Dating Diaries – First Impressions

Ok, so I feel I have to share this. I had a date with a guy tonight, it was our first date, we've never met before and he was really sweet and adorable. He’s 19, the same age as me and we met on a popular gay dating website just a few short weeks ago. I know it’s soon to be arranging a date with someone, but we seemed to have so much in common that it seemed rude to turn him down when he asked me if I wanted to go to dinner with him.

So we seemed to get on very well right away, right from the moment that I got to the restaurant and we introduced ourselves. I mean there was no awkwardness or anything; I think we genuinely like each other. He's funny, smart, REALLY good looking and he has this whole sweet and innocent thing, which I just find really attractive about him. Oh, his name is Josh by the way. I should probably tell you that! Anyway, we went out to this fancy Italian restaurant in town and had a nice chat and like I said we got on really well. The food was AMAZING as well, but that’s not really important, even if it was crap I’d still have had the most amazing night! But by the time we'd finished our meal it felt like we'd barely even started getting to know each other. We both agreed on this so we decided to hang out for a bit longer. We ordered another drink each from the bar in the restaurant and discussed what we could do to prolong our evening. In the end we decided to go bowling, there's a bowling alley across the street from the restaurant you see. It was convenient, not far to walk and seemed like a good idea to both of us.

Well, I say both of us, usually I hate bowling, but I was enjoying spending time with Josh so I just went along with it. I have to tell you though; bowling does have its upsides! Every time he got up to bowl I couldn't help but check out his ass when he knelt down to throw his ball. His ass is phenomenal let me tell you! The best I've ever seen to be honest with you and it turned me on big time! It’s so beautifully round and peachy, even through his jeans it’s stunning, especially when he kept coming back to me and sitting so close that I could feel his body warmth and smell his aftershave, and smiling so sweetly at me. It was so cute the way he was so delighted when he got a high score. He completely thrashed me in case you’re interested; he won both games by a huge margin!

He obviously liked me too because when we left the bowling alley he told me that he didn't want us to “split” yet, so he invited me back to "his place" for a drink, it turned out to be his parent's place but they were out so it was fine. I was hesitant about it at first because it was our 1st date as I said, so I didn't want to overstep the mark or over-do it. It was already developing far too quickly, after all we only met a few weeks ago online and we were already on a date! I wanted to say no to make sure that we weren’t rushing things, but somehow he talked me into it and convinced me that it was fine and that we were getting on so well that it would be a shame to split up so early in the night, so I went back with him. It was only for a drink so I figured that it wouldn’t be taking it too far, and plus we’d already had a couple of drinks at the restaurant, so I was kind of in the mood of another drink or too anyway.

When we got back we sat in his living room on the sofa chatting, it was amazing! I've never had a first date like that, where I've instantly connected with someone like me and Josh did. But anyway, we both had a few drinks while we were talking (alcoholic of course) and I was starting to feel a little bit tipsy so I told him that maybe it was time to call it a night and for me to go home and get some sleep and that I would call him tomorrow. But he said that he didn't want me to go yet as we were having such a good time. I agreed that I would have just one more drink, but then I should go before I got too drunk and did something stupid. I had the drink and we chatted some more about our favourite music and films, you know the sort of thing, and then I told him that I would call him tomorrow and I had to go home and get some sleep. He reluctantly agreed to let me go, I could see it in his eyes that he wanted me to stay longer, but he got up and opened the door for me after I picked up my coat from the hook, and I stepped outside. Did I tell you about his eyes? They are the most brilliant shade of blue I’ve ever seen, honestly, it’s like they’re like, glow in the dark or something! They’re so bright.

It was cold outside and I could feel the winter air biting at my face and hands. It was horrible out there; it really got to me after being inside Josh’s nice warm house. That was when we had that awkward moment, you know the one? Where you don't know whether to kiss him, or hug him or just say goodbye...? But he leaned in to kiss me so I accepted it and kissed him once, gently on the lips. I started to pull away but he grabbed me and pulled me towards him again and we started full on making out with each other! That was when I first felt myself losing control of the situation. I really wanted to slow it down, my head was telling me that this was the wrong thing to do, I remember feeling instantly guilty at what I secretly wanted to happen. But my brain was telling me that this is not what you do on a first date, my heart on the other hand was telling me that it felt so right, so good!

