Wolfboy1984

I let out a long drawn-out sigh as I scrolled aimlessly through another porn site in the stupidly early hours of the morning. It had become a bit of a habit as of late, partly due to boredom and partly because, even though I was 22 years old, I had never had sex. This wasn't helped by the fact that I wasn't the most socially adept person in the world, so sex opportunities were few and far between, if at all. This particular site had a social side to it, though it was a porn site above all else of course. I'd uploaded a few pictures, filled out my profile a bit and put what I was looking for which, being bisexual and not being bothered what gender somebody was to be attracted to them, pretty much meant ticking every option!

I clicked on a video that seemed interesting and when it had loaded, I noticed a message notification icon had appeared at the top of the page. I'd been messaging a few people at this point but, with none of it going anywhere, I didn't take much notice of the new message and continued to watch my video instead. It was a threesome involving two guys and a girl. The girl was pegging one of the guys while he sucked off the other. This happened to be one of my fantasies so I started stroking to the video and the thought of being involved in something like this myself. It finished with the guy being sucked cumming on the other guy's face as well as the girl's.

I didn't cum this time, so I went back to the homepage to find another video to watch. Another message notification had popped up. This time, I decided to have a look and see who it was. Both messages were from a guy called 'wolfboy1984'. He was bisexual and a top when it came to guys. We'd been messaging for a month or two, talking about what our sexual likes were, what we'd done in the past, and that sort of stuff. The first message was the usual "Hey, what's up?" sort of message but in the second message, he'd sent me pictures of a guy whose anal cherry he'd popped recently. The guy had a nice arse but what I noticed most was his dick. It was big. It must have been at least 8 inches, not very thick at all but definitely long.

"Shit, I'd love for him to fuck me with that thing, lol." I messaged him.

"Haha, I bet you would! Maybe someday, he's a bit shy. It took me a while to seduce him!" he sent back.

"I find that hard to believe, I bet most people would jump at the chance to be fucked by you!

"Oh yeah? Put your money where your mouth is then (or something else lol!). I've already said I wanna fuck you so why don't we just do it?"

I hesitated for a moment. We had talked about this before but for various reasons (mostly me not having the guts to do it), it just hadn't happened. Don't get me wrong, I was very much attracted to him. He was bigger than me which, being a bottom, I found a turn-on. He wasn't exactly a gym bunny but he was a lot more toned than I was and his dick was about 5 or 6 inches and fairly thick and veiny when hard. Before I could make a decision though, he sent another message.

"If it helps you decide, I'm actually in your city with work in a couple of weeks..."

That did actually help. I was always a bit wary about travelling long distances for this sort of thing but if he was pretty around the corner...

"Fuck it, let's do it." I sent back. "If I'm gonna have my first time, it might as well be with a hotty. :p"

"Smooth talker, lol. Fine, it's a date. I'll double-check the exact date I'm there and let you know."

My heart was suddenly beating pretty fast and I could feel butterflies in my stomach. Partly because of nerves but, I think, mostly because of excitement at possibly finally having sex for the first time. After that, we both logged out for the night and it took a while for me to fall asleep, my brain swimming with thoughts about what was going to happen.

A few days later, wolfboy messaged me with the date he was going to be in town and the name of the hotel he would be staying at. It was right in the city centre so it would be easy enough for me to get to. We messaged a lot more over the next week and a half, mostly just figuring out what we'd both be comfortable with, but also sending pictures of ourselves to get each other excited.

Eventually, the day of wolfboy's visit arrived. He wasn't going to be free until the evening once he'd finished his work so I had the rest of the day to get ready. I spent a couple of hours having a nice, hot bath, making sure I was completely clean for later on. Most of the rest of the day, I was on the internet looking up anal sex just to make sure I was prepared for absolutely everything. Just as I finished looking up everything, I looked at the time and realised how late it suddenly was. I was supposed to be meeting him in less than half an hour! Panicking slightly, I quickly threw on a t-shirt and a pair of jeans and sprayed some aftershave over myself before running out of the front door, locking it behind me, to catch the bus into town. A few stops before the one I had to get off at, wolfboy sent me a message.

