Femboi Saves The World

So, it all started about a year ago, I am a 26 yo white male 6ft 170 lbs athletic in shape dude with an 8.5” cut cock good looking brown hair, and eyes. One Thursday I had to go to one of the big box home reno stores in my city in Ontario Canada. Browsing around the BBQ section a young feminine voice said behind me, “Sir can I help you with anything at all?” I turned and saw these beautiful soft blue eyes and soft puppy face of a young person about 20 yo with shoulder-length brown hair parted at the side in a lady-like cut with gorgeous white teeth and a smile. At first glance, I was not sure if they were male or female, either way very hot!

I said “Oh hi…um…Yeah I am looking for a new BBQ for my condo balcony.

The rep replied, “Oh well we have many as pointed to them,” as I saw these long lean hands with neatly trimmed manicured fingers painted with Red and Black polish.

Immediately I said, “Wow I love your nail polish,”…he/she blushed

“Thanks…great that strangers love it, but my parents chastise me all about it each day,” in reply.

I said, ”Oh no …I am so sorry…do you identify as male or female or Non-Binary?” I asked.

In response, “Well, I am what you call a “FEMBOY ”, my name is Josia, but you can call me Josh.”

I smiled and said, “Great to meet you, Josh, you are a hot-looking gorgeous Femboy!” I could feel my cock stirring, as he reached out to shake my hand with that incredible youthful sweet smile just blushing and beaming from my compliment…it was like electricity as we touched in the handshake, as his fingers gently traced my hand and palm. I felt a squirt of precum drip from my cock which was at half-mast by now puffing out my jeans.

Josh said, “Wow…Thanks…and your name is hot handsome is it?

I giggled in reply, “Oh, my name is Taylor,” as he continued to shake my hand seductively with a smirking bashful demeanor. We chatted some more about the BBQs, and I finally picked one.

I said, “I will need assembly at my condo?”

Josh replied, “Well it is a total rip-off for $100, but I do it secretly on the side for $60.”

I and my dick perked up, ”Oh, Ok… well let me buy it and get it home and we will touch base later, ok?”

Josh replied, “I am looking very forward to it Taylor.”

We exchanged cell phone numbers and as I was putting my phone back in the side holster, I dropped my keys. I bent down to grab them from the floor and looked straight at Josh’s crotch which was sporting a major hard cock through his work shorts and apron, with a noticeable wet spot at the peak. I gasped and stood up as Josh giggled and said,

“Sorry, but you’re such a very nice man and I would love to get to know you better?” (As he seductively licked his lips.

I responded grinning, ”Well, I will call you tonight to arrange the BBQ set up, ok Josh?”

He answered emphatically, “Yes, please Taylor, anytime after 6 PM works.”

“Great Josh, we will chat and lots more then!” He waved goodbye grinning from ear to ear after helping me pay and load the BBQ in my white Lexus SUV.

I got the BBQ up to the 40th-floor penthouse where my condo is and placed it out on the balcony. Still thinking about this hot Femboy, my cock was like a faucet dripping and constantly straining at my H-string and white shorts!

At about 5 PM they issued a severe storm warning, so I went and covered the BBQ up with a tarp and my dumbbells from my weights bench. It was a large very nice penthouse balcony, about 12 X 30 with a hot tub and exercise crap, weights, and lots of comfy patio furniture, great for nude sunbathing I do regularly.

About 530pm my cell rang, and it said Josh, …well I thought he was a bit early but anxious ok?

I said, ”Hi Josh,” He replied in a crying sobbing voice, “Hi Taylor can you please come pick me up right away?”

I answered, “Sure… what’s wrong, and where I asked?

Josh said, “I’ll tell you later, but I am at the Star Bucks at King & Dundas.”

I replied, “OK I am on my way… remember my SUV is the White Lexus.”

Josh said, ”OK, but please hurry,” he said sniffling.

 

As I pulled out of my building parking garage the sky opened, and it poured a heavy severe down pore! I had to drive slower but was anxious to get to Josh. As I pulled into the Star Bucks, he came running across the parking lot getting completely soaked like a sad but adorable very hot wet puppy dog. He hopped in on my leather seat and quickly shut the door, reached over, and gave me a hug kissing my cheek and rubbing my inner thigh up to my hardening cock and whipped away his sobbing tears on my leg running his hand under the end of my shorts to dry his face. Fuck I wanted to pull in a spot and let him suck me off right there, but decided it best to get him back to my place.

He said, “You know as a Femboy that we love and are absolutely obsessed with anal penetration and sex with older men?”

I cleared my throat as my cock went to max hardness, “Yes, Josh I was hoping you do, and I am Bi-Sexual and also love anal penetration and all sorts of ass play and crazy kinky sex, but I have had more sex with men than with women…I am drug and disease free and trust you are too, So now that that is out of the way what the fuck happened?”

Josh with a big sigh replied, “Well after meeting your hotness at work, I was obviously horny as fuck, so before my mom got home (or so I thought), I decided to ride my secret 11” cut thick dildo. Just as I was…I was about to cum Jerking my cock with the dildo balls deep, the fucking cunt bitch opened the door to my room and screamed, “Faggot…Faggot get the fuck out of here Faggot!”

