Your sluttiest moment.......

It's pretty tame compared to some of the moments here, but I did make out with two beautiful women within the same day. One involved blowjobs and eating pussy.
 
I think it depends on what each of us define as 'slutty'. If it makes me blush to think of this day, then for me, it was pretty racey.
 
This is one of mine.

The dirtiest or sluttiest thing I've done. My Jr year of high school at the Homecoming bonfire. I arrived wearing a short, I mean if I bent over anyone would get a good peak short, clingy silk black skirt. With a long sleeve shirt. The shirt looked like it should have been a button up shirt, but instead of buttons it had a string tie front. I left the tie open far enough to get a nice view from my neck all the way down to my navel. I stalked my target carefully, I was going after Kevin, one of the cheerleaders ex-boyfriends. Once I found him I walked up behind him wrapping my arms around his waist. Pressing my tits into his back, while I slipped my hand into his shorts. Kevin I quickly discovered wasn't wearing any boxers or briefs. I stood there for a few minutes stroking him while we stood in the middle of a very large portion of our high school class and staff. There was no way he thought I was Kelly, she was a good 7 inches taller than me, but he didn't move or say a word. I waited until I saw Kelly walking up to whisper in his ear. I asked him if he'd like to go to the fire escape with me and have some fun. We walked away with Kelly following. When we got to the fire escape stairs I stood on the second stair and put my leg up on the railing. I wasn't wearing anything under that skirt. Kevin went down on me right there with Kelly watching. I made sure she heard it when I came. I had him move up to the stair above me and pulled his shorts down just far enough that I could suck and stroke him without them being in my way. I lead him to the top of the landing and slipped a condom on him. He bent me over the railing and rammed his cock into me. We fucked hard for a good 30 minutes, but when we were done Kelly was still standing there. Swear she would have gone after me if she thought she had a chance, I'm just amazed she wasn't smart enough to start screaming and carrying on to get someone from the staff over there. I figure either she enjoyed watching or she was so pissed she couldn't think straight.

Two weeks before that at a party I walked in on Kelly trying to maul my boyfriend at the time. Kevin found out about it and dumped her and she'd been trying to get him back, so the bonfire was my payback. Revenge should never be served cold, it should be served hot and wet. =P
 
Very nice. I like the say you thing, extracting both revenge and pleasure for yourself. Was he a better lover than your bf?

This is one of mine.

The dirtiest or sluttiest thing I've done. My Jr year of high school at the Homecoming bonfire. I arrived wearing a short, I mean if I bent over anyone would get a good peak short, clingy silk black skirt. With a long sleeve shirt. The shirt looked like it should have been a button up shirt, but instead of buttons it had a string tie front. I left the tie open far enough to get a nice view from my neck all the way down to my navel. I stalked my target carefully, I was going after Kevin, one of the cheerleaders ex-boyfriends. Once I found him I walked up behind him wrapping my arms around his waist. Pressing my tits into his back, while I slipped my hand into his shorts. Kevin I quickly discovered wasn't wearing any boxers or briefs. I stood there for a few minutes stroking him while we stood in the middle of a very large portion of our high school class and staff. There was no way he thought I was Kelly, she was a good 7 inches taller than me, but he didn't move or say a word. I waited until I saw Kelly walking up to whisper in his ear. I asked him if he'd like to go to the fire escape with me and have some fun. We walked away with Kelly following. When we got to the fire escape stairs I stood on the second stair and put my leg up on the railing. I wasn't wearing anything under that skirt. Kevin went down on me right there with Kelly watching. I made sure she heard it when I came. I had him move up to the stair above me and pulled his shorts down just far enough that I could suck and stroke him without them being in my way. I lead him to the top of the landing and slipped a condom on him. He bent me over the railing and rammed his cock into me. We fucked hard for a good 30 minutes, but when we were done Kelly was still standing there. Swear she would have gone after me if she thought she had a chance, I'm just amazed she wasn't smart enough to start screaming and carrying on to get someone from the staff over there. I figure either she enjoyed watching or she was so pissed she couldn't think straight.

