Check out my other "first time" stories on my profile which precede and lead up to the experience I [29] am about to detail.

At this point in my exploration with men [27], I had given and received head, received anal, given anal, been in a threesome, and had even been tricked into being gang banged by 5 grown men, all over the course of about five years. I didn't think there was much more to try and explore, but I was wrong...very wrong.

For those who haven't read my other stories, I'm a straight guy for all intents and purposes. Alpha, dominant, masculine in all ways. Though behind closed doors in secret I submit to men, gladly. I submit to older Alpha men. Daddy's with tight hairy beer bellies and thick dicks. Verbally dominant men who force me to submit and do whatever they say. I guess I'm not totally straight anymore...

At some point I stopped jerking off to women getting fucked and started jerking off to fantasies of me being in the woman's place. I'm sure others can attest to this change in fantasy. After experiencing all I had with men and submission I was running out of novel experiences to have. That is until a man, who we'll call John, came into my life.

After the Craigslist days ended and men switched to Doublelist to find secret encounters, I found myself once again prowling the internet for older men to take advantage of me. That is where I met John.

John was just my type: older, hairy, strong, hung, and dominant. A man. A true man.

We had a couple of very fun encounters and we felt comfortable with each other. Then one evening I received a text from him, as I customarily would when he wanted to be pleasured.

"Daddy has a surprise for you boy".

"Oh? What would that be, Sir?", I asked.

"You will find out tonight. 9pm. See you then sweet boy".

I didn't need to respond. My acquiescence to John's command was implicit.

8:45pm.

I was parked a few houses down from John's, sitting in my car drinking. No matter how many times I met with a man, stranger or acquaintance, my heart pounded and thumped out of my chest. Every time was like the first time. An exhilarating dirty secret: a straight guy meeting strange men in the night to take their loads in his mouth and asshole--that was my dirty secret and it needed to be fed.

I drank my whiskey to settle my nerves and loosen up. The breeze from my open window on my face. I was feeling warm and loose, thought still fraught with anticipation. What sort of surprise did John have for me? Friends? Toys? Drugs? A new position? I had no idea. I took my last sip and got out of the car.

I pulled my hood up over my head to help conceal my identity as best as possible, but of course part of the thrill was the possibility of getting caught: being exposed a faggot.

I knocked on the door. Warm whiskey breath leaving my mouth passing over moist and ready lips.

The door opens. John greets me and I enter as usual. He leads me to his bedroom as usual. I enter the bedroom.

I stand in the doorway, another man in the bedroom, sitting on a chair, staring back at me lustfully. John comes up behind me and grabs my waist and hips in his muscular hands and licks my neck.

"Ready son?"

"Yes Daddy," I answer willingly.

Two men was always fun. It certainly was a surprise to find another man there, but for me, the true surprise had yet to be revealed.

The other man got up and came over to me as John closed his bedroom door. They were both taller and bigger than me. Hairy forearms and facial hair and a big bulge forming in both of their pants. The other man, who we'll call Joe, grabbed my face and stuck a finger deep in my mouth reaching back down into my throat. I gagged a little to his satisfaction.

"Kneel," I was ordered.

I did.

The two men stood before me looming heavy.

"I have a surprise for you boy, are you ready?"

I nodded guiltily looking out the tops of my eyelids.

"Close your eyes."

I did.

I heard a drawer opening, but nothing else. What could it be I wondered with my eyes shut, my nerves beginning to jump.

"Open".

I opened my mouth.

The two men laughed at me.

"He's ready," Joe remarked to John.

They had meant open my eye, but so trained by men as I had been I instinctually just opened my mouth to receive their cocks. In the back of my head my conversion to a little bitch was practically completed. And certainly to my surprise, it was about to be fully accomplished.

On the floor in front of me my surprise awaited: a full outfit of woman's clothing.

Panties, stockings, garter belt, high heels, lipstick, eyeliner, and handcuffs.

I looked up at them.

"Get dressed".

I began to gather the clothing and they stopped me.

"Ah, ah. In front of us. We want to watch."

John and Joe sat on the bed, fully clothed, touching themselves through their pants as I arose before them and began to strip.

I was fully naked now, my cock hard and leaking precum. I put on the panties.

