I came downstairs, all dressed in the shimmering, silky, red tight fitting dress, my wife had picked out, ready to be the sissy we both knew I needed to be. All of the training I had endured in the last few months, at my wife's hands, had led up to this one night, the crescendo of my pent up, but latent desires. A real man was going to fuck my pussy, take my anal virginity, make mea girl, a woman, a slut, while my wife watched, and probably video cammed. She had brought me to this stage in my girlie life, that required a real cock to have my tight little pussy, to use me like the bottom slut I had become. The only way I can achieve an explosive orgasm is to have a hard cock pounding away at my pussy, making me moan and scream in pleasure. I don't even get hard, unless I know I'm gonna get fucked. This is a far cry from what I expected when I first commented to my wife about "anal intercourse". I wanted to "do" her, and she ended up "doing" me. Don't get me wrong, I love it now, feeling that wonderful sensation while she's using her big, black strap on, and fucking me, making cum, multiple times. But, tonight it will all change. Tonight I'm going to be had by a real man, not a plastic dildo.
Tim showed up, about a half hour later, dressed nicely, in jeans and button down shirt. He was definitely showing his bulge, too, in those tight jeans, which made me quiver some, giving me a jolt, thinking about the night ahead. I really didn't have any problem with it, but, I knew it would be different, even though similar to my previous fuckings from Lil. Anyway, when he arrived, he was most gratious, and complimented me on my great looks, and good choice of clothing. I had to comment Lil for her imput, but, he shrugged it off, by saying, "Well, she may have helped, but, you're a perfect result."
Again, the reason he's here is to take my pussy cherry, so, I'll get to that wonderful happening. After dinner, he came to me, kissed me, and we began dancing to the music on the stereo. Lil had brought us after dinner drinks, and we were all a little tipsy, so, she suggested we all adjourn to the bedroom before we get too drunk. I sat on the bed, waiting for the next move, when he said to me, "Take my clothes off, Rose, so, you can see me, as a man. Then I'll help you with your things."
I stood up, and began taking his shirt off, noting his hairy chest and very erect nipples. "Kiss them if you'd like, Rose," he said, noting my stare. I leaned in, and brushed my llps over those taught little nips, and sucked one in, like I was sucking my mother's breast. He placed his hands on my head, holding me close, as I suckled his nip, and then pushed me over to the other one. I loved the feeling, and he must have, too, as he was softly moaning. Then he pushed my down to my knees, where I began to take his shoes off, then socks, then, up to the prize I'd been thinking about ever since I'd seen him in the bathroom, at the restaurant. I unbuckled his belt, undid the buttons on his jeans, knowing what I'd get to finally see again, was right behind that denim. Sure enough, as his pants fell to the floor, his semi hard cock was right in my face. I had to have that in my mouth. I had to taste him, so, leaned in, kissed the head, and slowly slid my mouth around it's girth. He pushed forward wanting me to take more, and it slid, quietly into my throat, with a slight hesitation. I had had enough practice on the dildo, by now, that his hardening cock went in without much trouble, me taking a deep breath prior to his entry. "Oh, Rose, that feels sooooooo good. You're a great cocksucker. Lil told me you were good, but, this feels wonderful." This sensation of having a real cock down my throat made me quiver with a need that was overwhelming. This was a spongy, soft/hard, smooth, slightly pliable, tasty man's cock, oozing precum, not a dildo. His pubes were in my face, as he slowly slid in all the way, making me want more.
But all good things must end, as they say, and he pulled out, pulling me to my feet, telling me to stand, as he slowly but, surely removed each article of my feminine attire. He would say how pretty my lacey things were, too, my bra, panites, sexy camisole, garter belt and hose. In doing so, I'd feel his chest, or leg or cock, brush my skin, making me moan in anticipation. He tweaked my nips, again, sending me a message of things to come. Finally, I stood before him, completely nude, with my little clittie (my wifes name for my cock, now), all hard and begging for some relief. Lil knew the only way I could get relief, so, suggested I get on the bed, on all fours, and present my virgin pussy to him. I did exactly that, wanting this more than anything in the world. I knew I'd get to cum, soon, and probably more than once, as he pounded away at my needy cunt.
I felt the bed shake, as he got behind me, feeling his fingers, slowly playing my exposed hole. A Slippery, persistent finger kept probing for my opening, but, just teased around the puckered edges, making me moan, almost begging for more. Ah, then one finger finally slipped inside, and he was rotating it, finding my love button. I moaned louder, saying, "Oh, yes, that's it, please more." He chuckled, saying, "U are a hot one, aren't U? You want me to fuck that pussy, don't U?"
"Oh, yes, please, fuck me," was all I could muster, as he slipped another finger in, sliding back and forth, in and out. Then the shift of his body, and I knew the moment of truth was near. He used his cock to slide up and down my crack, just teasing me, again. I pushed back, wanting him to stab me, take me, fill me up, but, he just kept sliding it, around, up and down the crack, still teasing. "Fuck me!" I yelled.
