What was the nastiest sex (in a good way ) you ever had?

[Fickloch]

My lover in college was a maintenance supervisor for the campus...has access to virtually the whole campus. He loves outdoor sex. Most during spring and summer evening an nights, he'd take me up on the roof of one building in particular and fuck me senseless. Spectacular views of the city skyline, warm weather, a bottle of poppers, wine and my Spanish daddy's 9" cock up my ass. We'd be up there for hours load after load from his bare cock.

He'd also fuck me late night in two parks nearby...we even drew a few voyeurs

Man I wish I went to your college.

[tooker]

the most recent and nastiest in a way was just 3 weeks ago. i posted an ad on craigslist, asking to be humiliated and treated like a true sub. a hot guy came over, and used me for 3 hours or so. raped my holes, choked me till i was blue in the face, slapped me that my ears were ringing, sat on my face made me go into the hole deep, spat on me/face/in my mouth, flicked my balls, bred my hole, and finished with making me drink like a gallon of his piss. i never drank more than a squirt of piss, and this was never ending, he just held me there and make me drink it all. it was tasting nasty, but thats when i came really hard. and now i can't wait to see him again. he says that this time he will piss all over me.

[NastyRigPig]

the most recent and nastiest in a way was just 3 weeks ago. i posted an ad on craigslist, asking to be humiliated and treated like a true sub. a hot guy came over, and used me for 3 hours or so. raped my holes, choked me till i was blue in the face, slapped me that my ears were ringing, sat on my face made me go into the hole deep, spat on me/face/in my mouth, flicked my balls, bred my hole, and finished with making me drink like a gallon of his piss. i never drank more than a squirt of piss, and this was never ending, he just held me there and make me drink it all. it was tasting nasty, but thats when i came really hard. and now i can't wait to see him again. he says that this time he will piss all over me.

He should take his piss in an enema bag and then make you felch it out of his hole.

[scotty2]

Years ago I was sucking a guy off in the toilet of the Hoist in London and he had a really fat, uncut cock. He pissed in my mouth and slapped me (a bit too hard for being playful) but it was kind of hot but I got angry with him too. I think he was pissed.

[Guest MightyMouth]

The fuck that stands out as the nastiest to me (not the hottest, but the nastiest) happened in the woods at a park. I was laying out on the lawn cruising men and followed one into the woods. We were followed by a couple of other guys that I wasn't into. The first guy got spooked and left but then a 4th guy came along who was doable. I started sucking his cock then he asks to see my ass. I spun around and he pulled down my shorts. Before you knew it, I was face down in the dirt with his dick up my ass getting his load while the other two dudes watched and jacked off.

[Guest Matias47]

There was this guy at Slammer, LA that fucked me few times. Always in one of the public areas. He wasn't the prettiest guy, or the biggest cock. He was middle aged, bald, slender, gray beard and a stupidly good fuck. He got my sluttiness right off. We always got nasty, he liked to fuck me from behind while picking cocks for me to suck. But I think my personal favorite was this time: I had just gotten there and he was up on the bj ramp at a gloryhole. I just walked up to him dropped to my knees and told him, "You know I can suck better than that guy." I was rewarded by him shoving his spit covered cock down my throat. We got rough. He grabbed a handful of hair and fucked my face. I slapped my face with his cock and deep throated him. He always signalled it was time to fuck by leaning over a sticking his hand down the back of my pants. I stood up, told him to follow me, walked to the middle of the ramp, dropped my pants and told him to fuck me. First, I was standing, then on my knees, then bent over in a "v", ass in the air, hands and feet on the floor while he fucked me and slapped my ass as I kept asking him, "Is that all you got.?"

Just raw, nasty fun.

Shit, now I'm really horny.

[Fucksurrey]

Heavy chem session night with 3 other guys.. Went out while bf asleep and fucked away until 7am - bf was well fuckin unhappy when i got home and no point trying to lie on that session. But we fucked and fisted and toys, w/s - u fuckin name it - everyone doing everything. Was the best fuckin night ever.

