The Dogging Diaries - II free porn video

It was around this time that the simpler, shallower emotions of being Kristy began to give way to erotic stirrings that were of greater consequence. As I read these entries, some of which are published here, it becomes clear to me that I was evolving, both as a woman and as a sexual being. To say things were getting serious doesn't do it justice. Diary Entry: April 2006 I'm going to try and get some of these emotions down on paper, since they've been building up inside of me for some time. Things seem rote to me now. Not in a depressing way, I'm actually feeling really good about where I'm at. I have a pattern now, a schedule. Before it felt like work and play were completely separate. I'd go to work as one person and live other parts of my life as someone else. Now that's changing. I'm Kristy all the time, even if I don't always look like it. She's me and I'm her and that's basically that. I see things through her eyes all the time, whether at work or at home. And I look like her every second of every day I'm not I that office. And the sex ... my god. I love it. I physically need it. I live for it. I feel like I'm becoming the epitome of a slut. I need sex to make me feel whole. I love the ritual of getting ready to get fucked. The dressing and primping of preparing my face, my body, even my clothes. Knowing that by wearing thigh highs I can simply hike up my skirt, lower my panties and offer my waiting bottom to a man sends electricity through me. As long as a man has decent hygiene and seems a decent human being he can have me. Just walking down the street I see a guy and I wish he would take me by the hand into an alley or into his car and have his way with me. Just take me and fuck me and cum in me and leave me openly exposed, a run in my stockings and a dazed look on my face. End Diary Entry Diary Entry: April 2006 Everything seems just so. My apartment couldn't be cleaner. Work is going well. I could not more hairless if my life depended on it. Tonight I got home, changed into Kristy - toe to head; 4" silver strappy sandals, my toes a brilliant red, bare legs looking more toned every day, my silver v-string from Victoria's, a jean miniskirt, pink tank top that so-so-so accents my budding breasts (and nipples) and my dark, Lancome eyes and pink perky lips. I even used a pink bandana to tie my hair back - poured some wine and cleaned my apartment from top to bottom. I choose bottom [bad joke included for posterity, it read poorly then and still reads poorly now - so be it]. Spotless, this apartment of mine. I even Lemon Pledged the wood. Smells delicious. Then I took a relaxing bath, my butt plug firmly in place, before draining the water and showering. In the process I shaved, plucked and pulled every single solitary hair out of every conceivable place on my body. I was in there so long the hot water ran out. Now I'm spotless too. Then I moisturized, put on my robe and watched two hours of Top Model. Heaven. End Diary Entry Diary Entry: May 2006 As I write this I am drunk. Why does that matter? It doesn't. Yet another Craigslist fling tonight with a semi-delicious man named Charles. Reality is he looked better in his pictures but they were of him and in general he was OK. Not the best cock either. The more I think about it the more I realize Charles kind of sucks. Whatever. He came over, we had some drinks, he finally kissed me, I took his clothes off, he took mine off - down to my thigh highs and cincher anyway ... and proceeded to lick my pussy nice and good. I have to admit, it felt so sexy to be bent over the arm of the couch in my stockings and high heels, balanced so delicately on my 5" spikes while an adoring fan lovingly licked my ass. Suppertime boys. Taste that pussy you fucking whores. Then he greased my horny, quivering cunt - I SO FUCKING LOVE THAT FEELING - and slid right into my butt-plug-trained cooze. I took him so easily. Typical doggie style fuck, me with my head down taking his meat. He gave me some good strokes, not enough to make me cum, but certainly enough to give me satisfaction. Then he popped in me and hit the bricks. These boys keep ordering up a slice of my pie and I keep giving it to them. No one seems to order a second piece though. Am I ugly? End Diary Entry Diary Entry: June 2006 My new bras and panties came! So excited. Nothing but g-strings and v- strings for this girl. I'm butt floss all the way all the time. Nice and tight too, to hold in my clit and even keep a butt-pIug pressed into my bottom. I even got a couple of pairs of panties that say "SEXY" in the back where my butt meets my hips. Boys, please get in line to take them off with your teeth. No pushing. And, I'm now officially a B cup. The A's are snug and these seem better (I think). Privately I hope they don't stretch. I'd much rather have my little girls bursting at the small seems of my A bras than swimming in