Two weeks before that at a party I walked in on Kelly trying to maul my boyfriend at the time. Kevin found out about it and dumped her and she'd been trying to get him back, so the bonfire was my payback. Revenge should never be served cold, it should be served hot and wet. =P
 
Very nice. I like the say you thing, extracting both revenge and pleasure for yourself. Was he a better lover than your bf?

It was a long time ago and I only had sex with him once. That isn't enough for a true comparison, in my opinion.
 
It was a long time ago and I only had sex with him once. That isn't enough for a true comparison, in my opinion.

I can understand that. I mean only once you can't really tell and also the one time can be hotter given the circumstances.
 
Exactly, the circumstances played a large part in it I'm sure.

have you enjoyed similar experiences where you get worked up like that and then have a one time thing with someone. I imagine you must have been quite aroused before you even started, knowing what was going to happen.
 
As requested :p

In case I want to post in this thread again I've decided to go in chronological order so here is my sluttiest moment as a 16 year old

I suppose it was more a series of moments really.

I went to a convent school from the age of 12 to 17. In the last two years of school there was some mixed classes with the local boys school. A few of us girls went to their school for physics and some of the boys joined us for biology class (I'm sure noone considered the irony of this!!!)

Anyway.............I was in the middle of a hot and heavy "relationship" with one of the boys in the biology class. My parents were pretty strict during school term and sneaking out is hard to do when you live in the country and it would involve someone picking you up at the end of the drive so we were left with making out sessions at lunchtime which just weren't doing it for me :devil:

So one day I pulled him aside before class and dragged him into one of the bathrooms which I knew was rarely used and we had fun until the bell rang..........started out with a blow job and ended up with me straddling him with his hand over my mouth to keep me quiet

Happened a few more times, once with a teacher walking in but we didn't actually get caught. Then I got bored and moved onto an older guy........
 
have you enjoyed similar experiences where you get worked up like that and then have a one time thing with someone. I imagine you must have been quite aroused before you even started, knowing what was going to happen.

Not really no, that's the only "one night stand" I've ever had. I can remember the name of every person I've ever slept with.

It was rather stimulating getting all dressed up knowing I had a plan already.
 
Not as slutty as my previous post I don't think, but I could be wrong.

My friend Molly and I were actually joking around tormenting one of my brothers friends.

Brandon had been following us around for hours, we were all at a party at my brothers place. Pretty sure I was 20 at the time, and Brandon had been my fuck buddy whenever we had an itch for 6 months or so. Molly and I had been friends for years, and I had never looked at her in a sexual way before at all, but we went into the bathroom off the guest bedroom that was reserved for me when I slept over. We talked about Brandon for a bit and I told her about his typical male lesbian fantasies. We just kind of looked at each other for a bit and suddenly we were taking each others shirts off and kissing. Brandon got impatient waiting for us to come out and burst into the bathroom during our sudden grope fest. He stood there watching for a bit and then suggested that the bed would be more comfortable. Molly and I were stripping fast as we headed for it. Eventually we ended up in a wonderful 69, my ass was in the air and my face was buried in her pussy; licking, sucking, and fingering her while she returned the favor. Brandon was sitting in the chair watching jerking off, I moved Molly's hand away from my wet cunt and had her slide to the end of the bed. I looked over my shoulder and grinned at Brandon telling him to come fuck me hard. His fantasy inspired the moan fest going on so I figured it wouldn't be nice to exclude him. He fucked me from behind while Molly attacked my clit, his thrusting was pushing me down harder onto Molly's tongue. I slid another finger into her, sucked her clit into my mouth, bit down gently and flicked my tongue over it and she came all over my fingers. I've been bi ever since.
 
Kuvi_Wildwolf, I'm pretty sure Brandon loved every sec of that! How did you feel after about it?
 