Josh continues, “So, I pulled the dildo out of my ass lightly shit covered, and threw it at her hitting her in the face as she ran down the hall and locked herself in her bedroom screaming at my father about me,”...I grabbed and put on my clothes and duffle bagged my prized few valuables, ID, and stuff, and fav clothes, and ran out of the house here to Star Bucks and called you…and here we are.”

“Oh, Josh,” I said, “I am so very very sorry, but let’s get you back to my place and we can clean up and chat and don’t think we will worry about the BBQ tonight.”

Josh replied, “That sounds really really nice Taylor,” as he kept rubbing my inner thigh hitting the tip of my busting cock and tickling my swelling balls. I could see he was even more tented than in the store and kept touching his nice package through his shorts.

We got back to my place up the elevator, thankfully suppertime, so no one was around to see our bulges and wet spots…course Josh being soaked was like a wet pant contest for hot teen Femboys, not leaving much to the imagination with his perfect lean lightly sculpted hairless body. Josh was in awe of my building and condo as it was very luxurious, he said, “Wow,” looking around and staring at my raging cock in my shorts, “it’s so much bigger than mine….I mean my place,” he giggled.

I have 4 bedrooms and 3 full bathrooms, about 3000 Ft2. We got in and took our shoes off, I said,

“Josh… let’s get you out of those wet clothes,”

He said, “Yes, I think that is a very good idea.”

I replied, “OK, you stay here in the great room, and I will go grab you a robe to get from here to the shower.” I came back with the robe and Josh was standing there with his beautiful long wet brown hair pushed back over his gorgeous face, blue eyes, and soft pink perfect lips! He was completely naked and had a raging 7”+ cut cock hard-on gorgeous… perfect!

Seriously in a model seductive pose, he said, ”Sorry every time I am naked in front of anyone, my cock gets raging hard!

I said,” Oh fuck Josh you are so beautiful, and it is awesomely normal.”

 At that instance, I dumped the robe, threw, off my shirt, shoes, sock, and shorts, and pulled down my cum soaked H string causing my 8.5” cock to spring up casting a line of precum all over Josh’s stomach and steel cock.

I said, “See… happens to me too,” as more precum dripped Josh reached out and took his hand and fingers and wiped it from his stomach and the tip of my cock and then put his entire fingers in his mouth and licked them clean moaning. In an instant, Josh ran to my arms and gave me a huge hug and stuck his tongue deep in my throat swirling and licking the inside clean, as our dripping cocks pressed into each other.

He exclaimed. “Thanks, Taylor you are the best, and boy you have a beautiful huge cock, and taste so sweet…I am dying to have you breed my cunt!”

I responded, “Josh, would you like to shower and warm up to start?”

Josh answered, “Yes let's get to it you hot stud!”

I enquired, “Josh how old are you?”

He replied, “I just turned a very horny 19 about 2 weeks ago.”

I laughed and said, “OK I am 26, and anything that happens here stays here, and you can say stop and say no at any time.”

Josh anxiously answered, “I know we only met today Taylor, but there is a crazy trust lust and incredible attraction I have to you…I am anxious to engage in lots of kinky femboy-breeding sex with you! I am an anal virgin (except for my dildo) and have only sucked a few cocks and had mine sucked by a few high school dudes. I am very inexperienced and need a trusting teacher…will you please teach me Taylor how to bottom with a real big cock like yours?” he asked.

I replied, “Yes, Josh, I will show you the depths of deep anal pleasure that you have never heard of or dreamed about, ok?

Josh joyfully responded, “Yes, Taylor, I want it all, please do it all to me, I beg you, pound and break my Femboy pussy!

I grabbed Josh’s hand and led him back to my master bedroom shower, as I have a huge 8X8 walkin with clear plexiglass walls, and built-in cedar benches bolted and covered with leather cushions. Josh was admiring all the BDSM artwork and erotic paintings and pictures I had. I walked in first to regulate the water when I felt his hard 7”+ cock press against my back with huge drizzling precum flowing. As I turned around, he stuck his tongue deep in my mouth with a deep tongue-dancing kiss…I thought I was going to shoot right there on his stomach again. Josh got down on his knees and sucked and licked all my precum up and down all over my exploding cock. I then returned the favor to him without us blowing a major cum yet. We parted and I turned on all the shower heads, grabbed the soap, and we started soaping each other’s bodies, cocks, and assholes.

Josh asked, “What is that?” pointing to my anal douche nozzle.

I replied, “Well, that is my anal douche so that when I am receiving anal sex or huge toys, or fists I am clean inside.”

With dinner plate eyes, “You can take a fist?” Josh excitedly asked.

I replied, “Yes, I can take 2 fists in fact at the same time!”

Josh sighed, “Oh wow, holy fuck… will you teach me …then in a subdued puppy voice he said… Master Taylor,” and giggled.

I smiled, “Yes, Josh, I will teach you; it will take some time, but I will teach you to experience and share anal pleasure like you never imagined!”

Josh stated, “Yes, I want it all Master, ALL of it break, my cunt so your entire head can go up me…until I burst!” he roared. He is so cute!!!

I said, “We will sometimes switch the Master roles, OK?”

“Sure sub-Taylor,.. sounds like Femboy fucking bussy/anal heaven to me!”

