Ladies, what's the sluttiest night you've had

Don't know if it's the sluttiest night I've had, though I've had some very memorable ones. This one one night happened at a friends party while I was single. In my little cocktail dress and having a good time, drinking and flirting with lots of people. I found out the friend that owned the house was going through a bit of a dry spell after a bad break up. I had also learned from others he had a bit of a crush on me. So after staying all night and helping to clean up a bit, I disappeared into his bedroom, undressed and lying on the bed, waiting. He came in, I was spread, fingering and playing with my nipples. His face dropped. I hold him to undress, and join me. I was offering him a "mercy fuck", his for the night. Anything he wanted to do, all night long. He was hard as he undressed and came over to me. We fucked all night long and I allowed him things that he said his ex wouldn't do. Our last fuck was in the shower together, then I dressed and left.
That's hot; thanks for sharing. Your Literotica title ("MILF Loves To Please") seems quite apt. ;)
 
Not my sluttiest night, but a true life night that happened last week. Working away from home, 10.30 at night, phoned hubby, said goodnight. Went outside hotel for a ciggie. Started chatting to a guy who was also there. He was 25 , I'm 42. After a drink or two, got a bit closer and he suggested we went upstairs. Went to his room, he removed his trousers and down came my panties. Followed was the most amazing oral sex, anal and subsequent great fuck without benefits. Kissed goodnight, only know his first name and it goes down in history as one of the best one night stands ever! :)
 
Not my sluttiest night, but a true life night that happened last week. Working away from home, 10.30 at night, phoned hubby, said goodnight. Went outside hotel for a ciggie. Started chatting to a guy who was also there. He was 25 , I'm 42. After a drink or two, got a bit closer and he suggested we went upstairs. Went to his room, he removed his trousers and down came my panties. Followed was the most amazing oral sex, anal and subsequent great fuck without benefits. Kissed goodnight, only know his first name and it goes down in history as one of the best one night stands ever! :)

I can't begin to imagine the sluttiest or any sluttier night of yours ;)
 
It involved 8 mature married clothed women and one gorgeous completely nude young teenage stud with a very long and excited cock, ha
 
Love it. I often dreamt about that when I was 18- never knew it could actually happen.
 
School days.(stolen from home) whisky party.really tipsy and horny.anal with two guys.one after another. may be two or three times each.walked funny stoop for two days.with held visit to toilet for a day.If any one noticed,they didnt ask.

I would love to help you relive that day.
 
Not my sluttiest night, but a true life night that happened last week. Working away from home, 10.30 at night, phoned hubby, said goodnight. Went outside hotel for a ciggie. Started chatting to a guy who was also there. He was 25 , I'm 42. After a drink or two, got a bit closer and he suggested we went upstairs. Went to his room, he removed his trousers and down came my panties. Followed was the most amazing oral sex, anal and subsequent great fuck without benefits. Kissed goodnight, only know his first name and it goes down in history as one of the best one night stands ever! :)

Very impressive, thanks for sharing

John
 
Naughty night

This is a great thread! Lol. Naughtiest night ever (if I have to pick one) was when I helped a friend set up a birthday present for her boyfriend, like every guy (and some women) he loved porn and always wanted full out porn sex, which we had more or less done on a few occasions but this time for his birthday we did something special, and by special I mean dirty, lol.

We surprised him by being dressed more or less the same, thigh highs with hook ups and matching bra, panty sets, mine was pink, hers was black. We had lots of slutty make up one, hair done, the whole works.

He was very pleased to say the least, after 20 minutes of the usual double blowjob my friend was licking my pussy while he fucked her from behind, she looked back and told him to put it in her butt, he was ecstatic and couldn't hide his excitement.

After a few minutes of watching my friend wincing in discomfort (she doesn't do anal often) she gave me the sign to give him his real surprise, I got up and crawled over to him, pulled his cock out of her ass and started sucking it, my friend turned around and joined in, the look on his face was priceless!

Then we switched positions, he started looking for a condom like usual but she told him he didn't have to this time (as planned), again he was grinning ear to ear, he did me in the butt while I licked her, you could tell he was just waiting to put it in our mouths again, which he eventually got to, and again he moaned loudly and couldn't believe his eyes.

For the next hour he was like a kid in a candy store, taking turns on us over and over until he couldn't handle it anymore and had to cum, in true pornstar fashion we knelt down in front of him and let him cum all over our faces, we even kissed after for him.

We joked after that neither of us even got to orgasm, he basically just did us in the butt the whole time, lol, but I didn't mind because she's a good friend and he's a sweet guy, and it was all about him that night.

I like anal, and don't even mind sucking cock out of my ass but god I hate the enema prep! It's awful, lol, I don't know how pornstars do it on a regular basis!

Anyway that's one of probably 3 or 4 contenders for naughtiest night...
 
Oh dear, I was SUCH a slut in my younger days it's almost embarrasing to recall. I did some humiliatingly slutty things at the behest of my former Master when I was his sub in my early 20s...walking into upmarket bars or country clubs in a tiny stretch lycra dress, high heels and no underwear with instructions not to go back until I had managed to get a man to fuck me. Usually my best bet was the bouncer or security guy who ended up escorting me off the premises!

I was the piss-whore at my Master's piss party once, in a lock-up industrial unit he rented with a plastic sheet on the floor and a few of his particular friends. First they came over me, then they washed off the cum with their piss.

