may 6
May 6

We’re off to anew town a new and interesting way of life, the carriage is getting rather crowded and I’m running short on pocket change I wonder what my crew back on the Bloody Rose are onto? Have they forgotten me? They probably have although Michael had not forgotten me far from it, So it’s me and him now on the bench over the trotting horses, he’s got the reigns and I’m writing away in my journal.

The sky is so blue and grass it so green, and every where there is sounds of nature and beauty I see a pond I think I shall detour us and have a swim I could use a bath I’ll note with a heavy whiff

May 5
Mood:  crushed out
Now Playing: Nickle back
The Used all that I’ve got
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May 5

Well I thought I would rot in this cell for another day but I was saved!!!!!

I sat on the stone block located in the back of my cell when I heard out side a peculiar bird it made a sound of a “cawk-uh-woooo hack who who” I was roused to thought by this when a bundle of rope hit my head. It was wrapped around my person as I struggled to peer out the only window. “I’m Free,” I yelled and realized my mistake the pulled on the rope and it being around me pulled me into the wall. Knocked unconscious I had a most peculiar dream about some battle and then there was nakedness. But when I awoke I remembered my rescuers. I climbed again to the window and they had disbanded chased away by the guards no doubt.

I began to weep quietly recalling all the faces through the bars, Marco, Jericho, Ashlin, Chelsa, Tristin, Amy, and Katelin. Aye Even Katelin had forgiven me. No hope I had until there was a voice down the hall, a booming voice and it called my name. The voice came to the cell and had a cowering guard unlock it I was seized and violently pushed into the main hall, the man asked me what I had to say for myself, I replied, that I was innocent. He laughed and carted me away outside, the guard watched him from the door as he pushed me to m knees and leashed me! No I thought please no, what ever was about to happen I did not care for. This man saluted the guard and a familiar looking carriage pulled up in front of us driving by a very stout looking chap. He boarded and yanked me up behind him.

Shivering a bit I looked at my knees a rip in one of them and blood settling there, I looked to the man and he smiled at me, the devil! He pulled of his hat and wig and beard and there was the clean cut Michael if I ever saw him! That right bastard told me of his trade once again he pursued acting but not theatre, living acting he was a con man now. I knew I’d get into his veins he had made quite a lo in his travels and wished to join our merry crew having met with Katelin and devising this brilliant plan!

Well in reaching the forest my friends had made a very nice encampment. I spied every one, save Amy. I only questioned for the depressed look on Max’s face, He claimed he would tell le later. I did not inquire farther.

I saved my self the pain and apologized to Katelin I put her through hell… literally even when we were younger and no one was the wiser to my femaleness I would cause embarrassment but I don’t really get embarrassed. So I got a hug and shake of the head then sat to write in my journal, adventure never stops, it’s not many adventures it’s one that never stops, all of this life is an adventure and I would love to live every minute of it

may 4
May 4
Another day in this dreadful prison and my sentence is seeming to be a most painful one, after a very elaborate search of my person, and I do mean elaborate, and most invasive it was conclusive that I am a pirate as says the tattoo on my wrist (but amazingly not the jolly roger on my back stating "a pirate's life for me") also concluded was I am not Charles Peasmont as he is touring the south of France and that I am a recovering victim of hemorrhoids, yes it was that kind of search and it lasted longer than most do, But I am surprised at 2 things one they did not note my gender and I am scheduled again out of my cell for yet another examination

I haven’t seen any of my friends, Per'aps they have abandoned me, but i hope at least Katelin is not too mad at me, at least mad enough not to brake me out. Sigh I don't have long until i am summoned once again and I fear the worst.
I return hours later to my cell after being summoned... bloody law!!!!
I was taken full advantage of b several of the mortician’s staff as they are the only ones qualified to examine my person and not only did they know of my Gender they were prepared to take advantage of it. We all know what a fan of rape I am but this is going too far!!! After screaming and kicking guards burst in to find them and me... in my last waking moments I felt a rag over my mouth and nose. The liquid from it seeped in and I was unconscious.
Later I found myself face down in my cell half dressed thank god I wore an under shirt for in the corner of my cell was some vagabond reading my journal. He commented on my adventures and then smiled and called me by name. I was angered that he now knew me and prepared myself to battle him in a have drugged state, he bid me calm down and introduced him self, I am the honorable Michael Lindsey Ross of Westlake.
Amazed was I to see him that I engulfed him in a tremendous embrace we talked about many a thing before the guards drew him and winked before he let the door slam and stagger away… I don’t know what he’s planning but I hope it gets me out of here. Where are my friends!

may 3
Mood:  energetic
May 3
good day... I write today from my prison cell after my few days of mayhem, I shall recount them for you. It was a wish that my lady Katelin attend a wedding in the north of England and not wishing to Leave Jack she invited me and my company along. We were mostly prepared for the formal affair but Jack cares not for the heavy dresses so adorn with jacket and beard I led katelin into the ball.

