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Kelsey wrote: Caught Doing My Own Dare by Kelsey

Ok so my name is Kelsey. I'm 5' 2" athletic body type and I have DD breasts... yes, they're fake, I was a B cup before 2 years ago. And first of all I have to say, this story is completely true. With that said, don't expect it to get all crazy like some of the fantasies here. I MEANT for this night to be a fantasy, but it turned out to be a lot more than I bargained for...

I have a bit of an addiction to getting myself into ENF situations. It's been a fantasy of mine for a long time and every once in a while I like to set myself up to be naked in a place I shouldn't be. It's a thrill. But lately I've been getting bored of what I usually do. Most times it's not that big of a deal, for example, a couple weeks ago I put on just a robe, went out into my backyard, and purposely locked my rob in the door jam forcing myself to run to the far end of the backyard to get the key and run back to unlock the door. However, there's no real thrill to that as I know it's late at night and I have high enough walls that I know no one could see me. So I've been trying to test the boundaries of what I can and can't do, but I always seem to chicken out on the bigger dares I give myself, as I wouldn't hate to get caught by someone I have to see every day. So the time came where I was going to be on vacation this past few days and I decided that I'd go up north to a town I never visit, get a hotel, and (along with some other activities I had planned) plan on "going big" on a dare. So here was the setup I had planned:

I got two room keys and took one of them and hid the key card wedged under a table at a park across the street. The next part of my plan involved the "accidental" nudity. So I planed on just stepping out of my room naked and letting the door close behind me. And I mean completely naked. No shoes, no hair ties, nothing. Something about my bare feet on the concrete turns me on, like a reminder of how naked I am. However, like I said, I was going to give myself an "out" if you will. In case things got too crazy, because I didn't want to risk getting arrested if something went wrong. So I also took a baggy shirt that went down a little past my butt, and hid it rolled up under my car.

So, 1am rolled around and I stripped down to nothing, took a peak outside and stepped out. As soon as I heard the "click" of the door closing, I instantly felt my heart race as now I was locked outside, completely naked... I immediately ran down the stairs out to the parking lot where I used cars as cover before I made it to the end of the line. Hidden between two parked cars I spotted the table I used across the street in the park. Problem was, there were teenage girls sitting on it having a good time. My heart sank just for a bit, and decided I'd wait it out for a few minutes...

Time went by and it seemed like I was out here for too long and didn't want to wait so I figured I'd go get my shirt, get the key card from them and call it a night. Bad ending to this kind of story, right? Well I ran over to my car and I guess in my race to set everything up and frankly had I not been so horny I would have noticed this major flaw in my plan... when I put the shirt on I realized I had put out an old shirt and not the one I was thinking of. This shirt I had on barely came down passed my vagina and left the bottom of my ass cheeks out in the open! I started panicking, thinking of a way out of this, but couldn't think of one so I figured I'd just tell them I had been swimming, which would also explain my lack of shoes. My lame excuse was going to be that my "friend" had left a key there as a prank for me to go get and come back.

So you can see now how I at least had everything covered, but here's where things got a little out of hand and I promise you all, as much as you all here think you'd love this next part, it's not as sexy as you'd imagine.

I made it across the street and the girls were laughing at my lack of clothing (I didn't think it was that obvious until they all pointed it out) and I just kind of ignored them and got the key, well one of them stops me and asks why I'm out here naked and I said "oh I'm not naked, I have my swim suit on under this, my friend just did this as a prank" and one of the girls flipped up the back of my shirt and said "I don't think so! That's a naked ass under there!" and they started giggling and asking what I was doing and I just said "It was a dare, kinda like streaking.. my friend made me do it because I lost the bet" and I was trying to talk my way out of it since they weren't really letting me leave, and truthfully looking back at it I could have just struggled or ran through them or got angry with them and they would have left me alone, but my humiliation made me want to, for some reason, come up with an excuse to get out of it so I didn't look weird. Don't ask me why I even cared what they thought, because I don't have an answer for you, I guess I just can't stand people judging me.

Well, one of the girls says "I think the bet was to STREAK over here. Not wear a shirt over here" and I said "No we agreed on wearing a shirt" and they argued about what streaking meant and anyway, to keep a long story from getting any longer, one of them said I wasn't leaving with that shirt, and that they wanted to see me fulfill the "bet". The next few seconds were a bit of a blur as I was both embarrassed and scared, but they pulled the shirt up and off me, turned me around to face the hotel, and gave me a hard slap on my ass to send me on my way. I had my arm over my boobs and one over my vagina, but I knew I couldn't cover my ass which I'm sure had a nice hand print on it. Without really thinking I just ran back to the hotel, hearing laughing and hollering behind me as I ran. There was a good minute at least where they had a great view of my ass giggling as I ran away from them. It was so humiliating, especially because I ended up running into a group of college guys and girls in the parking lot who just laughed as I ran passed them in shame.

The worst part was, however, when I went to unlock my room, I found that the key I had shoved under the bench, had gotten very scratched up from being forced between a metal rod and the wooden table. I slid the card and it wouldn't even recognize that I had put a key into the slot. I started to feel so helpless and believe me at that point, whatever horniness I had from when this all started had long worn off, all I felt was shame and humiliation.. thankfully, the key eventually worked and I made it inside. After I calmed down a bit, my hornyness returned, however and I had the best orgasm of my life that night...

Alternate ending: Had this been a fantasy, the key wouldn't have worked at all, I would have had to make it back to the hotel lobby, the college kids and the teenagers would have caught me, tied me to a street light and left me there, naked and humiliated with "slut" written on my fake tits

A Fan wrote: Very entertaining by A Fan

This was a well written and entertaining story - unlike many stories at this site, this actually had a plot. I'd love to read more of your work!

Joe wrote: WOW! by Joe

Oh my GAWD!!!!!! I love your story!! Did you really do that to yourself! ? Such a turn on!