[noexitfastlane]

Got thourly fucked at flex! then had a funnel inserted in my ass with a corrigated nozell and one in my mouth, laid in bath room taking piss loads like a urinal in my ass and in my mouth by every scum bag you can imagine

[anicker834]

damn man that is so hot saw a video like that and have always imagined the funnel

both ends

[Xd_slut]

I would probably have to be my first anon session. I was in the arcade and went into the larger group room. Turned on some porn, pulled off my hoodie and jeans revealing that i was in light blue lingerie, thigh high black stockings, and the 3 inch heels i had walked in with. I took out my black wig and put it on, and the first man came in the room. I sucked him very well, until i told him i wanted him in me. I then bent over and he asked if i had a condom? I told him no, and to just fuck me, its ok. That horny fucker thought about it, but not to long, and he then began to push into me. I mowned loudly for the entire backroom to hear, and it worked, next thing i looked back and guys were jacking off watching. I started calling that fucker out, telling him his cock was small and i couldnt feel shit. Just like a man, he started pounding me fucking hard, like i was like, OMG we are so gonna get caught, cause we were fucking being loud. He told me to turn around so he could cum in my face, i told him fuck that, impregnate me, cum inside of me. He fucking yelled, blowing inside me, and grabbed both my shoulders hard. He pulled out, zipped up and went home to his wife im sure. With out even looking back, i just said "next." I took 4 more pathetic loads before i left and went next door to the other arcade. There I rode one more guy till he blew inside of me while kissing me roughly and choking me. His cock was a sloppy fucking cummy mess, wonder what his wife thought of that.

That is pretty vanilla now, but was the nastiest id ever done then.

[New_pussi_boi]

I was cruising Craigslist a few months ago, decided to post an ad: "BOI LOOKING 4 DADDY"! I had this one guy respond who got my attention, Asked me to meet him behind a local elementary school. Thought he was really into boys since he wanted to meet at elementary school. Found out he was the janitor there, and he did have a thing for boys. Took me inside the school and fucked me in his smelly janitor office. He had a little belly, and had the typical janitor look and smell. This turned me on soo much!! The fucker was very verbal while fucking me missionary on the nasty janitor floor. I moaned like a little whore in training, while rubbing his sweaty hairy back. "take it boy", "take it you little fuckboi" he kept grunting, "Ohh yeaa SIR", "mmm dont tell my teacher, mmm ugh ughh" He finally exploaded his load in my smooth damaged hole, He layed on top of me with his sweat dripping on me, and the scent of a man at work. Took about 4 mins in all, but VERY HOT!!!

[filled-by-you]

I'm new to the site but want to jump in and share my experiences... Might as well start with this thread...

The fifth person i ever fucked with was my first black man and the first off a hookup website (men4now). he had a 8.5" dick that was bigger and definitely thicker than anything i'd seen yet. That was a real turn-on because i had been impressed by the last dick i had played with, which was probably 7.5 to 8" and thicker than average. this was bigger, veiny, and very dark. It's like with every experience, the dick and the man was getting hotter and hotter. i've since had several even bigger and thicker (black) dicks, but this was my first true big one, and it turned me on to superhung men and superhung black men forever. it also turned me into a total slut for several minutes. i was on my knees pulling his dick out, licking and sucking it until it grew hard, and when it reached its full size i just knew i wanted it inside me raw. i didn't say it out loud, but the desire was unmistakable.

i got up off my knees and bent over the bed, and he knew what to do. he pulled out a condom, put it on and used some lube to work inside me. part of me was thankful he put on a condom because i realized i wasn't going to ask for it and the back of my mind was still conscious even if it was being held in a full nelson by the emerging slut part of my mind... anyway, he started fucking me slowly but i felt that he was losing his erection. without a moment's hesitation, i pulled off his ass, reached behind me and pulled the condom off him and guided him back toward my hole. he obviously thought that was hot because i could feel that he was harder again as he entered me and started fucking me again.

