Tranny Babysitter: The Novel

Tranny Babysitter: The Novel.

 

Part I: She Owns My Ass.

 

It should go without saying, but: This is a work of fiction. Any resemblance to actual people, alive or dead, is merely coincidence.

 

Warning: There is a lot of use of words that are currently deemed derogatory, insulting, and demeaning. The characters, who are mainly a mixture of gay, gay-curious, bisexual, or bisexual curious, trans or trans friendly, call each other names such as fag, fagboy, poofter, pooftah, queer, and worse.

 

If this offends you, this is not a story you need to read.

 

Chapter 01: How it all began.

 

My story isn’t particularly unusual. I’m a talented football player recruited by one of Brisbane’s two major football teams. The problem is, I’m a nearly guy, you know? Never quite good enough or consistent enough to hold down a full-time spot on the team. The proverbial fringe player, the Mr Fixit, of the team.

 

Your best defender goes down for a couple of weeks? John’s your man to plug the gap. Your gun forward gets suspended, and John will do a perfectly adequate cover job. Wing man is out? John can cover that, too.

 

I just couldn’t seem to nail down that permanent spot, though.

 

I didn’t really care. They were paying me an awful lot of money to play reserve grade and to fill in with the firsts as needed. I even got to play in a couple of finals, so life is good.

 

I knocked my now-wife up celebrating one of those finals wins. We’d been high school sweethearts, so when she said she was preggers, I asked her to marry me. That was five years ago. We’ve had another kid since then, and she’s pregnant with our third.

 

Our marriage is pretty good, except I’m a bit of a slut, you know?

 

It comes with the territory. As a semi-famous footballer, there’s always a bevy of women willing to drop their knickers and jump into bed with you. It gets a little hard to resist, and I don’t really want to. It’s the whole ‘have your cake and eat it’ thing.

 

I love my wife and kids dearly, but stray pussy is always so delicious. It’s the naughtiness of the forbidden fruit that I like so much. Plus, I love my wife sucking the juices of some slut I’ve just fucked off my wang. It makes me want to cum so badly.

 

My wife’s a bit of a straight-laced Christian girl. I’ve tried to get her to loosen up and expand her sexual horizons, but she won’t. One of my teammates mentioned he thought she was hot as fuck and wouldn’t mind having a go at her. I hinted maybe she could go with him when we were out together, but she just laughed it off as a joke.

 

If I can get her to fuck another guy, she can’t get pissed at me when I fuck other women, right?

 

My latest adventure has been to screw every one of our babysitters. My wife always hires them, so they don’t know they’ll be babysitting for a footy star. I always offer to drive them home so they get there safely, ensure they’re at least 18 years old, and then seduce them.

 

Having your face on TV playing for a popular team is a huge aphrodisiac to most young women, so when I put my hand on their inner thigh and ask if they’d like a kiss, they all say yes.

 

I’m a damned good kisser. Every woman says so. After I’ve kissed the poor girl until her shoes are about to explode off her feet, I ask if they want me to come inside with them or if they’d like to fuck in the backseat? When I’ve been invited in, I’ve even gotten to bang some of their mothers on the way out. I’m sure my wife must realise that I take way too long to get back, but she never says a word.

 

As soon as I’m home, I race upstairs and get my cock in her mouth as quickly as possible. Watching her suck some big-titted, gorgeous 18-year-old’s pussy juices off my rock-hard 7.5-inch wang is such a turn-on! After I’ve cum in her mouth, I make sure I give her a total rollicking in bed. I make her cum over and over again until she begs me to stop. Then I cuddle her close and tell her much I love her. I do, but as I said … I’m a bit of a slut.

 

The babysitter we got for the awards night was a prize example. Four days after her 18^th birthday, having answered the ad on the website, she turned up to look after our two kids.

 

She was a little tubby, but I like them like that.

 

My wife, Courtney, is gorgeous. That is true. She’s the queen of the WAGs (Wives and Girlfriends), so she has an image to uphold. Short at 5 ft. 4 in. (163) cm) and tiny at only 110 lbs (50 kg), she’s an absolute head turner. Pairing long, curly black hair with bright blue eyes makes her stand out even in a crowd of other footy wives. Add a small upturned nose to full lips and a flawless complexion, and you’re probably wondering why I fuck around on her.

 

Because I can, okay?

 

This babysitter is like her polar opposite. Quite tall for a woman, a little tubby, as mentioned, huge boobies and a phat ass with plump thighs. I just had to fuck her. It was probably going to be the highlight of her life.

 

After we’d got home, and I’d put the wife to bed—she’s a proverbial two-pot screamer—I took the babysitter on our lounge. I sat beside her, took her hand in mine and then placed it on my cock.

 

She couldn’t wait to get on her knees and take me in her mouth. Ten minutes later, she’s on her knees, holding the back of the couch, and I’m pounding her with all 7.5-inches.

 

She was noisy as, but I wasn’t worried because the wife sleeps like a log after a couple of drinks.

 

I like to fuck, and I’m good at it. Unlike many players who just get what they want and leave the girl wanting, I like to wait until the girl begs me to cum. This one—Stephanie, I think her name was—was no exception. After she creamed on my todger for the third time, she begged me to cum in her.

 

I hadn’t asked about her birth control status, so I pulled out, slapped her ass to turn her around, and blew on her face. She looked so gorgeous with my cum dripping off her nose and chin.

 

“Mum’s never going to believe this,” Stephanie told me. “You’re her favourite player, and she’s going to lose her mind when I tell her we fucked.”

 

“Maybe you should leave my cum on your face as proof for when you get home?” I replied. “Don’t let Daddy see, though.”

 

“Mum and I live alone,” she told me coquettishly.

 

“I’ll come inside with you. Then I can take care of your mum, as well. It would only be fair if she’s my biggest fan. Your mum isn’t a minger or anything, is she?”

 

“Everybody says we look like sisters,” Stephanie reassured me.

 

So I took Stephanie home, her face still covered in cum, and with her blowing me the whole way, followed her inside, and then banged her mum.

 

Her mum did look a lot like her, but huge, you know? Easily 250 lbs (115 kg). I didn’t mind. Mum on my cock, and Stephanie’s tongue in my ass. It doesn’t get much better than that.

 

When I got home, I woke the wife long enough to get her to blow me. I tried to make love to her after I’d cum, but all she wanted to do was sleep.

 

The season ended; my contract renewal went well, and all was good in the world. I took Courtney out to celebrate.

 

This week’s babysitter, Hannah, was the most beautiful yet. Tall at close to 6 ft. (183 cm) and rake thin. She had huge knockers, at least a double D, if not an E, a firm, tight ass, with long, long toned legs. She had long blonde hair that came to the top of her ass. This girl was tanned, with eyes so brown they were almost black.

 

Her nose was perfectly in proportion to her mouth and face. She had tiny ears and full lips painted deep red. Her makeup was perfect, with a bronze highlighter accentuating her cheekbones and a long, slim neck.

 

 

There was something different about her. An aloofness that I hadn’t encountered before. She had an air of sophistication and a look of knowing, as if she saw more than you, further than you. I was smitten. I just had to have her, you know? This woman was fucking awesome, a catwalk model, for sure. I immediately decided to add her to my list of conquests.

 

Courtney pleaded a headache when we got home and asked if I could take Hannah home. Well, duh! I almost always take the babysitter home, then fuck them.

 

On the drive to Hannah’s place, I turned on the charm. I quickly had her laughing and us chatting like we were old friends. But every time I tried to put my hand on her inner thigh, she would grab it, kiss the back of it, and then put it back on my leg.

 

When we got to her place, I tried to kiss her. She got right into it, and we were kissing up a storm. I could tell from her moans and heavy breathing that she was as turned on as any woman I had ever seduced. Hannah still wouldn’t let me reach for her pussy, though. Every time I tried, she would take my hand and guide it back to her breast.

 

It was spring in Brisbane, so it was reasonably warm. I slipped the straps of her tank top off and exposed her full bosom. Her nipples were tiny and rock hard. I reached for the right one with my tongue. Hannah guided my head to her breast and moaned lustfully as I tongued her nipple. Holding her left breast in my hand, I put my right hand between Hannah’s legs and started to work my way toward her pleasure pot. As my fingers reached the hem of her skirt, Hannah took it and guided it to her other breast.

 

No matter how hard I tried or how deep and sensual her groans became, Hannah wouldn’t let me touch her pussy. Ultimately, I was forced to ask her if she wanted to fuck.

 

“I will not be another notch on your belt, John,” she told me. “I deserve better than that. Your wife deserves better than that.”

 

I’ve never forced myself on a girl, ever, so I graciously took her refusal and let her out of the car. Then I went home and fucked Courtney until dawn, and our youngest’s cries to be fed could be heard.

 

The following Friday, we were out again. It’s the off-season, so we’re all partying pretty hard before pre-season training, and the skin fold tests come back in. Hannah was our babysitter again.

