What is the naughtiest thing you've done sexually?

I have had some "kind of" naughty moments that ended up as "almosts" in terms of naughty sexual activities - I'm a nervous Nellie I guess. I had insanely hot phone sex with a sweet, funny, married couple a few times. We connected on a sexual phone/party line. I told them what to do to each other, and they told me what they would do to me if I was there, and we all had multiple orgasms had ourselves a real hoot. Afterward they would beg me to let them fly me down to their state for a weekend but I could not pull the trigger on that.

I have engaged in masturbation on demand while at the bathroom at work, when a "friend" told me what to do via text. It was super hot but we never hooked up in person.

I've had incredible phone sex with an old friend who is married and visits NYC for work, but meeting up with him will not happen - the idea of actually screwing a married guy is a major turnoff for me, but teasing one is just fabulous.

The fantasy is often better than the reality.

Sometimes even a text or phone thing is better as a text or phone thing.

I have have great online conversations that were super hot but when we tried in real life it just wasn't there. I have also had insanely great real life partners but when we tried text and phone due to distance we couldn't hit each other's buttons.
 
Many many MANY years ago we had a party in our apartment. Some friends arrived with a new acquaintance, a shy girl from Germany whose English was not the best. We struck up a conversation and before I knew it we were making out in my bedroom and she pulled my pants down and blew me, all while dozens of people were milling about. So, maybe she wasn't THAT shy...
 
Sex in public or where there is an element of risk holds the #1 position in my list of turn-ons. So for me there has been a bucket list of sorts that I have accomplished.

My then girlfriend gave me a BJ in a men's room stall at the local International Car Show when it was in town.

I had sex with my boss on her desk at a certain law enforcement agency during working hours.

My boss let me fuck her with a banana in a network room while two of her coworkers (LEO) where on the other side of the door taking a smoke break.

I received a blow job from my boss in the Chief of Police's office while he was away for a few hours.

I received a blow job on the beach at 2 in the afternoon for my 40th birthday.

I received a blow job in a church parking lot.

I had sex with my boss on her front porch, in plain view, around 9PM at night.

We also had sex in her back yard next to the pool, the risky part was one of her coworkers, a sergeant, lived behind her and was having a huge party in his back yard. The only thing keeping them from seeing us was a row of Italian Cypress trees.

My boss and her coworker (dispatcher) met me at a local beach town over the weekend. On the way back to our respective town she pulled off the highway to give me a BJ in front of the coworker The second time the coworker joined in and masturbated me into my boss's mouth.

My boss and I went to knock off a nooner at lunch at a state park about 7 miles out of town. We bumped uglies in the back of my SUV. To finish she wanted me to cum on her boobs, so I did. Afterwards I hopped out of the back of my SUV and ran around in the field, naked in celebration. Unfortunately there was a Park Ranger parked about 1/3 of a mile away on a hill watching us. After my victory lap he came down to have a little chat with us.

There are many more instances but the above are the most memorable.
 
See my “just me” thread in am pics. The kitchen roll holder is one of the naughtiest things I’ve done so far 🥰
 
I don't know how naughty this is, but anyways... A male friend of mine in grad school had a girlfriend I couldn't stand. She couldn't stand me, either, and she thought of me as a threat to her because she thought I had the hots for her boyfriend. I didn't, but he said that she would seethe and complain when he and I would talk. Well, after he and she broke up, he worked up a good deal of hostility for her. Before their breakup, I hadn't said much to him about my dislike for her, but I had no reason to hide it after. I don't remember who thought of it first, but we agreed that it would be hilarious if he and I had sex and she found out. We knew it would piss her off supremely. So, we did it. It was basically a weird one-night stand that only happened out of spite for a third party. Is that naughty? The sex was anti-romantic, but it was amusing and fun*. This hookup of ours became gossip, and it got back to the ex-gf. She didn't publicly flip out, but she was overheard loudly ranting to someone on the phone about it. One funny thing is that I now look back and realize that he and I didn't need to actually do it in order to have had the same effect as just saying we did.

*The details of that oddball tryst may or may not make for a good Lit story. It would wind up in the Erotic Couplings category, I guess, but it might be a better fit in Humor & Satire even though it's non-fiction. There would be yucks from the joking and teasing between the naughty bits.
 
Dont know where the 'naughty' bar is these days. A lot more experimenting happening so my licking another guy's cum from some girl's huge tits, at a party, may still rank as naughty. Not being able to tell most anyone I know, makes it Off-The-Chart Naughty!
 
Been in a strangers den with 4 tgirl in the dark. Fucked one and made her cum prematurely. Sucked two. Watched by one. And swallowed by one.
 
I have done a lot of naughty things both with a partner and on my own. The most recent was wearing a plug while getting a tattoo done. I was alone at the appointment but I was sharing the experience with someone throughout the session.
 
I want to know just naughty all you devils are, confess and share your naughtiest sexual sins right here.

I'll start off by saying I've had sex in public on numerous occasions and loved getting caught lol. :devil:
I sat in the same room and watched my wife having sex with a girl.
 
Being A Professor

I am a professor at a private liberal arts college. They have a program where they'd house some of the faculty in student dorms. We'd live there for free. We were given a budget for activities, pizza parties, etc.
Students would drop in from time to time to chat, get help with a class or whatever. I enjoyed getting interrupted while I was working out in a skimpy leotard or yoga pants. I'd pretend that I wasn't aware of my exposure and continue to work out in front of them.
Yes, I ended up sleeping with several students who were half my age. I'd make them promise to never tell, knowing they probably would. I sometimes blush thinking of some of those times when we had sex. I did everything they wanted.
Did you ever attend dorm or frat parties with your students?
 
Allowing a massage to go further than I probably should have. There was nothing asked for and nothing offered, and no words were spoken. It just happened, and I did nothing to discourage or stop it. Now, it’s a bit of a kink for me.
 
Well, what is naughty?

I already talked about swinging from a tree branch in front of a cop with my second ex-fiance while we were in college around here somewhere.

But, I guess it was probably catching up with an old girlfriend who was a coach at a high school near the college where I was teaching and meeting (then meating) her in her office between school and practice.

Or maybe the night she was turning in the bus after a road trip and I met her where they stored them and we re-enacted cheesy school bus porn for about an hour?

Come to think of it, on the pitcher's mound at her school diamond (albeit sometime after midnight) probably should be in there somewhere, too. Probably wouldn't have been quite so naughty if we'd stayed on the hood of her Mustang over by the field house.
 
Maybe not the naughtiest, but getting a public park bathroom shut down after dark because I fucked a chick and came all over the stall walls after is up there
 
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