A very brief meet on a disappointing weekend [FM]

Last weekend was another of the year’s big anime conventions, but a weekend I was very excited for proved to be fun, but not in the ways I’m used to… Tinder was dead, and nothing of interest came along during the entire weekend, leaving me very frustrated – aside from one very brief encounter.

The opportunity presented itself on the first day of the event, and came while I was stood in a huge queue of people waiting to register and get their badge for the event. Trying my best to avoid the baking sunshine while I queued, I was already dressed up for the day as Chitoge (https://imgur.com/ww7Nzw6), wearing a blonde wig with a red ribbon in it, short-sleeved white and light blue blouse with a neck tie, short blue skirt and black thigh high socks with simple shoes. Of course, I passed the time while I was waiting with Tinder, and while matches or finding anyone interesting was sparse, my irritation at the snaking queue which seemed to be going nowhere was at least assuaged as I matched with a 60 year-old man who instantly messaged me upon matching.

Even this soon seemed set to turn to disappointment – yes, he was at the same venue as me, but was packing up to leave as he’d been a trainer on a course being hosted there and was due to leave that afternoon. As a double-whammy, this was also the moment when the line of those still queuing for badges was ushered away to come back later, to loud complaints from many but a resigned sigh from me.

While this older man on Tinder apologised that he wouldn’t be around to get to know me, he suddenly offered a cheeky ray of hope… “unless you fancy a quickie haha”. Not sure whether he was joking, I suggested that I was free and could do just that, and although it turned out he *was* half-joking it soon turned into a serious proposition, especially when it turned out he was staying in the accommodation block next to mind and so was just a brief detour from my room.

Informing me that he had to leave in around 20 minutes meant that there was little to no time to spare, but I was already close to returning to my room so sent a quick message to the friend I was sharing with (who already had her con badge) to say I’d been side-tracked and wouldn’t be long. So, rather than enter my building, I took an alternate path to the building next door. Confirming the room number, I made it up a couple of flight of stairs and found the number in question, just as I received another message letting me know that “the door’s ajar”.

Nervously, I opened the door and called inside to a greeting and a swapping of names from around the corner, before I stepped inside and flipped the latch to allow the door to close properly behind me. I cautiously moved further into the room, neck craning around the corner until I saw the man sitting on the edge of the bed, his pants already discarded leaving him sitting there in a short-sleeved shirt but bottomless, and a semi-erect penis peeking out from under his shirt tails. “As we don’t have any time I thought I should be prepared” he said with a twinkle in his eye as I looked up and down the man’s greying, thinning hair, slight paunch but some reasonably dignified good looks. Perhaps taking my standing there gawping at him as shock, he apologised for “being so forward… but you do look so very sexy dressed up, and I am very horny if you’d be willing to help me out”.

Telling him not to worry as I didn’t mind at all, after dropping my bag to the floor I found myself almost unthinkingly reaching under my skirt, pushing it up to hook my fingers into the waistband of my white knickers (the glimpse of which caused his eyes to widen noticeable) and slowly pull them down my legs, over my black thigh-high socks, and then over my shoes and off. Watching this unfold before him prompted the man to reach for his cock and start stroking it, encouraging it to its fully erect state, while I also remained with a hand under my skirt testing my growing wetness and working on my own arousal.

Seeing he was now completely hard, I stopped to reach down to my bag, opening it up and rifling around to produce a condom, which I handed to him with a simple request to “put this on”. I rubbed my pussy a little more, watching him hurriedly fumble with and tear open the packet and apply the condom to his erection. Once the protection was in place I stepped over to the bed, putting my knees either side of his legs where we sat to straddle him. As he leaned back to give me some room, I reached down to take hold of his penis, hearing a small gasp from his lips as I moved into position and let his cock rub up and down my entrance a few times.

Satisfied I was ready, I began to sink down onto him, bringing forth a groan from the man. His cock wasn’t particularly long but was a little on the thick side, and it took me several motions until I felt him slip fully into my wetness. “You’re so tight and hot” he murmured, sitting up as I began to move on him. He wrapped his hands around me to hold my back, then slid them further down to reach under my skirt and hold my ass, guiding my movements as I bounced and ground myself on him.

After a couple of minutes of quiet sighs and moans from both of us as I moved on him, he piped up with a request, half-whispered into my ear. “Put your feet up on the bed sexy, ride me harder”. “Okay” I quietly confirmed, trying to find somewhere to put my hands to balance as I pulled my legs up under me into a squatting position, while he helped make things easier by holding my back to stop me toppling backwards as I awkwardly got into position. Once I was ready he leaned back again, giving me room to put my hands on his chest as I started to bounce up and down more vigorously on his cock.

The speed and feeling of penetration was far more intense like this, and his cock was soon wetly moving easily in and out of me while my body slapped against his, and my moans were now loud enough to mask any noises he was making. I wanted to rub my clit but my balance wouldn’t allow me to do so, so I instead focused on riding him hard and fast. Just as my legs were beginning to ache after a few minutes of this, my attentions turned elsewhere as I heard the man’s ragged breathing and felt him tensing up. Sure enough, after five minutes of fucking he was about to cum, and as I kept up my efforts he told me as such before gasping, tensing and pushing up towards me as I felt him throb and cum into the condom. I continued to bounce on him for as long as I could to enjoy those final few moments before he reached out and gripped my legs as a signal to stop, after which point I tried to stand and ended up wobbling and toppling over onto the bed next to him.

Pulling off the condom, the man was full of apologies, racing to the bathroom to dispose of the condom in the trash and clean up while explaining that he really had to go now as much as he wanted to stick around. A little unsteadily, I too got up to retrieve my underwear, pulling it back on, grabbing my bag and heading out the door to leave him to it with a quick goodbye.

I returned to my room feeling as horny as ever, but hopeful that I’d have another encounter to finish the job. As I mentioned at the start however that simply didn’t happen… my weekend was a bust from that perspective, and I was relieved to snatch some time in my room alone to masturbate whenever I could for the remainder of the event. You can’t win them all I suppose, but at least I had some semblance of an encounter to remember from the weekend.

Source: reddit.com/r/gonewildstories/comments/94taig/a_very_brief_meet_on_a_disappointing_weekend_fm