This is a tale of the time a guy I met at a bar in Europe fingered me in front of his friend – which was also my first time ever being fingered with penetration.
I’m a bit of an awkward writer but here we go.
Names and some details changed for privacy.
I haven’t had a ton of kinky sexual encounters in my life – or even just regular sexual encounters. Fewer than 15 experiences with fewer than 10 men. I’m still a virgin at 23 (haven’t found the right guy yet.)
A few years ago, I was living in a beautiful (and touristy) European city. I was away from the upper-middle class Indian social circle I’d always felt judged in. It was liberating and exciting. My friends back home were losing their virginities to boyfriends they loved – and I was being felt up on cobbled streets by guys I met at bars. This is a story is about the second sexual experience I ever had.
*******
I was late as always to our regular pub.
A couple of my friends were playing foosball with a couple of his friends. He wasn’t the sweetest, or the funniest (or any standout quality) – but he was alright. He was kind of cute with light brown hair, and a bit more muscle than fat on his body. He was 25 – a good few years older than I was – and American. Matt was also nearly a foot taller than me.
It doesn’t take much to tower over my 5’1 (155 cm) frame. I’m on the lighter end of the Indian skintone spectrum, with dark eyes and hair. I’ve always been slightly chubby, and was on the lower end of my fluctuating weight at the time. I had an ass that guys loved and, aside from some excess weight around my tummy, a pretty well-proportioned figure. This particular night I wore a pair of tight jeans and a figure-hugging high neck top with some suede black chelsea boots. I wore my medium-length hair in waves, and a berry-toned lipstick.
We talked about political nihilism and about our travels – with a couple friends that were in and out of the conversation – and he was interesting enough. I touched his hand several times with no reciprocation. I began to think he wasn’t interested until he asked me if I wanted to go outside for a smoke.
He leaned against the wall and lit up a cigarette, and a few minutes later asked if he could kiss me. I hated the taste of cigarettes but liked the feeling of his body against mine. We made out for a while outside the bar, and he was suddenly dominant, his hands roaming freely. Four pints down, I was super horny doing what we were doing in public, but still somehow self-conscious of being around people. My Indian was showing, and this nonchalant American dude was culture shocked.
We turned the corner, into a small pedestrian lane behind the bar where more touching and neck kissing ensued. He mentioned that he didn’t have condoms. I considered buying some from a conveniently located vending machine, but wasn’t sure at the time if I wanted to stay a virgin or not. He said he didn’t mind having sex without a condom. I decided I definitely wouldn’t be having sex with him.
I bought some minty chewing gum instead and offered him some. We walked back to his hostel. He walked quickly, about five feet in front of me the entire way there.
The doorway was huge on this Neo Renaissance style building, with the hostel located inside of it. His wasn’t a dorm, just a room he was sharing with three friends. The bathroom wasn’t attached to the room but right next to it. I used the bathroom and cleaned up my smudged lipstick.
*******
When I got to the room he was sat on the bed. We made out a bit more till he stopped and looked at me expectedly. I was just supposed to take my clothes off? I did.
Lil ole self-conscious me asked for his shirt though. I put it on, keeping the bottom buttoned up but my top half easily accessible. I was left in little pink panties that rode up my ass, and his thin white shirt that my dark nipples poked through. He was still in jeans and I grinded against the rough denim on his leg as we made out. His now slightly minty cigarette breath permeated every ounce of my being.
We switched positions and I kissed down his chest, trying not to get his unruly chest hair in my mouth. He went to unbuckle his belt, and I stopped him because I wanted to be sexy and take it off for him. I fumbled with it for a full minute before he just did it himself.
His was the first cock I’d ever really seen up close.
In hindsight it was impressive – probably the biggest of the ones I’ve seen so far. Definitely the thickest. He looked at me as if he expected me to say “Wow, it’s huge,” but I didn’t. I didn’t realise I was supposed to compliment it, nor did I think not being able to wrap my hand around it was a huge feat. All I could think about was how his pubic region was so well-groomed in stark contrast to the rest of his body.
