Fantastic story. One that I believe articulates well the sexual orientation status of many men. There is this grey zone with many guys that will emgage in virtual sexual encounters, cam sessions and even in person encounters but not describe themselves as gay or bi. I fall into this category as well and think that many men also do. Thanks for sharing. It is nice to know that other guys can get turned on by chatting with you, or seeing you on cam. I myself have enjoyed masturbating on cam with guys. For me it is the raw sexual desire that comes out and where we can just share it platonically. Just two guys who want to feel desired and helping each other out. I get great satisfaction for helping a guy orgasm. Anyway, not nearly articulating as well as you but thought I would express my gratitude for your story. Take careI'm late to the party but will share some thoughts.
The TL:dr version is, I've always been fascinated by panties, how they look, how they feel. How they make me feel. I've never wanted to BE a woman, I like being a man in panties (I never tuck). As the years have gone on and the internet came to be, I realized if I'm going to play around with this it's most likely going to be a guy I'm playing with. One small step at a time, my fantasies drifted from femdom to being a sissy with a guy, because that's what was available to me.
And now the novel.
I started playing around with panties a long time ago. Pre-internet, I was around ten years old I suppose. The fantasies always involved girls/women. Forced fem stuff. Femdoms. It changed as I got older but was always me in lingerie with women in charge.
Then the internet became a thing. Chat rooms. AOL's "you've got mail" chime. Interaction with others... but it didn't take long to figure out that the person I was chatting with was also a guy. It was so rarely a woman. I can only think of one time I didn't become convinced it was a guy.
When I moved away from home online shopping was becoming a thing. I started ordering panties from Victoria's Secret. I bought a few toys online. I'd play at home, alone, imaging a woman was coming over and I had to be dressed for her.
But online it was guys, pretending to be women. Usually when I'd figure this out the chat would come to an end. I convinced myself that it was all fantasy, and who cared who the other person was as long as the dialog was fun? I stopped calling people out when I'd figure it out. But still the chats/exchanges wouldn't last long and they didn't happen all that often either.
At some point I figured out that if most of the other people into this were guys, maybe I'd get more replies if I checked out gay chatrooms/forums. It was worth a try.
I was right. it was a lot easier to get replies. Those chats dragged men into the fantasies. That was a slippery slope. I was now using guys for my cyber thrills, and the more I did that the more prominant they were in my fantasies. Chatting with them became more normal and again my "limits" would change.
Then I started playing with webcams. I never wanted to BE a woman. I loved how panties felt, how they looked, and the taboo of wearing them. I now realized that involving men added to the taboo part of it. The fact I'd prefer to be with a woman, but was on cam for men, added to the thrill.
I didn't wonder if I was gay. I didn't have any desire to meet with guys, I just liked being seen in lingerie, and "made" to do things for them. They'd choose what I'd wear, tell me how to pose, what to do, etc. The longer I was in panties, the more my limits would change. If he was patient I'd do pretty much whatever he asked. And enjoy it.
This went on for years. I never met up with anyone in person, was very clear in profiles and chats it wasn't part of the deal, I was cyber only.
Eventually what I had labeled as submissive turned into being a sissy. I started to realize/learn how much of what I did was more of a sissy fantasy than a fem dom fantasy. Real life I liked women. Fantasy life, it was mostly men now.
One day someone local invited me to hang out in a hot tub. The thought of being in a hot tub, in wet panties, in front of a guy was terribly appealing. I was SO close to accepting, but didn't. When I thought about it, I had to admit to myself that one thing keeping me from it was a thought that I'd end up kissing his cock, if not sucking it. Ok fine, kissing would absolutely lead to sucking. I wasn't ready for that.
This still didn't make me wonder if I was gay, It was part of the fantasy. More taboo things. But that led to my chats and fantasies becoming more what I would call sissy than submissive. But I was comfortable knowing that having a fantasy didn't mean it was something I'd do in real life. Fantasizing didn't make me gay any more than fantasizing about driving 200mph down the freeway made me a street racer.
As the idea of being a sissy grew I started looking at online tests like "are you a sissy" or articles about sissy training. I realized I had been doing a lot of these "sissy" things for years. I fell further into this "sissy" thing. And fantasizing more about being something of a toy for men. There was one particular person I chatted with who had become something of a dom to me. He enjoyed feminizing me, I enjoyed doing things that I wouldn't probably do without a little push.
A perfect storm came. My wife had lost all interst in anything sexual, not that she ever had much interest in me. My entire sex life was now online and it was feeding on itself. Then the big catalyst, Covid.
Isolation. Working from home. I've always been a bit of an introvert and I stopped having face to face contact with people. Things changed fast. I was in my own little world. I became convinced that this wasn't just a fantasy. I was truly a sissy. I started wearing panties pretty much every day. I started removing body hair at my "doms" request. I got to where I had no hair from the waist down. And I loved the look/feel (but not the upkeep!). My wife knew I loked to wear panties on occassion. It was a don't ask don't tell thing. but why hide it. With hair gone it didn't seem so embarrassing, She had seen me in them in quick bursts, as a joke no and then, but one day I walked into the room in just panties, with no where to run, nothign to hide bahind, and told her i thought i could pull the look off. When we had our happy hours I'd mix and serve her drinks wearing only panties. She barely reacted. When talking about it once she said she just hoped she wasn't making me gay. I said no, maybe a sissy but not gay. She didn't reply. She didn't ask about it. She didn't have an opinion my shaved legs. Or any interest in anything else that was shaved. My sex life consisted of wearing panties to get my thrills, and the online world was the only place that got any reaction.
Once I started to think I was an actual sissy I became obsessed with sucking a cock. I had "virtually" done it in chats many times by then. Blown guys. Let them fuck me. I loved those fantasies. I started thinking about making them real. I spent a lot of time thinking about how I could make it happen. My dom wanted me to eat cum and start having sex as a sissy, through anal play. I bought a prostrate massager (remote controlled!) and began to clean up my panties with my mouth after he would finally let me cum. Yes, he had me eating cum and fucking myself.
I loved the feel of having the massager inserted. Loved? No. Love. I drip simply from inserting it. I do NOT like eating cum. But I like being made to do it.
My dom was having fun with it too. I sent him photos and gave him permission to do whatever he wanted with them. I have posted pictures of myself in lingerie in various places but anything too risque was taken down after a few days. He now had photos of me shaved, in panties, out of panties. He would control when I could cum and yes, I followed his instructions. It would end with me begging him to let me get off. He would only let me if I came in my panties and sent him photos which he then posted.
Eventually I got back involved in the real world and my sissy fantasies/activity came to a grinding halt. Once I Was interacting with people again I lost the desire to be used like that. Things that used to trigger me into a sissy moood didn[t trigger me anymore.
BUT... I never had the desire to purge any of my lingerie. Or the massager.
I still ike to be in panties, I just don't do it as often as I had been. And I still enjoy the feeling of inserting the massager.
I'm still interested in going down on a guy. And being fucked. I just can't imagine a situation where it would happen. I'm still not confused about being gay. I'm not. But I certainly don't feel right calling myself straight either. Luckily I'm not all that into labels so it doesn't keep me awake at night wondering about it. I don't really feel like a part of the LGBT communtiy either, not really sure how gay guys feel about guys like me or how I fit in. I'd kinda like to get a pair of shiny, rainbow colored panties though. ;-)
And that's my long winded story about how I drifted from purely interested in females to not feeling honest saying I'm straight. And even rambling on this long I have left SO Much out of the story.