Masculine Men in Lingerie
At Wearinghers Club in London
I was obviously hesitant about going to the Wearinghers Club, a monthly party at the Bunker Bar for men into wearing lingerie and their admirers. I’ve been fantasizing about sissification for some time. Recently I even had the privilege of dressing up for a guy whom I've been trying to reconnect with for a number of years. I shared a little more details about it in a recent bonus podcast episode.
I’m glad I had two more incentives to go. The first was you, of course. How could I tell you so much about my sissification fantasies (particularly through my books) without acting on it a little more?
House Slave Fag
House Slave Fag
The second reason was that I told a Master from Recon that I’d meet him there. He was very much into making masculine men give up their masculinity, in a way, by wearing lingerie.
Just one important note about the party: The organizers stressed this was a party for masculine men, so it was not about sissification per se. Surprised? Keep reading!
When I arrived I was greeted by a kind gentleman who reminded me of Sir Ian McKellen (Magneto in X-Men and Dame Maggie Smith in Saturday Night Live). In the changing room I saw guys of different shapes and ages, and at different stages of getting dressed in black lingerie or undressing (I was late, so a couple of them were already leaving the bar).
I felt a little under-dressed compared to the other guests at the party, as I didn’t have the whole set of lingerie, only panties and a push-up bra. Most others also had stockings and garters, and a couple of them also wore high heels, but not necessarily bras. I could also see how black looked more elegant and somehow fitting for men. Though I appreciated the compliment from one of the other bois about my color combination: a black bra and pink panties (covering my chastity cage).
Once I was ready, after one of the guys helped me put the bra on, I stepped out of the changing room and explored the bar. There were no more than 15 guys there, most of them wearing lingerie, with only two or three of the guys wearing street clothes. Those were the admirers, who didn’t even bother getting undressed, adding the Clothed Man Naked Man contrast to this whole scene. However, as advertised, everyone — crossdressed or not — was manly. No one pretended to be a sissy. And a few were very muscular.
Of course one of the very muscular guys immediately caught my attention. He had a thick but tidy beard, a very hairy ass, and a less hairy chest. He had all the appropriate garments for his lower body, including high heels.
Then I saw the guy I thought I’d talked with on the Recon app, wearing jeans and a dark blue t-shirt, kissing another very muscular guy in lingerie who wore all the lower body garments. This crossdressed (CD) guy smiled at me, but the plain-clothed guy didn’t acknowledge he recognized me. Then he took the muscular CD to another room.
I hope Wearinghers' organizers and the muscular CD wouldn’t mind me referring to him as a cross-dresser. That is what it is, right? Oof… dangerous ground to tread on. Addressing taboos is complex.
I continued walking around the bar, not that there was a lot of ground to cover. It’s a small place. In one of the other rooms I noticed the muscular hairy guy sitting and jerking off by himself. I approached him, and as he returned the look, I proceeded to brush his knee with my hand.
He leaned forward and kissed me. I’m not a fan of big beards and it wasn’t a surprise when a hair got into my mouth. But I enjoyed hugging him, feeling his muscular arms. I practically massaged his shoulders and back. I crouched and sucked his cock. It was already a little hard and a little above average size. I sucked it deep, reaching its base.
The truth is that it required some focus and some filtering for me to make the most out of my experience with this guy. Don't get me wrong, he's absolutely hot. Stunning. He is perfectly shaped with so much muscle and his garments are elegant. But I really am not into so much hair, and I'm also not into people in lingerie.
I came to explore how being seen and fucked while wearing it would feel, but I wasn't looking for men in lingerie. In fact, before coming I remember hoping there would be enough guys who would not be wearing lingerie, who would fuck me. I was making a wrong assumption or expectation about the dichotomy between Dominant and submissive, top and bottom, and masculine and feminine, when none of that mattered and everyone could cross any boundary or switch roles at any time.
So I closed my eyes and I sucked his cock, trying to keep my hands on the muscles above his waist, above his feminine garments, while he felt my hole and inserted a finger into it. I hugged fiercely above his waist while I sucked his cock for a long time, until he stopped me and suggested we go to another room.
In the other room, I asked if he would fuck me (with a condom), but he said no. He was just going to rim me. Well, at least one of us would have fun. Not that I was suffering by any means, but his tongue didn’t reach as deep as his finger could, not to mention the filling sensation his cock could have given me, had he been willing to fuck me.
Then my Recon Master arrived. He still didn’t acknowledge me, but I dared suck his cock, after the hairy guy did. Then the Master directed me to suck another cock. I was worried I wouldn’t be into the owner of that cock, so I just sucked it without looking up. But it was the muscular CD who had been kissing my Recon Master earlier. He was so hung, about 10 inches.
