By Kendra Holliday | September 2, 2018
Category Archives: Fetishes
I adore cute little old men, so when one contacted me online asking for a date, I happily agreed.
We met in the dim, red, richly appointed lobby of a luxury hotel. We were both a little nervous. I had no idea what he looked like.
I was relieved when one of the anonymous men standing around broke away from the faceless crowd and warmly approached me. I got instant good vibes from him.
He resembled an Orville. He was small and neatly groomed, very dapper in his three piece suit, right down to his silver tie pin and cuff links. With my elegant black dress and pearl necklace, we made a smart looking couple.
He ordered me a glass of wine, which I sipped politely as we got to know each other on a velvet sofa in a cozy corner.
He was from out of town. He summered in Cape Cod and wintered in Florida, having a home in both places, as well as one in Virginia.
He had a wife of 45 years who was a good woman, but never touched him, not even holding hands while they watched a movie, lest he get the notion that this basic physical contact would lead to something more. She had no interest in intimacy or sex – she found it distasteful and unnecessary – and expected him to follow suit.
Trouble was, he was a human being. Humans NEED physical contact. Which is why he sought me out.
A lot of people think whores are homewreckers, when actually the opposite is true. They do a great service keeping marriages together.
Many straight men NEED to sip from the cup of feminine energy just as they need to breathe and eat. If their wife cuts them off, they will look for intimacy elsewhere, or suffer miserably.
By Kendra Holliday | June 8, 2018
So many men are sick from toxic masculinity in our society. They have to be very manly, which involves taking care of business, being in charge, hiding feelings, and burying their feminine side.
Yet, they crave a place where they can surrender to a strong, sexually confident woman and be awash in female energy and power exchange. They want to be cared for. They want youthful female energy. They want mature female energy.
So they contact me requesting help with exploring their sexuality, but then proceed to railroad me and call the porn shots and trample all over the sensual process and fuck it up. So frustrating!
Here’s a Dan Savage podcast where a man wants to know how to get his vanilla wife to like domming and pegging him. Go to the 8:35 mark and listen.
Dan points out that for some women, this can feel more like work than fun, so he suggests backing things up. For a woman not used to being sexually dominant, a good place for her to start is to think about what she wants right now and demanding it.
But what if what she wants right now is a cup of tea? Will that disappoint her partner? Will taking small steps like this lead them to a place where they both feel fulfillment?
I get a lot of men who tell me, “I want to please you.”
But then, when I tell them what I want, they steer things back to what THEY have in mind.
If you want me to peg you, piss on you, sit on your face, objectify you, humiliate you, rub your naked body while you talk on the phone, that’s totally fine! You’re hiring me to perform a service, and I am happy to oblige. I have so much fun being creative sexually! I like taking care of you.
But don’t get it twisted. Are you doing this for you, or are you doing this for me?
Prepping for a session takes work, so not only are you paying for the time we are mentally and physically engaged, but you are paying for the hour before and after. I have to dress up in uncomfortable lingerie and heels and get into the right head space. I have to clean up afterward.
If you REALLY want to please me, here are some ideas:
By Kendra Holliday | May 18, 2018
When a pretty girl (aka Kendra) says, “I’ll fuck you,” you say, “Where and when?”
“My place.” Then, that same pretty girl ups the ante by saying, “How about we make it into a party? As in, multiple girls pleasure you while some other lovely ladies watch?”
“Hmmmmm…..you mean you can arrange for multiple women to feast upon my sex, while we perform an exhibitionist show for other girls?”
“Sure!” Kendra says with a mischievous grin.
“Like, how many girls are we talking here? 3 or 4?”
“Let me see what I can do.”
By Kendra Holliday | March 27, 2018
This list is lovingly dedicated to everyone who pshaws at vanilla sex.
1. fuck someone who is actively bleeding, OR earning your tasty Red Wings
2. fuck in a coffin or a church
3. genital torture using a starving hamster
4. pegging with a peg leg
5. extreme anal penetration with something found in the kitchen
6. watersports in a water park (ha ha, too bad, everyone else!)