They were satin and shiny and pink. Everything was pink. Except the heels were clear stilettos, like a stripper wears. They really wanted me to be a girl for them.

I put on all the clothing they had laid out and I could see they were rock hard in their pants.

"Now the makeup. We want to see you messy.'

So I went to the mirror over the dresser. I could see both of the men staring like wolves at my ass, massaging their bulges.

I put the lipstick on, red and heavy. Then the eyeliner as best I could, having never done it before. I knew they were going to annihilate my face with their cocks and they wanted to see my makeup ruined from spit and gag-tears.

I turned around. They groaned and stood up.

I wobbled over to them, uneasy in my heels like a newborn giraffe, but steady enough. They stood on either side of me. And I slowly dropped to my knees like the slut I was.

I undid John's belt, then Joe's. I unbuttoned and unzipped John, then Joe. Then I curled my fingers around John's waistband and pulled down his underwear and pants revealing his thick uncut cock, his balls heavy with cum. I then did the same to Joe. He had the fattest mushroom head on his cock, I didn't know how I'd ever fit it into my ass, but if I knew one thing: they would make it fit. His balls swung huge and low. His musk was strong. He was ready.

Like a moth to a flame I grabbed the base of Joe's mushroom headed cock and began vigorously sucking the mushroom head. It filled my entire mouth. I was stroking John with my other hand, his foreskin retracting back and forth over the tip of his soda can cock.

"Take it down bitch."

I maneuvered his thick cock down my throat, stretching it out. He grew impatient with my tries and grabbed the back of my head and pushed, completely filling my throat with his meat. I could feel the precum dripping down my throat. I let go of John's cock and flailed my arms a bit and John helped push my head down further onto Joe, all the while me running out of breath.

I began to gag and choke. I grabbed Joes ass in both my hands and fucked my own face. Thick throat-spit began dripping from my mouth and down my chin and onto his enormous low hanging balls that rested on my chin. There was so much spit now that it was dripping onto my own cock. I began to stroke myself.

A massive load of precum shot up out of my cock and dribbled down my hand and shaft. The men released me and I bent over and gasped for air. Joe stroked his cock with my spit.

John lifted me up and impaled my face with his thick meat.

"Stick your fucking tongue out faggot. Suck Daddy. That's right. Suck like you like it. Do you like it you little bitch? You like being Daddy's little bitch? Dressed like a girl." John was abusing me from all angles. I tried to reply but I daren't stop sucking so I nodded as best I could and attempted to say yes with his cock in my mouth.

"Is that a yes you slut? You like being Daddy's slut? Did I say to stop stroking Joe?" And with that rhetorical question he began to fuck my face. Not too hard at first, just hitting the back of my throat, but then it changed.

Joe grabbed both my arms and pulled them back behind me as John grabbed my head with both hands and began to pound my face like a pussy.

"Open wide for Daddy. You're my little fuck hole. You're only good for cock you little girl. Dressed like a girl like a faggot." I was helpless. I was at their mercy. My lipstick was smeared all around my lips and my eyeliner was streaming down my face in black lines. I took his cock like i would never be straight again.

He stuck his cock down my throat all the way and held it for a moment and then took it out and let me breathe and slapped my face with his heavy dick.

"Mmmm thats right baby. Daddy's gonna take care of you".

Then I heard a click-click sound. It was the handcuffs.

I had never been restrained with anything other than hands before so my heart started pounding. I was truly about to be helpless and at their mercy, of which I was receiving little.

Joe handcuffed my hands behind my back and helped me up and brought me to the mirror to look at myself. "Look at yourself," he said and smirked, my unrecognizable face staring back and then he immediately threw me across the bed face down.

Both men were behind me and I couldn't tell what was going on as I faced the wall, breathing heavy and sweating. My make up smeared like a dirty whore. Then I felt my panties being moved to the side and a wet wriggly tongue enter my asshole. As a cock came into view I knew it as Joe burying his tongue deep inside me.

He positioned me with my ass up now, my hands behind my back, so that the only way I could remain sort of upright was to impale my throat with John's cock. So I did.

John held my head and inserted his cock at will in and out of my mouth and throat.

Joe was slapping my asshole with his huge cock head now and groaning and moaning.