Surprised were all by our gathering, and with a wink and a nod we were off on a grand charade. I enounced my self Charles Peasmont and to Katelin’s dismay she went along my friends and company acted as servants as I recounted stories of a life I've never led.
Many an eye cast over us judging but it was to be certain even if I wasn't a rich and social being of court.

The wedding was extremely long and extremely boring and if it weren't for lady Katelin's insistent poking all would have heard my snoring. I was scolded softly out of the corner of her mouth from time to time but always she would sigh and let me settle into a nap.

The wedding finally over the bells woke me and I gasped loudly and -covered it with a cough as it was not dignified to drift in the house of God. Tristin of Ipswich seemed much at home on his knees whether for god or some other reason I could not tell as him and his lady Amy set upon their prayers whilst the higher went to congratulate the bride and groom, ones Heidi and Jason of St Peters. The last in line Katelin informed me as to what I should say to the groom and what not to say to the bride it seems "give 'er one for me," is inappropriate for my "standing"

Well it seemed katelin has accepted my executrices and made good use of them as I am earning her a higher social stand with the rich here.

My words to the groom were brief as he pulled me and my lady into the wedding party. Into a very long white carriage I was pulled and with not an explanation to spare save when I was perched in the fancy carriage. I was informed that the Best man had fallen ill and it would be most appreciated if I would deliver a speech, after much detest and decline katelin accepted, I tried to protest but was silenced in a sharp blow to my foot by a heel.

The reception was not as grand as I might have imagined and my craving for proper food went unharvested as I smelled the presumed "good" food. The time was close approaching and I not prepared was snuck out by katelin. In a desperate attempt she tried to summarize the proper verbal congratulations. But I was cast aside by the open bar.

Sooner rather than later I and my fellow cohorts delved into the free rum both spiced and unspiced. Marco was I was to be found outside with Jericho in an abandoned carriage with flattened wheels and long lost paint job. Marco had set to lighting the hair under his navel aflame while pouring gracious amounts of alcohol to keep it ablaze. To my amusement his jacket caught afire and he was forced onto the ground in a screaming frenzy.

Katelin now aware of my position fetched me at once informing my stiffening self that it was near time to deliver my speech, worried for the sake of her well being I emitted a long sigh and in my best posture entered the dining hall. My words were lost in my mind but I suppose it went off well until I passed out.

I woke several minutes later, oh probably 12 to katelin fanning my face muttering something about heat exhaustion. Cheers emitted when I woke and food was served THANK GOD!!!!

I was first in line for every dish and came to my seat with a heap of gourmets pleasantries. Katelin nudged my indicating some small metal device... she demonstrated its use by spearing a radish and bringing it to her mouth. I using my finger bring a piece of salmon to my mouth and clean my bodily utensil.

Katelin unamused thrust the piece into my palm and forced me to use this primitive devise to feed myself. Needless to say I was not happy.

Well it was shortly there after that I was caught with my pants down... I had managed to scrimmage together a few presipped beverages. And to Katelin’s dismay I was subject to an immediate bout of turrets my phrase of choice "burn in hell you bloody sod!!!!!"

shortly after that I was thrown into this cell, what To do I'm not sure...

april 26
April 26

Aye good day good day, well we're off on the road again, It's a relief to be on my own, well with out him. But my friends have thus far been keeping me company; Marco has let me into this incredible secret, one which I will not divulge just yet.

Well in the terms of adventure we have been kicked out of the inn and that entire town to be sure. I craved some mischief so I drew a very convincing beard upon my person and me and two very amused comrades went out upon the town although it seemed so small in the night arriving in the day it was bustling with old women getting their goods and young woman checking out ours.

Well after about 4 pubs we were all a bit off our asses. Jericho got a brilliant Idea! A brothel! So to the brothel we went even before we arrived I could see an increase in powdered chests and rosy cheeks. I could tell we were getting closer as Marco had found a pretty young thing name of Ashlin. And Jericho one of Chelsa. They surrounding me laughed until after prodding I selected one at the door, Magdalin her name looked all right in my drunken haze. So inside we went parting at the top of the stairs each to a specific room.

