I was now twenty-three, had left university, and had found a job in the city. My retired parents had bought a second home in the countryside, where they spent most of their time. This meant I would often have weeks alone back home in London, giving me the freedom to dress as Sissy Ami for almost all my private time.

Every evening, I would get home from work, strip down to the panties I had been wearing underneath my men's office wear and put on a mini dress or another skimpy outfit. I had even bought an array of girls' pyjamas. My favourite one to sleep in was a night blue silk nightie. It covered about half my thighs. Often, when in bed, I would pull it up to have a look at my locked clitty.

After being used by Corporate John, my mum had found the metal ring that was the base of my old chastity cage. I had managed to convince her that a pipe in the plumbing had come loose, and the ring had fallen off. When the plumber came around and couldn't find any issues with the house, he left with that part of my chastity cage. Needless to say, I bought myself a new one immediately. This one was made of pink hard plastic. It was a much more elegant design as the lock was built into the frame. I only ever took it off to shower or if I was going for long runs.

In the eighteen months since I had been wearing my new pink chastity cage, I had managed to go down two cock and ball ring sizes. When looking at myself in the mirror, I used to think that my clitty really did look puny now. I prided myself on my legs, ass, and abs, all of which were very toned from all the exercise I had been doing.

I had also started growing my hair out. It reached the bottom of my neck, and on the weekends, when I practised my makeup skills, I often thought I looked like a real woman without the need to put my wig on anymore. 

Whenever I ran home from the office after work, my female colleagues often complimented me on how toned my legs were. Sometimes, they would joke about how short and revealing my running shorts were. I kind of liked how they joked about the shorts. I even spied one of my company directors occasionally checking out my hairless legs and tushy in my running shorts.

Most weekends, I would get home on a Friday night and spend the entire weekend dressed as Sissy Ami, watching sissy pornos, practising my BJ skills and fucking myself with either my 7-inch dildo or my 9.5-inch black dildo. I had stopped posting adverts on Craigslist as I found the number of people responding had steadily been declining. Instead, I downloaded Grindr on my phone. I loved messaging guys on there. I used to get such a thrill teasing horny men on there by sending them photos of me dressed up in sexy outfits, showing them my butt-plug-stuffed ass or even photos of me riding one of my dildos.

One such Saturday, I was scrolling through Grindr when I saw a familiar face. There was a man on there who looked like the rugby lad my ex-girlfriend, Emily, had cuckolded me with before completely breaking up with me and going out with him.

I sent him a message saying, "Hey, I saw your profile and thought you looked hot. I'd love to know a bit more about such a handsome man like you. What sort of thing are you into? Ami xxx"

The rugby lad came back immediately, "Hi Ami, thank you. Your profile photo looks hot, too. Do you have any other snaps so I can get a better look at a girl like you? I finished university about a year ago and am working full-time now. I play rugby to quite a high standard on the weekends. I have a girlfriend whom I met whilst at uni. She is lovely, but I'm starting to get a little bored of her now. I have cuckolded before, where I have been the bull. It's actually how I met my current girlfriend. I'm looking for a girly boy to experiment with. I am only interested in giving. Not receiving. Will x"

I read Will's response and thought to myself, could this be the rugby lad whose cum my Ex, Emily, used to make me eat out her pussy? Will would be the right age, and he said he played rugby. I wanted to check a bit more to confirm if he was who I thought he was.

I responded a few minutes later, "Hi Will, you sound like a real man's man. What uni did you go to? That is hot cucking other men! Well, it's good you found me as I only like receiving. I'm a sissy girl who loves servicing strong men. Ami xxx"

I took a few selfies of myself with my tongue stuck out, looking down on my body in a burgundy halter neck dress, with a deep plunge revealing my toned stomach. The plunge was held tight by a few strings of diamantes. The bottom of the dress barely covered my locked clitty. Once I got a photo I liked, I sent it to Will.