the deep end of B. What's a girl to do? I'd like to get a French manicure for these nails, but I'm not sure what work would say. Decisions. Yogurt and salad again for dinner tonight. Hello bombshell. I need- need-need some dick-dick-dick. End Diary Entry Diary Entry: June 2006 Harry was over tonight, giving me his hard, thick cock and fucking me senseless. He still pushes in too fast but I took it much better this time - probably because of the plug - and he really did give it to me good. As I write this, his cum is still trickling out of my bottom. I'm wrecked. At least, I look a wreck. Total just been fucked look. Still have my 5" black Pleaser pumps on too. Smeared makeup. Harlot. Diary Entry: July 2006 Thirty six suits. Bathing suits. That's how many I looked at before making a decision. I wish-wish-wish I had the uterus to go to the store and try them on. I don't have that yet. I love to shop too and usually find it no problem going as Kristy, but I choked on the bathing suit thing and George's pool party is Saturday. So I ordered a purple one piece - I fucking hate my body - from Tommy Bahama and that's what I'm going to have to go with. I hope it fits. I feel like a fat cow. I need a tan, I need to lose weight, 140 is too fat for me. I need bigger breasts. I see these girls with their tight fucking waists and their belly rings and I just want-want-want that so bad. End Diary Entry Wow. Hate yourself much? Looking back at some pictures, I wasn't half bad at all. I really wasn't. And I was already a skilled cocksucker too. I looked like a girl - nice hair (albeit still a wig), pretty eyes, tastefully seductive makeup, breasts, I was blessed with hips anyway and I had and still have incredibly great legs. But there was no telling me that then. I look better now, but I hadn't gone "all in" on my appearance at that point. Sure I had the hormones and the B sized boobs, but it wasn't my own hair, my abs weren't perfectly flat yet, I had no tan, my clothes still didn't show me off the way they should have ... fuck, I could go on and on here, which is bad because this probably appears to so vain. You need to understand. I was reaching a breaking point psychologically where only one thing mattered - I longed to be sex on two legs. I also realize I was beyond embryonic at this point. As I read, there's more and more detail and my entries get longer and/or more frequent. I was by now officially a hormone chick and although I never had the epiphany of realizing it until later, at this point I was no longer male. I was a girl. Diary Entry: July 2006 Can I describe the feeling of having a cock inside me? What is it that I feel? It's invasive. It feels hard. It's animalistic. It fills me and makes me feel whole. It makes me feel like a woman. I can feel each inch of it inside me, the nerve endings inside of my pussy all alive. I can feel my cavern being stretched to make way for the bulbous head. I can feel the heat and see the white light. I can feel my cunt expanding to accommodate the girth and length, the slickness that permeates my hole. Can I actually be getting wet? I can look into my lover's eye and see the desire, the need, feel that moment when he is buried to the hilt and our bodies truly touch, his root and my rump, the sweat and exchange of energy. I can feel the extra, that extra little bit of size and hardness that comes a few strokes before his orgasm is reached. I can see the ecstasy in his eyes as the waves of orgasm begin to crash and I can feel the pulsing and flaring of the hard cock as it dumps its sexual seed deep within me, washing into me in a release of pure lust. I can see him, the conqueror and he has just taken his slut. End Diary Entry Diary Entry: July 2006 What a night. George invited some of the girls from the club over for a pool party. I went with Dina with the idea that we would crash there for the night. There were five t-girls including me and Dina - Amber, Kara and Michelle - and 3 or 4 of George's friends that he's known for a while. [Editor's note: George was a regular in the community, a good guy and his friends were all pretty cool. I knew a few of them.] I brought my new one piece suit (it fit pretty well, thankfully) and a towel with my overnight bag - one of these days I'm going to have the perfect curves to go all bikini on someone if it's the last thing I do. I wore my hair pulled back with a pink bandana, a pink tank top, jean miniskirt and my 4" silver strappy sandals. It was a nighttime party, so I did my eyes dark and my lips were a hot pink with plum liner. Then I put glitter on them. I fucking love that look, dipping the applicator brush into the glitter and then dabbing my lips. It really brings them out when I use a darker liner like I did last night. White g-string panties/white bra. We all hung by the pool for a while, talking and laughing. At some point in the night, around 10:30 or so, I had gone to the