Category Archives: contest

Want to know who won the Undercover Kinkster contest?

“Tell me your best Undercover Kinkster moment” Contest Winners and Results
First off, I really want to thank everybody who entered the contest. The story entries were great and it was amazing to see so many comments and entries. I’m sorry announcing the winners has been delayed. Thanks to my mistake listing my wrong email address some entries were sent to the wrong address and I waited for people to resend them before posting. 
So who won the story contest? After reading all of the entries several times over and considering the spirit of what an “undercover kinkster” is in my mind, Vincent was the winner by a nose … or should I say a keychain. But after thinking about it, I couldn’t just stop there. Willful was a close second and therefore I am awarding her the second place prize in the story contest!
As for the other prizes? I drew lots and matched them with comment numbers. Here’s a run down of who won what.
1. Vincent -> Lelo Ella 
2. Willful -> $25 Eden Fantasys Gift Certificate code
3. Kay -> Collection of Wet Lubes and Wet Ultimate Pleasure Gels
4. Kay -> Screaming O vibrating cock ring
5. Imp -> Victoria’s Secret sparkling body powder and applicator
7. True -> Gift set of all Sex Tarts flavored water-based lubes (pillow packs)

For winners 3-7, please email me at missisabel0329 [at] gmail [dot] com with a shipping address I can send your prizes to and I will ship them out as fast as I can. 
Congratulations to everybody who won and super big thanks to everybody who entered. I’m hoping to do more contests in the future so keep reading and stay tuned for future posts. 
Don’t forget to always stay true to your Undercover Kinskter selves!

So you say you’re an Undercover Kinkster? Prove it!

Story Submissions from the “Tell me your best Undercover Kinkster Moment” Contest
Entry #1 from Miss Kay
You see, Jor and I started dating long back when we were living with our respective parents during high school. Now, when you live with your own parents – and he with his – it can be difficult to ever find a place to have sex. Instead of attempting to deal with my parents (or his), we would tell them we were going to each others houses and sneak off into the woods a couple miles away. There, we would have our own sexy fun. Now, of course, this could be a pain (in the winter, it was freakin’ frigid, and in the summer, the mosquitos were ridiculous – We owned a Jeep), but the time that takes the cake was the time we parked in front of the nearby lake to look at the beauty of the lake. Of course, beauty = romance = sex, so we ended up going at it. Suddenly, something felt really wrong. I looked up and started screaming. You see, our rocking of the Jeep had caused it to roll forward and was slowly heading down a slope towards the lake. (Silly us – not putting on the parking brake) Of couse, he jolted, and got the car braked, but it was downright scary. And hilarious. And the end of the sexy time. 🙂
Entry #2 from Vincent
This year I had to go get my car smogged for the state of California. I found a smog center right around the corner that was empty and pulled in. The tech was a tall heavy set tattooed man wearing shorts, a tshirt and a beanie. His six gauge spacers in both ears. We start talking as he does my smog test; discussing the usually guy stuff. Cars. Women. The Job market. So then he finishes the smog test and hands me back my Keys. Looking me in the eye he says. “So I noticed the set of cuffs on your key chain?”
“Yes” I replied, panicking about how to explain them away. Most people don’t handle my keys and few have ever noticed the small set of minicuffs that dangle from them.
“So are you a cop?” He then asks.

 “Noooo.” I reply hesitantly.
“Well I have been working on cars for a while dude. 90% of people with cuffs on their key chains are cops.”
I’m thinking but I’m not a cop. Then he continues…..
“The other ten percent it means something completely different and they get an extra 15% discount”
*WHEW* I breathed a sigh of relief and then smiled thinking about how awesome the kink community can be sometimes.
Entry #3 from Imp
My “Undercover Kinkster” moment happened just about a month ago, when I went to South Lake Tahoe, NV, with the Boyfriend and his family for a week. The Boyfriend’s parents are highly conservative and still believe (and mandate) that he will remain a virgin until marriage. Unfortunately for them (and fortunately for me), that is not the case–but they don’t know that, and for now it has to stay that way. Anyway, we were all staying in the same suite and the Boyfriend was pretty paranoid about being found out, so I essentially spent the whole week suffering from forced celibacy, apart from some self-love using the Boyfriend’s vibrating razor. Hardly satisfactory.

