozen fetishes and you're rocking like a half-dozen of them."

"Do tell, obviously you like big tits." She chuckled, "and I saw you checking out my ass earlier."

"I'm a big fan of working out, sweat, smells and apparently I'm also something of a size queen," I explained, "damned if I know how THAT happened."

"You like looking at thick girls, a little femdom stuff online?"

"Yeah, but nothing weird, I promise." I replied with a blush that was visible in my body language if not my face.

She reached out and groped my semi hard erection through my jeans.

"You like someone who knows what they want and pretty much just takes it, huh?"

I didn't trust myself to speak, I have a tendency of cracking wise when anxious or nervous and a hot-as-fuck trans groping my achingly swollen shaft while teasing me with living out every submissive fantasy I'd ever had was making me pretty damn anxious. So I just nodded.

She leaned closer, "I've been working out for a while, I'm probably covered in sweat.

I could smell her perspiration. There was a drop of sweat rolling down the hollow of her throat; almost begging me to capture it in my mouth with my tongue before it got lost in her cavernous boobs. Part of me longed to taste that salty jewel. Just the thought had my heart beating fast enough to send an uncomfortable amount of blood to my already stiff erection.

Her hard grip definitely helped with that last one.

"I KNOW what you want," she said softly with a smirk, "do you know what do you want?"

I did the fastest statistical analysis of my life, the chances of anything remotely close to this ever happening before versus the chances of it ever happening again.

Part of me already longed for her thickness. My eyes lingered on her lips, full and light pink, the sneer curling them only adding to their temptation. Surely I couldn't kiss her, not yet but to drop to my knees and inhale her shaft moments after meeting her also seemed wrong. But there was that drop of sweat.

I leaned in and kissed her throat, licking that tasty droplet of sweat of her skin.

"Good boy!" She moaned.

Her hand massaged and rubbed my erection like it was a purring cat. As for me, I ground my crotch into her hand.

Her fist tightened, not a lot, not enough to cause pain but it got my attention.

"Down!" She groaned.

I dropped to my knees. What had once seemed too forward was now perfect, exactly where I needed to be. Because it was what she wanted, ...what we both wanted.

I leaned forward, inhaling deeply, I scented the strong musk of sweat and exertion. The lump of her erection swelled beneath the tight confines of her leotard.

I opened my mouth and licked the throbbing mass. I felt it squirm under my tongue. I saw the head of the thing reaching towards the waistband of her bottoms.

"Yes," I moaned, "you taste awesome,...The sweat, the smell ...It's everything I dreamt about."

"You dream of sucking hot sweaty cock?" She groaned, pulling my face deeper into her crotch.

"Yes."

"You stroke that boi-cock hoping for a real cock to serve don't you?"

"Yes, ma'am,"

"I've been wearing this while working out."

"I'm sorry mo…ma'am."

You had it right the FIRST time," my new friend moaned. Apparently I wasn't the only one with a fetish.

"I'm sorry Mommy,"

I felt her cock throb and pulse. I could feel it shudder and the area near the head of her shaft darkened.

"Jesus, you made me cum," she groaned, "you made Mommy cum in her pants. You know how long it's been since I shot a load in my own pants?"

I didn't answer, so busy licking and sucking on the material at her crotch that I could taste her cream though the lycra-spandex. I ran my hands up her firm thighs and curled my fingers in the tight material pulling it aside to let her shaft free, no not set free, unleashed like a raging beast hungry for more of my warm mouth and worshipful tongue.

Her erection, covered in a thin layer of cum and sweat, pulsed as my tongue worked up and down it's firm length.

"It tastes great." I moaned, covering it with licks and kisses. I could almost taste her beating pulse as my tongue moved over her vein.

She grabbed my head and forced her member into my mouth. I tightened my lips and started sucking on her erect shaft for all I was worth.

She began sighing and moaning as I gagged on her cock. She began pumping back and forth with her hips. Sliding her dick in and out of my mouth over and over. She would occasionally take it all out and shove it all the way back in as I wrapped my tongue around its stiffened length.

"Mmmm yeah, that's it boy, you love Mommy's fat dick in your mouth?"

I moaned out an affirmative.

"You're gonna be a perfect fucktoy? You're gonna drink all of Mommy's cum? You gonna swallow it all and beg for more?"

She began to pick up the pace. Her strong hands gripped my head and she was essentially skull fucking me, her huge balls hitting my chin continuously. My tongue reached out and slid around each orb, the turgid flesh loaded with another load of hit cream. I found myself thirsty for that load.

She began moaning, and somehow I knew she was gonna cum soon.

"Oh yeah! That's it baby! Keep sucking! Suck me dry, I'm about to pump you full of my seed! Momma's gonna fill you up!"

She erupted in my mouth, hot ropes pouring down my throat. She continued pumping her cock in my mouth as I swallowed her hot load. She smiled wolfishly as I gulped down the last of her cum, chasing the few drops that escaped by leaking around the sides of my mouth like a kid trying to get every drop of ice cream.

"Oh, yeah Baby!" She chuckled. "I WAS feeling backed up."