It wasn't long before I was back in the house on the sofa doing things which everybody knows you should never do on a first date! Holy fuck, he was so hot when he was naked, and I was so horny I couldn't resist him. I can picture it now, I’ll never forget the moment when he started to reveal himself to me. I was sat on the sofa, by now I was down to just my underwear and I was as hard as anything! He was stood in front of me in his tight black t-shirt and his dark blue jeans, god, he was sexy enough fully dressed. I remember feeling like I was already ready to cum when he slid his hands seductively under his t-shirt and started to slowly lift it. My eyes were fixed, as far as I was concerned the rest of the world didn’t exist anymore, it was just him, my entire attention was focused on his smooth, amazing, rippling stomach, and then it was snatched by his hairless, sculpted, god-like chest. I remember thinking about how stupid I looked with my mouth open and then seeing him grinning devilishly after he ripped his t-shirt off over his head and looked me straight in the eyes. I swear he made my cock twitch just with that look. It was a look that said “You think that was good? You wait and see what I’m going to do with you later”!

Now that his perfect top half was available for my eyes to feast on, I couldn’t wait to see the rest of him. I tried to hint to him what I wanted, by directing my eyes to the bulging crotch of his jeans. He got the hint and placed his slender fingers on the button above his zip. He undid it slowly and sexily and it popped open. He moved down swiftly to the zip and slid it down smoothly to reveal his bulging white boxers. I could almost taste his cock as the outline was unveiled, pressing against the white material. Down went the jeans and he stepped out of them casually. I managed to remove my gaze from his bulge to look him in the eyes and smile. I winked at him and bit my lower lip trying to be seductive. He took this as a sign that I was ready and stepped towards me, placing his bulge just inches away from my face! I didn’t look down, I was determined to be cool about it, but inside I just wanted to rip off his underwear and ram his dick down my throat!

I kept contact with his eyes and I reached out to grab has bum with my hands. That amazing ass which I first noticed earlier on when we were bowling was finally in my hands. I’d wanted to do it all night but I had fought it and held back, but now here I was and it felt so good! I remember feeling his ass muscles tighten and clench when I touched his sexy, round cheeks. With an encouraging tug I pulled him towards me to bring his bulge closer to my readied lips. He came forward and I felt his cock brush against my lips and my nose, still locked away behind the soft, white material. I lowered my neck and stuck out my tongue, taking my first lick of his balls through his boxers. I inhaled deeply and I shuddered, my heart fluttering as I got a whiff of his manly scent.

It was time for the boxers to come off! I slid my hands over his curvaceous butt cheeks and latched on to the hem of his boxer shorts. With one hard but careful pull they released his cock with a flick and it slapped against my face. I felt my own cock twitch again, I felt excited by the anticipated action of his cock hitting me in the face. I then went for my second lick as I let go of his boxers allowing them to fall down to around his knees, where they stayed, stretched between his legs. I’ll never forget the taste as my tongue made contact with his bare, hairless balls, and the feeling of them clenching and tightening at my touch. I licked my way slowly up. His cock is quite large, but not too big, just right really now that I think about it. When I got to the head his dick went crazy and started to spasm. I remember preparing myself for him to cum, but he didn’t, he was just very excited and I liked that a lot! When I reached the very tip, I pushed the end of my tongue ever so slightly into the small hole, and then removed it completely from his cock.

I looked up at his face, his eyes were closed and I could see that he was enjoying himself, but they opened again when I stopped and he looked down at me. I smiled and then I stuck my tongue out again. I wanted his attention for what I was going to do next.

I took his cock in my right hand, and aimed it downward in the direction of my mouth. I saw the anticipation on his face as my tongue was withdrawn back into my mouth and I puckered my lips. I stretched my neck forward again and opened my lips just wide enough for the head of his dick to enter in between, but I made sure the gap was still tight to give him the best sensation I could. He closed his eyes again and groaned softly. His innocent face lit up as he sighed with pleasure as I slid my slippery wet lips down his shaft and kept going until the whole thing was engulfed.

