Naughtiest was when i was at school, i fancied a female teacher so much. She must of been in her 50's then. One day, i was the only one in her class. I was given some work to do, whilst she did some too. I was at the back of the class & for some reason decided to wank off looking at her. She always wore crochet top's, showing off h er lacy bra & nice tit's & long flowing skirts & mules shoes. I dodn't last long before i was spunking & as soon as i had cum she was coming up to me to see how i was getting on. i think she knew what i had done but nothing was ever said.
Another was getting a bj off my mother in law, whilst my father in law & wife were in the other room. It's never went any further than with with her.
I was dared to masterbate in a packed out movie theater. I had on a skirt and of course no panties. I think the guy sitting 2 seats down knew what I was doing.
my dare was not too naughty compared to most here but I once done the dare of inserting my small flip phone into my pussy while my friends phoned it to make it vibrate
a few friends dared me to have sex with a police woman.
i did in her police car. i still have her phone number.
The naughtiest dare I've done was when I went to a college party over this past Christmas break with one of my best female friends. Me and her were playing truth or dare in a guy's bedroom with four other guys and she dared me to let them all masturbate and cum on my stomach and I ended up doing the dare. Needless to say, I won the game.
After watching a really old episode Of milf hunter my Missus at the time dared me to pull a milf at the pool take her back to our room and fuck her brains out. Well I scored took her back to the from And had her leaning over the balcony window looking out at the pool. While her husband and kids just came back to the Pool from going to the shop she screamed out loud and ducked out of sight before her husband saw. Lucky for me and the ex she liked women too you can guess how holiday ended
Just last night, a Lush friend dared me to strip in front of my living room window, and I did.
i was dared to cum on someone i didnt know ;)
Me and my best friend were double dating at a pub,and my friends boyfriend dared me to wank my boyfriend off,we were all sitting around a table and the place was pretty busy.
Mine was probably when i went swimming with a few friends on holiday in spain... and they dared me to pretend my bikinni top floated away and ask the lifeguard for help while completely topless which was against the rules... Lucky i didnt get kicked out the hotel!
made out with my bf in a changing rom in a mall and he ate me in another changing room of another shop in the same mall (i cudnt engage the same changing room for both things ;) n he finger fucked me a lot of times in theatres, trains, flights, and cabs. I got fucked in my dad's garage while everyone was home. And a couple of times my bf came to my house at 3 am in the morning and fucked me till morning while my parents were asleep.
I once broke into an RAF prison and left cigarettes in the warders toilets for the prisoners (at their request) having just been freed myself that day.
I was recently dared by a female friend of mine (Tina) via text message to expose my hard cock to a few gay guys in a local park. I worked up my nerve after a little bit and finally got out of my truck fully naked with my hard-on jutting out in front of me. To say the least, they were very surprised to see me walking towards them. I had to explain that it was a dare and I was to get a picture of my nudity with them and send it back to my friend Tina. They understood completely and even pulled their own pricks out for one of the pictures.
Even though dares don't happen very often, when they do, I have never-ever turned one down unless it was illegal or stupidly dangerous!
Tina REALLY got her moneys worth from her dare that day!!!
Me and a few girls had a little competition going on to see who could get this certain guy in the club into bed first. I lost, but it was funny to try because I literally threw myself at him but he already had his eye on one of the other girls.
After going to a restaurant in the middle of a busy town we returned to the public car park nearby where I suggested that my wife sat in the back with a man that worked for me, they started kissing and shortly after he began removing her clothes until she was only left wearing a small black suspender belt black stockings and knee length black high heel leather boots, soon he mounted her with her legs high near the headlining, it was a warm summer evening and two windows were open on the Shogun 4X4, the rear seat was more on view than a normal car, he really was fucking her very hard, his large cock was easy to see being rammed in and out of her, I was out of the car a fair distance away and I could see and hear his balls slapping against her ass quite clearly, it was a reasonably busy area even in the evening and three young men came by together and they caught sight of them going at it, they did not notice me standing away from the car, I listened to their comments as they stood watching them at it, I heard them say she’s loving that and I bet she could take us three as well, it surprised me how horny it made me feel, they stayed watching until they reached a noisy orgasm, after they were able to see them sit up affording them a perfect view of my scantily clad wife sitting up starting to get dressed, they then wandered on. I wondered what would have happened if I had stepped forward and invited the three of them to fuck her, the idea of four men taking it in turns to fuck my wife appeals to my imagination.
went to a lesbian bar with a gf and one of her friends commented on my chest and she dared me to let her feel them and kiss them... needlessly to say we were asked to all leave after 3 of her friends took turn. I was so incredibly turned on was amazing
wore a blouse unbuttoned halfway & off my shoulders while at a family reunion.( my cousin noticed,which was totally hot!!)
After he got me off with his finger I sucked his cock in a movie theater and swallowed his load.
A guy dared me to strip down to just my g-string (topless) and go into a roadhouse (petrol station) to buy him a drink. It was very late at night and there was no one around except the attendant and I was more than a little tipsy... so I did it. It got a bit messy but it was lots of fun.
wearing a butt plug at work.
You look fantastic and those boots complete the picture
After being fucked by a freind in the back of my car, we arrived back near our house, I dared my wife to walk down the lane onle wearing small suspender belt black stockings and Long black leather boots, they walked a way to the guys van, it was dark but well lit by moonlight, she could easily be seen, they got in and drove to a quite location where he fucked her hard, they then drove back home.
Cumming in the back of a cab
Dared my ex to get naughty with a cam girl and let me take pics. We fucked like rabbits after.
Personally craziest was when I was dared to have sex on a public beach in sardenia. Lot of topless women and ended up getting a crowd ogling us all afternoon
Im so outta my legue here lol
At 18 or there abouts was dared to run down the beach topless with a couple of my girl friends after we lost at strip poka in a boys versus girls play off.
A midnight skinnydip ensued shortly after that
Naked in a hot pool years ago.