He fingered me too, getting me hornier and making me moan as his huge cock filled my mouth and dug its way deep into my throat. I alternated back to my Recon Master, who had gotten rock hard by now, and his uncut cock was as thick as a Red Bull can, even if not quite as long as the CD who submitted to him. I sucked his Red Bull cock a little more, and then got back to the CD’s 10 inches. He was hard and ready. I asked if he’d fuck me with a condom. I thought he was reluctant because of the condom, but he agreed, and I pulled out an XL condom for him. I cautioned that he was my first fuck for today and it could be difficult as I was tight and he was so hung. He didn’t seem concerned though.
I thought I’d take it in doggy position, by leaning against one of the padded cube stools, but he wanted to fuck me standing. So I straightened up and put my hands forward against the wall for balance. He was taller than me, and wasn’t really trying to adjust for my height, so I had to stand on my toes. As if I really were wearing high heels. Imagine that!
He pushed in, not penetrating too deep at first, but he kept pushing in and out, in and out, then pulled out completely, and when he pushed in again, his long thick cock reached deeper and he started thrusting it fast, drilling my hole. I groaned loudly with every thrust. I think I may have scared some of the CDs away. I mean... Anyway, they cleared the room, and without an audience, perhaps the muscular guy fucking me decided he'd had enough.
You know, I often need to be reminded to keep describing physical attributes of the guys I play with, not just when introducing them, but also later in the scene. The thing is, that when they fuck me from behind, I really can forget many of their physical attributes. Obviously I couldn't forget how very hung he was. I also remained quite conscious of how muscular and bigger than me he was, especially as I was standing on my toes, and he was thrusting with all the power of his massive body. But — and this was no minor detail in this case — as I was focusing on taking his 10 inches, I was able to forget that he was wearing stockings. I really wasn't dwelling on the strangeness of it all, I was just focusing on taking cock, and moaning loudly while doing so.
When he pulled out, I turned around, and my Recon Master was still there. I got down to suck him again right away. He then took me to the bar area and bought me a drink. I chose a white chocolate and raspberry Bailey's. We chatted for a bit, and it was only then — after his cock had already been in my mouth — that I asked him if he was indeed the Master I’d talked to on Recon. Once I got that awkwardness out of the way, talking to him felt very casual and friendly. He commented that he enjoyed the social vibe of those parties. Somehow, it made the whole dressing up a little less awkward when everyone was cool about it and still able to talk to each other as if nothing was unusual.
I finished my Bailey's shot quickly, but I waited for my Master to finish his drink. Then we went back to the other room and I sucked his cock a little more. Another guy was standing right behind me. I looked back and saw he was a short guy, a little overweight. He asked me to suck his thick cock too, so I did. I wasn't into him but it really was rather thick. So I closed my eyes and enjoyed the filling sensation inside my mouth.
Still, I felt more obligated toward my Recon Master, and soon I got back to sucking his cock, so the short guy left the room. Unfortunately my Master said he wasn't going to fuck me today.
Well, I wasn't staying in London much longer, so I wasn't sure when he would fuck me, unless we were going to make plans to meet again in the future. He was fun, but it's not clear to me if a house slave situation is really in the cards for us. I shouldn't assume too much based on the fact that he didn't want to fuck me this time, but I had my own doubts as well, because I wasn't sure I could tolerate his vaping, if he smoked around the house.
Thankfully, the short guy was soon back. So I asked him if he wanted to fuck me, and he said maybe later. I said it was already 9 PM, just an hour before closing. People were leaving and I was planning to head out too. I wouldn't wait for him. Taking another cock, submitting to another guy, even one I wasn't really into — I'd be happy to do that, but after playing with three muscular guys (the hairy guy in heels, my Recon Master, and his muscular CD sub), I was satisfied enough. But soon he came around and fucked me. Although he was hung thick, his cock wasn't as hard as the other guy's, so he wasn’t too hard to take. And it probably helped that my hole was gaped by now.
At some point he groaned and I thought he said he came inside the condom but I wasn’t sure. He pushed into my hole a few more times and I squeezed my hole on his cock, to give him extra pleasure. Some guys like that. Or maybe I also needed that, to feel more of his cock. Soon he pulled out. Yes, he had cum.
It felt great when his cock filled my mouth earlier, but I didn't feel much when he fucked me. Nevertheless, I was happy in my role, serving another man, and bottoming for two men, two so different men — the tall muscular cross-dresser and the short chubby clothed man — was enough to satisfy this slut. Or at least consoling enough if the Recon Master wasn't fucking me.