He responded immediately, "I studied in Loughborough. Yeah, I got a real kick of filling up this girl with my loads, knowing she was feeding them to her boyfriend at the time whilst he was wearing her panties. I loved the knowledge that I was cutting a weak boy out of being able to fuck girls. You look saucy, Ami! Do you have any more revealing photos you could show me? Will"

We had gone to the same university. Oh my God. Will was definitely the rugby lad who Emily had cuckolded me with. I thought for a while: should I cut off messaging Will? Half of me knew it was the sensible thing. But the impulsive half of me wanted to see what was so impressive about Will that Emily had cucked me with him and then moved on to going out with him.

Curiosity got the better of me, so I went back to him, "God, you sound so sexy. I would love to taste your cum in real life. Do you want to come round mine and do all the things your girlfriend won't let you do, to me?"

I also sent him a photo I already had saved in my phone of me bent over wearing fishnet stockings and a suspender belt. You could see my clitty, locked in the pink chastity cage, dangling, and my hairless asshole pointing up towards the sky.

I didn't get a response for fifteen minutes. Then, finally, I received a photo back from Will. He had taken it looking down on his meaty uncircumcised cock, and beneath it, I could see a puddle of semen on the floor.

He followed up by saying, "Damn girl, you sure know how to get a man excited! I'd love to come over and feed you my schlong. I am free tomorrow afternoon. Got a rugby match in the morning, but can I come around after then? Send me a face pic first, though. Not of you dolled up. I wanna see what you look like normally."

Crap, he wanted to see my face. What if he recognised who I was? Would he tell Emily? On the one hand, I risked him revealing to my Ex, the sissy slut I had become. But on the other hand, I hadn't been fucked by a man in eighteen months, and his cock looked so meaty and delicious.

I decided to gamble and sent him a photo of my face along with the address to my parent's house with the following, "I'd love to worship your schlong in any way I can and prove sissy girls are way better in bed than real girls. Yes, come over whenever you want tomorrow. I promise to make it worth your while ;) Sissy Ami xxx"

I waited and didn't get a response. Fuck, I thought, he and Emily were definitely laughing over the photos I had sent and what I had become. What if they had decided to share the photos proving I was a sissy cross-dresser with friends?

Finally, after two hours, Will responded, "I know you! You’re Emily's cucky Ex! I knew from the stories she told about you lapping my seed out her ravaged pussy whilst wearing her panties you couldn't have been a real man. Don't worry; your secret is safe with me as long as you satisfy all my needs. I'll be around yours tomorrow at 3 pm."

I was discovered by Will, the rugby lad. But I didn't care. The prospect of whoring my ass out to keep my cross-dressing secret going was causing my clitty to strain against the pink chastity cage. The rest of the day was spent playing with myself and fantasising about Will. 

The next day, I woke up and got myself ready. Once I had shaved, showered, douched and applied my makeup, I plugged my ass up with my favourite bejewelled metal butt plug. Next, I found a pair of red lacy panties to put on. They had been the first pair Emily had forced me to wear whilst eating Will's load out of her. I pulled them over my ass and locked clitty, staring in the mirror. Inspecting my body, I thought the panties looked way better on me than they had on Emily. Finally, I pulled on a white polka dot mini dress that hugged my slim torso but frilled out around my ass. 

I started going through my lingerie collection, trying to find the perfect outfit to wear for Will. I had bought a crotchless lace body a while back that I was saving for a special occasion that I thought would work perfectly with some hold-up stockings. I laid them out on the bed for later and went downstairs to watch some sissy porn to get me in the mood for what the afternoon had in store.

Around 2 pm, the doorbell rang. I wasn't expecting anyone yet and certainly wasn't going to open the door dressed as Ami to an unknown person on the street. So, I paused the sissy porn and stayed quiet and hoping whoever rang would move on. The doorbell rang again. Who could it be?

