Naughtiest thing you ever done?

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vanillafree
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Re: Naughtiest thing you ever done?

Post by vanillafree »

first confession.... I am male and I am unable to change the gender on my profile, naughtiest thing.... hmmmm , i would have to say as someone who lead a very puritan sex life would be when I found a chat room with people who enjoyed watching others masturbate. very new to me and at the same time very exciting.

I like touching myself and at times when I am particularly horny I can stroke and tease myself for hours. I love how my cock feels and when it swells as I get more excited it puts me over the edge. Having a woman watch and comment is unbelievably arousing, there is a raw honesty when you are that intimate. I have let males watch as they really seem to appreciate the effort and for me it is the audience not the gender than is arousing.
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jemstone
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Re: Naughtiest thing you ever done?

Post by jemstone »

I have written about this in one of my stories here on ST. Inspired by a ST friend who has had mutual j/o sessions in his athletic club's steam room, I have masturbated to orgasm four times now in the steam room at my club. Each time onto the towel I sit on. I don't know if I would respond to an invitation to touch another cock in the steam room, but I have taken the occasion of being alone in the steam room on a slow afternoon and masturbating in the sensual steam. I sit in the far corner so not visible when someone opens the door. Not caught yet. I should add that I have low-hangers only in the steam room, so I take that occasion to play with them there.
feelzgud2me
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Re: Naughtiest thing you ever done?

Post by feelzgud2me »

fucked my sister in kitchen while we talked to parents watching TV in other room
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firecrotch55
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Re: Naughtiest thing you ever done?

Post by firecrotch55 »

Beat off with my younger brother and sister and, fondling and licking my younger sister as well as cumming between her butt cheeks.
jayney
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Re: Naughtiest thing you ever done?

Post by jayney »

Naughtiest thing I ever did? Well, that would have to be fucked my dad. I won't say how,old I was at the time, but we were sharing a bed on a trip because the hotel had fucked in and given us a double instead of two,singles. We were spooning, him behind me when we went to sleep. In the early hours of the morning I woke up to find him fully erect and pushing between my legs, even though he was fast asleep. It got me really aroused, so I reached down and tugged my panties aside. I thought that was daring enough, just to feel him against my pussy lips, but when he started to slip inside, I started pushing back against him. We got into a very gentle rhythm and them I felt him twitching and I knew he was cumming inside me. I manage a few rbs at my clit which made me cum on his cock. All that was in my head at the tme was that this cock had been inside mum. I had a huge cum but disguised it with coughing.
When he went soft, his cum ran into my panties. The following morning he asked if I'd had a good night. I could see he thought something had happened, so I just said that I slept like a log. I really don't think he ever knew. I think he just felt guilty about having a horny dream. For me though, it was the most erotic moment of my life.
texasboyy
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Re: Naughtiest thing you ever done?

Post by texasboyy »

Drove a very drunk female co-worker/friend home to her apartment one night after drinking back in the early 90s. We were both in our early 30s. Not too cute and a bit chubby. She excused herself a moment and stumbled into her bedroom. After she didn't return for about 10 minutes I checked on her.

I found her sprawled stark naked on her stomach on her bed. Her clothes were all over the floor. She must have undressed and passed out. She was snoring heavily. Instead of leaving, I stood there and admired her smooth round butt cheeks. Her ass much nicer than I thought it would be.

Curious I turned her over slowly to see the rest of her body. It was pretty sweet too. Great boobs, pink nipples and a trimmed bush. I suddenly had a boner, so I pulled it out and started stroking while I played with her tits and kissed her nipples. Before long I shot a load of cum all over her stomach.

Grabbing a towel out of her bathroom, I cleaned up the cum, covered her with the blanket, and left. The next day she came to work with a hangover and thanked me for being a great friend and taking her home. Nervous, I asked if she remembered anything after that. She said only passing out and sleeping. ;-)
maxdick
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Re: Naughtiest thing you ever done?

Post by maxdick »

do you like it when a man cums inside you and then eats it out of you?
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prsnalty
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Re: Naughtiest thing you ever done?

Post by prsnalty »

Had the greatest sex with my wife's cousin before we were married, carried on that affair for quite a while. Got married and got a call from her cousin she wanted to continue so we did, then on the night that she got married we left the reception and the Bride and I had the greatest sex ever, neither of us regretted it. That affair continued for years.
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eatmycum
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Re: Naughtiest thing you ever done?

Post by eatmycum »

mmmmm, a couple of things
one was when I was very young, I used to masturbate in bed by myself. My dog used to sleep on my bed with me. A couple times, my dog came over to me and licked my cum from my cock as I masturbated. I just let him lick and his tongue was rough and made me cum faster.

I fucked my gf knowing we were going to break up but I just needed a good fuck first.
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bigoldbendyone
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Re: Naughtiest thing you ever done?

Post by bigoldbendyone »

I just saw a few other posts reading this line of comment. I already told about masturbating while knowing that 5 teen girls were peeking through holes in the changing room wall.

I also had one evening as a teen when I was really horny one evening. My mom had left a pan of beef grease and droppings in a pan. As I walked by I stuck my fingers in the grease thinking about using them for lube. I climbed into bed and dropped my underwear and started to rubbing on my cock. Our dog must have smelled the grease because he jumped up on the bed and stuck his face right on my cock and started licking the juices off. It only took about a minute but it kept licking and I started to cum. It licked that up too. Felt great but I felt weird afterwards.