"My room number is 412. By the way, I just thought, we haven't even told each other our actual names, lol! I'm Adam.

"Dan :)" I sent back.

"Well, Dan, I can't wait to meet you. ;)"

My heart fluttered a little at his last message and I could feel my face flush a little. I looked up from my phone and realised my stop was up next so I pressed the button to signal to the driver that I wanted to get off and, once the bus had stopped, made my way off the bus and set off for the five-minute walk to the hotel.

I arrived at the hotel which didn't seem to be particularly busy, just a couple of people loitering outside the front doors and a few more people lounging about the lobby area. I made my way past the reception desk and headed straight for the lift. Someone was just getting off it, so I was able to get straight on without waiting. I pressed the button for the floor Adam's room was on and the doors closed. The closer the lift moved toward the floor I wanted, the more nervous I was starting to feel. Suddenly, the doors opened and I realised it was now or never. I could let the doors close again, press the button for the ground floor and pretend this never happened.

Or I could take a deep breath to calm my nerves and step out of the lift and go do what I'd wanted to do for years. I took a deep breath, filling my lungs with air and slowly breathed it out again. Immediately, my nerves died down a little, at least enough for me to step out of the lift and into the hallway, setting off to find Adam's room. Once I'd found it, I took another breath and knocked on the door. A few seconds passed before I heard noise from behind the door, then the handle moved and the door swung open. In the doorway stood a guy wearing a dressing gown, with short, brown hair and a strong jaw with a small amount of stubble. My heart fluttered again.

"Dan?" he asked. All I could do was nod. He smiled at me. "Come in.". He stepped out of the way and gestured for me to enter, so I did.

He closed the door behind us, then moved to a fridge on the other side of the room, taking out a couple of cans of fizzy drink and handing one to me. I opened it and took a small sip.

"Don't be nervous, I won't bite. Unless you want me to!" Adam said, a warm smile making his cheekbones stand out. "I'm glad we've finally been able to meet, I've been excited about this for the last two weeks".

He seemed completely genuine when he said this which made me feel good and also calmed my nerves a bit.

"Me too." I replied. "Sorry, I've never done anything like this before so I'm just a little nervous, you know? But hearing you say that definitely makes me feel better."

"Well, I mean it." Adam said, his smile growing. "You've got a great body and the fact that I'll be your first makes me feel really happy. It feels like an honour."

My face flushed again and Adam laughed.

"I'm just gonna get a bit more comfortable if that's alright? Feel free to do the same if it helps." Adam said, putting down his drink on a table.

He undid his dressing gown and threw it onto a chair in the corner of the room, revealing that he had just been wearing his boxers underneath. I could see the rest of his body now though. He had strong shoulders, a flat, toned stomach and a fairly well-defined chest with a nice tuft of hair on it. His thighs were quite thick and he had a nice-sized arse. I felt my dick stir a little in my boxers. Adam climbed onto the bed and lay down on it, looking at me. I stood there for a few seconds before I finally got the courage to take off my t-shirt and jeans showing off what I saw as my distinctively average body, at least when compared to Adam's anyway. I looked over at Adam who winked at me. I smiled back at him before climbing onto the bed and lying down next to him.

We both lay there, heads propped against the headboard. Adam had a hand inside his boxers, both of mine were firmly planted on either side of me. I was too nervous to do much else. I think he could tell this as he moved his free hand onto my thigh and gave it a gentle rub as if to reassure me. His hand then moved up towards the waistband of my boxers, pulling it down to release my dick which, despite my nervousness, was currently standing at half-mast. Adam took my dick in his hand and slowly stroked it up and down. I moved my hand over and placed it on his thigh, to which he responded by lowering his boxers allowing me to touch his dick if I wanted to. I left my hand there for a few minutes before finally working up the courage to take hold of his dick. It felt warm and smooth as you'd expect but at the same time felt completely different from touching my own. I could feel my heart beating a little faster as I started to move my hand up and down. Up until today, I had never even touched another guy's dick and here I was giving someone a handjob while they did the same to me. It wasn't long at all before I suddenly felt like I was very close to an orgasm. I absolutely did not want to come this soon so I carefully nudged Adam's hand away.