I began, “Ok…first thing is we must not ever be embarrassed about bodily fluid or waste, you see it is just food and water in its final form and you will never worry about the smell or appearance of any of it, and no matter how gross you are worried, it is part of our play just like lubed toys cock’s fists… do you understand Josh?

Josh answered, “Yes, Master Taylor, I understand, and the thought of pissing and shit with you is really fucking turning me on even more!”

I said,” I have a second nozzle over here at this dual shower head, and you can see I have huge drains and tonnes of soap, cleansers, and the most powerful fans. This container here is special coco oil blend anal lube made from organic coconut oil to soothe and relax the rectum and colon. First, I will play with your anus to relax you.”

 Josh answered, “Yes Master… for sure!” He was mischievously smirking as we both had strings of precum-like webs all over us!

I took some coconut oil and pressed on Josh’s beautiful pink hole.

I inquired, ”Josh, how wide is your dildo at home?”  

Josh Answers, “Well, I am sad to say my dildo which is almost 9” in circumference so about 2.75” wide and 11 inches long, but I can get it balls deep. I still need to jerk my cock to cum, but I love it, and earlier there was just a bit of shit on it when I threw it at mom,” as he giggles again!

I said, “Ok good that is a good size you are at for your age, but we are going to go much much bigger.”

Josh swallowed, and said, “I know I will do anything to please you, Master Taylor.”

I said, “Just relax, breathe and enjoy it, I know what I am doing and promise never to hurt you.”

As I was rubbing the sweet pink slightly pre-sloppy hole, all seemed very clean. I brought my tongue to his anus…he gasped and tightened but really started to moan and get into it with his cute little ass cheeks twisting around my probing tongue and face on his anus for several minutes, as he dripped steady strings. I told him to lean on the cedar bench in the shower and lift one leg up. I lubed up the douche nozzle that was butt plugged shaped and with a low warm flow slowly inserted the nozzle in Josh’s anus and a bit deeper into his rectum. It is about 2.0”s wide by 12”’s. Suddenly, he started to moan like a hot bitch in heat and blew a load of cum as he shot out light brown water with a few bits of nice solid shit. I did it again and again as more cum came out with a big nice solid log of shit and keep doing this until the water was all crystal clear, and he was loving it!

Josh said, “I am so sorry,” as he turned his eyes to his feces near the drain. I said sternly, NO JOSH!… No this is what we both want, so no embarrassment whatsoever! I hosed his shit down the drain with cleanser and asked him to come over the drain and squat as the final clear water ran out.

Josh said, “Fuck Master this really got me horny as fuck, and I feel so open clean gaping hungry, and accepted. Fuck my shit has me dripping!”

“Yes, me too Joshua,” I replied.

I took the nozzle out and sat him on the shower bench and proceeded to such his perfect 7”+ cut cock, sucked his perfect balls, and ate his sweet ass knowing how clean he was. More cum drops came and he tasted so light and fruity!

I commented,” By the way Josh your shit smells really sweet and musky, so love it ok.” 

Pleasingly Josh replied, “Yes Master… it makes me feel so relaxed and so crazy horny that you love it.”

Now was my turn, as I was about to insert and douche myself, Josh protested and spoke.

“Don’t I get to eat your ass, Master?”

I said,” OK… Sure.” I sat down on my cedar shower bench and raised my legs exposing my asshole to Josh

“WOW,” he said, “You have a huge anal gape, I’ve only seen in porn!”

I answered, “Yes, now watch this!” I bore down, and my rosebud bloomed and pushed out, as Josh exclaimed,

“Oh my fucking GOD,… it's beautiful!” He went full bore and started to eat and suck my ass flower and paw at it like it was the last supper! He then douched me, and clear water came out and one solid log of shit that Josh adored. Breathing it in heavy as he washed it down the drain, his cock poured precum. I had douched earlier that day, so mega deep cleaned now.

After a few minutes, Josh tried taking my 8.5” cock in his mouth and gaged some. I said not to worry about it, as the angle was wrong,  and that I would go balls deep in his throat later tonight.

Josh replied, “Yes, please Master face fuck me balls deep,” Josh insisted. Now we rinsed each other off and dried up. Both of us nude and still very hard, he followed me. I took him to the 4th bedroom which was basically my BDSM playroom Dungeon. I opened the door and Josh’s jaw dropped and thought he would faint!

“Oh My God I am in heaven!” he screamed, “This is what I have wanted my entire Femboy teen life!  Show and do it all to me,” he pleaded. Josh became quite faint when he saw my Mr. Hankey Dildo collection, about 18 in total, all in the biggest sizes, except for my few starters that at first I had for years! I turned down the temp a bit and directed him to walk on the cool hardwood and try to get his raging wood cock to go down.

Josh asked, Why master?”

 I stated, “Because you see this drawer here, (as I opened my cock cage drawer)…this reverse inverted cage with the 6” cum tube is going on and in your big penis! I am going to wear the exact same one, as this will be an anal cum anal orgasm session with no penis or balls involved. Also, Joshua, we will adorn leather harnesses and a leather open H string with open cock, balls, and ass. I have leather anklets, wrist cuffs, a collar, studded stockings, and arm sleeves.”

Josh beamingly said, “Oh, Master this is so fucking awesome, I am going to be a supper hot FEMBOY BDSM Bussy cunt slut!