I put it in my mouth for a second. It tasted salty, like licking drops of brine out the bottom of a tuna can. I ended up giving him a handjob instead, under his guidance. He was the sexiest he’d ever been now – towering over me, telling me how to play with him, making short moans of pleasure the way some men do. At some point, his hands wrapped around my throat and pressed firmly – more out of domination than a desire to engage in choking. He had me press my fingers against the underside of his ballsack a way I’d never seen before.
Pleasuring him was pretty hot, but eventually my hands got tired. I had him put his underwear back on before getting on top of me to grind against my pussy.
We continued to dry hump and he pulled his own white shirt open to play with my tits. I was always self conscious of my nipples because of my large brown areolas, but the hungry look on his face before he sucked on them made me feel sexy.
We simultaneously groaned when we heard a knock on the door. His head had been buried in my boobs when he got up to get the door, his boner at full attention under his boxer briefs. I took the opportunity to cover up before he let his friend into the room.
Ben and I hadn’t spoken much at the bar, but at least I remembered his name. He was handsome and seemed charming. He greeted me as he entered the room, as if it was no big deal that Matt and I were half naked, and mentioned some emails that needed sending.
“Don’t mind me,” was what he said before he pulled out his laptop and plopped down on his bed a few feet away from us.
Matt sensed my hesitation. He put his body over mine, bit my ear in a way that made me shiver, and whispered that it was no big deal and Ben wouldn’t see anything. He rubbed my pussy over my panties, and that was all I needed. We went right back to making out, and his fingers made their way under the cotton.
I would like to have stayed quiet with this new presence in the room, but I moaned against Matt’s mouth in a way that made his boner twitch against me. My panties soon made their way to my mid thighs. After rubbing my clit for a while, he pressed his fingertips against my pussy and my wetness was audible. At this point I’d never been penetrated before, not even by my own fingers.
Matt sat up between my legs – inadvertently giving his friend a better view – before his finger made its way slowly into me. I whimpered in pain for a few seconds, but felt it turn into pleasure pretty quickly. Guttural ‘oh’ sounds that I’d never heard myself make before began to fall from my mouth. Matt moved his finger up and down, curling his finger upward to a spot that had nearly had me believing in a god. My legs were shaking, and he used his free arm to keep them down.
I would have died of embarrassment from the wet noises had I not been lost in pleasure.
Matt’s finger left me and moved back moved to rubbing my clit in little circles. I opened my eyes that I hadn’t realised had fluttered closed. It was suddenly quiet. I glanced over to Ben who was smirking, the reflection of his screen in his glasses.
“Having fun, are we?”
We made eye contact for a split second and I just about died. Matt laughed as his fingers continued to rub circles over my clit. I felt my face turn red but I cracked a smile. I tried to close my legs to protect my barely-remaining modesty, but Matt’s hands didn’t let me. His devilish brown eyes looked into mine as his finger entered me again, now an in-and-out thrusting motion. I raised my hips to meet his hand and my (his) white shirt now slid up to fully expose my pussy and mostly bare pubic area.
At this point I knew I’d let go of my Indian shame and just wanted to enjoy the moment. I closed me eyes and reveled in feeling like an object of desire. Despite the intense pleasure, I knew I wasn’t going to cum. Matt didn’t get to cum either as he wasn’t keen on shooting a load in front of his friend.
I peeled my wet panties back up when I got up to grab my clothes. Stood against the bed, we kissed a little more and I felt Matt’s hand smack against my ass. I felt Ben’s eyes on us as Matt took the moment to grope and spank my ass in front of his friend. It was almost like Matt knew I secretly liked his friend being there.
After a quick change of clothes in the bathroom, I got back to the room only to discover a piece of gum stuck to the top of one of my suede black chelsea boots. I ended up throwing them out.
Source: reddit.com/r/gonewildstories/comments/g8pqmy/getting_fingered_by_a_stranger_while_his_friend
Excellent story!
Wow great story.