"This is gonna be tight baby." And he grabbed some poppers and gave me a few huge whiffs which made my entire body relax and feel euphoric. John's cock went even deeper down my throat.

The slimy movement of lube dripped down from my asshole to my balls as Joe prepared me and his cock.

Then I felt the pressure. His cock head was barely penetrating it was so big. He kept pushing. More lube, more pressure and then....he was in.

I jumped forward, my throat filled with Johns thick dripping cock and now my asshole completely filled with this strangers thick big-headed raw cock.

Me, a seemingly straight man, was now face first buried down on a man's dick, my asshole filled with a stranger's raw cock, all the while I'm dressed as a woman in stockings and heels and with make-up dripping and smeared all over my face. I couldn't be any more less of a man. I was rock fucking hard.

"You like that dick boy? You like Daddy's cock inside you?," Joe roared as he ferociously fucked me. He grabbed my asscheeks in his hands and spread my asshole wide open and pulled his cock out. I could feel how wide and gaping his huge cock had made me. He spit inside me. He smacked my ass hard and stuck his cock back in and pulled it out. He did that for awhile. Putting it in and pulling it out, admiring his work. His ability to dominate and stretch out a straight man's tight pink asshole. My wide open hole, sensitive, gaped open and closed. Then he pulled out.

"Gimme that other fuck hole, Daddy needs to be cleaned off."

Joe and John switched.

"Clean your ass juices off my cock faggot. That's right. You look so pretty with your make up smeared. You like being a little girl for us hmm?" He was relentlessly taunting me as I licked and sucked my own juices off his Alpha cock.

After what felt like a while John backed off and Joe joined him on the other side of the bed. I lay there a wet open fuck hole.

Joe went and grabbed the keys to the handcuffs and let me loose. I laid there subservient awaiting instruction from my dominant Daddy's. Then they took hold of me.

John grabbed me under my armpits and dragged me off the bed, lifting me in the air, while Joe grabbed me at my hips and lifted me up. Then I was impaled from behind my John's huge cock. It filled me right up and felt so incredible. Then Joe stepped forward.

Joe began maneuvering his cock around my asshole. Was he going to double penetrate me? I wasn't sure if I could handle these two enormous cocks as once, but I had no choice: dressed like a girl and helpless, I had to do what they said.

Then he forced it in. His massive cock head penetrated the first part of my asshole and then continued to slide all the way in, my body weight supported by their long thick cocks, me sandwiched and suspended in the air between them.

They bounced me up and down on their cocks as I wrapped my arms around Joe and leaned my head on him, unable to sit up straight from the pain and pleasure of it all. I moaned like a bitch, my clear-heeled feet bouncing up and down in the air with each thrust fucking my masculinity away.

Then they started to carefully maneuver toward the bed as John went onto his back and Joe on top of me. Their cocks still thrusting and pulsing.

"Daddy's getting close slut are you ready for his load?"

"Yessir, fuck me. Keep fucking me. I want you to cum inside me. Give me your hot cum, Sir."

I couldn't believe those words had just came out of my mouth. I looked like a girl and was now talking like one. I had always been physically subservient but never to this extreme. I was begging for these grown men to breed my gaping asshole and make me their bitch forever.

I could feel both of their grips intensifying on my body, their bodies becoming taught, their cocks growing. Then almost simultaneously:

"Fuckkkkkk, I'm cumming. I'm fucking cumming." "Ahhhhhh fuckkkkk yessssss. Take my fucking cum you fag yesssss."

Double penetrating me like some sex object, John and Joe came inside me, roaring like Kings at the explosion.

They stood and lay there a moment, breathing heavily. Their cocks throbbing and pulsing still inside me. Then Joe stepped back, stroking himself, cum still dripping from his cock. Then John threw me off him and stood up. I could feel the cum dripping out of my gaping asshole. I had not cummed and they did not care, so while they went to the bathroom to clean off, l began stroking my dripping cock with the cum leaking from my asshole. It took only moments for my load to explode from my dick all over myself, adding to the soak of bodily juices. I laid there a used whore.

Joe didn't say goodbye. He just left. I eventually undressed from the women's clothing and dressed back into mine and John led me to the door, knowing we'd see each other soon after my ass recovered from the pounding.

I got in my car and drove home. Another secret I'd have to keep.