Transvestite Sex Story

Transvestite Sex Story




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Transvestite Sex Story
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My Dating Life As A Transwoman: BUST True Story


Tags:
trans
, woman
, transwoman
, transgender
, dating
, Tinder
, OKCupid
, pre op
, post op

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This post by Shaikina Nayfack originally appeared on brokeassstuart.com
Last year was a hectic one, recovering from gender confirmation surgery (while writing a show about it), running a theatre company, getting on the scene as a trans actress... So much of my energy was spent working on and talking about becoming a woman in the world that I spent very little time actually being one. Year one is over, and I’m ready to get out there and take my new self for a spin. Dating pre-op was its own adventure. I’d been relatively celibate for a while, my last few years posing as a gay man stunted by the knowledge that whatever sex appeal I could generate was really just false advertising. When I started my transition I became suddenly aware of the new sexual economy afforded to me: The world is full of hot straight guys who want to get fucked by chicks with dicks. Topping isn’t really my thing, but I had a narrow window of opportunity to enjoy being a commodity fetish and wanted to make the most of it. Feeling sexy and desired just by being honest about myself was really gratifying, especially after hating my body for so many years. There weren’t a lot of dating options available to me at the time. Miscellaneous Romance on Craigslist was the first personals site I found that had m4t or t4m options. I was on OKCupid too, but after getting a death-threat from some dude I wrote the company a strongly worded email about their need to diversify gender options, and closed my account. I also had a profile up on anon.com and tryatranny.xxx — Yeah, try a tranny, that’s a thing. Let’s be real, this wasn’t about dating, this was hooking up. The guys I would meet, they were just regular dudes with one thing in common: an attraction to pre-op trans women. I’m sure they had seen their fair share of tranny porn, but watching their faces as I undressed, or as they undressed me, was like watching Columbus discover America! (Historically inaccurate, but you get the idea). The sex was fun, exploratory, intriguing. I was learning how to get into my body, my breasts were growing and increasing in sensitivity, and I was gaining confidence in my feminine form. My relationship with my penis changed as well, from one of loathing to one of tenderness. And these straight guys were into it. They handled me better than most of the gay dudes I’d been with. They’d be sucking or stroking it and call it my pussy or clit, I’d just laugh and let them go to town. Once this younger guy told me, “you’re pretty cool, most of the other girls charge.” — I’ll let you work out the problematics of that statement on your own.
To be fair, not every woman with a penis is interested in being sexually objectified; I’m simply reflecting on a chapter of my personal journey in which I was. Also, not every woman with a penis is interested in getting rid of it; the transgender umbrella is broad and covers a wide range of people with different relationships to and plans for their bodies. In my 15+ years as a gender non-conformist I’ve met a lot of guys who are into what I’m bringing, but our encounters are almost always shadowed in taboo, discretion, or fantasy. None of these dudes wanted to take me to dinner, none of these dudes were comfortable being seen in public with transwoman on their arm. We have T-girl porn and we have transwoman celebrities, but we lack a mediatized understanding of what it means to date—or dare I say fall in love with—a transgender person. I’m hoping ours will be the last generation with that problem. If more non-trans people would openly acknowledge their attraction to trans folk we could really start changing cultural attitudes about sex and gender on a fundamental level. Post-op, things have changed. I don’t have the unique combination of equipment that satisfied my previous lovers, and having gone through a brutal year-long recovery, I’m in no hurry to give up what I fought for. Don’t get me wrong, I enjoy getting choked and fingered as much as the next third-wave feminist, but I’ve started to value my newfound virginity as a source of power, and I’m both excited and intimidated by the thought of letting someone else inside me. And I will always keep a special place in my heart for the first guy who made me cum, stayed over, and went out for coffee with me in the morning. It was a radical orgasm, but it was an even more radical latte. A few months ago I re-opened an OKCupid account. I was surprised to see that there was a whole new matrix for listing one’s sexual and gender identities. On my profile I’m currently listed as a straight, queer, sapiosexual, women and transwoman. Unfortunately, most other sites haven’t gotten up to speed. Last month I was blocked from Tinder because a fair share of my matches reported me for being trans. The alternative, trying to swipe right while stealth, could lead to something far more dangerous, like harassment or violence. Tinder is well aware of the problem and—as of this writing—has yet to take action toward trans inclusion.
There’s also been a remarkable shift in the responses I’ve gotten from non-trans guys on the online dating scene these past two years. More dudes are asking respectful questions, or sending supportive messages. More dudes have a grasp of the transgender lexicon and know how to use trans terminology. Admittedly, I still feel like a curiosity. I still have to sift through tons of hypersexed advances just to forge a conversation that may, one day, lead to a proper date. And I’ve lost count of the number of times I’ve been stood up or flaked on at the last minute. Maybe all ladies are subject to this online, but these are certainly the romantic misadventures of a post-op transwoman in her mid 30s. So to the fellas out there who do wanna get with that hot trans gal, here’s some friendly advice from one who knows: • Do not call her a tran or a trans or a transgender. No one is a transgender, unless you’re not transgender, then you’re a-transgender. She is a woman, or a transwoman, or whatever she prefers to be called. • Paying attention is the most erotic act. Try to be mindful of her struggle with her body, and see if you can combine your own pleasure seeking with the intention to offer her an experience of physical harmony. • Lead with respect. Tell her she’s awesome for being true to herself, because she is. • Your dick pics are worth a fraction of a face pic with a loving gaze. Her dick pics are her prerogative. • Your penis is not a weapon. Neither is hers. • Never underestimate the value of an intense make-out session. • Let her take the lead and she’ll show you what she wants. If there’s a question, ask. • Anal sex is not a consolation prize. • The three-day rule is for losers. • No teeth. Xo, Shakina
Shakina Nayfack is writer, director, actor, and performance artist based in New York City. Follow her on Twitter, Facebook, Instagram and YouTube. 
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Looking for a steady supply of transgender short stories? Every week thousands of writers submit stories to our writing contest.