In a drunken stagger I wobbled behind her, my wrist in her sweet little hand. She giggled in her soft voice, "Come Jack-o" and I came, err followed her into the small room holding only a bed a wash table and a chamber pot. Magdalin was a little less then gentle as she slammed the door using my body... and then pouncing a top me. I was ravaged I’ll not be vague but she had me pinned and I wasn't concerned until I felt a hand traveling down my tunic. It dawned on me that there was nothing down there for her little hand to wrap around, I tried to fight her but for such a small dainty creature she was holding me with out trouble. Struggling was no use as I pushed my self away from the door to open it she thought it was playful and continued in a more rapid pace and upon untying my britches she stopped. Rather awkward, and was even more so when the door opened to another young lady, she stood unmoved by this display of man and lady... with her hand down man's pants. But she did question the screaming for help, Magdalin bidding her close the door. She informed this lady of the problem and she seemed unmoved (was there nothing that could shake her?)

I was surprised when her expression changed to one of pleading as I struggled to keep down the last bit of rum I'd consumed, a silent agreement and then eyes to me and Magdalin declared "we can share"

To the bed as I could her breathless chants of "Ashlin!" and "Chelsa" it was my turn perhaps, as ravaging hands and drunken bodies were intertwined these pretty young girls had more tricks up their sleeves then I would have given credit for.

Morning came, I woke in a daze and looked at my surroundings, they seemed a bit familiar and my cloths torn from my person was a usual wake up to myself but I was weighed down I looked down to find my pretty ones gone, who... or what were these?

one with a terrible face and skeleton like hands, the other fat and grotesque hideous with only one hand, one good hand though and it was oh god! I lost my well I had no lunch... nor dinner... I lost my rum... the rum was gone! I flung them off to make for the chamber pot.

After emptying my self in long retched moans I got a pound on the wall and a "way to go Jack," and a "give'er one for me"

my stomach and head empty I yelled curses at them pulling at my loose britches, "Hades! Witches!" this brought Jericho and Marco out of their rooms.

Needless to say I was thrown out and pitchforks and torches lit the morning air as I held my pants trailed by 2 not so happy whores and enraged friends we packed quickly and were off in less then a blink, two new one's with us we were off and here I am, the back of the carriage but no fowl looks... in fact no looks at all... they're kinda wrapped up in... erm them selves...

next adventure!

april 25
April 25

*couch* *splotch* good day I haven’t written in a while journal, a lot has happened... I have not actually had custody of you in quite a while but been in a drunken stagger over the course of England The lady Katelin had escorted me and I owe my safe arrival to this lowly inn to her. I have met a few good friends in my travels.

You must understand during this time James was not among us but held up with my things staying with Nithaniel... so I decided to let him cool off but as I found I was madder than I thought, we'd grown apart so I left... Katelin beside me I hitched the horses and we were off away from James and into adventure.

Tristin of Ipswitch and the lady Amy traveling minstrels I met them on the out skirts of a small town and they not on their way to any where have agreed to come with us, seeing that our means of traveling is a little more comfortable.

Then as were all going through the forest we were robbed! aye true that robbed and me drunk as a bloody pirate a shackled their leaders wrist to my foot... then passed out loosing the key, as I am aware now they shook me for hours, but no use it wasn't till dawn a day and a half later I woke to a blacksmith pounding the chains, katelin informed me between pounds that this was Marco of the forest bandits and now that I had defeated him or rather umm I donno but i beat him So now i have a few more people in my carriage Marco and his faithful man servant Jericho, both of which had very fuzzy purple hats so with one on my head we were off to our next adventure, although there is some thing a little strange about that Jericho chap.

Well now here I am sober... for the most part in a small room with 5 other travelers rolling dice and eating hogs hide... well now I’m hungry tata

feb 12
February 12

Well it's a Saturday and for the last few days we've been traveling me and James to a friend's estate. James seems to be a little irritated and kicked me out of the coach and I am now forced to ride horse back seeing as we did not bring any saddles I must ride bare. We are taking a rode through the forest as it is the easiest route to Nithaniel's home.

We arrived very nobly and Nithaniel came out to welcome me himself. James grew a little red with anger or jealousy I don't know when Nithaniel swooped me from my horse. Lady Katelin was next to reach me in a flourish or petticoats she embraced me warmly while James struggle with the coach door as it locked from the outside.

Lady Katelin seemed over joyed to see me and pulled me up the stairs into the courtly entry hall. We heard a muffles yelling from outside but dismissed it and Katelin pulled me on. Upon entering her room I was set upon the bed and I listened to two conversations Katelin talking of how glad she is to have me back for a time and how she's found no one with quite as nice hair and then Nithaniel saying some thing about plans of some sort. All I knew is that I missed the feel of a brush through my hair.