I replied, “We are both going to be bottoming at the same time, Josh!”

“How??? It is just us here right?”, in a voice of panic and intimidation.

“Yes Joshua… just us, but after we are all dressed, I want you up on all fours on the leather padded table and I am going to line up the fucking machine with the Large Seahorse Dildo and I want to be in front of you mounting the XXXL Seahorse until we cum together face to face young FEMBOY!”

Intimidated Josh responded, “Oh, but Master that dildo is so huge and almost 2x+ the thickness and 5” s longer than my one from home.”

I said, “Well Josh, with breathing and relaxing play together, your sphincter will give away and open I promise, and you will near pass out at the anal orgasm, as you will have never ever cummed like this. You will do exactly as I say and not touch your cage.” We dressed in all the leather and bondage gear and he looked stunning!

 I said, “Now watch me put my cock cage on.” I was still half hard and lubed my balls to get the base on and then had to invert my cock to fit through the metal ring. I grabbed the 6 “cum tube attached to the shield and lubed slowly inserted it in my penis and pushed the shield to line up with the locking column and slid in the bolts and voila caged!

“Holy Fuck…Wow,” Josh said. “Your huge penis is totally inside you, fucking cool awesome!” Like a kid with a new toy, he bounced up and down saying, “Please, Please come help me do mine!” So, we got his erection to subside (this took several minutes) enough to slide the ring on, (boy was he ever lubricating like a faucet). Slowly I inserted the cum tube and asked, “Josh, have you ever urethral sounded before?”

He replied, “No…never but this feels fucking amazing!” with a high-pitched laugh, as I plunged the tube into his penis and pushed it in him until it was entirely gone. I lined up and bolted and latched…he pranced around like a new young stallion looking in my many mirrors.

He said, “My balls look so pancaked, yet it does not hurt, and the tube…well…it feels great, and my cock… well… it is gone and buried, so cool and fuck I am so horny, I think my ass is going to cum on its own soon Master!

I stated, “Josh, this (grabbing his balls and cage) is now your clit, and this…(putting my finger up his ass to moan and groan and a white semen ejection) is now your pussy!”

Again, he grabbed and hugged me with tears in his eyes he said, “Master Breed and Break in my pussy please with your fucking huge toys, please!”

All excited Josh hopped up the doggy position on the leather table and I snapped his wrist cuffs into the locking ring just so he would not fall off. I lined up a large seahorse in the fucking machine and spread a ton of coco oil lube all over large Seahorse and in his pussy. I got my XXXL Seahorse and placed it on the floor in front of him in its Xlarge base and lubed it and my own pussy up all the same. We had the controller for the fucking machine with both our hands on it.

I said, “Josh the safe word is stop and no ok!”

He nodded and answered, “Yes, Master I understand, now break my fucking cherry please, fucking do it hurry!”

Slowly I turned on the fucking machine and the 8-inch circumference head broke through his cherry and slowly entered Josh with a great sigh and moan. The head is slightly bigger than the dildo he has been using. I saw a squirt of cum flow out of the cum hole spout on his flat cock cage. I mounted my dildo, and his eyes went wide as the moon. He kept looking at my eyes and my giant dildo and then stuck his tongue out wanting to tongue dance again in my mouth as he watched me mount with my own moans. Slowly after several minutes, I turned up the speed on the fuck machine as I saw he was starting to push back against the large Sea Horse dildo groaning and panting with such sweet high pitched Femboy sounds. I kept going deep on my thrusting myself which in turn drove him fucking crazy to watch. Then I turned it up again another notch, and he pulled away and screamed in awe!

I stopped and said, ”Are you OK Joshua?”

He replied, “Well, yes but it’s pushing so far forward and I feel a lot of pressure and a little hurt stretching deeper than I have ever been, but it's turning me on, and I think it is just entered a new quadrant master, I’m close to something opening up deep!”

I got up off my XXXL Dildo and put a shit tone more lube on him and the dildo and gave him a rim and a lick all around his gape with moans and groans we started it again. When we got to the same point a little glossy eyes he became, I said,

“Joshua, you are at the entrance to the sigmoid third hole…once in it, it will be a new experience to relish and you will not believe the pleasure you are about to experience…do you want to continue?

Josh pleaded, ”Fuck yes, I want it so bad, fucking break it in me please... the small pleasure-pain is worth the big ecstasy gain!”

I stated, “I will help you get through it, now grab my hand look in my eyes, and breathe just like me.” We deep breathed together like a fucking Lamaze class, as we penetrated in unison our giant dildos.

Josh said, “The pain is subsiding, and pressure and ribs from the dildo hitting my stretched pussy are starting to fucking please me and feel awesome master!” He was 80% down so at this point his hole is stretched to about 10.5 inches in circumference and 3 inches wide, the cum line and stream from his cage were all over his legs, and the table with a good-sized puddle.

 I asked again, “Do you want me to stop?”

He said, ”NO Master fuck I want it all, the pain is totally gone, and I feel like the dildo turning to pure bliss and pleasure and I am certain it is almost about to enter another chamber very deep in my pussy, please its hungry for deeper and deeper.”

 “Great Josh, that is your sigmoid, so you are almost there with taking it all, My Femboy,” I proudly said.