7. fucking someone you have rendered unconscious
8. knifeplay at a sushi bar
9. sucking a dirty dick (where has it been?!)
10. take down abduction scene at Wal-Mart
11. taste cum, preferably on a muffin
12. putting a stick of huckleberry incense in your ass and lighting it until your ass hairs singe
13. masturbating to a photo of your parent
14. putting a fork, spoon, and knife in your orifices simultaneously
15. face sat upon by someone naked and unwashed until you can’t breathe for two minutes
16. shave entire body
17. sucking the horn of a poached rhinoceros after it’s been shoved up Rush Limbaugh’s ass
18. fisting with Paul Bunyan
19. sex on horseback (with the horse)
20. being fucked by someone you never see, preferably because you are half buried in dirt
21. figging using an entire bottle of ginger liqueur
22. double penetration (eyeballs and earholes count)
23. sounding using the chopsticks from a racist Vietnamese restaurant (more…)
By Kendra Holliday | December 30, 2017
One year on Twitter, I listed one of my fetishes every day.
Fetish: something that sexually charms you.
I went back and looked at the list and was turned on and amused!
Here is the list in its entirety – I replaced about ten of them. If I’ve featured one in a post, I will link it to that post.
Mmmm, I want them ALL! Do any themes jump out at you? It’s clear I’m into hair, booze, and incest!
What about you – how many things turn YOU on?
1. Hairy chest
2. Steel handcuffs
3. Having my lingerie ripped (panties, stockings, fishnets)
7. Redheaded women
8. Pre-1968 Elvis
9. Reaction cologne
11. Sleeping Beauty
13. Feeling hard cock through jeans/pants
14. Incest Fantasies
18. My man’s cum inside my pussy
20. Japanese Gardens
22. Bruce Springsteen
24. Bubble baths
25. Magic Wand
28. Arched doorways
29. A REAL beard
30. Mood lighting
33. Long skirts
35. Victorian Homes
37. Hairy underarms
41. Classical music
43. V-Safe Men
45. Period films
By Kendra Holliday | October 21, 2017
I’ve FINALLY figured out what makes female breasts/nipples so awed and feared!
You know I’ve been struggling with this Topless Inequality quandary for years – remember the Obscene Nipple Game?
A married man told me that seeing his wife’s breasts is always exciting – it never gets old. “Every time I see them, it’s like it’s the first time. It’s refreshing and invigorating.”
I notice with amusement how predictable my clients are – as soon as my bra comes off, they lean down and suck on each nipple, like an automatic, erotic handshake. They simply HAVE to touch and fondle them.
But then get this – the other day I had a date with my girlfriend, and when she took off her shirt, I was compelled to do the exact same thing! I just wanted to grab them! But I didn’t – I was a respectful lady. And that reaction is even with me having breasts myself!
Breasts are like warm, glowing light bulbs, and we are mere moths. Supposedly, moths are drawn to light because of some ancient connection to the moon, which is a feminine symbol.
Sooo here’s the deal – the reason female breasts and nipples are so awed and feared is because
THEY ARE MAGIC.
That’s it. They are a source of creation and life-giving. They symbolize Mother Earth – they are the opposite of destruction. And while most people revere and respect life force and see it as a positive thing, some people find it overwhelming and confusing, which can be scary. The more we can be in touch with our feelings, the healthier we can process the mysterious world around us.
I breastfed my daughter for a year, and am so proud how I provided her only food source for months, and how she thrived and grew – it’s so magical and empowering!
In honor of this realization, I’m hosting a Topless Tarot event later this week, for women only. We’ll sit around in my warm and cozy fairy cottage and connect and bond over candlelight, cards, gems, and runes. We’ll be surrounded by breasts and loving female energy! Our cups runneth over!
I went back into my blog archives and pulled random breast photos – I just love them so much, and am happy to have them. I’m glad to share them with you, on my own terms. Thank you for your respectful worship and appreciation!
By Kendra Holliday | October 7, 2017
In addition to offering surrogate sessions, I also entertain fetish exploration (and anything else I feel like!)