powder room to freshen my face and when I came out John was waiting for me. He said George had sent him inside because Amber had kissed George and John bet George that I would be a better kisser. I was pretty drunk at this point, so I kissed John slow and lovingly, using my tongue to probe his mouth. His breath was minty fresh. He put his hands on my bottom and squeezed me as I moaned a little and pressed into him. He hiked up my miniskirt and began to rub my bottom, my thin g-string the only defense from his probing hands. I was getting turned on with all the kissing and I could feel John's stiffening rod through his shorts. Then he pushed me into the bathroom, turned me around and placed my hands on the sink so I was bent over. I relented, eager for what, or who, was to cum next. He lifted my skirt again and slid down my panties and I stepped out of them and offered my ass. John knelt on the floor and began teasing my t-pussy with his tongue as I moaned with delight and spread my cheeks - a heavenly feeling. My deep-seated arousal conquered any inhibitions I may have had. I found some Vaseline in the medicine cabinet over sink and reached behind me to offer it to John, my signal to him that he should take my wet, eager and hungry pussy. I heard his clothes fall to floor and felt the cool lotion being applied. I love that feeling of a man greasing me up like his prize, just knowing I'm about to be fucked. John placed his cock, which I still had not seen, on my opening and slowly pushed into me. I moaned in ecstasy as he did, catching a glimpse of both of our faces in the mirror as he began to take me. I could tell his prick was decently sized as he placed both arms around me and finally drove his stiff stick into me to the hilt. I spread my legs a little more, looking down at my high heel sandals and the way they made my smooth legs and thighs look. Then I pushed back into him so he would back up and give it to me good. I was now bent at the waist, my head level with the sink, my hand on it for leverage and my pussy full of John's cock. John fucked me lovingly, nice and slow, careful to let me feel every inch of him as he seductively moved back and forth inside me. "That's it baby, oooh yeah baby," the words were dribbling from my mouth as I began to coo at my lover. "I need that cock baby, give it to me good." I wanted him to quicken his pace, to make me his bitch, even going so far as to push back into him for all I was worth as a signal. It didn't happen. John took his time with me, giving me some decent thrusts, but overall it was a little slow and I was glad when I felt him tense and cry out as his cum filled my unsatisfied hole. He held me there for a moment before I broke from him, turned and kissed him on the lips. I could feel his cum inside me, something I love-love-love to experience. Then he dressed, kissed me one more time and told me he would see me outside. I cleaned myself up a little; thankful that I had brought my pocketbook when I first went into the house, as I was able to retouch my makeup. Then I went back and rejoined the group. Not a word was said, so I don't think we were missed anyway. Everyone was getting pretty drunk. Later on, after some people had left (including John), and it was just Dina, Amber, George and I, George's friend Matt showed up. He wasn't stumbling drunk, but it was clear that he had a few. From the get-go, Matt was all over Amber, which isn't surprising considering she has a body to kill for including enhanced D tits. My little B's look small by comparison. I need implants! The good news for me is that Amber wasn't really into him and, given my less than satisfying tryst with John, I was certainly game for a second round with young Matt. Once it became clear that Amber wasn't going to go to bed with him, Matt moved on to me and before long we were alone in George's basement under the flimsy excuse of finding something else to drink - awesome, considering there was a half full cooler out on the patio. I didn't care. I wanted Matt to want me and now that he did, I wasn't planning to disappoint him or myself. We kissed for a few seconds and I felt his hands roaming over my body. I felt his dick through his bathing suit and it was fucking on. I dropped to my knees and took his stiffening cock into my mouth, attacking him like the bitch in heat I was. I sucked him hard and fast for a few minutes before taking his slick shaft out of my mouth. I needed that delicious thick cock with the strong veins between my legs. I lifted my skirt and stepped out of my panties. He clearly knew what I wanted and seemed very willing to oblige. He turned me around, spit on his hand and thrust into me, doggie-style. Glorious. With my hole still slick from the lube and the cum, I took Matt's sizable 7" with little discomfort and he had no problem picking up the pace from there. I was a wild woman. "Fuck me!" I screamed. "Fuck me you