Josh excitedly said, “Oh my fucking God,” screaming! We continued breathing  and pushing back again  our dildos and the fuck machine for several minutes, and when I saw he was ready, I said,

“Now Josh now, pushback as hard as you can ride that fucking cock up your huge hungry 3rd hole pussy until you think you will die with no tomorrow!” Josh did perfectly and precisely as he was told, and the look of joy on his face was heaven and screams of ecstasy as his sigmoid hole opened and allowed the entire dildo deep into his glory hole. I then hit Max's power and depth pushing it through up to his descending colon on the fucking machine and Josh began bucking back against it like a wild animal, screaming… “Fuck me, fuck me harder faster, breed my cunt!”

 He gaspingly said, “Something is banging my balls, I mean my clit master.”

I said, “Yes Joshua, My Beautiful Femboy, that is the base, as you are balls deep Joshua on the Large Seahorse dildo 13 inches deep in your pussy and stretched out to 12 inches in circumference or 4 inches glorious inches wide!”

He responded with climaxing cries, “Oh, Fuck, Oh fuck, Oh fuck I am going to cum …holy shit it has never been this big master I am going to cum oh my God... it's blowing… fuck it feels so fantastic I’ve never imagined this!

I commanded, “Yes, Joshua cum, cum with me now, fucking milk that cock and prostate!”

We both wildly crazy rode heavy with both our hands holding the others, and furiously swallowed and choked our huge dildos to their respective balls and base for about another few seconds. I started shooting first huge cum squirts through my cage hole ( some hitting Josh’s face and mouth) as I am 14” deep and 15” in circumference or 5 inches wide  balls deep bouncing like a jackhammer, and as soon as Josh saw that, he firehose sprayed cum after cum after cum screaming, “Fuck, Fuck it is so fantastic Fuck holy shit fuck!” All over the leather table was over a ½ cup or more of thick white cum, he screamed like a school girl I thought my neighbors would hear, but he just kept taking that dildo and pushing back riding it for minutes and minutes (I’ve never seen so much cum at once from anyone) He collapsed in a sobbing heap crying his head off.

I in a panic asked, “What’s wrong… are you hurt?”

 He said, “Hurt,?? Fuck no master that was the greatest cum of my entire life, I never dreamt something like this possible, and I have no idea how I did that all anally… pussy without touching my balls or cock!”

 I explained, “Joshua, the penis is just a hose to let the cum out. Your prostate and seminal vesicle, Cowper’s gland, and testicles and tubes are all the main sex organs for a man or FEMBOY. The nerves ending in the anus and rectum entire pelvic floor are pretty intense connecting the entire package.”

Josh replied, “Holy Fuck, my first hands-free massive glorious, best ever anal orgasm…intense like fuckkkkkkk,” as he collapsed on the table.

I went to pull the dildo out of his not-so-tight ass, and he insisted he wanted a few more rides and more to leave it in and I turned on the fucking machine, as he pounded it balls deep again. After I brushed his back and stroked his head, he came nicely again shaking like I thought the building would come down!

I said, “Well, there are other things for later, but now how about a quick shower, some food, and drink!

Josh reluctantly said, “Ok… agreed, but we will do more tonight, right…like I am off till Monday, so like we can do this for 96 hours please!” He said pleadingly.

I replied, “Yes, and I am off till Monday as well, as I own the company I work for!”

Josh beamingly proclaimed, “Well, this is going to be a great Femboy fuck fest then isn’t it Sir!

I laughingly answered, “Yes, it is Joshua, you are so gorgeous!” I pulled out the dildo but left him chained to the table and ate and sucked his ass and let him watch me lick the dildo clean and rimmed him some more to relax him and soothe his stretched sphincters! Nice white cum continued to drip from this 19 yo masterpiece cum factory, with great whimpers and moans!

We undressed our leather and removed the cock cages and more cum dribble out Josh did not miss a beat and was there licking my cock and the floor. He turned me around and parted my ass and ate and licked beautifully and crawled over to my XXXL Seahorse and I did the same I did for his.

He exhaled, “Fuck this lube and your ass juice tastes awesome like coconut cream pie.”

I said, “Yes Josh, when douched the anus, rectum, and colon are cleaner and have less and not near as brutal bacteria as we have in our mouths.” With that, he came over with cum and lube in and all over his face and mouth and we deeply French kissed twirling our cum together. In the shower, he said,

“Master, I have to piss… can I piss here in the shower, or someplace better? He devilishly said.

I said, “Yes, it is expected after the pressure on the bladder, but you will piss on my face and in my mouth and all over my chest and cock and ass, Ok.”

“Oh, Fuck,” he said, “You are so hot master, and I was praying you would say that!”

 With that, I knelt and took a lovely piss shower from my Femboy. Josh was overjoyed and I loved it splashing in my mouth as he tasted like pineapple juice. Then after a little more showering I said I had to piss.

“Master,” He knelt with mouth wide open pleading and nodding… “please, please may I take it also.”

 I answered, “Yes Joshua you may.” He got down on his knees and I pissed all over his face and mouth & chest, as he swallowed a lot. His cock was rock hard, and he barely touched it and blew a good-sized load again.

“Fuck this is so much fun!” Josh shouted.

It sure fucking is with you Joshua, You are such a gorgeous beautiful Femboy…Fuck I am falling in love with you!”