On one cold, blustery day of the week we decided to actually visit the lake itself to walk around and take pictures. Finally the Boyfriend and I were on our own. However, I didn’t expect much of anything to happen because he had never before expressed an interest in public sex, to my regret. To my surprise, he whispered in my ear, “Do you want to have sex?” I nodded enthusiastically and followed him behind some large boulders. We struggled for a few minutes to find a comfortable position, trying not to laugh too loudly so we wouldn’t be found. Finally he sat on a rock and I leaned over another rock to suck his cock. It was freezing cold and the wind was lashing my face, so my nose was stuffy and I had to keep coming up for air, exposing his wet member to the wind. The Boyfriend stopped me, turned me around, and pulled down my jeans and the long underwear I had underneath (I know, sexy, right?) down to my Sorrel snow boots, and pulled me back onto his cock. It felt amazing and I was exhilarated to be doing it outside, one of my favorite fantasies. The contrast between warm sex and frigid atmosphere was tantalizing, and after nearly a week of no sex and no masturbation, the Boyfriend didn’t last long. He pulled out and came onto a rock. I stared at it as I pulled my pants up, smiling and thinking of it freezing over. We grinned at each other, made sure everything looked normal, and walked back to the main path to reunite with his family.

Entry #4 from Asha Marie
Back in high school out of all my friends that I socialized with I was the only one who every had sex at the time. When people look at me they see a “goody good” someone that never got in trouble or did anything wrong. Little did they know.

I remember a my two girlfriends were over, a guy friend that we had know for ever and my boyfriend. My three friends were on my bed watching some movie on the DVD. While me and boyfriend were having sex on the other mattress that was on the floor. I remember my girlfriend in the middle of the movie asking if we were having sex. I was like no. However she know better.
 Entry #4 from Willful
Ok, I’ve done some kinky things, but my favorite was when Daddy and I were down in Florida visiting His dad and His dad’s gf, Rena. Rena was driving the minivan, and His dad was riding shotgun. We were in the middle seat, and my little guy was fast asleep in the back. I, as usual, was feeling very frisky and kept stroking Daddy’s cock through His pants, getting it rock hard. He gripped the hair at the back of my neck, pulled my face next to His, and whispered in my ear “suck it”. I looked at His with fear for a moment. His parents were *right there*, less than a foot away from us, and were engaged in light late night conversation. Yet, I know better than to disobey Daddy. I cautiously and discreetly unzipped His fly and freed His cock. Precum was already glistening in the darkness of the car. I snuggled down, to make it look like I was just going to curl up His lap to sleep, and gently wraped my mouth around His cock and started to suckle at it. His hands still wrapped in my hair, Daddy guided my mouth up and down His cock. God it was such a rush, and I was so turned on. We continued, Daddy holding the conversation as needed. Sometimes His cock would push really hard down into my throat, and I remembered trying my best to gag silently on it… not to gasp… not to make those loud slurpy sucky noises… wow.

Yeah, that was probably the riskiest time I ever had… and we weren’t caught!

 Entry #5 from True
So, the hubby and I were supposed to move everything Saturday. The sooner the better since cigarette smoke was coming into our old apartment. That meant I had to pack up all of my naughty stuff and fast. Some of it I put in a locking case, others I wrapped in my lingerie drawer, others that needed to be recycled went in a box, all the lube and such got stuck in a cubby, and everything had to be taped up and labeled discreetly because my parents were helping us move. Hubby and I took most of the questionable stuff over in the dead of night (IE the wrapped up Liberator Wedge/Ramp, Luv-U-Lounge, etc). I taped up everything else really well, making sure nothing was visible and putting duct tape crosses on the boxes that contained naughtiness. Well, I had stuff sort of stuffed next to the bed. I got that cleaned up, or so I thought. Later that day while we were cleaning the old apartment, hubby came in with a wad of paper. It was instructions for inserting batteries into a vibrator! It had been in the bedroom when my parents were helping us clean! I really hope they didn’t see that! O.O; So embarrassing….
Winners will be posted soon! It was a great contest and thanks to everybody for the awesome submissions. 

Contest reminder!

This is just a reminder to get your entries in for the Undercover Kinkster contest by 11:59 CST on April 30 (this Friday!) so that you are eligible for the contest. Entries that are received after this time are not eligible and will not be entered for consideration for any prizes.
I’ve received just FIVE entries for Kinkster stories. Remember that submitting an Undercover Kinkster story is a requirement to be considered for any prizes. Given that number of entries, you have an excellent chance of winning if you submit something. You can submit a story to me via email at missisabel0329 [at] gmail [dot] com. Please include “Undercover Kinskter” somewhere in the subject line.
 Some great secret prizes have been added to the prize bucket thanks to the gracious, fabulous girl at my local adult toy. Most everybody will win lube samples of some type. The ever lovely Bobbie at Wet Lubes has made sure we are well stocked and you all are well lubricated.
Want to check out the original contest post? Read it here.