 

I was a little surprised as Courtney gets a new sitter every time. I suspect it’s because she knows I’ve fucked them and doesn’t want any of these sluts to think she’s a chance with her man.

 

Courtney asked me to take Hannah home again—another somewhat weird request. But I was happy to oblige. It was a repeat of the first night. Hannah gave every sign of being hot to trot, but she wouldn’t let me touch her pussy, and she refused to screw.

 

I got home and jumped into bed as horny and frustrated as hell. At about 5:00 am, Courtney said her pussy was sore, and she needed at least some sleep before our 2-year-old woke up needing to be fed. I came inside her one last time, then rolled over to sleep. I was only vaguely aware of Courtney getting up to our baby’s cries.

 

The following weekend we had a do at the coach’s place. It was his birthday. It’s always wise to stay on the good side of your coach so, of course, we would be there. Hannah was the babysitter again. I guess I should have twigged something was up then. We rarely had the same babysitter twice. Three times? Never!

 

Hannah was right into our pashing and petting when I took her home. I would have sworn that she was close to cumming at least twice, and I wouldn’t have been surprised if she had cum, but had hidden it. Hannah still wouldn’t let me play with her pussy, though. Nor would she let me fuck her.

 

With blue balls, I shagged Courtney every which way you could until, around 5.00 am again, she begged me to stop. Cuddling her to me, I said, “I’m not sure about this latest babysitter. You sure she can be trusted?”

 

Cortney rolled over and looked at me. “She’s the youngest sister of one of my old school friends. You can trust her whole family with your life savings. They’re about as straight as they get. Besides, I like her. She makes me laugh.”

 

Not wanting to arouse any suspicions, I shrugged, “As usual, my dear, babysitters are your domain. My job is to make sure they get home safely.”

 

I could have sworn Courtney muttered, “And to fuck every one of them, you fucking arsehole,” but I was falling asleep, so I didn’t care.

 

The following week there was a gap between functions, so we did not need a babysitter.

 

On Saturday, Courtney was on the phone with someone when I got home from my run. The conversation was quite animated, and Courtney was laughing her head off. Not something I’d seen her do too often, so I was curious about whom she was chatting with.

 

As I wandered past her, I gave her a quick kiss on the cheek, had a squeeze of her titties and put a finger on her puss. Just to let her know I still cared, right? Her nipples were rock hard, and her puss was hot and wet. That probably should have told me something, but men, huh? I stripped off to take a shower. As I pulled my singlet over my head, Courtney jumped me. She had my running shorts around my ankles and was gobbling my knob before I had figured out what was happening.

 

Courtney fingered herself to an orgasm as she blew me. Hearing her cum on her fingers blew me off the edge, and I came in her mouth. It was pretty unusual, but hey, a blow job? Who’s going to knock that back?

 

After showering, I asked her, “Who was that?”

 

“Who was who?” Courtney answered.

 

“Who were you talking to when I got back?”

 

“What? Oh, Hannah. She’s agreed to sit for us next weekend when we’re out at that do.”

 

“What do?” I asked.

 

“The sponsor’s function you’re doing for the club. Have you worked out what you’re going to talk about yet?”

 

“Fuck,” I replied. “I’d forgotten all about it.”

 

I’m not the most famous player at my club, but I’m very popular at the sponsor’s functions because I tell an excellent story. I’m often told I should go into comedy after my footy career.

 

“The last one you did. Are any of those people going to be at this one?” Courtney asked.

 

“Maybe a couple,” was my reply.

 

“Well, add some newer things from the last couple of months in case there are a few repeat people, then reuse most of the ones from last month.”

 

“That will work,” I said. “Most of what I say is off the cuff and in response to the energy in the crowd, anyway.”

 

I looked forward to Friday night for the rest of the week. The energy and excitement of making a crowd laugh aren’t as great as winning a game of football, but it’s pretty damned good, you know? Plus, I’d get to pash with the gorgeous Hannah again. Maybe I could crack that nut this time.

 

 

 

 

 

Chapter 02: The First Friday.

 

I usually use the main bathroom if we go out together because Courtney takes forever.

 

I came out of the bathroom that Friday night, completely starker, to find Hannah standing at our bedroom door talking to Courtney.

 

‘Oops,’ I thought.

 

I didn’t care. I’m 6 ft. 4 in. (193 cm) of lean muscle. I’m all long legs and long arms and less than 3% body fat. You can draw virtually all the various muscles on my arms, legs and torso. They’re that well-defined. Showing some skin doesn’t bother me at all. Besides, Hannah might want a taste of it if she saw what I carry between my thighs.

 

Hannah, with a little smile playing about her lips, stared openly at my todger. She had gone quiet, though, so Courtney stepped into the hall to see why. “Oh, FFS, John!” She said to me. “Stop showing off. The poor girl doesn’t need to see that!”

 

She threw me some boxers. Twirling them around my forefinger, I strutted into the bedroom. Courtney rolled her eyes and shut the door behind me.

 

I began to dress before realising Hannah was on this side of the door, not outside, as I had assumed. Stunned, I faltered and almost fell over trying to get my trousers on. Now call me dense, but I still didn’t figure out something was happening here.

 

Courtney and Hannah had a great chuckle at my expense. “Need some help getting dressed, baby?” Courtney chortled.

 

“All I need to perform my best is an audience,” I returned. “The laughs are sure to follow.”

 

The girls went back to sorting out Courtney’s outfit for the night. They finished on a bright blue midi-dress that was tight at the boobs, flared out at the belly, and then cinched on the hips. The dress accentuated my wife’s magnificent breasts. At $12,000, they’d better be damned magnificent! Flaring to cover her pregnant belly, it tightened back into the hips, emphasising her toned ass and thighs. The dress was paired with 7-inch stiletto-heeled thigh-high black boots.

 

I knotted my tie and watched as Hannah slightly changed how Courtney applied her makeup. I didn’t understand the difference, but the effect was incredible. My wife’s eyes seemed wider and brighter than usual, and her lips fuller. Courtney’s already well-defined cheekbones looked quite angular in the light. She looked every inch the Queen of the WAGs that she was.

 

“There you go, my girl,” Hannah said in quite a proprietary way.

 

I thought it was a little weird, but shrugs … I’m male, right? We don’t see even the obvious when we don’t want to.

 

I was a hit at the function. The audience laughed at all the right places and none of the wrong ones. I got a standing ovation at the end. The next hour was spent schmoozing with the sponsors. Shaking hands, letting them take photos, giving their wives the obligatory ass squeeze and peck on the cheek, and signing autographs. One of the big reasons the club sends me to these events is that I enjoy doing them. They’re fun, plus it’s an excellent place to meet sluts.

 

I probably spent too long with the daughters of a couple of the major sponsors because Courtney got a little pissy. When she gets pissy at me, she drinks too much. She doesn’t get loud or obnoxious. She just wants to sleep. I took her home. It’s getting too close to preseason training, so I’m mostly off the grog. Audi is one of our club’s sponsors, so I’ve got an Avant as a family car and an R8 for me. We’d taken the R8.

 

Hannah was waiting on the lounge with her bag at her side when I carried Courtney inside.

 

“What did you do to piss her off?” She asked.

 

“Who says I did anything?” I replied.

 

“She only ever drinks too much when you’ve been an asshole.”

 

“What? Are you her mother?”

 

“Let me help you put her to bed,” Hannah said.

 

I carried Courtney to our bedroom. Hannah pulled the sheets back so I could lay Courtney on the bed.

 

Hannah began to strip Courtney off. I was like, WTF?

 

“What are you doing?” I asked.

 

“What does it look like? You can’t leave her to sleep in her dress; it’ll ruin it, and she certainly can’t sleep in those boots. Plus, it’s not healthy to sleep with a bra on,” Hannah replied.

 

I watched as Hannah completed taking Courtney’s gear off. Did her hands linger a little long on my wife’s breasts? I wasn’t sure what I’d seen, but my dick gave a jump at the thought of Hannah and Courtney playing together. I’d had plenty of FFM threesomes, but never with my wife. Hannah kissed Courtney on the cheek, stroked her hair, and then looked at me.

 

“So, what did you do?” Hannah asked.

 

“Nothing I haven’t done 1,000 times before,” I replied.

 

“Who did you hit on? Someone’s wife or someone’s daughter?”

 

“I may have done some harmless flirting with some of the sponsor’s wives or daughters,” I answered. “It’s expected and all part of the schmooze game.”

 

“How many phone numbers did you get?” Hannah questioned.

 

I blushed. “I don’t know what you’re talking about.”

 

“How many wives told you when they would be home alone?”

 

“What? None.” I stammered.

 

I had gotten four numbers and two hints to come and visit when hubby was going to be out. But I rarely took those hints. The woman has to be an almost 10 for me to consider it.

 

“So Courtney just decided to write herself off because you were being a perfect gentleman then?”

 

“It’s not my fault she’s a two-pot screamer,” I answered defensively.

 

“So, are you going to kiss me or not?” Hannah asked.