Then, I feel him line up his beautiful fuck rod, and push at my sphincter, with determination. I feel I'm ready, but, the initial pain causes me to yell out in severe discomfort, as the head pops thru my tight little ring. "Oh, Rose, you're so tight. Your pussy is so hot, and inviting. You want more?" He knows it hurt, so, just stopped his movement, giving me time to adjust to his assault, on my rosebud pussy.
I'm thinking, "does a bear shit in the wood?" "Yes, please more, give me more!" I'm still in pain, but, knew that soon, and probably very soon, I'd be in a constant bliss, from the assault on my cunt. I pushed back a bit, to emphasize my compliance with his question. Sure enough, more and more of his cock entered me, slowly, in, then out, further each time, till I felt his pubes tickling my pussy cheek. "MMMMMM, Rose, feels so good to be finally fucking you. Now it's time to give you what we both want and need, my little bitch."
He began a serious fucking now, banging his body against mine, creating a 'slapping' sound, forcing me forward with each of his mighty thrusts. I'm in sissy heaven now, as he's bringing me closer and closer to my first real girlie boi orgasm. He's really going now, making me moan with each stroke, sliding on my love button, giving me the fucking I needed, all along. It's simalar, but, oh, so different from my wifes strap on, and now I know this is where my future will be. I'm gonna want more of the real thing, now. Her dildo, will work, hopefully as a distant second choice, but, the real thing is going to be my goal in life, now. "Oh, God," I moan as my first orgasm hits me. I'm shooting cum on each of his thrusts, soaking the sheets underneath us. I can't remember the last time I came so hard, with so much force, and almost collapse on the bed from the exquisite explosion. It takes me a minute or so, to calm down, afterwards, with him still pounding away. My little clit shrivels down, leaking my last remnants, as he announces "I'm gonna fill you up, now, bitch. Get ready!" With that I feel him grasp my hips, push in all the way, and hold me as tight as possible. He unloads in my pussy, filling my bowels, with his life giving cream, shooting jets and jets up deep inside me. I could actually feel the tube on the underside of his cock flexing with each spurt of his juice. I'm a girlie now, I thought...to be a man's fuckplace, a receptacle for his cock, to be submissive to his needs, sexually, anyway. He can have me, now anytime, anyplace, and we both know it.
His orgasm fades some, as he slowly fucks me, with his still spasming cock. The knowledge that he as just fucked my pussy comes to the surface, again, as I know he's happy. I know he's had a great cum, I've satisfied his carnal lust, I'm his bitch now.....MMMMM, I'm a happy girle! "Oh, Rose, that was so good. I could get used to that. Your so hot ,and tight, as your pussy traps my cock.....mmmmm, I want more of your cunt, girl." His cock is still semi hard, still slowly sliding in and out, of my tender hole, giving me a constant reminder of my need to be his bitch. I push back, again, telling him I'm want more, grinding my ass cheeks against his pelvis, begging for more of his hardness inside my anal canal. I squeezed my sphincter, making us both moan from the inner movement, and he began to slowly pull out, saying, "Don't worry girl, I'll give you a lot more of this, I promise. Right now, I need to relax a bit, and get my energy back." His cock slips out with almost a "plop", making me feel empty. I keep backing up, wanting him inside me again, but, he's gone, laying on the bed, breathing quite hard. He chuckles, saying "See I told you! You want more, and you'll get more, real soon. Come here and suckle my cock, Rose, kiss it, lick it, swallow it again, cause U love it, don't U?"
I leaned in, noting the smell of his softening member, gave the head a kiss, and sucked it down to the base in one moment, enjoying the taste of our sex...his cum, my cunt juice and the lube. Oh, that is a nice combination, for sure. I had douched 3 times prior to his arrival, so, I was very clean. And what was there was very exciting.
Lifting my head, he said, "Just a little more, girlie, and I'll give you another treat, one I know you love. Look at me, look into my eyes, bitch!" he demanded. This is a request I had heard before, one that's always followed by Lil's pissing in my ready mouth. She has me look at her in the eyes, while my face is in her pussy, then lets go, forcing me to drink every drop. So I knew what he wanted, knew what was expected of me, and somehow, deep down in me, actually wanted it, wanted to be his urinal, wanted to drink his pee, swallow all of his golden waste, gulp his urine. "Yes, girlie, it's my way of marking you, it's an old ritual, for men, to piss on their mates, their bitches. And that's you , isn't it? Aren't you my bitch now?" With his cock in my mouth, and knowing he's gonna piss at any moment, all I could do was nod my head, up and down. His piss started just seconds after my affirming his question, making me a bottom, girlie boi, bitch. Thank you Lil for leading me here.