Then I got a message from Will, "Hey, I was done at the rugby club early, so I figured I would head straight to yours. Are you gonna let me in, or do I need to show Emily the photos of the sissy you have become? W".

I went to let him in. Will stood at 6 foot 5 inches, with broad shoulders. He was still wearing his rugby gear and was caked in mud. He inspected me up and down and let out, "Who would have thought a bitch boi like you could become some a pretty girl."

"Thanks," I replied smiling, "Not too bad yourself."

"I need to have a shower before we get going. Do you mind if I use yours?" Will asked.

"Not at all."

I turned around and guided him upstairs. I could feel his eyes staring at my ass, trying to get a view under the bottom hemline of the polka dot mini dress I was wearing. It was so sexy thinking about what I was gonna do to my ex-girlfriend's current boyfriend.

Once in the bathroom, Will stripped naked and walked into the shower. I was just about to leave when he turned around and asked, "Hey, I'm gonna need some assistance in here. Can you clean me?"

"Sure, I'm happy to help in whatever way you desire." I smiled back.

I then peeled my polka dot mini dress off my shoulders and let it drop to the ground, leaving me standing just in Emily’s red lacy panties.

"Cute panties, bitch boi." Will smirked.

Did he recognise they were Emily's from back in the day? I stepped out of them. Now, I was completely naked, standing in front of Will with my pink chastity cage on. I stepped into the shower, feeling the hot water falling on our bodies. I was standing inches away from him now. Both of us were completely naked. I felt tiny in his presence. I got the shower gel out and started cleaning the mud from his legs. They were solid and made of pure muscle. I wanted to tease him a little, so I made sure to ignore his flaccid penis. Next, I scrubbed his arms. Once they were clean, I moved on to his body. Rubbing my hands along his rock-hard abs. Will was the epitome of what a man should look like. The thought of servicing him was so degrading, but it was also getting me excited.

I could feel my little clitty jumping around in excitement behind the pink cage I was wearing. Will must have noticed, as just then, his flaccid cock was becoming a semi. I wrapped my hand around it and slowly caressed it whilst looking up into Will's eyes. With the shower water helping to lubricate my hand, I was slowly working my way up and down his semi-hard shaft. I could feel him getting harder now, so my other hand joined in. I now had my two hands on his pole, working it and getting him harder. Will leant forward and kissed me on my lips. This was the first time I had ever kissed another man. It felt amazing, I could feel butterflies in my stomach, and it was making me so horny.

Evidently, it was making Will horny too. His cock was now rock hard. I got onto my knees, wrapped my lips around the top of his cock and started bobbing up and down his shaft whilst still working both my hands in the opposite direction on his pole and maintaining eye contact. The hot shower water falling on us was adding to the steaminess of what was going on. I couldn't have been sucking his cock for more than two minutes before he said he was about to cum.

I stopped moving my head and just held his tip in my mouth, whilst at the same time, I picked up the pace of my hands wanking off his schlong. Will's legs started to tense up. He lent one hand against the wall and another against the glass shower door, then let out a deep grunt. His seed shot into my mouth. I had tasted his cum second-hand way back at uni when Emily used to make me clean her pussy out after he had pumped her full. But this tasted way better. His fresh spunk was hot, silky and thick in my mouth, coating all my teeth and tongue. His body had now recovered from his orgasm, and I was sucking his tip dry. I pulled my mouth away and opened it so he could see my mouth full of his seed. I closed it to swallow and then reopened it to show him what I had done. 

Looking down at me, Will smiled, "Good girl. Why don't you go get yourself ready for me? I'll be a few more minutes in here."

I nodded at him and stood up to leave. Just as I was walking out of the shower, he slapped my ass, making me jump. 

