Gentlemen, what are your sluttiest moment?!

[soflabbwlvr]

There were so many, it's hard to pick out a winner. I'll go with this one, which I've mentioned in other threads previously. It fits here as well, so here goes:

I had just turned 22. It was my last year of college, and my housemates and I were throwing a party. A good crowd showed up, the house was packed, the music was rocking and we had plenty of beer. I scored some coke for the evening, and that put things over the top.

A girl I knew from two classes showed up. She lived down the street from us. I had always been friendly with her, but I was never attracted to her sexually. She just wasn't my type. She had three gorgeous housemates, however, so I was happy that she came. Unfortunately, she didn't bring any of those girls. I didn't know the girl that was with her. She had short dark hair under a floppy beret, freckles, huge eyes, and an even bigger smile. She was a little on the chubby side, and I was hot for her the second we were introduced.

Well, I circulated through the crowd for a while, and eventually ended up talking to her near the stairs. I asked her if she wanted to do a few lines, and of course she said yes. We went upstairs to my bedroom, and I pulled out my coke. We did some lines, and then started kissing. I reached under her baggy sweater and found that she was hiding two enormous tits. She reached for my zipper and pulled out my cock, while I started sucking on her nipples. I unfastened her jeans and pulled them to her ankles. I spread her thighs and started licking her juicy fragrant pussy. In no time I was inside her. We fucked like rabbits for about 10 minutes. She told me she was on the pill, so I shot my load inside her. We held other for a second, and then I pulled out the coke and we did some more lines.

She wanted to fuck again, so she went down on me to get me hard. She didn't need to do that; my erection never went away. I let her suck it for a minute, and then I crawled between her legs again. I entered her missionary style. I pumped several times, and then I got an idea. I pulled out, placed the tip of my cock against her asshole, and pushed. Her eyes got huge, but she didn't tell me to stop. I slowly pumped in and out several times, working it a little deeper with each thrust. It took about five minutes to get it all the way in.

This was my first butt sex. A previous girlfriend had tried, but couldn't do it. Linda was up to the challenge. I savored the feeling for a few minutes, and then started fucking her slowly. She was never in distress, but I don't know if she ever got completely comfortable. She did seem to enjoy it, although not nearly as much as I did. I fucked her ass for about 10 minutes, and then blew my second load of the night in her rectum.

I pulled out, and we started to get dressed. Then she said to me "don't tell anyone about this. My boyfriend will kill me." She went downstairs first. I did another line and then followed. Later that night I saw her with her boyfriend. She gave me a nervous look, and then turned away. I just smiled.

Later that night, as the party was winding down, I found myself talking to a girl I knew named Laura. Laura lived in a house on the other side of campus. We referred to her and her housemates as "the nurses." Four of the five women were nursing students we had known for the past four years. They always attended our parties and we always attended theirs. There was a lot of cross-pollination going on between our houses, but somehow I had never hooked up with any of them.

Anyway, I escorted Laura home. Once back at her place we got undressed and finished off my coke. I had cum twice earlier and so I knew that even though I would be able to get it up, it was going to take some time. So I did what I always do--I went down on her. She went crazy. I think it was the first time anyone had ever licked her pussy, or at least anyone who knew what they were doing. I licked her to countless orgasms, and then she finally grabbed my hair and pulled my face away. She pushed me onto my back and mounted my cock. She then fucked me like no woman ever had before. She didn't really slide up and down my shaft very much; rather, she just ground her clit against my pubic bone. I don't know how many times she got herself off that way--it seemed like one continuous orgasm. She rode me like that for about half an hour, then rolled off me. I crawled between her thighs and fucked her until I came. We then slept, but in the morning we picked up where we left off. I finally left around 2 or 3 in the afternoon.

 

[prdigy666]

I was 19 years old, 2002 while I was stationed in Germany. Went to Oktoberfest in Munich with a friend of mine. Met up with a bunch of college students who were there. Hung out, drank our asses off, finger fucked one of the girls in the beer hall right at the table while her friends were sitting around us. Switched to her friend, ended up watching her make out with her friends (I may or may not have coaxed that situation) then went back to her room and fucked. When she passed out, I got dressed, met my buddy at a club and went home with a girl from California. Fucked, slept in her room and caught the train back to base the next morning.

It should be noted that we went there and every hotel was booked for the weekend. Going home with somebody was the only way I was sleeping warm for the night hahahaha

 

[jonpatato]

Not one particular time but several. I have eat. Fucked and been sucked by women i just met.