Sending a pair of used undies to an ex (that cheated one me)after making love to someone else
 
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Harsh!

Sending a pair of used undies to an ex after making love to someone else

What would your ex do with them? Cry and use them to wipe his tears, or sniff them and have a crafty wank, while thinking about you getting fucked hard by another bloke?
 
hm sounds like you just LUV sex and enjoy being watched perform!!.....can I watch too!! lol:D


Not as slutty as my previous post I don't think, but I could be wrong.

My friend Molly and I were actually joking around tormenting one of my brothers friends.

Brandon had been following us around for hours, we were all at a party at my brothers place. Pretty sure I was 20 at the time, and Brandon had been my fuck buddy whenever we had an itch for 6 months or so. Molly and I had been friends for years, and I had never looked at her in a sexual way before at all, but we went into the bathroom off the guest bedroom that was reserved for me when I slept over. We talked about Brandon for a bit and I told her about his typical male lesbian fantasies. We just kind of looked at each other for a bit and suddenly we were taking each others shirts off and kissing. Brandon got impatient waiting for us to come out and burst into the bathroom during our sudden grope fest. He stood there watching for a bit and then suggested that the bed would be more comfortable. Molly and I were stripping fast as we headed for it. Eventually we ended up in a wonderful 69, my ass was in the air and my face was buried in her pussy; licking, sucking, and fingering her while she returned the favor. Brandon was sitting in the chair watching jerking off, I moved Molly's hand away from my wet cunt and had her slide to the end of the bed. I looked over my shoulder and grinned at Brandon telling him to come fuck me hard. His fantasy inspired the moan fest going on so I figured it wouldn't be nice to exclude him. He fucked me from behind while Molly attacked my clit, his thrusting was pushing me down harder onto Molly's tongue. I slid another finger into her, sucked her clit into my mouth, bit down gently and flicked my tongue over it and she came all over my fingers. I've been bi ever since.
 
green eyes wide

I appreciate everyone's stories.....damn, makes me hard to know there are so many slutty women out there. One of my sluttiest moments was recently when I went to a University conference for work...I advertised on the internet for someone to play with that night and to my delight got a response from a 19 year old. We met at a line-dancing bar, where I identified her by her hat. She was short. voluptuous, red-haired with green, intelligent eyes and a killer smile....she was wearing short jean shorts, a tight t-shirt that accentuated her breasts, and boots. When we talked I could not belive her confidence and my good fortune...i am 50 and good-looking, but she seemed out of my league. We quickly left for my hotel...i sent her up first for propriety's sake and she met me with a smile at my door, still fully clothed....

We sat down on the sofa and talked while I took her boots off....her legs were heavy, smooth, sexy...her feet were dirty so i went and warmed a washcloth and washed them.....while I was returning with a towel she said that she was much more comfortable without clothes, did I mind? I think it was a rhetorical question....

I took her face in my hands and kissed her hard.....we spent the next several minutes kissing, undressing...her breasts were gorgeous, full, pale nipples...she moaned when I sucked on them as I put my hands down her shorts and found she wasn't wearing underwear....I stood up and she went to her knees, took my cock in her hand and began sucking me, cupping my balls and humming...i almost shot my load right then at the sight of this beautiful college girl with my cock down her throat.....I pushed her back on the sofa and knelt between her legs...she had just a small patch of hair over a naked pussy, the lips pink and swollen...I lcked her and finger fucked her to her first orgasm.....then brought her to the bed, turned her over, straddled her ass with her legs together, and fucked her tight wet pussy hard until she started to buck.....she was loud, begging me to let her cum...I told her no, she had to wait, all the while fucking that pussy and slapping her ample, firm ass...then said yes, baby, cum all over my cock....she screamed and came hard, making me shoot my load deep inside her...

Over the next two hours i fucked, licked and suked her to several orgasms...what sticks in my mind is how those lovey green eyes would go wide with surprise when she was about to climax.....makes me hard just remembering.
 