 

“Wha - What?” I said, shocked.

 

“Are you going to kiss me or not?” She repeated.

 

“Here in the bedroom with my wife two feet away?”

 

“Sure, why not?” Hannah stated. “Unless you’re chicken?”

 

That’s a dare I can’t refuse, so I reached out with my right hand. When Hannah took it, I pulled her slowly towards me, making her climb onto the bed and step over Courtney. Courtney muttered something as she felt Hannah step over her, then rolled onto her side facing me. Her eyes were still closed, and she was snoring softly, so she hadn’t awakened.

 

Hannah was standing on the edge of the bed, and her groin was right at my mouth’s level. I grabbed her tight buns and brought her crotch to my mouth. Just when I thought my lips were going to press against her jean shorts zipper, Hannah stepped off the bed. Her huge tits rubbed across my face as she slid onto the floor.

 

“Kiss me first, John,” Hannah said.

 

I kissed her with every ounce of skill and passion that I had. I turned my head to the side and then ran my tongue softly across the corner of her mouth as I found her left breast with my right hand. Hannah shivered, then softly moaned as my fingers stroked her nipple through her T-shirt, and my tongue probed her mouth’s erogenous zone.

 

Moving my lips to cover hers, I snaked my tongue out and brushed it across her lips. Hannah opened her mouth and let my tongue find hers. We tongue-danced for a long time. I could hear and feel Hannah’s arousal growing exponentially as she moaned into my mouth as I kissed her. I reached for the button and zip of her shorts, but Hannah swayed her hips back away from me.

 

“My breasts next, John,” she told me.

 

I pulled the bottom of her T-shirt out from her shorts and lifted it over her head. Hannah’s massive melons came into view. They were so firm that she went braless. Her breasts were beautiful and perfectly symmetrical, a dead giveaway that they were fake because there’s always a slight variation between natural breasts. I didn’t care. I know from making love to my wife that augmented breasts and their nipples are still as sensitive as natural breasts are.

 

I put my hands on Hannah’s waist, lifted her and then laid her on the bed. A surprised grunt flew from her lips at how easily I picked her up. I can deadlift twice my weight, around 375 lbs (170 kg). Hannah wouldn’t have weighed 154 lbs (70 kg), so lifting her was easy. I tried to slide between Hannah’s thighs, but she kept them tightly closed, so, a little awkwardly, I had to lie across her hips and stomach to lash her nipples with my tongue.

 

Hannah moaned lavishly as she guided my head from breast to breast with her hands. Her eyes were closed, and her breaths were coming in quick pants. It was self-evident how turned on she was, but she still wouldn’t let me between her legs or touch her pussy. Hannah pulled me insistently upward, and I moved at her urging. She quickly had my pants down and my wood in her mouth.

 

‘Now, this is good,’ I thought.

 

I undid my jacket and threw it aside, then undid the buttons on my shirt before throwing that aside too. I kicked myself out of my shoes and out of the legs of my trousers. Naked, I held Hannah’s head as she bobbed up and down on my cock. I’m sure I’d had better blowjobs, but I can’t remember when. She was bobbing up and down much faster than usual and sucking more insistently than a woman typically does. It felt fucking awesome!

 

Hannah cupped my balls, reached between my thighs and fingered my ass. Coming from a small town, I can be a little homophobic. I try not to be, but those small-town prejudices run deep, you know? The whole ass-play stuff has always seemed a little gay to me, so I rarely let anyone touch my brown star at all. Hannah’s blowjob felt so awesome that I just went along with it. Hannah wet her finger with her mouth and rimmed me. It felt pretty damned good, so I spread my legs to allow her better access.

 

Hannah worked a finger into my ass. By now, I was so turned on I would typically have cum in the woman’s mouth, but Hannah had circled my balls with her thumb and forefinger, holding them away from the shaft. I still could have cum, but it probably would have hurt, so I hadn’t yet.

 

I felt a second digit at my rosebud. Working moisture into my butt, Hannah eventually forced a second finger into me. I was about to demand she pulled them out because I wasn’t no arse bandit faggot when she found my prostate, and I was fucking gone!

 

“Oh, fuck!” I groaned.

 

I was about to shoot my load into Hannah’s wet and warm mouth when she squeezed my balls hard and hauled them downward.

 

Letting my cock slip out of her mouth, she said, “Not yet, Mister! I need you to beg me to cum first.”

 

‘What the fuck is this?’ I thought. ‘Is this ‘opposite day’? I’m the one who demands the woman cums. They don’t make demands of me!’ Hannah resumed sucking me and fingering my prostate, my P-spot if you will. Desperate, I pleaded, “I need to cum, Hannah, please let me cum.”

 

She responded, “Do you want to fuck me, John?”

 

‘Does a bear shit in the woods?’ I thought. “Yes,” was what I answered, though.

 

“Then you must let me blindfold you and tie your hands to the bed. I will then ride you. Okay?”

 

I like a bit of kink play. It’s one of the few things Courtney will let me do. That book ‘50 Shades of …‘ was fucking awesome. Courtney read it and then wanted me to do all the things that were in the book to her.

 

“Sure,” I said, holding my hands out to be tied.

 

Hannah opened our walk-in robe and took a bag out. Out of the bag, she brought a pair of steel cufflinks and a blindfold. It was a fairly big bag, so I wondered what else she might have in there. I wondered briefly why one of her bags was in our walk-in robe, but those thoughts quickly disappeared as Hannah stroked my rampant dick. I was soon tied to the bed. The blindfold Hannah had put on me bulged in the middle, so my eyelids were forced firmly shut. No matter how much I twisted my head, I couldn’t see a damned thing.

 

Before I could work out what was happening, my ankles were tied to a leg spreader. I mean, WTF! Right? Hannah lifted my legs by the spreader. Holding my legs high, Hannah spread her thighs and slid up until her pelvis pressed against my ass.

 

‘This is a weird position for her to ride my cock,’ I thought.

 

Something was being pressed against my ass ring. Thinking Hannah would finger my prostate again, I relaxed my ring and let whatever pressed against it slide inside. It hurt a lot, as whatever it was, was much bigger than Hannah’s two fingers. But after it got far enough in, it scraped across my P-spot, and it felt fucking divine!

 

I moaned in appreciation. “Fuck, that’s good, do me some more.”

 

“As you wish,” Hannah answered.

 

Whatever was in my ass was pulled back and then shoved in again.

 

I couldn’t help it. I groaned like a bitch. “Oh fuck, yes! Fuck me like the slut I am.”

 

Hannah stroked whatever was in my ass in and out of me faster.

 

I got very vocal. “Fuck me, oh, fuck me good. Fuck my ass, fuck me and make me your bitch,” I heard myself almost screaming.

 

The item rubbing over my prostate had driven me nuts. At that point, if someone had put a cock to my lips, I probably would have sucked it; I was that horny. I had to cum. I just had to cum.

 

“Please may I cum, Miss Hannah?” I begged.

 

“Yes, you may cum,” Hannah answered.

 

With an expansive groan, I squirted my load onto my stomach. Hannah ripped the blindfold off as my dick spasmed for the second time, shooting cum two feet in the air. I looked at Hannah’s sweat-covered breasts as she held my legs up and stroked the item into me. My eyes dropped to see what was in my ass. It was Hannah. Her long, thin cock was pounding into my ass as she thrust her hips forward and back. Every stroke scraped the head of her long, thin 8-inch penis over my prostate. Unable to help myself, I squirted again and again. Her dick in my ass felt so fucking awesome that my homophobia was quelled.

 

“Told you he was a submissive cocksucker at heart,” Hannah said to Courtney. “Male sluts like him always are. I bet if I offered my cock to his lips, he would suck it without hesitation.”

 

I looked to my left. Courtney’s eyes were wide open, staring at me. It turns out the bitch had only pretended to get skunked. She hadn’t had a drop all night. This was all part of her and Hannah’s plan.

 

So there I was, handcuffed to the bed, my feet in a spreader bar, with a tranny’s dick buried balls deep in my ass, having just cum to a tranny cock fucking my rear passage, staring at my wife as she stared back at me.

 

‘Fuck,’ I thought. ‘How do you explain this?’

 

“Hammer that fucker’s ass,” my loving wife of five years said.

 

And Hannah began to fuck me again. I guess that was how you answered that. You realised your wife had set you up to be fucked by a tranny. My brain was screaming at me that this was wrong. Men were supposed to do the fucking, not get fucked. My sexual urges didn’t care. Having a cock in my ass felt so good and natural that I came again as Hannah fucked me.

 

Hannah pulled out of my arse and said to Courtney, “Suck me clean, slut. I want to be in your cunt next.”

 

Courtney was on her knees sucking Hannah’s wang in a flash. I had to suppress a sudden surge of jealousy. I wanted to suck that cock. I wanted to be Hannah’s submissive slut. My wife was in the way.

 

“Once I’m balls deep in your wife, you can fuck my ass, John,” Hannah said.