Often, a session only involves a condom and lube. Easy cleanup!
On more rare occasions, a session involves A LOT of cleanup. HA!
— Kendra Holliday (@TBK365) October 7, 2017
This week I had one of those… messy sessions. I affectionately refer to my extreme fetish clients as “pervs” or “sluts”. At first, they feel self-conscious about it, but over time, they realize my playground for perverts is safe, and they have fun with it.
Don’t get me wrong – I looove easy sessions that involve sensuality and TLC, but the freak sessions are pretty fun. I like creative sexuality and mixing it up! When I say, “Let your freak flag fly,” I mean it!!!
Here is a (dirty) laundry list of what we did in 90 minutes:
- Two days ago, I put him in a cock cage and sent him on his way to stew in his own juices.
- That means he had two days of foreplay. Wearing the cock cage puts him in a completely submissive state of mind. He’s like a whimpering, horned up puppy who wants to do anything for me.
- He arrived in his boring street clothes. I made him change into a turquoise bikini and hot pink dog collar. Cage remains on.
- I make him lick my pussy until I cum LOUD. He’s well trained to know what I like, right down to proper tongue strokes – we’ve been seeing each other for about two years!
- Satisfied, I pull down his bikini bottoms and slap his caged cock around. I affix a few clothes pins to his balls.
- I bend him over the bed, condom up a vibrating dildo and fuck him with it. He whimpers and wiggles like a little bitch.
- I take him down to the dungeon and make him my toilet. I have a brilliant contraption another client designed (he needs to market this!) It’s a commode with a cut out space for a head to fit in. It is my Throne. I place him on the concrete floor with his head in the opening. Then, I sit on the toilet seat, my powerful pussy positioned above his trapped head. I piss into his eager mouth, and he drinks my piss. Gulp. Gulp. Gulp… he will do anything for me.
- I make him shower and mouthwash.
- We go back to the bedroom and I FINALLY uncage him. Slowly.
- Liberated, he springs into action and begs to fuck me. I allow him to be a man. I put a condom on his free ranging dick and he fucks me. He loves my pussy. He is swimming in subspace and female energy.
- I stop him and insist he masturbate into the condom. I drizzle lube on him as he frantically jerks off. As I pinch his nipples and stroke his balls, I whisper filthy things in his ear that involve other men, gang bangs, dogs… he’s a cunt licker. He’s a piss drinker. He’s a cocksucker. He’s my whore. I put him on display for everyone to use however they want, like an interactive art display. I have him by the balls.
- He’s breathing like a steam engine and has an explosive orgasm in the condom. I inform him he is now a cum licker. I carefully peel off the sopping condom and squeeze the contents into his mouth. He greedily sucks it up and down and all around. I clamp a hand over his mouth and order him to swallow. Of course he does. He will do anything for me.
Before he left, he offered me a tip, which I graciously accepted. “It’s like a cleaning bill.”
By Kendra Holliday | August 17, 2017
A few years ago, I learned about Mature Metal, a company that makes high quality stainless steel male chastity devices. This is the blog post I wrote a while back regarding cock cages. And now, THIS is a long awaited follow up post!
One of my long term clients helped make my Mature Metal dream come true. He and I have enjoyed an extremely intimate relationship for more than a year. He’s such a creative motherfucker! We’ve done pegging, cock n ball torture, sissification, flogging, roleplay…
He wanted to try male chastity, so I insisted we do it right. Together, we logged on to the Mature Metal site and did research. They have a FAQ page, a fitting guide, and more.
Still, we had questions, so we called their customer service number. Right away, a real live person answered the phone, and was so helpful and friendly!
Matter-of-factly, he asked what we were using to measure with. When we told him string and a tape measure, he informed us that was not a reliable way to go. He recommended we order the sizing ring kit in order to ensure better accuracy.
I’m glad we did! This was a big investment. The rings arrived quickly, and we scheduled another measuring meeting. We had to meet about three times before we placed the cage order in order to make sure the size was right. You have to measure the flaccid cock, as well as the circumference of the cock and balls, and just the cock.
