Long time lurker, first time poster. This just happened earlier in the week, 2 days ago. Still very fresh in my mind and I definitely recommend attempting to write your best experiences ASAP after the event because I definitely got off multiple times from writing this, it almost felt like I was reliving it.
Our group of friends decided to take a trip down to Melbourne (from Sydney), and the last night we decided to all get our own nice rooms in a fancy hotel (instead of the average one we stayed at the rest of the trip). It was Chanel’s birthday and her parents, who we’ve heard are pretty loaded, gave her quite a bit of money to work with for her 23rd birthday. We’re all around the same age (23-25) but Chanel is the youngest.
Everyone was having a great time at the hotel bar – sharing each other’s drinks, trying new drinks, drinking a little too much in general.
Alex was immediately drinking too much; buying drinks 2 at a time from the start of the night. Chanel and Edward were catching up from the last time they saw each other and sharing university stories. Sharon and myself clicked right away almost like usual, but a little more so tonight somehow – maybe it was because we were drinking the same wine.
Since this story is about Sharon, I might as well give a description of her now. She’s Alex’s ex-girlfriend (although they’re one of those relationships that stayed friends pretty well, he’s also staying pretty hopeful), about 5’3”, long blonde hair usually worn down past her shoulders, gorgeous light blue eyes (I’m a huge sucker for eyes), always has on this great red lipstick, very large natural tits on a slightly slender frame (she’s talked about them at previous gatherings, I believe she said they were E cups at least?), pretty average hips and a self-proclaimed small ass. She likes to show off and tonight was no exception. She was in this stunning black full-length dress that was slightly cinched at the waist and had a slit running almost all the way up, most of the way up her thigh, and of course the dress showed bountiful amounts of cleavage.
All sorts of topics came up – from finishing university to old memories to favourite sexual positions. To make things interesting with the sexual positions, Sharon suggested we all write down our favourite position on a napkin and put it face down in front of us, and we’d all reveal at once. Everyone loved the idea.
“Three, two, one!” everyone shouted together as we all flipped our napkins. Quite a lot of giggling, laughing, and mutters of “of course” and “typical” filled the air.
After everyone calmed down just a little, we collected ourselves and decided to go around the table, hopefully get a story or reason behind each answer.
Edward: “Cowgirl”
“In my defense, I just like them doing the work, enjoying the view, and it feels fucking great.”
He was a man of few words, and people couldn’t argue with that.
Alex: “69”
Alex shrugged. “Love eating pussy. Love getting my dick sucked.”
Flawless logic twice in a row.
The two girls were next. If there’s anything that guys really like, it’s girls describing how they liked to get fucked. A picture instantly forms in the guy’s head of them doing that description to the girl, but in real-time.
Chanel: “Missionary”
“I’m not going to apologise for liking to see my lover’s face and be closer to them. Also there’s just something about watching a guy work those abs to take it in and out and in and out as best he can. Not to mention if you lean forward enough and bend the right way you can practically watch him fuck you.”
Sharon nodded in agreement – everyone else was quiet, as though their mind was somewhere else.
Sharon: “Doggystyle”
“It’s no surprise to you all that I have big tits.” says Sharon as she points to her cleavage with both hands, everyone laughs. “As much as I’d like to have smaller tits for, yknow, convenience of life – while I have these bad boys I do love the look in a guy’s face while getting fucked by a big pair of tits and keeping eye contact the entire time. With that said, and despite me not having much of an ass in comparison… there’s just something about taking it from behind that really gets me going. Whether it’s the feeling of the guy having so much power to really pound you, or whether it’s when they grab you buy the neck and pull you close and hammer harder, I’m not sure. Either way, fucking love it.”
I was so excited for my turn, I already had a few good jokes to bounce off Sharon’s answer with.
Myself: “Doggystyle”
Before I could even comment on my choice, Chanel chimed in. “Looks like you two have a lot to discuss,” followed by a wink and a nudge to Sharon. Sharon and I both blush a little before I start.