She slid her cock from my mouth leaving my lips chasing it like a baby searching for a mother's nipple. She stroked her shaft and blasted more creamy sauce across my face and into my mouth.

"I own you now," She gasped, "YOU'RE MINE," while cradling my face.

She pulled me to my feet and kissed me hard, drilling her tongue deep into my mouth.

"I can't believe a perfect little FuckToy like you just walked into my life."

"Technically I was just delivering a package." I replied sheepishly.

"Well you're going to be delivering a lot of stuff to me." She sighed, "now get out of here."

I blinked, "Of course Mommy, I'm sorry if I was too forward."

She snorted, "You misunderstand, if you hang around here any longer I'll be balls deep in that ass."

She ground her still surprisingly hard cock against my bottom.

"Thank you?" I replied, slightly surprised.

"Awww, don't you worry." She said confidently, "I'll fuck you soon enough but Mommy's little FuckToy needs to earn the pleasure of riding my cock."

She shoved me out the door, "For right now you and I are gonna do some training."

"Training?"

"Your little pornhub dot com idea is amazing and by strange coincidence I happen to know there's a futanari porn company looking to scratch that same itch."

"You want ME to be a porno star?"

"No I want you to be my workout buddy slash fuck-boy," she replied with a smirk, "we'll see what happens from there."

"You can't just randomly put someone in a porno, there's rules and stuff isn't there?"

"You can when you essentially run your own pornography channel."

She showed me the package I delivered. It was a shemale porno movie. In a small unnoticeable corner was a company logo I was familiar with only because I watch an astonishing amount of shemale and crossdresser pornography.

"Wait, you're a porno star?"

"More like talent wrangler," she waved dismissively, "right now I'm thinking of being your personal trainer slash work out buddy. We'll start first thing Monday."

She shoved another energy drink in my pocket and took my phone and held it close to her own before handing back to me.

I headed to the train station and was on my way home when her first sext messages arrived. Apparently the thought of all the things she wanted to do to me had her jerking off. Eventually she got tired of sexting and straight up called me. She described in vivid detail how she was pleasuring herself and demanded proof when I confessed I was sporting a tremendous erection. I've had zero desire to take or receive a dickpic before this but I sure as Hell took one that night. She rewarded my selfie slash dickpic in which you could see a passenger sitting obliviously behind me with another eruption which she gleefully photographed and sent to me. By the time I got home I was kind of needing to crank out a few reps myself. 

 ------X------ 

 As weekends go THAT first one was a stress. Once my post-sexual high wore off I realized I'd had engaged in random sex with a complete stranger who for all I knew was a certified psychopath. I would have put the whole thing out of my mind but the tang and taste of her ejaculate lingered in my brain long after it left my mouth.

For the next forty-eight hours, every dark scenario roiled my brain.

She was crazy...

She'd think I was crazy...

She was messing with me.

Normally masturbation was a thirty minute affair minimum, aided by a mix of pornography or the more vanilla sex examples of Japanese hentai.

Just thinking about Mommy's ass or tits had me blowing my load in under ten minutes, five if I avoided wasting time with my umpteen gigabytes of stored material which suddenly only served to remind me of how great ACTUAL sex could be.

Then on Sunday, I got a text message. A digital code for a high-end fitness centre near the downtown train station. There were instructions included if you want to call them that.

"Meet you first thing Monday, club opens at 630." Its curt tone did a lot to convey the dynamics of our newly established friendship. This was someone used to getting what they wanted whenever they wanted FROM whoever they wanted and right now I was what SHE wanted.

"What about work?" I texted back, though I assure you schlepping packages across the downtown core was far and away from my mind.

"I've taken care of it!" was all she wrote back.

Great, I might end up wishing I was the lotion-girl in Silence of the Lambs but apparently my work situation was settled, good to know.

Monday morning I got dressed, headed downtown clutching my workout clothes while conjuring doomsday scenarios, each one more dire then the last.

That nagging voice that talks you out of calling that friend that secretly masturbates while thinking of you covering their body in a glaze of cum, was working overtime to undermine the few tiny dregs of self confidence I'd woken up with.

By the time I got to the club I resolved to do a quick look around then rabbit as quickly as I could. I'd duck her calls telling myself whatever lie made ghosting someone who had sex with you when you felt decidedly UNSEXY a good idea.

There was a young lady at the front desk. Her lithe figure contrasted with the healthy chest which concealed the employee nametag. Though given the scoop neck on her front I'm guessing that was probably by design. She was cute in a pixie sort of way through her aura of ennui dragged down the hotness factor. She radiated boredom like heat from a campfire. She barely glanced away from her screen to scan my ticket. But then she saw something on the screen I didn't and looked, and I mean REALLY LOOKED at me.

"I was invited by-" I started.

"I know who SHE is," I caught the implied question. She didn't know who I was but given who I knew I must be someone, and if I was someone, becoming my friend just became her entire life's focus.

She rose to her feet, grabbing my arm escorting me further into the club. "Let me show you around sir."

I'm not a sir," I replied nervously, "you can call me Micheal."

"Of course, my name is Clare. I hope you'll let your friend know I was helpful to you Micheal?"