Josh replied, “ I am in love with you Taylor, I’ll do anything you ask of me…anything!

I replied hugging him, “This is just the beginning!” Josh smiled so happy and anxious for more!

We dried off and remained nude the entire time. In the great room, Josh grabbed the bottle of vodka and poured us each a “Shaken, not stirred Martini!”  He laughed and shuddered, dipping his balls in them.

I put on a shirt just in the kitchen while I made stir-fried Veggies nuts and cheese. I also opened a bottle of Merlot for us as we sat eating supper. I told him to drink 4x as much water as he does wine while we need the hydration for the workout, and it is essential to help make more cum.

I stated, “Josh, I am amazed at how much cum you have.”

He giggled, “Yes I have always been a big cummer, I used to tell Mom I kept spilling yogurt and ice cream on my undies and sheets…he giggled again, she is such a moron. Since I was 12 I have been masturbating sometimes 8 times a day, fuck I have always loved to cum and cum!!

Watching the lightning storm, Josh concerningly said, “I hope the power does not go out!”

I assured him, “I have a full generator on the roof for my unit.”

 “Wow ..awesome…” Josh said, “So there is nothing stopping you from Fisting my ass…I mean pussy tonight then right?”

I shockingly said, “Well,… no,… but are you not a bit sore?”

Josh answered, “Well sort of, but your magic tongue really soothed it and I feel so empty like a vacuum…now I want more, I need to be filled and filled!” Just talking about it we both became raging rock-hard again.

I asked, “So Josh you really never had anal sex before other than just with your dildo?”

Josh answered, “Yeah, I had some boys in high school sleepovers and we sucked each other off all night or jerked each other off but none of us ever fucked, we were too worried about shit mess and smell, no douches available for us. I like my dildo at home, but I always had to jerk off with it and never had hands-free cum until tonight, and boy that prostate, rectum, and colon is 10,000X the sensation… I fucking loved it, like I now love you, and want it a big toy or something in my hungry aching empty pussy now! Master how long did it take for you to get your rosebud?”

I thought and said, “Well, the big toys and fisting help, but several months almost a year or maybe even more. You must go slow as you do not want to do damage, but the anus and rectum, and sigmoid colon can all expand up to 18”+ in circumference or about 6”++ wide on average before perforating so with work and time that is about 2 average fists worth to take comfortably, or more if you want a bit of pain!”

We finished and I put the dishes in the sink, cleaned up and I turned around…Josh was not in the kitchen or the great room. Looking around, I hear moaning coming from the PLAYROOM, I walk in, and here my FEMBOY has found the urethral sounds.

I walked over and said, ”It feels good, yes?”

 

“Fantastic,” he replied. I grabbed hold of the rosebud sound with multiple knots he was using, and his gorgeous cock with my other hand, and said, “You are not quite in the prostate,” so a few more thrusts holding his cock at the balls and winces of discomfort from my boy and finally he cried out, “Oh Fuck Fuck Fuck so good Fuck!” So I knew I was there in his sweet spot. He started to thrust and thrust, but I said, “Don’t cum… we want that to be my fist to bring it out yes?”

Josh shakingly yelled, “YES YES YES master Please Please Fist Fuck me now,” Josh begged! We adorned a few pieces of leather, but he asked that his cock be free and just to have a thick black silicone cock ring around it and his perfect balls. His pubes, cock, balls, and ass/pussy were totally bare save for a cute triangle above his cock, but apart from that not a hair in sight, all true FEM… Gorgeous he was from head to toe, with gleaming skin, washed abs, and lightly toned. As the spotlights and lightning flashes hit him it was like centerfold shots… he was perfect, I am so much in love with him, a beautiful mind, and a good genuine caring person!

I said, “Joshua get up in the sling over here, and put your legs up on the chains so I can hook them in. Now slide back down so your ass/pussy is hanging over the edge, and spread your legs wide open there boy and pull  those cheeks apart.” I grabbed my fisting gloves and my premixed lube bottle. I started to play with his pussy again much to his delight with that raging cock erupting more precum.

“Try not to jerk it too much so you can fully have a prostate blow again, ok?  I told him. He replied with a very serious in control and yearning, “Yes Master!”

“Joshua, may I fuck you and make love to you please?” Josh joyously said, “Please yes making Fucking love to me Taylor, Fuck me with that gorgeous man's cock, fuck me hard, and never stop!! I slowly inserted my 8.5” cut cock in the 19 yo pussy. Both of us moan again and groan. How is it, I asked?

Josh moaningly replied, “Fucking beautiful Taylor, A tiny bit little sore, but I want it so bad, make love to me lover!

I said, “Okay slowly breathe through it as I plunge deeper.”

Josh writhed, “Yes, more deeper Taylor fuck me breed me, fuck me!” Finally, again his sphincter and puborectalis opened and I slid all the way in way in balls deep…and thanks from his cock of a little cum squirt. I fucked and made love to him hard for a good 5 minutes with crazy screams of writhing pleasure and ecstasy on both our faces, until I said, ”I must stop, or we both will cum.”

 Josh replied, “Yes, but wow, that was beautiful my first real cock in my pussy from the man I am so crazy in love with and it was beautiful.” I gave him a kiss, but no kissing with this Josh as he sucked my mouth clean…a real lover’s animal.