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Submitted by writers on Reedsy Prompts to our weekly writing contest . The best new works by transgender authors, for readers seeking trans representation and beautifully written stories alike.

Transgender stories have not always been welcome in the mainstream; indeed, after decades of horrific discrimination, trans authors have shown remarkable resolve, continuing to fight ardently for their voices to be heard. Today, the tides are finally turning in a manner that’s long overdue, with authors like Imogen Binnie and Meredith Russo forging a more hopeful path for trans and cis writers and readers around the world.
But there’s still a long way to go, which is why we’re grateful for each new trans narrative that enters the canon — particularly in the form of fiction, an obviously massive category in which trans authors have long been excluded from the mainstream. Charming yet incisive YA like Kacen Callender’s Felix Ever After and Aiden Thomas’s Cemetery Boys are setting trends and redefining expectations for YA readers and writers everywhere. Meanwhile literary novels like Binnie’s Nevada are a breath of fresh air in a convention-bound genre, shedding light on the trans experience while remaining accessible and entertaining to cis readers as well.
Of course, for every trans story that makes it into the mainstream, there are hundreds more than don’t. We hope to highlight as many of these narratives as we can, with this page devoted to transgender stories submitted to the Reedsy short story contest .
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An appalled Hong Kong hotel guest captured the scandalous moment two shameless couples decided to get jiggy with it in the facility’s jacuzzis. A video of their hot tub hanky-panky session is blowing up online.
“I did not expect to see people doing this when I stood on my balcony,” the unnamed videographer told Viral Press of the lecherous quartet’s aquatic romp. The NSFW double date went down July 1 in a high-rise hotel room in the North Point area of the Vertical City.
The steamy 35-second clip, filmed from the cameraman’s veranda, shows an unidentified man performing a randy sex act on a woman in an open-air hot tub a floor below in full view and earshot of the surrounding rooms. In both shots, the woman is seen enjoying a bowl of noodles, bringing a whole new meaning to “send noods.”
The footage then zooms in on the second pair of lovebirds, who are seen having intercourse in another — thankfully enclosed — hot tub like a scene out of the Playboy Bunny Ranch. If that wasn’t bad enough, families can be seen splashing about on the ground floor, apparently oblivious to the salacious antics transpiring above.
Needless to say, the hotel horndogs could apparently face serious jail time for their whirlpool romance.
Hong Kong lawyer Albert Luk Wai-hung told local media that public sex is illegal.
“A person who, without lawful authority or excuse, in any public place or in view of the public, indecently exposes any part of his body, shall be guilty of an offense and shall be liable on conviction of a fine and imprisonment for up to six months,” he said.
Unfortunately, the official said the videographer could also be penalized for filming the sordid display: “Further to this rule, the video taker may have also violated the Control of Obscene and Indecent Articles Ordinance and could be duly punished.”
However, the cameraman maintains that he had filmed the couple as a favor to law enforcement.
“‘The rooms were not private,” he insisted. “They were aware that other hotel guests could see them. This is why I recorded their inappropriate behavior.”
This isn’t the first public sex display to make the rounds of late. In May, a UK couple took their love life to new heights while having sex on a cliff in full view of restaurant diners .

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