The slight hint of obsequious begging pretty much told me all the doomsaying of my superego hadn't come close to the worst case scenario.

Mommy was obviously someone with influence and authority who'd taken an interest in ME. Clare was clearly someone keen on earning that interest herself assuming she didn't already have it, the tone of voice let me know ghosting someone who could inspire that kind of cringing subservience was definitely NOT my best option.

She cling to my arm, chatting bubbly personality on full display; as were her breasts, which she made sure she was rubbing against me as often as possible. Remember how I mentioned I make jokes when I'm nervous, she was trying way too hard to find each of my quips absolutely hilarious which did little to quell my anxiety.

She showed me the aerobic training floor with shiny modern machines that could not only track your daily progress but would upload that data online so you could track how your strength and endurance changed over time via website and a smartphone app.

There was a members-only bar where a mix of hi energy drinks and low calorie foods could be purchased. I noticed a suspiciously well stocked bar. Clare assured me that I could get a stunning array of "mixed beverages".

There were three changing areas; two for the regular folks as well as a larger more opulent one for the club's VIP members. Though technically unisex, there was several rows of private booths the size of department store changing rooms so you could still preserve your modesty.

There was steam baths off the main Olympic sized pool a therapy pool next to that that was essentially a really long whirlpool with water heated up to a comfortable temperature but the VIP members had their own steam baths and whirlpool that resembled nothing less then some Greco-Roman style spa including attendants who's good looks insured the massage tables were always in use. The flushed faces and strangely familiar if odd noises coming from the massage booths hinted just what sort of VIP perks membership entitled you to.

We arrived back at the desk just as the elevator's door opened up and Mommy herself strolled out with a workout bag casually tossed over one shoulder and plastic bags in her other hand. She seemed taller than I remembered, a result of the thick heeled boots on her feet. A curve hugging set of black leggings caressed her thighs and ass while showing off her thick shaft looking cramped within the confines of her bottoms. Her outfit topped off with a silk bomber jacket emblazoned with the figure of the video game character Bayonetta on the back. The perma-smirk she seemed to always have was topped with a pair of cat's eye sunglasses that did not look like the seven dollar versions you could buy at any gas station kiosk.

She walked up to the both of us. Kissed me on my cheek before tossing me the workout bag, which I scrambled to catch.

"Clare, you've met my new friend and given him the tour?"

"Absolutely ma'am," Clare replied, "I showed everything we have to offer."

"I'm sure he wishes THAT were true." Mommy snorted, "Well I'm going to get warmed up. Why don't you run him through a basic aerobic session and we'll see if you can take the edge off of him."

"Thank you ma'am."

"Oh, ...and I know I'm asking a lot of you working with my friend so I got you a little something to liven up your session."

Mommy handed the young girl the plastic bags.

Clare looked inside and flushed a crimson shade. "Thank you ma'am"

"Do a good job with Micheal and I will be very happy to show you my gratitude for the hard work."

"Hey, I'll thank you myself," I replied.

Mommy chuckled, "Lets see how your stamina training goes before we talk about how much gratitude you can show."

Mommy turned to Clare, "He'll be on the training floor in ten minutes."

The woman blushed and dashed away clutching her bags.

"You have any problems getting here?" Mommy asked.

"No problems," I answered.

"You've been thinking about running since Sunday night."

"Of course not!"

Mommy captured my face in her strong hand. Just the aura given off by her presence gave me a weird feeling. A slightly kinky friend called it 'putting you in subspace'.

He required a few hours of cock and ball torture or a weekend long edging slash orgasm denial session after being locked in chastity to get there.

Mommy could do it with a glance. It was like she knew my deepest secrets; like she KNEW how often I'd cum while dreaming of the taste of her creamy discharge.

"First rule Micheal, never lie to me. We can have a lot of fun, but only if I can trust you to always tell me the truth." She said softly, "you were thinking about ghosting me?"

"I was thinking about ghosting you," I answered, "though I kinda thought you were fucking with me so it wouldn't be ghosting you, it would be me not falling for whatever the scaaa- ... I mean whatever it is that's going on."

She looked at me, obviously she knew where that sentence had been going before my sense of decorum kicked in.

"And now?" She asked dryly.

"Between this place and Clare, you still kinda intimidate me."

"But you're not running."

"My dad grew up in rattlesnake country. He used to tell me that there's a difference between being scared and being anxious before something big that's going to change your life like marriage or a new job He called it having rattlers in the belly. He told me any time I get rattlers in the belly I gotta hold on tight."

I looked at her, "For some reason you give me HUGE rattlers." I finished.

Mommy caressed my cheek, "Good boy, there's rewards for being straight with me."

"Which reminds me. Clare asked me to tell you if I had a good time. So this is me telling you I had a good time."

The transwoman snorted, "You've had a quick tour of the facilities and met a pretty Tgirl," Mommy commented dryly, "your day has barely started."

"Then let's see if I can go the distance," I replied.

Mommy laughed, "By the way when you get out there tell Clare I'll have my phone with me, ok?"

"Okay?" I replied suspiciously. Being a millennial, the idea of NOT having a smartphone or similar device within easy reach was practically unthinkable.

