Checked on the convention door, checked out in my hotel [FM]

After a fun Friday at the convention in my last story, the Saturday of this three day event was a far more sedate one – a group of friends arrived early in the morning, so we spent the day at the event cosplaying, and after an evening of drinking a few of them crashed in my hotel room for the night before leaving on Sunday morning.

This means that I was left to my own devices for the final day, where I was wearing a brand new outfit for the day – Rem from Re:Zero. It’s basically this outfit: http://imgur.com/qWXyUTf – a maid’s outfit, with a shortish skirt and white thigh-high socks. Putting on the outfit for the first time properly, the skirt was a little shorter than I’d actually planned, but the outfit was otherwise great and I headed out feeling quite excited about a day of showing it off to people.

In fact, within half an hour or arriving at the event I’d absent-mindedly shown off more than I’d planned to – having stopped to pose for some photos and setting my bag on the floor while doing so, for some reason I’d completely forgotten about my short skirt and bent over to pick it up rather than bending at the knees. After a period of fiddling with said bag and standing up straight, I turned around to find a somewhat red-faced man who’d been walking by at the time on the otherwise quiet show floor, who stammering told me to be careful as I’d flashed my panties while picking up my bag. He apologised profusely for being rude enough to notice before hurrying off, while I went beet red and laughed nervously, my embarrassment pricked with a rush of excitement however as I wondered how long and intently he’d stared at the view of my white, silk knickers underneath my dress and whether he’d been thinking about my panty-clad ass for the rest of the day. If I wasn’t already somewhat aroused this certainly escalated my feelings, although I still made a note to myself to be careful if I needed to bend over again.

That distraction aside, my Saturday hadn’t solely been dedicated to my friends as I’d still been swiping and matching away on Tinder, and Sunday progressed with the odd exchange of messages with people I’d matched with who were at or near the event. Most of them seemed oddly disinterested in talking, but one keen guy just a few years older than me soon struck up a conversation. As I revealed I was there as an attendee, he told me he was working as security staff on the door, checking wristbands and badges to let people in. I joked that he may already have met me, and we tried to tally up my outfits with cosplayers he’d seen, and although he swore he might have seen me I wasn’t sure I remembered him at all.

Although he wasn’t into the anime or cosplay scene at all, as we talked he admitted that he’d found a weekend of seeing all kinds of sexy outfits had been an enjoyable one for him, and I teased him into telling me what kind of outfits he’d liked while suggesting that my attire might match some of his interests. Sending him a selfie, he seemed decidedly keen on both me and the outfit, and so later in the day as I figured out what door he was working by I deliberately made my way around the outside of the event to enter through that entrance. As I passed through and showed my wristband we made eye contact and he smiled, unsure as to whether to say anything, but it wasn’t too much later he asked me via text message “Was that you?” I told him it was and he gushed compliments about me, telling me he wished he’d had a better look. Having also taken the opportunity to check him out, I was more than happy to offer to show him more, and as our chat got a little more excitable so a plan was made for when he clocked off after the event ended.

At the end of my day of looking around and cosplaying, I stopped for a drink and food as the event shutdown, and around half an hour later I got a message that he too had now finished for the day. I told him where I was and 10 minutes later I spotted him enter the bar I was at – easy to do as he was pretty tall, and still wearing his Hi-Viz jacket. I still had a drink of my own so he went and braved the queues to get one for himself, and then joined me to chat about the event from our own unique perspectives and so on. As our drinks were close to being drained he asked about my plans for the evening – I told him I had none and asked him the same in retort, which inevitably led to a suggestion that we hang out. When the question of where came up, he brazenly admitted that he was struggling to control himself around me, so I suggested we go somewhere he didn’t need to, leading to him draining his glass quickly before I followed suit and led the way.

There wasn’t much chat as we walked the short distance to my hotel room and up into the room itself, and once there I sat on the edge of the bed with a vague “here we are”. Again, he was forward at this point, telling me how much he’d been wanting to touch my legs all day since seeing me. Telling him that he could, he sat next to me and his hand was soon on my knee, then running up and down the inside of each of my legs, enjoying the feel of my socks, then higher to feel where those socks ended and the skin of my thighs began. Shivering at his touch on my bare skin, he did this for a little longer before reaching higher and finding those silk white knickers. I sighed as I felt his fingers pressing into them, unconsciously opening my legs a little wider as he stroked softly for a while before telling me that maybe we should get my panties out of the way. Grinning, I hooked my hands under the dress and into the waistband of the knickers, quickly and easily pulling them down my legs and over my feet to the floor.