Well in celebration of my arrival I was shown the newest form of plantation entertainment. There was a barn and inside was an arsenal of crossbows but not regular ones they were for these small fruit colored pellets which on impact would cover the victim in dye. Well I played but was not too good at it. They took joy in pelting me with the small things it was quite awful. Later upon removing my cloths I found large welts upon my person.

James is still angered at me and will not sleep in my bed, not a worry to me seeing that I will finally get to 'sleep' in a bed.

That is all I have to say for now

march 9
Mood:  a-ok
March 9

God damn I'll never have any rest, James is keeping me up all night with that damned collar! He never ceases his pulling on it which means I gotta trudge outa my warm bed and give him what he wants... although very arousing at first it has gotten terrible seeing that I ain't got no proper bloody sleep in weeks!

It's him and then that Doctor I finally gets off duty and then i rest me head and I gets the summons that he needs to evaluate me situation so I trudges over and while bend over the damn table I falls asleep with his well hand in the right spot I woke up a little worse for the wares... I think I might lose this doctor at next port as my breath reeks of what some of the men call Laudanum and me ass is in a terrible state haven’t been able to sit for a week now. But I grunts along and when I pass that damn doctor he gives me a wink, what for I don't know but I hope it don't come too soon.

As for other things we set off February the 9 and I'll be damned it's been nothin but trouble. We ain't been able to take the collar off so I some times get it caught on things and I been fallin asleep in the riggin and hidin in the rope locker.

Bloody hell here come a call from that damned doctor I'll be back to write soon.

I'm Back it's near 3 hours later and I had to stay awake this time which is hard but also painful I can't no one in on me in this position puts em in a bad mind but I heard a few of the other boys complainin bout sore lower backs and behinds.

I've half a mind to take up wenching again at least i looked good. And frequent bathing ain't never been a problem for me.

My minds all a blank of thoughts and I am drifting off over my log... I might try a little rest in the brig or maybe the stalls no one would think to look there...

feb 5
February 5

well I've just had a get together in port we invited a fair number of young ladies aboard there was not enough to go around so several fellows had to share. I however got the dandiest of them all he being male not another man aboard my ship would dare give an impression that they enjoy their sodomy although some seem to be in the brig about it.

I had a nice evening we all had a round at the pub on the pier The Pig and Whistle. All the whores seemed to enjoy themselves and I think a few were popping to the powder room as I saw a few heads disappear but I guess it didn't bother their lads as their faces soon lit with glee.

It being my unofficial birthday i got many a surprise including; a dog collar, I'm not sure quite why but my male companion was quite happy about it and thought to put it on... i really need to tell the boys that truly there is no dog; I also received a small sewn animal as I’ve seen in books it appears to be a bear in a curious looking pair of drawers, it mesh black with frilly ruffled edges, my crew thought it comical when i got a few gold coins and stowed them in this frilly bears undies; I also got a few interesting rings one of which it to big for any of my fingers and too small for my wrist... I wonder where they expect me to put it as when I asked if it were en earring they giggles manically and said no, James my Whore for this evening said he would explain and demonstrate later when I got what I paid for; I also got a very phallic devise which bemused James and my crew once more... I seem to make the boys laugh I'm glad we can share this time I feel as if the end to my flatulent has giving them time to spend with their old Capn; oh and I also got a queer looking booty bag with three strings attached from different ends... it has no draw string and I'll have to inquire to it's use as well... I really wish I understood the humor there is in confusing me.

Well when evening set in all went to their rented rooms in the tavern or back to the ship. I had help from James who quickly scooped up my gifts and brought them up with us. He had me lay down on the bed and told me to get comfy which I did and in a few moments time I was asleep, only to be shaken awake violently by a thoroughly unamused James who had put on my booty bag... it held jewels but not the ones in which I'd first thought as he danced about parading it. he then showed the use of the queer sized bracelet as he removed the bag to show his stiffening manhood he slid it over and it fit quite nicely, he then threw me the bear and I asked politely, "what the fuck was that for!" he told me to put it on... to I put it on my head he said no take it off the bear and put it on so I did it I took the thing off the bear and replaced the bear atop my head... he then grew frustrated and I took notice that the ring fell to the floor.