Mommy gave me a look that practically screamed "kids these days,"

"She'll know what I mean." Mommy replied with a grin.

8

9

8

I thought I was in ok shape, endurance-wise anyway. Clare's instruction put THAT thought right out of my head.

She eased me into it with a few simple stretches. I noticed she was standing particularly straight while swinging her arms gently so I emulated her as much as possible. It felt odd to have my back straight and chest forward but I figured that was down to generally poor posture.

We moved onto walking the treadmill, as a delivery courier, walking from place to place was ninety percent of my day-to-day. She kept me on there for what felt like hours but was surely only a few minutes. Apparently all she needed to do to make things tough was add the slightest of inclines to the treadmill. My legs were screaming the vilest curses at me via the pain running the length of my tortured thighs and even into my feet. She was very encouraging and it seemed like she was working up a decent sweat of her own.

We did planking and a kind of reverse-crunch. I felt the muscles of my stomach whining in protest. Clare moaned and grunted as she did each movement with me. I tried to not ogle but I started to see something odd, a weird almost unnoticeable protrusion along her bottom. I figured I'd better stop before I made her uncomfortable.

We moved onto cycling which I enjoyed though not as much as Clare did. She was bouncing atop the thickly padded seat or grinding against it and I started to hear an odd buzzing sound following us around the training floor. I thought it was the speaker system so I didn't comment.

She eventually let me do some simpler weight training though she made sure she was spotting me. I started with forward presses, some lat pulldowns and several arm curls. At one point she stepped close to me to help correct my form. As she pressed up against my side to make sure I was "properly holding my core...", I felt the oddest thing, a tingling sensation seemingly coming from her upper body.

I felt it a few more times and to lighten the mood, remember, humor as a defense mechanism to alleviate anxiety, I decided to joke, "Someone really REALLY wants to talk to you."

"Wha...what?" She sounded distracted.

"Um, you're buzzing, your smartphone I guess, don't worry I won't tell anyone of you need to slip away and answer it."

"It's okay," she replied, "It's not a phone."

We kept working out, doing leg curls, leg presses and switching things up with an endless rope pull. That buzzing, just on the edge of my hearing, was clearer now.

"What's up with your speaker?"

"Huh?" Clare asked, sounding distracted.

"Your speaker," I answered, "I've been hearing a buzzing sound following us around."

I noticed she was standing with her legs crossed and twitching visibly. She swayed back and forth and I suddenly noticed the buzzing seemed to lessen when she did so but never went away. That's when I realized, I only heard it when she was standing close by.

"Why are you buzzing?" I hissed.

She shuddered, biting her lip as she choked out a soft answer. "Considering who you came here with, do I really need to explain?"

"Fair point, five minutes after meeting her for the first time I was on my knees swallowing one of her hot loads and five minutes after that I was out the door because, and I'm quoting directly here, 'any longer she'd have been balls deep in my ass...' and I can't say she was entirely wrong about that idea."

Something about that idea clearly excited Clare who moaned softly clutching my arm. I could feel it now, vibration coming from her waist and chest.

"So how does this work? I assume she's got some kind of remote control?"

Clare nodded, "I'm uploading your results. Whenever you do a rep set faster or longer she adjusts the power."

"So the better I do," I mused, "the better she makes you feel."

The transwoman nodded.

"So you need me to do well enough that she let's you cum but not SO well that you wet your pants on the training floor."

"I'd be lying if I didn't admit I wouldn't have the biggest problem with THAT scenario."

"I'd love to help out but I'd rather NOT end up an aching muscle zombie for the rest of the day."

Clare bit her lip and nodded, obviously the powerful sensations going through her body made it difficult to speak.

"Then let's go through all the exercises again and we'll shoot for better times on all of the tough ones."

"Why would you ...uh, help me out?"

"You're wearing vibrating nipple clips and what I have to assume is some kinda anal thing and you're still giving me a run for my money. I'm learning a lot from you, the least I can do is make sure you get something out of our time together."

Clare and I cycled through the training floor again. This time I concentrated on pushing past my times and reps. When I couldn't do heavier, I'd do more. I realized that Mommy was probably not just monitoring MY progress but also using the info Clare sent her to know when to adjust the power of the toys Clare had in her and on her.

I'll grant Clare this, for someone with vibrators up her ass and clipped to her nipples she was surprisingly professional, attentive to both my form and efficiency.

She'd often stop me when I was doing something wrong and make me repeat the movement until I got it RIGHT. She said it was because she wanted to avoid being punished by Mommy. I believe it was because underneath the sexual masochist was a very knowledgeable and professional personal trainer who wanted to EARN her orgasm the right way.

Eventually, Mommy herself strolled through the training floor saying hello to a few individuals before stopping before me.

"How's our newest member?" She asked with a cocky smirk.

"It's great," I replied, "I love this place; wish I could afford to actually be a member here."

"What do you think Clare?" Mommy asked as if the transwoman wasn't climaxing next to her.

She seemed to be struggling for her words, her thighs were clamped shut and she was barely controlling her twitching.

"His form needs work," she finally grunted, "and he should practice everything we worked on until he's got it down pat."

