Autumn is my favorite time of year. The days get shorter. The leaves turn brilliant shades and fall to earth. And the cool air finally settles in. I always love taking walks around this time of year. On this particular walk, though, I wasn't necessarily soaking in the sights, sounds, and smells of the season. Instead, I found myself looking over my shoulder as I neared Bernard's house, hoping no one we knew would see me duck down the side path towards his back door in the fading twilight.
For lack of a better way to put it, Bernard was known as "the gay guy" in the neighborhood. Although we were in a progressive state, where we lived was still very much a suburban, white picket fenced, and straight fantasy land. As far as I was aware, people didn't hold being gay against Bernard, but there were whispers and little comments here and there that reflected the taboo of homosexuality being alive and well.
As a young, closeted 19 year old still living at home, I would get a little nervous whenever I saw or heard someone mention Bernard. It didn't help that I was discovering that men like him were kind of "my type". A little taller than me, he was, for lack of a better term, jacked. His black hair always seemed impeccably styled, close to his head but not too short, and his thick beard was always trimmed to perfection along a strong jawline. He was the definition of tall, dark, and handsome and he carried himself with the confidence to match it. I had only really interacted with him once or twice but my parents were friendly with him through my dad's work in local government.
At the time, I thought we were the only two gays around, which would turn out to be untrue, as you can read about in my last story. So initially, I only let my imagination run wild, occasionally fantasizing about him having his way with me. But since I had finally lost my cherry and gotten some experience under my belt, I was starting to think about Bernard with a bit more ambition. My confidence as a young, cute twink was pretty high but I wasn't sure how I would ever broach such a thing, so it remained a fantasy. Besides, I was getting regular dick nearby from Peter so I wasn't really on the prowl.
My thing with Peter was a lot of fun and I really did like him beyond the amazing sex we were having. We both knew it was just some casual fun from the very beginning, though, so it didn't surprise me when he hit an incredibly busy time at work and our visits had to stop for a while. Thankfully, he gave me a heads up one day. As we cleaned the cum and sweat off ourselves, he told me he may not be around much for a while and that I may want to think about finding someone else for some fun. With a wry smile, he said it might even be good for me before planting a sweet little kiss on my forehead.
At first, I was a bit disappointed and nervous, not knowing who I might meet out there. Peter had felt like such a safe situation. But I was also somewhat excited at the same time. I found myself on hookup websites pretty much every day, searching for another guy. Most potential partners I would consider hooking up with often seemed too far to justify the trip. I mean, the last guy to fuck me was within walking distance, so I was pretty spoiled. Over time, I did consider driving further as I starting craving cock with increased desperation. Then one day, Bernard popped up online.
He messaged me first, no doubt surprised to see someone so close by. He sent a chat request. I heard the familiar ding and clicked his profile in the invitation. The butterflies in my stomach came to life upon seeing who had reached out to me. His pics were pretty vanilla. Just Bernard looking handsome as fuck. The most risque pic was when his shirt had a few buttons undone, showing off the top of his muscled chest. Importantly, he labeled himself a top, which gave me more than a little thrill. I thought about my profile, realizing that he had definitely seen my pics already, which were, shall we say, a little more revealing. A couple fully clothed pics, a few with no shirt on, but also one totally naked butt shot with me looking over my shoulder in the bathroom mirror. I guess Bernard liked what he saw and I actually assumed that he probably recognized me. So with a bit of trepidation and building excitement, I accepted the chat request with Bernard.
Bernard: Hi, how are you?
Me: I'm good! You?
Bernard: Good, just seeing what's going on. Was a little surprised to see someone who lived around here on this, lol.
Me: Yeah, haha, it's a bit of a desert out here. I was also surprised to see you
Bernard: For sure. My name's Bernard. You?
At this point I realized Bernard did NOT recognize me. I panicked for a second and thought about what to do. Honestly, I was horny as fuck so my first thought was that I didn't want to drive him away if he found out who I was. Maybe I should pretend to not know him. Maybe he wouldn't recognize me? But I quickly came to my senses and I decided the best thing to do was lay my chips out on the table and see how things panned out.