By Kendra Holliday | June 7, 2017
I did this video announcing my new project: No Shave May!
I already have a head start with it, see? My pubes are trying to bust their way out of my lace panties!
I can’t get any of my lace panties to hold up these days. I’ve taken to hand washing and trying not to be too sexy for them.
I find the difference between guys who are into shaved heads and the guys who are into natural women fascinating. As a group, the shaved head guys came off as more entitled and disconnected, as if they owned every bald female head. Even though they claimed a woman with a shaved head was a sign of powerful confidence, they seemed to secretly get off on the humiliation factor.
The hairy armpit guys are more respectful and kind. I guess they are hippies after my own heart! These guys see hairy underarms as a badge of sensuality and supreme confidence.
I wonder how big my bush will get. I can’t remember the last time it was fully grown out. I’ll keep you posted on how my hair growth progresses!
By Kendra Holliday | April 10, 2017
The other day my friend Sissy Maid bought a cheap cock cage.
Here it is:
It didn’t fit right, so now it just resides on the coffee table as a conversation piece. Sad!
That got me researching cock cages/male chastity devices. I’d love to organize a crowdfunding project for him to get a high quality cage. It might be the first fundraising project of its kind! He definitely deserves it – he’s such a good sissy! Don’t you think it would go over well – ensuring one less cock wandering our streets with impunity?
But is playing with male chastity dangerous? Read this column by Dan Savage. Of course the medical doctor expert with no experience on the subject Dan consulted warns against this type of play, but those who have years of personal experience with it assure us that it’s not damaging to the family jewels. You can read up on it yourself in one of many chastity forums. There’s also the helpful blog aggregator called Keyheld.
I learned about the Curve, but I heard it’s not the best.
There’s the Birdcage.
There’s also the CB6000.
Ultimately, I learned about THIS company from a friend of mine who has a caged cock fetish:
By Kendra Holliday | March 17, 2017
We all have a light side, and a dark side – sacred, and profane.
I have a couple friends who bring out my dark side, and one evening I hung out with both of them, and that made for a dark and crazy night!
Let’s call them Ziztur and Dr Doom. Ziztur took all these pics. Dr Doom brought the human skull. They both collect medical oddities and are experts in health and anatomy.
I did a play piercing session with Ziztur years ago
and wanted to try it again. I found it fascinating, and loved how the endorphin rush felt after the needles came out.
So, we arranged an elaborate play piercing party. I was expecting it to be pretty tame, so I was pretty shocked at how weird things got!
Here’s me drinking wine out of a beaker – ha, it looks like piss!
Ziztur is super creative and talented. She pierced my back, then glued feathers to the needles. I brought a bird mask, and voila – creepy bird lady!
By Kendra Holliday | January 16, 2017
I’m a proud pervert!
Or, just look at this pic 🙂
Here’s one of my favorite perverts:
So what is a pervert, anyway? Centuries ago, the word meant “atheist”, or “turning away from what is right.”
I’m an atheist, so that still fits. And I don’t see why sexual creativity and expression is wrong, so I’m glad to reclaim the word as being twisted or kinky.
There’s a great book out that covers a wide range of perversions. It’s called PERV: The Sexual Deviant in All of Us, by Jesse Bering. (Fun fact: Jesse Bering used to teach at a university in Arkansas. My ex took his position when he moved on to greener pastures.)
I’m used to academics writing about sex in theory, and removing themselves from the messy details. So I was really impressed with Jesse’s approach – he fesses up to some of his own embarrassing sexual history! Very raw and honest.
For instance, one time he masturbated to an empty Diet Coke can a guy he had a crush on drank from. He also masturbated to a picture of a naked caveman in a science book. His confessions reminded me of some of my embarrassing details – I used to have a crush on Darth Vader, and when I was a kid, I practiced making out with a Spiderman doll.
By Kendra Holliday | October 29, 2016
You’re always hearing jokes about Roman Showers, but have you ever met someone who is really and truly into them?
I have. Let’s call him Puke Boy. And let’s ask him some questions.
TBK: What is the proper name for your fetish?