Important “Undercover Kinkster” Contest Update!

Extremely Important! 

It’s been brought to my attention that the email address in the “Undercover Kinkster” contest post had my email address listed wrong. DO NOT SEND STORIES TO “” Please send stories to missisabel0329 [at] gmail [dot] com. 

If you previously submitted stories to the wrong email address, you will need to forward or resubmit the story to the correct email address. 
I apologize for the mistake and inconvenience. Some poor person is reading your stories. I feel terrible about this. This is what happens when my brain shuts down when I’m typing something without thinking. Ooopsie. 

“Tell me your best Undercover Kinkster moment!” Contest

“Tell Me Your Best Undercover Kinkster Moment” Contest!

I am excited to announce my first ever (and hopefully first overall) contest that I’m holding here on Diary of an Undercover Kinkster. There are some great prizes and the opportunity to win lots of different things. The best part is there won’t be just one winner – there will be many!

In the spirit of furthering and promoting the ideals of being an “undercover kinkster,” I thought I would theme this contest as well. I want to know what your biggest undercover kinkster moment has been in your life. It can be anything. As big or as little, as momentous or insignificant, as public or private as you want. I want to know your stories. Did you wear a butt plug to dinner and suck off or finger your significant other under the table? Or did you send dirty pictures to someone on your phone from work in the bathroom? Did you have sex in the bathroom of your grandparent’s house at the family reunion while everybody was out back having lemonade? Are you pierced or tattooed in such a way nobody but someone who has you naked would know? What one defining moment is your biggest undercover kinkster moment? I want to know!


(1) $25 Eden Fantasys gift certificate code

(2) One Lelo Ella in black

(3) Various Wet Personal Lubricants products including Wet Ultimate Pleasure Gels

(4) Screaming O vibrating cock ring

(5) Victoria’s Secret sparkling body powder and applicator

(6) Gift set of all Sex Tarts flavored water-based lubes (pillow packs)

I would like to thank Wet Lubes for sponsoring prizes #3 and 5. Check them out at their website for great products, coupons, contests and other information.


There are multiple ways to enter and multiple ways to win. Each way is considered one entry, but number 1 is mandatory. Without this entry, you will not be entered into the contest and not eligible to win. Also please don’t enter if you don’t feel comfortable giving me a postal address to which I can send your prize as well. United States residents only sadly. Postage outside the US is just too expensive for me. All entries must be submitted by April 30, 2010 at 11:59 pm Central time to qualify.

One winner will be chosen from the submitted undercover kinkster stories and the remaining winners from the other methods of entering. The drawing will be random and even I will not be able to tell you ahead of time who will win. One of the larger prizes will go to the winner of the undercover kinkster story portion of the contest. Make your stories good because I will be choosing what I consider to be the best from that bunch for the prize.

Additionally, I will be posting the stories in one big post when the contest is over, so please specify if you would prefer to be anonymous or have your name/handle attached to your story when you submit it.

Ways to Enter

1. (Mandatory Entry!) Submit your best “undercover kinkster” moment story to me via email. You can email me at missisabel0329 (at) gmail (dot) com. Please put the subject line “Undercover Kinkster contest” so I know what I’m getting.

2. Tweet about the contest using the phrase: “Tell @MissIsabel0329 your best undercover kinkster moment and win! #Undercoverkinkster #contest” Please only tweet once a day. Tweeting more than once a day will be considered spamming and I will not count that day’s entry. Make sure to comment here with a link to your tweets so I know where to find them.

3. Blog about the contest. Talk about it however you want, but make sure to include the address to this blog post. Make sure to comment here with a link to your blog post so I know where to find it. You can only do this once.

4. Talk about this on Facebook/Myspace/whatever social network you use. Once a day maximum. Make sure to comment here with a link to each posting so I know where to find it.

5. Comment on my Eden Fantasys reviews or follow me on Eden Fantasys. Please make sure to comment here with a link telling me about your comment or following me.

6. Follow my blog through Google Connect. Make sure to comment here that you’re following the blog now.

7. Follow my Twitter account. Make sure to comment here that you’re following my Twitter account or I won’t know that’s why you’re following me.

Please comment once for each separate entry.

Got all that? Numerous ways to enter this great contest!

Any questions? Post them here or email me. I will do my best to answer them in a prompt and timely fashion and in a way that is fair to everybody. Remember, you MUST submit an “undercover kinkster” moment story to be entered. Also remember don’t enter unless you feel comfortable sharing a mailing address with me so I can send you your prize if you should win.

Go forth and show me your undercover kinkster sides!