"Everything okay?" he asked.

"Yeah sorry, I just wanted to get a bit more comfortable." I lied while rolling onto my side and resuming my stroking of his dick, while he put his arms behind his head and closed his eyes.

After a few minutes, my wrist was starting to get a bit tired but Adam wasn't fully hard yet. I couldn't keep it up much longer but I was determined to get him hard, I'd already got him halfway there after all. I sat up and shifted position so that I was on my knees sideways on to him and still holding his dick. I leaned forward so that my face was only a few inches away. I pulled back Adam's foreskin slightly and I noticed a drop of pre-cum leak out of his dick. I touched the head of his dick, coating my finger in his pre-cum. Tentatively, I stuck my finger in my mouth.

There was a slightly salty taste, somehow mixed with a little bit of sweetness. I wanted more. This time, I used my tongue to gently circle the head of his dick, tasting what was left. Adam moaned. I grinned a little before continuing to lick. After a few seconds of this, I changed to kissing his tip, sucking a little bit each time. I looked up at him. He still had his eyes closed and his hands behind his head, but now he had a big smile on his face. I looked back at his dick. I wanted it in my mouth so badly. I'd fantasised about this a lot, honestly thinking it would probably never happen and now here I was, my mouth inches away from his dick. I could feel a mixture of excitement and arousal. It was now or never. I put my lips on his dick again, this time taking some of it inside my mouth.

A lot of people say that reality is never as good as fantasy but, in this case, that was completely wrong. None of the fantasies that I'd had, as horny as they'd made me feel, could compare to the feeling of actually having my lips around a dick. I was getting hard without even touching myself. I could feel my boxers tenting so I pulled the waistband down a little bit to let my dick out. I didn't want to touch it though, I felt like I would explode with the slightest touch. I started to lick around his shaft as I kept the head of his dick in my mouth.

"Mmm..." Adam groaned, showing me that he was liking what I was doing, so I kept doing it.

He was slowly growing harder as I did this. I wanted to see what it felt like if he hardened inside my mouth so I gradually took more of his dick in so that I had half of it in my mouth. I kept it there for a few moments before pulling back so that only the head was in my mouth, teasing the tip with my tongue a bit then taking him halfway down again. I kept this up for a few minutes and I could feel him getting harder all the time. I wanted to see how deep I could take him. Slowly, I took his dick further into my mouth, getting about three-quarters of the way down before I gagged and had to pull his dick out of my mouth, gasping slightly for air as I did.

"Careful, you don't need to take it all in at once!" Adam said, laughing.

But I was determined to. I'd managed to do it before with a dildo, but deepthroating a real dick was different. I tried again, this time getting just as far as last time, but managing to hold it there for a few seconds before gagging and having to come back up, eyes watering and spit stringing between my mouth and his dick. I kept trying, each time managing to get as far down but holding it there for longer and longer before finally, after some deep breaths, I swallowed his dick one more time, pushing it deeper and deeper until at long last my lips met his pelvis. I had managed to deepthroat him! I heard him quietly swear to himself and tense up as I held him there for a good ten seconds or so before I had to come up for air.

His dick was slick with my spit. I took a few moments to catch my breath and compose myself before I went down on him again and started to get into a rhythm of sucking up and down. He was now rock hard and the realisation that it was my mouth that had gotten him hard was making my dick stiffen even more. Adam put his hand on my arse and began to tease my hole, pushing his fingertip inside, but no more. Even though it was just a fingertip, it still felt good and it made me suck him even faster. He pushed his finger in and out as I continued to suck his dick but, just as I was enjoying the feeling of him playing with my hole, he stopped and pulled his finger out. I looked up at him, my mouth still filled with his dick.

"If you're up for it, I'd love to fuck you right now." Adam said, caressing my arse with his hand. I thought for a bit while I sucked him some more. Was I ready for this? I mean, it's what I came here for, but a finger is one thing and while it felt great, a dick in my arse is a completely different thing. What if I couldn't take him? What if it ruined everything? But the more I thought about it, the more my dick seemed to get harder and how could I argue with that? My body wanted it. I finally took his dick out of my mouth.

