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UrBoyHenry

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  1. UrBoyHenry

    Swing Low

    By UrBoyHenry,


    Balls Deep
    Back Boards
     
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    HenryBravo 
    #confessions · 1 attachment
    1h ago · 3 Views
    Today I answered a strangers request to join him and five friends for a bang session that would leave me, as he promised , a fully used whore. I paid an extravagant amount of money on an Uber, traveled an hour with my pussy getting wetter and my ass getting thirstier. 
    He answers  the door naked. Middle aged, and  balding with a bit of a tummy. The house is huge, the tvs are huge, the guys are huge. If not tall they stocky and built like bulls. I feel my pussy drool down my thigh. 
    Garages and are better than basements. Garages are where boys are boys.  Eveywhere, a maze of porn,  tools and sports and guy stuff. And in the middle, a sex swing hangs from the rafters. Fuck Yeah it's on.after a round of introductory  throat fucks, I  scramble onto the swing, throw legs around straps and into stirrups , hang my ass low and fall in love with myself all over again. I was built for you to lean far back and drill that pink pussy hole. I take them on for the next 5 hours. 6:1 and finally I am being filled the way I was meant to be .
    There are high fives, smoke breaks, a hot but brief DP, homemade tacos, and the final dump session that makes cum and cream squirt out between cock smashes and ball slaps. It's sloppy and hot and my pussy sucks up each load with a massive orgasm.
    Home now, bruised and sore and dreaming of the next swing time.
    Your Boy Henry

    Henry Bravo
  2. UrBoyHenry
    The biggest challenge in my gender transition has been learning how to douche my ass. Not the surgeries and the internal bleeding , not the coming out over and over again, not telling my father or my son that I was planning on having a glorious BBC of my own.  No , the hardest thing,  is the mostly mental block to, cleaning the waste out of the trash bin so to speak. The humiliation aspect of being that trash bin for strangers starts right there. I'd be remiss if I did not say that the preparing myself  has become part of a ritual that is both humiliating and empowering. But it has yet go smoothly. 
    Let me bring some context and highlight some key factors. There is both the physical content of one's bowels that I contend with and most of it is simply a matter of waste management. There is also a massive mental roadblock to connect anus with pleasure. And I don't believe that sexual preferences  nuliify these fears and aversion. There is a real and present danger to exposing yourself to feces. If you are from the Central Valley and have had your lettuce and spinanch disappear from your market, it usually because there is human feces contanination. This is very much highlighted by my educational focus of insects, parasites and the inescapable truth that we are all connected. Watch an episode of Monsters Inside Me. This alone has flatened the tires on this little dumpster  prospects of rimming. Delish...Back to the matter at hand. I do love anal sex though, it is vicious and raw and unforgiving. So me and my ass are on a mission. 
    I am not new to anal sex but I am new-ish to recieving and  definitely new to the frequency and force. As female, I made many failed attempts at anal sex; it was always shockingly painful. Testosterone has wonderfully turned pain into a raging hard on. Even with the pain relieved, it was hard  to make any headroom in my ass. I am dedicated to providing the smoothest ride possible...so began a rigourous course of solo training. Through which a relationship began with my little gulping baby gape. I have invested more than a few paychecks into anal toys and lube. My play  has increased in intensity and frequency growing my confidence and easing some of my fears. 
    If you haven't gathered, I am no power bottom, or a natural bottom. I have to work incredibly hard for every  inch I can take. My lower gut will always restrict my abilities and I think a few tips from you would help a great deal.I have always run on the constipated side and since surgery complications I really struggled to maintain bowel health.  I am that guy that needs at least two hours.  Diets make no difference.  And there is no question of not cleaning before hand. I have a massive fear of making a mess, it requires mantras and mid sex mediation to keep it cool sometimes. I come from a very proper, and prudish family, think ballet and cottilions. And the social indoctrinations for women  behavior run deep and dark.
    I have weighed the idea of giving it up and I can't.
    1.) have been blessed with the amaizing ass orgasms , come to Daddy . I
    2.) and honestly I am insecure about being a gay man with only a delish boi pussy to pound on. And a lot of gay boys love that boi pussy. So it's me, not you
    So there it is. Tell me your horror stories, tips and tricks, funny bloopers. Healthy fun is the priority.
     I will never be a porn star but I will be best  King Peach I can be for the men who love to beat it up
  3. UrBoyHenry

    Testing a Link-

    By UrBoyHenry,


    Balls Deep
    This is a test of  my human broadcasting System. Hopefully the link to my video on Xtube works. Upfront this  is maybe not the audience for my amatuer masturbation videos. But it is my experience from a unique vantage point. Video making and sharing is in part a Fetish but mostly it is a safe and creative expression of my mascu;inity. It stands as my proof, as my witness to the control I have over my body and my life. And that sentiment can be  indentified in each our of connnections. 
    In this phase of my life which amounts to a mid-life puberty crisis, submission is my declaration of control. Whatever  happens, however the session turns  I have made each choice , I own my consequences as I own my decisions to engage. My control = I am responsible. My body, my expression, my control. And there is nothing like taking a foot long cock till I blindly Cum to my own satisfaction. Sharing my videos furthers my grasp to edit my section of the  reality perspective. And  I have myself that gift of orgam, I am not dependent on you to  get my but on. MAybe you are the accesory , the enterainment, maybe you ass belongs to me.hus link goes to my Xtube videos. It's simple low key me and and my toys. Just me and the absolute pleasure I get from fucking myself. 
    Roughdraft
    HBG
    UrBoiHenry solo Masturbation
  4. UrBoyHenry