 

Now that sounded right up my alley. Courtney uncuffed me and then released my ankles from the spreader bar. She rolled over onto her back, opened her legs, and then used her fingers to spread her pussy lips apart.

 

“Get your head over here, John,” my wife demanded of me. “I want you to watch as Hannah’s cock enters where you’ll never get to go again.”

 

“Wha - what?” I asked, confused.

 

“We’re making you our chastity bitch, John. Look up there,” she pointed to our dresser. There was a digital camera recording every moment.

 

“If you try to fight this, we’re releasing this movie to PornHub and sending stills to every major news outlet,” Courtney explained. “You think you’re such a stud, but now you’re my cuckolded, cock-sucking bitch. Oh, you’ll still get to fuck Hannah’s ass as she likes being done anally, and I don’t have a penis, but there’ll be no more pussy for you. From now on, it’s all tranny cock and ass. And you’ll get to watch as I fuck Hannah and as many of your teammates as I can seduce.”

 

“You can’t do this to me, babe,” I pleaded. “You’ll wreck my career, and I won’t be able to find a team to play for. Nobody will want a pooftah playing for them.”

 

“You’ve made plenty of money over the last six years, John. I’ve carefully invested most of it. At the moment, we have over 5 million in investments. Money won’t be a problem, even if you do get fired. I don’t think you will, though. You won’t listen, but you’re seen as a talented player who is greedy and selfish—one that looks for individual glory and not for team success. Hannah and I will teach you how to submit to a more dominant force. How to be a team player.”

 

A little smile quirked Courtney’s mouth. “We’ll teach you how to take one for the team. Well, I’m going to take one from the entire team. You get to watch. Now get your ass over here. Mumma needs some girl dick in her fanny.”

 

What choice did I have? I reluctantly knelt beside my wife’s pussy and watched as Hannah slowly slid all 8 inches of her gorgeous ladyboy dick into my wife.

 

“The best thing about Hannah’s cock is how long and thin it is. It feels so good in your ass, doesn’t it, baby?” Courtney moaned.

 

Courtney wouldn’t let me near her ass. She always said I was too big and that it would only hurt.

 

“You want to show your pussy husband how much you like shemale cock in your ass, slut?” Hannah asked Courtney.

 

“Yes, please, Mistress Hannah,” Courtney groaned.

 

Hannah slid her dick out of my wife.

 

“Get your tongue in there,” Hannah required of me. “Get her ass ready for my ladyboy cock.”

 

Courtney rolled onto her stomach and spread her ass cheeks.

 

“You want me to tongue her ass?” I asked, horrified. I love having my ass rimmed by a wet and willing tongue, but ass play was ‘too gay’ for me. I never returned the favour.

 

“Get used to it, slut,” Hannah told me. “You’re going to be preparing many an ass to take my girly cock.”

 

Reluctantly, I tongued Courtney’s ring.

 

“Shove that tongue right in there, my hubby cocksucker,” Courtney encouraged. “Get my ring all wet and ready for my Mistress’ lovely ladyboy penis. Remember how many times you tried to stick your dick in my ass? Tonight, my cuckolded man, you’re going to watch as Hannah fucks a hole you’ve never been in and never will be in.”

 

I was being slapped from shock to horror to stunned disbelief. This moaning slut was my wife? My prim and proper little woman who was so under my spell that I could fuck whomever I wanted, and she said nothing because I was her man. This was her?

 

What the fuck had happened?

 

As I knelt, tentatively licking Courtney’s starfish, Hannah had taken something else out of the bag. Before I realised what she was doing, Hannah tied a strap around my balls and then attached a leather cord to it. I wasn’t licking enthusiastically enough for her liking, so Hannah hauled on the cord and whacked my ass with a broad leather flogger.

 

“Fuck!” I swore.

 

I’d had enough. I tried to round on her. I’m 85 kg of muscle. If I can’t handle a couple of girls, I deserve to be their bitch.

 

As I turned, Hannah pressed a button on what looked like a TV remote. My balls exploded with pain. The strap had a built-in electric shock. I collapsed on the bed, writhing in pain.

 

Hannah smacked my ass again. “No, you don’t, my pretty,” she told me. “You need to learn your new role. You’re our toy now, our pet. Your role will be to procure men, and sometimes women, to fuck Courtney and me, to prepare their asses for my cock, and to swallow cum loads from everyone we decide needs to be blown.”

 

I’d played through pain before. Broken fingers, dislocated shoulders, and even a dislocated ankle hadn’t prevented me from playing the game I love. I forced myself to my feet and advanced on Hannah again.

 

Hannah pushed another button and then pressed the button for the shock again. I howled in pain as I collapsed to the floor, retching. There were levels in the amount of shock, evidently. I was to find out that the first shock was only on level 1. The second was on level 3. There were seven more levels to go after that.

 

“Don’t worry, honey,” Courtney told me. “The boys are at your mother’s. I called her and said the babysitter was sick. Could she come and pick them up?”

 

“Help me get him up onto the bed. I’m going to fuck him again,” Hannah told Courtney. “Zapping his balls has me as hot as all fuck.”

 

I could see the truth of her assertion. Hannah’s long tool was rigid enough to pick ice with.

 

The girls dragged me onto the bed.

 

“Up on your hands and knees, slut,” Hannah compelled.

 

Groaning in pain, I complied.

 

“Spread your knees and lower your ass down. You’re too tall.”

 

With no other choice, I did as told.

 

Hannah squatted over my ass. Holding my butt cheeks apart, she spat on my ring, then used the head of her girl cock to spread the spittle around. Homing onto the centre of my brown starfish, Hannah shoved her dick into my ass slowly. Balancing herself by leaning on her hands that she had placed in the middle of my back, Hannah slid all 8 inches into me. About halfway in, the head of her lady-cock rubbed over my prostate.

 

I couldn’t help the grunt of pleasure I gave. Even though I was basically being raped, her cock sliding across my prostate felt just as awesome as the first time. Involuntarily, I pushed back at the invading protuberance. As I did, my sphincter relaxed, and Hannah came to rest with her pelvis pressed against me with all 8 inches buried in my gaping ass. She held still for a moment to let me get used to having her cock in me in this position. I wasn’t able to control my urges. I pushed my hips forward, then back at her pubis.

 

“You want me to fuck your arse, slut?” Hannah questioned.

 

I nodded and then received another whack with the flogger.

 

“The correct answer is ‘Yes, please, Mistress Hannah,’” Hannah snarled.

 

My cock was on fire. I’d fucked probably close to two hundred different women in the six years since I turned 18. I'm sure I’d never been this turned on or as hard before. I shook my head in denial, but then Courtney’s warm wet mouth surrounded my todger. Courtney fondled my still aching balls as she deep-throated me.

 

“I need you to fuck me, Mistress Hannah, please,” I begged as the intensity of my feelings overwhelmed me.

 

“Good slut,” Hannah replied. “But you took too long. You may hump my cock and make yourself cum, but I will not help you.”

 

Groaning in pure lust, I humped into Courtney’s greedily sucking mouth and back onto Hannah’s gloriously rigid shemale cock. It took a couple of slight position changes before I had the head of Hannah’s dick sliding consistently across my prostate, my P-spot, and then it felt like I was in orgasmic heaven. My dick swelled even bigger, I’m sure. It felt full enough to burst inside Courtney’s mouth.

 

“I’m going to cum,” I told the two.

 

“Not until you beg me to,” Hannah growled.

 

“Please may I cum, Mistress Hannah?” I pleaded.

 

Hannah slid her magnificent tool out of my ass and then pushed me over on my back. She and Courtney grabbed an ankle each and doubled me forward and over. My knees were forced back onto the bed beside my ears. Luckily, part of our training is both core and flexibility work. This position wasn’t too uncomfortable. I was painfully aware that the eye of my cock was now pointed at my face.

 

“Try to move, and I’ll zap your balls until they fucking explode,” Hannah threatened.

 

She forced her long, thin cock down and shoved it back into my ass. Courtney leant forward and sucked and tongued my balls as Hannah slid back inside me.

 

“Make sure he cums over his face,” Hannah requested of Courtney.

 

Hannah started to fuck me again. Her dick was once again scraping delightfully over my P-spot. Courtney circled the shaft of my cock with her thumb and forefinger and then jerked me off firmly. The third time Hannah’s head slid over my prostate, I lost the control I was desperately trying to hold on to. With a deep, guttural groan, I shot cum out of my cock. This was the best orgasm I’d ever had. I spasmed at least seven times, spraying cups full of cum every time.

 

Every single squirt hit me in the face.

 

“Open your mouth, slut,” Hannah demanded. “Swallow every drop that goes in there, or suffer the consequences.”

 

The last three loads all went into my open mouth. It was all I could do not to throw up, but my brain was betraying me. The last three cum blasts were the most intense of a cum event that was already better than anything I’d ever experienced.

 

“Open your mouth, show your Mistress that you’ve been a good boy and swallowed everything,” Hannah required of me.