“Anyway, hitting that from behind is just the best way to go. Not only does that ass looks just glorious, bouncing and bouncing as I go in and out, but being able to push her down and really assert that dominance just gets me going. Or, as Sharon so adequately put, being able to ‘grab you buy the neck and pull you close and hammer harder’ is also a huge plus.” I say while looking directly at Sharon. “Also somewhat like Sharon – I do love the look in a girl’s face as we make unwavering eye contact and I fuck her tits to my heart’s content with my big cock…” I pause for laughter; laughter ensues. “…it’s no surprise to you all that I have a big cock.” I say as I point toward my crotch with both hands, mimicking Sharon. Another round of laughter.
Chanel, with probably one too many drinks in her, pretty quickly chimes in and stays on topic. “Oh, so is this a legitimate claim to your dick actually being big or are you just joking around?” Everyone falls silent for a moment. For me, that moment felt much longer than it should have. I was put on the spot. Yes, I am quite above average at almost exactly 8 inches, not overly thick by any means. However any male in this situation in his right mind, or not, would claim to have a decent size penis. Answering this question too quickly, too confidently, without enough confidence, correct or not, would lead anyone to assume you’re lying.
“I mean, I was making a joke, like Sharon was, obviously.” I say, trying to brush off the question.
“Yeah but we all know that her boobs are actually big,” Chanel gestures to Sharon’s chest. “If we had consistently seen a gigantic bulge in your pants then mayyybe you could make that joke.”
I didn’t know how to reply to that.
What felt like an eternity later Alex, being my best friend, actually steps in. “Yep, he does. We actually talked about this aaaages ago and while technically he could’ve been lying then, and now, he didn’t have much if any reason to lie then. If I recall correctly it was almost exactly 8 inches he told me.”
Everyone looks back and me and I just nod and shrug. “Got no reason to lie about it among you guys.”
“Good for you man, good for you,” said Edward, clearly not wanting to talk about it anymore.
Chanel kind of gave up on her crusade. Short of getting me hard and taking my dick out, she wasn’t going to know the 100% truth.
The night carried on how the first half went – more drinks, more stories, more laughter. Alex ended up tripping on the way back from the bar, spilling his two beers mostly over me and my jeans. It was pretty late in the night and we were all pretty rowdy so I just “brush it off” and stand up to help it dry. Eventually at about 1am we all decided it was good for us to go to bed since it was a big day the next day.
Everyone got off the same floor and one after the other filed in to their rooms along the same hallway, muttering goodnight to each other. I decided to stay up a little with another drink and a show or two. Cracked open the mini bar, made a nice sized gin and tonic, and turned on the TV to rewatch a few episodes of How I Met Your Mother.
——- More or less the start of the fun part ——-
It had to have only been 20 minutes before there’s a knock at the door. I’m greeted by Sharon in what appears to be just an oversized tshirt and anyone’s guess underneath. Her hair was messily draped over her shoulders like she was just getting done for the night. Overall it was a very surprising but sexy sight. Before I could really say anything, she started her story. “So the staff came around not too long after we got into our rooms, by my request. Some huge issue with the bed, it was sloping strangely and creaking really badly just from sitting on it. They told me they were all booked out and asked if I could stay in one of my friend’s rooms just for the first night. I could have put up a fuss but I didn’t think any of us would have a problem with it.”
I paused for a moment and almost went to look down the hallway, thinking about the other rooms. “Oh I would be going to Chanel’s room but she clearly conked out immediately, and her door’s locked, and she won’t wake up from any knocks on the door or phone calls.”
“Yeah cool, we can chill here, no problem.” I stammer, many possibilities whirring through my head. I open the door wider and step aside to let Sharon in. When she rounds the corner of the small hallway as I’m closing the door, she exclaims “You’ve cracked open the mini bar, hell yeah!” She was in a great mood still.
Sharon jumps and lands on the bed, its springs bouncing her up and down a few times as it dies down. Her breasts do little delayed bounces in response to the jump and the bed, very clear through the lightweight oversized tshirt – no bra. She looks at me for the first time since entering the room. I’m mostly in my clothes from the evening, just shoes and jacket off. “Are you going to join me?” She says playfully while patting the bed next to her.
I take a spot on the bed next to her, lean back against the headboard and hit play on the show.
After one episode, I get up, stretch a little and say “I was gonna jump in the shower just as you got here, so I might as well do that now, I feel a bit gross getting 2 drinks spilt on me and my jeans yknow?”
“Yeah no worries, I’ll just keep watching this.” Sharon replies.