As many of you have noted, one memory leads to another....
Was remebering a few years ago hooking up with a very hot, sexually frustrated lawyer online.....she was a petite, voluptuous blonde and a triathelete, so even at her age (49) she had the legs, butt, flat stomach and breasts of a 20 year old....easilly the hottest looking woman in my experience...she called me to meet her at a carwash....she was wearing nice slacks and blouse and high heels, I in my jeans, boots and hat....we slipped into the unisex bathroom, locked the door, and attacked each other with hungry kisses...she put her hand right on my cock and I slipped my hnad down the front of her pants to find her pussy sopping wet.......she managed to get on leg off and my pants down around my ankles before i picked her up, pushed her against the wall and pushed my cock deep in one stroke.....she gasped, moaned, and hoarsely in my ear begged me to fuck her hard.....i was afraid of hurting her as hard as I was slamming her against the wall with every thrust, but she just egged me on so much with her words and the motion of her awesome hips that I was beyond caring.....she exploded in climax, saying "oh fuck, shit, I am cumming"....which just made me lose control and shoot my load. We escaped detection, had a hot thing for awhile and then almost got caught.......damn, she was hot.
 
Here you go - this is one of my based on fact stories here on Literotica - needless to say it was an amazing, slutty night...

I was missing my hubby. He'd been on a work trip and wasn't due back for another week. The kids were having sleepovers, and I was home alone. I rang Tracey but she was out, so I decided to get dressed and go out alone. The bar I went to was one of those delightful old fashioned ones with a separate lounge, a billiard room and an open area with table and chairs. I stood at the bar and ordered a drink, a midori and lemonade. Then I slowly took a look around and sat down near the window to check out the patrons. There were two young guys on barstools. Nothing special. In the corner a middle aged guy was very smoochy with a younger woman. She was gorgeous but he was rather strange looking. He was also covered in large gold jewellery and was wearing sunglasses! At another table four blokes who looked like tradesmen were well into the booze. One of them raised his glass to me and the others burst into laughter. I just winked and looked away, enjoying the attention. The billiard room was sectioned off by a bamboo curtain, but I could see that inside there were a number of men playing on the two tables and sitting on the stools round the outside.

Just as I was scanning the billiard room two young cute girls came in. They can't have been more than eighteen or nineteen. They were actually very cute and the bisexual urges in me suddenly began ticking when they leaned against the bar and I caught a glance at their pierced belly buttons sticking out from their low cut hipster jeans. It didn't take long for the guys sitting at the table nearby to try to chat them up. Drunk as they were, these blokes thought they were in. I watched in amusement as the young girls teased them very well. They reminded me of myself a few years earlier, when I would absolutely tease the shit out of anything with a cock. The girls danced with a few of them, but when they got a little out of hand, they decided to leave for their own safety. That left only the young woman with the older guy, all the men, and me.

One of the drunken guys came over and asked me to dance. I smiled back and took him up on his offer. I was feeling nice and relaxed and I loved dancing, so I thought, "What the heck - live a little." Besides, I didn't mind the chance to flirt and show off a little either. As we hit the floor, Kylie Minogue's "Can't get you out of my head" came on. My favourite sexy dance song! I bumped and grinded with this young hunk all through the song. My hips and arms were writhing everywhere, and this poor young fellow had no chance of keeping up with me. In fact, I really danced alone, knowing that most of the guys were watching me. I glanced towards the billiard room at the back and noticed that a few of the guys playing in there were also watching through the bamboo curtain.

When the song ended, another of the young blokes came out and took his mates place. This was a slower song, and he took command straight away. He grabbed my arms and threw them round his neck. He then grabbed me by the hips and began to slowly grind his pelvis into mine. He was a large man but I had trouble feeling his cock against my pussy, even though I knew he was getting hard. Strange isn't it...sometimes the biggest guys have the smallest cocks! By the third song, two guys came out at once and took the place of the tall guy. They were both reasonably short, but stocky. The song was a modern one of those female rapper things. The guys obviously knew it because they were singing along with the words and moving really well. I was sandwiched between them, and within seconds I could feel the double-pronged assault of two hardening cocks - one pushing against the material of my miniskirt, and the other pushing into the crevice of my ass at the back. It was a very horny experience!