Back in my bedroom, I picked up the black lace crotchless body lying on my bed and started putting it on. At the bottom of it, my pink-locked clitty pocked out of it. I made sure to line the back of it up with my ass cheeks, ensuring the butt plug I had inserted when I first woke up was visible. I pulled the rest of it up my body. At the top of my back, there was some lace which connected to two over-the-shoulder straps which connected to the front. I pulled the straps on and inspected myself in the mirror. The front had a deep plunge at the chest, which would have shown off my cleavage had I had any. Next, I pulled on the hold-up stockings. I quickly applied some more mascara and topped my red lipstick, then got onto the bed and waited for Will. 

I lay on my side, trying to look as seductive as possible. I heard Will shutting off the shower. Then, a few moments later, he walked into my room. His hair was all ruffled from towelling it dry, his bare chest and abs looked clean, and he had a towel wrapped around his waist. I thought I could see the beginning of a new bulge in his crotch. 

Still wearing the towel, Will lay down on the bed next to me. I smiled as I reached under it and grabbed hold of his semi. I tugged at it gently before unwrapping his body from the towel. I adjusted my position, so I was laying belly down at a right angle to him and continued playing with his growing cock in my hands. I spat on it and then took him in my mouth. I enjoyed the sensation of his cock getting harder and harder in my mouth. I started feeling him pocking down my throat. 

I needed to reset myself, so pulled off his fully erected cock, making sure to blubber as much saliva as possible when I came up for air. I wrapped both my hands around the base of his shaft and his balls before plunging my head back down to the base of cock. I held my head there for a second before releasing and coming back up to his tip, making sure my lips were perfectly wrapped around him. Then I went all the way back down. I felt Will's hand crawl down my lace-covered back until he found the crotch hole in my body. I could feel his fingers fondling towards my sissy hole until they hit the metal butt plug already inserted up there. 

I was concentrating on ploughing his meaty shaft with my mouth when I heard Will remark, "You slutty bitch boi."

Next, I felt him remove the plug. I was still working my head up and down his cock when I felt it pop out. Almost immediately, Will rammed the plug back into my ass. The sensation sent tingles into my locked clitty. He started fucking me with my metal plug. It felt so good, so I started moaning. My head was still bobbing up and down, so whenever I moaned, I let out a dribble of my spit down his shaft onto his balls. 

We continued pleasuring each other for a while. Will shoved the plug back into my sissy hole before pushing me off his cock. He stood up and instructed me to lay on my back. Towering above me, he lowered his slobbery nuts into my mouth. I sucked on them, collecting all the saliva I had drooled onto them earlier before he popped them out away from me. I lay in blissful happiness, looking up at Will whilst I waited. He came back down again, this time lining his meaty uncircumcised cock up with my mouth. He started thrusting slowly, just in my mouth, before he built up momentum. Will was now forcing his thick rod down my throat. I could feel his balls pressing up against my nose and cheeks. I loved feeling like a slutty girl, who was being degraded by such a strong man, thinking he was doing all the depraved things he wanted to my body, with the knowledge his girlfriend Emily, my Ex, wasn't woman enough to let herself be used like this.

Will kept ploughing my face, smacking his balls against it, before he withdrew his raging cock from my mouth. My mouth erupted in saliva all over my face. It had gotten into my eyes, and I couldn't see properly. I felt Will lowering part of himself onto my face again. When he was only a few inches away, I realised his sweaty asshole was above my mouth. He grabbed me by my hair and shoved my face in there. I was in a moment of daze before I realised what he wanted me to do. I stuck my tongue out and started rimming his ass. 

"Good dirty girl. Now clean it good," I heard him moan.

I couldn't say how long Will had been sitting on my face, but by the time he was done, it must have been the cleanest part of his body.

Still sitting on my face, I heard Will say something about wanting to try fucking someone in the ass and making a joke about his first anal fuck would be Emily's Sissy Ex. 

He stood up and went around to my clitty and ass. He picked my stocking-covered legs up and placed each one on his shoulders. Took one look at my puny clitty locked away in the pink cage and spat on it. 

"You won't be needing that anymore," he muttered.