"You know Clare I really REALLY appreciate your taking the time to work with Micheal here." She trailed her hand down Clare's back grabbing her bottom and squeezing her meaty rear end causing the young girl to gasp and whine while wriggling and grinding her ass against Mommy's hand.

"Micheal here has an errand to run for me later, any chance you and I can discuss his workout plan. I'd really like your input."

"I'd love to talk ma'am."

"I think she's looking forward to YOUR input." I snickered.

Mommy turned and caught my eye in her powerful gaze. Whatever dark wonderland she already had planned for my asshole, that crack had just earned me a whole NEW series of red delights.

"Then it's settled," Mommy replied to Clare while looking at me, "you'll meet me for a quickie lunch date in the hotel in a half hour. In the meantime Micheal and I have things to discuss so if you'll excuse us?"

"Yes ma'am."

"Oh and Clare?"

"Yes ma'am."

"Don't take them off yet," Mommy said, "I honestly don't care if you end up wetting yourself, as a matter of fact I might enjoy it if you do. I'll remove them MYSELF is that clear?"

"Yes ma'am." Clare whined

"Good girl, off you go." Mommy chuckled, "oh and Clare?"

Mommy held up a small device and touched a button; Clare shuddered, moaning as her eyes rolled back in her skull.

"A little something to make sure you remain focused on...your work," Mommy said with a smirk.

Clare nodded and literally stumbled away from them.

"Now, time for a quick shower," Mommy declared, "you've had enough exercise I assume?"

"For now anyway," I answered, "I assume my muscles and joints will be lodging a formal complaint with management in the morning."

"Try swimming, it's low impact, works your whole body and won't cause you too much stress."

"You want to go swimming now?"

"No right now I want to shower. I was suggesting an activity for tomorrow if you aren't up for a full workout."

I shook my head, "There's no way I can afford a membership to this place." I replied.

Mommy paused, "Ah, I see the source of the confusion. You already HAVE a membership."

I crossed my arms, "I can't afford this place," I answered, "Are you sure you want to do this?"

"Are you sure YOU want to do this? She replied.

"I feel like the T-girl with an ass full of vibrator and panties full of cum should be a red flag but I'm still not looking for the door."

"Good boy!" she chuckled, "now I've arranged for you to be my contract courier. That will let you be where I need you to be, whenever I have need for you to be there."

"You said you had a job?"

"Pick-up and delivery, in this case there's a package coming into the island airport." She explained, "I need you to take the ferry to the island, pick it up and bring it back to the hotel."

"Ferry boat runs are a guaranteed C-note."

"And this is premium so be a dear and hop to it."

"I'll be back here ASAP."

"Be back inside of an hour and I may have a surprise for you."

"I'm not sure I'm ready to wear a vibrating chastity belt."

"That ass is far too precious to me to waste toys on it."

"Well diet and exercise take time and you don't strike me as willing to wait THAT long for a piece of ass."

"Oh I'll claim your ass in due time," Mommy replied, "but yes I have one or two people I'd like to show it off to; hence WHY I'm paying to make it nice, tight and even more fuckable than it already IS."

Strangely enough finding out I was apparently some combination of fuck toy and arm candy made me much more comfortable with the situation.

8

9

8

So-called Ferry Runs were a delivery courier's wet dream. There was a busy commercial airport tucked away on a string of islands in the middle of a vast lake that gave a beautiful view of the city's Harbourfront. The only way to reach it was via the island ferry which traversed the watery route multiple times per day. Couriers who did the ferry run automatically made more money for the trip ON TOP of whatever they earned for the service level. This was because it was generally assumed that you'd be either waiting to get TO the island airport or waiting to RETURN, either way the normally speedy service promised by our company was very much at the mercy of bored municipal employees with ironclad job security. 

 Mommy's arrangement meant I was going to pocket a cool chunk of change for what was essentially a fifteen minute boat ride which culminated at the airport itself followed by a fifteen minute ride back. I got lucky coming and going as ferries were just departing both times. If you got there at the wrong time though, the ferry boat crews might make you wait for half an hour or more.

I got the packages and headed back to the hotel arriving at the front desk. The bored concierge sent me up to Mommy's room where my "surprise" was waiting for me though I wouldn't have called it a surprise since I kind of knew it was coming. She opened the door and ushered me inside the room. Snatching the packages from me, several thick sheaves of paper, she looked them over sighing with an annoyed voice at their content before turning to me.

"Okay Sweetie," she began, "change of plans I'm going to need to move on this stuff right away so I have to leave but I booked this room for overnight so why don't you and Clare get better acquainted."

"You want us to..." the very idea made the words back up in my throat even as my arousal rushed to fill my suddenly uncomfortably tight jeans.

"You disapprove?"

I shrugged, "You're putting me up in a four star hotel suite to have sex with your Submissive. "

Mommy shook her head, "No I'm putting you up in a FIVE star hotel," she corrected.

She jerked her thumb over her shoulder, "-And if you think THAT'S a suite," She chuckled, "you've clearly haven't seen anything yet."

"What's the catch?"

"Why does there need to be a catch?"

"Okay now I am absolutely sure there's a catch." I replied, "I'll be honest, I'm kinda vanilla for ball gags and nipple clamps."