I noticed with interest that the sleazy older guy with the jewellery and the young woman was not paying her much attention. Instead, he was eyeballing me dancing with the two youngsters. I blew him a kiss as I let me hands run down the thighs of the guy pushing into me from behind. My tongue snaked its way around my ruby red lips and I knew I had him hooked! Fuck I love teasing men I thought to myself as the song ended. I blew all the lads a kiss and returned to my stool at the bar. All that dancing had made me thirsty. I ordered another midori, and then took a long slow sip. As I was sucking through the straw, a man appeared to my right holding a billiard cue. "Fancy a game?" he asked. Now those of you who know me well know that I love playing pool and am actually quite a reasonable player.

"Sure, why not" I replied, and grabbed my drink before following him into the back room through the curtain. As I entered a man wolf whistled. I stopped dead in my tracks and looked him in the eye. "Like what you see?" I snarled at him.

"Hell yeah!" he replied grinning.

"Well take a good look honey - cos that's ALL you'll be doing!"

With that his two friends laughed and playfully punched him in the arm at my response. The guy I was with racked the balls and then smashed them from the break. Nothing fell in. I potted a big ball and smiled towards him after missing the next shot. "Looks like you've got small balls" I said as I winked and giggled. Again several of the other guys in the room laughed. I looked round as I waited for my turn again. There were eight men and me in the room. When it was my next shot, I decided to make it interesting. "What are we playing for?" I asked the guy sitting on the stool that was playing me. "How about drinks?" he replied. "Hmm, not pants??" I teased as I wiggled my short skirt in his direction. "If you like - pants it is then" he said. I smiled and spun around, giving him a great view up my thighs as I played the next shot. I was wearing a small thong underneath - the kind that when you bend over in a miniskirt, the guy usually can't decide if you are or aren't wearing any panties.

I took a few extra seconds lining up the shot, knowing that I was getting him going... it was great fun. Only women can understand the power of your body as a magnet. I was revelling in the attention I knew my ass was getting as I struck the ball. Unfortunately it missed. I went on teasing and flirting with all the guys in the room until it dawned on me that I was losing! In fact, the guy I was playing slotted in his last ball and was now on the black when he turned to me and said, "Remember our bet?."

Just as I was about to speak, he whacked the black ball into the corner pocket and the whole room cheered! It was a slightly scarey situation I found myself in. The flirting and teasing had turned me on. I was a little hot and moist, but I had only been teasing them. I had no intention of doing anything like taking off my pants. In fact, I suddenly concluded that it was probably about time I got out of the bar and went home. "Well played" I said to the guy who had beaten me. I kissed him on the cheek and went to leave. "Where the fuck do you think you're going?" he snarled as he grabbed my arm firmly. "A bet's a bet - and you owe me your pants...you teasing bitch. Did you think you could parade around here making cocks hard and not give us what you promised in my bet?"

"I, I, I..." He spoke before I had a chance to answer. "Get them off now, before I rip them off." I knew he was serious, so I tried to break free and run.

As I struggled with him, two more guys jumped up and grabbed me. They then threw me onto one of the billiard tables and I was held down. The bloke I had lost to reached under my patent leather mini and took hold of my g-string knickers. "Boys - I believe this was the bet" he said before tearing them off my ass in one simple move. The roar of approval was unanimous as he held them triumphantly to the sky. "Yeeeaaahhh!" he shouted.