I had a few ONS when young, silly and on the Pill, and not always safely although thankfully I got away unscathed, purely by luck not judgement. I once let a bloke blow his load inside me in the back alley of a pub within fifteen minutes of meeting me. He started chatting me up, told me I had nice legs then said "there's only one thing missing that would make them perfect" and when I asked him what that was, he replied "my spunk running down them". Three minutes later we were outside with me bent over an industrial bin, my dress up over my hips and him behind me balls-deep in my cunt (I wasn't wearing knickers - I'd gone out to get fucked) and after about five minutes of vigorous pounding he shot his load against my cervix and proved his point shortly after that.

Best chat up line ever! :D
 
Oh dear, I was SUCH a slut in my younger days it's almost embarrasing to recall. I did some humiliatingly slutty things at the behest of my former Master when I was his sub in my early 20s...walking into upmarket bars or country clubs in a tiny stretch lycra dress, high heels and no underwear with instructions not to go back until I had managed to get a man to fuck me. Usually my best bet was the bouncer or security guy who ended up escorting me off the premises!

I was the piss-whore at my Master's piss party once, in a lock-up industrial unit he rented with a plastic sheet on the floor and a few of his particular friends. First they came over me, then they washed off the cum with their piss.

I had a few ONS when young, silly and on the Pill, and not always safely although thankfully I got away unscathed, purely by luck not judgement. I once let a bloke blow his load inside me in the back alley of a pub within fifteen minutes of meeting me. He started chatting me up, told me I had nice legs then said "there's only one thing missing that would make them perfect" and when I asked him what that was, he replied "my spunk running down them". Three minutes later we were outside with me bent over an industrial bin, my dress up over my hips and him behind me balls-deep in my cunt (I wasn't wearing knickers - I'd gone out to get fucked) and after about five minutes of vigorous pounding he shot his load against my cervix and proved his point shortly after that.

Best chat up line ever! :D


I think we may have a winner!!!
 
Oh dear, I was SUCH a slut in my younger days it's almost embarrasing to recall. I did some humiliatingly slutty things at the behest of my former Master when I was his sub in my early 20s...walking into upmarket bars or country clubs in a tiny stretch lycra dress, high heels and no underwear with instructions not to go back until I had managed to get a man to fuck me. Usually my best bet was the bouncer or security guy who ended up escorting me off the premises!

I was the piss-whore at my Master's piss party once, in a lock-up industrial unit he rented with a plastic sheet on the floor and a few of his particular friends. First they came over me, then they washed off the cum with their piss.

I had a few ONS when young, silly and on the Pill, and not always safely although thankfully I got away unscathed, purely by luck not judgement. I once let a bloke blow his load inside me in the back alley of a pub within fifteen minutes of meeting me. He started chatting me up, told me I had nice legs then said "there's only one thing missing that would make them perfect" and when I asked him what that was, he replied "my spunk running down them". Three minutes later we were outside with me bent over an industrial bin, my dress up over my hips and him behind me balls-deep in my cunt (I wasn't wearing knickers - I'd gone out to get fucked) and after about five minutes of vigorous pounding he shot his load against my cervix and proved his point shortly after that.

Best chat up line ever! :D
The only thing you left out to be super slutty is scat.
 
Once I sucked off a guy in the changing room of a store in a mall. He shot his cum on my face and then challenged me to get home without cleaning up. I took up the challenge and walked out of the mall to the parking lot with the cum on my face and neck and drove back to my building. Then I walked upto my apartment with the dry cum still on my face. I am not sure how many people in the mall noticed the cum on my face because I personally did not look at anyone and had just waked out looking at the floor. However in the elevator of my building I was stuck with a guy who stared at my face and even smiled at me. This made me so horny that the moment I stepped back in my home, I fucked myself with a dildo.
 
Once I sucked off a guy in the changing room of a store in a mall. He shot his cum on my face and then challenged me to get home without cleaning up. I took up the challenge and walked out of the mall to the parking lot with the cum on my face and neck and drove back to my building. Then I walked upto my apartment with the dry cum still on my face. I am not sure how many people in the mall noticed the cum on my face because I personally did not look at anyone and had just waked out looking at the floor. However in the elevator of my building I was stuck with a guy who stared at my face and even smiled at me. This made me so horny that the moment I stepped back in my home, I fucked myself with a dildo.

Fancy what goes on in Thailand :D :devil:
 
There were six strippers at my bachelorette party, held in a hotel suite. Things got really out of hand ... to make a much longer story short, I ended up in bedroom with two of them and had sex with both.

It's either that or a party I was at in college ....
 
There were six strippers at my bachelorette party, held in a hotel suite. Things got really out of hand ... to make a much longer story short, I ended up in bedroom with two of them and had sex with both.

It's either that or a party I was at in college ....

Oh do tell! And long stories are delicious.
 
One night I was in a hotel on a business trip, and I'd had a few drinks. I posted an ad on Craigslist asking for guys to come to my hotel room and cum on my tits. I got hundreds of replies, and ended up having the best seven respondents come over and use me as they pleased. I got my ass drilled like crazy that night.

Another time, my "Daddy" had a party and set up a makeshift gloryhole in the back room. I was the gloryhole whore for the whole party. I sucked off like 20 of Daddy's friends that night and swallowed all their cum. Then, when most had left, Daddy let two of them buttfuck me in the shower. I took it like a good girl.
 
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