 

Embarrassed, I complied.

 

“Good boy. Now you can fuck my ass and watch as I fuck your wife’s delectably tight ass,” Hannah informed me. “She’s so fucking tight in there, tighter even than you, that I’m sure it won’t take long before I need to cum. When I say ‘now,’ you will get off me, onto your knees, open your mouth and swallow my load. Do you understand?”

 

Miserably, I nodded my head.

 

The problem was, I was going hard again at the thought of sucking Hannah’s lady donger.

 

Hannah pushed her toes against my cuffed balls. “There’s a good pet,” she said as my wang grew visibly harder. “Already learning to accept your role.”

 

For some weird reason, I preened at the praise. What the fuck was wrong with me?

 

Hannah covered Courtney’s tiny body with her taller one. My wife guided Hannah’s wiener into her rear fuck hole, moaning vociferously the whole time Hannah slid into her tight hole.

 

Once Hannah was buried balls deep, Courtney moaned, “Fuck me, Mistress. Fuck your girl’s slutty shithole and fill this cum dumpster with seed.”

 

I was hard enough to cut diamonds with. I took the bottle of lubricant that Courtney had placed on the dresser and spread some over the head and shaft of my cock. Bending over, I spread Hannah’s ass cheeks and slid my tongue onto her rosebud. What I was to find out she liked to call her boy cunt. Having licked Courtney’s ass, I figured out it wasn’t too bad. There was a pleasant musky smell to a well-cleaned ass, and the taste was quite delicious.

 

“I should be wet enough, slut,” Hannah informed me. “Push into me gently until I tell you to go for it.”

 

I positioned the head of my thick 7.5-inch todger at the entrance to her boy cunt. Pushing my hips delicately forward, I slowly forced my cock through Hannah’s ring and deep into her ass.

 

“Your cock is just about the perfect size for my ass,” Hannah told me. “Right about there …,”

 

She grunted loudly

 

“Oh yes! Right there … it’s hit my P-spot. Fuck yes! Oh, fuck yes!” She groaned as I pushed relentlessly into her. “Hold there for a moment. Give me a chance to get used to it.”

 

Obeying, I held myself in position. Hannah allowed herself to go limp and sagged down onto Courtney’s back.

 

“Fuck me, my little anal slut,” Hannah told me. “You’re going to do all the work. You need to hit my ass hard enough to drive my girl cock in and out of your wife’s ass. You are not to cum until I say you can, Mister. Do you hear me?”

 

I nodded my acquiescence.

 

It took me a couple of attempts to find the right leverage point to do what Hannah wanted. Eventually, I found that if I put my hands on either side of Hannah’s spine between her shoulder blades, I could lift myself far enough off her to drive my hips firmly enough forward to slam Hannah effectively into Courtney.

 

Starting slowly, I listened as Hannah and Courtney’s moans increased in volume and intensity. As they moaned louder, I pounded harder. As their voices got deeper and throatier, I pounded faster. In short order, I was fucking Hannah’s ass with everything I had. My hips were a blur in our walk-in robe’s door mirror. The sound of my pelvis hitting Hannah’s taut butt cheeks was louder and faster than a jazz drummer’s staccato beat.

 

Courtney blew first. “Oh my fucking Gawd, I’m cumming,” she screamed.

 

She squirted juices from her pussy, not something I’d ever seen her do before. The pulsing of Courtney’s ass’ sphincter muscle sent Hannah flying off the cliff into an orgasmic explosion.

 

“On your knees, slut,” Hannah growled back over her shoulder.

 

Hannah was still holding the remote to the zapper, so I quickly complied.

 

“Open wide,” she insisted.

 

Reluctantly, but unwilling to suffer another zapping, I opened my mouth. Hannah forced all 8-inches into my mouth and onto my gag reflex. Retching and coughing, I tried to avoid throwing up or pushing her off.

 

“Keep swallowing and trying to suck, slut. You’ll get used to it,” my formerly demure wife snarled at me. “Think about how often you made me take you until I could deep throat you properly.”

 

It seemed to take forever, but my throat eventually relaxed, and Hannah could pump all of her 8-inch rod across my lips and tongue, past my gag reflex and into the back of my throat.

 

Hannah said, “There’s a good little cocksucking slut. Ready for me? Actually, I don’t care if you’re ready or not!”

 

She filled my mouth with cum. Spurt after spurt hit the back of my throat and slid down my oesophagus.

 

It tasted better than mine is all I could say about the taste.

 

But my deeper instincts and desires had betrayed me again. With every spurt of Hannah’s beautiful, long and thin love muscle into my unwilling mouth, my dick had jumped and threatened to spurt with her. I was groaning in denied desire.

 

“Show your owner that you’ve been a good boy and swallowed all of my gift,” Hannah dictated to me.

 

I unwillingly opened my mouth. Hannah had shot her load so far back in my throat I hadn’t had to swallow. It was already so far back that it had slid down my throat without effort.

 

“Would you like to cum again, my little cum swallower?” Hannah queried.

 

“Yes, please, Mistress,” I pleaded. “I need to cum so badly.”

 

“On your back, whore,” came Hannah’s demand.

 

Groaning because I suspected what was about to happen, I rolled onto my back. Hannah and Courtney took an ankle each and bent me double again. Once again, I was looking at the eye of my penis as it leaked precum.

 

“Well?” Hannah asked. “What are you waiting for? Jack yourself off. Make sure you swallow every drop!”

 

I didn’t want to, but I needed to cum so badly. With tears trickling from my eyes, I took my shaft in my hand and began tugging it. I couldn’t quite get there, even though my todger was throbbing and my balls ached with the need to cum. The horror of cumming on my face and swallowing my cum had me blocked, and I couldn’t get over the edge.

 

Groaning in frustration, I was about to give up when Courtney tongued my rosebud. Surprised, I exploded. I blasted my face with shot after shot of semen that burst from my penis. I tried my best to do what Hannah had demanded and capture every drop in my mouth, but I must have caught less than half. Closing my eyes and grimacing, I quickly gulped what I had gathered.

 

Hannah and Courtney showed me no mercy. They used their fingers to gather up every speck they could find, made me suck it from their fingers, and then swallow. Every time I thought it was over, they would gleefully gather some more for me to force down.

 

“You may shower, then go and sleep in the spare room, my soon-to-be pooftah husband,” Courtney told me. “Hannah and I are going to fuck until your mum brings the kids home around 10.00 am tomorrow.”

 

I was happy to wash my disgrace off my face and upper body and gently clean my fucked raw ass, but I didn’t like being so summarily dismissed. I realised I could easily remove the collar on my balls now, then go back to the room and reassert my dominance, but what about the video recording? Where was it being saved to? Was it only on the cam, or was the cam blue-toothed or cloud-connected and saving elsewhere?

 

I definitely didn’t want the evidence of my disgrace getting out.

 

In defeat, I got into the bed in the spare room and tried not to think about Hannah fucking my wife’s gorgeously toned ass. It didn’t work. I had to masturbate twice to that image before I could sleep. To my horror, I spent the night tortured not by images of Hannah fucking Courtney but by pictures of me begging Hannah to fuck my ass so I could cum, and her refusing because I hadn’t swallowed the cum of the man she had chosen for my first gay experience.

 

What was worse, I dreamt I had turned, on my hands and knees, to this man, and then sucked him off. Wanking myself to orgasm as I did. The nadir was waking up, realising I had taken myself in hand, living this dream and had cum onto my stomach.

 

In tears, I thought, ‘I don’t want to be a faggot. I like pussy.’

 

My cock told me I was lying to myself, though. I masturbated again to the image of being forced to suck a dick as Hannah pumped my ass.

 

 

Chapter 03: The First Saturday Morning

 

The following day I woke up with a cock being forced into my ass.

 

“I’ve got morning wood,” Hannah moaned. “Courtney’s ass and cunt are worn out, and you need to relieve me.”

 

I thought to resist, but the head of her magnificent cock scraped across my prostate, and I couldn’t suppress the moan of desire that escaped from my lips.

 

“Cum in my slut hole,” I pleaded. “I need to feel you shoot your delicious lady juice into my ass so I can cum, too.”

 

“Such an obedient whore,” Hannah said. “You’re going to swallow my load, though. I’m not wasting it in your ass. If you cum before I say you can, your balls will never recover, John. Do you hear me?”

 

“Yes, Mistress Hannah,” I groaned as her cock slid deliciously over my P-spot.

 

Desperately, I thought about anything else I could to distract me from cumming. I even imagined the coach’s wife, a fucking giant, 300 lb (136 kg) woman with a better moustache than I can grow, naked, to stop orgasming too soon.

 

Hannah grunted in what seemed like 10 hours’ time and pulled out of my ass. “Get ready to receive, bitch,” she said.

 

I was quickly on my hands and knees, ready to accept Hannah’s load. Hannah jammed all 8 inches down my throat. My subconscious remembered my training from the previous night, and I could relax my throat and swallow swiftly so I could stand Hannah’s long tool sliding over my gag reflex and down my throat.

