Big Tits Transexuals

We all have our fetishes, I suppose - big tits being my biggest, having developed an insatiable breast fetish in my late teens. I’m also a bit of a chubby chaser, having learned early on that it was typically the bigger girls who had the biggest breasts. Being somewhat bisexual (I’ll explain the “somewhat” in a moment), I’m also rather fond of big cocks - the bigger the better, just like I like my breasts - in fact, the phrase “unfeasibly large penis” in non-existent in my vocabulary, as I don’t believe there’s any such thing as a cock that’s too big. Fortunately for me, my wife, Vix, shares in all of the above fetishes as well regarding the men and women she finds sexually attractive, which makes for a most interesting and adventuresome sex life as a couple.

There is, however, one fetish of mine that Vix does not share. I’m referring, of course, to the inexorably erotic quality of braces on teeth. Indeed, I find a “metal mouth” to be an extreme turn-on, sometimes so much that it can effectively eclipse my other fetish inclinations to the point of distraction. I can trace this particular fetish back to my first semi-girlfriend whom I shared with her fiancé in an ongoing ménage à trois during my mid- to late-teens. I’m sure I’ve told the story of how that particular threesome relationship started somewhere before but, seeing as it’s a fond memory and today finds me in a sentimental mood (coupled with the fact that I can’t remember where I’d previously told the tale), I’ll repeat it here for posterity…

It all began one cold Saturday in February of 1981: I was sitting at my parents’ house (they were away visiting relatives for the day) with my best friend Karl and his fiancée Cathy watching “Snoopy Come Home” on the telly when the conversation turned to sex, as it does. I’m not quite sure how it came about, but we got to the point where Cathy had decided that a comparison of our cocks was in order, so I fetched the measuring tape from my mother’s sewing kit and handed it to her before returning to my place on the couch.

Karl was the first to have his manhood assessed, Cathy having already unzipped his trousers whilst I was in the other room and offering some oral & manual stimulus to encourage erection. She then took the tape, placing the end just above the base of his penis and extending it to the tip, and reported the results as an impressive eleven inches - and, yes, I’ve always felt quite inadequate with my own 8-inch cock ever since that experience. Then, with her boyfriend’s permission, Cathy came over and sat down next to me on the couch, stripped me of my trousers and began stroking me (I do not believe he’d granted permission for that, though, based upon the look on his face).

The conversation went quiet, all eyes facing forward, as Cathy casually continued to jack me off, occasionally asking me to lick her hand for lubrication (both Karl & myself being uncircumcised). As I’d always admired her ample breasts bouncing braless beneath her top from afar despite my pre-existing sexual preferences, I took advantage of our intimate proximity to allow my hand to surreptitiously sneak beneath Cathy’s t-shirt for a gentle grope. I allowed the back of my fingers to brush against the round bottom of one fleshy orb before becoming brave enough to trace circles around her already erect nipples. As there appeared to be no obvious objection from the “peanut gallery”, I decided just to go for it, fondling heavy handfuls of breast-flesh with abandon.

It bears mentioning that this was the first time I’d ever touched tits - or indeed even a female - in my life, so, combined with her incessant stroking, that’s all it took to send me off. I exploded in a cum shot that soaked the t-shirt that I was wearing. As I slowly regained my composure from the waves of orgasmic pleasure that had overcome me, I once again noticed the telly and saw Snoopy frolicking in the sand whilst “At the Beach” played in the background. Honestly, I cannot hear that song - let alone even look at a Peanuts comic strip - without having that first glorious experience with Cathy’s ample bosom come flooding back into my consciousness. From that point forward, I realised that there was simply no way I could even imagine living my life without breasts.

Three weeks later, my dabbling dalliance with heterosexuality moved up a few notches from that initial erotic encounter (and, yes, I’d washed my t-shirt since then, not trusting to leave it in the laundry for my mom to do it in case she noticed the rather obvious semen stains). It was another weekend afternoon when my parents were away visiting relatives. This time, the three of us were in my bedroom, sitting on the bed, writing computer games for Karl’s new Apple ][ due to the dearth of commercial software available in the early’80s. As it was only possible for one person to be at the keyboard coding at a time, there were always two of us left spare. So, as he sat there typing away with Cathy & I reclined behind him, I gently reached up beneath her top and began slowly kneading her breasts to arousal as indicated by her erect nipples straining against her tight crop-top.

After several minutes of this, Cathy was beside herself with horniness (having admitted earlier that her big breasts were the most erogenous zone on her body). “I need a fuck,” she said as she reached one hand over to Karl’s crotch and began stroking his cock through his jeans. Realising he wasn’t going to get any more coding work done until he’d obliged, Karl put down the Apple and stripped off his clothes (Cathy, on the other hand, was naked by the time the computer hit the floor). Because I only had a single bed in my room, they decided that shagging on my carpeted floor might be more comfortable - especially since I was still in the bed. In retrospect, I think he took devilish delight in moving their entwined bodies out of my reach so I couldn’t cop a feel of her provacatively jiggling tits as she reared back riding him cowgirl style.

Within minutes, it was over - Karl had cum, and Cathy dismounted. He couldn’t get back into his trousers fast enough and, once dressed, detached the computer and took it into the living room, attaching it instead to the telly there where he wouldn’t be bothered. Cathy remained naked, lying on the carpet with her knees up, feet facing me and her legs spread wide so I could see the fresh cum oozing out of her pussy. She raised her head, looked at me an just smiled. Looking between her open legs, over the mounds of her breasts and seeing that evil, metallic succubus grin (did I mention Cathy had braces on her teeth? (which, along with big breasts, quickly became another fetish of mine)) was one of the most horny things I’d ever seen in my life so far. Cathy grabbed her knees and raised her torso up off the carpet, her boobs now crushed against her slender thighs, and said simply, “Wanna fuck?”