I was hoping like hell that that was all they would do. But alas I was too optimistic. The two guys holding my arms didn't let go. In fact they called to the other guys to come and get a piece of me. I knew I was then in trouble, so I started to scream. "HHHheeeee." My scream was stifled by the fingers of the guy who had beaten me. He shoved them in my mouth and used his other hand to unzip his jeans. He took out an already hard cock, and without any lubrication (although none was needed as I was sopping from all the flirting and teasing!) he pushed his cock inside me in one go. I was being fucked on a billiard table in a bar in front of heaps of guys as two men held me down. Technically it was rape, but I knew the judge would not be sympathetic to my case given the circumstances. Why was I there alone? Where was my husband? Why was I dressed in micromini, heels and a skin tight singlet top? Why had I bet my panties?...etc, etc!

I decided to try to get out of this the best I could, and so stopped struggling too much - in the hope that they would at least not hurt me. I was also hoping that once this guy had fucked me, they would let me go. I was wrong on the second count. As soon as I felt the guy fucking me cum, he pulled out and wiped his cock on my thigh. A second guy moved in and took his place, and I knew that I was going to be gang-banged. I had been a willing participant in several gang-bangs before, and loved the feeling of many hard cocks one after the other. However, this was slightly different. The second guy was hopeless. He only lasted about a minute before he pulled out and shot his cum all over my skirt that was pulled up around my hips. When he'd finished, he moved up and offered me his cock. I sucked on it briefly and then bit it as hard as I could! *Slap* He struck me, and was about to again when a well-built older guy grabbed him and said, "enough - we all want a go, so get off and move along pal." Funny as it may seem, I felt a strange feeling of warmth for the guy who had stopped him. My feelings for him were to increase even more when it came to his turn to fuck me.

The four men prior to him were rough and hasty, and just used me for a cum. But the guy who saved me kissed me deeply on the lips before pushing inside me. I responded to him like I had not responded at all so far. I pushed my tongue inside his mouth. He paused for a moment then returned the tonguework. My eyes nearly popped out of my head as he was pushing inside me because he kept on going. I thought he was going to split me in two. I have no idea how large he was, but this guy was very long! I was desperate to get out of the bar but this fuck was worth all the trouble! He was sensational. I went from being raped to begging for it in three short minutes! The guys holding my arms let go as they realised I was starting to enjoy myself. In fact, I reached out and asked for their cocks as my body shook up and down with the force of this wondrous fucking machine that had rescued me a few minutes earlier. I looked u and noticed that the barman was standing in the doorway. He was openly masturbating his cock as he watched me being fucked. He must have locked the door.

My ravaging went on for about ten full minutes before I had the need to climax. "OOoh yessssss" my stud said, "I'll cum with you baby!!" With those simple words I exploded into am orgasm matched only by the massive spurt of cum that shot it's way into my pussy. I was shaking and writhing trying vainly to get more of that cock inside me as I came and he did too. He can't have cum for ages because I swear he filled my pussy with a gallon of goo! He slowly pulled out and kissed me gently on the lips once more.

He whispered "thanks honey" in my ear and then carefully scooped me up in his arms. A couple of young guys who hadn't yet had their turn began to protest, but were quickly silenced when my captor clenched a fist and shook it in their direction. He carried me out of the back room and set me down near the bar. He poured me a drink of water and offered it to my lips. I sipped on the cool liquid and thanked him. He walked me to my car and I drove home with terribly mixed emotions about what had just happened.
 
Riding home from Austin today I got sleepy, so I reclined the seat to take a nap. I was wearing a mini skirt and it rode up so my thong was showing, but I wasn't worried since I was in a car.

After about 15 minutes, hubby threw a blanket over me. He said trucks were passing and then slowing down trying to look at me, and I was going to cause a wreck. :eek: :D

which highway? I was traveling to Austin.. probably would have missed the view anyhow.. I was in a car.. traveling in the wrong direction..
 
Being on some dark alley off Bourbon St...getting a bj from some girl I just met
 
Fuuuuuck!

I'm horny as hell and it's been months since I've had a slutty moment!
You have inspired me again good people.
I'm back in the game! xo
 
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