 

With a satisfied groan, Hannah came into my mouth. To my shock, I nearly came to the exquisite feeling of swallowing her female dick’s juice.

 

“Do you want to cum, my cum-swallowing whore?” Hannah asked.

 

In tears, knowing what was next, I begged, “Yes, please, Mistress.”

 

“Assume the position then, my wannabe cocksucker.”

 

Even though I did not want to be a cocksucker, I was swiftly on my back. Without being asked, I lifted my hips off the bed and wrapped myself around myself so my ass was up in the air, and my knees were almost on the bed. The eye of my cock greeted me again. Hannah bent me even further over than before. My cock was inches from my face.

 

Forcing me down even more, Hannah demanded, “Open your mouth, lift your head and suck your cock.”

 

I’d never imagined being 7.5 inches long was a liability. I needed to lift my head off the mattress only a small distance before I could suck the head of my cock into my mouth.

 

“Cum just as quickly as you can, my cum receptacle,” Hannah told me.

 

I sure as fuck didn’t want to suck myself off, but Hannah slid a long-nailed index finger into my ass and massaged my prostate, and I blew immediately.

 

“Not a drop shall you spill, slut,” Hannah dictated.

 

Bawling like a baby, I swallowed all of my excretions.

 

“Good girl,” Hannah said.

 

‘Girl?’ I thought. ‘I’m about as manly as they get.’

 

Hannah had other ideas, though.

 

“You football players are all so nearly queer, anyway,” she said. “All waxed off from neck to balls and man buns galore. Courtney says you take longer in the bathroom to get ready than she does and use more product on your face and body than any woman she knows. Have a look in the wardrobe. I got you some new outfits. Well, Courtney paid for them, but I chose them.”

 

Fearfully, I opened the wardrobe door. The robe was full of women’s clothing. Mostly skirts and tops as very few labels make anything suitable in a dress for someone as tall as I am.

 

“Who are these for?” I asked, already knowing but dreading the answer.

 

“You, of course,” was the obvious reply. “I’d suggest you choose an ankle-length skirt for your visit to the waxers. Hairy legs look so stupid sticking out the bottom of a short skirt.”

 

“I’m not wearing a dress!” I emphasised.

 

“No, you’re not. You’re going to wear a top and a long skirt. And you will wear it, or …” She held the remote of the electric collar up. “Dresser drawers,” Hannah pointed demandingly.

 

In trepidation, I opened the drawers Hannah had indicated. The top left had a selection of women’s knickers. Mainly control briefs, but also some other ‘sexier’ items, including thongs and bikini briefs. The other drawer held bras of various colours and designs.

 

Hannah reached into the drawers and removed a matching electric pink control brief and bra.

 

“I’m not putting those on.” I tried to explain.

 

Hannah sighed. I thought she was going to zap me into submission. Instead, she said, “Okay. I guess I’ll head back to my house and edit the recording from last night. Oh, and this one of you sucking yourself off,” she pointed at the camera I hadn’t noticed sitting on the bedside table. “PornHub viewers are going to love that one, I think. Do you want to drop me off? I’ll let you kiss me as much as you like when we get there, or you could let me drive and give me a blow job along the way?”

 

With shoulders slumping, I put on the items Hannah had chosen.

 

“Second drawer down,” Hannah said peremptorily once I’d figured out how to get the bra on.

 

I opened the drawer. There was a heavy black box in there. I took the lid off and saw a pair of tit falsies looking back at me, or so it seemed.

 

Taking the forms out, I slid them into the bra cups. The breast forms were massive, at least a set of 18 Double Ds.

 

“Choose a skirt, slut,” Hannah demanded.

 

Every skirt was form-fitting. Whichever one I chose would emphasise my ass and legs. I’m an ass and leg guy. Ass, legs, and then boobs, in that order. A lot of my teammates are the same. I knew that if I wore any of these skirts, the ass and leg guys would check me out. To my shocked disbelief, my dick jumped at the thought of being checked out by males in an admiring way. I put on a long stretch-cotton black skirt.

 

“Come to the kitchen, John.”

 

I followed Hannah meekly down the hall. Hannah wet a tea towel under the tap and then put it in the microwave for 90 seconds. It came out steaming hot. Showing me a straight razor and a can of shaving foam, Hannah said, “I’m going to wrap the towel around your face, jaw and neck to soften the skin up and then give you a straight shave. You’ll need to hold completely still. I don’t want to cut your pretty face.”

 

“What’s wrong with my usual 5-blade razor?” I asked.

 

“A straight razor shave is as close as you can shave. I can do your makeup with Dermablend to hide your beard line, but a straight shave first will make that job much easier.”

 

“I don’t want to wear makeup,” I protested.

 

Hannah patted my cheek. “I don’t care what you want, my little cum whore,” she told me. “This is about what Courtney and I want. And we’re going to make you our faggoty, cock-sucking, and cross-dressing bitch.”

 

Utterly deflated, I sat and let Hannah shave me. Once she was satisfied my face was as smooth as it could be, Hannah made me follow her to our bedroom and sit at Courtney’s vanity.

 

Courtney stretched luxuriously as I took my seat. “Good morning, my fag husband. Did you get your cum breakfast?”

 

“He swallowed both mine and his loads. What kind of man swallows a ladyboy’s cum, and then sucks himself off?” Hannah answered for me.

 

If the ground had opened up before me, I would gladly have jumped to my death.

 

“You made him suck himself off?” Courtney chortled. “Why didn’t you come and get me? I would have loved to see that!”

 

“I’m sure she’s up for another load, babe,” Hannah told her. “Look at the wet spot on the front of her briefs. The slut’s leaking precum already. Hang on. I’ll get him hard. Then we can double him over and let him blow himself.”

 

The constant changing of pronouns was confusing me. My head was being done in.

 

I hoped Hannah would blow me, but knowing she would feed me her ladyboy dick again, I waited for what was next. Sure enough, Hannah pulled her long thin todger out of her knickers and wiped the head across my lips. This act was humiliating enough. Worse, I eagerly opened my mouth and let her cock inside.

 

The fact that my brain rejoiced in feeling Hanna’s shemale dick hardening in my mouth only confirmed the two were right. I was a cock-sucking fag. Feeling my wiener hardening even faster than Hannah’s completed my subjugation. I wanted Hannah to cum in my mouth again. I wanted to taste her cock juice in the back of my throat and feel her slimy essence sliding down my throat. If that doesn’t make me a poof, I don’t know what does. Hannah held my ears and pounded down my throat. She didn’t last long.

 

“Fuck!” She groaned. “I think he might already be a better cocksucker than you, my little cunt meat. You better lift your game, or maybe I’ll take him as my lover, and we’ll make you our bitch.”

 

I swallowed Hannah’s load joyfully. What the fuck was wrong with me? I felt a surge of pride at being called a better cock sucker than my wife. Pulling her softening tool out of my mouth, Hannah ripped the skirt and briefs she had made me put on down and off.

 

“On your back, slut,” she ordered.

 

Once again, my ankles were hauled back over my head, and my knees were forced onto the bed beside my ears. The head of my cock was only bare inches short of my mouth.

 

“Suck, bitch,” Hannah said.

 

Tears of resignation pouring from my eyes, I tipped my head forward and took the head of my cock in my mouth.

 

“Fuck me!” Courtney exclaimed. “He can suck himself off. Well, I’ll be damned.”

 

“He doesn’t like to make himself cum, though. Stick your tongue in his ass, and he won’t be able to stop,” Hannah instructed.

 

Courtney’s moist warm tongue slid across my chocolate starfish. With a totally useless groan of denial, I came into my mouth again. I was getting used to the taste. It was almost like swallowing heated raw oysters.

 

“Time for your makeup lesson, bitch,” Hannah told me. “If you think I’m going to do it for you every time, better think again.

 

Hannah started with the Dermablend foundation. This foundation is really thick and covers men’s skin exceptionally well. It smooths out all of your little nicks and scars. It’s very good with acne scars, not that I had many of those. Once she had smoothed out my features, Hannah expertly blended blush along my cheekbones, jawline, and nose, softening my features and feminising my appearance.

 

Hannah used her blush brush to shade a curved line between my pecs, creating the illusion that my falsies were real. Hannah did my eyes. Skilfully, she outlined my eyes and shaded my lids in, making my eyes appear brighter and wider than they were.

 

Finishing by drawing a lip line 5 mm wider than my actual lips, she shaded them in with a dark red lipstick. To complete the look, she handed me a long, straight, honey-blonde wig. She had to show me how to put it on and adjust the clips so the wig would stay in place.

 

Courtney was watching, gobsmacked. “He actually looks quite pretty,” she mused. “If I were a lesbian, I’d probably go for him.”