"You had your nose in my crotch and swallowed my load without breaking a sweat," she snickered, "you might not be as vanilla as you think you are."

"That's different, I've always been ...uh, accommodating when it comes to sex." I hesitantly explained, "especially if it'll uh, ...help someone else out."

Mommy rolled her eyes, "This is practical," she replied, scribbling something on a little card that she shoved at me, "I need your step and fetch skill-set first thing tomorrow, and I do mean FIRST THING. I want you at THIS address before the secretary arrives at 8 AM."

"Okay, so I'm on the clock," I replied.

Who would have guessed that a lifetime of customer service training would so adequately prepare me for being a co-operative Bottom Bitch.

"She'll know what to do and where to send you from there." Mommy explained.

"What about Clare?" I asked.

"What about Clare?" Mommy snorted, "I'd tell you to fuck the shit out of her but I've kinda taken care of THAT."

Mommy gestured towards the bed and I saw Clare for the first time secured, spread eagle, to the four poster bed.

"I've actually been a cruel mistress. I haven't let the poor thing climax even after fucking two loads of cum up her ass. You might want to start by cleaning her out."

I watched Clare's writhing form, something about knowing she had an asshole full of Mommy's cum made the idea of eating her ass incredibly tempting.

"You don't mind my sloppy seconds do you sweetie," Mommy whispered in my ear, "or is eating the cream pie from the asshole of my fuckslave too much for you, Vanilla Boy?"

"Please tell me that's not my nickname?"

"It is now," she giggled, "on my cell phone anyway."

I groaned, and she giggled at my discomfort.

"Clare," Mommy announced, "Mistress needs to tag out but I left you in good hands."

"Thank you mistress." The tranny sub replied.

"Is she gonna break my cherry?" I asked cradling my ass nervously, "Cause I kinda thought-"

"Good point, ...Clare," Mommy snapped, "I'm giving you and him A special treat for your hard work today but his ass belongs to ME. You two can have as much fun as you want but that ass is MINE to plunder, understand?

Clare whined.

"I'm not hearing you."

"Yes ma'am," she replied.

"Yes Mommy." I answered.

Mommy nodded, "GOOD, you kids play nice."

8

9

8

Mommy was barely out the door as I shed my clothes while Clare writhed on the bed.

"Did she really fuck your ass before I got here?"

Clare smiled seductively and raised her ass off the bed. Her cheeks flushed and slightly bruised, revealed where a skilled hand had reddened them with a spanking.

"She fired so much cum up there I think I can taste it."

But how did she keep you on the edge?" I asked. I kicked my shoes off and stumbled towards the bed with my underpants tangled around my legs.

Clare wriggled her waist and I saw a ribbon tied round her erection.

"So when I take that off..."

"You'll get a cock milkshake in the face or in your mouth."

I knelt on the bed cradling her full ass in my hands.

"Either way works for me." I replied.

She flinched as I touched her ass cheeks, her bottom still sensitive to the touch from the punishingly brutal fucking she'd already gotten from Mommy. I tried to be gentle, as I trailed soft kisses across the creamy soft expanse of her flesh. My lips circling closer to the coffee-coloured ring of her tiny hole. My kisses and licks let me taste her excitement. She moaned softly, fingers clutching at the air while my tongue circled back to the dark hole that pulsed and throbbed with my attention. Her breathing hitched and gasped as my tongue invaded her secret places. Her hips rose, writhing and pumping as if trying to pull my french kisses deeper inside. I started to taste something familiar. Mommy's cum, oozing down from wherever her lengthy cock had fired it, onto my searching tongue. Her moans were louder and more passionate. I heard whispered begging for me to go deeper and suck more of Mommy's creamy mess from Clare's well fucked hole.

The creampie started running out of her hole, a frothy mess that stiffened my own erection. I remembered the taste of Mommy's creamy cocktail from before and to taste it again even as second hand leavings from Clare's ass had me grinding my shaft into the bed. Her moans grew louder and longer as she thrust her restrained erection in the air.

I licked my hand and curled gentle fingers around her shaft and started stroking even as I kept my tongue and mouth working her anal passage, drawing gasps and moaning from her.

I pulled the end of the ribbon between my teeth and gently loosened the tie and she wailed as her shaft shuddered and pulsed as the long delayed climax unleashed a geyser of semen across my face. I opened my lips and took the remaining load in the warm cavern of my mouth.

Her hips pumped up as if trying to hilt her cock in my throat. I held her load in my mouth as her climax slowed down and finally stopped. Kissing my way up her stomach and chest I arrived at her mouth and her tongue entered and searched for the creamy treasure hidden within. I gave up the sweet tasting load letting her lick the dregs from the inside of my mouth.

We made out, kisses and touching revving our need for each other's bodies.

Clare rolled us over onto my back and she reached down to caress and fondle my hardness as it rubbed against her own. I pulled her face to mine and whispered in her ear.

"Feel like getting in trouble with Mommy?"

"She's claimed your ass," Clare whined.

"But what do you want to do?" I asked.

"I want to fuck you till you scream my name but she's got dibs."