I enter the bathroom but swing the door to close it, and it only closes the door like 90% of the way, leaving a crack open. I didn’t care too much, I could only see out to a small part of the foot of the bed. No big deal, she was just chilling near the head of the bed anyway, the onus was on her to sneak a peek at me and if she did I wasn’t against it.
I run the shower, undress and jump in. It takes mere seconds with soap on my body to start having all types of thoughts. I’m rubbing my hands over my body, brushing past my cock, teasing it, cleaning all the while. I get pretty hard pretty quickly and continue the teasing while I clean the rest of me.
I was informed later that she did indeed take a peek, wanting to find out whether or not I was lying about the size thing from earlier in the night.
I turned the shower off, gave myself a quick dry with the towel, and realised my suitcase was still out in the room and I didn’t bring any pyjamas to change into in the bathroom. I went to wrap the towel around my waist, but my mostly-hard cock still wanted to play. “Fuck it,” I thought and pushed it to the side while wrapping the towel around me. She picked my room, she turned up in essentially just a shirt, she probably at least considered trying to see me in the shower, what do I have to lose? She might get a little bit of a show and that definitely can’t hurt my chances with her.
I walk out in the towel and tried to make sure to tense my abs a bit the whole time, make myself look a little more appealing. “Sorry, I forgot to bring my pyjamas in with me, I’ll just grab them and go back and change.” I said.
I did notice that she glanced down at the bulge in the towel a few times as I walked across the room.
“Hahaha, that’s alright. You can even just slip on your pyjamas here, I don’t mind, no big deal. Don’t go to all that trouble of going back in and out again.” Sharon replied.
I had to make a decision real quick after that. More or less, she wanted this to go somewhere. If she wanted to see more, she’d probably want to do something about it as well. Did I just change there? Face forward or back? Change as quick as possible or take it slow? Do I not change at all and just drop my towel and let her decide the next move. I settled on the last one, caution to the wind.
“You wouldn’t mind? It’s suuuch a pain walking back and forth, in and out of the bathroom.” I said as I dropped my towel. My cock sprang out of the towel, and I just stood there waiting for her reaction.
Sharon’s eyes went grew wider and her mouth went slightly agape, staring at me. She was testing the waters, but I had just jumped in. It took her more than a moment, it would’ve been more like a few seconds, before she nodded.
“Yeah, I wouldn’t mind. If anything, you probably don’t even neeeeed pyjamas, yknow? It’s a warm night and these hotel beds are always so… hot.”
A huge green light. I continued to play her little back and forth game.
“So you’re fine if I just come and join you on the bed as I currently am?” I tease as I slowly step closer and closer to the bed, cock swaying casually with each step.
——- Alright the actual start of the fun ——-
“Uh-huh,” Sharon nods, lips still parted slightly, mouth half open, as I get closer and closer to the edge of the bed. She shuffles her body to be lying on her stomach and meets my cock with her face at the edge.
She looks up directly into my eyes, almost hungrily at me, mouth now wide open, and gives a slight nod. That’s all the instruction I need.
I slowly inch my cock into her waiting mouth and she wraps her lips around it as it goes in. We continue to look into each other’s eyes as I push further and further. About halfway in, I stop. I’ve hit her throat. She just nods again and adjusts her head slightly, still gazing up at me. I push slightly harder and feel my cock start to go down her throat. A few more inches and she gags a little, backing away. She pulls herself off me some more and moans “please fuck my face with your big cock, sir.”
That honestly came out of left field. I didn’t really know how she was in the bedroom but for some reason I didn’t expect her to say that in any fashion. In any case, I didn’t need to be told twice. I began slowly thrusting, pushing my cock against her throat, gagging her a little, pulling back until my head was about to leave her lips, and repeated the process. Every now and then she would try to say “faster” or “harder” between thrusts, and I gladly obeyed. Despite being the one getting her face fucked, she was in control.
She began moving her head against my thrusts, trying to take me slightly deeper and deeper. I let her take over, slowing down my thrusts until she was bobbing her head against my cock with great enthusiasm. She slowed down and began to suck it a little more traditionally, pushing in to try a bit of deepthroat every now and then.
After a while she pulled off and laughed, “well that’s not what I was expecting when I came in here.”