bastard. Fuck that dirty pussy!" It felt so good to really get fucked with abandon by such a stud. Matt reached around me and took my hardening clit in his hand, working me perfectly in rhythm with his own thrusts, fucking me hard and deep. I never wanted the moment to end. His hand felt so good on me. Clearly the drinks had some effect on him, because it took him a gloriously long time to cum, far longer than it took me as about halfway through his assault I felt the orgasm crest and wash over me. At that point, there was nothing else to do but take it like a good girl as I left my ass open to him and let him use me until he was ready. He gave me some spanks on the ass as he fucked into me too, driving me deep to my core.. "Yeah baby, yeah, fuck that cunt honey, fuck that dirty little cunt. Fuck it, oooh yeah, take that dirty little hole." Finally I reached between my legs and cupped his balls. Then I cooed, "ooooh baby, give that seed honey, give Kristy that delicious cum, her pussy needs it" - and I meant it - and then with a spasm he rammed his stiff rod deep into me as his orgasm exploded into my backside. Fuck-fuck-fuck yes. Seven thick streams pulsing into my bottom, delivering its lustful payload into the ass of a willing slut. So good and so needed. We both collapsed on the floor and fell fast asleep. At some point in the night he woke me to say he was leaving, a blanket and pillow in his hand for me (so sweet). Then he kissed me goodbye and I fell back into my blissful, cum and rum-soaked sleep. As I write this the next day, I realize Matt must have been shitfaced - it clearly never dawned on him that my pussy was already soaked when he went to fuck me. Silly boys. End Diary Entry And so it went like that for several months. I was opening up sexually and becoming increasingly more comfortable with my body. I was down to about 140 pounds and the hormones were really and truly showing their potency as my skin was smoother, my hair growth was virtually nonexistent (I was fanatical about shaving anyway, no hair on Kristy, ever) and my hips and ass had really sprouted. I still had B cups though - very disappointing. It was at this time that my friend, Shauna, had gotten her nose done and had some other facial feminization procedures done on her forehead. She looked great and it really got me thinking about plastic surgery. I was intrigued enough to make an appointment for a consultation, but I didn't go through with it - yet. I did, however, have my first real run in at work. Diary Entry: October 2006 I knew this was going to happen. Apparently my appearance at work has not gone unnoticed. I got an email to my work account, from someone clearly in my office but from a hotmail address with the subject line "Which of These are You Going To Go As?" Turns out the email contained a whole series of advertisements of all the different scantily clad costumes a girl could wear on Halloween. Fuckers. I deleted it - after I checked out the costumes. Put me down for the sexy Cinderella. Sinderalla I think they called her. Maybe I should just go as a cum dumpster. It's all I think about anyway. I fucking hate being at work because of this. End Diary Entry Diary Entry: November 2006 Last night was Halloween and the party was in full swing. I definitely got my swerve on. Did some cocaine a nice guy named Greg had brought, drank my drinks and partied it up. I went as a Flapper, albeit as a flapper in fishnets with as much of my meager tits showing as I possibly could. I got felt up by everyone. Sounds like a lot of the girls did. I wasn't even showing that much skin. Some of the girls, especially the ones who make their money by shaking their moneymaker were barely in more than panties, a bra and heels. I looked like a num by comparison. Alas, I am sweet and I love to party and all worked out well. I did a couple of lines of Greg's coke in the bathroom - note, is it possible to love a drug? God it made me feel so good. Definitely lowers inhibitions too. Some of the girls will go a guy's car for a quickie during the night. I'd never done that until last night when I went with Carl - and blew him, yummy load - and then later Greg. I bobbed up and down on his coke infused stick of meat for a long time before he finally popped in my mouth. Delicious. I was clearly pretty fucked up because I normally don't let guys near my clit very often if they want to suck on it, but I let Carl do it to me and gave him my watery, hormone mix and that was only around 11:00PM. I'm a skank. One of these years I'm just wearing a bra and panties if it kills me to tone my abs to perfection. This sucks. I just can't lose the little I have left, just a little too soft for my liking. When I do get there, I'm going bare midriff all the time. Fuck. I work so hard for so little results. End Diary Entry Diary Entry: November 2006 Sex. It's all I think about. When I have sex, it is always in high