Me: My name is Matt. We actually know each other. Well, you know my parents a little, lol. We've not talked much. I thought you might have recognized me, lol
It took what felt like forever for Bernard to respond but in reality it was probably only barely longer than normal.
Bernard: OMG. You live down on Heyward Street, right?
Me: Yup, that's right, lol
Bernard took another beat.
Bernard: Not sure what to do tbh :)
Me: Sorry. Are you surprised to see me on a site like this?
Bernard: Honestly? Not really, haha. I had my suspicions. My gaydar is pretty strong, lol.
I could feel a blush rising in my face as I read what he wrote.
Me: Yeah, I guess it can be hard to hide when I'm around certain people.
Bernard: Clearly, haha.
Not sure how to respond, I hesitated a bit but luckily Bernard took control of the situation and sent another message before I could think of something.
Bernard: Well, I'm just gonna say it. No pressure at all, you can tell me it feels weird or you're not interested and we can pretend we never saw each other on here. I'd love to have you over some time. No commitment to do anything. We can just kind of feel it out. Your call completely.
I thought about it for half a beat but I knew pretty much right away which direction this was gonna go.
Me: I'm in :)
Bernard: Great. I think we'll have fun ;)
We decided to "hang out" a few days from when we chatted, on a Friday. I could tell my parents I was going out with some local friends for the evening and they would be none the wiser. Upon saying good night and logging off, I couldn't help myself and jerked off but I resolved to hold off after that until our meeting.
Since I had found a regular fuck buddy, I had gotten a bit more used to the feeling of having an impending hookup approaching. But trying not to think about sucking dick and getting fucked all day was still difficult in the days leading up to Friday, especially considering I'd be getting with someone new and someone that my family and friends were familiar with. If anyone I knew saw me go into Bernard's house, it's likely they'd fill in the blanks about what I was going there for.
Friday morning I checked in with Bernard and he astutely figured I'd want to be discreet and told me I should feel free to come on in the back door that evening.
I told my parents I'd be grabbing dinner out and I spent the afternoon getting myself all clean and smooth for Bernard. I threw on a g-string that allowed my ass to shine while holding my package tight. Over that I wore tight but comfortable, warm layers that would be easy to discard if it came to it.
As the daylight began to fade I made my way into the neighborhood. Halloween decorations began to pop more in the fast fading light as I made my way to Bernard's house. The leaves crunched under foot. My dick twitched and I thought about where I was headed as a fantasy of mine began to turn into a reality.
As I neared Bernard's house the butterflies in my stomach picked up in intensity and I became more aware of my surroundings. His property wasn't huge. Just a modest, well maintained front and back yard with an immaculate Cape Cod style house among other well maintained middle to upper-middle class properties. A perfect scene of autumn in New England.
I looked over my shoulder as I got closer and closer, made sure no cars were driving up, and even checked to make sure people weren't looking out windows. Although the light was fading and it would probably be difficult for anyone to recognize me, I was still being a little paranoid. Truth be told, the "danger" made the whole thing that much more exciting.
With no hiccups, I ducked down Bernards side path and made my way towards his back porch. Moving quickly, I swung around the corner, up the stairs, and opened the back door. I found myself in his kitchen. His house was homey. Warm and well-organized. I could hear the crackle of a fire in the fireplace going in his living room. The smell of the fire filled the air and I let myself relax a little. How could I not?
At that moment Bernard came into the kitchen with a pleased look on his face.
"Hi, Matt. How are you?" he said.
"Oh, I'm good," I said with a nervous smile. "Uh, you?"
Bernard laughed lightly, "Oh, I'm fine."
"Why don't you get comfortable. Feel free to kick off your shoes, take off a layer. Whatever you want. I made some tea, do you want a cup?"
It actually sounded perfect and I accepted the offer. And the house being as toasty as it was, I happily kicked off my shoes and pulled off my hoodie, revealing a tight t-shirt.
As Bernard got the tea, we casually chatted. I felt myself settling into the situation. It was nice to be with someone "like me". It didn't feel like I was just there for some dick. We talked about the neighborhood, work, little things.
Bernard led me into the living room and sat down on a plush, deep love seat. I followed and sat next to him. A little unsure of how close to cozy up to him, I left a little space and pulled my legs up while we talked.