Up until that point, the thought that this beautiful busty young thing that I’d lusted over ever since that impromptu handjob on my parents’ couch would allow me to penetrate her moist, inviting folds had never crossed my mind. Sure, I’d fantasised about Cathy relentlessly, masturbating myself raw whilst dreaming of her curves pressed up against me, but the idea that this fantasy could become reality was almost overwhelming. I say “almost” because, without saying a word, I had relinquished my clothes faster than you could say knife. Sitting on the edge of the bed, my pants already off and just pulling my t-shirt up over my head, Cathy dove forward into my crotch and began furiously sucking my cock (this just happened to be my very first blowjob, too!). I leaned forward in an attempt to grasp one of her full breasts in each hand but she pushed me down, slithering her chest across my body and unexpectedly mounting me just as she had with Karl mere minutes before.

Cathy deftly guided my throbbing cock into her already cum-filled pussy with an expertise indicative of her obviously extensive sexual experience. I didn’t mind the fact that I was getting “sloppy seconds” in the least, as this was a dream come true. Instead of lingering on the fact that my pubic hair was now matted with someone else’s semen that my thrusts were forcing from her pussy, I found myself totally captivated by how Cathy’s heaving breasts slapped me in the face with every grind. I was totally lost in this fantasy / reality crossover, and didn’t even notice when we’d shifted positions so that Cathy was on her back and I was on top, her knees raised up and humping her pelvis hard against mine for maximum penetration depth so that the head of my engorged cock slammed up against her swollen cervix with every thrust.

She seemed to know, almost instinctively, that I was ready to cum. “It’s okay, I’m safe,” Cathy mouthed in less than a whisper (hey, we were young and foolish and it was 1981, before we’d been told about AIDS and such and all we were concerned with was pregnancy). I let loose with wave after wave of hot cum, thrusting more violently than ever as I did and thus mixing it liberally with her Karl’s prior deposit until I had no more to give. I collapsed upon her for a moment, relishing the feel of Cathy’s magnificent breasts pressed against my chest and my cock still feeling the aftershocks inside of her. When I rose up, still gently throbbing away within her murky depths, I saw a mischievous smile on her face that set my whole world alight. I looked into her deep blue eyes, searching for something, anything to say to express my gratitude for taking my heterosexual virginity in a way I could never have imagined.

Cathy spoke first, however, retuning the glance deep into my own eyes in a way I felt could reflect my very soul. She released her lower lip that she’d been biting and took a deep, thoughtful breath. “What could she say?” I silently wondered to myself, “Would it be something which mirrored my own infatuation with her, the deep affection that I’d felt toward Cathy for so long as a close friend and then dangerously bordering upon the romantic after our initial sexual encounter mere weeks ago?? If that was indeed the case in terms of the latter, whatever would we tell her boyfriend (especially considering that he was so much bigger and meaner than me)?”

I waited for what seemed like an eternity - my spent penis still firmly planted within Cathy’s warm, welcoming vagina - for the treasured words to escape her lips until, finally, they did: “I love sex,” was all she said.

When she said it, though, the “s” in “sex” whistled as her tongue hit the back of her braces. I’d previously noted this distinctive whistling sound whenever she’d said “shit” in the past, but never in such a sensual situation as I basked in our warm post-coital afterglow. This was the beginning of my braces fetish. From that point forward, I melted in adoration whenever Cathy flashed me that metallic smile, and feeling her braces brush against the underside of my cock whenever she gave me a blowjob was pure heaven. Thus, even moreso than a voluptuous body, big tits or a huge cock, braces do it for me every time, sending me simultaneously into a world of erotic fantasy and fond memories (not to mention giving me a raging hard-on).

Such was my reaction when I first beheld beautiful blonde shemale Paulette Lawer at DamesWithDicks. While Paulette does have a semi-voluptuous body with her bit of a chubby tummy, reasonably big tits for a transsexual and a rather nice uncircumcised cock (another point upon which I differ with the wife, as she likes them circumcised whilst I prefer the surprise of coaxing the cock-head out of its foreskin), it was specifically this sexy photo in which Ms. Lawer, still pumping her partner’s penis whilst her plump belly is being basted in her own cum from masturbating furiously moments before, opens her mouth wide and touches tongues with her well-endowed fuck-buddy, revealing a glorious mouthful of metal braces therein. *sigh*

Honestly, if Paulette would just take hold of my cock and massage its sensitive frenulum against that provocative orthodontic ornamentation, I’d be willing to just lay there and happily fondle her tits and suck her off all day. The only thing that disturbs me in the least about Paulette - and this is why I describe myself only as semi-bisexual - is her obvious penchant for anal sex. I just don’t like it (as I’ve said before on MyBoobSite), either in terms of giving or receiving, and am afraid that she’d quite possibly want to fuck me up the ass in return for said oral attention. Oh well, it seems I’ve just talked myself out of yet another shemale sex fantasy. When will I ever learn to stop thinking and just start wanking? ;~P

Alas, I just hope that I haven’t spoiled it for you as well. In order to find out, take a look at these photos & videos of stunning shemale Paulette Lawer to see what sexy thoughts they arouse courtesy of DamesWithDicks.com:

        

        

        

        

        

        

    

    

    

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