After that I lost consciousness of what was going on with his face, my focus was entirely on giving him a good blowjob. I slid my mouth up and down his shaft, wrapping my tongue around it and massaging it as best I could to make him feel extra good. His groans got louder and more pronounced as he continued to get closer and closer to climax. With every thrust of my face over him, his cock got gradually more excited, its spasms getting ever more regular. I was enjoying the feel of him twitching and throbbing wildly inside of my mouth and even though my cock had received absolutely no attention as of yet, I was so turned on that it had remained rock solid the whole time, and was still proudly pointing up in the air.

I was surprised as he unexpectedly reached down with his hand and removed his dick from my mouth. I looked up at him in confusion, I remember worrying that maybe I wasn’t doing a good enough job, but I was reassured when he winked at me and smiled.

He took a step back and removed his boxer shorts which were still stretched around his knees. He stepped out of them and then walked over to the big cabinet at the other end of the room. He opened a drawer and took out a small black bottle, which I quickly realised was lube. He closed the drawer and came back over. He handed me the bottle and quickly moved on to grabbing my boxer shorts and pulling them down under my bum as I thrust into the air to make it easier for him. By now I had figured out where he was going with his sudden interruption of my sucking. He had clearly figured out that I wasn’t receiving any attention; I assumed that he didn’t want to spend himself before he had a chance to work on me. I gladly went along with what he was doing. Josh pulled my underwear off over my legs and feet and dropped them onto the floor. He then reached out his hand and I passed the small black bottle back to him. He flipped the lid and turned it upside down, the gooey white liquid squirting out into his hand. He flipped the bottle upright again and gave it back to me, and then he rubbed his hands together to get a good spread and reached down right away and wrapped them around my hard dick.

It felt incredible, the first time he’d touched me down there and it made me shiver with excitement. He smiled at me again and carried on covering my cock with the lube. When he was done, he rubbed the rest of the lube from his hands into himself and then came back and took the lube from me, he squirted a bit more into his hands and inserted it with his fingers to make sure he was well oiled, by now I was aching to get going again! It felt like ages since anything properly sexual had happened and I was eager to start again! It almost felt like he was teasing me a little bit and it was driving me wild. I remember feeling my heart fluttering madly in anticipation as I sat there waiting.

The moment came, he perched carefully over me, and I felt his hard leg muscles clenched tight either side of my thighs as he used them to support his body weight. He slowly lowered himself, all the time looking deep into my eyes. As he got lower, he was able to place his knees on the sofa either side of me, and take his feet off of the floor so that he was in a more comfortable position. That’s when he stopped momentarily and showed me that devilish grin again. It was awesome. Then, as expected, he lowered himself that little bit more and I felt his gorgeously smooth, round ass cheeks slide either side of my cock. He kept getting lower until I felt his puckered hole make delicate contact with the sensitive tip of my dick, I twitched and it briefly pressed itself into Josh’s tight little hole. We both moaned at the same time and I remember letting my head fall back onto the sofa cushion. The lube did its work as he gradually slid down my slippery pole, I felt the sensations rush through my whole body as his amazing ass engulfed my manhood.

We were there, I was completely inside of him and I felt like the happiest man alive at that one moment in time. Now we could get started properly! I grabbed hold of those perfect, soft, round bum cheeks and squeezed them playfully with my strong hands, moulding them like dough as he raised himself up over my cock and then eased back down again. I could feel waves of electric pleasure flowing through me as he continued to slide sexily up and down, his tight hole quivering and pulsing around my cock, which was doing the same thing as his hole. It felt like our bodies were one, and that we were in-sync with each other.

A good ten minutes went by and we were both really into it by now. Josh was bouncing up and down using my rod to maximum effect. He had found his perfect rhythm and the perfect angle to maximise his pleasure as he used me to stimulate his magic button. We were both screaming in ecstasy. I felt a small drop of hot liquid it my stomach. I glanced down to see that it was Josh’s pre-cum leaking profusely from the end of his cock. It looked through my eyes like it needed some more attention so I reached down with my right hand and grabbed it. I’ve never heard a noise like the one Josh made when I started stroking him to the rhythm of his own motions as he carried on bouncing up and down over my dick, causing me to throb uncontrollably and leak my own pre-cum inside of him.

He started to bounce faster and I increased the pace of my stroking to match his pace. I felt myself nearing climax as his soft cheeks started to make a loud slapping sound as they hit my thighs and reverberated. His scream reached a new high as I started to groan myself as my orgasm got closer and closer. I felt my balls start to tighten and my eyes were fixed on his as they did the same thing. I remember becoming aware of how similar we were in terms of our closeness to cumming and I knew that if we could time it right, the sensation would be increased for both of us if we could manage to ejaculate at the same time.