He directed the conversation towards sex first.
"So, how long have you 'been gay'?", he said making quotation marks and laughing.
I smiled and said, "Well, I think for as long as I can remember. But I finally found someone to get with not far from here earlier this year. It's been fun but he got a little too busy to hang recently. He actually suggested I find someone else if I got horny." I chuckled a little nervously after mentioning my horniness.
"No kidding?," he said with surprise. "I've not had much luck around here. Do you mind if I ask who you've been seeing? No pressure."
I told him I had been "dating" Peter and Bernard nodded and said, "Oh, is it Peter (he gave the correct last name, to which I nodded)? He's a nice guy." I thought I caught a glimmer of mischief in his eyes but maybe I was just imagining things, I thought.
We had a short spell of silence as we drank our tea and looked at the fire. It was nice but I was also aware of the tension in the air and I was kind of waiting for Bernard to make a move or something. Thankfully he did take the initiative.
As I looked into the crackling fire, I felt Bernard lightly touch my shoulder. I turned to look at him.
"So, I know this is maybe a bit different than being with someone you have no connection to but I'm happy to do whatever you want to do or not do. Usually, I'm a pretty take charge kind of guy." He said this with a confident grin on his face.
"But I'm gonna let you set the pace this time around."
The way he said, "this time around," set my stomach fluttering and my hole and cock twitched slightly.
"Ok," I said, lightly smiling and nodding. I put my cup down on the side table, as did he.
I was ready and I could tell he was too. I snuggled closer to him, leaned over, and closing my eyes put my lips on his. I could feel his beard lightly tickling my smooth face as we kissed. After a couple seconds I backed out. We both kind of nodded and smiled and I leaned back in for a second helping. At this point I felt Bernard's lips part and his tongue prodded my lips. I allowed him immediate entry and his tea scented tongue made its way into my mouth, clearly the dominant one.
My legs still folded up on the couch, I put both hands on Bernard's chest as I leaned into him while he sat back and we made out. His strong arm and hand had me clasped around the waist, feeling my thin, toned core.
The sounds of sucking face filled the room, along with a few involuntary moans. I found myself exploring his body. My god, he was strong. I could feel each well-worked muscle in his upper torso.
Of course, we both slowly moved our hands further south and I found Bernard grabbing more of my ass than waist. Meanwhile, I was slowly inching closer and closer to his crotch. Soon enough, I hit paydirt.
What I felt, through Bernard's tight sweatpants, was a surprisingly large tube of meat. My hand exploring his still mostly soft cock, I broke the kiss and said, "Oh wow."
"Oh? Is that a good wow?" Bernard said, with another confident grin.
"Uh, yeah," I replied with a little laugh.
Bernard just continued to smile and asked, "Can I take your shirt off?"
I nodded demurely. Bernard grabbed my shirt and pulled it up over my head. I shook my hair back into place and, perched as I was on the couch, Bernard was able to admire my smooth, lithe body.
He sort of growled a little at the sight, which made my cheeks flush, and thankfully he proceeded to pull his own shirt off, revealing his incredibly chiseled body with a bit of chest hair and a light treasure trail leading down into his pants.
Feeling more in charge, Bernard pulled me closer into his body and we kissed hard. It was intense, so I simply held onto his pecs while his tongue investigated my mouth and tried to hold my own. At the same time his hands were active. He soon found himself under the waist of my pants and he pulled off the kiss suddenly as he found the string of my g-string.
"Ooh, I like that," he said with a cocky smile.
I smiled and without saying anything jumped off the couch and stepped out of my pants, proudly displaying my whole physique with my bulging package barely being contained in its pouch.
Bernard grinned and nodded his head with appreciation.
He stood up and dropped his own pants, revealing a well-manicured, super thick, and almost fully erect cock. It was uncut but the plump head was pretty much exposed as he neared full hardness. I can only imagine that my eyes bulged out of my head like a cartoon as I absorbed what I was looking at. Already, I knew I had never dealt with anything as girthy as his fat dick. It was going to be a challenge for sure but I was so fucking horny, I felt pretty confident I would be up for it.