    B-Day Bare-ly Adulting

    By UrBoyHenry,


    Balls Deep
    Today I am 43. I don't look it that's for dam sure and I sure as hell aint mad at being carded. It is quickly becoming an asset to my own dark dementors. I like my men older. I lost my virginity at 14 to a beautifully hung military man. And my 1st Dom at 18 was 40 years my elder. But this strikes a darker streak, a primal need to be consumed by my maker, to be destroyed by my own creator.
    And the dark perverted child in me  finds it funny when disapointment and confusion spreads across  the face of that fetishly older bare rider that I am entertaining . I own both his greatest kink and his deepest secrets. I hold their manifistation deep in my boy cunt. 
    His cock still throbing in shock from the huge load  he just laid in that young tight boi pussy , he watches his thick deposit drip along the deep dark pink slit crack, he gathers his escaping gift and pushes back into storage.  That load, was for that egotisitical cocky cum slut boy who sleaszed his boi cunt up and down the virtual  meat market  goading, teasing begging for something he could not possibly handle. Stupid Hot FTM wanting to play sowrds with  battle tested veterans. Dumb, pretty boi flagged down this bull and he  had meant to break him, teach him his place at the end of his cock, he was to father this kid who needed a spanking probably more than he needed a dicking down.  Not only did this  Not -a- Boi, with his creamy tight pussy strangle every last drop from his dick loving balls, now he takes away the enjoyment of of a lesson well taught, a punishment well delivered, an ego well bruised. He watches as this not-a-boi wriggle from the tickless he has given himself. With an egorged ego this boi stretches and flexs legs and back, licking the discipline from his fingers like dessert was served. The confusion and desire will not leave him, he will only  sink further into this not-a-boi who in turn will welcome the darkest stain of him. He will return to lose his mind and teachings will turn to worship and he will not understand how this fox cub became master.   
    I own both his greatest kink and his deepest secrets. I hold their manifistation deep in my boy cunt. And he has just pushed every last drop back into my vault where  he prays I will absorb his truth and absolve him with permssion.
  5. UrBoyHenry

    Wetdreaming

    By UrBoyHenry,


    Wetdreams
    This ride is intense. At forty I am trying to navigate the most massive  shift in my life,  from a pussy licking , leash holding Dom  to a wiggly bottom cum slut. This story is beautiful, disgusting, epic and pathetic. Life on T is not a game for the weak, young,  old or untested. This is expert level shit here son. Most of you would  have begged mercy, screamed uncle, tapped out and be well on your way home to momma by now, and we haven't even started.  This is the game that says I get to play with the big boys, with their big boy dicks and their big boy balls. And play I will, hard and with all abandon of hope of returning to Kansas Toto. Testosterone kicks my  perverted,  zero-fucks-giving,  ftm-faggot- ass into cock throbbing risky situs that are way more than my new asshole can handle. 30 years of frustration, delayed puberty and forced repression finally force this former Dom butch onto my knees to beg for small favors from men who barely notice him.  Desperate for connection, removed from inhibition , follow along as I desperately try to ease the fierce hunger between my legs with the biggest  most toxic menu of men. 
     

  6. UrBoyHenry

    Gay Wad

    By UrBoyHenry,


    Balls Deep
    My entire life has been centered around sex. I found porn at an early age  and it was the answer. The Answer. To Everything. And it has been gay porn from the very first sight of a rock hard, ass smashing dick. Didn't matter if that ass was attached to a woman, all I have ever saw were those long girthy  beautiful schlongs of the 80's porn scene. Soft core compared to the filth that makes my little t-cock throb now a days. I was envious of that Dick, those balls and I have not lost any of my fascination for that sweaty threesome of cock and balls. I want to breathe them deep as if the Balls of Man Stench: work, pheromones and crack sweat )will release my own set of glorious balls free from their confines inside me. Like beard oil is gonna give me that Viking beard my DNA forgot to sign me up for.
    Deep Inhale , clear my sinuses, open mouth breathing  all over those nasty sacs. And I do, I do want all your Stench of Men all over my face, I want my lips  soaked that I can only taste  your  salt and funk, so deep in my nostrils that it makes memories at the base of my skull.  I will suck all you in and bury it deep in my pelvis where my boipussy creams itself for  it and my ass begs to be filled up too.
    And these needs they drive me crazy , forces me to hunt madly, go anywhere, promise anything to get my fix. I am embarassed and hard. Giddy and full of that shame that makes you bust your nut early and you hope some witnessed your fall from grace. 

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