“Oh reeeally” I tease. “Like you didn’t sneak a peak of me in the shower.”
“Like you didn’t leave that door open on purpose!” she snaps back.
“It worked, didn’t it?” I shrug back.
“Speaking of showers…” she says as she takes her baggy shirt off. Her breasts were just as spectacular as I’d imagined them over the years of seeing them in her revealing tops – nice pink nipples, not too big, not too small.
“…I was going to have one as well. I usually suck at reaching my back though, you want to jump in and help me?”
She slipped off the bed and walked slowly into the bathroom, making sure to rock her hips while she walked away from me in just her sexy lace panties. It wasn’t so much an invitation as much as a ‘this is where we’re going next’ statement.
I snuck up behind her just as she was getting the shower running and taking her panties off. I glided my hands along her hips and pulled her close to me, running my hands along her stomach and up to her tits, cupping them and squeezing them gently.
“I’ve been admiring these since the day I met you” I whisper in her ear from my spot behind her.
“Mate, pretty much every male I’ve ever met probably has been” she sighs.
“Yeah but for me, it’s that I really really like them, you know?” I laugh as she steps into the shower.
She laughs with me as she turns around. “Are you coming or not?”
“Well I’m not ‘coming’ just yet.. Let’s make sure that you at least ‘come’ first shall we?” I quip back as I step in and slide the glass door back into place.
“I definitely like the sound of that.”
Sharon wasted no time squeezing the hotel body wash all over her tits, hands and stomach, suds-ing up her whole body. I spun her around to have my cock pressed sideways against her ass, and wrapped my arms around her, keeping us close together and “helping” her wash her breasts. She moaned under my touch as I caressed her tits, lightly pinching her nipples, playing with them, having fun with it. I moved my attention to her back and shoulders, giving her a brief massage with my now-soapy hands. My cock continued to twitch against her ass, and she eventually took the cue.
Sharon reached behind her, pulling away a little, and wrapped her hand around my cock, jerking it a little. She turned around and dropped to her haunches, putting her tits level with my crotch. She wasted no time in pulling me forward and wrapping her tits right around my cock, almost engulfing it entirely – the head sticking out of the top. She pulled her tits up a bit, and lowered her mouth onto the tip, before lowering both her head and breasts down as far as she could go, stroking with her breasts and sucking my tip, before heading back up and doing it again. It was heavenly. I watched in awe as she repeated it, over and over. It was unlike anything I’d ever felt before.
After a time her neck clearly got sore, and she looked up at me and simply said “fuck them.” Once again, I didn’t need to be told twice. I quickly picked up speed and soon I was ramming my cock in and out of her cleavage, that notorious eye contact of hers keeping me mesmerised. She had the kind of eyes that you just want to look at – have to look at. I wanted to watch my cock slide in and out of her tits so badly, but I couldn’t look away from that stare, I was in a trance.
“I’d do anything to stare into those eyes of yours,” I said, without even realising I said that out loud.
She grinned as I continued to pound my cock between her breasts. “Then pick me up and fuck me against this glass. Let me wrap my legs around your waist.”
Almost as though following instructions like a robot following a command, I immediately stopped my thrusting and bent over to help Sharon to her feet. I bent slightly, putting my hands behind her thighs. She jumped and wrapped her legs around my waist – tightly. I caught her ass in my hands, turned, and pushed her up against the glass, helping her stay up. Without hesitation, I thrust back slightly, lined up my cock and thrust into her.
She was so wet, surprisingly so. Clearly not from the water, that doesn’t feel like this. She had probably been horny most of the night, maybe got really wet when she peeked at me in the shower, and obviously just got sopping wet from all the face fucking and tit fucking. I slid in like I belonged there. She was warm and a slightly tight fit for me. I slid very easily but slowly, all the way, balls deep on my first thrust. With her arms wrapped around my neck and her head resting on my shoulder, she moaned right into my ear.
“I can feel you all the way inside me… I feel so… full.”
She pulled her head back and rested it against the glass, and gave me that eye contact I so strongly desired. I pulled almost all the way out, and pushed back in the full length again. Another long moan. All the way out, all the way in. Another moan. Two more and she was putty in my hands, desperate to be squeezed and touched and pleasured.
“Faster,” she gasped as I slowly entered her the sixth time.