At this point he gently pushed me back onto the bed, getting onto the floor between my now open legs and spending some time kissing across my knee and up my legs over my socks, concentrating on my thighs for a while before I could feel his breath against the growing wetness between my legs. Waiting to feel his tongue make contact with my pussy, I was disappointed to find that this was just a tease, as he soon got up and clambered over me on the bed, kissing my neck and the exposed top of my chest as I felt a hand darting under my skirt, running up my leg to seek out my pussy and, once finding it, rapidly finding my clit. I moaned and moved my hips as he began to rub it in firm circles, increasing my arousal along with my wetness.

Moving his head away from my chest, I realised he was trying to fumble with the top of the outfit with his free hand, so to assist him I pulled down the shoulder straps of the outfit, then reached back and quickly undid and dispensed with my bra to give him access to my bare boobs. Almost moaning himself at the sight of them, he resumed kissing my chest but quickly moved down to alternate between kissing and sucking on each breast and nipple in turn. While he did this, two of his fingers had now worked his way inside me, leaving me moaning and breathing heavily as I opened my legs lewdly while my breasts were sucked on and pussy fingered.

Eventually his mouth left my breasts, and he crawled back down between my spread-eagled legs. His fingering stopped only so that he could instead press his tongue against my pussy, moving it in and out of me pleasingly before instead switching his attentions to my clit. There, he licked and sucked me, his fingers returning inside me as my moans grew and breathing intensified, working on fingering and licking me until I jerked and bucked a little as I came from his efforts.

Moving away from me as I recuperated, I opened my eyes to see him undressing, and as we made eye contact he suggested I do the same, before imploring me to leave the socks on. I did exactly that, carefully extracting myself from Rem’s maid outfit, letting it drop to the floor before neatly folding it over the back of a chair before returning to the bed dressed in nothing but my white thigh-high socks. By this point he was also naked, and now that I was ready he hopped on the bed, straddling my chest with his erection sticking proudly out towards me. I knew what he wanted and duly delivered, leaning forward and taking his cock readily into my mouth, sucking on him vigorously while working around his cock with my tongue at the same time.

It wasn’t long before he asked me to stop as he didn’t want to cum too quickly, moving to lay back on the bed himself with his glistening cock still rock hard and waiting for me. I think he was perhaps expecting me to return to sucking him after a short break, but I was dying for more by this point, and got off the bed to skip over and grab a condom from my bag. I handed him the condom wordlessly, and he rolled it onto his cock as I stood watching, rubbing myself almost absent-mindedly as I did. As soon as the condom was on I hopped onto the bed and straddled him, taking his cock in my hand and rubbing it against my lips for a while, building my excitement before shuffling properly into position and slowly but easily sinking down onto him with a long moan as I felt his cock penetrating me.

From there, it wasn’t long until I’d built up a rhythm, bouncing and moving on him as he held my hips, his eyes intently watching his cock as it slipped in and out of my wetness. Moving, grinding and shifting, I found a position that felt particularly good as I leaned back partly while riding him, and began to move harder and faster as I sought out more of that exquisite sensation. I don’t remember how long we went on like this as I lost track of my surroundings – all I remember is my hand aching a little as I furiously rubbed my clit, and my body slamming against his as I fucked him, seeking out a release which I eventually found as I came hard, quivering and twitching in orgasm before flaking out onto the bed next to him.

While I was satisfied in that moment he wasn’t, and it was soon his turn to be on top, pushing my legs apart and slipping easily into my soaking wet pussy. He fucked me quickly like this for a few minutes, before choosing to ask me to flip over onto all fours and sliding back into me from behind. Gripping my hips, it was his turn to fuck me in a haze of lust now – I almost lost my balance initially as he began to pound me furiously, leaving me moaning and yelping as he grunted while thrusting long, hard and deep into me. Eventually I felt him grab my hips almost painfully tight, squeezing my skin as I felt him bury himself all the way in me as he groaned and came into the condom inside me.

Pulling out and discarding the condom, we remained silent but for breathing, panting and the occasional soft moan from me as we wordlessly recovered, before finally finding the energy to sit and talk for a while. Not long after, he dressed and left as he had other engagements, leaving me to look back on another satisfying weekend before I peeled off my white socks and jumped in the shower before relaxing in front of the TV for what remained of the evening.

Source: reddit.com/r/gonewildstories/comments/5c8ik3/checked_on_the_convention_door_checked_out_in_my