 

I looked at myself in the mirror and I could barely recognise myself. I would not be winning any beauty contests, but I was at least a solid 6. With my long-toned body and lean features, I could easily have been a ‘butterface’ footy player’s slut. ‘Hot body, but her face, ahh well’.

 

Hannah handed me a V-neck stretch-cotton top to wear over my skirt. The V emphasised that it looked like I was a massively titted woman.

 

“With your ass and looking like you have a canyon of cleavage, there’s not a straight man on the planet who is looking at your face,” Hannah told me. “I’m driving, and you can blow me on the way to the waxing salon.”

 

Courtney handed me a pair of low-heeled strappy sandals. I never thought they would make women’s shoes in sizes big enough to fit my feet boats, but they do. I knew how badly fucked I was when I, without hesitation or being asked, handed Hannah the keys to my tinted windowed R8 and then got on my knees on the seat so that I could lean over the centre console, fish Hannah’s delicious, delicate ladyboy cock out of her jean shorts then happily suck it all the way to the waxing salon.

 

I was even disappointed when we got there without her cumming.

 

The woman who owned the salon was Isla, an old friend of Hannah’s. “This your latest fagboy toy, babe?” She asked.

 

I wanted to deny it, but the salon’s waiting room had full-length mirrors, and I caught sight of myself. Fuck, maybe I wasn’t a fag, but I sure as hell wasn’t masculine.

 

“What are we doing, honey?” Isla asked.

 

“Full service, please, babe,” Hannah answered. “Back, sack, and crack, then full frontal. We’ll finish with a full leg wax.”

 

She jerked her thumb in my direction. “He’s paying. Charge him plenty, cos he’s got plenty.”

 

“Come with me, fagboy,” Isla instructed.

 

Helpless to resist, I meekly followed Isla down a short hall and into one of the waxing rooms.

 

“Strip naked, then get on your stomach on the table, honey. You don’t want to piss Hannah off as I see she has got her favourite poof-making device with her. A zap to your balls will only make waxing an even more painful experience. Don’t worry, though. Once she’s finished with you, you won’t even remember you used to like pussy.”

 

I did as was told.

 

I have little hair on my upper back or shoulders, so that was a quick and relatively painless experience. I’m very hairy from the mid-back down, though, and my chest, stomach, and legs are a veritable forest.

 

Having my mid and lower back waxed was mostly pain-free. Having the hair ripped off my butt cheeks, ass crack, and perineum was fucking painful. Having my balls and the rest of my pubic area done was agonising.

 

Like many males these days, I already have my chest and stomach done regularly, so that didn’t hurt much. The armpits and the insides of my upper arms stung like a bitch, as did having the hair ripped from my inner thighs. The rest of my legs and my lower arms were merely uncomfortable, not painful.

 

Isla rubbed some soothing gel and moisturiser into my legs. Working upwards quickly, her hands soon rubbed the lotion on and around my balls and shaft. I like a wet hand job. It’s one of the things I love Courtney doing to me when she has her monthly break. I was hard in seconds.

 

“Very nice,” Isla hummed as my thick 7.5-inch dick rose to full form.

 

“I’ll french it for you,” she crooned. “But you have to return the favour.”

 

“Wha - what?” I asked, unsure of what she meant.

 

Isla straightened up, lifted her skirt above her hips, moved her thong aside and brought out her hardening 6-inch penis.

 

‘Fuck me,’ I thought. ‘Is every pretty girl I meet from now on going to be a fucking tranny?’

 

I didn’t hesitate, though. Before Isla even took me back in her hand, I gobbled her ladyboy cock down.

 

“Start without me, did you, sluts?” Hannah grumbled as she stepped into the room.

 

Hannah said to Isla, “Pull your stool over so you can feed your boy clitoris into his mouth as he’s lying down, you short ass.”

 

To me, she said, “On your back, you fag whore, I’m going to ream your ass again.”

 

Isla and I took the positions requested. I had a dick in my mouth, and Hannah was about to fuck me again. I couldn’t believe how aroused I was, how badly I needed to cum, and how much I wanted Isla’s shemale dick to spew cum into my mouth.

 

Isla wasn’t all that long, but the girth of her todger was enormous. It took some adjusting to let it slide safely over my gag reflex without wanting to hurl.

 

Both women were soon pounding into me, and I was fucking loving it!

 

“You are not to cum before I tell you that you can, slut, do you hear?”

 

Both Isla and I answered, “Yes, Mistress.”

 

“That was directed at fagboy here, honey,” Hannah told Isla. “You, my well-trained fairy, can cum as soon and as often as you want. Unload onto his face. He’ll look gorgeous walking through the shopping centre with cum dripping off his poof face.”

 

That cooled my ardour instantly, but having Hannah’s cock sliding over my prostate soon had me at a point where I couldn’t do anything but concentrate on not cumming before I was given permission. Desperate, I swirled my tongue around the glans of Isla’s penis and reached up to caress her smooth balls. I thought that if I could make her and Hannah cum, they would let me. To help, I clenched my anus ring hard down on Hannah’s shaft as she slid backwards out of my ass.

 

“Have a look at this slut, would ya?” Hannah groaned at Isla. “She’s only been taking a cock for 12 hours and already knows how to milk my dick. Are you ready to cum, baby girl? We’ll spunk on his face together.”

 

“Just about, Mistress Hannah,” Isla muttered as she face-fucked me vigorously. “Yes, right there, yes, tongue that. OMFG, I’m cumming!”

 

Both penises were withdrawn from my cavities simultaneously. Holding their shafts, both women pointed the eyes of their ladyboy wieners at my face, pumped their cocks and then unloaded all over my face.

 

My stomach was slapped. “Open wide, bitch, you should know that by now!”

 

Whimpering with my desperate need to cum, and my disgust at myself, I opened my mouth and accepted blast after blast into it. I don’t think the taste was getting any better. I just think I was getting accustomed to it.

 

I swallowed and then opened my mouth wide to show I had taken it all down.

 

“There’s a good cock-sucking fag slut.” Hannah told me.

 

Turning to Isla, she said, “Want to see just how big a poof slut this bitch is? Help me lift his legs over his head, and I’ll show you.”

 

I was forced to give myself another blowjob.

 

“Fuck, I wish I was long enough to do that!” Isla moaned in obvious lust. “I wouldn’t have to date fags or tranny chasers to get my daily blow job.”

 

 

“Get dressed, my little self-sucker,” Hannah compelled. “We’re going to Maccas for coffee, and then it’s time to head home so I can bang that gorgeous wife of yours again.”

 

I so did not want to leave that room, let alone walk through a mall full of people before waiting in line at Maccas for a coffee, but what choice did I have? Refuse and get my balls zapped until I did it anyway? Trying to keep my head down and look as unobtrusive as possible, I meekly followed two steps behind Hannah across the food hall and into McDonalds.

 

Even though I was trying to hide, many heads snapped around as they did a double-take to confirm what they had seen. A reasonably attractive girl, with a face full of cum, walking behind a stunningly beautiful woman.

 

‘If any of the club’s fans recognise me, my days as a professional footballer are over,’ I thought.

 

My face red, I stood meekly behind Hannah, waiting for her to order a coffee. It took Hannah three attempts before I realised she was talking to me.

 

“Tell the girl what coffee you want, you dumb slut. How many times do I have to tell you?”

 

Taking my arm, Hannah dragged me in front of the order taker.

 

“Flat white, two sugars, please,” I mumbled, looking at the floor.

 

“What size?”

 

“Ummm … medium, please,” I whispered, completely embarrassed.

 

“Look at the girl and thank her, Miss Slutty,” Hannah demanded.

 

“Thank you for the coffee,” I said, lifting my eyes to look at the poor woman.

 

The young thing manning the till blinked, her eyes widening, as she saw Hannah and Isla’s cum still dripping from my face.

 

“You’re welcome,” she managed.

 

“Are you over 18, little one?” Hannah asked.

 

“I turned 18 this month,” the girl answered.

 

Hannah gave her a business card. “If you’d like to experience something like that,” Hannah said, pointing at my face. “Call me. Do it. It will be fun.”

 

The girl smiled. “I just might do that, ahh, Miss Hannah,” she said, looking at the name on the card.

 

“You won’t be a virgin 15 minutes after you’ve called me and come over, honey.” Hannah purred.

 

The poor girl blushed even redder than I was.

 

“Okay,” she said. “Something to look forward to.”

 

Hannah said she was tired and needed a nap, so I could drive home. About 15 minutes later, we were there.

 

Courtney greeted Hannah with a passionate kiss. “I missed you, Mistress,” she told Hannah.

 

Turning to look at me, she asked, “Did the fagboy get all waxed off?”

 

“Yup, and a face full of cum from me and the waxer.”

 

Courtney pointed at me. “You, your mum’s taking the kids to the Gold Coast swimming for the day, and she’s going to have them for the rest of the weekend, so hurry to my bedroom and strip off. I want to see how you look hairless.”