I felt his hand yanking out the metal plug from my ass before shoving it in my mouth. I had never tasted my ass juice before, and I have to say I was pleasantly surprised. I could feel him lubing up my sissy hole and his meaty cock. His head was pressing up against my ass, forcefully working his way in. I was completely pinned underneath him and had nowhere to move to reduce the pain from him working his way into and stretching my hole out. I let out a whelp of pain, but it was muffled by the used butt plug he had put in my mouth for safekeeping. 

He was now all the way in, with his pelvis pressed firmly against my ass. He leaned forward, stretching my legs, which were still on top of his shoulders, took the plug out my mouth and kissed me. He lay on top of my contorted body, kissing me until the pain of having had my ass stretched out so quickly had subsided. I felt so girly being passionately kissed by a man whilst he had me impaled on his meaty schlong.

Will had begun thrusting in and out of my ass, seemingly bouncing off my ass cheeks. It felt so good, and I was in complete ecstasy from his rod massaging my prostate. He had stopped kissing me and was concentrating on pile-driving my ass harder and faster. 

Finally, he popped his big dick out of me, lay on the bed and blurted out, "Goarrr, you've made me work up a sweat. I'm exhausted. Why don't you hop on top and show me what skills you’ve got, girl."

I was looking at his raging cock and realised he hadn't been wearing a condom. Will had been fucking me bareback. I shouldn't have been surprised, as he had always refused to wear one for Emily when he was cucking me. I figured I couldn't get pregnant, so facing him, I crawled on top and lowered my sissy ass onto his pole until I had taken his full length in my ass. It felt so good to be filled up by him. Suddenly he whacked me in my balls and locked clitty. 

"Turn around, bitch boi. I don't want to see that. Show me your fine ass as you work your magic," Will growled. 

It hurt so much being hit in the balls whilst I was impaled on his schlong. I had to hold back tears as I rotated myself around on his pole. I was now facing away from Will, with both my knees on either side of his legs, facing away from him and buttle butt perched on top of his crotch.

I started slowly lifting my ass up and down his schlong, making sure to exaggerate the movement of my tushy. I could hear Will groaning about how my ass felt way better than Emily's pussy. This was all the encouragement I needed as I picked up the pace. Pretty soon, I was twerking my tushy on his rock-hard meaty cock. I could feel his hands squeezing my juicy cheeks, all the while, I was thrusting myself up and down. Finally, I could feel his hands grab hold of the lacy body I was wearing at the small of my back as he started shoving my body down hard on his cock. He had begun thrusting upwards now, too. We continued franticly fucking each other. I could feel his already rock-hard cock growing in my ass and becoming stiffer. 

"I'm gonna cum, girl," Will shouted as he slammed me down onto his thick schlong one final time. 

I could feel his cock twitching in my ass as he shot rope after rope of semen deep into my ass. We both collapsed, trying to catch our breath. He had stopped cumming now, but I could still feel his hard schlong pressing against my prostate. It felt so good, so I just lay there enjoying the sensation.

After a minute, I could feel him getting softer and shrinking inside of me. Finally, he popped out of my ass. I turned around to have a look at him and saw his cummy-shrivelled penis. All his semen, my ass juice and the lube he had used had fallen out of me when he took his cock out and had landed in a puddle in and around his now flaccid cock. I immediately buried my head down there and drank up all the juices.

"Damn girl, you’re a true cum crazed whore," Will remarked.

Once I had cleaned him up, he pulled his clothes on as I wrapped a silk kimono around my used body, and I walked him downstairs.

"Ami, you were a great fuck. So filthy and cum hungry. I don't think I have ever met anyone quite like you," Will congratulated me, "You're a way better lay than Emily. That's for sure."

That was all the compliment I needed. 

"Awww, thanks. Please do tell Emily I said hi," I responded as I waved Will, the rugby lad, off. 

I locked the door and looked at my used body in the mirror. Will had turned me into a mess. But most importantly, I had found out I was a better fuck than my ex-girlfriend, Emily.