We kissed again and explored each others bodies while standing up. Bernard specifically focused on playing with my taut ass cheeks. I took the initiative and pushed him back down onto the couch. I got on my knees on his right side and leaned in to kiss him. At the same moment, I took hold of his cock in my hand. It was so fucking hefty, I almost stopped actively kissing Bernard as I made sense of it. My hand did reach all the way around but there really wasn't all that much room. I would say that it was essentially the thickness of a can of Red Bull. I knew I was in store for quite a night. I slowly but firmly stroked up and down until I felt the first beads of precum start to appear.
My brain snapped and I couldn't hold back any longer. I broke the kiss, got on my hands and knees in doggy position and put his sticky cock head into my mouth. At first, I focused on getting all his sweet, flavorful precum cleaned off the bell end. I appreciated the smooth spongy feeling of his knob and the deep flavor of his slit.
I felt Bernard's strong hand rubbing my hindquarters. I hadn't really registered just how meaty his hands are but he had some mitts on him. Despite the heft of his hand, he delicately moved the string of my underwear out of the way and lightly began stimulating my hole. This sent electricity through my body. I wiggled my ass in pleasure and went further down on Bernard's cock, enveloping a portion of his shaft. Bernard in turn responded with a growl of approval and increased the intensity of his stimulation.
I did my best to settle in to the blowjob. It was quite difficult though. I definitely enjoyed it, but it was more tiring than giving head to Peter's dick, which, although it was longer, was thinner and fit my mouth and throat better. As I picked up intensity, Bernard took a minute to appreciate my efforts. I felt his hand simply resting on the small of my back while he closed his eyes in pleasure. I was only able to get about half way down his dick and I actively used my hand in tandem with my mouth to stimulate his entire member.
Suddenly the hand was off the small of my back. I looked up and saw Bernard grabbing a thing of lube. I moaned my approval without taking my mouth off the dick.
"Oh, you like having your tight ass played with, huh?" Bernard asked.
Still continuing to suck dick, I moaned an affirmative.
"Well, I can tell you love sucking dick, too. It feels great."
I took the opportunity for a little break and pulled off, a string of saliva running from my lips onto the glistening cock below me.
I smiled and said, "I fucking love it, yeah. It's so damn thick."
"You think you'll be able to handle it?"
"Handle it? What, when you fuck me with your huge cock?"
Bernard smiled and laughed. "Yeah, that's the plan."
I looked up confidently, despite having some minor reservations in the back of my head. "I think I'll be fine. I guess there's only one way to find out."
"I guess so," Bernard replied, playfully.
I went back to my current duty of giving a sloppy blowjob while I felt Bernard drip some lube down onto my crack and I heard him put some on his finger. Before the lube could drip beyond my hole, I felt his finger collecting what was there and directing it into my exposed hole. As I mentioned, Bernard's finger was thick, so I had to concentrate as his finger stretched me a little and then popped inside me. I moaned lightly and Bernard sank his index finger all the way in.
We settled into a little groove with me going up and down and Bernard fingering me in and out. Bernard pulled out and I felt another dollop of lube before I felt two fingers at my entrance.
"I'm going to add another finger, ok?" he asked.
I let the dick drop from my mouth and replied, "Please do."
Not going right back to work, I held the cock in my hand while I felt the pressure increase on my very lightly stretched hole. It was nowhere near it's greatest expansion for the day, I knew that for a fact. Both fingers popped inside me and I moaned loudly, involuntarily stroking Bernards cock as he explored my anal cavity. I suppose I treated his dick as a surrogate for my own, which was currently rock hard, mostly in the pouch of my underwear. Each time he plunged both his meaty fingers all the way inside me I squeaked out a little moan and jerked his dick up and down. The buzz from having my ass played with was really going now and Bernard manipulated me by rubbing and stretching me all around including grazing my prostate, which made me audibly shudder. Occasionally I would lick his dick head for a minute, getting a nice taste of fresh precum, but I mostly held his penis like a joystick while I enjoyed being fingered and prepared for bigger things to come.
Suddenly, Bernard pulled out and gave my ass a light smack.
"You want to go upstairs?"
It wasn't really a question but I also knew if I wanted to back out, I could. I did not want to do that.
Discussion(0)
Sign in to join the discussion.
No comments yet. Be the first!
Actions

