Royally Reamed Rosebud

[FionaFortune]

My god! I didn't think I could take anymore. The massive cock had no mercy,
it was ripping me in two, shredding my hole. Inch by inch, unflinching,
demonstrating an unstoppable lust to impale my cute little cross -dressed
ass. His huge ham-hock hands were gripped on my waist, I felt like a rag doll.
He was in complete control with one goal, to completely ram my ass until his
savage desire was quenched. Slowly my hole was taking in more of the veiny
monster but I still had 6 inches to go. Suddenly he stopped for a moment and I
exhaled, trying hard to relax my sphincter. "You like that, don't ya bitch. Now tell
these boys watching, how much like my cock" he ordered. Sheepishly I turned
to face the men standing there watching my impale-ment on the monster cock.
"I, uh..., uhh.. like it, I ... like the cock," What I heard next was condescending
laughter. "Damn, bitch likes it, bitch sure do like the cock" I heard back from
them. His grip tightened then and he drove me down on it two more painful
inches. The watchers laughed some more. In my humiliation, tears started
to roll down my cheeks. Again his grip tightened and he slowly drove the monster
in deeper.

Before I go further, let me fill you in on the background. I am a thin, mid thirties
bisexual man. I have a decent job and live alone. My luck with girls has been
sketchy, mainly due to my kink, which is that about once a week I dress
up as a woman and have sex with other men. I don't do this because of gender
dysphoria or anything like that, I enjoy my cock, I enjoy living as a man and I enjoy
fucking both women and men. I do it because dressing gives me a sexual thrill
and it is an outlet for expressing my femme side. Being fucked by other men while dressed
seems to satisfy my need to be desired, it satisfies my deep, unresolved
feelings of self expression. Note, I have deep love and respect for all other trans
people, the truth is that everyone's motivation is different. I just need to be
honest about mine. Okay, enough of that. Here is how that night began.

Friday night, needing cock, I dressed in black 4 inch heels, fishnets, pink mini,
black leather corset with a silk top underneath and falsies, whorish makeup,
including cocksucker red lipstick and a red bob wig. I started at the bar of a
downtown Marriott hotel. I love hotel bars, men alone on business, away from
family, friends, prying eyes and normal gender obligations, with a ready room
upstairs, they can usually relax and indulge their interests, especially in girls like me.
I bought a drink and sat at a table. I didn't have to wait long. He said he was Michael,
mid 40's, 6'1", decent build, salt and pepper hair. He sat down introduced himself,
I was bold, I said he had nice hands so that must mean he has a nice cock. He
blushed, I licked my lips and said "Show me". Up to his room, a little necking on
the bed, while I felt him up. Then down to action, I fell to my knees and undid his
pants, he stepped out of them, I started nuzzling around his boxers, licking through
the material, all the while, looking right into his eyes like the wanton whore I am.
Finally, I needed to touch it, I pulled the boxers down and it sprang to attention in
front of me. About 7" long, mid range girth, sticking out straight but bent down at
the end, cut, a nice little drop of pre-cum on the tip. "MMMHHH" I moaned, licking
it off, and while looking at him, relaxed my throat and took the whole thing down
all at once, balls deep. "Ahhh" was all he said. I bobbed on it for a minute or two,
then I took it in my hand, stroking it, while I went to work on his balls. Balls a bit
small for his size, they smelled like baby powder. I got them both in my mouth
easily. Then back to work on the cock, taking the whole thing down, nuzzling
my nose in his pubic hair and letting his balls bang on my chin. All the way down
again. Then I concentrated on the underside of the head. Flicking my tongue along
the sensitive underside up into the piss slit and then suctioning down the whole
head hard. All the while, my right hand was gripping it and revolving up, down
then rotating. His moans got deeper, his legs started to get rubbery, he was on
the brink of letting loose of hot, salty jets of white nectar. His balls tensed up a bit,
he was on the edge. That's when I plopped the raging cock out my mouth and
gripped his balls, tugging them down a bit. Whew! he almost came, but I did
get a delicious half spurt of his juice. I stopped him because I wanted him to
dominate my fuck-hole and I didn't think he could cum twice. On my knees,
I looked up at him and said while batting my eyelashes "damn stud, this will
be sweet, but you own my ass and you should have a piece now."