"Okay let's do it. But I don't know if I'll be able to take it all, I've only ever tried it with smaller dildos." I answered, nervously.

"That's okay, we can take it slowly. I want your first time to be a good experience otherwise you wouldn't want to do this again." he replied with a wink and a smile, reassuring me that I'd chosen the right guy to have my first time with. "We should probably start with you on top though, so you can control how deep I go.

I nodded and he reached over to the bedside table drawer and pulled out a condom and some lube. He opened the condom and made to put it on before I took it from him so I could roll it down his dick for him instead. Once I'd put it on him, I put my lips around his dick and sucked him up and down a few times. I know a lot of people hate giving blowjobs to someone who is wearing a condom but I actually liked the feel of it, so much so that I almost got lost in my own little world of sucking his dick again before I remembered why I'd put the condom on him in the first place.

I slipped out of my underwear, then got onto my knees over him while he put some lube on his dick and smothered it all over. Once he'd finished, he held his dick in place while I slowly lowered myself toward it. I'd played with toys in this position before, but something told me a real dick wouldn't quite be the same. As I lowered myself, I felt the head start to press against my hole and stopped. I took a few slow, deep breaths before lowering myself again and feeling his dick push inside me. I tried to take it slowly but a combination of the lube and my body seeming to want this badly caused me to slide all the way down on his dick, bottoming out on it.

"Shit, are you okay?" he asked, concerned. I stayed there for a moment in shock, partly because of taking his dick in a lot quicker than I planned but mostly because I was expecting to be in pain but I wasn't. In fact, instead of feeling pain, all I felt was arousal and my dick was definitely showing it, being as rock hard as it suddenly was. I smiled at Adam and began to slowly rock my hips back and forth. I kept this up for a few minutes, getting my body used to having a dick inside it.

While grinding on Adam's dick felt amazing, I desperately wanted to know what it felt like to be fucked by him. I leaned forward, placing my hand on his chest and moving my head so that my mouth was right next to his ear. "Fuck me..." I whispered to him, before sitting back up and grinding on him a little more. A grin slowly formed on his face and then he sat up, face to face with me, our lips barely an inch apart. We looked into each other's eyes for a moment before he grabbed me by the waist, stood up and swung me around, placing me on my back on the bed, all while keeping his dick firmly inside me. He spread my legs to either side of him, then began to fuck me like I wanted.

I could feel his balls hitting my arse cheeks each time he thrust inside me. My eyes rolled into my head and I had to bite my lip to stop myself from letting out a loud moan, but this only partially worked as a small whimper escaped my mouth. This must have turned Adam on because he suddenly started to speed up fucking me. I grabbed hold of the bedsheets with both hands and it took all of my willpower to not scream in pleasure right there and then.

After a few minutes of him fucking me, Adam started to slow down, before eventually coming to a stop, breathing heavily. I wasn't sure if he was just exhausted and needed a breather or if he had finished. I had been lost in my little world of pleasure, I probably wouldn't have even noticed a train coming through the room, never mind Adam cumming. I soon got my answer though, as he lifted my legs up and placed them both on his right shoulder before resuming the fucking, not quite at the same speed as before but at a steady pace and driving deep inside me.

The change in position had somehow made it even better and I didn't think that was possible. His dick was now sliding across my prostate with each thrust and I was feeling a type of pleasure that I hadn't felt before. This time, I couldn't stop myself from loudly moaning as my dick stiffened to the hardest I had ever felt it. A strange feeling grew inside as if I was about to cum but somehow different. The feeling grew and grew as Adam fucked me before my whole body started to tremble and my face started to sweat and the feeling shot through my body as I felt my hole clench and what felt like an orgasm exploded inside me but, as I looked down at my dick, barely a dribble leaked out as my body continued to shake and I felt as if I was about to pass out.

I could hardly breathe. My legs were shaking, my face was covered in sweat and, for a few moments, I was barely even aware of him fucking me as my mind was overwhelmed with this new experience. I'm not sure how long it was before my legs had stopped shaking and I was back with it but Adam had stopped fucking me but left his rock-hard dick inside me. I tried to focus my eyes on something as my head stopped spinning. I was looking at his chest as a bead of sweat ran down between his pecs.