He took my boots and yanked them from my feet forcefully and then grabbed my pants and ripped them off I felt silly being undressed in such an unceremonious fashion but then he took my feet and drove the underwear over my legs and I sat bewildered looking down at my exposed lower half. James satisfied replaced the ring and put the collar round my neck a bit tight but I could breathe easy. James promptly took that phallic devise and placed it to his lips which amused me very much he then went red and got a bit defensive and told me to bend over for he was a bit angry, I did with a bit of confusion as I stay in a doglike position. I felt his hand grew friendly in areas and it was almost like my examinations except more fingers I guess... I was surprised as the phallic thing was inserted I'll stop there with that but I did get my moneys worth. and as of now I have a new bitch he's insisted I keep him chained to my bed... strange but I think to myself all right we will being leaving port in a few days with a new doctor and a new... well some entertainment for myself

Jan 23
Mood:  cheeky
January the 23

good day I have had my final check up today and thank god
we've gotten rid of that cargo we traded it for rum off the
coast of Bermuda although the rum has yet to run out the
locals seemed very happy to be rid of it and welcomed the
near rancid cargo...

any who my check up went very well and my gas has stopped
completely I've been welcomed into the cabin with the boys
and no one's had to suddenly leave! And the dog has certainly
disappeared some have noticed... and I had to send the cabin
boy to clean up under the tables for the men left the
nonexistent dog scraps.

ok now I must talk about my check up it was a man this time
and he seemed quite emerged in my ass it lasted near 4
hours and I must say I enjoyed it a lot he even said to come
back in a month so to avoid being late to my appointment
we've decided to dock for a month and stay in port.

The tools! my god the tools they were very up to date and
probed quite comfortably I might add some although I
queried to their shape he said I needn't worry they were
made in such a way for shear knowledge that they would
pass without hindrance and I thought it was only logical for I well know it fits eh. His methods were also some thing to be questioned they were very rhythmic and he must have
known what they did because I made quite a bit of racket.

We've had dinner a few nights now and he's pushing the issue
that I need a doctor on my ship the first night I was more
captivated by his assless pants than amerced in the
conversation but I'm thinking about the matter thoroughly. He
stated that his methods were taught to him in England as he
called them tender methods I'm still curious though... he
also seems a bit effeminate but that's ok he is a very good doctor and a fair sodomist

Jan 7
Mood:  accident prone
Dear Journal

today is January the seventh

I have been having some problems gathering a crew I do have a few willing volunteers but coming by honest pirates is extremely difficult. And what's more coming by those honest pirates who do not mind my well... problem is even harder!
Yes journal that "problem" has flared up again and I know what you are thinking, but no I didn't have to break out the red doughnut whew... that was always hard to explain in taverns I remember one such instance that a man popped it out of spite with the tip of his cutlass... what an awful pain that was... I believe one had ruptured due to that unexpected fall.

But back to the case at hand, although embaracing I have had many doctors in different ports check it over and no reason or ill substance can be found except maybe a change in diet may be in order but what can a pirate do? All I have aboard my ship is rum, biscuits and ham and well that shipment of broccoli, cauliflower and peanuts that we heisted a while that blunder got us quite a ship load of crap.

All the doctors have checked me over and over till they were out of oil... but found no cause to it... and although incredibly embarrassing I think the examinations were incredibly pleasurable... and one such nurse became full aware of my liking to it even though when questioned I deigned but what should I do? She’s askin in front of my crew!!! Should I say that I disapproved of it but accept that I needed the treatment or tell all that I enjoyed the so called sodomy? That true to the nature of my ancestors I too have an arse tendency? Bloody hell no! I tells em she's lying and she made me sit there and enjoy it as she manipulated me.

Well they of course believe me the captain but now of course she's under eye by all the surrounding patrons. But it is her fault she's the one who brought it up! but I do feel mildly bad about it... and I guess that follow up won't be happening.

any way back to my "problem" the stench is getting worse I think I’ve suffocated my first mate so much so he had to rush onto deck for fresh air and when ever I need to talk with him he insists it be out side or next to an open window. I think the crew is getting "wind" that it's I yes I’m running out of lies and I think several of them discovered I have no dog in fact I think they know but do not wish to see ol' jack blush as long as
there is no mutiny aboard all is still well but I’m begin not to
be able to stand myself it is most dreadful in my own
personal Dutch oven as I became accustomed to my head neith
the blankets when I knew my dear William he however has
met some one else yes it broke my heart when I broke wind
while entwined with him but I do think I should be forgiven it
was not in my control.

Oh well I hear the ol' boys starting up a shanty or too if I’m
discreet I suppose I can sing along and the sound will mask
my mine but not the odor I’m afraid.