I sat him down on the bed, and wiggled my pink mini encased ass in front of
him. I then then turned and said "grab it, feel it, own it". His hands
mauled all over my ass and crotch, violently yanking down the mini, and then my
panties which I wore over the garters holding up fishnets. His thumb found
my rosebud and toyed with it for a few moments before plunging in. All the
while was I wiggling and moaning, savoring the expectation of the sodomization
to come. I turned and said "let me prepare it". He reluctantly let my ass go,
I went to my purse for a rubber and lube. With my back to him I ripped the
rubber open and put it my mouth. A trick I learned of, the best French whores
would put the rubber in their mouths and orally roll it down. If done right, It
was said, the men never hardly could tell. I have practiced this quite a bit
myself and have gotten pretty good at it. I fell to my knees and swallowed
his cock whole applying the rubber as I went down. Then I poured a bit of
lube into his hand, stood up and turned around for him wiggling my fuck-hole.
His hand lightly brushed my engorged pink rosebud, the first one finger, then
another penetrated me, lubing, stretching and stimulating me.

I was ready to be sodomized by that rock hard cock. I turned, then got onto the
bed, kneeling on the edge, legs wide apart, calves and feet dangling over
the end. I laid the side of my face against the sheets while holding
onto the other side of the mattress for balance. in this position I was wide
open, utterly exposed, truly submissive to his manly desires. The first
thing I felt was his head running my entire crack, then he pressed it down
at the top of my crack slowly running it down to my rosebud. Stopping
at the rosebud he slowly applied pressure and my fuckhole yielded,
opening to bulbous cockhead. I was ready for it, no pain just divine
sensations of submission as he penetrated me. Past the sphincter, the
sensations changed to a feeling of fullness. Slowly, he entered my boi
pussy, I could feel the veins on the side of his man pole throbbing as
it powered further into my tgirl twat. About 3 inches in he stopped and
let out a moan of engrossed pleasure "aaargh" and then"damn, that hole
of yours is hot, bitch". Then he greedily rammed it home, balls deep, and
I let a sigh of pleasure and slight discomfort. "Aaahhh, yes baby, now
fuck my bitch hole hard", I said. He then gripped my waist and began
to jackhammer my tgirl twat. Like a piston, bang, bang, bang his balls
slapped into mine. Then a breather, he pulled it all the way out, my boi
booty was tingling in anticipation. He lined up his proud manhood and
rammed it home in one stroke, again, and again, it took my breath away.
I sensed he was nearing explosion so I took one of my hands off the bed
edge and started stroking my cock. Having his beautiful cock dominating
my hole, It did not take long for me to get to the edge too. The first convulsion
engulfed my entire body causing my tgirl twat to vise grip the the cock
reaming me, then a momentary release and the next convulsion was even
stronger, squeezing that manhood inside me. The convulsions quickened
and that put him over the edge too, ribbons of searing, white hot man nectar
spurted into my tgirl twat. We both shuddered as the waves of orgasm
rolled over us. A deep, satisfying completion to the fuck. He was out of
breath and fell onto me, his cock still buried to the hilt. Sweating and
panting while lying on my back, he whispered in my ear "you wiped me
out baby". His breathing got deeper and slower while the cock inside me
shrank until it popped out. I wriggled out from under and saw that he was
asleep. Damn, I wanted more of his sweet meat, good thing I saved it for
the fuck, I thought. I then went to bathroom and cleaned up. A fresh coat
of war paint and I was ready for more new and unknown cock.

Back down in the Hotel bar, it had gotten a bit crowded. Strolling up to
the bar in my whorish get up, oblivious to the dirty looks and muffled
taunts, I ordered another beer and had a good look around.