heels now too. There's just no taking them off in my world. I think I'm going insane, like really insane. I can't stop thinking about sex, being desired, being dirty, that fantasy that guys have. The slutty pinup who a guy can actually fuck. I'm attainable, so willing to give it up. Why? Why am I so easy? I like to think of myself as a sexual being, on an even playing field with a man. I like sex so I have it. Is there anything deeper? Am I not good enough looking? Am I trying to fill a void caused by my own narcissism? Let me take stock. I am 30 years old, 5'9" tall and weigh 140 pounds. My (wigged) hair is auburn and works with my green eyes and skin very well. I have a very pretty face that is even prettier when I smile. My shoulders are medium, neither broad nor slight. I have very little Adam's Apple at all, which is good. My nose is good too, with a slight, feminine upturn and my cheekbones are high and can be accented without issue. My lips aren't bad, supple, albeit a little too slim on top but I overdraw them and do fine there. My arms are not too big, no muscles to give me away. My hands are of good size (a little too big) but my fingers are long and thin (size 8 ring finger) which helps quite a bit. My fucking breasts are a small B cup and do not have any of the size or fullness I desire. They suck. The extra weight that I had when I was younger has left me with a little softness around my midsection, which drives me insane. I look good with a cincher on, curves in all the right places, but without one I do not have the definition of taper to hip that I want. My ass is pretty good, as are my hips on their own. For a girl born a guy I should give myself more credit for my lower half. I have curves and I don't need padding. My legs are consistently complimented. My shoes are a women's 10, workable, albeit bigger than I would prefer. What I want: I want my own hair, long with body, much bigger breasts and a flatter tummy. I wish I weighed 15 pounds less. I wish I was 2" shorter and I wish I had smaller feet. Diary Entry: November 2006 This is getting bad. Now they're giving me a hard time in the men's room at work. I get that I am pretty super-femmy and I can barely conceal the changes in my body, but I don't bother anyone. Justin at the office told me all the guys make jokes about me peeing in the stalls. What am I supposed to do? I'm well beyond the standing up point. I sit to pee. End of story. He told me pretty much everyone has something to say about me now. That I'm gay, that I'm a faggot; that I'm turning into a girl. I resent that last one. I turned into a girl a long time ago. I cannot lose this job. I'm beginning to feel unsafe there, but I don't really know if I want to do anything about it. What am I going to do anyway, go to human resources? What are they going to do? Diary Entry: December 2006 I must-must-must write today as something sensational has happened. I met Steven and Mark at [Boston T-club] the same way I always meet guys - I was there with the girls and they were there to try and hook up with us. These guys were a little different though, out-of-towners, fun, younger and respectful. Both were dark haired and slim, with Mark being a little taller - just over six feet. He was the more interesting one to me, partly due to the 3" scar he had on his left arm, a result, he said, from a fight over a girl four years ago. We all shot the breeze at the bar for a while but eventually the three of us got a little closer when the other girls had gone to watch the performers. We did a shot and they told me they had some coke in their hotel room if I wanted to go with them and party. I was down for that but the other girls wanted to stay since it was only about 10:00PM at this point. Shauna, bless her, always has my back and wouldn't let me leave without extracting some collateral material in exchange. I'm not even sure what she worked out, but she told me I was safe to go and she didn't have to tell me twice. We made our way over to the hotel - the same place I had lost my cherry at - and before long we were tucked away in their room with some beers as Mark began chopping out some lines. [Editor's note: I had only done coke once or twice at parties. I liked it a lot when I did it, but I don't think in my mind I was ready to embrace the party girl lifestyle when I tried it those prior times. That said, I was very ready by this point. I knew it made me feel good and once I discovered that it suppressed my appetite and would turn me into a skinny and horny slut, I was hooked. Cocaine would become my co-pilot in every sexual escapade I would have - and I had hundreds (thousands?).] I was looking good last night - a dark brown turtleneck dress, black thigh highs and 5" black heels with ankle straps. My hair was down, eyes dark, lips a fat and deep ruby red and matching leopard print bra and g- string. Sexy. We did a few lines and had a