he still went slowly and i'll never know why but he started getting soft again. when i could tell he wasn't getting his erection back, i stopped him and had him pull out. i dropped to my knees to suck him back to full hardness. now, this is the part that is nasty and may gross you all out, but i was still young and inexperienced and didn't know how to clean my ass out.... there wern't any pieces of shit on his dick, but there was definitely some ass juices that were not "clear" and there was a sesame seed that had obviously come from my ass... i know, ew, sorry. i wasn't trying to be nasty. i wasn't trying to do a2m. i just wanted to suck his dick. it made sense in my mind that sucking his dick was what i wanted to do. i didn't stop and think for a split second, even seeing my dirtiness on his dick. in one thoughtless motion, i picked up his dick into my right hand, slid my thumb across the gorgeous head (i guess in some weird symbolic (non-)"cleaning" of it) and went down on him.

he moaned and muttered something to indicate how nasty and hot it was, and told me he wanted to watch me jack my dick. i guess the nastiness of it was getting to me because i started getting close to cumming and he told me he wanted to see me cum. i laid back and jacked off and as i got closer and closer, he leaned down and did something i had never seen or heard of done before, didn't even know it was possible to add to the pleasure of cumming... as i started cumming, he licked the bottom of my balls and ballsack! i felt so fucking good and busted so fucking hard, drenching my torso in cum.

once i was done cumming, i tried playing with his dick some more, but was sort of shocked back into reality, that post-cum wtf-did-i-just-do state of consciousness. i didn't want to be lame and not get him off so i was trying to jack him but i obviously wasn't into it and he said he wasn't gonig to cum just from jacking. i told him sorry that i was kind of out of it now that i'd cum, and i legitimately felt like i was letting him down. he was really gracious and said it was okay he understood. he got dressed and headed out.

i think that experience of not pleasing him made me a MUCH better bottom. the fact that he wasn't staying hard, that i wasn't keeping him hard, made me into a more expressive and active bottom during the actual sex. it made sex for me about wanting to please my tops. it made me realize that doing something nasty is no big deal to me but a huge turn-on for tops, so that i am willing even eager to do nasty shit for my tops. since then, i have never failed to focus on my tops pleasure, i have never let a top leave unsatisfied, i have never stopped fucking just because i came (a story about that to cum later...). and it's not that i think to myself, darn i came now i have to keep fucking, it's that i WANT to keep going, i ENJOY the post-cum sex itself, like its a whole different stage of the sex act, when i am showing my top that i'm here for his pleasure and that i find him so fucking amazing that i am enjoying the sex with him even after i've cum.

Edited June 21, 2012 by filled-by-you

[ademiakari]

There's a homeless shelter downtown, but I am never sure how to approach them. When I get high, that's all I want to do is bend over for those homeless black thugs. Any hints, tips or thoughts on the matter?

Love to pick up homeless guys and get fucked by them in the street. Nasties fuck I have had recently was getting tagged fucked by 5 guys.nthey took turns fucking and pissing on me, calling me all the dirty cunts under the sun, spitting on me and pumping me full of seed. Was worth the trip to the local hostel, although this took place out back by the bins. Two of the lads where just out of prison so had plenty to give. They done a couple of lines off my back and made me lick their sweaty pits and drink every drop of piss they had..

Has nastier but that was the most recent

[Guest Inthewind]

Did you ever try pushing your ass towards there groin or asking if they wanted some ass? The homeless guys under the train trestle down from my house willmfuck an ass all night. Have had a few before and talk about being degraded and feeling trashy and slutty omg. The best man on man I've had, The roughness verbal abuse cock battering my insides makes me wiggle and squirm just thinking about it. Just have to wait till after dark because of the location.

Great now I need to goto the abs for lunch feeling slutty

[smartstud2010]

Got thoroughly fucked (and returned favor) by one of my best friends in front of his mother who was cuttin out lines of crystal for us. That was a fun goddamn weekend!

whoa. that's not hot, that's just disturbing.