 

[jomar]

?...

I think you can probably multiply the number of guys a girl says she has slept with by about 4 to get the real number. LOL

Ha! That was certainly the case with my lover. Comments she dropped didn't add up and we had a grand time getting to the truth. Pussy spanking was involved.

 

[Mooket]

Ha! That was certainly the case with my lover. Comments she dropped didn't add up and we had a grand time getting to the truth. Pussy spanking was involved.

Sometimes the women didn't want to hurt men's feeling; and men just like to brag....

 

[UhlBWett]

I once fucked............

A big titted, blonde haired high school friend who later married my best friend, then had my future wife suck me off with the scent of the first chick still fresh on my cock before she went to work. I then went home and showered and headed to the bar. I ended up fucking the barmaid in her car in the parking lot after closing time. Three different partners in 12 hours. I was such a whore when I was 20!!!!!!

 

[lustatsea]

I suppose my sluttiest day began with visiting the booths at the back of an adult shop one day after dropping my gf off at work---my first time visiting the booths. After a few minutes lazily stroking to a vid I realized a couple guys were watching me through a gap in the poorly constructed door. At first, I was a little weirded out, but then warmed to the show. I adjusted my position to expose more of my cock and balls and continued. Soon after I came I heard both the guys getting noisier and looked through the gap to watch them stroke each other off, cumming on the floor. They thanked me and walked out. I then cleaned myself and left too. It was still early in the day so I dropped by an ex-gf's loft apartment nearby, knowing that she was having trouble getting any satisfaction out of her boozer bf. She had worked the late shift and crawled back into bed after letting me in. I was soon perched on her bed describing what had just happened in the booth. As I talked I realized she was masturbating. She had, she confessed, fallen asleep playing with her vibrator and had it under the sheet with her. Before I could think through all that was happening, she was on her side sucking my dick, her legs wide, as I fucked her with her vibe and looked down at the hot sight. Having just came, I held on long enough for her to orgasm twice before I erupted into her mouth. After I came, she beckoned me to lean in for a kiss...and then passed my load into my mouth. I was not altogether caught off guard as this had been something we did when we dated. We kissed and shared my cum, then I left, the taste of myself on my lips and the smell of her pussy on my hands. With another couple hours before my gf finished her morning shift, I returned to the booths and jacked off for another guy, but was not up for any touching. After a coffee shop interlude, I picked my gf up from work, drove straight home, and had sex with my her 3 times, cumming in her mouth once and pussy twice: in the shower, on the bathroom floor, and in the living room, the curtains open (we didn't notice until afterward). All told, I came 6 times that day...and not very much by the end...I'm sure. I never did tell my gf about my escapades that day. It was a secret shared only with my ex...who received a full account of the day's orgasms a few days later, and a load of my cum inside her soon thereafter. Not long after our horny encounters, my ex left her bf for a new, better guy, and we never hooked up again. Then I became the good bf.

 

[jomar]

Sometimes the women didn't want to hurt men's feeling; and men just like to brag....

True. And women not wanting to admit they got around some because of the slut bias.

 

[MrRandyWatson]

I went to a bathhouse four years ago and watched two big bearish men work over another chubby guy. It was the hottest thing I had ever seen.

Eventually I met up with the bitch boy in another room, he sucked me, and I fucked him bare, spanking him and calling him a slut. It was amazing...but I haven't been back and seen him. Wish I could fuck him again, but it was anonymous.

 

[KingOfTheNerds]

The sluttiest thing I've ever done... went down on a pregnant woman and when she came, she squirted all over my face and hair.. then lifted up her ass and tongue fucked it too.

She had never had someone do that to her and it shocked her so much she peed all over me.

 

[HussarVanburen]

Men are not sluts, they are whore mongers. Learn the difference.

 

[Conager]

Men are not sluts, they are whore mongers. Learn the difference.

Indeed. If they "monger" them out. If they keep them all for personal use they are whore hoarders.

And a "gentleman" wouldn't be obvious about his whore mongering.

 

[Mooket]

Indeed. If they "monger" them out. If they keep them all for personal use they are whore hoarders.

And a "gentleman" wouldn't be obvious about his whore mongering.

Fair enough..

 

[pensivepoet]

I was blindfolded
One set of hands was stroking me
Then a 2nd set began using a dildo on me
I only found out after splashdown that the 2nd hands were her bf's
Felt pretty slutty

 

[skate and fuck]

I fucked a gma, a mom, and a dau in the same weekend. The gma and mom were in the same tent, but not a 3sum (when I just thought they were mom and dau) at a hot springs. Then I went to NM with them, for a few days of partying and debauchery and ended up doing the the daughter.

