Do You Read Transvesite/Cross Dresser Erotica?

Here's a new chapter in the series.

It has received some... conflicting comments. Perhaps because it involves the psychology, and inner conflict, of a crossdresser's purge, and the response from the man in the story.

https://www.literotica.com/s/man-disciplines-sissy-ch-04

I might have to check that out🌹Kant
Also, I posted chapter 7 of “Best Friends Forever”. It’s available to read on Lit.
 
Honey: My story.

I've been asked a lot lately about "my first time," (feins rolling my eyes while giggling) so I might as well tell you:

Back when I was 16 my next door neighbor and I used to spend alotta time together in a purely non-sexual friendship either in her bedroom or backyard around the in-ground pool as kids back then did during the summer while having the run of the house as latch-key kids. She had spent the previous school-year at Vo-Tech in her first year of Cosmotology so of course she practiced alotta the things she learned on me during the year, new hairstyles, as my hair back then ran far past my shoulders, a 3rd of the way down my back, makeup techniques, especially the eyes, and of course, pedicures, and manicures. (looks back with a smirk, "Secretly, I had the prettiest toes around." (giggles)) Okay, anyways, one afternoon we're in her bedroom and she's doing her usual thing, full hair, nails, and makeup while we're sipping TJ Swan pop wine mixed with Sprite, her favorite, so of course late afternoon we're on our 2nd bottle and she looks at me, "Let's play dressup," nothing unusual as we did this countless times. We strip outta our shorts/tops, nothing unusual there as we skinny-dipped in her pool frequently, remember, all non-sexual, and looking back we were like "best girlfriends," taking it all off then she handed me a short thigh-high summer dress, bra, and panty.

The bottle almost finished, she giggles, takes my hand, leading me to her bathroom, "Sit on the edge of the tub," which I did before she begins shaving my legs. Major turn-on as always and we're both aware I'm getting a boner, non-chalanty ofc when she giggles, a slightly drunken giggle, reaches under my dress and slides my panty down and off my ankle, "I'm gonna trim you up," a first time for everything. My cock thumped against my belly, and when she grasped it, razor in hand, it began throbbing which we both knew but didn't mention as if this happened every day. (giggles) So ... cock and razor in hand she begins shaving me. I'm looking at this small hand around my boner with pretty red fingernails, shaving cream partially covering her hand, and a full view of her C-cup cleavage, these creamy globes of soft succulent flesh, and red hued tips of nipple. I lost it. Seeing her like this for the first time as "girl-girl" my ejaculate flew, or, rather sprayed everywhere as my balls pumped hot glistening shards of jizz from deep within me. Masterbation had never, not once, been this good. And as this thick opaque spooge flew up onto my chest, thru the air indiscriminately, it also landed in her cleavage and on her face. I didn't know what to say as I just sat there with her silently looking at me. Something had now changed.

Moments seemed like hours as we remained silent just looking at one another. I wanted to crawl in a hole and die from embarrassment yet it was totally sexually erotic at the same time. Her and I had never, not once had any kind of sexual flirtation between us from the day we met back when we were 13. We had both "gone-steady" with others but always had this bond between us regardless of who we were with, even playing together while with another. Moments seemed like hours and then she wiped her cleavage, her eyes fixated on mine, with her fingers and without a word brought them slowly to my parted lips, laying her fingertips on my tung as they closed lightly around them. A shiver ran up my spine as an almost inaudible moan escaped from me, "Holy Fuck," was all I heard as my eyes closed, knees weakened, and knew from the taste I wanted more, a lot more. Her fingers remained in my mouth for what seemed an eternity and I had no complaints, not one. When I felt her fingers begin slowly sliding out I opened my eyes and found her smiling with a mischievous grin on her lips, never in my wildest dreams what would soon unfold that evening.

Long story short we ended up back in her bedroom, the "trim" turning into being completely shaven hairless, the only remaining hair on my head and eyebrows, which she then felt the need to groom and pluck. Our summer dresses and bra/panties ended up in piles around our feet in the small confines of the shower, her breasts up against my body, our groins at times pressing against one another, even her long hair against my raging hard-on as she knelt down before me shaving my legs, we giggled together sillily at times, this whole new world opened before us and as we sat together contentedly on her bed, her hand roaming freely over me, over my smooth hairless body I couldn't help but notice for the first time just how feminine I actually looked. Her hands, both now, traversed the indentation of my waist, the flair of my hips, even the small of my back and curve of my buttocks. There was a noticeable difference about her, about me, about us, a charged sensuality, relaxed and deliberate, then as I slowly laid back, legs crossed, my arm behind my head, hip jutted, slightly on my side, she leaned over me, her long hair falling to either side of my face, then after caressing my cheek she spoke, "You've always been my girlfriend Honey," (How my name came about (smiles remembering fondly)) before she softly and tenderly kissed me fully on the lips, a kiss, that kiss, our kiss, filled with passion and desire. I melted hearing her words, her voice, her meaning ...

