Category Archives: undercover kinkster

Other places to find Undercover Kinkster on the web

 Did you know Diary of an Undercover Kinkster also runs a Tumblr account? Yes, we do! Check it out Postings from an Undercover Kinkster for the best in kinky, yet classy inspirational pictures I find around the web. Some are kinky, others are not. But the common denominator is that they stir something inside of me and remind me that I’m always an undercover kinkster no matter the situation.

Also make sure to check out my Formspring page to ask me all the questions bubbling in your kinky mind. Have a burning question about anal sex? Looking for a toy recommendation for a specific use? Want to know my thoughts on love, life and family? Ask away and your questions will be answered.

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 “missisabel@gmail.com.” 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.