Four convention buddies, two satisfying encounters [FM] [FM]

Last weekend was a big convention weekend for me, so once again I headed off with a case full of cosplay outfits. While the event lasted three days all of my friends were only going to be there for the second day, leaving me to check into the hotel alone for the first night, although not before a day of hanging out at the event looking around and posing for photos. While I had all-new outfits for the mainstay of the weekend, after a lot of pondering I’d opted for an old classic for the first day in the form of Mami Tomoe from Madoka Magica, featuring a white blouse and brown corset/dress with black hold-up stockings and knickers.

The event ran into the early evening for its first day but I was done and my feet aching with an hour or so still to go, so collected my bags, headed to my hotel right next to the event and flopped out on the bed after checking in. Of course, my mind soon wandered to how to spend the evening, and to see if I could spice things up I’d soon fired up Tinder and went merrily swiping through anyone interesting the immediate area with a particular interest in others who’d clearly been at the same event.

At my previous convention I’d somehow contrived to match with two roommates who were sharing a room at the event – something I assumed would never happen again, yet somehow this time I managed to surprise even myself. At first, I found a match – a guy around my age – and started chatting, as he told me that he was actually in the hotel I was staying at (although I didn’t tell him that at this point) and hanging out with a group of friends. Suddenly, our pleasant online chat was interrupted by a random long “HAHAHAHAHA” message from him. Just as I was about to ask what that was all about, he told me that I’d just matched with his friend that he was sitting next to in the hotel bar. After laughing about this (and saying hi to my other new match), things only got weirder – I matched a *third* guy who was part of their group, and then to top it all off I matched with a girl (who was openly bisexual) that was the final member of their group of friends.

I’m not sure that any of us knew whether to laugh or be weirded out by this state of affairs, but we joked about it via Tinder for a while before the first person I’d matched with suggest that I may as well come along and join them if I had nothing else to do. After a little consideration I figured why not, and so – still fully dressed as Mami – I headed down from my room into the hotel bar.

I spotted the group quickly enough, mostly account of the dyed blue hair the girl was sporting, and somewhat shyly introduced myself. It was the girl who greeted me most enthusiastically of the bunch, jumping up to excitedly hug me and pepper me with questions and compliments about my cosplay, while the guy I recognised as the first I’d matched with tried to get a word in here and there and the other two guys said nothing. Eventually things settled down once I grabbed a seat and joined them with a drink, and for some time the four of them chatted with me when they weren’t conversing amongst themselves. The first guy initiated most of the conversation once the girl had stopped chatting with me, while the second slowly but surely started to strike up conversation too and the third mostly just interjected with jokes when he wasn’t quietly undressing me with my eyes not too subtly.

The group clearly weren’t heavy drinkers, but after a couple of rounds of drinks there was a definite buzz going and everyone was talking louder, laughing more and generally feeling more confident, which is probably why that third guy I’d matched with suddenly interjected during a lull in conversation, turning to me and saying loudly: “So, we’ve all matched you on Tinder, so someone has to ask… wanna smash?” Of course, we all burst out laughing at this outburst, but seeing an opportunity the second guy I matched with followed up with a groan of disappointment, stating that he’d been hoping to be the first to ask. To be honest, the second guy was the most attractive of the three to me (not including the girl, who was friendly but seemingly not interested in anything more to my disappointment), and a day of cosplay and a slight alcohol buzz meant I couldn’t resist a cheeky grin and piping up that my room is just upstairs.

Meeting my gaze and perhaps seeing my excitement beneath, the second guy responded “So, should we head up then?”, at which point guy number three interjected to complain that he’d asked first. This started a jokey back and forth between the two, which was broken by my (only partially joking) quip to guy number three than maybe he could come up and see me later. He told me not to joke about that as he might take me up on it, and this time I was the one meeting his gaze as I told him I wouldn’t mind that. While my excitement was building markedly, the two not involved in this conversation both watched with wide eyes at how all of this was unfolding.

As the jokes faded away it was becoming clear that we were all serious, and with my current drink almost finished guy number two – Simon, let’s call him, who was a year younger than me, tall with blonde hair and boyish good looks – downed the rest of his drink to catch up to me as I took one last sip of my drink. That done, he asked whether I wanted to head up to my room, and nodding as my heart pounded I stood up, grabbing my bag and leading the way once Simon said a quick “see you later” to his friends. From there he remained quiet until we entered the lift, moving over to me once the doors closed and quietly remarking “god you’re so hot.. this is amazing” before leaning in and kissing me. I returned the kiss, realising with some interest that he had a pierced tongue as mine met his, his body pressing against mine until the lift reached its destination.