PB: Emetophilia. That includes anyone turned on by vomiting, even themselves vomiting.
TBK: What’s your preferred term for it?
PB: Probably “throwing up,” “getting sick” or just plain “vomit” when talking about a hot girl doing it, but probably “puke” or “barf” when talking about me or some dude doing it. I believe the actual act of throwing up on someone is called a roman shower.
TBK: What do you like about it?
PB: Although I am not into S&M and hate for a girl to be in pain, I am conflicted as the tender side of me wants to console her and make her feel better, while this perverted primal instinct inside of me suddenly awakens and is very interested. I actually get more and more aroused as her nausea builds. She’s trying to fight it, but she’s really helpless as there’s nothing she can do to stop it. Some soft moans as she clutches her stomach as she wishes it to either stop or just hurry up so she can get it over with.
Then there’s the waiting around and anticipation of when things are gonna get started, and a chunky sour burp signals it is imminent. She says “Oh no, I think I’m going to throw…” Just then the climax arrives and she opens her mouth and the warm thick liquid flows out of her mouth. No more words, as wave upon wave comes over her. Spasms grip her tight little body as her last meal is forcibly expelled. She’s able to get some breaths of air in between belches and some gurgling noises that come from well inside her. You wonder how such a petite girl could make such a deep sound. Soon the waves of easy flowing vomit turn into empty retches as now just a long string of drool hangs from her mouth. Before you knew it even started, she is finished and collapses on the floor, exhausted and relieved for the time being…
Part of it is probably how this is a pretty embarrassing event for people, and it’s not too often we can’t control our bodies. Something also about the fact that the vomit is from deep inside her, that this is deeper and more intimate even than having sex. The vomit was once food but has now been changed by her body to kind of become “part of her.”
Another emetophile describes it as his way of “consuming” her, and I agree with that too.
Note: I have no cannibalistic urges and have no desire to actually eat any part of her body.
By Kendra Holliday | October 28, 2016
I told this story last night at Dirty Birdie story hour at The Monocle in the Grove…
Have you ever wanted to wake up, chug a bottle of red wine and devour a bunch of French pastries, and then throw up all over some guy?
OK, I admit I haven’t ever thought of that before, but when the opportunity presented itself, I decided to go for it.
I’ve never been The Bulimic Kind, but I’ve always wondered what it’s like to puke on purpose. I feel like I’ve been needing to binge n’ purge lately – a ritualistic, symbolic gesture.
My partner Matthew was very much opposed to the idea – he was concerned for my safety.
But I really wanted to take on the challenge, so he respected my decision. He’s an extraordinary man to put up with all my crazy antics, let me tell you! After all – he’s not my father, but he is my Daddy! 😉
The Roman Shower scene took a lot of planning. Puke Boy (read my interview with him here) stopped by the day before, bearing gifts from Whole Foods and the local donut shop.
My hurl was going to be classy, people! He was going to taste all of this secondhand, right from the whore’s mouth.
I started preparing for the elaborate, gut wrenching ritual right at 9am. I was nervous – would I be able to pull it off? I made up my mind that I HAD to – I was going to MAKE myself puke, and that was all there was to it.
A Fear Factor Challenge.
I had fun playing ULTIMATE HEDONIST – I put on some music and danced around with the donuts and wine (the ice cream – ironically, vanilla flavored – was a suggestion from sorrybeautiful). I felt like a naughty girl playing hooky from school.
By Kendra Holliday | October 23, 2016
You’ve heard of Whiskey Dick – have you heard of Whiskey Balls? Have you SEEN Whiskey Balls?
Remember this guy? David R.
He has a really interesting hardcore hobby, very sexually creative and fun to fuck with.
I had another Skype fantasy session with him the other day. I had to get into character: I was a sadistic FemDomme doctor who tortured him sexually and threatened him with prison if he didn’t comply with my harsh demands.
I prepped him for our session by taunting and tasking him all week over email and text.
He had to comply with a strict supplement and milking regiment, and if he screwed up, he was put on orgasm restriction and made to punish himself.
WARNING: Awesome pics of penis and testicle torture ahead…