This story is a hardcore fantasy featuring: domination/submission, age difference, rough oral, rough anal, armpit licking, foot worship, piss drinking.
There are moments in life when a feeling comes up and you suddenly realize who you are, and what you were made for. It's a mirror held in front of you, showing the image of your destiny. It comes out of love, or hate, or desperation. For me, it came out of primal lust. I realized my fate, my calling, in the arms of a stronger being. Looking back, I understand he was the personification of things I'd always craved. And I never lied to myself again.
I was 18 years old when I decided to lose my anal virginity. I'd never been with a man before, so the prospect of having my cherry popped made me nervous. Although I was a little scared, I wanted it more than anything else. I deeply fantasized about getting on my knees for a man, taking a fat cock in my mouth, and being dominated and fucked hard. I also fantasized about many other things. I was a very kinky guy.
But I was insecure. Growing up in a conservative area, I'd learned to be quiet and reserved, and to hide my feminine side. But most of all, I was insecure about my body. Looking at myself in the bathroom mirror, I saw my naked flesh and wondered if I was desirable. I was slim and smooth, and a little on the short side. My face was round and boyish, and I had light brown eyes and red lips. My ginger hair was a light orange, and always short. My complexion was pink and covered in faint freckles.
I felt I'd been cursed with a feminine, skinny frame. My chest was tight and my belly was flat. My arms were thin, and I had a small ass - plump and round, but still small. My dick was pretty average, pink and smooth, like my tight butthole. I was smaller all around, compared to other guys my age. It made me an easy target for bullies.
It was summer. The warm air made me extra horny. I looked at myself firmly and thought "If you wanna do this, you gotta do it right". So the first thing was figuring out how to take care of my skin and my diet. I read some articles on the internet and learned to take care of myself regularly. I quit eating junk food in general, especially fried food, and avoided oily ingredients. I washed my face in the morning every day, or every time it felt dirty. After a few weeks, I started seeing results.
I also focused on my body hair. I didn't have that much at the time. My torso, my back and my butt cheeks were hairless. I had hair on my crotch, testicles and butthole, and on my armpits and legs. Shaving my legs would be difficult and awkward. I'd tried doing that before, but it felt uncomfortable afterward. A week before the big day, I shaved my armpits, crotch and butthole. It took me a good thirty minutes locked inside the bathroom, but the result was nice.
Sliding my fingers over my buttcrack, my pucker felt smooth and hairless, like hot butter. Shaving my testicles was a little bit more intimidating. A friend had told me you just need to use the same razor on them, and I hesitated at first. Turned out it was very easy. Testicles were less sensitive than I thought, and after ten minutes they were completely smooth.
Now the most intimidating part was looking for the right man. I knew I wanted two things: older and bigger. I felt attracted to older men, especially the masculine type. And I knew a big cock was a must. Long and thick would feel much hotter sliding in and out of my tight hole. So I started searching for men on the internet. I used dating apps and websites for hours, looking at photos of headless torsos, weird married guys and obnoxious gay men. Most men were not really my type, but I'd eventually find an older, masculine daddy type and say hello.
I knew I had to impress. I took photos of my naked torso, my dick and my butt, in sexy angles hiding my identity. Taking naked photos showing my face was a big no-no. With the right amount of natural lighting, I was able to make a small collection of photos of my attributes, and hoped the right man would be interested. Many guys refused me for being too young. Each rejection hurt. Most wanted to meet guys their age, and that broke my heart. And then some guys were interested in me, but I didn't find them appropriate for the job. I didn't give up - I was very determined to find the right man to deflower me.
Thankfully, a few hot men were interested in what I had to offer. The first one was an older bear, 35 years old, 5 foot 10, with a nice hairy belly and a bearded face. The second was a former jock, 40 years old, 6 feet, and a cocky attitude. The third was a burly 50-year-old, 6 foot 3, with big arms and a juicy chest. I sent them my sexy photos, and asked for cock pictures in return.
The bear and the jock had respectable cocks, but they weren't that hot. The burly 50-year-old had a big one, and it was the sexiest cock by far - it was long and thick, veiny and all natural. This man's name was Doug. I asked how long it was, and Doug answered it was 9 inches. Perfect for my tight hole, I thought.
We chatted for a few days. I told Doug I was a virgin, and that I wanted to have my first time with a big dominant man. Doug was intrigued by it, and was very friendly and paternal, and revealed he liked being dominant in bed. He didn't make me feel awkward or uncomfortable at all. He had a good sense of humor. He told me he was a single gay man living in the downtown area, and that he had an apartment and would be willing to meet soon.
When the special day came, I ate light foods and a lot of fiber. I read a detailed tutorial on how to clean your butt properly. I went to the bathroom, pooped everything I could, and washed myself with soap. I used a little small bottle to insert a bit of water inside my airtight hole, and then squirted it fast. The tutorial said you don't need to insert too much water, and it shouldn't go too deep, to prevent any mess. I followed every step and hoped for the best.
We'd planned to meet near a park in the downtown area, at 7 p.m. I was shaking when I left my parents' house and took the bus. I told my dad I was going to a watch a movie with a friend. Luckily he didn't ask any questions. Doug told me he'd be wearing a leather jacket, so I'd be able to identify him.
My knees were weak when I walked by the park. I was very nervous, and thought of giving up and going home. I was afraid somebody would recognize me. But even worse, I was afraid Doug was a bad guy. It took me a little bit of nerve to just stick around and wait. I looked around several times. The breeze was warm and the park was lit up and fairly popular. It was near the commercial area, so there were lots of people and cars passing by. That would keep me safe against a possible maniac, I thought.
I suddenly saw a big tall man standing nearby, with a cell phone in his hand. The man would look around shortly and stare at me. Then I noticed he was wearing a leather jacket on top of a white shirt, cargo shorts and leather flip flops. I received a message on my phone. It said "I'm right here." I felt my soul leave my body as I walked up to the big older man. Doug shook my small hand casually and nodded. He had piercing blue eyes, a mature face and a bald head.
"Nice to meet you, Hugo," he said.
"Hello, sir," I replied without thinking. My face went red immediately.
Doug smirked at me.
"Are you ready?" he asked.
"Yes, sure," I replied.
I followed the man past several blocks. I felt strange walking by his side - he was big and old enough to be my father. But my butthole was twitching in secret. He had a regular manly voice. He sounded gentle and educated, and we talked a little bit about the streets and the weather. Well, Doug talked mostly, while I agreed and answered with a few words. He took me into a residential building nearby. It was a regular building, not a fancy one - that made me slightly less nervous. Doug touched my shoulder with his warm hand and smiled.
"Is everything alright?" he asked.
"Yes, si-" I stuttered. "Yes, I'm alright. I've never done this before."
Doug chuckled.
"You can call me sir. I like it," he said in a friendly tone.
Doug took me to his apartment. It was nice and casual. There was a flat screen in the corner, a fat leather couch, a nice bookshelf and a kitchen in the background, with a small shelf filled with bottles I assumed were whisky. The air had a light hint of beer and cigars. The TV was on, tuned to a sports channel at low volume. Doug grabbed a beer bottle from the coffee table and took a few sips. I just stood there, having a closer look at him.
Doug was a big man, but not exactly overweight. His fat was well distributed on his muscular, juicy torso and heavy legs. His calves were equally juicy and muscular, and covered in a layer of hair. His feet were massive, veiny on top and reddish on the soles. He winked and offered me a soda.
"Thanks, I'm good," I said.
Doug finished his beer and approached me. We stood just a few inches from each other. I had to look up at him - my face only reached his chest. He grabbed my chin and smirked.