"In my ass, I'm guessing she made a big deal to mention that for a reason?"

Clare smiled and reached over to the nearby bedside table. A bottle of clear liquid that had to be baby oil sat there and she uncapped the top and poured out a generous portion in her hands which she wrapped around both our shafts and started stroking them both while cowgirling me.

"I want to fuck you so bad," she gasped, "the second she let's you off the leash, you gotta come find me so I can rail that ass."

It was my turn to moan and gasp as my shaft and hers slid into and all over each other. The oils kept our shafts slick; and her grip on them drove my lust and need to spray paint her tummy and chest with my own creamy cocktail.

"God damn, I'm gonna shoot," I hissed.

I reached out, replacing her fist with my own. My hand started stroking again, this time the stroking made easier with the baby oil on my erect flesh. Clare gasped and whined thrusting between my slicked fingers. Our cries reached a crescendo as we came together. Some cum landed on my stomach and chest while more gathered on my hands. Clare lifted my hands and licked them clean before dipping her fingers in the creamy mess pooling in my belly button. Clare collapsed on top of my body. I could feel the sticky mess cooling between us.

"I need to up my stamina." I huffed and puffed, exhausted from our exertions.

"You'll get the hang of it eventually." She replied.

"Especially if Mommy has anything to say about it."

"Why do you call her Mom?"

"Cause apparently I have a mommy fetish," I confessed, "and as near as I can tell she's got one too or at least she blasted quite a load on me when I started calling her Mom."

"That one has a lot of fetishes," Clare laughed, "Hell ...her fetishes have fetishes."

We shared a laugh for a moment then kissed for a few more before Clare whined about how sticky she was feeling, covered in semen both inside and out.

"Well I think there's a stand up shower," I answered.

"So there is," Clare laughed, "care to join me."

She curled her fingers around my swelling shaft, "I'll clean you off," she whispered.

"I thought you were the one feeling dirty." I chuckled.

"I think we're BOTH absolutely filthy." Clare hissed.

"I've learned to never argue with the person who gets you hard."

"Especially when they've got your balls in their fist." Clare grinned while squeezing gently.

I honestly intended for us to actually shower and we got as far as standing under the warm water and applying the floral smelling shower gel to our bodies before horniness kicked in again.

It started with the walk to the bathroom. I watched Clare's ass sway back and forth as she walked. She made me sit on the counter while she started the shower and tested the temperature before gesturing me to follow her into the shower and under the pulsating spray with a wink and a, well honestly come hither wouldn't be adequate, more like come fuck me Little Man. I might be projecting on that last one.

She curled her hand around my semi hard shaft and pulled me under the cascading water.

She poured gel into her hands and rubbed it into my chest and stomach before cupping my balls and using her probing fingers to tease my asshole even as she looked into my eyes.

"She wants to fuck you so bad you know," she whispered, "she has anyone she wants whenever she wants but you're special for some reason."

I moaned softly, my erection already responding to her stroking hands.

"She put me in chastity and denied me an orgasm. She fucked me over and over again not letting me cum but she made me describe your workout."

"Everything?"

"Everything, she must have fucked a pint of cum up my ass just during the weight training alone."

"Wow!"

"She promised you'd fuck me hard and suck every drop of cum out of my asshole."

Feeling weak in my knees, I braced my hands on the wall of the shower. Clare's hips pumped my behind, I felt her stiffness that yearned for my bottom.

She stroked my cock, "What did you do to her," she hissed, "why is she horny for you?"

I recounted to Clare my first time with Mommy. The Tgirl panted and moaned as I vividly described licking Mommy's sweat-soaked body before taking her thick creamy load in my mouth.

Clare whined, I felt a climax rising in my shaft.

"I want you," I grunted while kissing her hard, our tongues swirling around each other's mouths, my hands sliding over her soapy slick body. The water fell over our heads and down our faces.

As we came closer together, I could feel Clare's raging erection pressed against mine, our shafts grinding and frotting against each other.

The hot water ran over our bodies and we huddled tightly together, my hands still playing with Clare's incredibly stiff cock and sweet ass.

"You like that baby, you like Mommy's FuckToy playing with you?" I hissed into her ear.

"MMMMM Yes" she moaned as she put her head back on my shoulder and tightly closed her eyes, enjoying the feeling of my fingers stroking her throbbing member.

I could feel the hot water running in between our legs and even between my ass cheeks.

"Do you think Mommy will fuck me in a shower like this one?" I asked, "you think she'll ream out my ass?"

"GOD I hope so, I hope she lets me watch." Clare sighed.

For several minutes we stood pressed against one another, my hands stroking and playing with her sweet knob.

"I want to suck it," I whispered, dropping quickly to my knees, letting the water wash all of the soap off of the shaft.

I watched the water bouncing off the surface.

"It's beautiful," I whispered before opening my mouth wide and engulfing the head.

I licked and slurped my tongue around, as the hot water kept cascading down, hitting me in the face. I kept my eyes open, watching the expressions of lust and passion swim across her face.

Her eyes snapped open, her hand came down cradling my head and with a moan that came from the deepest parts of her, pulled my head into her crotch "forcing" me to take her deep inside my mouth.