I then led the way again, getting to my room and eventually letting us in after fumbling excitedly and nervously with my door card for a while. Once in the room, we were soon kissing again, me dropping my bag as the passion increased and his hands moved from my waist to rub my back, then down to grip and knead my ass. Those hands then crept under my skirt, feeling my legs before firmly rubbing my ass, until one hand then slipped slightly awkwardly around to the front, pushing between my legs as I opened them to feel his fingers sliding up and down my slit through my lacy black knickers. I sighed into his mouth, and began to breath heavily as he rubbed my pussy through my underwear more firmly before going straight to the source, pushing his hand roughly into my knickers to feel my wetness directly. I leaned into him, moving my hips as he rubbed my clit rapidly, only making me wetter and more aroused.

He broke the kiss to whisper “Let’s get your knickers off”, using both hands to pull them down partway before stepping back to pull them all the way down my legs, glancing up at my pussy under my skirt as I lifted one leg then the other as he worked my underwear off entirely over the boots I was still wearing. Now on his knees, he couldn’t resist kissing his way up my legs – over my stockings, then meeting my exposed upper thighs before working his lips between those thighs to plant kisses over my pussy. I yelped as I felt the cold stud of his tongue piercing on my pussy, adding an extra sensation as he began to explore me with his tongue. Shuffling back until I felt the bed at the back of my legs, I slowly sat down as he continued to work his tongue between my legs, pushing my skirt up around my waist as he did so. Sat with my legs spread, he didn’t miss a beat in moving with me to the bed, kneeling between my open legs and working on my building arousal as his pierced tongue pushed in and out of my pussy for a while before focusing on pleasuring my clit. The unique sensations of his tongue stud and some good technique brought my orgasm quickly, leaving me moaning and gasping with my legs off the floor and in the air as I urged him, leaning back and throwing my head back as I came.

By the time I’d recovered, Simon has already pulled off his t-shirt and was halfway out of his jeans and underwear with condom in hand, his hard cock already well and truly standing at attention. Hurrying out of his jeans and kicking them off, he tore open the packet and laid back on the bed next to me while rolling it onto his erection. “Can you take your skirt off? I really want you to ride me” he asked, prompting me to get onto my knees and undo my skirt, half standing on the bed to let it drop around my feet before I moved into place and swung my legs over to straddle him. He held his cock in place as I got into position, and we both watched as I slowly eased onto him, both of us gasping as he began to penetrate him. I carefully eased my wetness down onto him until I could feel him nestling all the way inside me. I began to slowly grind and move my hips on him, slowly but surely picking up the pace before adjusting my position to lean forward and start to move up and down on top of him. As I did this he rubbed my stocking-clad legs, telling me how good my pussy felt and urging me to ride him harder.

That was exactly what I did, and soon you could hear the bed moving along with my moans as I bounced hard on him while his hands gripped my hips, before they moved up to massage my boobs through my bra and blouse a little as best he could. As I tired from riding him, it was his turn to take the initiative – again he grabbed my waist, harder this time, and began to thrust up against me. He was soon fucking me as hard as he could, his cock thrusting up deep into me as our bodies slapped together and I moaned louder and louder. Just as I felt my orgasm bubbling up he exclaimed “Fuck…. shit…”, panting and breathing hard as his fucking ended with a few long, hard thrusts into me as he came into the condom. As his movements stopped I rolled off of him, and as he recovered he bemoaned not having been able to hold off and cum in my mouth as he wanted, before thanking me for a great time as we kissed some more next to one another on the bed.

Once we’d both regained our breath, he suggested he should go back to his friends, getting up to grab his clothes while also handing me my skirt which had slipped off the bed and my knickers from the floor. Once dressed we had an awkward silence, before he met my eye and asked if I still wanted to meet his friend William as well. Having not quite cum from the sex I’d just experienced, I couldn’t say no, and said I was up for it if he was. He asked if I was going to come downstairs or if he should just send his friend up, I told Simon to give William my room number if he was still interested. Nodding, saying goodbye and exclaiming hope that we might meet again later, he let himself out of the room.

Once alone, I finished redressing in my outfit – doing up my skirt and pulling on my underwear – washed my face and gargled some mouthwash, then waited. I really wasn’t sure if William would come to my room, and as 10 minutes passed I suspected he’d got cold feet, until a notification popped up on my phone. It was Simon – “He’s on his way. Have fun!”

Not two minutes later there was a knock on the door, and opening it up there was William – also blonde (albeit a dirtier blonde), shorter and cute in his own way. “Hey” was his simple introduction, and with nothing more than a “hey” back I beckoned him into the room. He stood by the bed a little nervously, before cracking an anxious smile and asking “So you’re still horny then?” I nodded and told him that yes, I was, and sitting on the side of the bed he joined me. We were soon kissing, slowly at first then more hungrily.