I lubed up his ass and started with my fingers and reminded him now leave his cock alone and let me control his cum from the prostate and other glands ok.

“Yes, Master please fist me, lover!!

I said, “Say stop or no if it's too much, OK?” Josh replied …” I will…maybe”…. Giggling!

I was at 3 fingers and some tiny bit of resistance, so he started to breathe and moan like a little schoolgirl… it was beautiful, then 4 fingers as I made the duck beak and twisted around his opening while applying more lube and licking around my hand and his gorgeous anus. Then he loosened a bit more and now had a good steady stream of white milky cum dripping out the iron-like cock. I was able now to pop my thumb in and for 5 minutes continued stretching his whole….he was loving this giving me the nod to keep going  …God this 19-year-old Femboy lover was amazing! He started to swing the sling wanting more… I asked, “Are you OK?” He said, “Fuck yeah there is some burn, but I want more… please get in me I think I am ready… my busy is starving for it.” With that I pushed a little further and further, I was so close to the knuckles.

I said, Relax and big breath and relax more lube and I pushed and Pow… I slid in his anus and through many of the rectal valves as Seahorse still had him open inside from earlier, so he was very hungry to be filled indeed. More tears streamed from his eyes from the sheer pleasure.

Josh cried out “Oh FUCK Fuck oh my God, I can’t believe your in me …fuck it just sucked it in, its so awesome and filling sensations beautiful, feed me your arm!”

Now I kept twisting and turning and after several minutes of great pleasure in him he really really loosened and swung the sling fucking my fist.

“Now Joshua lover, I am going to pull out and make a fist maybe even 2 outside your pussy and then going to push in and out of you punching in this fist position very fast and a bit aggressively, and then you may cum, ok?”

“Yes Master, fucking do it Taylor please!” This will hurt at first but relax and breathe, but I think you will be fucking blown away many times more than earlier…love it, and enjoy it!”

“Yes master, but please go to it I’m really enjoying it and the pain is gone overruled from the immense pleasure, I feel I need wider and much deeper right fucking now!”

 I made my fist and pressed against his hole hard and he finally with a wince and more whimpers let me in and then out and quick in and out and in and out and he started to laugh and giggle with joy uncontrollably arching his back and writhing his body around my punch fucking and screamed deeper Fuck It's so great fist me Taylor Fucking fist me all the way harder, deep to my throat!”

 I did as he said and, in a few minutes, or so I had cum on the 9ft ceiling as he screamed and writhed 10X more powerfully than earlier! I have never ever seen a young man or any man boy or beast squirt cum so far with such power, and the volume again I could not fucking believe as he covered the walls, his face, and chest, it was like one of those oscillating sprinklers. I leaned over to get his last load in my mouth, and it flew down my throat scalding hot and sweet apple pie! We had Joshua cum everywhere…unfucking real!

I pulled in and out a few more times. I said,” I must cum now!”

Josh commanded me, “Taylor down my fucking throat goes balls deep now!

I unclasped his legs from the sling and carried his 5’10 150 lb twink Femboy body over to the leather table and laid him on his back. I slid him up and put his head back over the edge and said relax your mouth and throat and breathe through your nose. I came in with my raging hard-on at his head and ordered it open. He opens as wide as he can like at the dentist. Slowly I slid my cock in his mouth. There were a few gags I reminded him breathe through your nose, and he did and he relaxed his mouth and throat beautifully. Every minute I was a bit deeper, so after about 7 minutes I was in him with my balls smacking his nose and my ass in his eyes. Suddenly Josh stuck his fingers in my ass beside his face and pushed his nose in my perineum and balls…fuck I thought, who taught him this…wild Femboy!

I cried out, “Fuck get ready I have not cum like this since I was 18, fuck get ready I am going to cum .. it's blowing, fuck Joshua swallow lover swallow take my seed I love you so much! He nodded approvingly and holy fuck I have not cum that much in years since I was 18! He gulped each explosion, as I came almost as much as he had as cum squirted from the edge of his lips as he tried to get it all down his gullet. I pulled out and he grabbed my cock and licked it all over, eating every drop. “Fuck Taylor I want to eat your cum every day it tastes so beautiful.” I kissed him hard and we swirled our cum around. He was still hard as a rock. I commented, fuck you're still raging hard. Josh proudly said, “Yes, and it's time Taylor  gets fucked and fisted and made love to.” With that, I got in the sling handed him the lube and locked my ankles, and said, “ Fuck me, Lover Joshua!” His 7”+ cut was perfect going in, and for his first time fucking making love, he did great. I yelled hard faster, and he did. In a minute or two he cried out and I felt a great stream of cum flood my ass as he plowed as hard as he could. He crawled up on the sling and I took his cum covered cock and forced it in my mouth as he Face Fucked me hard, and that was such a turn on he came a little more right there! He crawled down and pulled over a stool to sit on.

Very Seriously he commanded, “We are not done Master Taylor so don’t fucking move!” He grabbed the lube bottle and soaked my ass and covered his long lean gorgeous hands.

Josh asked, “Taylor, how deep can I go?” I replied, “Likely to your armpits!”

“Are you fucking kidding me he screamed and laughed?”