The bar was almost full, but I
spotted an empty table near the back. Holding my head up high, licking
my lips and swaying my ass, I sauntered through the room to the table,
gathering looks all the way. Normally, any the guys who are out together
will never approach me, no matter how much they are into tgirls.
They would never want their friends to know that. Those are the guys that
usually make a scene out of insulting me, It is a defensive reaction to
their homosexual desires. That is why what happened next was truly
unusual.

At the table next to me, there were 4 four guys driving from Seattle,
UW, down to San Diego for Spring Break. Two black guys, One was about
6'3" muscular, the other was about 6', stockier, but still decent muscles.
One white guy 6'2", curly brown hair, swimmers build and one humongous
Hawaiian dude. He was 6'4'' Massive Chest, no neck, straight black hair,
flat nose, and ham hock hands. As I sat down at the open table one, the
stocky black guy made an insulting remark about tgirls. I ignored it,
and a few moments later the Hawaiian guy a "tank" is the best
description of him, he came over and apologized for his friend. I graciously
accepted and invited him to sit with me. we started to chat, His name was
John, he was indeed from Hawaii, 20 years old, studying to become
a veterinarian. I asked him if his friends would give him a hard time for
talking to me, since I was so obviously a tgirl. He said no, he
was openly bi and his friends knew it. I was really warming to John
he had a pleasing masculine way about him. He was literally, one
of the biggest and strongest men I have ever met. Just looking at his
mammoth hands made my boi buns tremble in anticipation of the
dimensions of his manpole. I slowly licked my lips in the fashion of a
true harlot, while putting my hand on his and asking if he was staying
at the hotel. He said yes, but that he was sharing a room with his friends.
With a straight face, I said I had never seen the rooms in this hotel and I
wondered what what they were like. Would he be kind enough to let me
see his room?, I asked vampishly. He just smiled and held out that
boulder he called a hand. His friends made rude catcalls as we left
the bar, causing all the patrons their to smirk in disapproval. But I was
quivering in anticipation.

As soon as the door closed, he was on me. His gigantor hands gripped
me and drew my whole body near him as if I were a flimsy toy. He pulled
me in for a kiss, and his elephantine tongue forced it way into my mouth.
I immediately drew in my mouth trying to suction as much of it as would
go, into my mouth. He drew back and said "Whoa, bitch, do you think
you are whore enough to handle me?" I bravely said yes, not yet knowing
the epic slab of manmeat concealed in his pants. He then brutally
pushed me to my knees and forced my head into his pants covered
crotch area. Feeling it for the first time, the mass, the heft and outline of
it through the cloth of his pants, I shuddered in fear. The word mammoth
is inadequate to describe the size of it. "Whoa......." I thought to myself,
I love dildos and I have taken a few of the bigger ones up my carnal
boi cunt, but never anything like this. This would hurt. I immediately
started working it, sniffing and licking through the material waiting for
it's unveiling. While I was working it, he slowly took off his shirt and then
unbuckled his belt, unsnapped his pants and drew the zipper down.
The pants fell to the floor and It revealed itself. Still flaccid, I reveled
in it's glory, my guess, 12 inches long, girth, both hands could barely
fit around it, uncut. I rolled back the foreskin and exposed the head.
The head was well proportioned for the size, beautiful round crown.
He looked down on me, noticing the fear in my eyes and he laughed
cruelly, saying, "Oh yeah bitch, you are gonna take every inch of it
whether you want to or not. Now get to it". I opened as wide as
possible and took the head into my mouth. Nice slightly salty taste,
good hygiene. Both hands working it, stroking up and down while
turning, trying to stimulate as much area on the monster as possible.
As I worked on it, the prodigious pole was slowly growing erect.
Again I quivered in fear for what was to come, feeling palpitations in
my tgirl twat. I really strained to open wider and take more of it, I
eventually got in the first 6 inches until the girth was too much. So I
just concentrated my mouth on that while my hands continued working
it. he slapped one of my hands away and ordered it to work his balls.
The balls... man, they were more like dinosaur eggs than balls. But
I did as told, using every trick I know, rubbing, light pulling, light
scratching style stimulation, I licked them, tea bagged what I
could and then blew on moist area. After a few minutes of that he
said "ahhhh, yeah bitch, that's it, now get ready".