I also was cooking dinner one evening since I was home before my wife. My two sons were really into playing some new video game they had gotten and were playing it on the TV in the living room right next to the kitchen. I was making beef stroganoff and decided to pull my cock out and play while they were busy in the room only 12 feet away. I ended up cumming in the pan with the meat and mushroom soup. I stirred it in and added the sour cream to finish the meal. We all ate it and no one but me was the wiser.
katarina
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Re: Naughtiest thing you ever done?

Post by katarina »

jayney wrote:... it was the most erotic moment of my life.
A little bit shocked confession :o but very exciting story.
exemacs
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Re: Naughtiest thing you ever done?

Post by exemacs »

sucked off my sisters boyfriend whilst she was "asleep" on the couch
curiousdare
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Re: Naughtiest thing you ever done?

Post by curiousdare »

I think the one I felt dirtiest for was the first time in a viewing room. A black man was in there and I came and sat next to him. We watched tranny porn as he pulled out a nice size cock and I pulled out mine. As we stroked a man came in and watched us as I layed over and took the fat black cock deep in my hungry mouth. Within 5 minutes the room was sucking 5 strangers cocks!
oktostroke
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Re: Naughtiest thing you ever done?

Post by oktostroke »

when I was 18, I spent the night at my best friend's house and his mom (probably in her 40s then, widowed) came into the guest room after we'd all gone to bed, and as per my usual, I was in bed beating off a huge hard on, and she tip toed in and asked to watch me. As I continued to stroke, she ended up masturbating and I pumped my load all over her pussy and stomach. We exchanged some interesting glances the following morning at breakfast!
manyscrtsihide
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Re: Naughtiest thing you ever done?

Post by manyscrtsihide »

I was around 23 when i was in a city visiting and I was by myself and a guy asked if I wanted to buy some meth. I had heard about it but never did so i figured while I'm on vacation why not try something different so I bought and went to a secluded place and snorted it. I was walking down to this area that the vistor center was telling me about and walked by this bar/club so i figured get a drink. When i got in there i saw a lot of men and a few women then i saw 4 dancing stages with naked men and realizes i was in a gay club. Out of nowhere a guy walked up and asked to buy me a drink and i was feeling high and horny so i said sure. We chated for a bit and he was in his 30's and was handsome. He asked if i wanted to sit in a table booth with him and i told him yes. When we sat he scooted in close and i started to get aroused. He told me i was sexy and asked if i was gay or bi and i told him neither. I walked in here not knowing this was a gay bar. He chuckled a bit then i felt his hand undo my zipper and i had no underwear (and never do) and he grabbed my cock and started jacking it, i was getting hard fast and he even said, doesn't seem like one head mines whats happening. I was really horny and meth high and told him that i was and if he wanted to come back to my hotel room i would let him fuck me. We got up and went to the Hilton and as soon as we got to the room i got undressed and he did to and for the next 3 days him and a friend of his he called fucked me ferociously and i had to admit i enjoyed so much when i went back 2 years later i called him up and i stayed with him and his new boyfriend and let them fuck me the whole time and eventually started hooking up with a few discreet married men around home. Oh how wonderful those days were.
englandjack
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Re: Naughtiest thing you ever done?

Post by englandjack »

A couple spring to mind, fucked a g/f in the kitchen while her parents were in the next room watching TV, quick but so hot, same girl gave me a bj in the back of a church, guess i'll never go to heaven :)
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mushroomhead
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Re: Naughtiest thing you ever done?

Post by mushroomhead »

Hmmmm, this is an interesting question. Problem is, I really dont find anything as "naughty", so I will defer to daring. The most daring thing I ever did was when me and my boss( both males) were working on the road. We stayed at a Holiday Inn in Idaho Falls. We shared a room on the 7th floor which had a balcony. We got drunk one night and we caught each other playing with ourselves while watching a hot movie. While we never had any relations or any sort of sex with each other, I came up with a game. I never expected him to comply with it, but to my surprise, he did. I dared him to jack off from the balcony and cum while I waited below with my mouth open and try to catch the cum in my mouth, and then he would have to do the same. To my surprise, he agreed. It was a very calm night with no wind whatsoever. I went downstairs and looked up and found him 7 floors above me. He jacked off and came and I saw the cum flying down to me. I really wanted to catch it in my mouth, but none of it hit my mouth. Some hit my head and got in my hair and some went across my face, but not a drop went in my mouth. I went back upstairs and showed him some in my hair and some on my face, but told him I missed. So he went down stairs and I proceeded to jack off of the balcony, and I was so excited, I shot a huge load, and I watched it fall and watched him try to catch it in his mouth. I saw him raise his hands in joy, and then he came back up to the room and showed me the cum across his face which ended in his mouth, and he said he got most of it in his mouth. The next day, I said how much fun last night was, and he said he didnt even remember what happened. Wether that was the truth or not, I have no idea, but nothing even remotely close to that ever happened between us again.
funone23
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Re: Naughtiest thing you ever done?

Post by funone23 »

Fucked my girlfriend in a bookstore peep.
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rathb69
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Re: Naughtiest thing you ever done?

Post by rathb69 »

I have done many fun things with women, which I don't really consider naughty. Probably pretty mild by some standards, but I engaged in mutual cock stroking with another guy in a video store arcade booth, and let him watch me jerk-off. It felt taboo and was such a thrill. I have tried to recreate this scenario a few times since, but the elements have not been quite right.
crzmn69
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Re: Naughtiest thing you ever done?

Post by crzmn69 »

The naughtiest thing happened over a period of 5 years. It started with being caught by a female friend while masturbating. We started dating and couldn't get enough of each other. After 5 years we decided to get married. Well the blood tests confirmed we were actually blood brother and sister.
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