 

[crash197177]

Posted this ages ago. And this happen less than two weeks after I broke up with a girlfriend of 3 years.

A few months back, I was out with some friends from my social club. We were celebrating Denise's birthday. After a few hours of drinking, the birthday girl says "Who's up for renting a hot tub suite tonight?" Now I'm game for pretty much anything so I agreed to go right away. And so did Tammy and Mary. So Denise calls the place up and gets an appointment time for 11pm.

It's only 9pm at this point so we all figured we needed to get really drunk to make sure we actually go through with this. So this naturally means it's time for shots. And that we did. So it's going on 11pm and we head out to the hot tub suites. I make a quick stop for champagne and water. (Very important. if you are ever in a hot tub or sauna and drinking heavily, have plenty of water to drink on hand. That's my public service announcement for the day).

Ten minutes later I am in a hot tub with all three women. We're very naked, very drunk, very open minded and we start playing truth or dare. Now mind you, we were all in our 30's and 40's but at this point we may as well have been a bunch of teenagers. It started off with the usual making out dares and goofy stuff. Then Denise asked for a truth. So I asked her, what in particular gives you the most mind blowing orgasm? So I took a few mental notes.

Next, I was asked what is the biggest turn on for me. I responded that it was the absolute moment that you know you are going to have sex. At that point, I stood up in the hot tub and demonstrated exactly what I meant. I told them that when I can run my hand from a woman's hip to her inner thigh right along that crease that leads right by her vagina, I know sex is in my near future. As I demonstrated, I subtly stroked my cock once just to show I was turned on. That's the biggest turn on moment.

At that point, I sat back down in the tub, still talking about "the moment" when I slid both hands over to Tammy and Dernise who were on either side of me and began to intimately demonstrate on them. Neither one of them resisted in the slightest so I kept talking about being turned on and turning a woman on. Occasionally my habit of rambling comes in handy. Anyway, I'm sliding my hands down these women;s thighs and I move both hands in and begin to rub both of their clits at once. I could hear the faint moaning.

It's my turn again to ask, I turn to Tammy and she say's dare. I'm still rubbing her clit when I dare her to make out with the person of her choosing. Without hesitating, she beelines for Denise and the two of them began kissing passionately. It was at this point they both admitted that this was not a first for either one of them with another woman.

The next dare came to me. I was told to masterbate for all of them to see. There was a small loft that overlooked the hot tub so I climbed up in there, sat on the edge and began to stroke my cock. Next, Tammy and Denise decide to dare each other to go up and join me. At that point I said that I was just going to lay down up in the loft and whoever came up the ladder came up.

Next thing I know, I see both of them get up out of the tub and are coming up into the loft. They lay down in the loft with me any they begin to kiss each other again. Not wanting to be left out, I begin to kiss Tammy's thigh and work my way to her soaking pussy. She shifts down onto her side and I settle in between her legs and begin to lick her clit up and down. Denice positions herself so the three of us are all going down on each other. I'm eating Tammy out. Tammy's tongue is buried in Denice's pussy, and it's pretty apparent she knows what she is doing. And Denice is giving me an unbelievable blowjob. Now Denice and I have had sex before so she already knows what I like sexually. So she has my cock in her mouth and a finger in my ass. I couldn't tell what to concentrate on. The delicious pussy I was eating, or the amazing blowjob I was getting.

Denice was the first to orgasm so she got up and joined Mary back in the hot tub. Mary wasn't quite as experimental sexually. So this left Tammy and I still up in the loft. We briefly shifted into a 69 position because I just loved the taste of her pussy. After a few minutes, I climbed on top of her and slowly slid my cock inside of her. She felt almost as good as she tasted. I began to thrust into her faster and faster until I felt her cum. I was close to coming myself but not quite there. Alcohol tends to have that effect. Tammy at this point told me to make sure Denise was satisfied. I made sure she was serious about her request and headed down from the loft still hard.

I found Denise in the shower and decided to join her. I cam up behind her, reached my arms around her, massaged her breasts and grinded up behind her. At that point, she leaned forward so I could enter her from behind. I didn't waste time and began to fuck her hard. Before too long I had blown my load inside her and was completely wiped out. We all agreed that this was not something to share with the rest of the social club. But WOW! we definitely remember the night fondly.

 

[chargergirl]

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