I was her girlfriend. It suddenly dawned on me, "I was her girlfriend," not a girl-friend, but much more, the hours we spent together talking about boys, about cosmetology, about feelings, deep intimate feelings. It dawned on me beneath her lips that I was a girl, truly a girl, that I loved girly things and yet I was boy, a boy outside of a girls inside. Transgender wasn't even a term back in 1978, a guy like me was called gay, or a faggot, even a gay faggot, yet here I lay under the lips of my best friend, a beautiful sought-after girl that chose to spend the majority of her time with me, a girl that a moment before kissing me told me in one simple sentence that I was hers, had been hers from the day we met, and that she not only approved of my gender-identity but loved and encouraged it. Not bad for two teenagers in a time where life was unforgiving for kids such as us, as I realized we were so natural together, and as I tasted her lips for the first time my anus spammed. I was home.

I had to compose myself.

Home. My tremble was visible and we both knew it as her hand caressed my slight breasts, over my belly, before sliding between my involuntary parting thighs, fingertips trailing lightly against my vulva before cupping my buttock gently as I squirmed beneath her touch as she began exploring me anally. My hips lifted as my back arched, a long drawn out moan escaping my lips, her fingers sliding into me as she began finger-fucking my anus feeling her by the heat she was churning in my belly. I lay in complete submission craving more, much more, as her eyes remained on mine, even closed, she knew I knew that I was hers as well and this pleased us. There was nothing I would not do for her or let her do to me, and this remained unsaid for as long as we were together right up to our final days.

Up to this point in my life my sexlife had consisted of making out and petting, fumbling awkwardly not knowing what to do but wanting to none-the-less, having no opportunity, and my virginity was not something I freely admitted while other guys openly bragged about the "girls they banged," usually bravos of inexperience based on lies. Right up to our final days together she had Control of me as I was truly her girlfriend, her girlfriend in every sense of the word as I eventually realized I was a lesbian trapped in a man's body. She finger-fucked me as I squirmed on her bed, which eventually became "our bed," due to future circumstances. I squirmed, moaned, tore at her sheets with my nails, the feeling of my body responding to this anal foreplay exillerating, closer and closer I approached that edge until cresting it only to collapse beneath her now as she knelt between my thighs, her rubber dildo in hand, the end pressed tightly against her quim as she positioned, then effortlessly slid it upwards deeply into me as my knees came up, locking my ankles around her lower back ... driving me to an entirely different anal-orgasm, my 2nd that afternoon. I remember the scent being thick in the air.

... we spent that entire afternoon well into the night alone together in her bedroom exploring one another thus opening up a completely different aspect not only to our relationship but my sexually as well. We spoke openly together of my gender identity, of her being what's now known as the TOP with me the Bottom, we spoke of my appearance, of how I would remain feminine, act and dress as Her girl, but most of all our Desire to be together forever, even going so far as talking about somewhere, someone making me a real girl by complete outward appearances and spending our life together as a couple. We shot for the moon that night our future together laid out before us. Little did we know that 5yrs later all would fall apart.

By the end of the month the shit had hit the fan at "home" and my parents threw me out. Guess they couldn't accept that their "son" was in reality their "daughter," (giggles) and I moved in with Donna, into her bedroom, into her parents house with their complete approval and knowledge that their daughter and I were living together under their roof as a couple. My parents on the other hand sold the house as I had become openly "feminine" in that small town and a major perceived embarrassment to them. Funny how they moved away closer to his work and never acknowledged my existance again. But Donna's family openly accepted me as now part of their family and looking back those were the best years of my life until her death from leukemia. And that is how I became a girl as well as well as my first time.

Epilogue:

The cigarettes, drugs, and booze had taken its toll on me that evening and as I lay there, cum dripping outta my ass I knew it wasn't just from one guy, in fact, several had pulled a train on me as I spirled out of control into acute depression and self destruction since Donna's death 4yrs before. I was now 25 years old and at a standstill in my life where nothing mattered but the self-annilation I had feverishly pursued in lieu of the direction our lives should have taken. A train, Hell, better described as a gangbang and I was the center of attention, the partygirl to be used and passed around for the enjoyment of anyone wanting to use me as their cumdump. My head spun, my eyes couldn't clearly focus as I lay there on the table in the Emergency Room, my anus bloody and torn, ripped apart, used, then dumped on the side of the road and taken to the local hospital, found in a ditch by a passing police car.*

The morphine drip quickly took its toll as I slipped into La-La-Land as they prepared to rush me into surgery, the victim of what later became listed on official reports as a multiple rape. 3hrs and 57 stitches later I emerged only to spend the next 3 months in a psychiatriac ward, a guest of the state. The intense psychatriac counseling not only brought closure to my past but enabled my detox over the following 12 weeks from the cocaine and smack addiction I had carried with me throughout those recent years. The day I finally walked out those doors on my own I never looked back.