 

I scurried inside, telling myself I was glad to be getting out of the women’s clothes I was in. I dropped everything I had onto the floor and caught sight of myself in the walk-in robe’s mirror. I couldn’t believe how I looked. Having no hair anywhere made me look younger than the 24 I was. Being waxed bare undeniably made me look feminine, except for the enormous cock.

 

I was curious to see what I’d look like without it, so I tucked my shaft and balls back between my thighs and squeezed them together.

 

If I had even the tiniest of breasts, I would look female, at least from the neck down.

 

Of course, Hannah and Courtney chose that moment to enter the room.

 

“Good to see you’re already beginning to accept your role, John. You’re going to make a delightful addition to my femmeboy slut stable. You’ll wonder why you thought you were a boy when Courtney and I have finished with you.”

 

I quickly spread my legs to let my cock and balls burst back into view. Unfortunately, my mind and body were betraying me again as I visibly preened under the praise, and my todger filled with blood and raised itself.

 

“Go shower, use the douche kit I’ve laid out for you, and make sure your ass and taint are meticulously clean. Once you’re done, come and put your makeup on. You need to practice. I’m going to fuck Courtney’s juicy pussy as you shower. Hurry back. You’ll want to swallow my load as a good fagboy should.”

 

Shoulders slumping, I headed for our en suite.

 

“Where are you going, my pooftah husband?” Courtney asked. “That’s Hannah and my shower. Yours is down the hall in your room.”

 

I turned to my wife, stricken. “You can’t just shove me aside like this, Courtney, please. We’ve been together forever, and you can’t push me aside for a shemale just like that.”

 

“How many sluts have you fucked during our marriage, John? How often have you embarrassed me by flirting with other women right before me? You even fucked my little sister twice, you fucking arsehole. I’ve stayed because you’re a good fuck, a good father, and for the sake of our children. But now it’s time for you to learn your role. You will stay my husband. We will remain married because it’s better for our children, but you’re never getting to fuck me or get pussy again. From now on, it’s all penises and ladyboy ass for you. Once your footy career is over, I may let you transition entirely to female, and we can fuck straight men together. Besides, you like it. Look at how hard your cock is.”

 

I couldn’t deny her assertion. As Courtney dominated me, a surge of arousal flooded through me. I wanted to serve my tiny, gorgeous wife and kneel at Hannah’s feet. God help me, but I wanted what these two had in store for me.

 

Except … Except, I didn’t want to be a pooftah. I didn’t want to be gay or suck men’s penises.

 

Sucking Hannah’s was one thing. She was like a woman with a built-in strap-on. Hannah was a gorgeous woman, and so was Isla. Men were … ick. I’d had many two-on-one and three-on-one sexual encounters whilst away with the team. When you’re spit-roasting, or double penetrating, some slut, some balls on balls, or shaft on shaft is inevitable, but I didn’t like it, did I?

 

Fuck! Now that I think about it, the orgasms I’d had when double-teaming some slag, with my balls grinding against a teammate’s and our cocks rubbing across the other’s with only the thin membrane between the woman’s vulva and anus separating us, were the best I’d had.

 

The best I’d had until Hannah had taken control of me.

 

Was she right? Was Courtney? Was I a closet queer? I didn’t think I was, but I knew, deep down, that I loved being forced into the feminine role.

 

Crying in despair, I took a shower. Before entering the shower, I carefully placed the wig on the Styrofoam head someone had provided. I even spent some time working the knots out and brushing it. Fuck! What is wrong with me?

 

I used the douche kit to ensure my anal passage was clean. I suspected Hannah would make me do ass to mouth today, so I wanted it to be as clean as possible.

 

When I returned to our bedroom, sigh, Courtney and Hannah’s bedroom, they were indulging in a classic 69. I watched, fascinated, with my big dick rapidly rising as Courtney easily allowed all of Hannah’s long, thin shemale penis to slide across her lips and down her throat.

 

Hannah had her index and middle fingers in Courtney’s cunt, and her third finger in Courtney’s ass. She was sucking and nipping at Courtney’s clitoris as she vigorously thrust her fingers in and out of Courtney’s ass and quim. As I watched, Courtney came. Her lady juices shot out of her pussy and onto Hannah’s tongue.

 

She had never squirted for me, ever.

 

Hannah lifted her head off Courtney’s clit long enough to instruct me to put my makeup on. Struggling to remember what Hannah had shown me, I tried to imitate how she had made me up.

 

I started with the foundation. The foundation matched the tan on the back of my right hand. Once I had covered my face and the front of my neck with foundation, I carefully shaded my cheekbones and jawline with blush.

 

Adding some lighter foundation along the outside of my nose and blending it into the blush thinned the appearance of my nose. Outlining my lips around 4 millimetres wider than my actual lip line gave them a fuller and plumper look.

 

Putting an almost bright white dab of eyeshadow in the inside corner of each eye before blending a dark brown to a light brown by the outer edge made my eyes appear wider and further apart than they were. Outlining my eyes with eyeliner brought the white of my eyes into starker relief and helped to make them appear even wider still.

 

Mascara on my lashes gave me a bolder and feminine look. I could paint my eyebrows in such a way as to make them appear to arch higher and more sharply than they did. I turned to the bed in time for Hannah to demand I get on my knees to accept her latest load. I was quickly on my knees beside the bed. Hannah shoved all 8-inches brutally down my throat before holding the back of my head firmly against her pelvis as she spat load after load down my throat.

 

To my horror, I was rock fucking hard again.

 

After she had filled my stomach with her cum, Hannah noticed my extreme erection. “He’s been a good girl, honey. I think you should slip a finger in his ass and blow him until he cums,” she said to Courtney.

 

Courtney complied. Her mouth on my rampant todger was just as exquisite as it had always been.

 

Groaning, I reached the point of no return and dared to place my hands on her head as I began to orgasm. Just as I was about to cum, Hannah pushed Courtney aside and banged the heel of her palm into my balls. I still came, but the orgasm was ruined. I was in so much pain that the relief of cumming was about 98% dispelled.

 

“You don’t get to touch your wife without express permission from me or her, bitch. Do I make myself clear?” Hannah snarled.

 

“Yes, Mistress,” I moaned in agony.

 

“Would you like to cum properly, my submissive, cock-sucking pet?” Hannah asked.

 

Knowing what would happen, I shook my head. “No, thank you, Mistress.”

 

“Too bad, on the bed and on your back, slut.”

 

I was made to suck myself off again. Nobody had to help. That’s how pathetic I had become.

 

“Go wash your face and try again, you miserable worm. Your makeup skills are wanting.”

 

I looked in the mirror. I thought my efforts had closely matched Hannah’s, but what could I do? I didn’t dare take the cuff around my balls off as I couldn’t afford for the recordings to get out.

 

Resigned to my fate, I returned to the bathroom in my en suite and started again.

 

When I returned to the bedroom, Courtney was riding Hannah reverse cowgirl. Her hands were crossed, resting on Hannah’s thighs just above her knees, as she moved up and down Hannah’s long ladyboy cock. Her eyes were closed, and she was about to cum.

 

Courtney came again with a deeply satisfied groan, squirting juices all over Hannah’s delicate lady balls.

 

Hannah slapped Courtney’s ass to make her get off. “On your knees, slut,” she said to me. “Swallow my gift.”

 

I took Hannah’s slim penis in my mouth just in time to receive another 4 or 5 squirts of her juice.

 

Finishing, Hannah looked at my face. “Almost, go try again. This time, make the blend line a little less distinct. It should look like a natural shadow, not a defined line.”

 

About 30 minutes later, I returned to the girl’s bedroom. Hannah was on her back with Courtney cuddled against her right breast, napping. Courtney’s lips were close to Hannah’s nipple, and her hand was on Hannah’s dick. Courtney had a small, satisfied smile on her lips.

 

They both looked so sexily beautiful my cock rose. Hannah noticed. “The box of tissues is just there. You can wank yourself off if you want.”

 

I took myself in hand. It didn’t take long, as they were both so damned sexy. But just as I reached my pinnacle, Hannah sat quickly up, dislodging Courtney, then banged me in my balls again.

 

Another ruined orgasm ensued. She didn’t even allow me to suck myself off.

 

“Very good, slut. See if you can repeat this look.

 

In resignation, I dragged my sorry ass back to the bathroom. It took me another 30 minutes to recreate the look Hannah wanted. It was now dark outside. I’d spent part of the morning, and all of the afternoon, being subjugated. It felt much longer.

 

 

 

 

 

Chapter 04: The First Saturday Night.

 

When I got back to what used to be my bedroom, the girls were chatting and laughing animatedly. They were getting ready to go out.

 

“Go choose your outfit, my cock-sucking queer boy,” Hannah told me. “We’re booked at Daniel’s Steakhouse for 7.00 pm.”

 

Daniel’s was my and Courtney’s favourite restaurant. Both the owner and the manager knew us personally.

 

“I can’t go there looking like this,” I protested. “Fuck me. The owner is the biggest gossip in town. Everybody will know by tomorrow morning.”