Feeling his hand on my leg, the kissing became deeper and I felt the hand quickly slipping higher up my leg. Urging him on by opening my legs a little, he was encouraged to find my knicker-clad pussy, still damp from my previous encounter, and much like his friend Will was soon rubbing my pussy quite hard through the material. Stopping him for a moment, I reached under my skirt and once again peeled off my knickers, down my legs and over my boots and ankles to leave them on the floor, before opening my legs again for him. His hand crept under my skirt to rub my naked pussy now, testing that wetness before slipping a finger into me and quickly finding a rhythm as he fucked me with it. I tried to return the favour, reaching out to feel the growing bulge in his jeans, but not dextrous enough to undo the buttons I had to be content with rubbing him through the thick material instead.

We stopped kissing and I leaned back as he fingered me, as I watched him intently watching me, soaking in my reactions and clearly enjoying my gasps and moans as his eyes darted from my face, across the rest of my body hidden by cosplay and down to my exposed pussy. Two fingers inside me he curled those fingers to stimulate me in different ways, before changing tact and slipping those fingers out of my pussy to seek out and start quickly rubbing my clit. Seeing my moans intensify, he redoubled his efforts, his hand a blur under my bunched-up skirt as I opened my legs wider and grabbed handfuls of the duvet as he unceasingly and frantically rubbed my wet clit until my building arousal tumbled over into an orgasm, twitching and bucking my hips until I had to grab his harm to stop his ministrations as I became too sensitive.

Once recovered, I hopped off the bed and knelt before him – still sat on the edge of it – finally getting to unbutton his jeans and have him help me pull them down along with his briefs. Perhaps providing further evidence of his relative nerves he still wasn’t fully erect, but that wasn’t a problem for two long as I took him into my mouth and sucked on him. Feeling him grow in my mouth he was soon hard enough for me to glance up, take his cock from my mouth and ask if he wanted to fuck me. His worries that he didn’t have a condom on him was assuaged as I went to my bag and produced one of my own, handing it to him as I went and laid back on the bed as he put it on.

Spreading my legs wide he shuffled between them while stroking his cock, getting into position before sinking easily into me in one slow motion – his cock was perhaps a little longer but with less girth than his friend’s, and it felt good to be filled with a second new cock so soon after the first. Compared to the hard fucking Simon had ultimately given me, Will was slower and more deliberate, looking to make things last as he pressed himself against my body, slowly moving in and out of me as I gasped and moaned into his ear. Wrapping my legs around him I urged him onwards, feeling him pick up the pace and move a little harder than faster as our bodies ground together.

In fact, the sensation of his body tight against mine and his cock grinding into me was building up my arousal again, and I was sure to let him know by moaning louder and moving my hips against him as he continued to rhythmically fuck me. Opening my legs up wider to him I could feel him fucking me a little faster in response, his cock slipping easily in and out of my pussy, which was so wet I could feel some of that wetness trickling down to my ass. As he shifted position slightly I felt the pleasure of his penetration intensify, moaning more loudly still and urging him on. “Oh yes, right there, just like that… mmm… fuck me harder… I think I’m gonna cum”. He did what I asked and I felt him beginning to fuck me as hard as he could in this position, slipping a little deeper in me and hitting just the right spots. “Don’t stop… make me cum… make me cum…” I remember moaning several times into his ear as I grew closer, until all I could do was moan louder as yet another orgasm washed over me and I shuddered beneath him while he continued to fuck me.

Pushing him away for a moment to regain my senses, I turned over onto all fours, wordlessly inviting him to reach his own orgasm. He was clearly very close himself as this didn’t take long – he slipped effortlessly back into me, and after what must have been less than a minute of hard fucking as I pushed back against him I felt him grab my hips and push into me as he came into the condom.

Flopping down on the bed, we took a little while to recover before, just like Simon before him, Will got up, dressed and said his goodbyes, leaving me sprawled on the bed with my knickers on the floor and with the warm glow of several orgasms provided by two different people satisfying me. I swapped a few more messages with both guys over the weekend (both the first guy and girl maintained radio silence from that point forth, sadly), but the opportunity to meet again never came around, and the next day saw me meet up with friends and share my hotel room the following night, giving me no time for any adventures. There was still one day of the convention left though, and I hadn’t been able to resist continuing my Tinder swiping spree despite that satisfying first day…

Source: reddit.com/r/gonewildstories/comments/5amgyb/four_convention_buddies_two_satisfying_encounters