Thanks for reading.
http://forum.literotica.com/showthread.php?t=1493376
 
Here's a new chapter in the series.

It has received some... conflicting comments. Perhaps because it involves the psychology, and inner conflict, of a crossdresser's purge, and the response from the man in the story.

https://www.literotica.com/s/man-disciplines-sissy-ch-04

Don't let the comments bug you. Certainly don't let them overly influence what you write! The best stories explore the realities of humanity...reality is not always bang! bang! Cummmm. I've explored the "sissy" thing in some of mine, and IMO there needs to be that conflict and uncertainty to make it read as true.
 
I simply adore reading transvestite/ cross dresser stories. Perhaps because I want to be a woman so bad it hurts.
 
I do, but like OP said, they get repetitive after a while.

Also, it's one of those things where I don't find it particularly erotic so I have to be in the right mindset to be able to put myself into a certain state where that kind of thing is a taboo sexual experience and not like... just a thing that some people do/who some people are and therefore not something that can really be sexualized.

So for me it has to be a specific kind of story, usually a BDSM thing where the sub is being forced out of their comfort zone and isn't actually trans or genderfluid or anything, they're more just being punished/pressured by social convention for it to be sexy on a humiliation kink level and I don't like when those people are called trans/genderfluid because they're not.

So I guess crossdressing yes, trans no if the trans aspect is supposed to be the sexy part. There are sexy trans people, but it's not because they're trans. If you don't think I'd fuck Damian Bloodmarch on every surface available to me, you'd be wrong, but I was ready for that long before I knew he bought his dick.
 
Here’s something I recently published under “First Time” that might be of interest here. Hasn’t been terribly well received there.

https://www.literotica.com/s/invisible-15

I liked it. It was simple and quick...would have made a great introduction for a longer story too. You did a good job of painting the protagonist's personality...without ever even naming him! I noticed you must have reader comments turned off...and yeah, the rating isn't what it should be IMO. I suspect the problem is with the category you put it in. Even though it's his "first time", sometimes LGBTQ themed stories attract a lot of hate in other categories. Had that been in the Transgender & Crossdressers one it would have probably done much better.
 
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I started out on this site years ago reading the T-girl erotic stories long before I joined the site and became a member. When, I decided I wanted to write stories as a pass time, I decided to write stories that I, myself, can relate to. Even to this day, I still have an interest in reading T-girl stories, but I find many of them repetitive and similar in storytelling approach. It's always refreshing to find a T-girl story that breaks the typical mold in the category:)đź‘ đź‘ đź‘ Kant


Yes I do as a mater of fact I enjoy a good story about crossdressing with the wife or girlfriend helping the journey. I especially like it if they venture out side and do things together and involve themselves with other people and other couples that embrace crossdressing as a lifestyle.
 
love is all you need

slow realisation stories are my fave and even better with a big dollop of genuine loving encouragement or mutual and loving exploration. Love it.
 
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I bounce around some, but 2/3 of my lit story reading has been Ts/ Cd section. That's how I found Lit to start with, however many years ago; looking for info to consume to help sate my own crossdressing curiosities.
I've read many amazing stories here. However, the "Women's Studies" series stands out, as does the "Snow Bunny is Born" series from a few years back. I think the long, well developed series stick around in your consciousness a while longer than the "blow and go" type.
I tend to shy away from sissy genre material for the most part, as it doesn't tickle my fancy ( not quite my kink), BUT "The Rocbertson's Sissy" series is wonderfully written erotica, which I have grown to love; though I had a hard time with early chapters transgressing my own values.

My favorite stories are those for which categorization may be difficult; blending genres. Anal, Gay, Taboo, CD/ TG, and several others sometimes convene to hatch the most genius porn....
 
I bounce around some, but 2/3 of my lit story reading has been Ts/ Cd section. That's how I found Lit to start with, however many years ago; looking for info to consume to help sate my own crossdressing curiosities.
I've read many amazing stories here. However, the "Women's Studies" series stands out, as does the "Snow Bunny is Born" series from a few years back. I think the long, well developed series stick around in your consciousness a while longer than the "blow and go" type.
I tend to shy away from sissy genre material for the most part, as it doesn't tickle my fancy ( not quite my kink), BUT "The Rocbertson's Sissy" series is wonderfully written erotica, which I have grown to love; though I had a hard time with early chapters transgressing my own values.

My favorite stories are those for which categorization may be difficult; blending genres. Anal, Gay, Taboo, CD/ TG, and several others sometimes convene to hatch the most genius porn....

Our perspectives are much the same. Thanks for posting.

Oh, btw, you’re gorgeous.
 
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