Okay, so here's the thing. I am a thirty-five-year-old married guy from India. I am a little over six feet tall and have a stocky build -- not muscular but not obese either. I am not overly hairy but I don't manscape either. My penis is a few inches long -- not a micro-penis but nothing to write home about either. I have always loved women, but I do have sex with men occasionally. Maybe it is the societal conditioning that stops me from totally accepting or completely enjoying that part of my sexuality. In my twenties, before I got married, I'd constantly be in long-distance relationships. This meant that actual sex with a girlfriend didn't happen that often. And I would fill the void by hooking up with men. I wonder if I justified it as "not cheating" or if I preferred it. Because sex with men has always been complicated for me.
For one, most men in India are similarly confused. Secondly, it's mostly all bottoms around. And the few tops you come across want twinks or femboys. A tall manly bottom was not everyone's game -- especially since most guys are not as tall as I am. And I was often hesitant to meet, because homosexuality (or bisexuality in this case) wasn't even legal back then, and there was a lot of stigma attached to it if you were outed. Anyway, I did still hook up with a few guys over the years. Enough to identify a pattern:
I would go months not thinking about another guy. But then one horny day, I'd make contact with someone online. I'd invite them over. And then I'd be too shy to initiate. But eventually, we'd dim the lights and strip. And I'd be all awkward up until I had the guy's dick in my hand. Then I'd go down on the guy enthusiastically, while they tried to do other things with me -- for instance, guys love to suck on nipples, kiss, bite -- things I like doing with women, but not so much with men. I'd barely participate till I found my way back to their dicks. Some guys would want to fuck my ass -- but I was too tight and carrying lube isn't very common in India. Anyway, this is the part where things would go one of two ways -- 1. The guy would go too harsh and I'd shut him down, or 2. I'd endure it for a bit then ask the guy to cum on my face. If in between all this, I got too excited and nutted, I'd freeze and shut it all down, and courteously throw the guy out. Then later, I'd find myself reminiscing and masturbating. And then I'd forget about it till the next time the urge came up.
Over time, this pattern made me switch how I approached the whole thing. I used to list myself as Versatile on the apps, but later I started listing myself as bottom, who was only interested in oral sex. While the attempted painful anal made for good masturbatory fantasy, it was too hard for me to do. And I usually was too awkward and guarded for it too. And well, also awfully scared of getting STDs. Anyway, this strategy worked well for me. I'd meet guys and suck and savour their dicks till they came -- either in my mouth or face. They were happy, I would often make them click pictures or record videos of me sucking them, which I'd later use to jack off to big orgasms. I'd of course delete the pictures, videos before they could get backed up to the cloud.
After I got married, these encounters reduced big time. Not like my wife and I were having a lot of sex, but she was always around. And I didn't wanna mess up the marriage that I had. Every now and then, she'd leave town for work and then I'd get on the app for a quick session. At this point, I lived in a smaller town and the choice was kinda limited. I'd usually have to meet up with other bottoms who had listed as versatile but were more interested in being fucked. I'd oblige but I came very quickly if I fucked a tight ass. And then they'd be left high and dry and it wasn't fun for either of us. Most of these guys were just one-time things and there wasn't much talking. And then a few months ago, during one of my wife's longer trips, I was texting with this guy, who was a few years younger, but seemed quite keen on meeting me after seeing my photos, which was a rare thing. Anyway, cut to a few hours later and he was in my house. He worked for a domestic airline as a cabin crew. We sat and talked for a bit. And then, we started stripping after the lights were off. When we were down to our undies, I ran my hand over his crotch and was taken aback. He was hung. I mean better than I had seen in a while. The last time I was with a guy this big, I had gagged on that bad boy, till we had been interrupted by something and I'd had to make a quick exit. So, I was excited.
I quickly took off his underwear and grabbed his dick. His dick was hard as a rock, and looked like a long wiry rod that was stiff and rigidly pointing north. I drooled as I took him in my mouth. I felt really slutty as I licked and slobbered over his meat. I sucked and sucked till my jaws got tired -- I waited for him to blow his hot load in my mouth but he wasn't close. He told me it often took him hours to nut. He said it might go quicker if he could fuck my ass. I wasn't sure. But I did have a tube of lube that the wife and I had bought for our fun times, so I said, "Hell, why not!" After all, that dick was worth spreading my legs for. I asked him to be gentle with me. He said he will.
I put a condom on his monster and smeared it with lube. I spread more lube on my ass as I bent over. I told him to click pictures with his dick in my asshole before he entered. I wanted to post some pics on the app. He obliged. Then he pushed slowly but firmly forward. The lube made it slightly bearable, but it still hurt like hell and I felt like he'd barely gotten in. He was thrusting forward slowly and I was in a little pain but imagining his cock inside me was actually making me super hard. Before he could go faster, I told him to take a break. He pulled out. I poked a finger in my ass after and my ass was stretched loose. I realized he had been completely inside me. I was horny. I removed his condom and wiped him off a little before licking him some more. Seeing me so enthusiastic, he started taking dirty to me. And I responded.
"Damn, I love your dick," I said, as I tried to fit his whole cock and gagged.
"Oh yeah," he said mischievously, "you like it, slut?"
"Yes, I do." I chimed in.
"You wanna get it every day?" He asked
"I do." I answered.
"But you'd have to go exclusive then. No other dicks for you," he said in a firm voice.
"I don't need any other dick," I replied coyly, my responses becoming more and more feminine.
"I will fuck you every day, you think you'll be able to handle it, baby?" He asked.
At this point, while I was bent over sucking him, I put my hand back into my hole, which was still slimy and stretched out. I could easily push two fingers.
"Oh, you have stretched me wide, daddy," I responded, in a girly voice, "I can handle it. Just make sure you give me all that cum."
He seemed very pleased with my response and started fucking my mouth hard. I almost choked.
But it was all very hot. I had been fingering my own ass and I was aching to have him back. I quickly straddled him and placed his cock, that was wet with my saliva, in my hole. "Condom?" he asked. I told him I wanted to feel him without the rubber. And it did feel better. The plan was to pull out and put a condom on him, but before I knew it, he was completely inside me. And without the condom, I could feel it so much better.
I asked him if he was tested and told him I was too. I was risking it and it felt good.
I was hard and he grabbed my dick and squeezed it. I told him not to -- I didn't wanna blow my load. Anyway, I felt like I could blow at any moment without even touching myself. He was sliding in and out of me, his dick hard and slimy. There was lesser lube but my asshole was more used to his girth this time around.
"Oh daddy, fuck me like that!" I screamed. I felt like a woman at that moment.
