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Risky Confessions

Read the best #risky confession stories


So I am an absolute freak, I love all things women, all kinds of women, all races, shapes and sizes, now I am a straight 20 year old male so you may think why does that make you a freak? That you absolutely love women? Because. If a woman is atractive enough I'll let her do ANYTHING to me and I'll do ANYTHING to her to get off. And when I don't have a woman around I do whatever I can to get myself off, which involves all kind of crazy shit, mostly risky stuff. I LOVE masturbating in public, on the bus, in the mall, at work if I get a chance. But anyways. I live in a detached home, I rent the basement out, and my landlord as well as the other woman she rents one of the bedrooms upstairs to are both very attractive. So the other girl leaves her key in a certain place so I can move her car out in the morning if need be, if she happens to be parked behind me. So the other night I was REALLY horny in bed and I wanted to masturbate, but I wanted a little something extra to get me going. So I decided I'd go masturbate in her car in the driveway, why not ? So I go out there unzip my pants start stroking my cock and I happen to spot a bag in the back seat with a pair of panties in it, used or brand new I couldnt tell, but I thought what a turn on it would be for me to jerk off and build myself up to a nice orgasm then leave a nice fat load right on the pussy spot of her panties. After I got the thought in my head I couldn't get it out, I had to do it, so I did, absolutely fully well knowing she'd find and and know it was me but have no proof and it was a realllly nice orgasm thinking about what I was doing, and this morning I checked and she moved the key and parked out on the road so I just KNOW she knows it was me lol and that gets me so hard. just wanted to share that with you alll haha


#panties   #risky   #fetish   #masturbating  


I flirt with people when I'm bored and that's a risky thing we do because nobody wants to catch feels.


#bored   #flirt   #risky   #feelings  


I live at home with my parents and 4 siblings so I usually don’t have a lot of privacy especially when it comes to masturbating so I do it rarely whenever the house is empty.

Last night tho I couldn’t hold it anymore I was getting so wet I had to masturbate so I just did it in my room.

At first I was really scared of getting caught but after a while I started getting excited by the idea of my parent or sibling catching me.

I got completely naked on my bed legs spread so if anyone decided to come I wouldn’t have time to hide and they would have a full view of my wet pussy.

The more I heard their voices, the closer they were to my door the wetter and more excited I got to the point where I came.

I’ve never in my life have had such an intense orgasm.


#wet   #pussy   #orgasm   #siblings   #parents   #family   #risky  


I am 15 and gay. Sometimes I get so horny at school that I go to the library during tutoring and jerk off. I haven't been caught and im actually liking it


#gay   #risky   #school   #masturbation  


I removed my IUD and I didn’t tell my husband. I don’t want to get pregnant and I’m not trying to trick him into a pregnancy (we are 42 and have two kids).
I’ve been using an ovulation prediction kit to make sure we don’t have sex when I am most fertile. We used natural family planning our entire marriage until after we had kid number two. That was I got the iud.
The thought of his cum deep inside me, hitting my unprotected cervix, gets me so hot and horny I can hardly concentrate. All I can think about is the next time we are going fuck. Where it will be , how I will initiate it, what positions we will do.
Like right now. I am aching to have him inside me, pounding me hard and he’s sleeping the night away.


#riskysex   #nobirthcontrol   #breedingkink   #sex  


I've been on a cross-country bus ride, and earlier I got immensely horny. I decided to look at some sexy tranny porn to work up my nerve (and my cock), and right when I pulled out my dick, this hot redhead looks back at me. She didn't see what I was doing, but the thrill of being so perverted and jacking off in broad daylight turned me on so much. It only took about twenty seconds before I came and blew my load in my mouth. I need to try this more often!


#masturbation   #public   #risky  


When I was 18 I saw the student teacher, 23 years old, who taught my psychology class in a bar in town one night. I started talking to her and we had a few drinks together. Eventually I told her she was hot and I had a crush on her.

She said if I wanted good grades I should go outside with her, down the alley by the club and show her exactly how good a student I am.

When we got to the alley she told me to unzip and she got down on her knees and gave me a blowjob!

The next day we had a lesson and we were both a little worse for wear, but she asked me to stay behind at the end of the lesson.

She said we shouldn't have done what we did, but that she was glad she did.

I suggested I could return the favour so we locked the door and I ate her out in the class room.


#school   #teacher   #blowjob   #oral   #sex   #hot   #risky   #public  



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