“ No Josh, I will guide you lover …don’t worry, this will be as much fun for you as it is for me!” He slowly entered with his right hand in the duck formation, and I guided him showing that the anal canal /rectum goes up to my left his right as he continued thrusting but not coming out as a steady stream of white cum oozed from my slit with Josh periodically slurping it. “I feel resistance here Taylor, is that your sigmoid?” “ Yes, so slowly move over and push your wrist a bit downward to your right my left side and try to continue deeper.” Josh did perfectly as I commanded him and he cried out …” Fuck….” as he found the curve and openly traveled up in me as his elbow disappeared in my  pussy as he continued thrusting deeper and deeper.

In a disbelieving tone, Josh said, “Master Taylor, it seems to have straightened to the left line now, and I think I can get my entire arm though.”

I cried, “Perfect, now Joshua go for broke and make Fist Fucking love to me fast,  hard, and deep to your armpit.” He kicked the chair aside and dowsed more lube on his arm and shoulder, and he knelt and started to plunge thrust to his armpit perfectly. He was totally transfixed and could not believe the pleasure he was giving me as he continued for several minutes, and my cock oozed white cum as his arm fucked me from his elbow to his pits.

I gaspingly in a climactic voice said, “Ok Josh I am going to cum like majorly again soon.”

Josh roared, “You’re going to cum, like fuck I am cumming again just doing this to you Taylor, Fuck Love you! “ I love you too Joshua, now pull out till the elbow in just out a bit and leave about 12 inches of your right forearm in me.” He did so perfectly but was puzzled. I continued, “Now give me the lube bottle and I will lube your left hand and arm.”

Josh nervous & worried said, “Master Taylor are you sure?”

I panted back, “Yes Joshua, trust me my Lover Femboy,” Josh said, “Well, it ‘s your man pussy and you know best!”

I directed him, ”Ok now slowly in the long duck push your left hand in against your right arm.” I winced a bit in pain, and he stopped.

“I said, “No Joshua, you endured loving pain tonight and so will I, now push your arm all the way in so that both arms are almost to your pits past the elbows,” I commanded!

 With much trans fixation, he did just that expertly. Now I said, “Now Joshua lover, double fist fuck me fuck me hard with both your arms and elbows deep in me and more, please!

 He started thrusting in and out of my man pussy and soon the pain turned to pure pleasure as I opened for him.

“ Oh my Fucking God,” Josh said, “Fuck Taylor, I just felt All your valves and rings and chambers all the way to your transverse colon open and relaxed!

I was shaking and crying in ecstasy, “Yes, Joshua now double-fist fuck me to your pits, I love you so much you fucking FEMBOY!” He fisted me hard and fast thrusting for several minutes until I blew a massive biggest lifetime load ever all up in the air landing in his hair, his face, all over my chest and his.

“Taylor, I am hands-free Cumming again …Fuck, Fuck, Fuck I love you!” His cock shot huge torrents up to my chest and hit my mouth and face and past my head again. Josh then pushed deeper in me with both arms one last thrust and drained every drop of cum from both of us. I leaned forward and we kissed deeply sharing our cum in our mouths, then he went back and begged me to bloom. I did as he asked, and he licked and lapped at my bud for minutes moaning and groaning, licking my rosebud clean, and came back yet again up to my mouth for more sharing. He crawled up on the sling and we cuddled and kissed for almost an hour.

Can we do this for the rest of our lives master? I said …everyday…all day. We showered and soaped and cleaned the room had a bit more vodka and water and snack and crashed in my King-sized bed naked holding each other. The next morning, I woke at about 9 am. Josh was not in the bed…well where do you think he could be? I opened the playroom and there he was caged, and leather dressed with his ass on the table and the XXL Sea Horse Hankey 13X13 dildo ramming up his boy pussy with huge strings of cum from the cage to the table. This time he was low and manly screaming like a guttural military soldier and had the fucking machine on max speed and depth taking and pushing back just when I touch his beautiful hair and face he came gushers and gushers. We both slurped It all up. Josh did a cat-like growl and said can we play dress up and furies today Taylor? Yes, I have furry costumes too lover. I asked to check his man's pussy and brought him to my mirrors he now in just a day has a 2.5” gape and a small internal tiny bloom rosebud. He was so happy and proud! Fuck this Femboy is going to exhaust me and I am in love with him so much, we are going to love every second and lifetime together doing this great lovemaking!

A year later and Josh has a gorgeous 4.5” rosebud and can now take all the 4xL largest dildos and sounds in the collection his cock has grown to 8”+ and just this week I double-fisted him past my elbows to my arm pits to a massive volcanic cum eruption. He quit his job as I can easily support us, and he takes care of the condo and cleans and prepares for our lovemaking I provide for anything he wants and share my wealth with him 50/50. We are now both millionaires and enjoy travel and endless fucking and fisting and toy explorations! Both of us can’t believe how much we ejaculate, we are one together! He rarely has clothes on or maybe a jockstrap and works out just a little often on the balcony (the neighboring condos love that) to keep his Femboy body lean and strong as we both do. He loves shopping for Dildos, Sounds Cages, and BDSM everything! We love each other and are in love with each other and become one in all our sex and lovemaking acts, and very much and live a Healthy very Happy Horny Cum-filled Life together! His parents…Fuckem!