“How close are you?” I remember asking him.

“I’m almost there” was Josh’s reply, and I felt no need to give him an answer, I figured he knew that I was pretty close too.

He kept on bouncing, and I kept on stroking for a matter of a few more seconds before I saw his balls tighten up, I felt his ass tighten around me and he shouted: “I’m gonna cuuuuum!” in a high pitched and pleasure laced squeal.

I took that as a good moment to let myself go, I allowed the full extent of the pleasure he was giving me to take over and it took only one more slippery, lube smothered slide downward for us both to reach the point of no return. As his ass cheeks slapped against my thigh one last time, my cock was pressed deep inside of him, his prostate was pressed one more time and we simultaneously cried out, and erupted! Everything started throbbing, pulsing and spewing sticky white semen all over the place! I felt my own seed dribbling back down inside of Josh’s sweet ass hole and slithering back onto my crazy twitching dick! Josh’s seed was launched from his cock up over my smooth chest and stomach, a small amount even finding its way onto my chin. I was soaked in his semen and I was loving every second. Gradually our orgasms subsided, the spewing stopped and our throbs and twitches steadied and became less regular.

Josh collapsed onto me, wrapping his arms around me and we just stayed still for the next minute or so as we both got our breath back, our chests expanding, rubbing against one another. I felt my sloppy cock go soft inside of him. It was drenched in my own cum. Eventually he unwrapped his arms from around me and stood up, releasing my soft, wet cock from inside of him. He stood in front of me and looked at my body, I did the same. I was completely covered in cum, both his and mine, from my chin all the way down to my crotch and my thighs, even I was a little turned on by the sight of myself.

He simply smiled at me, the innocence was back and he looked cute again, just like when we first met earlier today in the restaurant, only naked! He didn’t say anything, but instead he disappeared leaving me alone in his parent’s living room, naked and covered in sticky, white man juice. He returned a couple of minutes later with a towel and handed it to me so that I could clean up. I mopped up the juices as best I could while watching him get dressed in front of me, picking up his clothes from the living room floor. He even did that in a sexy way, he really is gorgeous I tell you! After I was dry enough I too got dressed, this time with him watching me on the sofa, and after that, I sat back down next to him. He rested his head on my shoulder and wrapped his arm around my torso. I turned my head and kissed him on the forehead, and I can still picture the sweet little smile on his face when I did that. I tilted my head to rest my cheek on the top of his head and before I knew it he had fallen asleep. I just stayed there for a while and let him to sleep on me. I enjoyed the lovely feeling which it gave me, I felt warm and fuzzy inside. It was one of those perfect moments you know?

After a while though, I figured it really was time for me to go home and get some sleep. I didn’t want to wake him up, he seemed so happy and peaceful, so I carefully got up and placed his head gently onto a cushion against the arm of the sofa. He looked so adorable led there sound asleep, a part of me wanted to stay with him, but that really would have been too much. I took my coat off of the back of the chair in the hallway, and quietly left the house, locking the door behind me and posting the keys back through his letter box.

It was one of the best sexual experiences I’ve ever had, which is saying a lot because it was our first time together and it usually takes a while to get to know what makes the other person feel good, you know? It was something special alright, but now I'm home I feel so guilty for some reason, even though we both wanted it and it was soooo good! But it was a first date, and everybody knows you don’t have sex on the first date! Right? So I'm just wondering if we went too far. I'll call him tomorrow, but I don't know what I'm going to say you know? It might be a bit awkward. I really hope not because I really like Josh, I definitely don’t want our relationship to end so soon! I feel like it’s only just begun, and I just hope that we didn’t go too far and that I didn’t spoil it before it’s even had a chance to get going properly. But one thing I do know, it was certainly the best first date I’ve ever had! Come to think of it, I think it’s probably the best first date anyone’s ever had!

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Thank you for reading! :D

This is based on a true story but has been altered to make it more interesting and obviously his name has been changed to protect his identity :P. And yes, it really was THE BEST first date ever! I hope you enjoyed the story, please let me know what you thought about it by rating it and leaving me a comment. Thank you! :)

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