Hi, Im a 30 something masculine appearing male and veteran that, when I was married, took way more cock than my wife ever did. Although I wasn't always what I now see as a strict bottom, this story is a recollection of the cock that wiped any inclination my head would ever again have about being a top when it comes to my guy on guy play. I know the formatting might be a little underwhelming, but this is more a diary entry than me actually trying to make it a full blown story. Enjoy.
Although i started my dl encounters years ago as a top, some verse play eventually had me start sucking and bottoming over time.
The largest i ever had was10 in. Was a married otter type soldier i found on Craigslist who told his wife some lame excuse about a late night work out. My wife was on a trip and it was my last night in the house alone. I picked him up in nothing but my wife's lingerie, but I switched to the passenger seat so I can suck while we headed back to my place. The biggest I'd had before then was about 6.5 but I managed to get him all the way in as he wasn't as girthy as he was long. He'd never had someone take it all before so he got excited and came in my throat before we made it to our destination.
Once we got to my place we went upstairs and I had him buried in my throat again the second he got into bed. I sucked till he was fully hard again and then I got up and straddled his hips reverse cowgirl. He pulled my panties to the side and I slid right down his cock. The stretch wasn't too bad but we were both surprised I got it all in easy as I did as he hadn't had someone take all 10in before and I'd never taken that much. It was an amazing experience feeling how far inside me he was. After riding him slow for a few minutes and I was sure I was good to take all of him, I let him get on top and told him to use me how he wanted. He didn't hesitate to just immediately start drilling away. The stamina he had to just relentlessly put all his power into every thrust and use every inch he had still amazes me to this day. He hammered away for what felt like an hour till he busted one of the biggest loads I'd ever felt inside me. Im surprised by how much there was since he already had planted a sizeable load in my throat in the car but the feeling of that much cum in both ends of me while I had that much cock in me was indescribable.
He pulled out eventually and straddled my chest. He grabbed my head, and told me to, " Be daddy's good girl and clean him up." Although it sounded like a request, his cock spreading my lips apart before I could utter anything was clear indication I didn't have a choice. I just accepted his humping motions and licked/sucked him clean until he somehow started getting hard for a 3rd time.
I dont know if it was the lingerie I was wearing per his request(I had never cross dressed before this), him calling me his good girl, or the fact that his 10in of meat had fucked and filled me into one of the mind foggiest just driven heads paces that I've ever been in, but I started truly making actual love to his cock. My tongue traced every inch of his again hardenning member, as started uttering the most feminine squeals and sounds of my life. He was worked up too and despite cumming twice already I could tell he was already close to his third.
Once again I'm not sure what came over me, but I finally pulled my mouth from his cock and begged for "daddy to cum in his good girl's pussy again," (the first time I'd ever said anything like that before). He pushed me on my back, pushed my legs to my chest, and in an instant he simultaneously sheathed his cock fully in me while shoving his tongue in my throat. I know some people dont like alot of tongue, and this was the first time I let a guy kiss me, but I was in lust filled heaven.
His tongue was swirling around my mouth like a madman and his thrusts had gone from a deliberate tempo to wild and erratic, the kind of fucking a wild beast would be responsible for. He pulled his mouth from mine, and before starting his tongues assault on my nipples he asked, "where does daddy's slut want his cum?" I cant reiterate enough how far beyond simple dl fucks I'd had before this, but God help me I just wrapped myself around his hips and torso and just started begging him to "cum in my pussy" and moaning like the most wanton slut you could imagine.
With some final thrusts I felt him once again start to soak my insides and for the first time ever I started humming without my cock ever have being touched. The pleasure of everything was so immense that I passed out as I could still feel his cock feeding what was most certainly now my pussy more cum. He let himself out and walked home after that and I didn't wake up till my wife's keys began jingling at the door. I rushed to the rest room and turned on the shower, stopping only a moment as I caught myself in the mirror. Covered in lingerie, lips still puffy and stained with cum, panties pulled to the side with a very much still cummy pussy. As someone who lives and comes off fairly masculine in my day to day life it almost made me laugh how not masculine I looked and felt in that moment, but id be lying if I said I didn't like it. I quickly got undressed, stashed the outfit deep in the hamper and hopped in the shower, washing away the sins of the night.
To this day that was still the biggest cock I've had. Over the years the amount of Dl hookups has definitely tapered off, but I exclusively only hooked up dressed like a slut after that for years later. And even though its been almost 9 years since then I never stopped referring to my hole as a pussy, or myself as daddy's good girl or slut when I was with guys. And needless to say, despite starting my dl encounters as a top, I never topped again since that cock.