I drew away and there it was, fully erect, like a oak tree root. I
then reached into my purse and took out the rubber I never thought
I would use, The Double MAXXXUM, It was almost impossible to
get on, but after a while It did roll down, more like a balloon than a
rubber though. I then stood up, pulled up my mini and pulled off
my panties, turning around, I wiggled my trembling twat against
it. Whoa.. Onto the bed I climbed, Kneeling on the edge, legs
spread wide, calves and feet dangling over the side, my face
pressed against the sheets and my hands holding the opposite
edge for balance. I was totally exposed and vulnerable, my rosebud
at just the right position for him to walk up with that raging root and
wreck my rosy ringlet. I could feel it approach, the anticipation,
just at that moment his friends burst in. John turned and said
"What the fuck?" They said it was boring down in the bar and the show
up here might be more fun to watch. "But you guys give me shit about
being bi, what the fuck, now you want to watch?" John said. One them
replied "Okay, no more shit, but we get to watch". John agreed and
then he slapped my exposed ass and said "You better give these
boys a good show bitch". They all laughed. I was too scared of the
monster cock to care. Then he roughly moved forward to my exposed,
trembling rosebud. It felt like I was trying to fuck a fire hydrant as the
head applied pressure to the hole. I breathed deep in and out willing
all my concentration to relax my rosy ring. That helped and slowly, my
hole expanded. The boys watching were impatient "yelling ram that
bitch already", John gave into them and pushed it past my ringlet. the
pain was unbearable, I shouted "stop". thank god he stopped and
gave me a few minutes to adjust, just as the pain subsided he
plowed in couple more inches, the pain raged again and he waited.
then plowing in a few more inches.

My god! I didn't think I could take anymore. The massive cock had no mercy,
it was ripping me in two, shredding my hole. Inch by inch, unflinching,
demonstrating an unstoppable lust to impale my cute little cross -dressed
ass. His huge ham-hock hands were gripped on my waist, I felt like a rag doll.
He was in complete control with one goal, to completely ram my ass until his
savage desire was quenched. Slowly my hole was taking in more of the veiny
monster but I still had 6 inches to go. Suddenly he stopped for a moment and I
exhaled, trying hard to relax my sphincter. "You like that, don't ya bitch. Now tell
these boys watching, how much like my cock" he ordered. Sheepishly I turned
to face the men standing there watching my impalement on the monster cock.
"I, uh..., uhh.. like it, I ... like the cock," What I heard next was condescending
laughter. "Damn, bitch likes it, bitch sure do like the cock" I heard back from
them. His grip tightened then and he drove me down on it two more painful
inches. The watchers laughed some more. In my humiliation, tears started
to roll down my cheeks. Again his grip tightened and he slowly drove the
monster in deeper. I adjusted again, breathing deep, arching my back and
concentrating on relaxing. Just then he went for it and rammed the rest of it
home, balls deep. I yelped in pain, it was unbearable the tears running
down my cheeks, It was all met with laughter from them. "Ha ha, like the
cock now bitch?" they all laughed. More concentration, more deep breathing
and finally I could take it . John slowly pulled out about 6 inches then rammed
it home again. The pain was a little more bearable this time as I adjusted.
6 inches out and then rammed it home again, balls deep, my hole spasming
around the prodigious pole. He was fucking me harder than anything I had ever
experienced, He started withdrawing more than 6 inches, then 8, and rammed
it home, out and back like the log ride at Disney, It was the log and I was the
cave. I was stretched to the extreme but still, I knew I had to take it, I knew
I had to be fucked like this. No matter how much it hurts, a cock like this is
every boi's dream. Then something amazing happened, the pain rolled away
only to be replaced the most amazing sensation of fullness. All the nerves in
my trembling tgirl twat were firing and the epic slab of manmeat was more
than jamming my prostate to the max. The sensations started to become
electric even as the guys watching started chanting "Ream the bitch, Ream
the bitch", John's pace picked up, the massive cock, unstoppable. As the cock
twitched it literally moved my entire body in reaction. The guys were now really
getting into it. One of them yelled " hey John the bitch really likes it so make
her beg for it" He then stopped completely, slapped my ass again and said
"beg for it bitch", they all laughed. Overcome with lust, I did just that "I beg
you to fuck my bitch ass" I said and they all laughed again. John then held it
still and said "fuck yourself, bitch" and I did, rocking myself back and forth on
his prodigious pole. At that, they all laughed again and that was it for me,
from deep in my bowels I started to convulse, impossible as it seems,
my wrecked rosebud even gripped the monster tighter in the convulsion,
and again another convulsion, deeper and stronger, the orgasm was coming
from the darkest nether regions of my bowels and subconscious self hatred.
The convulsions started coming quicker, my entire body spasming, my
trembling tgirl twat gripping it tighter. Their laughter and my complete
humiliation growing, all cumming to a crescendo. This put John over the
edge too. He let out a mighty "AHHARGHH". My body jerking around like a
epileptic in seizure as I came and the mammoth burst forth it's searing
white lava into my bowels. The orgasm lasted for at least 2 minutes, I was
jerking and convulsing all over the mammoth root whilst it rammed itself
balls deep into me spurting it's hot white nectar. As the orgasm ended
John the human "Tank" felt his legs grow rubbbery. He pulled the monster
out of my now gaping, cavernous cunt and he fell onto the bed, bouncing
me off on to the floor. They all laughed at this.

