Trying something new here: Femboy caption! I'm part-time femboy myself and I like seeing cute femboys and their dicks. :3
Not sure how much this will "click" with people compared to the usual whacky transformations but thought I'd give it a shot anyways. Got some inspiration from similar works written by ArisCaptions, go check them out if liked this cap! Also let me know if you enjoyed it and would like to see more from me.
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Gosh, I love goth girls. I love their great makeup work, calm personalities, fantastic fashion sense and much more. Just like many others out there, I wanted a gothic chick to be my romantic partner, although I personally thought it was impossible as I’ve yet to meet a girl whose gothic, let alone one that is interested in me. Regardless, I fantasized about one day obtaining a gorgeous gothic babe until the day finally came… Well, not really.
One day, my group of friends and I were talking with each other about all sorts of random stuff. Eventually, the topic of our preferences in partners came up. I, of course, expressed my desire to be with a goth girl, not really coming off as a surprise and that was pretty tame compared to what others wanted. I also told them about how hard it was to come across my type of girl, and that was when one of my friends jokingly said: “If you can’t get a goth girlfriend, become one”. We all laughed. “Imagine if that actually happened though, somehow I become a cute gothic chick” I replied. “Oh my~. I think you’d look cute as such though” replied that same friend.
That friend, named Garrett, was very open about being gay, being one of the two in the group to not mention their preferences since the rest of us were talking about girls. His comment was nothing to take note of for none of us… except me. I thought about it and told myself: “What if I actually try being a goth girl?”. It was meant to be a joke more than anything else, but what I didn’t know was that this was going to be the beginning of something new.
Being very extroverted and not giving a shit about what other people said about me, I decided to try doing this ‘joke’ and ordered a set of cheap feminine clothes and a wig that wasn’t super convincing. Once I tried everything on, I was surprised at how genuinely good, feminine and cute I looked. Far from being my dream girl, I would definitely appreciate seeing some curves, but this was me, and I was a guy, so I wasn’t really complaining and was still pleasantly surprised with how good I looked.
I went outside with my friends in this outfit, many of them lightly joking about being ‘the girl’ in the group and constantly teasing me about it. Unlike other times they teased me, instead of it being annoying, I actually quite enjoyed it, most of them treating me like they’ve always done before, just joking about me being ‘a girl’. One of them behaved quite differently though, Garrett. He acted a bit more shy than usual around me and struggled to look at me whenever I talked to him.
I became genuinely curious if perhaps he found me attractive dressed like this. I wanted to tease him by being flirty with him, but thought that’d be pushing it too far when being out with our other friends… So instead, I did that in private! Once home, I texted him asking if he found me attractive, and he replied with ‘yes’. The way he went about admitting it though, was something I found very cute, behaving very shy, sweet and feminine when texting with him.
Wait… I found my male friend… cute?! I was confused about this for quite some time, but I would eventually discover I wasn’t the straightest guy out there, I’m bisexual. Anyways, back to that evening, I wanted to tease him further, asking him lewd questions and flirting around with him, his lightly masculine personality crumbling to pieces as I discovered how cute and girly a man can be.
Although very confused sexually, I found myself getting turned on by his replies and spicy admissions, it didn’t help that I was still wearing my goth girl outfit. A bulge under my skirt was very apparent after several minutes of this back-and-forth with Garrett.
Things sort of went back to normal after a few days, since I hadn’t dressed up as a woman in public since then, but that was because I was ‘training’. I was saving up to buy some better outfits, watching makeup tutorials and more, and I began liking this feminization process I had begun. I was never the manliest man out there, but I didn’t know I loved women’s clothes or doing makeup.
I didn’t have major confidence issues as a femboy, but I definitely felt better and better the more I embraced this feminine side of mine. Someone else who helped throughout this journey was, to nobody’s surprise, Garrett. We went from having a regular friendship to being close friends, and eventually, being lovers. All of this didn’t happen in a span of weeks though, it took quite some time to get where I am now, but I couldn’t be more content with having such a cute and submissive boyfriend.
After a whole year of being a couple and about a year and a half since I first crossdressed, I bought much more expensive and cuter clothes to recreate that initial outfit I wore as a joke. I was so committed to it that I painted half of my hair white, now I really wanted to be a goth ‘girl’. Garrett was curious to know what I was doing throughout these last few days since he saw my tinted hair, being very pleasantly surprised when I visited his apartment room and revealed my beautiful feminine self.
I looked at him in the eyes, swaying my hips as I saw his shocked expression, looking from top to bottom, from my long black and white hair and makeup down to my skirt, thigh highs and black heels. I knew what he wanted, and I knew what I wanted. I closed the door behind me before lifting up my skirt and revealing pantyless manhood and wide femboy hips.
Garrett’s breathing became heavier, and I couldn’t stop but think about how cute he looked with his face all red like a tomato, it was inevitable for my cock to become rock-hard shortly after. I wanted to make him fully mine;f I’ve touched myself to the idea of one day inserting my sizable dick instead of his tight asshole and making him my bitch, and judging by the bulge in his pants, he wanted that exact same thing. I was absolutely ready to destroy this cute boy’s ass.