beer. I had a cigarette [Note, yes by then I was smoking. I had started a month or so earlier because I thought it looked sexy. I was right no matter what anyone says.] and another line and another beer. Then Mark and I began kissing. Then Steven and I kissed. I knew where this was going and I didn't care. The booze was cold and the coke was good and these guys were sexy. I let them undress me to my bra, panties, cincher, stockings and heels as I continued to make out with both of them. They began getting undressed and before long both were naked, their rising cocks hardening with each passing second. We moved to the bed and before long my bra and panties were off as Stephen began to lick my nipples and Mark took my clit into his mouth. It felt so good to have my body worshipped like that, two studs working on me and bringing pleasure to every fiber of my being. As they licked and suckled me, I started to stroke their cocks with each hand and felt them stiffen to full potential. Steven flipped me over and drove his tongue into my pussy as I pushed my ass up into him and buried my head into a pillow. I enjoyed the rimming for a short while before I felt Mark's hand lifting my mouth to his cock. I latched onto his 8" of meat and slid it gently back and forth between my lips. That's when I felt the lube being applied to my pussy by Steven - this was going to happen - and I still cannot control my excitement that it did! "Oh yeah, baby," I moaned in between sucks of Mark's swollen prick. "Give me. Give it to Kristy. Give me that dick." Electric shocks jolted me as Steven slid his cock into my hungry pussy. I fucking needed this. I needed what was happening to me. I needed to see it, to see the image of me being double-teamed by these two gorgeous men. To see me being spit-roasted by two hard cocks as the drool leaked out of my mouth and pooled on the sheets. To see my horny ass being slammed into by eight inches of rock hard sex. I moaned in ecstasy as they began to pound away at me, Steven fucking my ass and Mark fucking my face. With Steven's 7" buried inside me I had 15" of glorious man meat driving me to sensations I could never have imagined. I was whole, completely filled, openly wanton and desperately hoping these feelings would never go away. "Fuck your slut" my mind screamed to them. "Fuck her like the dirty slut she is. Feed her your cum and let her take it all inside. Use her for your own release. Use her!" "Oooooh fuck yes," I cried as Steven's rigid cock drilled into my prostate. "Right there, yeah, mmmm." I could feel the milk building inside me with each thrust. I was blinded by pleasure, by the sensations these men were giving me. Fuck-fuck-fuck yes, I need this over and over. My ass felt so open and so used as the pounding continued. I doubled my efforts on Mark's cock in my mouth, twisting the tip of his magnificent tool with my hand on each retreat. I had to have his cum. I had to have it. Fucking give it to me. Give me your fucking seed. Take me. Take my ass. It's yours. Give me all of your sticky fucking cum and let me feel it sliding down my throat. Give me all of your hot juice and bury it deep inside my open hole. Let it coat me, let it fucking take hold inside of me and rock me to my core. I am yours. Use me. I screamed in ecstasy and sheer delight as the thought of what was happening to me blew my sex-soaked mind. My own cum was dripping out of me with each thrust now, the first time my clit had had its milk fucked out of it, a new type of orgasm for me. Total rapture. I ran my hand over the wet sheets and smeared some of my cum onto my ass as Steven continued his glorious fucking. I was a pig, a dirty fucking hole, a cum dump. Give me your fucking cum. "Cum for me baby," I cooed. "Give me all that glorious cum. My hole needs all of it baby, yeah." That sent Steven over the edge and he shouted his ecstasy into the air, driving into me with all his might and causing Mark's hard rod to disappear down my throat as I felt Steven's orgasm exploding inside me. Seconds later it was Mark's turn and even though I was gasping for breath I pushed his cock past my gag reflex and felt his spasms begin as his delicious cock began to pump its payload into my empty stomach. End of Diary Entry Yet another layer of my whorish behavior had been revealed. By now I needed it with all of my being. Looking back, this was the spot where I went completely over the edge. Multiple partners in the same night was one thing, but this was something else. Two partners at once, leaving my friends to get fucked, cocaine, deep-throating ... and loving all of it to the core. It took all of these seeds a little time to grow, but they were planted on that day. I passed a whole bunch of limits on this very night and, within a few months, would surpass every single one I could have barely comprehended a few years earlier. I was about to dive to the deepest part of decadence.