Unlike previous commands, I didn’t obey this one. I continued my slow, full thrusts, keeping my eyes fixed on hers, making her more and more eager with each thrust.
“Faster,” she moaned.
“Faster,” she pleaded.
“Faster,” she pleaded again, her intensity rising with every thrust. She didn’t just want it, she needed it.
“Faster, please faster!” She sounded desperate at this point.
I finally caved and gave her an inch, metaphorically speaking. I picked up the pace ever so slightly, like if you went from 20 BPM to 30 BPM. In this case I suppose it would be TPM.
You could tell it didn’t help, it didn’t satisfy her craving, her desire.
She began to ask with her eyes instead of her words. Her eyes were begging me to fuck her faster, to fuck her harder – I don’t know how to explain it, maybe it’s just what I wanted to see. She should’ve started with that though; I gave in instantly.
I picked up the pace with every thrust. I couldn’t really go harder, only faster. Her eyes turned from ones of begging and pleading to ones of firey desire and lust. She went from wanting to be fucked so badly to really wanting to fuck. Our eyes stayed locked as I settled into a fast rhythm. She loved that pace. Before long one of her hands was away from my neck and down at her pussy, rubbing her clit in time with the thrusts.
Only a minute later, her pussy began to tighten and eye contact finally broke as she couldn’t help but close her eyes, throw her head up and let her orgasm happen. I continued to pound her through her orgasm, which seemed to prolong it. She shook and convulsed slightly as she rode it out. She let her legs become more loose, dropping to her feet, gazing up at me still with an arm around my neck. For the first time, we kissed. It was full of passion, tongues swirling, dancing like we’d danced this 1000 times before. She eventually turned her gaze downward, back to the instrument that gave her such pleasure, and grabbed a hold of my cock. With the other hand she shut off the shower.
Out of the shower, she wouldn’t let go of my cock. I went to the towels to dry off, but Sharon had other plans.
“Leave it,” she said firmly, “we can just air dry. Down you go.” With that statement, she gestured to the large soft shower mat with her hand.
I lie down on the mat, her hand still stuck to my cock. She follows me down to the floor, and immediately swings her body around and straddles me, my head between her legs.
“Let’s see if your tongue is as good as your cock” she says as she lowers herself onto my face, smothering me with her pussy. I get to work. Half a minute in and I had settled into a rhythm. Another half and she began jerking my dick off slowly. Another and her hips were rocking on my face to the beat of my licks and circles. Another, both of her hands were in use – one still on my cock, the other teasing her tits. A solid minute of that, she began to cum again. She convulsed more this time, with more space to move around. She came all over my face, still grinding out her second orgasm of the night.
Before her orgasm had subsided, she was bent forward, sucking me off. We sixty-nine’d for a good few minutes, both moaning into each other, almost like a call and response going over and over. She stopped sucking and sat up. With one more quick grind of her pussy on my face, she stood up. Before I could even stand up she was out the door heading to the bed.
I entered the room to see what I would describe as one of the most glorious sights I’ve ever seen in my life. Sharon was lying in the centre of the bed, facing the bathroom – in a way. Her head was flat on the bed, her whole body face-down. Her ass however, was high in the air – facing the bathroom – waiting. She wiggled it every now and then. A little to tease, a little just because she was enjoying herself.
I moved to the bed quickly, burying my face in her ass. I gave her pussy another make-out session but this time running my mouth and tongue up to her asshole, seeing her reaction. She clearly loved it, pushing her hips back to me as I teasingly pulled my face away. I went back in, this time just eating her ass and giving it the time of its life. I pulled away again and got up on the bed with her. She shakes her hips in excitement.
“This is your favourite position aye,” she teases as she wiggled her butt some more.
“And yours,” I reply, teasing the entrance of her pussy with my cock.
“Then this should be fucking spectacular.” she says back through a soft moan.
I go to push inside her, her pussy slightly tighter in this position. At first, just small thrusts, teasing my head with her entrance – teasing her entrance with my head. She moaned and moaned, itching for more. I slowed down, doing the same thing, sped up, doing the same thing.
“God you just love to tease a girl don’t you?” Sharon said through another moan.
“I like for girls to tell me what they really want.” I hint.
“Then fuck me deeper.” Sharon replied.