The head smacked against the back of my throat and I felt it tickle my tonsils. I slid it back out a few inches and then engulfed it again. I wrapped one hand around the lower shaft and stroked it gently into my mouth, using my other hand to cup her trembling ass.

I rubbed and massaged her cum filled sack between my fingers while I kept pumping my mouth down her stiff length.

Clare groaned with pleasure, her sighs even drowning out the hiss of the shower, her hands, resting against the back of my head, continued pulling at my head and I could feel her trying to force me deeper onto her hard rod.

I gave her the pleasure she craved. I fucked my mouth on her erection with a hard fast pace, swallowing the pre-cum that leaked out onto my tongue.

Some part of me contemplated the depraved scene.

Me, on my knees feasting on the prick of Mommy's sub. Her fingers curled around my head, hips pumping, yearning to fill my hungry sucking mouth with her lust and sex; loud groans of pleasure echoing off the steamy glass of the shower.

I wanted to swallow her load, to suck her cock off until she unloaded her spunk into my throat, but my own shaft practically vibrated. I could almost feel it acting like a divining rod, calling me towards Clare's ass.

My thumb found her hole, moist from the soap and water and clearly needing fucking to judge by her moans when the tip of my finger slipped inside her anal ring.

"Yes, fuck me," she pleaded.

I removed her wet shaft from my mouth and stood up.

I picked her up, cupping her ass in my hands. Her arms came up wrapping around my head moaning into my mouth as my shaft slid across the puckered lips of her ass.

Pinning her to the wall I bent my knees and literally sat her on the head of my stiff head and pushed forward.

We sighed in unison, my eyes rolled back in my head as the tightness of her asshole hugged my probing shaft.

She yelled as I slid the first few inches of my shaft right up inside her ass. Each hard thrust filled her hole, plunging deep inside of her to the hilt.

I bent my knees, all that working out I'd done earlier apparently already paying dividends. My thighs burned a little though as I supported Clare's weight. She must have heard my slightly pained grunting because one of her legs slid down, curling around me.

The hot water ran down my back as I buried my face in Clare's neck as I concentrated on pounding my shaft into her ass. Her asshole tightened and gripped around my erection as it pistoned in and out of Clare.

"Fuck, yes I love it," she yelled.

So did I, I could feel my climax rising up in my shaft

My shaft kept pounding her ass, her tight hole close around my thickness like a velvet gloved hand.

"Oh yes me....FUCK sweetie....fuck me hard ...You're gonna make me cum again."

Her ass convulsed and contracted around my stiffness as another hard orgasm swept through me. I actually yelled my lungs out as our mutual climax hit.

"All over that cock, baby," I panted, "CUM ALL OVER IT."

My commands seemed to fuse her up and get her even hotter as her creamy goodness gushed and poured across my stomach and chest. I could feel it running down my front and coating my flesh in a creamy glaze that reached my cock lubricating it's journey in and out of her orgasming asshole.

I yelled and panted as a final wave confused my insides and I felt my own creamy baby better shooting deep up Clare's ass.

My knees gave way, and I sank to the wet floor the messy goo of our lovemaking pooling around me. Clare sagged against the wall of the shower. I leaked in running my tongue down her shaking thighs catching some of my cum as it leaked out of her anus.

She cradled my head, more gently then when she'd been practically skull-fucking me.

"Give me a minute baby," she puffed.

She was definitely winded, but Clare was rather obviously in better shape then I.

I saw her amused smirk.

"No fair," I whined, "I just started with a personal trainer today."

"We'll have to focus on getting your stamina training going, especially if you're looking to go the distance with Mistress."

She reached over and turned the water off. I climbed to my feet , slightly embarrassed that I was unsteady as we walked back to the bed.

"Let's give you a rundown and then we'll order some room service."

"Maybe not necessarily in that order?" I pleaded.

Clare laughed and reached for the phone while I arranged myself on the bed in the vain hope I looked mildly erotic as opposed to bone weary.

**Clare's Story**

Clare watched Micheal sleep.

They'd made love, ....Hell they'd fucked a few more times. Clare was still feeling a little bit tingly. Proof if any were required that she was in much better shape then her bed-mate.

Still he'd been pretty good for someone new to her slightly fucked up world. She saw a text message from Mistress. She responded, Mistress wanted to know how her newest Fuck Toy had performed. Clare interfaced with the room's surveillance equipment and sent her the raw footage under the title Proof of Concept as instructed.

People always reacted differently when they knew they were being observed. Hell she had enjoyed their time even more knowing they were being recorded. Score one for her voyeurism fetish. Since the footage wasn't going to be used outside of a small tight knit circle, prior consent wasn't strictly speaking necessary.

Mistress thanked her for the footage and repeated her pledge that Clare would have dibs on that sweet ass when Mistress was done. She looked at Micheal, he didn't know it yet but his life was going to change profoundly in the next few hours. Just the thought of it got the futanari hot enough that she wanted more. Clare decided to wake him up with a blowjob. Sleep was a luxury FuckToys like Clare and now Micheal were rarely afforded. Micheal might as well start adjusting to his new normal.