As I pulled myself to my feet they ordered me to turn around and show
them my gaping hole, I did, they laughed again. I felt physically more empty
than I ever had been. Mike Tyson could have fisted me then and I would
have hardly noticed. My rosebud was royally reamed, it was still gaping open.
I could feel the air on my bowels. I was fucked. The 6'3" black guy then
undid his pants and pulled his shorts off, revealing a a very nice 9 inch
cock. He said "bitch, if you beg for it, you can suck me off". I looked at
luscious black snake and I knew what I wanted. There I was, I had just
had the most humiliatingly intense orgasm of my life and I still wanted
more. So I begged for it. He then walked over and slapped my face with
his cock repeatedly, he told me to close my eyes and open my mouth.
I did and then he rammed it all the way in. My nose was in his pubic hair,
I relaxed my gag reflex and let him fuck my face. He pulled out before
cumming and painted my face with jizz. They gave me a towel I cleaned
up and then sucked the other two off as well. After that, I gave them my
number, told them to call me when they come back through Portland
and then I redid my outfit and makeup as best I could and grabbed a
cab home. Never to forget the night I was REAMED. I am not a size
queen, I like to be fucked by all sizes of cocks, but that was an especially
memorable night.

P.S. -- A week later I got a call from the stocky black guy who made the
insults towards me while they were at the bar. Sure enough, he was a
closet case and was only acting out to hide it from his friends. Sometimes
I top guys and that night I definitely gave it to him every way he could
handle. He seemed to enjoy it. I wished him well.

[FionaFortune]

Thinking about doing a follow up to this one and playing with exhibitionist angle a bit more.

I love to get fucked in front of crowd. What do you think?

[ohioboy]

My wife recently found tranny porn on my phone. She didn’t seem to care much. It really kinda turns me on that she knows. I’ve only ever told one ex about it. And it turned her on.

I wouldn’t mind penetrated your ass-pussy while my wife road you. Or watching her suck our cocks. Or us double penetrating her.

[FionaFortune]

HMU if you make it Vegas, That could be fun, Kisses

[gasman5k]

Do it, goddd you are SO SEXY!!