She was rewarded with a slow, long push, testing the boundaries and whether ‘balls deep’ was going to happen in this position. Lo’ and behold, I could push no further, just as my balls hit her. A sigh came from Sharon, head still pressed against the bed, that now-familiar feeling of fullness once again washing over her.
“How does your cock make me feel so complete?” She almost purred while speaking, feeling so content.
I responded by taking it away. Even taking just an inch out, she began to moan and whine.
“No no no no please please push back in push back in.”
“Trust me.”
“Just please fuck me already.”
About halfway back in, I stopped. No further out, no further in. I paused for a moment, seeing her reaction. She moaned again, a discontented moan. Instinctively she push back against my cock, taking it deeper. She pushed a little more, deeper still. She push that tiny bit more, and met my hips with her ass. A moan, this time a content one. I watched her beautiful ass from above, asshole peeking out from the cheeks, pussy spread and full of my cock, as she pulled forward, about halfway again. She pushed back faster this time, in one fluid push. Pulled forward. Pushed back. She settled into a rhythm of fucking against my cock, moaning over and over as she pleasured herself on me to her heart’s content. It was like she was fucking a dildo against a wall. She was slamming back against me, taking me as deep as possible, filling herself up. One of her hands went to her clit, rubbing in circles as she pounded away. As she was edging to another orgasm, I waited. The moment she tipped over the edge and began to cum, I grabbed her by the hips and started pounding her back, harder and faster than she was doing before.
“Oh my go-o-o-od I’m cu-u-u-ummiiiing” she screamed in time with the pounding. With all the teasing, the timing, the position and the deepness, she came for a longer time than her last two. Her pussy continued to stay tightened around my cock as I fucked her orgasm out to its end.
As she began to subside, I grabbed her by the shoulder and pulled her up on to her hands and knees. I slowly sped up my thrusts again, her moaning picking up again with it – she was instantly ready for more. Her tits were hanging down, swinging with every thrust; I teased and squeezed them with my free hand. She was arching her back, trying to take the thrusts deeper. As I sped up in response to her arching, I moved my hand from her shoulder to her neck, and pulled her closer to me. I pulled her head up and leant forward, looking into her eyes upside-down as I settled into a fast pace.
“Yes yes yes faster faster faster!” She said in response to the shift in position and the change of pace. I continued to speed up, pushing harder. She continued to beg for more. I kept stepping it up, bit by bit.
“Yes right there right there keep doing that fuck yes fuck!” Sharon could barely control her words as the relentless pounding continued. I was getting close and couldn’t keep this up much longer – the position, the eyes, her screaming those words because of me.
“I’m gonna cum soon” I say almost breathlessly, trying to keep the rhythm she wanted.
“Cum when I cum, inside me” she pants out.
About ten seconds later, just as I’m thinking *“there’s no stopping this train now”* I feel her pussy tighten around my cock again.
“I’m cumming agaiiiiin” she squealed just as I also let myself go, unleashing inside her. Her pussy was contracting from the orgasm – almost trying to squeeze out more of the cum that I was still unloading.
It was by far the most intense orgasm and probably largest amount I’ve ever cum.
We both flopped down on to the bed, catching our breath.
“Wow.” I said, unable to use more words than that.
“Yeah. Favourite position, definitely.” Sharon laughed as she rolled and snuggled up to me.
Sharon went to the bathroom, cleaned herself up and hopped back into bed and spent the night in my room, as she had always intended to do. We had a quick fun session in the morning, I was horny the moment I woke up and thought about all the things I did that night and she must’ve been the same.
Source: reddit.com/r/gonewildstories/comments/90rb7h/mf_i_fucked_my_best_friends_exgirlfriend_in_the
Awesome story!
Would love to hear more.
Holy fucking shit! That was hot as hell. Good for you buddy :)
It sounds like you guys have a lot of chemistry! I’m sure you will hook up again a few times, it sounds like she had more than enough fun to want to do it again.
Being in ‘Stralia and using feet and inches as form of measurement
(Yeah, let me tell you why your story is fake.)
Still, very hot tho.
Amazing how you got to cum inside her pussy as she also came as a first fuck with her. She sounds like a sexy girl
hot story
Very, very hot. Long story, but every word was worth reading.